
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.

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!

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!

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.

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 Retreat | Tiki, Dock & 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 included 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.

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.

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.

villa hermosa
This home isn’t just a place to stay—it’s a place to create memories. So, come and enjoy everything Key Largo has to offer, and let this unique home be the perfect backdrop for your vacation. We can’t wait to welcome you and help make your time here unforgettable. Your comfort and satisfaction are our top priority, and we’re always available to assist with anything you need during your stay.

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 )

RV by the Sea - Camping in the Keys - Sleeps 4
Create unique experiences and memories at this rare property in the heart of Key Largo in a peaceful, quiet 40-acre tropical community along the ocean on the edge of John Pennekamp State Park. Enjoy 2 beaches, a heated pool, a kiddie pool, boat slips for rent, a boat ramp, beach volleyball, a children's area with playground, laundry facilities, ice, and more.
Popular amenities for Key Largo rentals with a pool
House rentals with a pool

Casa Cascada in Coral Gables Area

Sea Ray Cove w/ Pool, Beach, 80' Dock & Tiki hut

Blue House Marine in Key Largo

Private Paradise between Miami & the Keys

Waterfront Home 37.5-ft dock, Cabana Club Included

Escape to the Seaside!

Mariners Club Resort, Best in the Upper Keys

Anglers Terrace, Condé Nast Traveler's Best Airbnb
Condo rentals with a pool

Luxury Beach & City View Condo 5 min walk to beach

Make It Happen! Brand New with Amazing Water Views

Your Happy Place - Oceanfront

Oceanfront Breeze, Stunning Views, Beach/Pool

Key Largo Paradise - Remodeled Townhome in Kawama

Enjoy sunsets & sunrise in your home away home.

Ocean Views at Ocean Pointe

Studio with Balcony, Kitchen, Open Living Space
Other holiday rentals with a pool

Newly Renovated Piece ofParadise

Waterfront Key Largo Home - Tropical Paradise

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

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

Great key Largo home with water front and pool

Island Getaway at Ocean Point

New Listing! Tropical Oasis at the Mariners Club!

Sea-Esta #25 Villa in Key Largo – Pool & Beach
When is the best time to visit Key Largo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $491 AUD | $536 AUD | $536 AUD | $482 AUD | $459 AUD | $487 AUD | $497 AUD | $477 AUD | $428 AUD | $421 AUD | $457 AUD | $490 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 810 holiday rentals in Key Largo

Nightly prices starting at
Key Largo holiday rentals start at $122 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 300 rentals that welcome pets

Rentals with dedicated workspaces
370 properties have a dedicated workspace

Wi-Fi availability
800 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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