Holiday rentals with a pool in Palm Beach County

Chic Home • Stunning Pool • Near Beach & Downtown

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. Comfortable beds with a ceiling fan in each room makes for restful nights. 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.

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.

Tranquil Vibes ~ Pet Friendly Private Pool Home

Welcome to our cozy pool home with screened porch, deck w/ remote control lighting of cabana for evenings. Grill, tropical fruit trees, plants & private fenced yard. Coastal cottage decor mixing vintage finds in newly remodeled space. Neighborhood is peaceful w/ close drive to beaches, restaurants, golfing, parks & shopping. Each bedroom has cooling mattress pads & ceiling fans. Pets welcome! Beach chairs, cooler, bikes, beach umbrella, pool floats, yoga mat, games/books-.Long stays welcome

Cozy Home with Pool & Spa (Heated) in Wellington

This home is set up to provide all the comforts you need. This beautiful property is located minutes from the equestrian centers. There is a screened in pool area allowing you to enjoy the pool without needing to worry about any Florida bugs. The spa is perfect for relaxing. All the bedrooms are comfy, and the master provides comfort and plenty of space for quiet time if needed. There are also two living room areas, and plenty of seating set up so memories and family time will be easy to have

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!

Private Saltwater Pool • Huge Yard • Jupiter Beach

Saltwater pool days, warm nights, and that effortless Jupiter feeling. Welcome to your private coastal escape. Just minutes from Jupiter’s best beaches, restaurants, and local favorites. Relax by the pool, grill on the patio, or head out for beach days. Inside, enjoy a calm, comfortable space with plush bedding and room to unwind. Perfect for families, couples, or a quick getaway. ✔ Saltwater pool + backyard ✔ Screened-in porch ✔ Smart TVs in every room ✔ 10 minutes to Jupiter beaches

Charming Rustic Log Cabin with Pool & Farm Animals

Fazendinha Little Farm is a refined unique countryside retreat created by a Brazilian family passionate about hospitality and meaningful experiences. Surrounded by nature and charming animals, it invites you to unwind and reconnect in style. Enjoy serene pool days, ,cozy brick fireplace , peaceful under the stars by the outdoor fire pit and unique farm moments. The cabin hosts up to 6 guests with 2 queen beds and an air mattress, offering comfort, privacy, and elevated rustic charm.

Tropical oasis with amazing tiki, pool

Peaceful, newly remodeled, well appointed home surrounded by native/tropical landscape. You will have 5 acres of lush paradise all to yourself. Enjoy the outdoor tiki with family and friends or just hang out by the pool, enjoy nature or simply go for a bike ride. The tiki is a great addition to the home. It has a large gas grill, coolers for drinks and a large counter. The property is located 5 miles from the airport, close to beaches, downtown west palm beach and the polo grounds.

BoxHaus Modern tiny home in the heart of WPB

Welcome to Your Modern Tiny Oasis in West Palm Beach! Experience style, comfort, and convenience in this designer container guest house,your cozy retreat just minutes from beaches, dining, nightlife, and culture. Located behind the main home, this private space is only 7 minutes from the airport and 6 miles from Downtown. Enjoy a peaceful stay in a quiet neighborhood, with optional boat charters available for a true South Florida experience

Waterfront, Spa, Htd Pool, Billiards, Lanai, Canal

Bachelorette weekends, birthday trips, family vacations — this is the house groups keep coming back to. Heated pool and spa on a private canal, screened lanai with string lights, billiards, and a dock where guests watch the sun go down. Sleeps 10. Hosts respond in minutes and know every great restaurant and hidden gem in Delray. 5 minutes to Atlantic Ave. Kayaks, paddleboards, and fishing gear included. 5 minutes to the beach.

Jupiter Paradise Poolside Putting Retreat

Newly updated! Family friendly, spacious vacation home with your own private saltwater poolside retreat in the heart of Jupiter Florida. This 4BR home will accommodate your entire group (10) in modern comfort. While luxury inside the tropical patio, saltwater pool, and putt putt course await in your backyard. Outdoor grill, brick pizza oven, and game room with pool table. Only a few minute drive to local shopping or the beach.

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!