
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 €78 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 380 rentals that welcome pets

Rentals with dedicated workspaces
450 properties have a dedicated workspace

Wifi availability
900 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!
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
4.87 out of 5 average rating, 181 reviews
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!
4.91 out of 5 average rating, 207 reviews
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.
4.91 out of 5 average rating, 171 reviews
Ocean Shores Villa 3 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 (boat slip, Kayaks, Bikes, Hammock and Pool). 32ft Dock Slip and Trailer Parking are included in the rental. Relaxing Balcony that looks down the Ocean Canal is the perfect place to have your morning coffee. Conveniently located near Sandbars, State parks and many attractions.
4.95 out of 5 average rating, 161 reviews
New Listing! Tropical Oasis at the Mariners Club!
The beautiful Mariner’s Club is an island paradise in the heart of Key Largo. This upscale ocean front gated community combines resort style family fun with high end luxury plus all the amenities you can dream of! Our modern Villa sleeps 8 guests and is ideal for couples & families! We have the largest lagoon style pool in the Florida Keys, an elevated club house pool, jacuzzi with waterfall Grotto, fishing pier, marina, beach area, fitness center, game room, tennis & pickleball courts.
5.0 out of 5 average rating, 107 reviews
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.
4.96 out of 5 average rating, 213 reviews
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.
4.91 out of 5 average rating, 149 reviews
Largo Getaway: 3 King Suites + In-Law Space
🔑 Managed by KEYLARGOTRAVELS See our profile for all listings. VIRTUAL TOUR: YouTube @Keylargotravels, go to Shorts it is called Mariners 🛏 SLEEPING Bedroom 1 – First Floor In-Law Suite: King bed, en-suite full bathroom with shower, plus a full-size sleeper sofa in the living area Bedroom 2 – Third Floor Master: King bed, en-suite full bathroom, plus a twin floor mattress available if needed Bedroom 3 – Third Floor Guest Suite: King bed plus twin bunk beds, en-suite full bathroom
4.93 out of 5 average rating, 100 reviews
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.
4.97 out of 5 average rating, 235 reviews
Key Largo Luxury Townhome | Pools & Marina
Welcome to Mariner’s Club Key Largo, a gated oceanfront resort and marina in the heart of the Florida Keys! Enjoy our private 3-story home featuring 3 bedrooms and 3.5 baths, with the flexibility to be enjoyed as two separate units. Resort amenities include 2 pools, including one of the Keys’ largest beach-entry pools, 2 hot tubs, a fishing pier, fitness center, game room, and tennis, pickleball & basketball courts. A peaceful tropical escape in the Diving Capital of the World!
4.97 out of 5 average rating, 117 reviews
Oceanfront Resort W/Indoor Pickleball - Speakeasy!
An island paradise situated in the heart of Key Largo, adjacent to John Pennekamp Coral Reef State Park and Molasses Reef. The property is located in Key Largo's most upscale oceanfront community. The area has the distinction of being Key Largo's newest oceanfront gated destination, with some of the most unique amenities in all of the keys. It caters to those who simple desire the very best in luxury accommodations. Unique amenities include a Speakeasy Themed Rec. Area.
4.82 out of 5 average rating, 126 reviews
Fun the Keys! Pool, Marina, Clubhouse, Fishing & m
Escape to Sunset Corner on exclusive Holiday Isle! Enjoy 2 bedrooms, 2 full bathrooms, walkout access to a sprawling green lawn, beach gear included, and top-tier amenities: 2 resort pools (one seasonally heated), 2 hot tubs, private beach access, lighted tennis and pickleball courts, basketball hoop, shuffleboard, fitness center, and a BBQ pavilion. Perfectly situated just steps from the beach and minutes from HarborWalk Village’s dining and entertainment!
4.98 out of 5 average rating, 118 reviewsPopular amenities for Key Largo rentals with a pool
House rentals with a pool

Great key Largo home with water front and pool
4.91 out of 5 average rating, 114 reviews
Resort Style Pool House 5 Bed Mini-Golf Pool Table
4.8 out of 5 average rating, 172 reviews
South Miami Gem • Mini Golf, Pool table • Pool_BBQ
4.85 out of 5 average rating, 163 reviews
The Paradise 2
4.9 out of 5 average rating, 174 reviews
Private Paradise between Miami & the Keys
4.93 out of 5 average rating, 456 reviews
Serenity | 12PPL | Pool | BBQ |Playground |Firepit
4.96 out of 5 average rating, 105 reviews
Eva | 12 ppl HOT Pool |Top Location | Piano | Golf
4.98 out of 5 average rating, 134 reviews
Key Largo Waterfront: Tiki, Dock, Kayak & Pool
4.97 out of 5 average rating, 188 reviewsApartment rentals with a pool

Tequila Sunrise
4.99 out of 5 average rating, 113 reviews
Turtles Nest 2 Beach, Pool, Restaurant 2bed 2bath
4.94 out of 5 average rating, 160 reviews
Oceanfront Condo w/Lake, Kayak, Paddleboard & Bike
4.96 out of 5 average rating, 179 reviews
Lux Suite Open Ocean Views- 2 Balconies+Pool & Bar
4.9 out of 5 average rating, 168 reviews
Your Happy Place - Oceanfront
4.95 out of 5 average rating, 152 reviews
Tiki Time! Ocean Pointe Top Floor King 1 Br/1Ba
4.96 out of 5 average rating, 252 reviews
Best View Ocean Pointe Pool Beach King Bed, Gated
4.97 out of 5 average rating, 234 reviews
Key Largo Paradise - Remodeled Townhome in Kawama
4.9 out of 5 average rating, 120 reviewsOther holiday rentals with a pool

Oceanfront Getaway | Kayaks, BBQ & Stunning View!
4.96 out of 5 average rating, 156 reviews
When Paradise is Key: Tropical Oceanfront Condo
4.88 out of 5 average rating, 102 reviews
Key Largo House
4.89 out of 5 average rating, 159 reviews
El Encanto | Private pool & tropical tiki bar
4.96 out of 5 average rating, 24 reviews
Good Vibes Only!!! 2 bedroom/2 bath townhouse
5.0 out of 5 average rating, 72 reviews
Ocean view, seaside paradise with golf cart.
4.94 out of 5 average rating, 79 reviews
Waterfront Key Largo Home - Tropical Paradise
4.85 out of 5 average rating, 41 reviews
Keys Paradise 3/3 Waterfront, Jacuzzi, Kayaks+More
4.94 out of 5 average rating, 62 reviewsWhen is the best time to visit Key Largo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €261 | €294 | €293 | €276 | €272 | €278 | €283 | €272 | €244 | €240 | €266 | €279 |
| 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
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- University of Miami
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