
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 R 1,450 ZAR 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.
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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!
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Key Largo Waterfront: Tiki, Dock, Kayak & Pool
Waterfront retreat perfect for couples, families, or boaters looking to explore the best of the Keys. Dock your boat. Snorkel right from your door. Fish from the dock. (poles etc. provided). Paddle through mangroves with the tandem kayak, or relax with a drink while the sun sets over the canal. Steps from two heated pools, a playground, a sandy beach. 0.3 miles from groceries & restaurants. Fishing, diving famous reefs, or just unwinding under the tiki, this puts paradise at your doorstep.
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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.
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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.
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Oceanfront Resort W/Indoor Pickleball - Speakeasy!
An island paradise situated in the heart of Key Largo, adjacent to John Pennekamp Coral Reef State Park and Molasses Reef. The property is located in Key Largo's most upscale oceanfront community. The area has the distinction of being Key Largo's newest oceanfront gated destination, with some of the most unique amenities in all of the keys. It caters to those who simple desire the very best in luxury accommodations. Unique amenities include a Speakeasy Themed Rec. Area.
LocationFamilyAccess

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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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.
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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!
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Popular amenities for Key Largo rentals with a pool
House rentals with a pool

Miami Lux Lake Front Retreat
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Casa Solaris | Key Largo home with Private Pool!
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Private Paradise between Miami & the Keys
ValueFamilySolo travel

Resort Style Pool House 5 Bed Mini-Golf Game-Room
LocationFamilyIndoor spaces

South Miami Gem • Mini Golf, Pool table | Pool_BBQ
ValueLocationQuiet

Serenity | 12PPL | Pool | BBQ |Playground |Firepit
ValueFamilySleep quality

NEW! Casa Azul - Golf Cart, 2 King, Pool, Kayaks
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Eva | 12 ppl HOT Pool |Top Location | Piano | Golf
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Condo rentals with a pool

Turtles Nest 2 Beach, Pool, Restaurant 2bed 2bath
FamilyLocationQuiet

Oceanfront Condo w/Lake, Kayak, Paddleboard & Bike
ValueFamilyQuiet

Tropical Getaway
LocationFamilyLong stay

Your Happy Place - Oceanfront
FamilyLocationAccuracy

Best View Ocean Pointe Pool Beach King Bed, Gated
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Ocean Views at Ocean Pointe
ValueFamilyHospitality

Light, Bright & Nautical Condo at Ocean Pointe
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SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!
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Other vacation rentals with a pool

Casa Key Largo
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2 bedroom & 25' Boat Dock Waterfront Atlantic Side
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“Have Fun at Hacienda Paraíso” Suite 1 | pool |
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Fun the Keys! Pool, Marina, Clubhouse, Fishing & m
ValueFamilyLaundry

Key Largo Villa, Kawama K5, 3/3
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Key Largo Luxury Townhome | Pools & Marina
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Key Largo! Tavernier! Welcome to Paradise!
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Good Vibes Only!!! 2 bedroom/2 bath townhouse
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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 | R 4,832 ZAR | R 5,444 ZAR | R 5,428 ZAR | R 5,106 ZAR | R 5,025 ZAR | R 5,138 ZAR | R 5,235 ZAR | R 5,025 ZAR | R 4,510 ZAR | R 4,445 ZAR | R 4,929 ZAR | R 5,154 ZAR |
| 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
- Zoo Miami
- Dadeland Mall
- Key Biscayne Beach
- Biscayne National Park
- Crandon Beach
- Mia Aesthetics Miami
- Avana Plastic Surgery
- Schnebly Redland's Winery & Brewery
- Homestead-Miami Speedway
- Miami International Mall
- Biltmore Golf Course Miami
- Coral Castle
- Florida International University
- Fortune House Hotel





