Best Vacation Rentals in Stock Island

DoubleTree by Hilton Grand Key Resort offers free shuttle service to and from historic Old Town Key West and Key West International Airport Doubletree Resort by Hilton Grand Key Resort – Key West. Guests can take a refreshing plunge in the pool or grab a bite to eat at the on-site restaurant. Complimentary WiFi is provided for all guests. The airport is 2 minutes’ drive from the property. Rooms feature a flat-screen TV with cable channels. A small refrigerator and coffee maker are provided as well. Select rooms feature a private balcony, sofa beds, and additional living space. Bicycle rentals are available, as are launderette facilities. Guests can work up a sweat in the on-site fitness center. Serving a variety of seafood and regional delicacies, Palm Haven Restaurant offers indoor and outdoor seating. Poolside Gumbo Limbo Tiki Bar offers frozen specialty drinks and light meals. Key West Tropical Forest & Botanical Garden is 5 minutes’ drive from Doubletree Key West Resort. Smathers Beach is 5 minutes’ drive.

- "amazing" - "Best Hotel in the Keys" - "Beautiful weather, great food, and nice accommodations." - "Enjoyed our stay, staff was wonderful, great location, highly recommend this hotel." - "Good stay/ would recommend" - "Excellent" - "Relaxing" - "My wife and I absolutely loved it. Looking forward on coming back soon" - "Was wonderful" - "Amazing hotel and pool. I loved every second of it!!! I already regretted only booking it for 2 nigh"

Salt air and outdoor pool, near Smathers Beach
This smoke-free hotel features an outdoor pool, a restaurant, and a 24-hour fitness center. Other amenities include a bar/lounge, a business center, and concierge services.
Change of towels is available on request.
Margaritaville Beach House Key West offers 186 air-conditioned accommodations, which are accessible via exterior corridors and feature safes and complimentary bottled water. Each accommodation is individually furnished and decorated. Beds feature down comforters. Televisions come with premium digital channels and pay movies.

Bathrooms include bathtubs or showers, designer toiletries, and hair dryers. Business-friendly amenities include phones along with free local calls (restrictions may apply). Additionally, rooms include irons/ironing boards and blackout drapes/curtains. Hypo-allergenic bedding and change of towels can be requested. Housekeeping is provided daily.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Awesome hotel " - "Very happy with our stay. From check in to check out the staff and amenities were top notch. Will definitely choose them again. " - "The staff was great " - "Excellent customer service. Cris at the front desk is very warm and made us feel at home. Gabby (Gabriella) at the restaurant went above and beyond just to accommodate our request. Would definitely recommend to friends and family to stay here. And will definitely come back when we in town. "

4 miles from Southernmost Point in Key West, Sunrise Suites Cozumel Suite #112 features accommodations with access to spa facilities and fitness room. The apartment has access to a restaurant. The apartment provides an outdoor swimming pool, hot tub, and an elevator. The air-conditioned apartment is composed of 2 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 2 bathrooms. This apartment also offers a terrace that doubles up as an outdoor dining area. For added privacy, the accommodation features a private entrance. Guests at the apartment will be able to enjoy activities in and around Key West, like cycling. The apartment has a picnic area where you can spend the day outdoors. Ernest Hemingway Home and Museum is 4.6 miles from Sunrise Suites Cozumel Suite #112, while Duval Street is 4.6 miles away. Key West International Airport is 0.6 miles from the property.

- "Will stay at this location again" - "Sunrise Suites" - "Good stay for families" - "Seaside stay" - "It was very affordable and had everything you could need ." - "Great facility with a terrible mattress." - "Expensive based on the above comment." - "comfy" - "Unit was spacious, many dirty areas, door jab was all bent up"

Hotel in Key West with a 24-hour front desk and an outdoor pool
This smoke-free hotel features an outdoor pool, a restaurant, and a bar/lounge. Free WiFi in public areas and free self parking are also provided. Additionally, a poolside bar, a snack bar/deli, and a hot tub are onsite.
Havana Cabana at Key West offers 106 air-conditioned accommodations with safes and coffee/tea makers. These individually decorated and furnished accommodations include desks. Beds feature premium bedding. Guests can make use of the in-room refrigerators and microwaves. Bathrooms include bathtubs or showers, complimentary toiletries, and hair dryers.

This Key West hotel provides complimentary wireless Internet access. Flat-screen televisions come with premium cable channels. Housekeeping is provided daily.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Will definatly be back! Great hotel great staff shuttle service is the best!" - "Good place" - "Nice facility, helpful and friendly staff. Convenient transportation and good location." - "Nice pool and bar area" - "Great staff and service" - "Beautiful place " - "a" - "We loved this hotel! " - "The pool attendents were very good. I was not really happy with my room, I had requested pool side room, but was given a room at the end of the hotel. I felt uncomfortable because I was by my self."

4 miles from Southernmost Point in Key West, Sunrise Suites Barbados Suite #204 provides accommodations with access to a hot tub and fitness room. Guests can benefit from a terrace and an outdoor pool. Key West Aquarium is 5 miles from the apartment and Mallory Dock is 5 miles away. The air-conditioned apartment is composed of 2 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 2 bathrooms. Towels and bed linen are featured in the apartment. The property has an outdoor dining area. Ernest Hemingway Home and Museum is 4.6 miles from the apartment, while Duval Street is 4.6 miles away. Key West International Airport is 0.6 miles from the property.

- "Loved everything about our stay! Will be back!!" - "Quite good and clean hotel" - "Short pleasent stay. 4 adults and 2 kids in a 2bdrm. Sofa bed comfortable for the kids." - "Was such a great location and a huge condo!" - "Great value for money" - "It was fine" - "Worth the price" - "Nice condo, but worn down and dirty" - "Was ok. Just needed more maintenance and cleaning."

Boardwalk/promenade hotel with 6 outdoor pools and a marina
This smoke-free hotel features a marina, 6 outdoor pools, and a restaurant. WiFi in public areas is free. Additionally, a 24-hour fitness center, a bar/lounge, and a poolside bar are onsite.
Oceans Edge Key West Resort, Hotel & Marina offers 175 accommodations, which are accessible via exterior corridors and feature safes and coffee/tea makers. Rooms open to furnished balconies. Beds feature Egyptian cotton sheets, down comforters, and premium bedding. 47-inch LCD televisions come with premium digital channels. Bathrooms include showers, bathrobes, complimentary toiletries, and hair dryers.

Guests can surf the web using the complimentary wireless Internet access (speed: 500+ Mbps (good for 6+ people or 10+ devices)). Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Additionally, rooms include irons/ironing boards and blackout drapes/curtains. Housekeeping is offered daily and hypo-allergenic bedding can be requested.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Nice place to visit " - "Very nice place " - "Amenities " - "I loved the location, having a shuttle available, the friendly staff, and all of the available amenities on-site. Would definitely stay here again." - "It was a quiet retreat with great food, drinks and shuttle service. " - "The property was beautiful and the staff couldn’t have been more friendly " - "Always top notch. Fourth time staying" - "Beautiful resort, good food and transportation. I will definitely be back "

The Exuma Cay -Pool View & Parking offers accommodations in Key West, 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum. Both free Wifi and parking on-site are accessible at the vacation home free of charge. The vacation home features an outdoor swimming pool, fitness center, and an elevator. The air-conditioned vacation home consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a kettle, and 2 bathrooms with a hot tub and a hair dryer. Towels and bed linen are available in the vacation home. For added privacy, the accommodation features a private entrance. Guests at The Exuma Cay -Pool View & Parking will be able to enjoy activities in and around Key West, like cycling. Duval Street is 4.6 miles from the accommodation, while Key West Aquarium is 5 miles from the property. Key West International Airport is 0.6 miles away.

- "Best vacation ever!" - "We will definitely book this property again!!" - "Terrific time with great accommodations" - "100% awesome!" - "Clean, Quiet, Easy Parking, Quick Host Responses" - "Peaceful and relaxing" - "Lovely spacious property in quiet location" - "Quick last minute adventure" - "pleased overall" - "Key west stay"

Family-friendly hotel with 2 restaurants and 2 outdoor pools
Along with 2 restaurants, this smoke-free hotel has 2 outdoor pools and 2 poolside bars. Free WiFi in public areas, a free area shuttle, and a free shopping center shuttle are also provided. Other amenities include 2 bars/lounges, a 24-hour fitness center, and a snack bar/deli.
Change of towels is available on request.
Blue Flamingo Resort Key West offers 145 air-conditioned accommodations, which are accessible via exterior corridors and feature safes and coffee/tea makers. Each accommodation is individually furnished. Beds feature premium bedding. 42-inch LCD televisions come with premium cable channels. Bathrooms include bathtubs or showers, bathrobes, complimentary toiletries, and hair dryers.

This Key West hotel provides complimentary wireless Internet access, with a speed of 500+ Mbps (good for 6+ people or 10+ devices). Business-friendly amenities include desks and phones. Change of towels and change of bedsheets can be requested. Housekeeping is provided daily.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Really nice" - "I loved everything about the place ,most definitely let my people know about this place now ..But why does it take so long for our deposit to come back to me ? In a week and two days it will be a month since we stayed here..other than that we loved it ❤️ " - "The pool bar was great and friendly. Was really nice having access to 2 other hotel pools and pool bars right next to each other. " - "Great vacation " - "The saff was great the manager and the 2 front desk people help us with a problem we had and did great job"

The Trinidad -Pool & Parking is located in Key West, just 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum. This vacation home offers air-conditioned accommodations with a patio. The vacation home provides parking on-site, an outdoor swimming pool, and an elevator. With free Wifi, this 2-bedroom vacation home features a cable TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are available in the vacation home. For added privacy, the accommodation features a private entrance. Guests at the vacation home will be able to enjoy activities in and around Key West, like cycling. Duval Street is 4.6 miles from The Trinidad -Pool & Parking, while Key West Aquarium is 5 miles from the property. Key West International Airport is 0.6 miles away.

- "We really have fun we enjoy the stay with my family thank you" - "Short stay, but very enjoyable. Had a couple of minor problems with the fire alarm, but booking agent and staff responde" - "All the little things noted above have a big impact on the overall experience." - "Enjoyable time with family." - "Very good place to stay in KW but could be outstanding if maintenance/upkeep was better :)" - "Adequate but dated. Not sure worth it for the price."

Beach fun in 4 outdoor pools, near Smathers Beach
Jump on the free shuttle and enjoy kayaking at the beach, or stay at Parrot Key Hotel & Villas and relax by one of the 4 outdoor swimming pools.
Housekeeping is available on request.
Parrot Key Hotel & Villas offers 148 accommodations, which are accessible via exterior corridors and feature minibars and safes. Rooms open to balconies or patios. These individually decorated and furnished accommodations include desks. Beds feature premium bedding. Refrigerators and coffee/tea makers are provided. Bathrooms include showers, designer toiletries, complimentary toiletries, and hair dryers.

This Key West hotel provides complimentary wireless Internet access. 55-inch flat-screen televisions come with premium cable channels and pay movies. Additionally, rooms include irons/ironing boards and ceiling fans. Housekeeping is offered on request and in-room massages can be requested.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Excellent" - "Very clean! Beautiful pools and beaches." - "We live in Florida. We just came back from a weekend in Key West. We stayed at Parrot Key. We had a wonderful 3 story waterfront apartment. It was very very comfortable and all the staff, except for one, where very nice and helpful, so well trained that they seem happy to have us. We would change only one thing: they force you to leave your car at the valet parking (USD 27.00/day) and walk to your room when there are plenty of parking spaces near the rooms/ apartments. This was pretty annoying. So much that we may consider another hotel next time."

4 miles from Southernmost Point in Key West, Sunrise Suites Big Kahuna Suite #202 provides accommodations with access to a hot tub and fitness room. Guests can benefit from a terrace and an outdoor pool. Outdoor seating is also available at the apartment. The air-conditioned apartment is composed of 2 separate bedrooms, a fully equipped kitchen with a dishwasher and an oven, and 2 bathrooms. A TV with satellite channels is featured. For added privacy, the accommodation features a private entrance. Ernest Hemingway Home and Museum is 4.6 miles from Sunrise Suites Big Kahuna Suite #202, while Duval Street is 4.6 miles away. Key West International Airport is 0.6 miles from the property.

- "We loved the room, the pool and the staff. We will be back!" - "Great place to stay for a visit to Key West" - "Enjoyed Key West" - "Great Key West apartment"

Waterfront hotel with 2 restaurants and 2 outdoor pools
Along with 2 restaurants, this smoke-free hotel has a marina and 2 outdoor pools. WiFi in public areas is free. Additionally, 2 poolside bars, 2 bars/lounges, and a 24-hour fitness center are onsite.
The Perry Hotel & Marina Key West offers 100 accommodations with safes and complimentary bottled water. Rooms open to furnished balconies or patios. These individually decorated and furnished accommodations include desks. Pillowtop beds feature premium bedding. 49-inch flat-screen televisions come with cable channels.

Bathrooms include showers, bathrobes, designer toiletries, and complimentary toiletries. Guests can surf the web using the complimentary wireless Internet access. Additionally, rooms include coffee/tea makers and hair dryers. Housekeeping is offered daily and irons/ironing boards can be requested.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Definitely a paradise " - "Hotel was overall amazing!! Shuttle service into old town was great, both drop off and pick up easy and reliable! Staff was friendly and helpful. Only downside was Matt’s dining was closed, but they had a nice free breakfast to accommodate guests. 2 different dining choices easily walkable on marina." - "Sarah and the rest of the staff are fantastic!! So nice to walk along the docks and watch the boats. Pool’s are terrific. Thank you!! I will be back"

The St Martin -Hot Tub & Pool offers accommodations in Key West, 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum. Both free Wifi and parking on-site are accessible at the vacation home free of charge. The vacation home features an outdoor swimming pool and an elevator. The air-conditioned vacation home consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher, and 2 bathrooms with a hot tub and a hair dryer. Towels and bed linen are available in the vacation home. For added privacy, the accommodation features a private entrance. Guests at The St Martin -Hot Tub & Pool will be able to enjoy activities in and around Key West, like cycling. Duval Street is 4.6 miles from the accommodation, while Key West Aquarium is 5 miles from the property. Key West International Airport is 0.6 miles away.

- "Beautiful place to stay ." - "Had a great stay… everything was very nice and clean"

Eco-certified hotel with 2 restaurants and a fitness center
2 restaurants, an outdoor pool, and a fitness center are available at this smoke-free hotel. WiFi in public areas is free. Additionally, a bar/lounge, a poolside bar, and a coffee shop/cafe are onsite.
Change of towels is available on request.
The Gates Hotel Key West Newly Renovated offers 100 air-conditioned accommodations, which are accessible via exterior corridors and feature safes and complimentary bottled water. Beds feature premium bedding. 42-inch LCD televisions come with cable channels. Bathrooms include bathtubs or showers, bathrobes, designer toiletries, and complimentary toiletries.

This Key West hotel provides complimentary wireless Internet access, with a speed of 500+ Mbps (good for 6+ people or 10+ devices). Business-friendly amenities include phones along with free local calls (restrictions may apply). Additionally, rooms include coffee/tea makers and hair dryers. Change of towels and change of bedsheets can be requested. Housekeeping is provided daily.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Really enjoyed this hotel. Room was spacious and clean. Contemporary and Beach styles mixed. Service was excellent. Pool area very nice. Only negative was construction where they were planting numerous new Palm trees. It is more than walking distance to Mallory Square and Duval Street but they have shuttles all day long to take you there and bring you back. Run on the half hour. I would stay here again." - "Location of the Gates Hotel is excellent. Cross the street, and one can take a leisurely walk along the water (of the famous Florida Keys). Room itself is excellent. Modern, chic, and comfortable. Roomy and comfortable. The pool is excellent, with a bar right by it. Ample free parking on the property. Also, the property appears to be associated with the 24-degrees and the Hilton next door. One possible area of improvement would be having more people man the front desk; there was quite a bit of wait for both checkin and checkout. But not too bothersome. Overall, an excellent hotel. I would stay again. "

1.6 miles from Southernmost Point in Key West, Leaward Isle Island Retreat features accommodations with access to a sauna. The air-conditioned accommodation is a 4-minute walk from Smathers Beach, and guests can benefit from private parking available on site and free Wifi. The accommodation provides an elevator, an ATM, and organizing tours for guests. Providing a balcony and sea views, the spacious vacation home includes 2 bedrooms, a living room, satellite flat-screen TV, an equipped kitchen, and 2 bathrooms with a bath and a shower. Towels and bed linen are featured in the vacation home. For added privacy, the accommodation features a private entrance. Ernest Hemingway Home and Museum is 2 miles from the vacation home, while Duval Street is 2.1 miles away. Key West International Airport is 1.2 miles from the property.

- "All in all the stay was good but would have been better if the beach had been better and next door beach open. Also home" - "Nice place- be sure to rent bikes." - "Overall stay was enjoyable"

Resort with free airport shuttle, near Smathers Beach
Along with an outdoor pool, this resort has a restaurant and a 24-hour fitness center. Free WiFi in public areas, a free airport shuttle, and a free beach shuttle are also provided. Additionally, a bar/lounge, a poolside bar, and a 24-hour business center are onsite.
DoubleTree Resort by Hilton Grand Key - Key West offers 216 accommodations with laptop-compatible safes and safes. Beds feature down comforters and premium bedding. 40-inch LED televisions come with premium cable channels and pay movies. Refrigerators and coffee/tea makers are provided. Bathrooms include complimentary toiletries and hair dryers.

This Key West resort provides complimentary wired and wireless Internet access, with a WiFi speed of 50+ Mbps. Business-friendly amenities include desks and complimentary weekday newspapers, as well as phones; free local calls are provided (restrictions may apply). Additionally, rooms include irons/ironing boards and ceiling fans. Housekeeping is provided daily.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Warm pool, free shuttle downtown, delicious cookies, comfortable bed" - "Great hotel" - "Shuttle" - "Michelle at the front desk Bravin from Kenya and Atila from Hungary in the restaurant were above and beyond friendly and welcoming. They all had amazing positive attitudes and made it fun to stay. Great vibes and did their jobs well!!! Loved those three!! All people in the hotel industry should take their example!!" - "Great helpful staff. Very clean. We would stay here again."

A 4-minute walk from Smathers Beach in Key West, Poolside Breeze Retreat offers accommodations with access to a sauna. This property offers access to a balcony and free private parking. The accommodation provides an elevator, an ATM, and organizing tours for guests. With free Wifi, this 2-bedroom apartment features a satellite flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are available in the apartment. For added privacy, the accommodation features a private entrance. Southernmost Point is 1.6 miles from the apartment, while Ernest Hemingway Home and Museum is 2 miles from the property. Key West International Airport is 1.2 miles away.

- "Trip with friends" - "Highly recommended place. Lots of space"

Located in Key West, this welcoming villa lets you experience it all. With the property's convenient onsite parking, you'll be ready to make the quick 2-minute drive to Key West Tropical Forest and Botanical Garden or the 3-minute drive to Key West Golf Club.

After you return, you can unwind at the beach, chill by the communal pool, or sip a drink in the garden; you may also like the balcony or patio. When you come inside, connect to the free WiFi or get cozy in front of the digital TV (streaming services available).

As you settle into this 2-bedroom, 2.5-bathroom rental, you'll find a living room, a sofa bed, air conditioning, and a ceiling fan. Bathroom amenities include free toiletries and towels. The kitchen is equipped with an oven, a stovetop, and a refrigerator, as well as a coffee maker, cookware, and a blender. And there's a washer/dryer, so you can even pack a bit lighter.

- "The accommodations were very nice and comfortable. The place was clean and well maintained. TV/cable instructions would have been very helpful. The upstairs hallway smoke detector triggered for no apparent reason and i had to stand on a stool to deactivate it -kind of dangerous." - "Pool was too warm to swim all week and no grill. After we left got a $520 bill for damages. We left the property with no damage. Overall bad experience."

1.6 miles from Southernmost Point in Key West, Casa Papa Del Mar features accommodations with access to a sauna and hot tub. The air-conditioned accommodation is a 4-minute walk from Smathers Beach, and guests can benefit from private parking available on site and free Wifi. The accommodation offers an elevator, a concierge service, and organizing tours for guests. Featuring a balcony with sea views, this vacation home also includes a satellite flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms with a shower and a hair dryer. For added privacy, the accommodation features a private entrance. Ernest Hemingway Home and Museum is 2 miles from the vacation home, while Duval Street is 2.1 miles from the property. Key West International Airport is 1.2 miles away.

- "We had an awesome time" - "Overall Was very good"

Hotel on the beach, with outdoor pool
Spend the day relaxing on Beachside Resort & Residences's private white sand beach or at a marina before returning for a meal at one of the hotel's 2 restaurants.
Housekeeping is available on request.
Beachside Resort & Residences offers 215 accommodations, which are accessible via exterior corridors and feature laptop-compatible safes and complimentary bottled water. Each accommodation is individually furnished. Pillowtop beds feature down comforters and premium bedding. 50-inch flat-screen televisions come with premium satellite channels. Bathrooms include shower/tub combinations with jetted bathtubs, complimentary toiletries, and hair dryers.

This Key West hotel provides complimentary wireless Internet access, with a speed of 100+ Mbps (good for 1–2 people or up to 6 devices). Business-friendly amenities include desks and desk chairs. Additionally, rooms include coffee/tea makers and irons/ironing boards. Housekeeping is offered on request and hypo-allergenic bedding can be requested.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Came down with my daughter & her family. My grandkids had a great time at the pool. Fantastic location. Will come back!" - "I really loved everyone there. Maria is very nice waitress, helpful and kind. Allie and Jevon the trolley service excellent service and experience. Everyone was very helpful and kind. Best vaction ever! Outside bartenders amazing too. I want to come back asap! 💜 " - "Nice place to stay" - "Beautiful hotel with sandy beach, pool and beautiful grounds. Our room a/c wasn't working properly and management quickly assisted with room upgrade which, the upgrade room was truly fantastic 😀 "