
Holiday 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!

New Tinyhouse RV, Kayak, Beach, Fish, Marina, Pool
Newly replaced RV, lot# 19 at Key Largo Kampground and Marina Resort W/ 24 hour security. 1 Queen Bed in loft, Sofa bed, basement, Full Kitchen and Full Bathroom, Cable TV and Wi-Fi. In walking distance to Publix Supermarket, John Pennekamp State Park, deep sea Fishing, Diving and Snorkel Charter boats and first class Restaurants. Private nicely landscaped all-to-your-self lot approx. 26' x 56' and it's, conveniently near the pool, boat ramp w/ trailer parking, laundry area, toilet- bath house

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.

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.

NEW! CASA AZUL - Golf Cart, 2 Kings, Pool, Kayaks
Welcome to your Key Largo vacation rental. This oceanside villa is family friendly and filled with amenities, including a private Golf Cart, pools, one adult kayak, and three kids, kayaks, pickleball and tennis courts, and a unique swimming lagoon. Spend your days kayaking, fishing, boating, snorkeling, or visit the nearby beach at John Pennekamp State Park. Our villa has earned hundreds of 5-star reviews and Superhost status on all major platforms. No Hidden Fees!

“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.

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

Waterfront Key Largo Home - Tropical Paradise

Luxury Villa | Spa - Pool |Top Location| Pets |BBQ

Mariners Club Resort, Best in the Upper Keys

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

Ocean Shores Villa 1 with Pool and Boat Slip

Sanctuary Salt water heated pool BBQ Grill Oasis

Beautiful Bungalow Calusa Campground

The Miracle Cottage & Pool on Acre Miami Florida
Apartment rentals with a pool

Luxury Top Floor Suite W/ Unobstructed Ocean View

Reel Large END Unit in Ocean Point Suites

Key Largo Paradise - Remodeled Townhome in Kawama

2BR - Key Largo Sunshine Getaway

Enjoy sunsets & sunrise in your home away home.

Condo in the Keys, Peaceful ocean view retreat!

Ocean views at “Sangria Sunrise” 10% off Charters

BEAUTIFULLY DESIGNED OCEANFRONT CONDO
Other holiday rentals with a pool

The Lookout #48 Full Ocean View Luxury Villa |

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

Key Largo's Best Kept Secret!

Primo's RV Hideaway: Sun & Fun

Waterfront Bella in Key Largo

Oceanfront 3-Story Luxury, Dockage, Gameroom

Ocean Pointe Condo | Beach, Pool, Hot Tub & Tennis

Marina Vista Gem• 2BR/2BA Pickleball • Marina•Pool
When is the best time to visit Key Largo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹28,883 | ₹31,492 | ₹31,492 | ₹28,343 | ₹26,994 | ₹28,613 | ₹29,243 | ₹28,073 | ₹25,194 | ₹24,744 | ₹26,904 | ₹28,793 |
| 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 holiday rentals with a pool in Key Largo

Total holiday rentals
Explore 810 holiday rentals in Key Largo

Nightly prices starting at
Key Largo holiday rentals start at ₹7,198 per night before taxes and fees

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

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

Pet-friendly holiday rentals
Find 300 rentals that welcome pets

Rentals with dedicated workspaces
370 properties have a dedicated workspace

Wifi availability
800 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!
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