Charming Cabins in Key West, FL for Your Ideal Getaway

Located 4.4 miles from Ernest Hemingway Home and Museum, Aqua Lodges At Hurricane Hole Marina offers 3-star accommodations in Key West and has a terrace, a restaurant and a bar. The property is around 4.4 miles from Duval Street, 4.6 miles from Southernmost Point and 4.8 miles from Key West Aquarium. Free WiFi and an ATM are available. All rooms comes with air conditioning, a fridge, a microwave, a coffee machine, a shower, free toiletries and a closet. At the hotel all rooms include a flat-screen TV, a private bathroom, and a patio with a sea view. Mallory Dock is 4.8 miles from Aqua Lodges At Hurricane Hole Marina, while Mallory Square is 4.8 miles from the property. Key West International Airport is 1.9 miles away.

- "Would definitely stay again. Highly recommend" - "Awesome, fun marina!" - "Great Experience" - "Great time" - "Great location, great little boat!" - "Absoluttet great place to experience. A really cool place. I would definetely come back. The kids loved it too." - "Incredible experience" - "Lovely and cozy accessible" - "Would have spent more money for better quality. Good restaurants on stock island."

Key Lime Calypso

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Bask in the tropics of Key West at this inviting cottage with a private heated pool and a lush backyard garden.

This lovely cottage is located in Old Town near Duval Street, minutes from restaurants, museums, and the daily sunset celebration at Mallory Square.

Stay cool with air conditioning, cook up food on the gas grill, and dine outside on pleasant evenings. Feel free to pack light, since a private washer/dryer lets you take care of any laundry. This home offers street parking in addition to the private parking area that will hold up to two compact vehicles or one full-size vehicle.

Ensure your vacation in Key West is comfortable and relaxing - book this cottage today!

Parking notes: There is free parking available for 1 vehicle.

Please note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!

Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

- "Total seclusion in a busy part of town. The back area is perfect for leisure." - "Great place and great location." - "We had the best time!" - "We came to celebrate our 40th anniversary and wanted to be close to Duvall. The pool was awesome. Pool guys came by everyday to sweep the pool deck and check the water. The music from the bar behind was good to listen to at night while in the pool. We really couldn't hear it in the house. But if you're looking for privacy from your group, this would not work. We could hear every sound from the other bedroom as the wall does NOT go all the way up. But we definitely would stay here again if got the chance."

Hidden from sight, among a colony of freestanding conch cottages, surrounded by lush tropical landscaping, you will find Hidden Treasure. Truly a treasure, it is the sister cottage of Island Style, owned by two sisters who share a passion for Key West. It features every high-end amenity that you could possibly desire. Two master bedrooms, two full bathrooms, high-end stainless steel full kitchen, huge flat-screen TV with surround sound, washer/dryer, Wi-Fi, gas grill, and a shared oasis-style heated pool.

Upon entering the large private deck, you will sense that you are about to embark on a special getaway. Your eyes will be drawn to the tropical landscaping surrounding the private pond. On closer inspection, you will notice the exotic bromeliads and orchids. If the bananas are ripe, feel free to indulge yourself. Hidden Treasure features two king beds and a queen sleeper sofa, air conditioning, vaulted ceilings with Bahamian ceiling fans, a full kitchen with glass top burners, a combination micro/convection oven, and enough crystal glassware to serve refreshing Margaritas and Hemingway’s favorite:Mojitos.

All the modern amenities don’t distract from the classic Caribbean ambiance. Bright colors enhance the handmade furniture and artwork selected from local galleries. Double French doors from the living room and master bedroom open to the private deck with unique covered dining area, loungers, and two outdoor tables. Fun-loving people fall in love with Hidden Treasure! It is the perfect spot to unwind within walking distance of all of Key West’s charms.


Individual making the reservation must be 25 years or older with proper identification and be an occupant of the property.


The maximum people allowed in this property is 6. If there are more than 6 people are in your party upon arrival, your party will be asked to leave without compensation.

Violation of ANY house rules will result in your party being asked to leave without compensation.

- "Place was perfect!" - "Property was quiet, close to Duval Street and it was clean. AC in main living area struggled to keep below 76 during the day, but cooled off at night." - "This space is nicely decorated. Worked well for our group with lots of room to accomodate 4 people. Good walkable location." - "Quality and location are prime" - "We enjoyed our stay at Hidden Treasure. We especially liked the outside deck area." - "This is a great place. Quiet neighborhood. Loved the privacy of the deck and the pool was an added benefit. We will book this again."

Leeward Isle

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

Bask in the peaceful sunshine of Key West and feel all your stress melt away when you stay at this cozy dog-friendly cottage right in town. With a private hot tub in the garden area out back plus all the conveniences of home, what's not to love?

Sitting only half a block from all the fun and excitement of Duval Street, park your car in the private space and forget about it - you'll be able to walk or bicycle everywhere you want to go. Head to the Southernmost Point and check out the Key West Butterfly and Nature Conservatory while you're at it, then head north to check out Mallory Square and other historical landmarks along the way.

Spend quiet mornings in the garden, sipping coffee and eating a delicious breakfast prepared in your fully equipped kitchen. After a full day of exploring, come back for a relaxing soak in the hot tub, watch a show on the flatscreen cable TV, and surf the free WiFi to find activities for tomorrow. A dog is welcome.

Make sure your Florida vacation is exactly how you imagine - book this charming cottage today!

If you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.

Parking notes: There is free parking available for 1 vehicle.

Please note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!

Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

- "Cutest little property! Hit tub had no water & the microwave and side of the fridge were a little dirty, but the rest was spotless! Wish we could've stayed longer!" - "Cute place. Good size rooms. Great location convenient to restaurants shopping and attractions.would stay again." - "Adorable house in a great location that is a block or so off Duval St. It gets a little warm during the day with it being 100 degrees outside, but part of the charm with it being an older wood frame home. Beds are comfortable and Vacasa staff are accommodating. Outdoor shower is a plus too."

Tradewinds

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

Rustle up your favorite people for a memorable trip to Key West with these two homey cottages. Sitting side-by-side in a great location, each house features two bedrooms and one bathroom, a private parking space, dog-friendly accommodations, and a tranquil garden with a private hot tub in the back - what's not to love?

Located half a block from all the excitement of Duval Street, you can walk to historical landmarks like the Key West Lighthouse and The Ernest Hemingway Home and Museum, then stroll south to look out to sea from Southernmost Point. A short walk north will reveal more bars and restaurants than you could hope for on an island this size!

Fuel your day with a home-cooked breakfast in your fully equipped kitchen, sip coffee in the tropical garden, and get a morning soak in the hot tub for some extra relaxation. Freshen up using the outdoor shower, have a barbecue using the gas grill, and kill some time browsing the free WiFi or surfing the flatscreen cable TV. A dog is welcome.

Put life on hold for a moment and settle into paradise with these two cottages on Key West - book today!

If you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.

Parking notes: There is free parking available for 2 vehicles.

Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

- "We had a group of 10 with two cars, and this two cottage location worked out great. Walking distance to almost everything. Our beds were confortable (maybe not the pull out couch so much for one couple), the back yard privacy with hot tub was very nice, and only being a block from Duval St was great. You just need to figure a way to get that rooster from walking down the driveway cackling to us at 6:30 am LOL. We wrote that off as part of the Key West experience!"

Windward Isle

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

Dreaming about a tropical vacation? This two-bedroom, one-bathroom cottage in Key West is the perfect destination - a private hot tub, garden, and a great location downtown will make this your best vacation yet!

Located only half a block from the restaurants and bars on Duval Street, you'll have plenty to do within walking or biking distance of this rental, so leave your car in the private parking space provided. Check out the Ernest Hemingway Home and Museum, Fort Zachary Taylor Historic State Park, or say goodbye to land for a while and hop on a sailboat for a romantic cruise into the sunset.

When you need to rest and freshen up, you'll be glad to have a private garden and hot tub in the backyard, a fully equipped kitchen for cooking meals, several flatscreen cable TV's, and free WiFi to browse and upload photos. There's patio furniture out back, as well as a grill to have your own island barbecue. The family dog is also welcome to come along for an additional nightly fee.

You deserve the privacy and comfort of home when you're on vacation, and this charming cottage is the key!

If you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.

Parking notes: There is free parking available for 1 vehicle.

Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

- "Lovely 2 Br Home with its own rear parking spot and a few blocks walking distance to Duval St., Simonton St,, Truman Ave. Comfy bed, private backyard with hot tub, pet friendly too. We sat on front porch and enjoyed locals too. Great experience!" - "Clean, comfortable place. Enjoyable stay!" - "Rating Details: The property manager was more than helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We stayed in Key West for a few days, rented this house. 2 families with 2 children, this was perfect for us. The location in the town, nearby where everything happends so we walk around every night. The house was clean and a bath in the tub outside after a long day was very injoyful from the children. We can rekomend it to our friends."

Welcome to sweet paradise! Located pnPetroniaStreet, the Orange Blossom Suite is in close proximity to all the fun-filled action of Duval St; however, it is private enough to not hear any of it! Orange Blossom Suite shares a huge back patio with one other suite (DecksideSuite; managed by us), and BBQ grill. Walk to fine dining or cook your own meals in your fully-equipped kitchen that includes a stove, oven, dishwasher, microwave, blender, and toaster! The loft bedroom has an ultra-comfy king-sized bed, but there is a also a full-sized sleeper sofa in the living area. There is a shared pool two blocks away.

Orange Blossom Suite is one of three units that comprises the group property Conch Republic Cottages. The three cottages can be booked separately or as a group.


*There are stairs to the loft master bedroom. Orange Blossom Suite may not be suitable for people unable to climb stairs well.*


Individual making the reservation must be 25 years or older with proper identification and be an occupant of the property.


Parking in Key West is very limited. There is no parking on this street so you are responsible to find your own parking. Please note YOU ARE RESPONSIBLE TO FIND PARKING FOR YOUR VEHICLE.



The maximum people allowed in this property is 4. If there are more than 4 people are in your party upon arrival, your party will be asked to leave without compensation.


Violation of ANY house rules will result in your party being asked to leave without compensation.

Parking in Key West is very limited. There is no parking on this street so you are responsible to find your own parking.

- "Fantastic property and value. Exactly as advertised. Very close to everything Duval. Cozy, felt very private and "hidden" away. BIG BONUS - Use of the Pool at 915 Center St. Great way to relax and unwind in the late afternoon, before tackling the night. Absolutely recommend and would stay again. Kudos for the golf cart ride from the rental office!" - "Fantastic location and great communication." - "Property met expectations. Was close to Duval but quiet in the evenings."

In the heart of Old Town (2 blocks to Duval) and just 3 blocks to the beach, sits this charming & adorable 1 bedroom / 1 bath cottage with large private deck, perfect for your romantic getaway!

Full kitchen with gas stove, microwave & fridge. Large bathroom with tub & shower.

Tropical bamboo furniture!

Walk to beaches, restaurants, bars, art galleries, charter boats, day cruises & all watersports! Or ride the free Duval Loop to the Seaport & back!

Minimum 28 day rental.

1 dedicated parking space.

1 dog ok (pet fee applies) !

Fantastic Old Town Key West location, walking distance to everything!

Free WiFi!

Full kitchen!

Barbeque available!

Enjoy a unique Key West experience!

Kitchen • Laundry • Tv • Pet Friendly • Balcony/Terrace • Air Conditioner

The space
Tradewinds

Rustle up your favorite people for a memorable trip to Key West with these two homey cottages. Sitting side-by-side in a great location, each house features two bedrooms and one bathroom, a private parking space, dog-friendly accommodations, and a tranquil garden with a private hot tub in the back - what's not to love?

Located half a block from all the excitement of Duval Street, you can walk to historical landmarks like the Key West Lighthouse and The Ernest Hemingway Home and Museum, then stroll south to look out to sea from Southernmost Point. A short walk north will reveal more bars and restaurants than you could hope for on an island this size!

Fuel your day with a home-cooked breakfast in your fully equipped kitchen, sip coffee in the tropical garden, and get a morning soak in the hot tub for some extra relaxation. Freshen up using the outdoor shower, have a barbecue using the gas grill, and kill some time browsing the free WiFi or surfing the flatscreen cable TV. A dog is welcome.

Put life on hold for a moment and settle into paradise with these two cottages on Key West - book today!
4 dog(s), weighing 30lbs or less, are welcome in this home. No other animals are allowed without specific Vacasa approval.

Parking notes: There is free parking available for 2 vehicles.



Air conditioning is only available in certain parts of the home.



Damage waiver: The total cost of your reservation for this Property includes a damage waiver fee which covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. More information can be found from the "Additional rules" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

TV with standard cable • Shampoo • Bed linens • Hair dryer • Air conditioning • Hangers • Essentials • Smoke alarm • Iron • Hot water