Vacation rentals with a pool in Wellington

Chic Home w/ Saltwater 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!

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.

*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!

Florida-Themed Private Apartment near WEF

Relax in a sunny, Florida-themed studio with a king bed and a walk-in closet. This cozy apartment includes a kitchenette, washer/dryer, high-speed Wi-Fi, and a dedicated workspace. The apartment is attached to our house but has a private entrance and driveway for your convenience. While the backyard and pool are shared, you’ll have a peaceful room in a palm-inspired setting. We’re about a 20-minute walk from shopping and restaurants and a 10-minute drive from the World Equestrian Center.

Saddle Up in Style

Escape to this stylish Wellington retreat in the heart of horse country—minutes from stables, shows, and races. Enjoy a chef’s kitchen, and spacious outdoor dining perfect for family meals. Unwind with ping pong, board games, or a cozy movie night. For those working on vacation (seriously, why?), there’s a desk and monitor ready to go. We won’t judge—just don’t forget to hit the pool after those emails. Whether you're here for the equestrian scene or just to relax, this home has it all.

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.

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.

Elegant pool home in quiet Equestrian area

Come and enjoy the centrally located modern 3 bedroom house with a pool and outdoor bar. Perfect for a family or a group of friends. Big all fenced in yard. Minutes from Wellington Mall, restaurants, golf courses and Equestrian with Polo and much more. It is only 25 min to the beach and 25 min to down town West Palm Beach. Rules; no parties allowed. Primary guest must be staying at the property through the booking period. No smoking or vaping in the house.

Entire Residential Home With Luxury Pool and Spa

Luxury Pool and Spa Home with 3 bedrooms 2 bathrooms at the heart of Wellington. Enjoy fully equiped home with 2 separate living rooms, split model, washer and dryer, 2 car garage and open kitchen concept. In addition to the paradise of a backyard you are also walking distance to shoppes, movies, and restaurants. An absolute gem of a rental for anyone looking to get away and enjoy the South Florida Sun!