
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

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.

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach
Welcome to our remodeled costal 1BR 1 Bath condo nestled in the premier oceanfront complex in Tavernier, FL. Escape to paradise and enjoy the wonderful Ocean views from the private balcony while just a few steps away from the sunny private beach, marina, minutes away from restaurants, shops, and attractions. ✔ Comfortable Queen BR ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Balcony ✔ Smart TVs/WI FI ✔ Complex Amenities (Pool, Hot Tub, Marina, BBQ, Sports, Free Parking) Learn more below!

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.

Waterfront Studio 1| Kayaks | Pool |Bay View |Wifi
Escape to Northern Key Largo for a relaxing vacation! Discover great restaurants, beautiful state parks, and marine life. This bright, modern studio boasts excellent views of Manatee Bay, free kayaks and paddle boards, and a full kitchen. With access to a swimming pool and docks, there’s always something to do. 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!

🏝 Oceanfront Paradise Awaits You
Bring your boat to next vacation in tropical paradise surrounded by mangrove forest, coconut trees and the pristine turquoise Fl. Keys waters. Welcome to the most visited resort in the beautiful Florida Keys. Ocean Pointe is one of the most luxurious resorts in Tavernier, Florida Keys. The resort offers a private sandy beach, heated swimming pool, jacuzzi, tennis courts, oceanfront marina with boat ramp and dockage, boat & trailer storage, and more - all situated on 60 lush tropical acres.

Tropical Getaway
This light, airy two bedroom condo is located in the community of Kawama. Overlooks a small lake, where people swim, kayak and paddleboard. The condo community features two pools, tennis courts, playground, fishing, beach and marina. A long jetty extends out in the ocean where you can watch the beautiful sunrises or sunsets in the afternoons. Centrally located in Key Largo near restaurants, shopping and attractions. Come down and enjoy the peaceful atmosphere of our tropical area.

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.

Blue Haven Key Largo | Ocean Pointe 1315
Tastefully decorated and newly renovated 2 Bedroom & 2 Bathroom Condo with a wonderful view of Florida Keys Nature. Relax and escape to this beautiful getaway in the heart of Tavernier, ideally located between Key Largo & Islamorada. The property itself has amenities galore: sparkling pool with hot tub and newly re opened POOL BAR, boat ramp and marina, tennis courts which convert into pickle ball courts, beach with pier, free parking and charcoal grills to cook your catch!

“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.

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

Cancellation Deal: March 21 thru March 28

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

Hollywood Sunshine Resort Pool House w/ Hot tub

Large Waterfront Home, w/Efficiency, Pool, Kayaks

3B/2B Tropical Oasis w Salt-Water Pool! Lake views

Paradise Found-Key Largo Kampground Divers Welcome

Mariners Club Resort, Best in the Upper Keys

NEW! CASA AZUL - Golf Cart, 2 Kings, Pool, Kayaks
Apartment rentals with a pool

Reel Large END Unit in Ocean Point Suites

Your Happy Place - Oceanfront

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

Key Largo Paradise - Remodeled Townhome in Kawama

2BR - Key Largo Sunshine Getaway

Enjoy sunsets & sunrise in your home away home.

Ocean Views at Ocean Pointe

Sandy Toes Approved — Studio Beach Escape
Other holiday rentals with a pool

Keys Relaxing Getaway

5 O'clock Somewhere - Key Largo

Stylish & Secluded | Pool, Dock, Key Largo Living

Charming Key Largo Cottage on the Water w/Kayaks!

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

Island Getaway at Ocean Point

Tequila Sunrise

New Listing! Tropical Oasis at the Mariners Club!
When is the best time to visit Key Largo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $414 SGD | $451 SGD | $451 SGD | $406 SGD | $387 SGD | $410 SGD | $419 SGD | $402 SGD | $361 SGD | $354 SGD | $385 SGD | $412 SGD |
| 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 $103 SGD 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!
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- Bayfront Park
- Brickell City Centre
- Bayside Marketplace
- Everglades National Park
- Fortune House Hotel
- University of Miami
- Sombrero Beach
- LoanDepot Park
- Florida International University
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Calusa Campground
- Key Biscayne Beach
- Biscayne National Park
- Florida Keys Aquarium Encounters
- Crandon Beach
- The Turtle Hospital
- Biltmore Golf Course Miami
- Coral Castle
- Dolphin Mall
- Fairchild Tropical Botanic Garden
- Sea Oats Beach
- History Of Diving Museum
- Deering Estate




