Vacation 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.

Lux Equestrian 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.

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!

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.

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!

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.

🌞Palm Beach🌴view studio by the🏖 w/parking⚡wifi

🌴🏖Beautiful remodeled Palm beach island garden/pool view 275 sf. studio available in the historic Palm Beach Hotel 2.5 blocks to the Beach. Includes a parking pass for free parking nearby. Newly furnished with large comfortable King Simmons Beauty Rest Platinum bed kitchen and a great view of a garden and partial view of the pool! Dining, bars & beach within 2 blocks and a Publix across the street, beautiful pool on-site. Parking passes are included with your stay🏖🌴

WHISPERING PALMS

Located in our highly secure gated community, this artfully furnished 3 room Villa has a true Florida vibe. Only a quarter mile from PGA Golf Club; minutes from the beach; tropical gardens, and a large swimming pool make this property truly unique. This is an AWARD WINNING GUEST HOME!! LARGE PRIVATE POOL. NEVER SHARED! FOR GUESTS ONLY! Screened in wooden deck is a perfect place to relax and enjoy your morning coffee or a glass of wine in the evening.

Lovely 1 Bedroom - Walk to Waterfront!

Enjoy a stylish experience at this centrally-located place. We are located in the beautiful, historical district of El Cid in the heart of downtown. Just 2 blocks from the water, you can enjoy the beautiful views of the intracoastal as you walk or bike along the waterfront path. There are tons of great restaurants and coffee shops within walking distance. Clematis street, Rosemary Square, the Norton and much more are just minutes away.

Luxe Designer Home • Heated Salt Pool • Palm Beach

Enjoy a private Flamingo Park retreat with a heated saltwater pool, lush yard, and bright modern interiors. This renovated historic home offers a sleek Italian kitchen, comfortable lounge & dining areas, fast WiFi, smart TV, and Sonos soundbar. Walk to cafés, restaurants, and the Norton Museum. Minutes to beaches, golf, and a family-friendly park with tennis and new pickleball courts. Great for families or business stays.

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.