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

A heated pool is surrounded by tall hedges and lush tropical plants, providing a sense of privacy. The pool features a tiled border and gentle curvature, while lounge chairs positioned nearby invite relaxation under clear blue skies.

Guesthouse in Flamingo Park

4.97 out of 5 average rating, 178 reviews

Tropical Cabana with Pool in West Palm Beach

Location, amenities & layout are ideal for long term stays! The separate Cabana area is perfect for working on your laptop, fixing a bite to eat, reading a book or watching TV. The Cabana also opens onto a heated pool, half bath & private hot/cold outside rain shower under tropical plants and orchids. The guest bedroom has a California King bed, cable TV and opens onto the pool . The entire area is enclosed by tall ficus and tropical plants so you will feel totally secluded from the rest of th

Superhost

A pool area is framed by lush greenery, featuring two red lounge chairs beside the water. A bright red umbrella provides shade over part of the patio, where potted plants and vibrant flowers add color to the scene.

Guest suite in West Palm Beach

4.82 out of 5 average rating, 769 reviews

2 rooms/1 king bed/1 sofa bed/ kitchenette/pool

Our place is located in a lush green setting away from it all but the Village of Royal Palm Beach with stores, restaurants and amenities is only five minutes drive away. If you want to live it up head for downtown West Palm Beach and its endless beaches including famous Palm Beach Island or Wellington Polo Grounds all within easy reach. Situated in the heart of South Florida where the sun always shines and only a short trip away to Disney or The Keys Islands at the very southern tip of Florida.

Guest favorite

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

4.92 out of 5 average rating, 26 reviews

Lux Equestiran 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.

Top guest favorite

A spacious backyard features a large heated pool surrounded by travertine decking. Lounge chairs and a dining area are positioned nearby, while lush landscaping and palm trees provide a tropical feel. The white exterior of the house complements the serene outdoor space.

Home in Flamingo Park

4.99 out of 5 average rating, 106 reviews

Luxe Home w/ Stuffning Pool Near Beach + Downtown

This historic Flamingo Park home has been completely revamped, boasting contemporary finishes, minimalist decor, a custom Italian kitchen + a large outdoor space, ideal for wining & dining. The heated saltwater pool includes steps where you can relax w/ a cocktail + space for swimming - perfect for the entire family. Only steps from chic restaurants, cafes, the Norton museum & both the Kravis + Convention Centres. On top of that, you're only minutes away from world-class beaches & downtown WPB!

Superhost

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

4.78 out of 5 average rating, 302 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, 122 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, 135 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

Superhost

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

4.84 out of 5 average rating, 116 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 favorite

An inviting outdoor space features a hot tub surrounded by wooden decking, with low-maintenance plants enhancing the area. Soft lighting creates a warm ambiance under a starlit sky, while comfortable seating areas are visible, ideal for relaxation and entertainment.

Home in West Palm Beach

4.98 out of 5 average rating, 162 reviews

Bio Hacker Bliss! Pool, Sauna, Cold Plunge, HotTub

West Palm Beach Oasis! Explore a luxurious 3BR/2BA resort-style escape that sleeps up to 8 guests. Relax by the sparkling pool, unwind in the sauna, or enjoy movie nights at the outdoor theater. The game room & Tiki Bar make this the ideal spot for entertainment. Stylish decor, an 85" Smart TV, & modern amenities create the ideal setting for relaxation. At Russi Retreat, you're not just booking a stay; you're securing a private sanctuary in South Florida. Book your stay today!

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, 153 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

A spacious living area is showcased with light-colored wood flooring and white shiplap walls. A modern fireplace is the focal point, flanked by a flat-screen television. Comfortable seating arrangements are arranged around a coffee table, and natural light enters through nearby windows.

Home in Wellington

5 out of 5 average rating, 24 reviews

New to Market - Wellington POOL Home!

Recently renovated gem in the heart of Wellington. Quiet neighborhood and all the amenities await you here at this stylish ranch style pool home. This home has 4 bedrooms and 2 bathrooms. The backyard is large and the heated pool is brand new. There is an outdoor dining table and a separate outdoor seating area for the entire family to enjoy. Minutes away from Polo grounds, Wellington Mall, Lion Country Safari, and only a 15 minute drive to Downtown West Palm Beach.

Guest favorite

The image showcases a well-maintained pool area enclosed in a screen structure, providing an unobstructed view of the clear water. Outdoor furniture is positioned around the pool, with green grass surrounding the area and tropical plants visible in the background.

Home in Royal Palm Beach

4.9 out of 5 average rating, 235 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.