
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.

Enjoy sunsets & sunrise in your home away home.
Keys largo best kept secret. Enjoy all that Florida keys have to offer. Superb location close to main land and best of all on the water. Enjoy sunset on your private dock. Don't worry about parking you have you very own private spot. Very close to miami if you wish to venture out off the Florida keys. Great beaches and great restaurants. Come and enjoy the best that Florida has to offer. Great location to relax. You can enjoy the pool, tennis and basketball. You can eat in the club on the water.

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.

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.

1BR - Key Largo Sun & Sand Hideaway
Welcome to Key Largo Sun & Sand Hideaway, where relaxation awaits in the beautiful Florida Keys. Our fully equipped one-bed, one-bath suite is the ideal destination for your next vacation. Nestled within an oceanfront resort, you'll enjoy access to a private beach, marina and other amenities. Indulge in a serene coastal experience just minutes away from restaurants, shopping, and other exciting water activities. Unwind, rejuvenate, and create unforgettable memories in this tropical paradise.

Your Happy Place - Oceanfront
Experience the ultimate coastal getaway at Ocean Point in the Florida Keys. Nestled along the Atlantic Ocean, our 2 bed/2 bath condo offers unrivaled ocean views from the moment you step inside. Indulge in the array of amenities available at our property including a private beach, pier, marina, snorkeling, family pool and a full service restaurant. Our condo comfortably sleeps 6-7 guests. Equipped with full kitchen and washer/dryer, we provide all the conveniences for a seamless stay.

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.

Waterfront Studio 2| Couples Oasis | Kayaks | Pool
Enjoy gorgeous sunsets and excellent views of Manatee Bay from this beautifully upgraded studio apartment. The perfect spot for couples and small families, this modern studio comes with kayaks and paddle boards so you can get out on the water like a local. The ideal location offers easy access to the Bay, great restaurants, and local beaches. 10 Min Drive to the Gilbert’s Resort 15 Min Drive to John Pennekamp Coral Reef State Park Experience Key Largo With Us & Learn More Below!

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.

Ocean Views at Ocean Pointe
Conveniently located at MM 92.5, approximately 1 hour drive from Miami, you can enjoy a modern, newly redecorated Keys escape with amazing views of the sunrise right from your oceanside balcony. 2 bed/2 bath with full kitchen and washer/dryer. Pool, beach, pier, BBQ area, and private boat marina within this private community. Kayaks, paddle boards and bikes available for rent. No need to leave, but grocery stores, spas and ample restaurants are close by to fill any need.

Ocean Shores Villa 2 with pool and boat slip
This centrally located boater's paradise is the perfect place to relax. Walk to restaurants, cook in kitchen or grill downstairs. With only 4 units in the building the guests have half an acre of waterfront entertainment (boatslip,kayaks,bikes,fire pit,hammock and heated pool). 32ft dock slip and trailer parking are included in the rental. Conveniently located near Sandbars, State Parks and many attractions.

Key Largo! Tavernier! Welcome to Paradise!
A perfect tropical getaway! Life is good today! Bright, airy, 500 plus sq ft., canal front studio, close to the bay. From the dock you can KAYAK to mangrove tunnels, fish, or just relax. Cold drink in your hand, life is good today! You are going to have an awesome vacation!! ( NOTE: THE POOL MAY BE SHARED ON OCCASION, WITH OUR FAMILY. A SIGNED LIABILITY RELEASE IS REQUIRED AT CHECK IN )

Florida Keys Getaway - Slps 4 - Ocean View
Check out this recently remodeled 1-bedroom condo with relaxing and tasteful beach decor - perfect for your Keys Getaway. Ideally located between Key Largo and Islamorada, it offers the best of both worlds! Ocean Pointe is an oceanfront condo property that's just steps away from all the Keys have to offer - the world's best fishing, diving, snorkeling, paddle boarding, and kayaking.
Popular amenities for Key Largo rentals with a pool
House rentals with a pool

Spacious MIAMI private home with pool and parking.

King Bed Home by the Bay FAST WI-FI & Coffee

Private Paradise between Miami & the Keys

Waterfront Home 37.5-ft dock, Cabana Club Included

Escape to the Seaside!

Paradise Found-Key Largo Kampground Divers Welcome

Cozy house

Waterfront House with 37 ft Dock & Cabana Club
Apartment rentals with a pool

Key Largo Paradise - Remodeled Townhome in Kawama

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

Modern and Coastal Ocean Pointe 2307

Ocean views at “Sangria Sunrise” 10% off Charters

Turtle Nest 1 Private beach,Pool, 2bed 2bath

🏝 Oceanfront Paradise Awaits You

Kawama Suntastic @ Key Largo !* NO Airbnb Fees *!

Bright Cheery Condo, Ocean Views in Key Colony
Other holiday rentals with a pool

Tropical 2BR/2BA Getaway in Gorgeous Key Largo

Waterfront Getaway | Kayaks, Private Dock & BBQ

Lagoon View Retreat • 2 Kings• Pickleball• Marina

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

Condo in Tavernier

Island Getaway at Ocean Point

Studio apartment in Calusa Resort & Campgrounds

MODERN OCEANFRONT CONDO! OCEAN VIEWS! 2 KING BEDS!
When is the best time to visit Key Largo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £240 | £262 | £262 | £236 | £224 | £238 | £243 | £233 | £209 | £206 | £229 | £239 |
| 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 830 holiday rentals in Key Largo

Nightly prices starting at
Key Largo holiday rentals start at £60 per night before taxes and fees

Verified guest reviews
Over 21,640 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 300 rentals that welcome pets

Rentals with dedicated workspaces
380 properties have a dedicated workspace

Wifi availability
820 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!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Havana Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Rentals with a fireplace Key Largo
- Family-friendly rentals Key Largo
- Rentals with a sauna Key Largo
- Holiday home rentals Key Largo
- Motorhome rentals Key Largo
- Rentals with breakfast Key Largo
- Rentals with outdoor seating Key Largo
- Rentals with a patio Key Largo
- Beach house rentals Key Largo
- Tiny house rentals Key Largo
- Smoking-friendly rentals Key Largo
- Flat rentals Key Largo
- Resort rentals Key Largo
- Fitness-friendly rentals Key Largo
- Rentals with an EV charger Key Largo
- Apartment rentals Key Largo
- House rentals Key Largo
- Villa rentals Key Largo
- Waterfront rentals Key Largo
- Townhouse rentals Key Largo
- Beach apartment rentals Key Largo
- Rentals with a hot tub Key Largo
- Rentals with a washing machine and dryer Key Largo
- Hotel rooms Key Largo
- Pet-friendly rentals Key Largo
- Rentals with a kayak Key Largo
- Rentals with beach access Key Largo
- Beachfront rentals Key Largo
- Rentals with a firepit Key Largo
- Rentals with lake access Key Largo
- Bungalow rentals Key Largo
- Rentals with pools Monroe County
- Rentals with pools Florida
- Rentals with pools United States
- Bayfront Park
- Bayside Marketplace
- Brickell City Centre
- Everglades National Park
- University of Miami
- Calle Ocho Plaza
- Sombrero Beach
- LoanDepot Park
- Florida International University
- Dolphin Mall
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Key Biscayne Beach
- Biscayne National Park
- Crandon Beach
- Biltmore Golf Course Miami
- CG Cosmetic Surgery
- Coral Castle
- Avana Plastic Surgery
- Fairchild Tropical Botanic Garden
- Sea Oats Beach
- Deering Estate
- Miami Seaquarium
- Schnebly Redland's Winery & Brewery




