
Holiday rentals with a pool in Key Largo
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Key Largo

Total holiday rentals
Explore 910 holiday rentals in Key Largo

Nightly prices starting at
Key Largo holiday rentals start at $126 AUD per night before taxes and fees

Verified guest reviews
Over 24,050 verified reviews to help you choose

Family-friendly holiday rentals
780 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 380 rentals that welcome pets

Rentals with dedicated workspaces
450 properties have a dedicated workspace

Wi-Fi availability
900 of Key Largo holiday 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!
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
Wake up to the sunrise over the ocean and unwind with sunset views from your private jetty. This marina-front, ocean-view townhouse in Kawama Yacht Club puts you steps from kayaking, snorkeling, and the best of the Keys. Spacious, stylish, and designed for unforgettable family and friend getaways. Breathtaking sunrises from one of two private terraces, coffee in hand, overlooking the marina and the Atlantic Ocean. Located in an exclusive, quiet section of Kawama Yacht Club, this beautifully po

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.

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.

Paradise Palace 3/3 Waterfront Pool Kayak 60' Dock
Close to restaurants and dining, parks, and great views. You’ll love my home because of the peaceful atmosphere, sitting on your own dock watching the boats pass by or friendly manatees swim up. Enjoy swimming in the pool or just relaxing on the patio with a drink in your hand. This home is in a private, gated community and about 10 homes from the bay. A Pontoon boat rental is available(ask for details). Great for families, couples and/or adventurers. Must be age 25 or older to book.

Fun the Keys! Pool, Marina, Clubhouse, Fishing & m
Spend your vacation on the bayside of Key Largo, with the best sunsets to end your day. Steps away from the heated swimming pool and kiddie pool. Walk to a strip of restaurants on the water and enjoy a gorgeous sunset. We have the best fishing, snorkeling, kayaking, paddle boarding and diving the world has to offer. Come enjoy the island life in your comfortable and clean vacation house, on a property with everything you need, just bring your groceries! Two bedrooms with private bathrooms.

My Little Oasis2 Waterfront Retreat, Key Largo
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.

Luxury Heated Pool/Jacuzzi, Games & Nice Backyard.
✨Bring the whole family to this great located house with a nice pool with spa, combo game table and lots of room for fun, and enjoy the beach, restaurants and entertainments around the area. ✨5BRs with smart TVs and comfortable mattresses and pillows. 3BR upstairs/2BR downstairs. ✨3 bathrooms, 1BR downstairs/2BR upstairs. ✨2 kitchens fully equipped with everything you may need. ✨Nice and quite neighborhood. ✨Sunsets are amazing at The Florida Keys. ✨Guest are always our priority.

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.

“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!

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

Lagoon View Retreat • 2 Kings• Pickleball• Marina

Great key Largo home with water front and pool

Key Largo Waterfront: Tiki, Dock, Kayak & Pool

Casa Solaris | Key Largo home with Private Pool!

NEW! Casa Palma - Golf Cart, 2 King, Pool, Kayaks

Welcome to Waltonhurst

Private Paradise between Miami & the Keys

Resort Style Pool House 5 Bed Mini-Golf Game-Room
Condo rentals with a pool

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

Tiki Time! Ocean Pointe Top Floor King 1 Br/1Ba

Tropical Getaway

Oceanfront Condo w/Lake, Kayak, Paddleboard & Bike

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

Ocean Views at Ocean Pointe

Lux Suite Open Ocean Views- 2 Balconies+Pool & Bar

Best View Ocean Pointe Pool Beach King Bed, Gated
Other holiday rentals with a pool

Key Largo Luxury Townhome | Pools & Marina

Key Largo Villa, Kawama K5, 3/3

Charming Key Largo Cottage on the Water w/Kayaks!

Key Largo House

Good Vibes Only!!! 2 bedroom/2 bath townhouse

NEW! 4-Story Villa, Private Rooftop, Pool, Marina

Keys Paradise 3/3 Waterfront, Jacuzzi, Kayaks+More

Ocean view, seaside paradise with golf cart.
When is the best time to visit Key Largo?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $419 AUD | $472 AUD | $470 AUD | $442 AUD | $435 AUD | $445 AUD | $454 AUD | $435 AUD | $391 AUD | $385 AUD | $427 AUD | $447 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 |
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- Brickell City Centre
- Everglades National Park
- Bayfront Park
- Dolphin Mall
- University of Miami
- Sombrero Beach
- Bayside Marketplace
- LoanDepot Park
- CG Cosmetic Surgery
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Dadeland Mall
- Key Biscayne Beach
- Biscayne National Park
- Crandon Beach
- Mia Aesthetics Miami
- Avana Plastic Surgery
- Schnebly Redland's Winery & Brewery
- Homestead-Miami Speedway
- Miami International Mall
- Biltmore Golf Course Miami
- Coral Castle
- Florida International University
- Fortune House Hotel





