Vacation rentals with a pool in Wellington

CASA DE CONCHA - 3/2 POOL Home in Boynton Beach !

Conveniently located in central Boynton Beach with easy access to both I-95 and the FL Tpk, and only 4 miles to the beach, this charming and tastefully appointed 5 * rated 3/2 pool home offers exceptional comfort (new mattresses, loaded with amenities), leisure (private enclosed pool, outdoor dining area, fire pit), AND utility (fully equipped kitchen, grill, home office) for families and business travelers alike! Come stay with us and enjoy the benefits of an EXPERIENCED SUPERHOST-managed home!

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 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.

Bleu Tropical Resort Estate Sleeps 18

Enjoy a private Key West–style retreat set on over an acre in a prime West Palm Beach location. Close to everything yet tucked away in your own tropical oasis. Ideal for multi family stays and group getaways. Sleeps 18 with spacious living areas, a separate downstairs suite, and a resort-style pool featuring a slide, rock waterfall, loungers, outdoor dining, and grill. Just 15 minutes from beaches, Wellington polo grounds, Downtown West Palm Beach, dining, shopping, and PBI Airport.

Villa Hibiscus at the PINK PALM

Private 1BR cozy Hibiscus Villa with King-sized poster bed in the beautiful Historic Northwood area of West Palm Beach. Full access to a new salt water pool and Moroccan fountain. Only minutes away from all the main attractions such as beaches, Worth Avenue, marina, downtown and the magnificent Palm Beach Island. Whether you are here for business, vacation, or just a couples getaway we're sure you'll enjoy every moment. Step back in time and unwind in a tropical paradise!

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

Entire Home With Luxury Pool and Heated Spa

Escape to a luxury 3-bed, 2-bath South Florida oasis in the heart of Wellington. This private home comfortably fits 6 guests and features a large swimming pool, hot tub, two living rooms, and a fully equipped kitchen. Perfectly located, you can walk to local shops, diverse restaurants, and a movie theater. Enjoy the ultimate relaxing getaway with exclusive access to your own private paradise, complete with a BBQ grill and a two-car garage for your convenience.

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

Tropical, 2BR, Dog-Friendly Cottage w/ Plunge Pool

Unwind in a lush, tropical oasis—perfect for couples, remote workers, or small families with pets. * Pet-friendly fenced yard * Private plunge pool * Walk to downtown and the beach This charming two-bedroom cottage in Lake Worth Beach combines tropical serenity, city convenience, and beachside fun. Our house is fully licensed by the State, County, and City, so you can be sure your stay is safe, comfortable, and legal.