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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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, 144 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, 124 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 favourite
A vibrant pink pool float with the text 'OUT OF OFFICE' is placed in the clear blue water of a private swimming pool. Additional pool floats in various colors are visible, creating a playful atmosphere. Lush greenery surrounds the pool area.
Home in Lake Worth
4.99 out of 5 average rating, 145 reviews

Tranquil Vibes ~ Pet Friendly Private Pool Home

Welcome to our cozy pool home with screened porch, deck w/ remote control lighting of cabana for evenings. Grill, tropical fruit trees, plants & private fenced yard. Coastal cottage decor mixing vintage finds in newly remodeled space. Neighborhood is peaceful w/ close drive to beaches, restaurants, golfing, parks & shopping. Each bedroom has cooling mattress pads & ceiling fans. Pets welcome! Beach chairs, cooler, bikes, beach umbrella, pool floats, yoga mat, games/books-.Long stays welcome

Top guest favourite
Flat in Flamingo Park
4.95 out of 5 average rating, 167 reviews

Lovely 1 Bedroom - Walk to Waterfront!

This beautifully remodeled one-bedroom, one-bath apartment offers a bright open-concept layout with a full kitchen and spacious living area. Thoughtfully furnished with your comfort in mind, the space feels warm and inviting, with lush greenery and stylish details throughout. The bedroom features a king-size bed and closets for ample storage. The modern bathroom boasts a stunning custom walk-in shower. Just two blocks from the water, this is the perfect blend of comfort, style, and location.

Top guest favourite
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.
Guest house in Flamingo Park
4.98 out of 5 average rating, 491 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 favourite
Home in Flamingo Park
4.99 out of 5 average rating, 121 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.

Guest favourite
A spacious bedroom features a large bed with a textured white comforter. A floor lamp and a wooden nightstand are positioned beside the bed. Natural light filters through a covered window, while a decorative plant adds a touch of greenery to the corner.
Home in Royal Palm Beach
4.88 out of 5 average rating, 106 reviews

Royal Palm Oasis

Cozy place located in a great area in Royal Palm Beach. Everything you need is less than 5 mins away, including Walmart, Publix, Starbucks, Wellington mall, and various food places. The home itself is packed with amenities that will make you not want to leave. This includes a screened in pool, patio with Grill, a lake for fishing and kayaking, and a game room with pool table and other games. Very family friendly.

Top guest favourite
Flat in Flamingo Park
4.94 out of 5 average rating, 311 reviews

New Studio Apartment w/ Kitchen - A

This quaint and private apartment is newly remodeled and located in the heart of West Palm Beach. This suite is perfect for the weekend get-away or for those looking to thaw out for a few months and escape from the cold. Conveniently located near: - Beach - Flagler Museum - Breakers Hotel - Downtown West Palm - Norton Museum - Kravis Center - Convention Center - Great Restaurants .. And so much more

Guest favourite
The exterior of a single-story home is presented, featuring a landscaped front yard with neatly trimmed grass and palm trees. A long driveway leads to a two-car garage. The entrance is centrally located, framed by lush greenery.
Home in Royal Palm Beach
4.9 out of 5 average rating, 258 reviews

POOL, 4 BEDROOMS -SPACIOUS HOUSE IN ROYAL PALM BCH

Spacious 1 story house in the heart of Royal Palm Beach. Ideal for equestrian and golf lovers (good proximity to equestrian activities and golf courses) 4 bedrooms 2 full bathrooms Private backyard & bbq grill. Pool area. Screen enclosure . Located in quiet neighborhood near shops, restaurants, Wellington mall. Great area about 20 minutes from Palm Beach International Airport. Pool is not heated.

Top guest favourite
A welcoming living area is presented with comfortable seating and a modern coffee table. Light-colored walls create a bright atmosphere, and natural light is invited in through a large window. A dining area is visible in the background, featuring a table surrounded by chairs.
Home in Palm Beach Gardens
4.98 out of 5 average rating, 134 reviews

Quaint & beautiful PGA National Club Cottage

Newly renovated, adorable private end unit PGA National Cottage/Townhouse with two bedrooms, walk in closet and two bathrooms. Brand new kitchen with stainless steel appliances, dishwasher, full dining room table, washer and dryer in unit, and free high speed WIFI. Enjoy the private patio featuring outdoor seating and propane grill. Walking distance to many amenities like the community pool.

Top guest favourite
A charming exterior of a black wooden home is framed by lush green palm trees and shrubs. A stone pathway leads to the front entrance, with decorative plants positioned along the garden beds. Large windows invite natural light into the space.
Guest house in Downtown West Palm Beach
4.98 out of 5 average rating, 162 reviews

Raven Haus: Curated 2 Bedroom Guest House w/Pool

Experience a retreat that is nestled in the heart of historic West Palm Beach. Located in the well known neighborhood of Historic Grandview Heights you’ll find: Raven Haus! This cozy and thoughtfully designed home is waiting for your arrival. - Just an 8 min drive PBI Airport - 3 min from PB Convention Center - Minutes away from the Beach & 5 min to downtown West Palm Beach

Popular amenities for Wellington rentals with a pool

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Avg. price$375 SGD$399 SGD$389 SGD$319 SGD$288 SGD$253 SGD$257 SGD$253 SGD$244 SGD$253 SGD$295 SGD$367 SGD
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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 $38 SGD 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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