As the “Dive Capital of the World”, Key Largo in southern Florida attracts tons of adventurers and sun-seekers every year. It’s home to the USS Spiegel Grove, the largest artificial reef in the world, plus some other spectacular dive sites. That includes John Pennekamp Coral Reef State Park, where you can find midnight parrotfish, massive growths of Elkhorn coral, Caribbean reef sharks, and various other coral and fish species. Diving can be an intimidating activity for the uninitiated. That’s why we found you the best vacation rentals with private pool in Key Largo, Florida, to help you practice within a controlled and relaxed environment.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to private pool. The image galleries get refreshed with the latest updates regularly. They were last updated on April 12, 2024.
1. Colorful vacation home with a deepwater dock (from USD 694)
It’s easy to venture out to sea in this aquamarine-colored vacation rental. It has a deepwater dock — perfect if you’ve brought your own watercraft (or rented one). Steps away is a large outdoor pool which is all lit up at night with color-changing LED lights. Up to 10 guests can stay in its 5 bedrooms. Central air conditioning, a full kitchen, laundry facilities and private parking are also available on site.
Top guest reviews
Cleanliness:
it is clean and well appointedpool was clean and private pier was plenty deep for our boatthey are nice enough to leave you three clean solo cups for useHost:
so i would recommend the owner updating thatRead more reviewsLocation:
this house is a must beautiful and location is perfectthe location is great and the dock is great for big boatsall in all a great week at a great house in a great locationgreat amenities and walking distance to everything
2. Family-friendly vacation home with a wet bar
Located 8 miles (13 kilometers) away from John Pennekamp State Park, this relaxing three-bedroom two-bathroom home is ideally located. The outdoor pool is huge and has enough depth to help you practice your breathing. When you’re not swimming, the home has a wet bar and a screened porch where you can enjoy your homemade cocktail.
Plus, there’s free WiFi, a TV with Netflix access, a foosball table and board games to keep you entertained while indoors. There are two bikes and beach towels available for guests’ use.
Key Largo, Florida, United StatesAccommodates: 6
Top guest reviews
Read more reviewsAmenities & Room:
back yard is fantastic pool grilling area fire pit
3. Tropical house with a waterfront pool (from USD 199)
Inspired by Florida’s vernacular architecture, this house fits the tropical climate well. The waterfront deck with seating is the perfect spot for outdoor lounging. Plus, there’s an above-ground waterfront pool, ideal for long, relaxing dips.
Take the stairs up to the main living area, where you’ll find the dining, lounge, and kitchen areas all connected to each other. It also has a terrace, where you can enjoy your meals while soaking up the stunning views of the deepwater canal. Kayaks and pontoon boat rental are both available on site.
Top guest reviews
Amenities & Room:
full kitchen great wifi great ac nice beds (with good size bedrooms)the house is very comfortable and provides all of the comforts of homethe small pool would be super on a hot daythe house was clean the air conditioner worked wellbeautiful place great pool great kayak and great views very spacious houseCleanliness:
very cleanthe condo was clean & invitingthe bathrooms were clean and modernthe place is clean well equipped and comfortableproshouse and cleanliness were excellentHost:
stu was a wonderful hoststu was a great hoststu was a great hoststu was a friendly and helpful hoststu was super helpfulRead more reviewsLocation:
convenient location and easy to findawesome location great for familiesparadise indeed we loved the locationthis is a perfect location in key largogreat spot very close to all the action
Superhost
4. Sunset Beach Paradise (from USD 1757)
Both the sea and the outdoor pool are yours to enjoy in this beachfront rental called Sunset Beach Paradise. Located on a strip of palm-tree-lined beach, the casa features four bedrooms and four bathrooms to share between eight people.
The inside is fully furnished, complete with a sleek kitchen, pendant lights, black-and-white color scheme, modern furnishings, and ample natural light. The outdoor space is equally impressive. There’s a gas grill for a nice cookout and kayaks available if you want to paddle out to sea. More importantly, you’ll have a front-row seat to gorgeous sunrises and sunsets.
5. Beachfront house with a spa whirlpool (from USD 2000)
After a full day of diving and exploring the Keys, wind down in the outdoor heated pool of this gorgeous beach house in Key Largo’s Buttonwood Bay. If that’s not enough, there’s a spa whirlpool to soothe your tired muscles. It’s also perfect for large groups. With 6 bedrooms and 4 bathrooms, the house can comfortably accommodate up to 14 guests. Enjoy the secluded location while still being minutes away from local dining spots.
Top guest reviews
Amenities & Room:
the beds were incredibly comfortable the outside with the pool dock beach paddle boards etcRead more reviewsLocation:
great location that feels very privateoverall a great trip at a great house in an exceptional location on the watergreat house in an amazing location that was even better than advertised
6. Canal-front house with a boat slip (from USD 350)
Located along a deepwater canal, this stylish house puts a different spin on the waterfront living experience. It has a boat slip for your watercraft, which is literally steps away from the heated outdoor pool. As you swim, you can watch the yachts and boats pass by. A group of eight can stay here. The house has three bedrooms and two bathrooms. If you want to swim in the sea, there’s a private beach within walking distance of the house.
Top guest reviews
Amenities & Room:
the house is very open and as plenty of room for 8 guests to lounge around easilyRead more reviewsLocation:
great location fabulous host
7. Waterfront villa with a gourmet kitchen (from USD 450)
This newly constructed villa fronting a deepwater canal is perfect for large groups as it comes with five bedrooms. It has an open-concept living room with picture windows and a gourmet kitchen with an island, so you can socialize and prepare meals at the same time. There’s also plenty of outdoor space to lounge and dine. The outdoor pool is sufficiently deep and refreshing, especially on hot days. Up to 10 people can stay in this villa comfortably.
Top guest reviews
Cleanliness:
everything is very clean & up to date appliancesthe house is terrific and clean and the owner are super helpful and caringHost:
beautiful home even better home ownersand the owners have been terrificsuper helpful always there willing to help in every situationRead more reviewsLocation:
i highly recommend this house if you are looking for a place in key largo
8. Light and airy home with amazing canal views (from USD 379)
Escape to this two-bedroom, two-bathroom vacation home with deepwater canal frontage. There’s a boat slip for your watercraft — the best mode of transportation to explore Key Largo and its off-land wonders. There’s an outdoor pool, complete with fun inflatables and day beds for poolside lounging. Inside, you’ll find a fully equipped kitchen with modern cooking appliances, a spacious living room, and two bedrooms with a queen-size bed and bunk beds. Pets are also welcome here.
Top guest reviews
Amenities & Room:
the pool and deck were great and we really enjoyed the screened in porchCleanliness:
it’s clean and safeplace was very cleanthe house was very modernized and extremely cleanreally clean house and the pool is amazing with such a great view of the canalgreat place to stay family friendly very clean very central in the florida keysHost:
owner was very responsivealejandro was an amazing host he was very attentive and always had a quick response to usRead more reviewsLocation:
great house in an excellent locationit is in a great location and a very safe neighborhoodvery close to scuba diving and well less than an hour from miamigreat house great location great amenities
9. Bliss On The Bay (from USD 150)
If homey is what you’re after, this three-bedroom, two-bathroom vacation rental won’t disappoint. It’s a cozy place to stay, with a kitchen, an adjacent dining area, and a living room where you can put your feet up and just relax. Beat the heat at the curved pool outside, then hop onto your watercraft to John Pennekamp State Park to check out the vivid underwater life. Other amenities include high-speed Wi-Fi, a smart TV, and plenty of parking space.
Top guest reviews
Amenities & Room:
wow we did not want to leave the pool deck we had so much fun swimming kayaking and fishingin the pictures of the property looked like they had a really cool outdoor kitchensthe pool was nice or we would of leftCleanliness:
house was very cleanthe pool was amazing super clean and not overwhelmed with chlorinethe house is clean in a quiet neighborhood and located near a lot of great restaurantsHost:
host was very responsive to all questionshost was very responsive and accommodatinghost and wife were very responsivethe owner is very kind and responds to everythingRead more reviewsLocation:
location was wonderful and pool and boat slip were greatvery quiet neighborhood and walkable to a nice park and a few restaurants
10. Casa Marina (from USD 205)
This two-bedroom, two-and-a-half bathroom vacation home is centered around the water. Besides the outdoor pool, the property has its own boat dock and ramp for easy access to Largo Sound and the waters beyond. Nautical touches are found throughout the home, from its covered patio with an outdoor grill to the second-floor terrace with teal-colored seating.
You’ll also find kayaks, floatation devices, and bikes on the property that you can use. If you want to eat out, some of Key Largo’s best restaurants are located nearby.
Top guest reviews
Cleanliness:
awesome place to stay clean great location easy access to the bay and ocean for boatersRead more reviewsLocation:
it is close to pretty much everything key largo we will definitely be backwe stayed the month of jan 2020 and loved the location and the house 5 stars
Enjoy a tropical vacation in Key Largo
Key Largo is home to gorgeous beaches and diving sites. The above listed vacation rentals with a private pool in Key Largo will help you ease your transition from the safe blues of the pool to the deep diving spots off-shore.
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