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Vacation rentals with a pool in Wellington

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Wellington

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

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Guest favorite
An open-concept living space features a comfortable seating area with dark sofas and decorative pillows. A wooden dining table is set for several guests. Ceiling fans provide airflow, while large windows allow natural light to brighten the room. A modern kitchen is visible in the background.
Home in West Palm Beach
4.95 out of 5 average rating, 140 reviews

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.

Superhost
A spacious sleeping area features a platform bed with a light-colored quilted coverlet and contrasting patterned pillows. Soft overhead lighting is provided by a modern chandelier. A refrigerator is visible in the background, and natural light enters from a nearby window.
Farm stay in Wellington
4.83 out of 5 average rating, 59 reviews

Lux Equestrian Studio

Escape to comfort in this newly renovated, Insta-worthy studio, nestled on a picturesque horse farm in the heart of Wellington— minutes from WEF. Perfect for equestrians, business travelers, or weekend getaways, this stylish space features luxury finishes, Wi-Fi, & pool access. Wake up to serene farm views, capture stunning photos, and enjoy a cup of coffee on the private patio. With top dining, shopping, and equestrian events just moments away, this is the perfect place to relax and recharge.

Guest favorite
Apartment in Flamingo Park
4.91 out of 5 average rating, 185 reviews

Remodeled Downtown Apartment #1

This newly remodeled 2 bedroom, 1 bathroom apartment features an open concept layout with a full kitchen and large living space. Most of the furnishings are sourced from Restoration Hardware and you are sure to feel at home with the greenery and thoughtful decor throughout. The master bedroom has a king size bed and the second bedroom also has a king size bed. Both have large closets with plenty of storage space. The bathroom has a beautiful custom, walk-in shower. Only 2 blocks from the water!

Guest favorite
A spacious pool area features a heated saltwater pool surrounded by tropical foliage and sun loungers. An outdoor dining area with a table and chairs invites relaxation, while the open concept living area showcases bright decor and ample natural light from large windows.
Home in Wellington
4.79 out of 5 average rating, 311 reviews

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.

Top guest favorite
A screened-in patio highlights a clear blue pool surrounded by tropical landscaping. Lounge chairs are positioned nearby, and a child safety fence secures the area. The structure provides an inviting environment for relaxation with abundant natural light filtering through the screens.
Home in Wellington
4.99 out of 5 average rating, 123 reviews

*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!

Top guest favorite
A bright bedroom features a spacious bed with a textured white cover. Soft blue pillows are arranged neatly, and a cozy chair is placed beside a vintage-style trunk. Natural light enters through two large windows, complemented by light green blinds, creating an inviting atmosphere.
Guesthouse in Flamingo Park
4.98 out of 5 average rating, 479 reviews

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.

Top guest favorite
A spacious pool area is presented, featuring a rectangular pool surrounded by lounge chairs and tropical landscaping. A thatched-roof gazebo offers a shaded seating area in the background, while a large umbrella provides additional shade near the pool. The bright blue sky enhances the inviting atmosphere.
Home in Dreher Park
5 out of 5 average rating, 112 reviews

Jungle Oasis with Heated Pool, Tiki Hut & Hot Tub

Welcome to your sunny West Palm Beach getaway. This beautiful home offers a heated pool, perfect for relaxing after a day of exploring the town or nearby beach. Conveniently located, it's just minutes from the PBI airport and downtown West Palm and a short walk to the zoo making it an ideal day out for families. The house has 3 spacious bedrooms, 2 modern bathrooms, and a fully stocked kitchen, providing all the comforts of home in a tropical setting. Enjoy the Florida sunshine in style!

Guest favorite
A spacious outdoor patio features a shimmering pool surrounded by lounge chairs and a relaxing hot tub. Colorful pool floats are positioned in the water, while a shaded seating area offers comfortable furnishings. Lush greenery and a clear sky enhance the serene atmosphere.
Home in Wellington
5 out of 5 average rating, 31 reviews

Saddle Up in Style

Escape to this stylish Wellington retreat in the heart of horse country—minutes from stables, shows, and races. Enjoy a chef’s kitchen, and spacious outdoor dining perfect for family meals. Unwind with ping pong, board games, or a cozy movie night. For those working on vacation (seriously, why?), there’s a desk and monitor ready to go. We won’t judge—just don’t forget to hit the pool after those emails. Whether you're here for the equestrian scene or just to relax, this home has it all.

Top guest favorite
An aerial view captures a quiet suburban neighborhood with neatly arranged homes. A canal runs parallel to the houses, bordered by trees. The sky is bright with scattered clouds, enhancing the sunny atmosphere of the community.
Home in Wellington
5 out of 5 average rating, 47 reviews

Sunny POOL Home/ Equestrian Center in Wellington

If you are looking for a vacation that combines relaxation, fishing, fun, beach time look no further. This is a dreamy getaway that ensures sun-soaked days and unforgettable memories by the pool & canal.Quiet & safe neighborhood.WEF(3.9mi) Spacious 4 bedroom, 2 Bath home. Fully furnished, turnkey with all the kitchenware & cookware provided. Fully screened patio and enclosed pool for child safety. 4 parking spaces on the driveway. Guest access - keyless lock and security cameras.

Top guest favorite
A large swimming pool is surrounded by lush tropical vegetation, featuring several loungers and umbrellas in calming shades of blue. The clear water reflects the vibrant greenery, creating a serene outdoor space ideal for relaxation and enjoyment.
Guesthouse in Palm Beach Gardens
4.99 out of 5 average rating, 252 reviews

WHISPERING PALMS

Located in our highly secure gated community, this artfully furnished 3 room Villa has a true Florida vibe. Only a quarter mile from PGA Golf Club; minutes from the beach; tropical gardens, and a large swimming pool make this property truly unique. This is an AWARD WINNING GUEST HOME!! LARGE PRIVATE POOL. NEVER SHARED! FOR GUESTS ONLY! Screened in wooden deck is a perfect place to relax and enjoy your morning coffee or a glass of wine in the evening.

Top guest favorite
A modern container home is highlighted, featuring a sleek wooden facade and large glass doors. A stone pathway leads to the entrance, surrounded by lush green grass. The outdoor area includes a small deck nearby, offering additional space for relaxation.
Tiny home in West Palm Beach
4.95 out of 5 average rating, 64 reviews

BoxHaus Modern tiny home in the heart of WPB

Welcome to Your Modern Tiny Oasis in West Palm Beach! Experience style, comfort, and convenience in this designer container guest house—your cozy retreat just minutes from beaches, dining, nightlife, and culture. Located behind the main home, this private space is only 7 minutes from the airport and 6 miles from Downtown. Enjoy a peaceful stay in a quiet neighborhood, with optional boat charters available for a true South Florida experience

Top guest favorite
Home in Flamingo Park
4.99 out of 5 average rating, 118 reviews

Luxe Designer Home • Heated Salt Pool • Palm Beach

Enjoy a private Flamingo Park retreat with a heated saltwater pool, lush yard, and bright modern interiors. This renovated historic home offers a sleek Italian kitchen, comfortable lounge & dining areas, fast WiFi, smart TV, and Sonos soundbar. Walk to cafés, restaurants, and the Norton Museum. Minutes to beaches, golf, and a family-friendly park with tennis and new pickleball courts. Great for families or business stays.

Popular amenities for Wellington rentals with a pool

When is the best time to visit Wellington?

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Avg. price€ 254€ 270€ 263€ 215€ 195€ 171€ 173€ 171€ 165€ 194€ 179€ 234
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Quick stats about vacation rentals with a pool in Wellington

  • Total vacation rentals

    Explore 190 vacation rentals in Wellington

  • Nightly prices starting at

    Wellington vacation rentals start at € 17 per night before taxes and fees

  • Verified guest reviews

    Over 4,210 verified reviews to help you choose

  • Family-friendly vacation rentals

    140 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 130 rentals that welcome pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wi-Fi availability

    180 of Wellington vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Wellington rentals

  • 4.8 Average rating

    Wellington stays are highly rated by guests—averaging 4.8 out of 5!

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