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, 143 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 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, 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 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 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 favorite
Apartment in Flamingo Park
4.98 out of 5 average rating, 124 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 favorite
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.
Condo in Palm Beach
4.87 out of 5 average rating, 239 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.

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, 489 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 favorite
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 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, 118 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 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, 168 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 favorite
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.

Top guest favorite
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.
Guesthouse in Downtown West Palm Beach
4.98 out of 5 average rating, 161 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

When is the best time to visit Wellington?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ1,091ﺩ.ﺇ1,161ﺩ.ﺇ1,131ﺩ.ﺇ925ﺩ.ﺇ837ﺩ.ﺇ735ﺩ.ﺇ746ﺩ.ﺇ735ﺩ.ﺇ709ﺩ.ﺇ735ﺩ.ﺇ856ﺩ.ﺇ1,065
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Quick stats about vacation rentals with a pool in Wellington

  • Total vacation rentals

    Explore 180 vacation rentals in Wellington

  • Nightly prices starting at

    Wellington vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 4,330 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

    100 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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