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Vacation rentals with a pool in Florida

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Florida

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Apartment in Orlando

4.87 out of 5 average rating, 253 reviews

Carmen Romantic Studio W/Private Beautiful Terrace

Beautiful Studio!! Amazing private TERRACE!! King side bed. Enjoy the Jacuzzi bathtub!! Our Studio It is located one block from the International Dr. in Orlando city. In the center of everything!!! Universal Studios area. Washing the video on YouTube: https://youtu.be/tJ1QXsomuY8 The resort has 2 open swimming pools and 1 swimming pool with a closed roof with tempered water. Pool hours may change due to COVID Enjoy the Gym and movies in Netflix! This property is not recommended for children’s

Aug. 6 – 13

$223 CAD per night

Guest favourite

Condo in Daytona Beach

4.87 out of 5 average rating, 142 reviews

Brand New Luxury Ocean View Daytona Beach 1b Condo

Ocean View, Luxury, and FULLY Renovated unit at Daytona Beach. Located in the Harbor Club Resort, this is a 1 bedroom unit accommodates up to 4 people. This mordern-style unit offers free wifi, parking, and mini-kitchen for your stay. The Harbor Resort is one of the best resorts to stay due to the amazing views! It also offers some amenities such as community pool, hot tub, and fitness center. Don`t think twice! Pool and pool deck are currently open! All amenities are under normal operations.

Aug. 31 – Sep. 7

$323 CAD per night

Guest favourite

Home in Pace

4.92 out of 5 average rating, 131 reviews

Luxury, Romantic, Unique Retreat: Beach, River

Enjoy this UNIQUE retreat! Located on 3 acres of lush pines, this home is the perfect getaway for you or your family. With the romantic modern vibe of the house, you are sure to feel RELAXED, REJUVENATED and ready for whatever is next. Cool the day off in our backyard SITTING POOL, or read a book in our 7 ft SITTING WINDOW. Watch the pines sway through our living room observing windows or have friends over for dinner at our outdoor dining area! No matter the reason, the Pine House is for you!

Nov. 23 – 30

$486 CAD per night

Guest favourite

Townhouse in Pensacola

4.91 out of 5 average rating, 122 reviews

Serenita Ora: Quiet Waterfront Unit with 2 Kayaks!

Welcome to Serenita Ora! Come enjoy beautiful views, coffee on the balconies, and the peaceful waters. Our oasis sits directly on a calm, private, shallow cove of Perdido Bay, providing the perfect place for families to play safely. This 2 bed/2.5 bath sleeps 5-6 and includes a fully stocked kitchen, laundry, and 2 Kayaks! Spend all day right here enjoying the quiet serenity, tucked away from the hustle and bustle. Or take a short 5 minute drive to Perdido Key Beach, restaurants, etc.

Oct. 29 – Nov. 5

$325 CAD per night

Guest favourite

Home in Cocoa Beach

4.95 out of 5 average rating, 134 reviews

Private Retreat heated pool spa steps from beach

Welcome to your own private retreat! Paradise! Located directly across the street from famous Cocoa Beach on a very quiet street. This updated house is newly equipped with a beautiful pool and spillover spa surrounded by a tropical landscape. Everything from luxurious bath towels and linens to a Weber grill. Large smart TVs throughout including a large second living room with sliding doors out to the pool deck. Within walking distance to the Cocoa Beach pier and popular restaurants.

Sep. 30 – Oct. 7

$713 CAD per night

Guest favourite

Home in Sarasota

4.94 out of 5 average rating, 147 reviews

Modern, Bright Downtown SRQ A-Frame West of Trail

Enjoy this bright, newly renovated unique pool home on a street with mostly waterfront homes featuring 4 bedrooms & baths, office area options, loft reading nook, Bosch appliances, bedroom skylights, artful light fixtures and fully fenced with heated pool. Central to & minutes from Siesta Key, St. Armand's Circle/Lido Key, downtown and more. Walk to the Sarasota Arts Museum, grocery, Southside and downtown Restaurants & shops, Selby Botanical Gardens, Bayfront Park, & Marina Jack.

May 17 – 24

$1,358 CAD per night

Guest favourite

Home in Cocoa Beach

5.0 out of 5 average rating, 131 reviews

Coastal Scandinavian Retreat | Cocoa Beach, FL

Escape into a world of luxury with unprecedented accommodations featuring extraordinary amenities! Our exquisitely designed residence offers a panoramic backyard oasis with various settings including resort style pool with loungers, private hammock, sparkling hot tub, fire pit, kitchen & wet bar, and covered dining. All nestled in a canvas rich in the hues of its natural surroundings, our coastal paradise provides a grand living experience in a gorgeous Scandinavian environment.

Jan. 1 – 8

$992 CAD per night

Guest favourite

Guest suite in Orlando

4.92 out of 5 average rating, 315 reviews

Downtown Orlando Garden Retreat

This space is a mother-in-law suite, completely private from the main house, accessible through a private entrance outside and entering through the garage. THIS IS NOT THE ENTIRE HOUSE! There is a queen size bed... perfect for a couples getaway! It is conveniently located about 15 min. from OIA and 5 min. from downtown Orlando. There is a beautiful pool and hot tub with stunning sunset views of across the lake... so peaceful and you feel like you are in a resort

Jul. 27 – Aug. 3

$264 CAD per night

Guest favourite

Houseboat in Sanford

4.98 out of 5 average rating, 176 reviews

Floating Cottage - Sweet River Retreat in Florida

Welcome to FLOATING COTTAGE . . . Imagine staying in a small cottage, gently afloat on the beautiful St. Johns River in Sanford, Florida. Perfect for social distancing! Sanitized between guests. Contactless check-in. Floating Cottage provides a magical space to relax, refresh and explore. Relax on the front porch; enjoy the warm breeze while watching marina activity, and the bounty of nature. Enjoy the peaceful comfort of the fully equipped small home.

Aug. 9 – 16

$266 CAD per night

Guest favourite

Home in Fort Myers

4.92 out of 5 average rating, 202 reviews

*Unique Pyramid Home for an amazing vacation

*Great location for exploring all of southwest Florida *Refreshing spring water lake for all guests to enjoy *located approximately 15 miles from most beaches *easy access to FGCU, shopping, sightseeing, RSW airport *self check in with lock box *Private and relaxing community *each pyramid has two private patios with private gas grill *free wifi/ roku tv, beach gear * superhost with 12 total properties *Fully stocked unit with all the amenities of home

Oct. 6 – 13

$261 CAD per night

Condo in Panama City Beach

4.9 out of 5 average rating, 151 reviews

Tidewater - Beach Front Master! Mystic sea views

This is a Tidewater "L" Plan which features a gulf front master bedroom and the WIDEST Balcony in all of Tidewater. This beautiful 16th floor condo will sleep 6 people, with a King Bed in the master, a bunk area with 2 FULL size bunk beds, ideal for kids, and the queen sleeper sofa in the living area. Two full bathrooms and in unit washer/dryer along with granite countertops and stainless appliances are just a few of the awesome features of this condo.

Jun. 12 – 19

$690 CAD per night

Apartment in Key West

4.89 out of 5 average rating, 914 reviews

At Mine | Key West Suite steps from Duval Street

Beautifully renovated boutique hotel suite steps from Duval Street. This property is situated on a quiet street and offers a private pool and peaceful accommodation for vacationers and business travelers. The unit features a comfortable Queen-sized bed, Mini Fridge, a microwave, Iron and iron board, hangers, TV, and AC. Indulge in Key West's warm weather year-round. This special place is close to everything, making it easy to plan your visit.

Aug. 6 – 13

$459 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Bungalows

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A space that's all yours, with room for everyone

Cabins

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Popular amenities for Florida rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home in Davenport

4.91 out of 5 average rating, 153 reviews

No Airbnb Fees! Pvt. Pool&SPA / GameRoom / Resort.

Apr. 13 – 20

$528 CAD per night

Guest favourite

Home in Lakeland

4.92 out of 5 average rating, 143 reviews

Family Lake House Get Away With a Pool!

Oct. 20 – 27

$706 CAD per night

Guest favourite

Home in Naples

4.98 out of 5 average rating, 204 reviews

Island lifestyle family vacation home (Salt Pool)

Dec. 30 – Jan. 6

$850 CAD per night

Guest favourite

Home in Fort Lauderdale

4.99 out of 5 average rating, 157 reviews

Beach area chic cabana home/pool/BBQ

Sep. 29 – Oct. 6

$457 CAD per night

Guest favourite

Home in Kissimmee

4.99 out of 5 average rating, 122 reviews

*Style & Luxury: Reunion Villa, Pool, Spa & Cinema

Dec. 3 – 10

$861 CAD per night

Home in Hernando Beach

4.85 out of 5 average rating, 131 reviews

Seascape - WHOLE HOUSE 360 water views, pool, gulf

Feb. 23 – Mar. 2

$806 CAD per night

Guest favourite

Home in Lake Worth

4.97 out of 5 average rating, 155 reviews

Tropical Beach Villa with Heated Salt Water Pool

Oct. 23 – 30

$1,044 CAD per night

Guest favourite

Home in Lake Worth

4.94 out of 5 average rating, 79 reviews

Modern beach escape with heated pool

Apr. 15 – 22

$291 CAD per night

Condo rentals with a pool

Condo in Miami

4.8 out of 5 average rating, 154 reviews

Waterfront Spacious Luxury 1 Bedroom IconBrickell

Aug. 18 – 25

$335 CAD per night

Guest favourite

Condo in Panama City Beach

4.93 out of 5 average rating, 125 reviews

Gulf Beauty/April & May prices slashed/pool closed

Nov. 13 – 20

$331 CAD per night

Condo in Treasure Island

4.89 out of 5 average rating, 143 reviews

Beachfront Condo in Exclusive Resort

Apr. 15 – 22

$566 CAD per night

Guest favourite

Condo in Orlando

4.82 out of 5 average rating, 394 reviews

Modern Studio with Private Terrace near Universal

Feb. 17 – 24

$294 CAD per night

Guest favourite

Condo in Orlando

4.81 out of 5 average rating, 342 reviews

Luxury Apt on I-Drive & view of Universal Orlando

Sep. 25 – Oct. 2

$138 CAD per night

Guest favourite

Condo in Destin

4.95 out of 5 average rating, 466 reviews

Ocean Paradise - Beach view - Bonus Beach Service

Dec. 24 – 31

$703 CAD per night

Guest favourite

Condo in Panama City Beach

4.85 out of 5 average rating, 427 reviews

Dreamy Beachfront Paradise Stunning View 1312

Apr. 4 – 11

$274 CAD per night

Guest favourite

Condo in New Smyrna Beach

4.96 out of 5 average rating, 252 reviews

Lexi's Beach Loft

Oct. 31 – Nov. 7

$222 CAD per night

Home rentals with a private pool

Townhouse in Kissimmee

4.83 out of 5 average rating, 190 reviews

Beach House with Private Pool and Clubhouse near Disney

Aug. 22 – 29

$253 CAD per night

Guest favourite

Townhouse in Kissimmee

4.88 out of 5 average rating, 128 reviews

Stellar Five Bedroom Townhome Under Ten Minutes to Disney

Oct. 30 – Nov. 6

$397 CAD per night

Guest favourite

Guesthouse in West Palm Beach

4.99 out of 5 average rating, 154 reviews

Tropical Cabana with Pool in West Palm Beach

Jan. 8 – 15

$343 CAD per night

Guest favourite

Home in West Palm Beach

4.95 out of 5 average rating, 146 reviews

Soak up the Beachy Vibe at a Vibrant Poolside Paradise

Aug. 9 – 16

$567 CAD per night

Home in Fort Lauderdale

4.63 out of 5 average rating, 32 reviews

Mid Century Modern Pool Home In the Best Location!

Dec. 1 – 8

$435 CAD per night

Guest favourite

Villa in Kissimmee

5.0 out of 5 average rating, 13 reviews

Family Retreat Near Disney with Pool & Hot Tub!

Feb. 2 – 9

$423 CAD per night

Guest favourite

Home in Cape Coral

5.0 out of 5 average rating, 16 reviews

Awesome Location W/boat Dock, Pool, & Kayaks!

Mar. 21 – 28

$847 CAD per night

Guest favourite

Home in Davenport

4.97 out of 5 average rating, 97 reviews

Airy, Stylish Home with Pool Heat Included in Davenport

Dec. 15 – 22

$425 CAD per night

Destinations to explore