
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.

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!

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.

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.

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!

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.

BEAUTIFULLY DESIGNED OCEANFRONT CONDO
Enjoy a Tavernier adventure on a private 60-acre oceanfront sanctuary. The condo was recently renovated & is beautifully designed with comfortable, beach chic decor. It offers an abundance of natural light surrounded by windows overlooking lush landscaping and the Atlantic Ocean. Ocean Pointe Suites offers a private sandy beach, a junior Olympic sized pool, a 14-person spa, a boardwalk, a pickleball court, deep-water marina, gazebo, 2 tennis courts & more!

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.

The Lobster Shack: RV Living at Its Best
We are now taking any reservations for next season (January-May 2025). The Lobster Shack is a luxury RV on the edge of John Pennekamp State Park. Enjoy all of the fun of camping without any of the hassles. Located in Key Largo Kampground one mile south of Pennekamp, the Lobster Shack is the perfect place to discover the wonders of the Florida Keys. Enjoy relaxing on our outdoor deck or in the screened room attached to the deck area.

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.

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

NEW! CASA PALMA - Golf Cart, 2 King Beds, Pool, Kayaks

Large Waterfront Home, w/Efficiency, Pool, Kayaks

*New Modern*3/2Duplex/37' Dock/Cabana/Kayaks/Bikes

Escape to the Seaside!

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

Miami Modern Luxury with Pool & Spa
Condo rentals with a pool

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

Fontainebleau Jr. Suite King Bed with Ocean Views.

Key Largo Paradise - Remodeled Townhome in Kawama

2BR - Key Largo Sunshine Getaway

Enjoy sunsets & sunrise in your home away home.

Modern and Coastal Ocean Pointe 2307

Sandy Toes Approved — Studio Beach Escape

🏝 Oceanfront Paradise Awaits You
Other holiday rentals with a pool

Coastal Oasis #44 Key Largo 4BR Villa | Partial

Tropical 2BR/2BA Getaway in Gorgeous Key Largo

New Tiny Home-Paddle Boards, Kayaks, Pool, Marina

Keys Casa: Waterfront, Elevator, Dock, & Putt-Putt

Stylish & Secluded | Pool, Dock, Key Largo Living

Condo in Tavernier

Island Getaway at Ocean Point

Ocean view, seaside paradise with golf cart.
When is the best time to visit Key Largo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $480 AUD | $524 AUD | $524 AUD | $471 AUD | $449 AUD | $476 AUD | $486 AUD | $467 AUD | $419 AUD | $411 AUD | $447 AUD | $479 AUD |
| 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 $120 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 300 rentals that welcome pets

Rentals with dedicated workspaces
380 properties have a dedicated workspace

Wi-Fi availability
820 of Key Largo holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Everglades National Park
- Fortune House Hotel
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Calusa Campground
- LoanDepot Park
- Key Biscayne Beach
- Biscayne National Park
- Florida Keys Aquarium Encounters
- Crandon Beach
- The Turtle Hospital
- Biltmore Golf Course Miami
- Coral Castle
- Fairchild Tropical Botanic Garden
- Sea Oats Beach
- History Of Diving Museum
- Deering Estate
- Everglades Alligator Farm
- Matheson Hammock Park
- Miami Seaquarium
- Venetian Pool
- Conch Key




