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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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Top guest favourite
The living room area features a dark blue sofa adorned with light-colored cushions. A neutral-toned area rug covers the floor. A kitchenette is visible in the background, with two bar stools positioned at a counter. A wall-mounted TV displays a city skyline.
Apartment in Palm Beach
4.94 out of 5 average rating, 115 reviews

Beautiful 1 BR Condo Pool/Beach. Perfect Location!

Welcome to the historic Palm Beach Hotel! Absolutely perfect location to enjoy the Palm Beach lifestyle and explore all it has to offer. Walk to the beach, restaurants, and shopping! Free parking! Beautifully decorated, 1 bedroom condo with a separate living room and kitchenette. It is a bright and sunny 389 square foot unit located on the 3rd floor with lovely views of palm trees. The bedroom features a comfortable King-sized bed and TV. The living room has a sleeper sofa, TV and extra seating.

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, 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 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
4.98 out of 5 average rating, 123 reviews

Newly Renovated 1BR apartment in the heart of WPB

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.

Guest favourite
A modern sitting area features a light grey couch and a white marble-top coffee table. Two framed art pieces are displayed on the wall, and a tall arc lamp provides soft lighting. A wardrobe is nearby, enhancing the room's functionality.
Apartment in Palm Beach
4.87 out of 5 average rating, 238 reviews

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

AMAZING LOCATION! NO CAR NEEDED! Beautiful updated Palm beach island direct pool view 275 sf. studio available in the historic Palm Beach Hotel. street 2.5 blocks from the beach with a free parking permit for unlimited parking nearby! A deluxe newly updated and renovated condo complete with queen size bed, wardrobe, , kitchenette and a great view of the pool! Restaurants, bars & beach within 1-3 blocks with a Publix grocery store across the street. Pool, patio, and gardens are all on site.

Guest favourite
A serene bedroom features a spacious bed with a patterned headboard, complemented by blue accent pillows. A light wood desk and chair are positioned nearby, with a wall-mounted television providing entertainment. Natural light filters through the window treatments, illuminating the soft, neutral color palette.
Apartment in Palm Beach
4.92 out of 5 average rating, 118 reviews

Cozy Beach Queen Chic-Palm Beach Island-near Beach

Cozy Chic Beach Queen, inspired by mid century modern decor includes a shower/bath & task desk. This historic Palm Beach Hotel Condo is just 1 1/2 blocks to the beach or relax by our heated pool. World class restaurants in walking distance. No car is needed but valet parking is $15 a day from 8 a.m. til 11 p.m. Please inform if bringing a car & park in front for 15 min only check-in and ask for parking placard in mailbox 3018. Please return the placard when departing or result in a $50 fee.

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, 488 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.

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.

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, 167 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
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
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, 257 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.

Popular amenities for Wellington rentals with a pool

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Avg. price£218£232£226£185£168£147£149£147£142£147£171£213
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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 £22 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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