Holiday rentals with a pool in Wellington

Private & Pet Friendly, Key West-King Bed Cottage

Spend your beach getaway at our cozy and colorful cottage. It’s one of the historic cottages of Lake Worth Beach listed in a bestselling book 'The Cottages of Lake Worth'. Sit back, soak up the sun, and enjoy the splash pool in the private yard, a palm tree paradise. Relax completely in the specious king-bed bedroom. In a walking distance from the cottage are the Lake Worth public beach and Downtown with a variety of restaurants and entertainment venues. Community Golf Club is around the corner.

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!

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.

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!

New 2BR Bungalow Apartment #5

This is a beautiful, recently renovated ground floor apartment located just walking distance from the intracoastal waterway. Situated right in the heart of West Palm Beach's beloved historic district of El Cid, the apartment is only about 1.5 miles away from the beach as well as shopping and restaurants in City Place. This comfortable apartment is suitable for both work and vacation. It is fully furnished with unique decor and furniture, and is a perfect place to relax and unwind.

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.

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.

New Studio Apartment w/ Kitchen - A

This quaint and private apartment is newly remodeled and located in the heart of West Palm Beach. This suite is perfect for the weekend get-away or for those looking to thaw out for a few months and escape from the cold. Conveniently located near: - Beach - Flagler Museum - Breakers Hotel - Downtown West Palm - Norton Museum - Kravis Center - Convention Center - Great Restaurants .. And so much more