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Holiday 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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Superhost
Home in Wellington
4.55 out of 5 average rating, 20 reviews

Palm Beach Polo/PGA Retreat – Pool & Luxe Comfort

Palm Beach style meets comfort in this 5BR/3BA Wellington escape, 5 min to Polo Club, 20 min to beaches and Downtown West Palm, 15 min to PBI. Airy Scandinavian design, bright social spaces, and a lush private yard perfect for group stays. Private pool, large backyard, outdoor dining Lotus Lounge spa/Luxury showers/Smart Toilets Game room with pool table and shuffleboard Sleeps 14 - ideal for large families Self Check in, Fast Wi-Fi and workspaces See photos, bed layout, and all amenities.

Guest favourite
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, 145 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.

Guest favourite
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, 312 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 favourite
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, 126 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!

Guest favourite
A tranquil outdoor space features a heated swimming pool surrounded by lush tropical landscaping. Several white poolside loungers are positioned beneath vibrant blue umbrellas. The area is enhanced by flowering plants and palm trees, creating a serene and private retreat.
Home in Palm Beach Gardens
4.92 out of 5 average rating, 113 reviews

Why Are Travelers Obsessed With This House?

Escape to our serene designer style 3B/2B retreat, just minutes to PGA Golf & the Beach! Unwind in the heated pool or relax in the lush, private tropical backyard. Enjoy alfresco dining with the BBQ gas grill on the screened patio. Inside, find smart TVs, fast WIFI, a fully stocked kitchen, and in-home laundry. We provide towels, beach gear, coolers, & umbrellas for your convenience. Family-friendly with Pack'n'Play & highchair. Perfect for a relaxing getaway or a fun-filled beach vacation!

Guest favourite
An unheated swimming pool with clear blue water is surrounded by a fenced patio. Lush palm trees frame the area, providing a tropical feel. The sunny sky enhances the serene atmosphere of the backyard space, with green grass visible in the background.
Bungalow in Wellington
4.85 out of 5 average rating, 117 reviews

Cozy waterfront king-bed bungalow in Wellington

Spacious 2150sqf waterfront pool house! Three charming French doors are leading from the master bedroom, dining and living rooms to a serene back patio with a view of the pool and waterfront. Minutes from the IPC, Equestrian centers, the Green Mall, and many restaurants and shops. 20 minutes from the ocean. Bring the whole family to this peaceful place with lots of room for fun and relaxation. For the fans of fishing, there is a rod with accessories in the garage for you to use and enjoy.

Top guest favourite
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, 55 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.

Superhost
A wooden hot tub is surrounded by a multi-tiered deck on lush green grass, set against a vibrant sunset sky. A barrel sauna is visible nearby, with soft lighting creating a cozy ambiance, while tropical plants add touch of nature to the serene outdoor space.
Home in Palm Springs Village
4.93 out of 5 average rating, 196 reviews

FIFA! Bio-Hackers! Pool, Sauna, Cold Plunge, Hot Tub

⭐ Your Private South Florida Resort ⭐ Experience your own private resort! 🌴 Pool, sauna, cold plunge ❄️, hot tub, outdoor theater 🎬, tiki bar & huge entertainment patio. Inside: elegant décor, 85" TV, massage chair & coffee bar. This 3BR West Palm Beach oasis sleeps 8 and blends wellness, fun & luxury. A true sanctuary designed for unforgettable stays. At Russi Retreat, you're not just booking a stay; you're securing a private sanctuary in South Florida. Book your stay today!

Guest favourite
A refreshing pool area is featured, bordered by a white fence and lush greenery. Two lounge chairs are positioned beside the pool, along with a colorful beach ball floating in the water. Palm trees provide a serene backdrop against a clear blue sky.
Home in Royal Palm Beach
4.88 out of 5 average rating, 169 reviews

Big Pool House/ Great Area/ 3bdrms and 2 baths

Beautiful 1 story Home. POOL , SMALL CANAL IN THE BACK 3 bdrms+ 2 full bathrms 8 guests. Pet friendly (Max 2 dogs) Great for families looking for a peaceful getaway. Bbq grill (propane provided). Great location! 15- 20 minutes from downtown WPB and Palm Beach International. Easy 25- 30 minutes access to closest beach. Shops, Restaurants, Target: 5 - 10 minutes away. Parking on premises 3 cars on driveway. POOL NOT HEATED. NO HOT TUB ON PREMISES. $50 PET FEE/PER PET

Guest favourite
The exterior of the home is viewed from a distance, showcasing a spacious driveway leading to a two-car garage. Lush greenery surrounds the property, with palm trees and landscaped gardens enhancing the tranquil environment.
Home in Wellington
4.94 out of 5 average rating, 93 reviews

Entire Home With Luxury Pool and Heated Spa

Escape to a luxury 3-bed, 2-bath South Florida oasis in the heart of Wellington. This private home comfortably fits 6 guests and features a large swimming pool, hot tub, two living rooms, and a fully equipped kitchen. Perfectly located, you can walk to local shops, diverse restaurants, and a movie theater. Enjoy the ultimate relaxing getaway with exclusive access to your own private paradise, complete with a BBQ grill and a two-car garage for your convenience.

Guest favourite
A spacious screened-in dining area features a wooden table surrounded by six chairs. Above, a ceiling fan offers airflow, and natural light filters in through the mesh screens. The pool is visible in the background, bordered by green landscaping and a wooden fence.
Home in Wellington
4.96 out of 5 average rating, 52 reviews

4 BR Equestrian Pool Home, Volleyball on 2 Acres

Escape to the ultimate equestrian retreat! •Large Pool with Screened in Dining Area •Outdoor Volleyball Court! Bag Toss, Giant Connect 4, and more •Secluded, Private Neighborhood •Fast Wifi •Washer & Dryer •Minutes from Equestrian Polo Grounds •Outdoor BBQ and Bar •(4) 4k Smart TV’s •Open Floor Plan •Baby Essentials Available by Request (Pack n Play & High Chair) Book this home now to guarantee you have a trip that you won’t forget!

Guest favourite
A spacious living area features stylish furnishings, including a comfortable couch and modern chairs. A large television is mounted on the wall opposite. Light streams through expansive sliding glass doors that lead to a private patio, with lush greenery visible outside.
Flat in Wellington
4.9 out of 5 average rating, 21 reviews

Wellington Polo Club Retreat | St. Andrews

Escape to this stylish newly renovated 2-bedroom, 2-bath home in Wellington’s prestigious St. Andrews at the Polo Club. Perfect for up to 6 guests, it offers resort-style amenities, cozy charm, and an unbeatable location—ideal for family getaways, weekend retreats, or equestrian stays. Minutes from dining, shopping, and Wellington’s premier equestrian venues A short drive from West Palm Beach, luxury shopping, and world-class beaches

Popular amenities for Wellington rentals with a pool

When is the best time to visit Wellington?

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Avg. price€ 258€ 275€ 268€ 219€ 198€ 174€ 177€ 174€ 168€ 174€ 203€ 252
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Quick stats about holiday rentals with a pool in Wellington

  • Total holiday rentals

    Explore 180 holiday rentals in Wellington

  • Nightly prices starting at

    Wellington holiday rentals start at € 26 per night before taxes and fees

  • Verified guest reviews

    Over 4,330 verified reviews to help you choose

  • Family-friendly holiday rentals

    140 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 130 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    180 of Wellington holiday rentals include wifi 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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