
Holiday 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.

Xanadu|Fishing/ Pool/Dock|Kayaks|Bar/Gazebo/ Kids
Welcome to XANADU Luxury Villa 🌊 your canalfront paradise with a private BOAT DOCK ☀TOP LOCATION📍, close to: beautiful beaches 🏖️ Gasparilla Island, Siesta Key, Englewood! ☀Dock Ideal to FISH 🎣| Deck🎴 ☀BAR🍷 ROOM Dancing Light 🪩 ☀DEDICATED WORKSPACE 💻 ☀GAME🎮 Room /Roblox/Arcades🕹️ ☀Smart TVs in every room📺 ☀HEATED Pool 🏊♀️ ☀Fast WIFI📶 ☀Ping Pong Area in Sand 🏓 ☀Fully equipped kitchen🍽️ ☀Pool Table and Games🎱♟️ ☀ Outside dining table😋/Fireplace ☀BBQ🍖Ice Maker🧊 ☀Self check in 🔐 Smart Lock

Adult-Only Retreat w/ Pool & Spa | 18+, Private
🔒⛓️🗝️ Adults only. Ready to turn your vacation into an experience? Explore your fantasies at our romantic getaway, featuring four themed bedroom options* designed to inspire you. Bring your fave toys, experiment with our spicy 🌶️ amenities, or peruse our shop to bring home a little extra to keep the fire going after you leave. You will love our mermaid pool 🧜🏿♀️, jetted spa, & stone meditation deck while you soak up the sun or stargaze. 🌟 Your next adventure awaits. (*1 per 2 guests)

LUX Villa w/ Private Salt Water Pool, Lanai, Canal
Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

Private oasis, heated pool, exceeds expectations
Private retreat on 2 acres of gated land, just 20 minutes to historic downtown St. Augustine and 25 minutes to the beach. This fenced property offers a perfect blend of relaxation, fun, and comfort. Enjoy your private pool, or let the kids enjoy their own space in the pool house, featuring TV, games, and a cozy hangout area. Start your day with fresh eggs from our happy hens- an experience that feels both farm-fresh and uniquely memorable. This home is designed to make your stay unforgettable.

2023 Lux Home 4bd/3.5ba+HotTub+SaltPool+Walk2Beach
🌴 Featured in Good Housekeeping & Designed by HGTV-featured Builders ✨ 🏡 New 2023 Luxury Coastal Home 🛏️ 2 King Suites + 2 Queen Bedrooms 🛁 3.5 Bathrooms 💦 Private Saltwater Pool + Heated Spa/Hot Tub 🍹 Poolside Cabana & Outdoor Kitchen 🚲 Bikes, Beach chairs, Cooler & Toys included 🌿 Tropical Backyard Oasis w/ Mature Palms, Lounge Chairs, Outdoor Shower & Turf 👣 Walk 0.2 miles to the beach 🌅 Stroll 0.2 miles to Cap’s for Waterfront Sunset Dinner 🏰 10 min to Historic St. Augustine

The Palm House
Escape to The Palm House! Featuring a brand new salt water pool, fountain, and outdoor kitchen oasis! Recently completed pool area is a tropical dream! Located just 15 minutes from the beach. Open concept great room with a chef’s kitchen and tropical views in every direction. Enjoy a true indoor outdoor South Florida experience with 20 foot sliders that open to the patio. Custom and modern touches in every room! You’ll love the lux built in bunkbeds! Stylish bedrooms with room to sleep 12.

Tropical Resort! 1mi BEACH+HTD Pool+SPA+Boat Rntl!
Whether it's to relax or create memories, your ocean access vacation home awaits. Equipped with complimentary paddle boards & kayaks, outdoor wet bar/grill and a giant tiki with hanging egg chairs overlooking the water. The 3 bed and 2 bath split floor plan creates a spacious interior. Come fish on our 70' dock or relax in our hammocks under our many palm trees while the leaves whisper a sweet melody through the air. Ask about our boat rental so you can get the most out of your vacation!

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.

Condé Nast Top 25 · Magical Botanical Garden stay
COCONUT CASITA~ A private tropical retreat in Vero Beach, Florida. A destination for creatives, couple’s and slow travelers. find us on Insta for more pics @thecoconutcasita Enjoy your private casita surrounded by one acre tropical botanical garden full of tropical fruit and flora. +A true old florida experience. +Enter through a private courtyard with a fountain. +Access to a deep water pool (attached to owner’s home next door) + In a quiet residential neighborhood

Relaxing Island Escape | Cocoa Beach, Florida
Tee up your next vacation with all the sun, sand & surf Cocoa Beach has to offer. Our retreat is the perfect venue for easy breezy coastal living and has amenities to keep everyone entertained - including a one of a kind backyard putting green! From the heated saltwater pool, hot tub under the poolside pergola, outdoor grill, and game room to a nature preserve with boardwalk and gazebo for bird watching, simply arrive, unwind, and call our place home during your visit.

Curated Luxury Retreat | Pool • Spa • 8 min Beach
Welcome to CASA DÉJÀ VU — a curated luxury retreat designed for travelers who value beauty, privacy, and unforgettable stays in Fort Lauderdale. ✔️ 8 min to the beach | 10 min to Las Olas ✔️ Heated saltwater pool + outdoor hot tub ✔️ Garden with gazebo, BBQ & loungers ✔️ 2 beds (King + Queen), fast Wi-Fi ✔️ Fully equipped kitchen + Smart TVs ✔️ Free bikes & beach gear ✔️ Quiet and safe neighborhood ✔️ Free parking + 24/7 hosts

The Oz Parlor 2.9 mi beach
The Oz Parlor apartment was originally the main house of this whimsical property. It has loads of charm It is a great place to relax and Just Bee... Please note I don’t have cable TV my TVs are wireless. I have Netflix. I will also add additional streaming channels for longer term stays. Located in the Historic District of Englewood a lovely walk to fine restaurants, Indian Mound Park on Lemon Bay and 2.9 miles to Englewood Beach.
Popular amenities for Florida rentals with a pool
House rentals with a pool

Pool Spa + Outdoor Entertainment | Golf Retreat

Luxury Riverfront Retreat • Pool & Spa • 60ft Dock

•Floasis• Your private FL Oasis 5 min to beach!

WaterfrontOasis | HtdPool • Walk2Beach • KBeds

Waterfront escape w/ hot tub, fire pit & beach

Las Olas

2026 NEW 7BR Pool Home Near Disney | Solara Resort

Villa510~3 En-Suites~Gulf Access, Heated spa~pool
Apartment rentals with a pool

Beachfront fully equipped apartment

Marriott's Beachplace Towers 2BD

Upscale Beachfront Studio! Beach Service Included!

Salt Life Oasis - Direct Oceanfront (End Unit)

Soak up the Sun, Sand, Sea at a Beachfront Studio

ON CANAL! Pool+Walk to BEACH! Boat Watch! 1b/1b

Direct Oceanfront Condo - Panoramic Ocean View

Beachfront Newly remodelled Condo with pool.
Home rentals with a private pool

Elegant Getaway Near the Ocean in West Palm Beach

Waterfront Pool Home/Sailboat Access & Dock

Stylish Villa with Free Pool Heat

Sunny Family Home with Pool Near Disney World

Lush Waterfront Home On Bay St. Lucie

North Foxrun Terrace Villa 1512

Perfect Family Gateway at Villa Silverthorne
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