Holiday rentals with a pool in Wellington

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.

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!

Cozy Summerhouse with Pool 3br

This stunning home offers a blend of comfort and luxury. The living room and entertainment options for comfort of game night. The modern kitchen equipped with all the essential. The outdoor space is designed for relaxation and fun with a sparkling swimming pool and an outdoor kitchen. The property also includes a Tesla charger. This fully furnished home is ideal for professionals, families, and those in need of a long-term stay, offering both comfort and convenience in a peaceful setting.

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.

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!

Charming private 3br/ 2 bath saltwater pool house

Leave all of your worries behind and enjoy a private saltwater heated pool and jacuzzi home with a beautiful backyard. There is Cable TV and WIFI in the house. 1 tv in the living room and 1 in the master bedroom. Sleeps up to 6 adults and we offer a 2 pack and play for a baby or young child/toddler. The kitchen is newly renovated making cooking and entertaining easy. We are only 7 minutes away from Palm Beach International Airport. Discount available for monthly rentals.

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

Elegant & Glamorous way private pool with heater

Welcome to this spacious and stylish home designed for guests who enjoy comfort, luxury, and beautiful surroundings. This large property features a sophisticated blend of modern elegance and glamorous details, creating the perfect atmosphere for unforgettable family vacations. open living spaces with high-end décor, comfortable seating, and a warm, inviting ambiance. The home offers multiple bedrooms, ideal for large families or groups who want to relax together

Wellington Polo Club Retreat | St. Andrews

Escape to this stylish newly renovated 2-bedroom, 2-bath home in Wellington’s prestigious St. Andrews at the Polo Club. Perfect for up to 6 guests, it offers resort-style amenities, cozy charm, and an unbeatable location—ideal for family getaways, weekend retreats, or equestrian stays. Minutes from dining, shopping, and Wellington’s premier equestrian venues A short drive from West Palm Beach, luxury shopping, and world-class beaches

Newly Renovated House with Luxury Pool

Villa Matilda is a brand-new luxury modern 2-bedroom, 1-bath home perfect for couples, families, or equestrian guests. Enjoy a bright open living space, fully equipped kitchen, cozy bedrooms, and a sparkling private pool. Relax in the serene backyard, sip your morning coffee, or take advantage of nearby riding trails and stables. Stylish, comfortable, and private — the perfect Florida retreat for sun, relaxation, and adventure!

4BR Oasis w/Heated Pool, Near I-95 + Free Coffee!

Experience the tranquility of the Ashe Pool House, located in the heart of Palm Beach. This 4BR/3BA family-friendly home is just a few blocks from I-95, offering easy access to beautiful beaches, shopping, top golf courses, and vibrant nightlife. With a sparkling heated pool and a range of games, it's perfect for both kids and adults to create lasting memories. Start your relaxing getaway—book your sunny escape now!