Best Unique Stays in Key West

Top Unique Accommodation Choices in Key West

Experience something extraordinary with our guide to unique stays in Key West. Each option is handpicked for its distinct character, perfect for travelers looking for memorable adventures.

Unique Stays in Key West
Key West Classic Gem
Boat Rental
7005 Shrimp Road, Key West, FL, FL 33040, USA

Key West Classic Gem is located in Key West, just 5 miles from Ernest Hemingway Home and Museum and 5.1 miles from Duval Street. Both Wifi and private parking are accessible at the boat free of charge. Mallory Dock is 5.4 miles away and Mallory Square is 5.4 miles from the boat. The boat consists of 3 separate bedrooms, 3 bathrooms, and a living room. There is an on-site bar. Southernmost Point is 5.2 miles from Key West Classic Gem, while Key West Aquarium is 5.4 miles from the property. Key West International Airport is 2.5 miles away.

Amenities:

Pool • Bar • Pet Friendly • Parking • Other • Child Friendly • Air Conditioner • Internet

Unique Stays in Key West
Aqua Lodges at Hurricane Hole Marina
Boat Rental
5130 Overseas Hwy, Key West, FL, 33040, USA

You'll find snorkeling, ecotours, and more on site at this welcoming houseboat. Thanks to the convenient onsite parking, you can either leave your vehicle behind and enjoy a short 5-minute walk to Key West Tropical Forest and Botanical Garden, or easily tackle the quick 6-minute drive to Smathers Beach.

As you settle into this 2-bedroom, 1-bathroom rental, you'll find air conditioning and a ceiling fan. Connect to the free WiFi, or get cozy in front of the digital TV (streaming services available).

Guest Reviews:

- "Vacation in Key West " - "The Aqua Lodges are docked in Hurricane Hole marina. A small marina where local fishermen bring charters. We enjoyed having morning coffee on our deck and watched the manatees and pelicans swim around us." - "Awesome house boats. Great bar and restaurant right next door (they close at ten so it’s absolutely quiet at night) Clean, comfortable. " - "I really enjoyed my stay at hurricane hole marina! I highly recommend & look forward to staying again . "

Unique Stays in Key West
Elegant Sailboat Stay
Boat Rental
The Perry Hotel & Marina Key West N25, Key West, FL, FL 33040, USA

5 miles from Ernest Hemingway Home and Museum in Key West, Elegant Sailboat Stay provides accommodations with access to a fitness center. This property offers access to a terrace and free private parking. The boat features a restaurant serving American cuisine, as well as free Wifi throughout the property. The air-conditioned boat consists of 2 bedrooms, a living room, a fully equipped kitchen with a microwave and a coffee machine, and 1 bathroom with a hot tub and a hair dryer. Guests can take in the views of the sea from the patio, which also has outdoor furniture. For added privacy, the accommodation has a private entrance and is protected by full-day security. There is a coffee shop and bar. Guests at the boat can enjoy cycling nearby, or make the most of the year-round outdoor pool. Duval Street is 5.1 miles from Elegant Sailboat Stay, while Southernmost Point is 5.3 miles from the property. Key West International Airport is 2.5 miles away.

Amenities:

Other • Guest Services • Breakfast • Wellness Facilities • Balcony/Terrace • Internet • Laundry • Bar • Parking • Restaurant • Pet Friendly • Air Conditioner

Unique Stays in Key West
Cozy Houseboat
Boat Rental
Stock Island, Florida, USA

Perched on the shimmering waters, this 1 bedroom, 1 bath houseboat epitomizes cozy waterfront living. Step inside and you'll find yourself welcomed into an inviting living space with sofa bed. The living area transitions into a kitchen complete with essential appliances. Down the hall from the living area lies the bedroom with a Queen bed offering a peaceful haven for rest and relaxation after a day spent exploring. An elegantly appointed bathroom awaits, featuring modern fixtures and amenities (Shower Only).
Queen Bed & Sofa Bed

Walking distance to Perry Hotel where they offer Pool, Spa, Bar/Restaurants for your use while staying on “Stella on Stock Island”

If you’d like to bring your own boat, 3D Boatyard offers wet slip dockage or storage for boat/trailer (subject to availability)

Amenities:

Kitchen • Other • Internet • Air Conditioner • Security/Safety • Parking • Bedding/Linens • Child Friendly • Barbecue/Outdoor Cooking

Unique Stays in Key West
Awai's Floating Villa - Houseboat in Luxury Village
Boat Rental
Shrimp Road 7001, Key West, FL, 33040, USA

Awai's Floating Villa - Houseboat in Luxury Village is located in Key West, just 5.1 miles from Ernest Hemingway Home and Museum and 5.2 miles from Duval Street. Both free Wifi and parking on-site are accessible at the boat free of charge. Mallory Dock is 5.5 miles from the boat and Mallory Square is 5.6 miles away. Awai's Floating Villa - Houseboat in Luxury Village features 2 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hair dryer. Towels and bed linen are available in the boat. The property offers sea views. Guests can enjoy the outdoor swimming pool at the accommodation. Southernmost Point is 5.3 miles from Awai's Floating Villa - Houseboat in Luxury Village, while Key West Aquarium is 5.5 miles from the property. Key West International Airport is 2.5 miles away.

Amenities:

Pool • Air Conditioner • Ev Charge Station • Security/Safety • Pet Friendly • Fireplace/Heating • Parking • Child Friendly • Internet

Unique Stays in Key West
Key West 44ft Sailboat Wild Thing-we are moving !
Boat Rental
Key West, Florida, USA

We are moving ! Check for details here!
Will be retiring and will take limited number of custom sailing trips. Located in a mooring field. We have a small tending boat to the sailboat check back 2026

Guest Reviews:

- "We really enjoyed the boat, the sailing, the location.. EVERYTHING" - "If you're the adventurous type and believe that life is all about unique experiences, then add this place to your list. This location is in the heart of the action of a lively marina during the day, but also quiet and peaceful each night. Tons of walkable attractions, restaurants, and bars, so no need to rent a car. We had a 4 hour sail that was also one of the highlights of our trip. Albert is an awesome host, and a pleasure to communicate with and talk to in person if you have the chance. That said, staying on a boat is cozy, so if you are not the type of person who would camp out, then you might not like boat life either. But, if you love marinas, boats, and unique experiences, you'll have a great time here!"

Unique Stays in Key West
Spacious 52 ft Catamaran for Dockside Stay
Boat Rental
7005 Shrimp Road, Key West, FL, 33040, USA

Spacious 52 ft Catamaran for Dockside Stay is located in Key West, just 5.6 miles from Mallory Dock and 5.6 miles from Mallory Square. The property is around 5.2 miles from Duval Street, 5.3 miles from Southernmost Point, and 5.5 miles from Key West Aquarium. Free Wifi is available throughout the property and Ernest Hemingway Home and Museum is 5.1 miles away. The boat is composed of 6 bedrooms, a fully equipped kitchen, and 6 bathrooms. Towels and bed linen are featured in the boat. The accommodation is non-smoking. Safe Harbor is 1.2 miles from the boat, while San Carlos Institute Casa Cuba is 5.3 miles away. Key West International Airport is 2.5 miles from the property.

Amenities:

Security/Safety • Internet • Pool

Unique Stays in Key West
Eddie Griffiths Overnight Charters and Vacation Rentals!
Boat Rental
Key West, Florida, USA

Its a custom built 43 ft sport fish made for overnight trips with all the comforts of home. Sleeps six and is kept in top notch shape. Has a hot shower, three burner stove with oven, microwave ,coffee maker, toaster, tv 3 ac's, electric skillet, rice maker small fridge , under water lights, ice maker and pot and pans for cooking . A nice size back deck to sit and relax to watch the sun come up and set. You can also fish from the boat right at the dock or charter it for a great time on the water.

Guest Reviews:

- "It's in a marina next to a fabulous restaurant, so no kayaking out to a mooring ball sailboat. We were able to drop in kayaks and paddle around key west. The boat Capt was so gracious. We will always book here !!!!!!!" - "Capt Eddies vessel the Capt Andy was as expected and explained. Very clean, comfortable, and close to Key West. The neighborhood getting to the dock isnt the best, but it is quiet, parking can be a little of a challenge, but Eddie has that covered with a reserved spot for his vessal. Just 3 slips away from the Hogfish grill witch has amazing food at reasonable prices. If your looking for something diffrent and something extremely relaxing than the normal VBRO, the Capt Andy is a fantastic choice."

Unique Stays in Key West
Ocean views! Luxury suites
Boat Rental
Stock Island, Florida, USA

Your Ocean front vacation house on water awaits you! Experience Key West staying above it's beautiful clear water. There is a little something for everyone from adventure seekers, to people who just want to get away and enjoy island life, wildlife, sunsets and water activities. From under the boat at any given time you might see many types of fish, stingrays, various crabs, starfish, octopus, lobsters, nurse sharks and even manatee from time to time! From above; view gorgeous sunsets, various sea birds catching their meals and even a military jet formation on occasion. Many great areas to kayak/paddleboard all starting from right off the boat. There are several miles of mangrove trails to view wildlife and fish or just simply get lost in nature. Kayak or paddle board up to Cow Key Marina restaurant as well as Hurricane Hole’s restaurant and grab some lunch.

This houseboat is a 2 bed, 1.5 bath with full kitchen/bar and relaxing livingroom. Off the front you have a covered patio with a ceiling fan and the spacious roof top deck with a complete bar top and fridge with great views of the bay.

The master bedroom has a king size bed as well as an on suite bathroom. The pullout sofa has a queen size bed.
With a memory foam mattress.

The kitchen is of regular size with standard size appliances plus dish washer so you have the usual comforts of home.

This unit also includes a washer and dryer.

NOTE # The houseboat is NOT to be moved from its slip.
It is a stationary floating cottage.

Guest Reviews:

- "I have nothing bad to say. The house boat and location were perfect. So much wildlife can be seen right from the boat. Bill, Stephanie, and her husband were amazing to deal with and offered recommendations on places to eat drink and visit. Short Uber/taxi ride to town. Very responsive! My only complaint is we didn’t stay there longer!! We will 100% be back!" - "We booked this hoping for a quiet stay away from a lot of people and boy did it deliver! Far enough away from the noise yet close enough to head into Key West within minutes. I can’t say enough about the location! We saw sharks and fished right off the boat itself! I would definitely recommend this for a couple looking for quiet and relaxation!"

Unique Stays in Key West
Miami Vice Sailboat Used For TV Series we moved out of the Perry Marina
Boat Rental
Key West, Florida, USA

We are working on renovations other repairs. We are taking a limited number of day sails and plan to retire. Please check back January 2026 we moved from Perry Marina. We plan to rebrand our offers. Thank you !

Guest Reviews:

- "Of the many places we’ve stayed in Key West through the years, this was by far our favorite location. Very convenient to restaurants, coffee, bike rentals and the view can’t be beat. The boat did have an unpleasant odor during our stay, which owners were quick to address. The included sunset sail was the “icing on the cake”. Couldn’t have picked a better spot in Key West for my Miami Vice fan DH’s birthday." - "Staying on the boat was a memorable experience and made for a fun anniversary get away, especially when we got to go out on the water on her."

Unique Stays in Key West
Ocean views! I didn’t do it too
Boat Rental
Stock island, Florida, USA

Your Ocean front vacation house on water awaits you! Experience Key West staying above it's beautiful clear water. There is a little something for everyone from adventure seekers, to people who just want to get away and enjoy island life, wildlife, sunsets and water activities. From under the boat at any given time you might see many types of fish, stingrays, various crabs, starfish, octopus, lobsters, nurse sharks and even manatee from time to time! From above; view gorgeous sunsets, various sea birds catching their meals and even a military jet formation on occasion. Many great areas to kayak/paddleboard all starting from right off the boat. There are several miles of mangrove trails to view wildlife and fish or just simply get lost in nature. Kayak or paddle board up to Cow Key Marina restaurant as well as Hurricane Hole’s restaurant and grab some lunch.

This houseboat is a 2 bed, 1.5 bath with full kitchen/bar and relaxing livingroom. Off the front you have a covered patio with a ceiling fan and the spacious roof top deck with great views of the bay.

The master bedroom has a king size bed as well as an on suite bathroom. The 2nd bedroom has a queen size bed.

The kitchen is of regular size with standard size appliances plus dish washer so you have the usual comforts of home.

This unit also includes a washer and dryer.

NOTE # The houseboat is NOT to be moved from its slip.
It is a stationary floating cottage.

Guest Reviews:

- "The property is amazing, It is tucked away in the beautiful private cove. You can stand on the dock and see star fish, octopus, and all types of marine life at any time. We drove our 38ft powerboat from Miami to the property. When we arrived there was parking for our boat, plenty of dock space, everything was ready for us, and the Houseboat was Excellent. We had a part fail on our personal power boat that we drove down while we were staying and Bill and Wendy took the time to help us get it fixed and saved our trip! They rode with us to a marina and arranged for our boat to be lifted out of the water over a leaking trim line. The line wasn't available so they had ours repaired for us at a local shop, and all within a few hours. They are amazing hosts. They made the whole trip that much better. The beds were amazing, stores were close by, they let the kids use their paddle boards, and even took us out in their Center console for a ride. I just can't say enough good things about this place. We plan to go back."

Unique Stays in Key West
Happy’s Houseboat Key West
Boat Rental
Key West, Florida, USA

This beautiful houseboat is the best way to stay in Key West. Recently Featured in Old Dominion‘s music video “I was on a boat that day”, it has a sleep number bed, hot water and full-size fridge. The Boat is nestled in a very calm bay protected from waves. The beautiful sites surround you as you wake up on the water and the sunsets and stars give you great experiences as you relax on the top deck in the evening. Included in the rental is use of a 13 foot motor boat to get to and from the houseboat.

You have 360° ocean views sunsets sunrises stargazing. You can jump right off the boat into the golf of Mexico. Rental of the houseboat includes use of a 13 foot skiff to get yourself to and from land as well as plenty of parking.

Boating experience is required as you will be out on the water and get yourself to and from the boat. It is important that you are aware that this is a houseboat. Your electric is coming to the form of solar or generator power. There is a water heater and For size shower. There’s also a fridge and microwave. The bed is a sleep number which is adjustable on either side of the bed. There is AC in the bedroom. However the rest of the boat is called with the Ocean breeze in box fans. The top deck is beautiful place to watch sunsets or gaze at the stars. An extra cleaning fee will be charged if dishes are left in the sink or the house is left in very unclean conditions.

This is the best place to stay in The Fl Keys great location beautiful views and an amazing experience, hosted by a six generation local. This is on a houseboat so basic knowledge of the water is recommended. You will have to get yourself to and from the houseboat on a 13 foot skiff. I’ll meet you to check you in and show you the way out to the boat as well as how everything on the boat works like the generator and solar power. The boat does have a full-size fridge, microwave oven, stove top, hot water full size shower, sleep number queen size bed, top deck for sunsets and star gazing , everything you’ll need to be more that comfortable.

I am a six generation local to Key West. And also a licensed captain. I will be available during your stay to take you out to secluded islands in sandbars for snorkeling dolphin watching light tackle fishing or to just relax and enjoy the beautiful scenery. If you are interested in booking one of these charters during your stay I will be available weather permitting

Plenty of free safe parking is available at the check-in location where the dock is that you will use to get to and from the houseboat. That being said there is not a captain on this boat and I will not be there to assist you with everything so it is important that you can start a generator and the motor on the boat to get you to and from the house boat. They are in perfect working condition however this can be an issue for some people.

This is a houseboat in the Caribbean. It can get hot. you will be using a generator and solar for power. If you check into this house boat and then realize that it is not a hotel room you will not be refunded. This is similar to camping however on a boat that has the amenities however you will have to use a generator and solar for any electrical needs.

This boat is not for complainers nor land lovers. This is a boat I repeat this is a boat.

Check in

I will meet you at the check-in location at a time we scheduled prior to your arrival to show you where to park in the Skiff you will use to get to and from the houseboat. You’ll then follow me out to the houseboat so I can show you have everything on the houseboat works. I’m available if you need assistance during your stay. But everything is very simple to use as long as you do have basic knowledge and our somewhat familiar with the water.

Guest access

The entire boat is yours and your nearest neighbors are far away in the bay. So you’ll feel very private and secluded as you enjoy this unique experience. Access to and from the boat is made to use of a 13 foot kayak provided with the use of the rental. As well as one ride in when you check in and out. Water taxi is available however it is a very short kayak trip.

Other things to note

There is a full-size fridge. There is AC in the bed room however the rest of the boat is cooled with the ocean breeze. Most people don’t use the AC as the breeze and a fan make it very comfortable. However this is a boat in the Caribbean so on some days it can be hot. The toilet is a little different than yours at home main difference being that you won’t put toilet paper down the head it will go into a trashcan. An extra cleaning fee will be charged if dishes are left in the sink or the house is left in very unclean conditions. If you plan to do a lot of barhopping or partying on Duval this may not be the place for you either although you can get to and from land very easily and quickly this boat is special because it offers the other side of Key West like peaceful calm ocean views sunsets snorkeling.

Guest Reviews:

- "We had the best time aboard the houseboat. It was a unique way to experience the keys. The owner was super helpful and a seven generation native of the keys. He made sure we were taken care of for our whole stay. We even had some kayaks and were able to see a manatee while kayaking in the canals. Great experience. Thanks for sharing your boat with us!!" - "I can’t say enough about this great vacation experience! So relaxing under the stars but only 5 min to key West’. We loved watching the fish and even saw a dolphin swimming around the boat in the morning while we watched the Sunrise! We are repeat guests, just can’t say enough about this great vacation getaway in the Keys"

Unique Stays in Key West
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!
Boat Rental
Key West, Florida, USA

Come and experience living the FLORIDA KEYS dream. As seen on the TV show “ My Floating Home”. This charming tiny floating houseboat is one of a kind! With 360 views of the beautiful scenery of the crystal blue waters of Key West. You will experience the most unique romantic sunsets or sunrise. Also enjoy a refreshing swim and sun bath off the deck and don’t forget your snorkel equipment and enjoy a great snorkel right off the boat. We also allow fishing just don’t filet the fish on board. There is a great restaurant which will cook your catch within paddling distance. This will be an unforgettable experience which you will never forget.

This is similar to camping, we call it “Glamping” so PLEASE READ THE ENTIRE ADD BEFORE BOOKING. We provide you with a ride to the boat in the evening to drop off and a ride for pick up in the morning. No nighttime checkins. Pick up and drop off times are flexiable. The shuttle ride is about 10-15 mins each way. The tiny floating home is equipped with solar system to provide lights in the evening, along with fresh water sinks/ showers. There are USB ports to provide enough power to charge your phones. There is an outdoor shower only but the home is moored off shore completely private and away from other boats. There is not a kitchen for cooking but a cooler is provided for drinks and snacks, please bring ice. We provide all towels, sheets, linens, ect. There is a marine toilet onboard, but and NO TOLIET PAPER IS TO BE PUT INTO IT so you must throw all waste into the trash can provided. There is not AC onboard but there are fans, and the windows open which provide a pleasant breeze at night so a AC is not needed. There are not bugs where the boat is located. If you want a charming unique romantic experience that will be unforgettable.

In regards to service animals, please communicate prior so we can discuss if the listing is safe enough for your service animal

If you do not communicate with us by 4pm with your arrival time so we can schedule your checkin you will be considered a no call no show and a refund will not be provided. Late checkins are fine but MUST be communicated.

We are also not responsible for weather conditions during hurricane seasons which are months of June- November refunds will be based on severity of the storms. We will be more than happy to honor any reservations at anytime of the year if the guest does not feel comfortable regarding weather conditions.

We highly recommend to rent Kayaks. Please contact Troy from Kayak Kings of Key West. We DO NOT run a water taxi. If you are planning on spending more than one night the best way to come back and forth from the boat is via Kayak. This is in paddling distance of the boat. Very close to the boat are some of the best kayaking trails in Key West. Please feel reach out to ask any questions, this a very unique listing. We hope you get to experience this one of a kind house boat and indulge in the unique marine wildlife and peacefulness of this Oasis.

Guest Reviews:

- "We used our paddle boards to get back to the docks to uber around town. We also were able to pick up a pizza at the ocean wall! It was an amazing way to visit Key West! Very peaceful! Great Location! Definite ocean front! Can’t get any closer! Wonderful experience! Absolutely would do it again! " - "My wife and I have been to Key West many times, and Liam's house boat has to be the coolest place we've stayed yet! " - "The ideal getaway, I brought a grill and a pan and did all the cooking outside on the deck. Took paddle boards through mangrove tunnels and saw tons of fish. Had a baby sea turtle swim up to the boat. "

Unique Stays in Key West
Cozy Houseboat “Wild One”
Boat Rental
Key West, Florida, USA

We invite you to stay at our unique houseboat “Wild One”. Wild One is anchored minutes (by boat) from Garrison Bight Marina which is at the heart of Key West. Free rides will be given to and from Wild One at the beginning and end of your stay. We will give additional rides during your stay but they must be requested the day prior. Ride times must also work around our charter schedule which you will be advised of. All rides must be BEFORE nightfall otherwise there will be an added charge.

Guest Reviews:

- "The houseboat offered a unique and tranquil experience, with its charming blend of comfort and waterfront living. The well-designed interiors provided a cozy atmosphere, complemented by stunning views of the surroundings. The serenity of staying on the water made it a memorable getaway. Hosts - Anthony and his wife are exceptionally welcoming and attentive. Their local recommendations enhanced our stay." - "We loved our stay! It was a perfect getaway/honeymoon spot for us. Ally and Tony communicated well and we loved their house boat. It was a fun, relaxing experience."

Unique Stays in Key West
Key West Luxury Houseboat
Boat Rental
Key West, Florida, USA

2 BDRM 2.5 BATH. SLEEPS 6. OPEN OCEAN VIEW.
POOL, PRIVATE BEACH, RESTAURANT, BAR, GYM, TIKI, LAUNDRY ON BOARD.
15 MIN FROM DOWNTOWN.

Two queen bedrooms on first level. Open ocean view second level salon & galley, floor to ceiling windows, sliding glass doors leading to spacious fore and aft decks and spiral stairs to expansive, furnished, 3rd level sun deck. Full Kitchen.

Read More:

FIRST LEVEL:
Enter the boat from the cushioned floor front deck through full size sliding glass doors and step into the air-conditioned, high ceiling (7'4"), crisp white and gloss black trimmed wheelhouse/entry foyer. Ceilings are 7'4" throughout the entire boat and all exterior decks have cushion decking underfoot.

Two solid maple pocket doors ahead lead to the Master and Guest Staterooms (bedrooms) on your left and right. An indoor spiral staircase leads upstairs to the second floor living area and exterior 2nd level decks.

MASTER STATEROOM:
To the left, the Master Stateroom is down a short hall flanked with three floor to ceiling windows and a gently curving maple paneled wall. A 42" tv sits above granite counters topping a 9 drawer solid maple built-in dresser with matching granite top 3 drawer maple bedside table beside your plush adjustable queen size bed.

There are two closets en suite with space for luggage and gear in one and hangers for clothes in both. The attached private bath has cool tile floors, a large tiled shower with frame-less glass enclosure and a two flush mount sinks set in a matching granite topped vanity with generous mirrored upper cabinets.
A full sliding glass door at the rear of the master stateroom provides access to and from the 1st level stern deck with a two-story outdoor spiral staircase to the second level aft deck and the 500 square foot furnished sun deck on the 3rd level above.

GUEST STATEROOM:
From the entry foyer to the right,
The Guest Stateroom, while smaller than the Master, features the same luxurious adjustable queen bed and its own private tile floor bathroom with large, glass enclosed shower with gently curving tile wall. The flush mount sink in granite counter are topped with a spacious maple vanity and large mirrored cabinet doors.

In the bedroom you'll find a bedside 3 drawer built-in maple cabinet and another 3 drawer cabinet, more granite tops and a 32" wide full height hanging closet. A 32" tv is also set on an articulating wall mount for easily adjustable viewing in bed. Light filtering and black-out blinds cover the 5 foot wide operable bedside window.

SECOND LEVEL:
Upstairs, On the 2nd level there are large fore and aft decks. The forward deck has a wide view of the harbor, bay and ocean beyond. On the stern deck, a cushioned seating area sits 4-6 comfortably with surrounding views of green mangroves topped with blue ocean and sky.

Between the second level decks, in the spacious 30 foot long 14 foot wide Main Salon and Galley area (living room and kitchen) there's air conditioned space to relax and entertain. A stylish sectional sofa and very comfortable recliner face 3 floor to ceiling windows with plenty of room to relax, watch a movie or just take in the view. The unique design of the sectional sofa allows it to convert into a queen size bed for your additional (5th and 6th) guests.

More than three quarters of the 2nd level is wrapped in glass. The floor to ceiling windows, sliding glass doors on either end and 5 more windows bring tropical blue-green Caribbean waters that float just above lush green mangroves into the living space as sailboats and yachts bob in the harbor.

In the galley, next to to the living room, more granite tops the kitchen counter with full size stainless steel double sink, full size fridge, dishwasher, oven, microwave, and Keurig combo coffee maker.

The adjacent 5 ft x 3 ft granite breakfast island/bar with 4 comfortable low-backed, adjustable height bar stools is a popular spot for hanging out, sharing company and catching a game or movie on the 56" 4K HD tv.

In the evenings you control the hidden lighting system that glows softly to surround the room to with colors to accompany your evening mood. There's dozens of colors to chose from and you can customize the scene with hundreds of combinations from cool blues, pale yellows and greens to warm oranges, purples and fiery red.

THIRD LEVEL:
And Finally, up on the 3rd floor sun deck there's comfortably cushioned lounge seating for 10 and a round day bed with sunshade for catching some tropical rays. The truly panoramic view overlooking the open Caribbean ocean is difficult to fully describe. Incomparable, blazing sunsets, stargazing away from the lights of downtown and stunning sunrises. Epic photo ops.

Hope to see you soon!

Brad

Guest Reviews:

- "This was our first houseboat vacation and it didn’t disappoint! We love seeing all the hustle and bustle of Key West but loved coming back to our peace and tranquillity each night and waking up and having coffee on one of the decks! We will definitely do it again!" - "Great views, enjoyed the pool, and we got the opportunity to meet the host, Brad. He was very nice and understanding. Very genuine and down to earth. Boat was clean and had everything we needed. Short drive to shops, restaurants and the party scene. Awesome time!"

Unique Stays in Key West
Double Cabin Luxury Power Motor Yacht in Key West
Boat Rental
Key West, Florida, USA

Enjoy a five star marina in key west on a double cabin luxury power motor yacht. This amazing property features 1 king bed and 1 queen bed, Two full bathrooms, kitchen fully furnished. Live the marina lifestyle perfect for a relaxing getaway. Enjoy the welcoming living room with an additional twin bed for extra guests. With amenities like AC, WiFi, fitness facility, laundry facility guests will have a tremendous stay at a five star marina. Take advantage of the two bar and grills, one elegant restaurant, two pools to pick from and two hotels for family gatherings. Floating docks for easy convenance. Imagine sitting on the bow of a luxury yacht watching the sunrise/sunset in a private setting to yourself. We look forward to hosting you at our place. Feel comfortable on your next vacation we have everything for you incase you forget items from home, I have you covered just come relax. Contact Mike and lets start your next vacation.

Guest Reviews:

- "Absolutely perfect for our needs and surpassed our hopes. So close to Key West for the festivities and far enough away to relax and just enjoy our time together. Our host was fantastic and very accommodating!!" - "Our stay on the yacht was incredible.Mike was a great host and very helpful. i highly recommend staying on his yacht in Key West" - "Between the perfect weather, the location and the Blue Angels flying directly over during their practice runs for the air show this weekend. It was a top five vacation trip. "

Unique Stays in Key West
The Crystalmarine Suite – Rustic Luxury on the Sea
Boat Rental
Key West, Florida, USA

Romantic getaway on the sea with panoramic views of the ocean. Capture each sunrise and sunset on board this one-of-a-kind, floating vacation suite. Luxurious amenities include a full en suite bath with a rainfall shower head, heated water, A/C, kitchenette, electricity, wi-fi, and even a projector in case you want to "Netflix & chill." Snorkel gear, kayak, and magic included.
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THE SPACE
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Experience rustic luxury on board our one-of-a-kind houseboat. The main room is surrounded by floor-to-ceiling windows, revealing endless views of the ocean and sky. Curtains can be drawn for privacy. The high canvas ceiling makes the space feel expansive, and the simple design lets you feel at-one with nature.

Enjoy direct access to a nearby sandbar where you can soak up some Key West magic, or you can reach a nearby island if you prefer to lay out on its rustic beach.

There is a full en suite bathroom on board, plus a combined kitchenette/walk-in closet area where you can enjoy coffee from a Keurig machine, keep your beverages cool, and store your belongings. A gasoline-powered, electric-start generator can be accessed directly from the closet area, allowing you to have electricity on board without the need to pull any chords or fill any gas tanks (the generator's exhaust fumes are directed to blow outside of the houseboat).

All reservations include a two-person kayak, a floating water mat, snorkel gear, and hammocks.
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GUEST ACCESS
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To access the houseboat, which is anchored on the water about 5-10 minutes from shore, guests are responsible for coordinating and paying for their own transportation to and from land. Guests are free to bring their own boat or vessel. For guests who do not have their own transportation, there are a few options listed below.
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PRIVATE RIDES
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There are local captains typically available to give you a ride at an affordable rate and flexible schedule. After booking, we will forward their contact information so that you can book directly with one of the captains.
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DAILY WATER SHUTTLE
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There is a local water shuttle service that provides daily public and private water shuttles. We can provide the company's information after booking. For now, please be advised of their operation schedule below:

Transport TO SHIP – 8:45 am, 10:40 am, 3:00 pm, 5:00 pm, 7:00 pm
Transport TO LAND – 9:00 am, 11:00 am, 3:20 pm, 5:20 pm, 7:20 pm
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BEACH RESORT ACCESS
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Alternatively, guests can reach the houseboat via kayak or paddleboard (if they bring their own). As one option, a local company provides rentals at a nearby beach resort, and full access to the resort beach, pool, and tiki bar are included in their rental price (food can also be purchased from the tiki bar). The houseboat is within visible distance of the beach resort, making for easy travel between the two during the rental company's hours of operation. (Please note that there is no agreement in place for overnight parking, so we do not recommend this as your primary mode of transport). We can provide the company's information after booking. For now, please be advised of some of their rates below:

Long Term Rates: (minimum of 3 days)
Double Kayak – $60/day (3-4 days) or $45/day (5-7 days)
Paddle board or Single Kayak – $50/day (3-4 days) or $40/day (5-7 days)

Short Term Rates:
Double Kayak – $45/hour or $95 for all day
Paddle board or Single Kayak – $30/hour or $75 for all day

*Note: the host makes no warranties or guarantees as to the availability or quality of any third-party service listed above.

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OTHER THINGS TO NOTE
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COMPLIANCE WITH FLORIDA LAW
Please read our Rental Agreement carefully before booking. Florida law requires houseboats to comply with certain rules and formalities. By submitting a booking with us through VRBO or affiliates, each guest explicitly agrees to be bound by the terms of our "Vacation Rental Agreement," which are shown in our listing.

In order to comply with Florida law and receive the access code to enter the property, EACH GUEST must do the following before the day of check-in:
1. Fill out, sign, and return a full copy of the Vacation Rental Agreement, which will be sent to you separately after booking via SignWell. (Remember, you can read a full copy of the Agreement's terms in our listing).
2. Send us a copy of your valid, unexpired photo ID
3. If born after 1987, send us a copy of your valid Florida boating safety ID card OR a temporary certificate (these can easily and quickly be acquired online, and we can send you the information after booking)
4. Watch the Pre-Rental Instruction Video (we will provide the video after booking)
5. Initial, sign, and return a copy of the "Livery Pre-Rental and Pre-Ride Instruction Checklist and Attestation Form" which we will provide after booking (each guest needs to fill out their own form)

EXPECTATIONS ABOUT YOUR STAY
Because of the houseboat's “off the grid” location on the ocean, it is important that guests have proper expectations about their stay.
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FRESHWATER
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The houseboat will have approximately 150 gallons of freshwater at check-in. Renters are responsible for making sure that they conserve enough water, and they are strongly encouraged to keep each shower to a maximum of 15 minutes and to turn off the sink’s faucet when not in use. If applicable, and at no extra charge, we will refill the water tanks every fourth day of your stay (or less often, if water consumption is lower than expected).

If more water is needed, guests can request a refill for an extra fee. However, we cannot guarantee that extra water can be delivered quickly enough, since the water is delivered through a third-party.
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ELECTRICITY
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A gasoline-powered generator is provided on board. The generator needs to be turned on in order to use: the A/C unit, and the coffeemaker. If the batteries are properly charged, then Renters will not need to turn on the generator in order to use: the phone charger/outlet that is by the bed, or the LED lights that wrap around the room. However, in the rare event that these items have no power, it is a sign that the generator needs to be turned on in order to charge the batteries.
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AIR CONDITIONING
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Guests should be aware that on sunny days, the temperature inside the houseboat will be hot. The A/C unit can help to cool the temperature. However, when it is sunny, the A/C unit should not be expected to create a cold environment. (The A/C DOES create a chilly environment at night!)

In order to better cool off during the day, guests should direct the intensity and direction of the A/C unit’s fan by using the remote control. (For example, if guests are in the seating area, they should adjust the fan to blow in that direction.) The door should remain closed in order to facilitate the cooling.

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FOOD
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Guests are responsible for bringing their own food and drinking water. Some bottles of water will be provided as a courtesy, but guests should arrange to bring extra drinking water on board (we cannot guarantee that the freshwater provided in the tanks is safe for drinking). Guests are responsible for coordinating their transportation between the houseboat and shore to make food trips. If guests choose to rely on any third-party service (such as a water taxi), guests need to be mindful of that service’s rules and times of operation to avoid running out of food.

Additionally, if you let us know in advance, we can help you coordinate with a third party food delivery service. They typically charge $20-30 to deliver food directly to the houseboat.
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WHAT TO BRING
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In addition to food and water, guests should bring plenty of sunblock for protection from the strong Florida sun. There is plenty of turtle grass in the area, so water shoes are highly recommended to protect your feet from any cuts or scrapes.

WAIVER AND RELEASE
Due to the unique nature of the property and the aquatic activities involved, guests expressly assume all risks during their stay and agree to release the host from liability for any kind of negligence.

Guest Reviews:

- "This was such a nice and cozy place to spend the weekend! We took our boat from key largo and docked up next to the houseboat and it was just amazing! I live how you can order food delivered to your door! It had tons of privacy and if your wondering no it does not move a lot at night! The solid pannel powered everything at night and we slept very peaceful! The sunsets from this house boat are 2nd to none would stay here again in the future!"

Unique Stays in Key West
Sentient Waters: 63' Boat With Full Amenities & Sun Deck
Boat Rental
Key West, Florida, USA

Welcome aboard Sentient, your own private 63’ boat in Key West! We're thrilled to have you & hope you enjoy every moment of your stay. Whether you're relaxing on deck, enjoying the sway of the water, or soaking in the sunset, we want you to experience the tropical island vibes with all the comforts of home mixed in. Aboard you will find 2 full beds & baths, a full pull out, a full kitchen & coffee bar, snorkel gear, comfortable seating & more! Step aboard & enjoy your own tropical paradise! Sleep & Comfort 🌌

Captains suite with queen bed, 2 nightstands, storage & closet, window, & full private bathroom

Crew quarters with twin bunks, nightstand, storage & closet, window, & direct access to full bathroom

Two full bathrooms with showers, storage, soaps, conditioner, lotion, towels and extra toilet paper

A cozy full sized pull out in the living room for extra guests - a memory foam topper is provided along with sheets, blankets, & pillows

Air conditioning throughout for your comfort

Full Kitchen & Living Space 🌺

Fully equipped kitchen with stove, microwave, refrigerator, and cookware

Open-concept living area with all around windows & bluetooth, perfect for relaxing or entertaining

Fully equipped coffee bar with barstools & supplies

Outdoor Bliss 🌊

Spacious sundeck with panoramic marina views—ideal for morning coffee or sunset cocktails

Relax on the partially shaded, large back deck, with comfortable seating & serene marina views (Seating can be rearranged to your liking)

Stretch out on the sun-drenched bow—your private tanning haven

Take in sweeping views from the elevated flybridge—complete with cushioned seating, ocean breezes, and the best vantage point on the yacht

Amenities ☀️

Free parking on-site

Free shuttle that will take you around Key West

Two sparkling pools

Snorkel gear, beach chairs, beach towels & more

On-site waterfront bars & restaurants with the best fresh seafood around

On-site fitness center

Lounge area with fire place

On-site play area for your littles

Laundromat available at the marina for your use

Location Perks 🌴

Steps from Key West’s vibrant attractions, nightlife, and water adventures

Plenty of nearby restaurant to choose from with fresh seafood and live music

Golf cart, bike, and moped rentals nearby

Secure dockage with easy access and ship store, as well as plenty of nearby conveniences

Fishing, snorkel, & sandbar charters at a discounted rate

Boat rentals & sunset trips available at the marina

Tucked away in one of the most sought-after marinas near Key West, and just minutes from all the action, you not only get to experience private waterfront views, but you have direct access to world-class fishing and diving just steps from your dock. Spend your day paddling through the crystal clear waters, snorkeling the reefs, or hooking fish, then head down to Duval Street to enjoy the nightlife, fresh seafood, bars and unforgettable sunsets at Mallory Square. Then relax back at your quiet floating oasis, sip a sparkling cucumber water as you end your day swaying under the stars.

Additional Information - Boarding the boat made easy by stepping straight onto the rear platform and entering the deck through the rear deck door. You are welcome and encouraged to use the bow and flybridge. They are some of the most enjoyable areas aboard. Your safety is our top priority so we require you to use handrails while walking up to the bow. It can be slippery. We also require you to use ladder rails with two hands when climbing up and down from the flybridge. There is no leaning on the rails from the top of the bridge. No running allowed on the vessel.
Please note:
Staying on a boat has some added risks that a house does not. Decks get slippery and you must step from the dock to the boat. With that in mind we do require a signed waiver to stay. This will be sent to you after you book and you will need sign it and send it back to us. Thank you for understanding.

Amenities:

Laundry • Pool • View • Air Conditioner • Oceanfront • Wellness Facilities • Fireplace/Heating • Bedding/Linens • Kitchen • Internet • Ocean View • Security/Safety

Unique Stays in Key West
Waterfront & Heated Pool - Awai's Floating Villa
Boat Rental
Key West, Florida, USA

Summary:
Experience Key West in a new way: aboard a luxury houseboat!
From watching sunrise on the dock to watching sunset from the rooftop, or enjoying one of the best happy hours in town, you won't even need to leave the Marina. Come aboard & see why life really is better on a boat.

The Space:
Embark on a unique getaway on our expansive houseboat, an aquatic haven that comfortably accommodates up to four guests.
Immerse yourself in the luxury of the master suite, complete with a queen-sized bed, private bath, and sliding glass doors that open up to breathtaking waterfront vistas from the back deck. Accompanying another couple? Our second bedroom won't disappoint, boasting a queen-sized bed and direct access to a spacious bathroom.
Relax in the open living area or breathe in the salty air on one of the three deck areas. The fully stocked kitchen awaits your home cooked meals or venture out to the nearby Perry Marina restaurants for a delectable dining experience.

Guest Access:
Our contactless check-in procedure makes check-in easy. Guests will receive a code for the lock box to retrieve the key prior to arrival.

Shared Features: This unique stay is located at the beautiful Perry Marina, where you have access to amenities including a pool, restaurants and bars

The Neighborhood:
This property is located at the Perry Marina in Stock Island - the authentic and revitalized fishing and arts community located directly east of downtown Key West.

Getting Around:
Arrive by boat, plane, or car. On-site golf cart rentals are available; or take advantage of the many taxi and ride-sharing services available for short trips around Key West and Stock Island.

Other Things to Note:
- The property is a houseboat docked at the Perry Marina.
- Shuttle service provided every hour to downtown (Key West Historic Seaport)
-The complimentary guest shuttle may also stop Publix and Higgs Beach by request. Call 786-862-6621 and allow one hour for the bus to arrive.
- It includes full service power and water.
- Other amenities include: Keurig coffee maker, private stackable washer/dryer, rooftop, steering wheel is for show (not use), first come first serve parking, and access to Perry Marina amenities.

Guest Reviews:

- "We enjoyed our stay. The boat was comfortable, clean and at a perfect location. Having coffee on the rooftop each morning, was a perfect way to start the day. Shuttle service to Downtown was perfect, no need for a rental car. "

Unique Stays in Key West
Ocean views! No regrets
Boat Rental
Key West, Florida, USA

Your Ocean front vacation house on water awaits you! Experience Key West staying above it's beautiful clear water. There is a little something for everyone from adventure seekers, to people who just want to get away and enjoy island life, wildlife, sunsets and water activities. From under the boat at any given time you might see many types of fish, stingrays, various crabs, starfish, octopus, lobsters, nurse sharks and even manatee from time to time! From above; view gorgeous sunsets, various sea birds catching their meals and even a military jet formation on occasion. Many great areas to kayak/paddleboard all starting from right off the boat. There are several miles of mangrove trails to view wildlife and fish or just simply get lost in nature. Kayak or paddle board up to Cow Key Marina restaurant as well as Hurricane Hole’s restaurant and grab some lunch.

This houseboat is a 1 bed, 1 - bath with full kitchen/bar hi in appliances including a induction cooktop. and spacious relaxing livingroom. You can also bring your work here and work in peace in this very spacious home office. Also Off the front you have a covered patio with a ceiling fan and the spacious roof top deck with a complete bar top with great views of the bay.

The master bedroom has a king size bed.

The kitchen is A full size with standard size appliances you have the usual comforts of home.

This unit also includes a washer and dryer.

NOTE # The houseboat is NOT to be moved from its slip.
It is a stationary floating cottage.

Guest Reviews:

- "Host Bill and his wife was great. Great communication and willingness to guide." - "We had a fantastic five-day stay at "No Regrets." The location is about a 10 to 12-minute drive from Old Town. Despite being close to the airport, it remains very quiet. We also had the option to rent kayaks or paddleboards for the week. The surroundings are beautiful, with many mangroves nearby. The check-in process could use some improvement in terms of directions, but Bill was a great host and very responsive. Overall, it was an excellent stay!"

Key West Unique Stays with Parking

Key West Family Friendly Unique Stays

Key West Pet Friendly Unique Stays

Key West Unique Stays with Entertainment

Key West Unique Stays with Private Pool

Key West Unique-Stays on the Map

Compare the Best Unique-Stays in Key West – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Key West Classic Gem 7005 Shrimp Road, Key West, FL, FL 33040, USA 220 1 Click here
Aqua Lodges at Hurricane Hole Marina 5130 Overseas Hwy, Key West, FL, 33040, USA 304 2.0 8.8 168 Click here
Elegant Sailboat Stay The Perry Hotel & Marina Key West N25, Key West, FL, FL 33040, USA 292 1 Click here
Cozy Houseboat Stock Island, Florida, USA 455 2.0 1 Click here
Awai's Floating Villa - Houseboat in Luxury Village Shrimp Road 7001, Key West, FL, 33040, USA 895 1 Click here
Key West 44ft Sailboat Wild Thing-we are moving ! Key West, Florida, USA 628 9.4 76 Click here
Spacious 52 ft Catamaran for Dockside Stay 7005 Shrimp Road, Key West, FL, 33040, USA 1259 1 Click here
Eddie Griffiths Overnight Charters and Vacation Rentals! Key West, Florida, USA 295 9.4 37 Click here
Ocean views! Luxury suites Stock Island, Florida, USA 637 10.0 26 Click here
Miami Vice Sailboat Used For TV Series we moved out of the Perry Marina Key West, Florida, USA 602 9.6 25 Click here
Ocean views! I didn’t do it too Stock island, Florida, USA 529 10.0 21 Click here
Happy’s Houseboat Key West Key West, Florida, USA 581 9.4 21 Click here
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys! Key West, Florida, USA 269 7.6 10 Click here
Cozy Houseboat “Wild One” Key West, Florida, USA 380 9.8 10 Click here
Key West Luxury Houseboat Key West, Florida, USA 1002 9.6 8 Click here
Double Cabin Luxury Power Motor Yacht in Key West Key West, Florida, USA 428 9.6 5 Click here
The Crystalmarine Suite – Rustic Luxury on the Sea Key West, Florida, USA 506 10.0 3 Click here
Sentient Waters: 63' Boat With Full Amenities & Sun Deck Key West, Florida, USA 567 10.0 2 Click here
Waterfront & Heated Pool - Awai's Floating Villa Key West, Florida, USA 723 9.0 2 Click here
Ocean views! No regrets Key West, Florida, USA 744 10.0 2 Click here

Note: The prices for each Unique-Stays in Key West do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Unique stays in Key West that include a pool include:

  • Key West Classic Gem.- Review Count: 0, Rating: 0.0
  • Elegant Sailboat Stay.- Review Count: 0, Rating: 0.0
  • Awai's Floating Villa - Houseboat in Luxury Village.- Review Count: 0, Rating: 0.0

Unique stays in Key West offering shuttle or transport services include:

  • Elegant Sailboat Stay.- Review Count: 0, Rating: 0.0

Family-friendly unique stays in Key West include:

  • Key West Classic Gem.- Review Count: 0, Rating: 0.0
  • Aqua Lodges at Hurricane Hole Marina.- Review Count: 168, Rating: 8.8
  • Elegant Sailboat Stay.- Review Count: 0, Rating: 0.0

Pet-friendly unique stays in Key West include:

  • Key West Classic Gem.- Review Count: 0, Rating: 0.0
  • Elegant Sailboat Stay.- Review Count: 0, Rating: 0.0
  • Awai's Floating Villa - Houseboat in Luxury Village.- Review Count: 0, Rating: 0.0

Unique stays in Key West that offer free breakfast include:

  • Elegant Sailboat Stay.- Review Count: 0, Rating: 0.0
  • Key West Luxury Houseboat.- Review Count: 8, Rating: 9.6

Unique stays in Key West with guest parking include:

  • Key West Classic Gem.- Review Count: 0, Rating: 0.0
  • Aqua Lodges at Hurricane Hole Marina.- Review Count: 168, Rating: 8.8
  • Elegant Sailboat Stay.- Review Count: 0, Rating: 0.0

Some of the best Unique Stays in Key West are:

  • Aqua Lodges at Hurricane Hole Marina.- Review Count: 168, Rating: 8.8
  • Cozy Houseboat.- Review Count: 0, Rating: 0.0
  • Key West 44ft Sailboat Wild Thing-we are moving !.- Review Count: 76, Rating: 9.4

Some of the popular Unique Stays in Key West are:

  • Aqua Lodges at Hurricane Hole Marina.- Review Count: 168, Rating: 8.8
  • Key West 44ft Sailboat Wild Thing-we are moving !.- Review Count: 76, Rating: 9.4
  • Eddie Griffiths Overnight Charters and Vacation Rentals!.- Review Count: 37, Rating: 9.4