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

Total holiday rentals
Explore 910 holiday rentals in Key Largo

Nightly prices starting at
Key Largo holiday rentals start at £67 per night before taxes and fees

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

Family-friendly holiday rentals
780 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 380 rentals that welcome pets

Rentals with dedicated workspaces
450 properties have a dedicated workspace

Wifi availability
900 of Key Largo holiday rentals include wifi 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
4.87 out of 5 average rating, 181 reviews
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.
4.91 out of 5 average rating, 169 reviews
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!
4.91 out of 5 average rating, 205 reviews
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.
4.96 out of 5 average rating, 212 reviews
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!
4.96 out of 5 average rating, 196 reviews
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.
4.91 out of 5 average rating, 149 reviews
My Little Oasis2 Waterfront Retreat, Key Largo
Million Dollar view at a fraction of the price! This property is on the water with amazing bay views. It includes one kayak for 2 people, paddle board, fishing rod, washer and dryer, kitchen with all cooking utensils. 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). The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property.
4.97 out of 5 average rating, 231 reviews
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
4.91 out of 5 average rating, 113 reviews
Turtles Nest 2 Beach, Pool, Restaurant 2bed 2bath
Turtle lovers rejoyce! Enjoy this Two Bedroom/Two Bath Condo with the perfect blend of style, comfort and convenience. Featuring a spacious living room and a fully stocked Kitchen. The Master bedroom features a King size bed and ensuite master bathroom. The guest bedroom features a Queen bed with a unattached bathroom. Both bathrooms feature a walk-in shower. The balcony offers views of the nature preserve and peek-a-boo views of the Atlantic Ocean!
4.94 out of 5 average rating, 158 reviews
Kawama K1 Beautiful Lagoon View free bikes & kayak
Escape to paradise at Kawama Yacht Club, a private community featuring 24-hour security and an array of exclusive amenities: Salt water lagoon, 2 heated pools, Kids playground, Tennis courts, Marina boat ramp, boat parking, Jetty & Fire pits. We also provide kayaks and bikes so you can fully immerse yourself in the beauty of the surrounding area. Don't miss out on the ultimate Florida Keys getaway, book your stay at Kawama Yacht Club now.
4.97 out of 5 average rating, 130 reviews
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!
4.9 out of 5 average rating, 173 reviews
Casa Key Largo
Casa Key Largo has contemporary elegance in a tropical paradise, a laid back island vibe with all the amenities. We have stocked the home with everything you need and more. Restaurants, boating, fishing, swimming, snorkeling, scuba diving, shopping, and John Pennekamp Coral Reef State Park are all within minutes. It is a great central location for day trips to Key West, Marathon, Miami Beach, and the Everglades.
4.89 out of 5 average rating, 159 reviewsPopular amenities for Key Largo rentals with a pool
House rentals with a pool

South Miami Gem • Mini Golf, Pool table | Pool_BBQ
4.85 out of 5 average rating, 163 reviews
Resort Style Pool House 5 Bed Mini-Golf Game-Room
4.8 out of 5 average rating, 169 reviews
Casa Solaris | Key Largo home with Private Pool!
4.96 out of 5 average rating, 113 reviews
Lagoon View Retreat • 2 Kings• Pickleball• Marina
4.89 out of 5 average rating, 108 reviews
Key Largo Waterfront: Tiki, Dock, Kayak & Pool
4.97 out of 5 average rating, 188 reviews
Private Paradise between Miami & the Keys
4.93 out of 5 average rating, 455 reviews
Serenity | 12PPL | Pool | BBQ |Playground |Firepit
4.96 out of 5 average rating, 103 reviews
Garden House, Pool in Lush Peaceful Homestead
4.77 out of 5 average rating, 115 reviewsApartment rentals with a pool

Lux Suite Open Ocean Views- 2 Balconies+Pool & Bar
4.91 out of 5 average rating, 166 reviews
BEAUTIFULLY DESIGNED OCEANFRONT CONDO
4.93 out of 5 average rating, 171 reviews
Tropical Getaway
4.9 out of 5 average rating, 196 reviews
Your Happy Place - Oceanfront
4.95 out of 5 average rating, 151 reviews
Ocean Views at Ocean Pointe
4.99 out of 5 average rating, 224 reviews
Best View Ocean Pointe Pool Beach King Bed, Gated
4.97 out of 5 average rating, 232 reviews
Kawama Suntastic @ Key Largo !* NO Airbnb Fees *!
4.96 out of 5 average rating, 138 reviews
🏝 Oceanfront Paradise Awaits You
4.85 out of 5 average rating, 125 reviewsOther holiday rentals with a pool

“Have Fun at Hacienda Paraíso” Suite 1 | pool |
5.0 out of 5 average rating, 219 reviews
Fun the Keys! Pool, Marina, Clubhouse, Fishing & m
4.98 out of 5 average rating, 118 reviews
Oceanfront Resort W/Indoor Pickleball - Speakeasy!
4.82 out of 5 average rating, 126 reviews
Key Largo Luxury Townhome | Pools & Marina
4.97 out of 5 average rating, 117 reviews
2 bedroom & 25' Boat Dock Waterfront Atlantic Side
4.93 out of 5 average rating, 104 reviews
El Encanto | Private pool & tropical tiki
5.0 out of 5 average rating, 22 reviews
Waterfront Key Largo Home - Tropical Paradise
4.88 out of 5 average rating, 40 reviews
Ocean view, seaside paradise with golf cart.
4.93 out of 5 average rating, 76 reviewsWhen is the best time to visit Key Largo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £222 | £250 | £249 | £235 | £231 | £236 | £240 | £231 | £207 | £204 | £226 | £237 |
| Avg. temp | 20°C | 22°C | 23°C | 25°C | 27°C | 28°C | 29°C | 29°C | 28°C | 27°C | 24°C | 22°C |
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- Brickell City Centre
- Everglades National Park
- Bayfront Park
- Dolphin Mall
- University of Miami
- Sombrero Beach
- Bayside Marketplace
- LoanDepot Park
- CG Cosmetic Surgery
- John Pennekamp Coral Reef State Park
- Dadeland Mall
- Zoo Miami
- Key Biscayne Beach
- Biscayne National Park
- Crandon Beach
- Mia Aesthetics Miami
- Avana Plastic Surgery
- Homestead-Miami Speedway
- Schnebly Redland's Winery & Brewery
- Miami International Mall
- Biltmore Golf Course Miami
- Coral Castle
- Florida International University
- Fortune House Hotel





