
Holiday rentals with a pool in Palm Beach County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Palm Beach County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Beautiful 3-bedroom, 2-bathrooms house with pool
Welcome to La Casa De Las Dos Palmas, located in a friendly West Palm Beach neighborhood. PBI Airport 5 min away, beaches and downtown 10 min, Supermarkets 4 min. Each room comes with Roku TV. Fully furnished, including washer and dryer, gas grill, coffee maker, dishwasher, toaster, stove with air fryer, WiFi, dimmable lights, and more. The property has an independent apartment with it’s own entrance for two people maximum. It’s completely separate from the house. Backyard and pool are shared.

Paradise Pool Cottage in Wellington/WPB/Polo
Beautifully appointed resort style 2 bed, 1 bath cottage. Located 5 minutes away from the Equestrian and Polo Grounds and 20 minutes from stunning South Florida beaches. This boutique style spa home is perfect for a laid back vacation style trip to the WEF, a perfect base for exploring the Palm Beaches, an overnight concert trip to the Amphitheater and Sunfest. The tropical patio, heated saltwater pool and hot tub are ideal for relaxing around, with sun loungers, outdoor eating area and grill.

*5 STAR* Family Friendly 3 Bed Home w. Heated Pool
Our Wellington home is perfect for equestrians, families or those just looking for home away from home while in the area. We don't use the word home lightly - this is our residence when we are in Wellington, so no detail has been overlooked. Complete with comfortable floor plan with renovated kitchen & baths. Details include hi-speed WIFI, smart-home, new washer/dryer and screened patio area w. kid fence - perfect for relaxing poolside, both day & night. Amenities for ALL kid ages from 0 - 18!

#1 Lake Osborne Tropical Pool Oasis HEATED POOL
Newly Re-listed! Beautiful heated tropical pool home oasis! Home away from home. Relax and enjoy the tropics, beach Lake theme home. 3/2 house with large tropical private pool, covered patio. Only mins away from Lake Worth and Lantana Beach. Right off I-95 close to downtown areas. Short walk to Lake Osborne. Enjoy a walk, bike ride, or run to John Prince Park. Other great entertainment near by are Palm Beach Zoo,Golfing, Fishing, Outlet malls all within 25 mins. 10 minutes from PBI Airport.

Key West Style Suite with Pool/Spa
This beautiful Key West Style studio with kitchen and WIFI is located in the historic neighborhood of Flamingo Park. It’s close to restaurants, downtown Rosemary Square, the Norton Art Museum, the WPB Convention Center, the Palm Beach International Airport, the instracoastal waterway and 5-10 minUte drive to Worth Avenue in Palm Beach and the Palm Beaches. We welcome couples, solo adventurers and business travelers who can enjoy a private backyard guest suite with salt water pool and spa.

Delray Bali House ~ Heated Pool ~ Sauna ~ Hot Tub
☆ 5% Military and First Responder Discount ☆ Escape to our Bali inspired oasis in the heart of Delray Beach! Immerse yourself in the city's vibrant culture while enjoying the local dining and shopping scene. Take a quick ride to the pristine beach for a fun-filled day of swimming, paddle-boarding, and boating, or head over to Lake Ida for a peaceful fishing trip. Unwind in the tranquil amenity filled backyard. Rejuvenate and make long lasting memories with your loved ones. Welcome!

Sunny Oasis| Pool| Top Location |Big Patio| 4 BR
Scape of our stunning 4 bedrooms retreat in the heart of Wellington Why you should book with us? 1. 9 Min from Wellington Equestrian Centre Central Park 2. 15 Min National Polo Center 3. 15 Min from Lion Country Safari 4. 30 Min From Lake Worth Beach 5. 30 Min From Rapids Water Park 6. Ideal For Families 7. Private Pool & huge Patio 8. Fully equipped Kitchen 9. Family games 10.Free onsite parking 11. Quiet and Safe Place 12. Smart TV 13. Self Check in 14. Host available 24/7

The Rose |The Sister House. Your Coastal Retreat !
Discover The Rose, an exquisite retreat in historic Flamingo Park—where serene luxury meets vibrant beaches and downtown. This exclusive three-bedroom, one-bathroom haven features contemporary decor that blends comfort and style. Unwind in the heated saltwater pool or the elegant outdoor living area, complete with generous seating. Experience the ultimate Palm Beach lifestyle with your private poolside escape, just minutes from City Place and enchanting Palm Beach Island..

Ritz-Carlton Beach Residence by Guaranteed Rental
At Guaranteed Rental™, we are dedicated to providing you the very best privately owned properties in the heart of Palm Beach. Everything about this condominium is top of the line, first class and immaculately clean. The grounds of this oceanfront property features stunning 180 degree postcard-perfect ocean views. We welcome responsible guests seeking to enjoy the finest that Palm Beach offers in a serene and upscale setting.

Rose Gate Oasis luxe pool villa minutes to beaches
Welcome to our stylishly modern & centrally located retreat, nestled in one of WPB’s most desirable neighborhoods. Minutes to the best beaches, golfing, water, restaurants, shopping, parks & great attractions. Luxuriously renovated, designed to create a tranquil sanctuary in the heart of South Florida. Lounge by the pool, bike the lakeside streets or enjoy the community park & playground. It’s all here at Rose Gate Oasis.

4BR Oasis w/Heated Pool, Near I-95 + Free Coffee!
Experience the tranquility of the Ashe Pool House, located in the heart of Palm Beach. This 4BR/3BA family-friendly home is just a few blocks from I-95, offering easy access to beautiful beaches, shopping, top golf courses, and vibrant nightlife. With a sparkling heated pool and a range of games, it's perfect for both kids and adults to create lasting memories. Start your relaxing getaway—book your sunny escape now!

Honey Hole & Bear Den| Heated Pool | Delray Beach
Welcome to the Honey Hole! This family-friendly beach getaway is sure to have any guest relaxing all year round. Situated in a quiet and private neighborhood this home is perfect for all your vacation needs. This completely renovated home is a 5 minute drive down Atlantic Avenue to downtown and the beaches. You can find restaurants, shops, parks, boat tours, and much more locally. We look forward to hosting you!
Popular amenities for Palm Beach County rentals with a pool
House rentals with a pool

Luxe 3-Bedroom Vacation Home|Pool|Blocks to Beach

Pool Home in Lake Worth 3 miles to beach

4 BR Equestrian Pool Home, Volleyball on 2 Acres

DWTN Delray Pool Home | FREE Beach Cabana service

2221 Managed by Brampton Park

Saddlewood Cottage | Private pool, family friendly

Ocean Reef Paradise, Big Pool, Spa, Tiki Bar, Golf

5BR Wellington Equestrian Retreat w Pool & Games
Apartment rentals with a pool

Beautiful 1 BR Condo Pool/Beach. Perfect Location!

Palm Beach Hotel Condominium

🌞🏖Palm Beach Pool View Studio parking⚡wifi by 🏖

Clean quiet updated 2 bdrm golf villa PGA National

Marriott Ocean Pointe Guest Room/Studio

Lakeview, Top Floor, Pool, Walk to the Beach!

Cozy Beach Queen Chic-Palm Beach Island-near Beach

The Trendy Palm - A Palm Beach Hotel Studio Suite
Other holiday rentals with a pool

Cozy Club Cottage in PGA National!

Coastal 1/1 Key West Style Villa Retreat

Wellington Retreat with Private Pool and workspace

Beach Villa w/ Pool & Elevator - Across from Beach

Splendid 3 bedroom Condo

Cozy Fireplace | Pro Furnished | Fully Stocked

BoxHaus Modern tiny home in the heart of WPB

Poolside Haven l Solar Heated Pool l Winter Vacay
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