
Vacation rentals with a pool in Key Largo
Find and book unique homes with a pool on Airbnb
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
Enjoy the sunrise while sitting on one of two terraces and sipping your morning coffee in the exclusive part of Kawama Yacht Club overlooking the Marina and Ocean. Enjoy the many choices for the day: Kayaking/paddle boarding just 20 steps from your door, walking to the south beach just 100 yards away, or walking to the beach jetty just across the marina. Or take a swim/snorkel in our swimmable lagoon or one of our two pools. Then bring a glass of wine to watch the breathtaking sunsets from our o

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!

Large Waterfront Home, w/Efficiency, Pool, Kayaks
Large Waterfront home completely renovated in gated upscale community. 2/2 upstairs and complete efficiency downstairs. You're 12 houses away from the Bay and near many restaurants and attractions. BRAND NEW POOL along with new GAZEBO and BBQ area (Not shown it some pictures). Enjoy sunset cruises, island hopping and dock-side dining. 60' of waterfront, large dock and 2 kayaks available. Ask me about discounted pontoon rental rates, to be used bay side only. Must be 25 or older to book.

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!
Enjoy a Top Floor condo with stunning ocean views from your living room and balcony. This condo features a King bed in the bedroom, updated kitchen, a queen pull out sofa and a new washer and dryer. Enjoy the wonderful amenities the property offers to include a Large pool/ spa area or relax on the private beach with lounge chairs provided. There are lighted tennis courts, areas to grill out and a small playground. This property sits on 68 acres and one side is surrounded by a nature preserve.

NEW luxury RV, Marina, 6 beds&1.5 baths, 2 pools!
This hidden gem is anything but ordinary!!! Come enjoy a piece of paradise in Key Largo while you relax in this spacious NEW luxury RV. It has a BOAT RAMP, indoor/outdoor kitchen with a TV, outdoor speakers, 2 hammock chairs, outdoor sofa, outdoor dining, separate bedrooms including a bunk room that can sleep 5-6, 1.5 baths, 2 heated pools, 2 beaches, volleyball court, playground, & shuffleboard. There are so many outdoor activities to enjoy right at the Kampground, you'll never want to leave!

Escape to the Seaside - Tiburon Cottage
Our one bedroom suite features separate bedroom and living areas, giving you the space and comfort to relax, sleep and eat. Set yourself up in a large in-suite space with private entrance. The suite provides all the comforts of home. Unpack and stretch out in a stylish suite with a sofa, flat screen TV, complimentary Wi-Fi and premium cable programming or explore all the Keys have to offer. Here, you’ll have everything you need, because to us it’s not a temporary accommodation, it’s your home.

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.

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!

Oasis2 in Key Largo With a million dollar view
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.

Key Largo Waterfront: Tiki, Dock, Kayak & Pool
This waterfront retreat is perfect for couples, families, or boaters looking to explore the best of the Keys. Snorkel right from the dock, 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, and a sandy beach, plus only 0.3 miles from groceries and restaurants. Whether you’re fishing, diving famous reefs, or just unwinding under the tiki, this home puts paradise at your doorstep.

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!

MODERN OCEANFRONT CONDO! OCEAN VIEWS! 2 KING BEDS!
You have just discovered one of the most unique properties in the heart of Key Largo. This OCEAN FRONT condo is located inside Kawama Yacht Club, a beautiful Hawaiian Island style resort that is situated along the southern border to the most popular park in all of the Keys, John Pennekamp National Underwater Park. Everything you could ever imagine making your Florida Keys vacation complete can be found here.
Popular amenities for Key Largo rentals with a pool
House rentals with a pool

Sea Ray Cove w/ Pool, Beach, 80' Dock & Tiki hut

Blue House Marine in Key Largo

Waterfront Key Largo Home - Tropical Paradise

Luxe Marine Villa\heated pool\top location\Pet|BBQ

Luxury Boating Paradise+Pool+Sailing Kayaks

Mariners Club Resort, Best in the Upper Keys

Marathon one-level home on the Marina - with slip!

Spacious, new home with heated pool in Key Largo
Condo rentals with a pool

Luxury Top Floor Suite W/ Unobstructed Ocean View

Reel Large END Unit in Ocean Point Suites

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

2BR - Key Largo Sunshine Getaway

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

Condo in the Keys, Peaceful ocean view retreat!

Ocean Views at Ocean Pointe

BEAUTIFULLY DESIGNED OCEANFRONT CONDO
Other vacation rentals with a pool

The Lookout #48 Full Ocean View Luxury Villa |

Moon Bay Key Largo | Sunset Views | 24' Boat Lift

Happy in the Keys Tiny Home

Delightful Waterfront Tiny Home

Stylish & Secluded | Pool, Dock, Key Largo Living

Oceanfront 3-Story Luxury, Dockage, Gameroom

Great key Largo home with water front and pool

Tropical Edén Water Front Private Dock,Kayaks,BBQ
When is the best time to visit Key Largo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R5,292 ZAR | R5,770 ZAR | R5,770 ZAR | R5,193 ZAR | R4,946 ZAR | R5,243 ZAR | R5,358 ZAR | R5,144 ZAR | R4,616 ZAR | R4,534 ZAR | R4,929 ZAR | R5,276 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 |
Quick stats about vacation rentals with a pool in Key Largo

Total vacation rentals
Explore 810 vacation rentals in Key Largo

Nightly prices starting at
Key Largo vacation rentals start at R1,319 ZAR per night before taxes and fees

Verified guest reviews
Over 21,150 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 300 rentals that welcome pets

Rentals with dedicated workspaces
370 properties have a dedicated workspace

Wi-Fi availability
800 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!
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