Last Updated December 16, 2020 12/16/2020

17 Awesome Airbnbs with Pools in Florida

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Pools are a way of life in sunny Florida, with many warm days that linger throughout the year and invite us to take a dip in some cool, refreshing water. Sure, there are plenty of hotels with pools that you can plan to stay at when you travel. But it’s also fun to rent a local Airbnb in Florida that has its own pool or access to a shared pool. From detached houses to condos, apartments, and unique stays, here are some of the best Airbnbs with pools in Florida.

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House with Private Pool and Tiki Hut, Holmes Beach
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Walk 2 Beach, Private Pool, Golf Cart - Holmes Beach

House with Private Pool and Tiki Hut, Holmes Beach

A perfect fit for family vacations in Florida, you can rent out this entire house on Airbnb and enjoy your own private heated pool with pool loungers and a hammock. The house accommodates six people and has two bedrooms and two baths. Other features include a golf cart, backyard tiki bar, grills, yard games, and an outdoor shower. You’ll also be just two blocks from the beach when you stay here. There are six beach cruiser bikes and four child bikes that you can also borrow here for your family vacation. Families also enjoy the full kitchen, children’s toys, and pack-n-play provided here. During high season, there is usually a seven-night minimum stay here, but the place is more flexible during the off-season.

The Gardener's Cottage, Jacksonville
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Pool at the Gardener's Cottage

The Gardener's Cottage, Jacksonville

Two guests can also stay in this top-rated Airbnb in Jacksonville, which has one bedroom and one bath. It has a professionally designed pool that’s private and very relaxing. The property is close to downtown Jacksonville, as well as the Florida Theater, TIAA Bank Field, and Daily’s Place Amphitheater. The cottage is a 400-square-foot-space that is quiet and beautifully designed. Guests access the cottage through a side garden gate and have free parking along the road. Wi-Fi can be spotty here, and TV is accessible through a digital antenna.

Extraordinary Location Guesthouse, Fort Pierce
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Extraordinary Location Guesthouse view

Extraordinary Location Guesthouse, Fort Pierce

You’ll love the pool that’s large enough to swim laps in at this guesthouse by the ocean. It is the guest house of the oceanfront estate of a sculptor and on the south tip of North Hutchinson Island. The Airbnb is also next to Fort Pierce Inlet State Park. It’s on two acres and is within walking distance from the beach. Guests here have a full kitchen, a lower deck to relax outside, and a screened-in patio. You can get to downtown Fort Pierce from here in just three miles and Vero Beach in 10 miles up the A1A. With its one bedroom and one bath, this is an ideal getaway destination for a couple.

4 Bedroom Sanctuary Villa, Duck Key
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Four Bedroom Villa

4 Bedroom Sanctuary Villa, Duck Key

There’s a nice private pool at this Airbnb villa that accommodates up to 10 guests with four bedrooms and three baths. This Duck Key residence is in the heart of the Florida Keys and has an amazing backyard. It’s well-appointed for all types of travelers – couples, families with kids, groups of friends, and business travelers. The villa rental also includes the 35-foot dock, and trailer parking is at the Grassy Key Marina about two miles south of here. Other perks are a full kitchen, TV, free parking, and Wi-Fi. Longer-term stays for 28 days or more are allowed here.

4 Bedrooms with Roof Top Pool, Pensacola Beach
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BH- High Life - 4 Bedrooms with Roof Top Pool

4 Bedrooms with Roof Top Pool, Pensacola Beach

A good option with a pool in Pensacola Beach is this house that has four bedrooms and five baths. The custom-built pool here has a fountain, outdoor bar, outdoor bathroom, large sectional, and views of the gulf and island. The kitchen, dining, and living areas are “open concept” and open up to the pool and decks. It’s a relaxing space with 1,400 square feet of decks, an incredible kitchen, and a location in the heart of Pensacola Beach. There is an additional sleeping space here for your large group of up to 16 people.

Crown Jewel of Ocean Drive, Miami Beach
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Crown Jewel of Ocean Drive, Miami

Crown Jewel of Ocean Drive, Miami Beach

To experience the best of Miami Beach, you can rent this two-story sophisticated penthouse that has 360-degree rooftop views. It’s one of the most luxurious Airbnbs in Florida in the heart of South Beach and has an awesome private plunge pool. You’ll be in the historic Art Deco area and get to enjoy entertainment spaces and communal dining on the seven balconies at the property. It is ideal for six to eight guests and has four bedrooms, three baths, and a large living area. It measures 3,200 square feet on the inside and has 3,000 square feet of outdoor decks to enjoy the sunny weather. The space also includes free parking, a kitchen, hot tub, Wi-Fi, elevator, and cable TV.

Sea Breeze Beach House, Clearwater Beach
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Sea Breeze Beach House - Private Pool

Sea Breeze Beach House, Clearwater Beach

You can also choose this vacation rental with a private pool when you spend time in the Clearwater Beach area. It’s just 30 seconds from the sand and sleeps up to 12 guests. Other features are a full kitchen, a spacious living room, and a beautiful backyard where the pool is located. It’s in the Caroluel subdivision and near Pier 60 and the Jolley Trolley stops. For an extra fee, you can have the pool heated here. Pets may be considered for an extra fee as well.

Newly Remodeled Guest House, Tampa
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Charming Guest house in trendy Seminole Heights

Newly Remodeled Guest House, Tampa

To be in Tampa for your vacation, this popular bungalow guest house has a nice pool, backyard, and patio. The pool is accessible at all times, and the house is about 10-15 minutes from the airport and lots of local attractions. It’s a detached house with a queen-size bed and an inflatable bed upon request too. There’s also a smart TV with cable and a beautifully redone shower for guests to use.

14 Bedroom Luxe Mansion with Lazy River, Reunion
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14 Bedroom Luxe Mansion with Lazy River

14 Bedroom Luxe Mansion with Lazy River, Reunion

If you are really looking to splurge with your large group, book this house for up to 16 guests and that has 14 bedrooms and 16 baths. Not only does it have a rooftop pool but also a private lazy river and a spa! The mansion has over 25,000 square feet of upscale space and also has a bowling alley with two lands, a private basketball court, conference room, games room, two-tier cinema, and spa room. You’ll also feel like royalty here with the private gym, arcade, sunken bar with stools at the pool, and multiple kitchens. A stay here also includes access to Reunion Resort amenities, like the water park and golf.

Cute Cottage with Pool Near Brickell & Little Havana, Miami
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Brickell Cottage with Pool

Cute Cottage with Pool Near Brickell & Little Havana, Miami

Also, in the Miami area is this guesthouse with a pool for up to two people. It is a studio space near Brickell and Little Havana. There is a kitchen, free parking, Netflix, and Apple TV on site too. From here, you can get to South Beach in about 15 minutes and bike over to Key Biscayne and Coconut Grove. This pool is shared with the main house but the house itself is private with its own garden seating.

The River House at Sailboat Bend with Private Pool, Fort Lauderdale
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The River House at Sailboat Bend

The River House at Sailboat Bend with Private Pool, Fort Lauderdale

Travelers to Fort Lauderdale love this historic Key West-style cottage with its own private pool that also comes with plush pool towels and has a Jacuzzi nearby. You’ll be within walking distance of restaurants and bars when you stay here for your getaway. The fast Wi-Fi even works outside in the pool area.

Dog-Friendly Home with Private Pool, Key West
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Dog-friendly home with private pool

Dog-Friendly Home with Private Pool, Key West

For your longer staycation of 28 nights or more, consider this second-floor house with a private heated pool in Key West. Groups up to eight are welcome here to also enjoy the patio, upper deck, and covered porch. It’s easy to walk to restaurants, piers, and parks from here to see all the sights that are within a mile away.

Vintage '71 Airstream, Bradenton
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Vintage '71 Airstream - Pool, Spa, Lanai & Beaches - Bradenton

Vintage '71 Airstream, Bradenton

Who says you have to stay in a house to have Airbnb pool access? This vintage Airstream camper is one of the most popular Airbnbs in Florida and has a large pool area and hot tub that guests can use and that’s less than 50 feet from the camper. It’s a great choice for couples and solo travelers, and dogs are allowed for a $50 pet fee. This area is less than five miles from the Anna Maria Island beaches. The full, private bathroom is by the pool area and outside the camper. This property is shared with a tiny house and loft apartment, and it offers fast Wi-Fi throughout the property.

Backyard Bungalow with Pool, Orlando
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Eco Boutique Backyard Bungalow with Pool Downtown

Backyard Bungalow with Pool, Orlando

One of the best Airbnbs in Orlando, this guesthouse that has a pool and garden that are shared with the owners. Pool towels and pool floaties are also available here. The home is in the historic Thornton Park neighborhood that is quiet and safe. It has custom décor, a full kitchen, and a cute backyard with special touches. There’s a private entrance through a back gate to get to this private studio garage apartment. Other perks of staying here are laundry facilities in the garage, free street parking, and being in a very eco-friendly atmosphere with all-natural bath and cleaning products, organic coffee, and composting and recycling onsite.

Jungle Paradise Studio, Sarasota
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Beach & Town Posh Location! Jungle Paradise Studio

Jungle Paradise Studio, Sarasota

Here’s a guest suite that has a non-shared pool and accommodates two guests in Sarasota. You’ll have your own private entrance and patio here in this quiet residential area and be just 10 minutes from Siesta Key Beach. The fenced, unheated outdoor pool is ideal for swimming and lounging poolside, and the whole property has a lovely natural Florida landscape with plants and trees. The sleeping arrangements are a king-size bed and a sofa bed. Other amenities offered here are cable TV, Wi-Fi, a kitchen, free parking, and a laptop-friendly workspace.

Casa Palma, Key Largo
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Casa Palma pool

Casa Palma, Key Largo

This popular Key Largo house gives you access to two heated pools lounge chairs and tiki huts. The master bedroom here overlooks a pool. In total, there are two bedrooms here and two baths to accommodate up to six guests. Your stay here also includes a free golf cart, two kids’ kayaks, fast Wi-Fi, tennis courts, free parking, and other perks. It’s a family-friendly space that can offer a booster seat and pack-n-play. This is a great Airbnb to bring your boat to since there is a boat ramp with easy ocean access here. For even more pool fun, the Jacobs Aquatic Center is just a few blocks away and has an Olympic-size pool, kiddie water park, and diving boards.

Origin 813 Apartment, Panama City Beach
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Pool at Apartment Steps to Beach & World Famous Sharky's

Origin 813 Apartment, Panama City Beach

When you visit Panama City Beach, consider staying at this apartment that has a unique endless pool and hot tub. It’s on the eighth floor and sleeps four people with views of the nature preserve. It’s just across the street from the beach and the family fun destination of Sharky’s. Other perks of staying here are the kitchenette for making breakfast, washer and dryer on the first floor, access to observation decks on the 15th floor to watch sunrises and sunsets, and grills on the patio. This private studio space has a king-size bed and a sofa bed for your overnight accommodations.

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