
Vacation rentals with a pool in Key Largo
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Key Largo

Total vacation rentals
Explore 910 vacation rentals in Key Largo

Nightly prices starting at
Key Largo vacation rentals start at $90 per night before taxes and fees

Verified guest reviews
Over 24,050 verified reviews to help you choose

Family-friendly vacation rentals
780 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 380 rentals that welcome pets

Rentals with dedicated workspaces
450 properties have a dedicated workspace

Wi-Fi availability
900 of Key Largo vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Key Largo rentals

4.8 Average rating
Key Largo stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Key Largo
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Sunrise Escape - Ocean Front Villa - Sleeps 10
Wake up to the sunrise over the ocean and unwind with sunset views from your private jetty. This marina-front, ocean-view townhouse in Kawama Yacht Club puts you steps from kayaking, snorkeling, and the best of the Keys. Spacious, stylish, and designed for unforgettable family and friend getaways. Breathtaking sunrises from one of two private terraces, coffee in hand, overlooking the marina and the Atlantic Ocean. Located in an exclusive, quiet section of Kawama Yacht Club, this beautifully po
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Tiny Home on Waterfront | Bay Views | Deck | Pool
Down by the waters of Manatee Bay, you’ll find this idyllic tiny home for 6. With a full kitchen, three comfy beds,and access to a community pool, this is a prime location to enjoy the best of Key Largo. Sit on the deck and dip your toes in the water or explore the bay using the available kayaks and paddle boards. 10 Min Drive to the Gilbert’s Resort 15 Min Drive to John Pennekamp Coral Reef State Park 22 Min Drive to African Queen Canal Cruise Experience Key Largo With Us & Learn More Below!
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Gorgeous lagoon-front 2BR Townhouse with 2 pools
Kawama Yacht Club is situated between an extension of John Pennekamp Coral Reef State Park and a salt-water, filtered, tidal snorkeling lagoon! Two pools, tennis courts, private beach, a waterfront (lagoon) will keep you busy on site, while the neighborhood offers boating, many great restaurants and you may even swim with dolphins just outside the gates to the community. The townhouse comes equipped with two bicycles and two kayaks. All brand new appliances throughout + extra lg washer/dryer.
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Oceanfront Lookout Point w/two Kayaks & Deck
Lookout Point is Wide open breathtaking Water View , Amazing Sunrises with a cup of Morning coffee, Refreshing breeze, Sound of water and Rustle of palm trees will start your day… Fishing right from the property, Kayaking. Taking sunbath on Chaise lounges or Reading books or just sitting under Tiki having a nice conversations and enjoying beautiful scenery of the view. You will see fishes jumping out of water, seagulls trying to catch up it , you might see manatee swimming by or dolphins.
ValueLocationSleep quality

Charming Key Largo Cottage on the Water w/Kayaks!
Charming "Tiny House" Cottage on a main canal just two units from open water. Amazing location for boaters, fisherman and alike. This is a quaint and close knit RV park where you can keep to yourself or wander around and enjoy happy hour with new local friends. Bar none the best kayak, paddle board and fishing area. Two Tandem (each kayak accommodates two people) Kayaks and two paddle boards included in rental. Great outdoor space to dock your boat, fish off of or enjoy a few cocktails!
ValueFamilyComfort

Paradise Palace 3/3 Waterfront Pool Kayak 60' Dock
Close to restaurants and dining, parks, and great views. You’ll love my home because of the peaceful atmosphere, sitting on your own dock watching the boats pass by or friendly manatees swim up. Enjoy swimming in the pool or just relaxing on the patio with a drink in your hand. This home is in a private, gated community and about 10 homes from the bay. A Pontoon boat rental is available(ask for details). Great for families, couples and/or adventurers. Must be age 25 or older to book.
LocationFamilyWifi

Luxury Heated Pool/Jacuzzi, Games & Nice Backyard.
✨Bring the whole family to this great located house with a nice pool with spa, combo game table and lots of room for fun, and enjoy the beach, restaurants and entertainments around the area. ✨5BRs with smart TVs and comfortable mattresses and pillows. 3BR upstairs/2BR downstairs. ✨3 bathrooms, 1BR downstairs/2BR upstairs. ✨2 kitchens fully equipped with everything you may need. ✨Nice and quite neighborhood. ✨Sunsets are amazing at The Florida Keys. ✨Guest are always our priority.
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My Little Oasis3 Waterfront Retreat Key Largo
Best of the Best, very exclusive, located on the oceanfront with a million dollar view, this tiny house is on a higher level than the others, is comfortable and cozy. It is ideal for a couple who want to escape. The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property. Note: The upstairs room is not comfortable for seniors or adults, the ceiling height is 4 feet (an adult has to walk on his knees
LocationFamilyPool

South Miami Gem • Mini Golf, Pool table & Pool_BBQ
Discover the pinnacle of modern living in this newly remodeled 7-bedroom, 4-bath masterpiece. With sleek architecture and designer touches, this South Miami retreat offers a private heated pool and resort-style amenities for a truly unforgettable stay. Perfectly situated near stunning beaches, the Miami Zoo, Southland Mall, and top attractions, it’s your gateway to the best of South Florida. Experience unmatched comfort and sophistication—this one-of-a-kind home awaits you!
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Great key Largo home with water front and pool
we have a dog clean fee , always ask the before booking Fantastic canal front home located in Key Largo. Bring your own boat and enjoy it all! The home is minutes away from Gilbert resort, best seafood in the world at any number of local restaurants, Souvenir stores and the best fishing and diving spots. The home has 2 bedrooms and 2 bathrooms, fully furnished, spacious living room with large TV, Full kitchen with all appliances and amenities and a beautiful deck
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“Have Fun at Hacienda Paraíso” Suite 1 | pool |
Welcome to Room 1, the first addition at Hacienda Paraíso. This suite is conveniently located next to another Airbnb suite, providing flexibility for your stay. It features a private entrance, bathroom, kitchenette, and dining table, ensuring a comfortable and self-contained experience. Enjoy the convenience of hotel-like amenities paired with the added bonus of access to our stunning pool and lush yard, creating a truly relaxing retreat.
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The Paradise 2
Relax with the whole family at this peaceful place to stay. Our home is located right by the water. Modern spacious and spotless with private parking, fast Wi-Fi, cold AC plus cozy beds and pillows in every bed. Relax on the waterfront patio chairs, swim in our newly renovated pool, watch the manatees and dolphins swim by and go fishing from our backyard dock anytime. We are sure you will absolutely love our Tiny Home!
LocationFamilyBeach
Popular amenities for Key Largo rentals with a pool
House rentals with a pool

Private Paradise between Miami & the Keys
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Casa Solaris | Key Largo home with Private Pool!
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Resort Style Pool House 5 Bed Mini-Golf Game-Room
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Lagoon View Retreat • 2 Kings• Pickleball• Marina
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Welcome to Waltonhurst
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Key Largo Waterfront: Tiki, Dock, Kayak & Pool
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The Purple Pelican Inn/Private Hot Tub
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Miami Lux Lake Front Retreat
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Condo rentals with a pool

Tequila Sunrise
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Ocean Views at Ocean Pointe
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Tiki Time! Ocean Pointe Top Floor King 1 Br/1Ba
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Best View Ocean Pointe Pool Beach King Bed, Gated
FamilyLocationTV

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach
ValueFamilyLaundry

🏝 Oceanfront Paradise Awaits You
ValueFamilyGrill

Tropical Getaway
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Oceanfront Condo w/Lake, Kayak, Paddleboard & Bike
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Other vacation rentals with a pool

Key Largo Villa, Kawama K5, 3/3
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Kawama L1 Relaxing Lagoon View free bikes & kayaks
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paradise point, ocean front, ramp.
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New Aqua Lodge 2Beds 1 Bath with Full Kitchens
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New Listing! Tropical Oasis at the Mariners Club!
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Las Olas
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Key Largo's Best Kept Secret!
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Waterfront Key Largo Home - Tropical Paradise
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When is the best time to visit Key Largo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $300 | $338 | $337 | $317 | $312 | $319 | $325 | $312 | $280 | $276 | $306 | $320 |
| Avg. temp | 69°F | 71°F | 73°F | 77°F | 80°F | 83°F | 84°F | 84°F | 83°F | 80°F | 75°F | 71°F |
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- Brickell City Centre
- Everglades National Park
- Bayfront Park
- Dolphin Mall
- University of Miami
- Sombrero Beach
- Bayside Marketplace
- LoanDepot Park
- John Pennekamp Coral Reef State Park
- CG Cosmetic Surgery
- Zoo Miami
- Dadeland Mall
- Key Biscayne Beach
- Biscayne National Park
- Crandon Beach
- Avana Plastic Surgery
- Mia Aesthetics Miami
- Calusa Campground
- Schnebly Redland's Winery & Brewery
- Biltmore Golf Course Miami
- Miami International Mall
- Homestead-Miami Speedway
- Coral Castle
- Florida International University
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