Holiday rentals with a pool in Palm Beach County

4.96 out of 5 average rating, 26 reviews

The backyard features a modern rectangular pool surrounded by lounge chairs and a large umbrella. A floating swan-shaped pool float adds a playful touch. The house's expansive windows provide views of the lush landscaping and colorful sunset sky.

Villa in West Palm Beach

The Clarke Collection-Villa Flamingo - Waterfront

Introducing Villa Flamingo, part of The Clarke Collection of villas in Lake Clarke Shores, your dream retreat and the epitome of luxury and style. This Mid-Century Modern Contemporary home feels like a private 5-star resort, with 2,600 square feet of elegant living space, 2 bedrooms, 2.5 bathrooms, and stunning views of Lake Clarke Shores. Enjoy vaulted ceilings, a spacious Florida room, a private backyard with a sleek rectangular heated saltwater pool, and vibrant, modern interiors. Convenientl

An open-concept living space features a comfortable seating area with dark sofas and decorative pillows. A wooden dining table is set for several guests. Ceiling fans provide airflow, while large windows allow natural light to brighten the room. A modern kitchen is visible in the background.

4.95 out of 5 average rating, 144 reviews

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.

A serene pool area features a built-in spa with water cascading into the main pool. Surrounding tropical plants and palm trees enhance the outdoor space, with a calm river visible in the background. Soft sunlight reflects off the turquoise water, creating a relaxing ambiance.

4.97 out of 5 average rating, 88 reviews

Blue Buddha Beach - Private Pool/Spa & Home Cinema

Entire home on Gulf Stream. Large Master Suite with King bedroom and view to Pool and Gulf Stream. Beautiful backyard paradise for a perfect getaway. 2 kayaks provided that can be taken down on the ramp to browse on the waterways. 125" projector screen to watch movies in the evening and 50+ local channels, JBL sound system. Brand new remodeled home with induction cook top, modern tea boiler, coastal decoration. Recommended for those who seek a nice getaway in a beachy feeling and honeymooners.

Guest house in West Palm Beach

A bright bedroom features a spacious bed with a textured white cover. Soft blue pillows are arranged neatly, and a cozy chair is placed beside a vintage-style trunk. Natural light enters through two large windows, complemented by light green blinds, creating an inviting atmosphere.

4.98 out of 5 average rating, 501 reviews

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.

Luxe

5 out of 5 average rating, 43 reviews

Heart of Delray ~ Luxury 2bd~ Private Pool & Spa

Experience this beautifully appointed vacation retreat just minutes from Pineapple Grove, Atlantic Avenue, and Delray Beach. Enjoy a tranquil private saltwater pool and spa surrounded by lush tropical landscaping, comfortable lounge seating, and a charming patio. The chef’s kitchen overlooks the pool and is fully equipped for true gourmet cooking. Completely remodeled and professionally furnished, this two-bedroom, two-bath home offers the perfect blend of comfort, style, and relaxation.

A spacious pool area is presented, featuring a rectangular pool surrounded by lounge chairs and tropical landscaping. A thatched-roof gazebo offers a shaded seating area in the background, while a large umbrella provides additional shade near the pool. The bright blue sky enhances the inviting atmosphere.

5 out of 5 average rating, 124 reviews

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!

Superhost

A private backyard features a heated pool surrounded by sun loungers and a thatched tiki hut. Soft lighting enhances the serene atmosphere, while palm trees and a grassy area create a tranquil oasis. A stunning sunset sky adds color to the scene.

4.93 out of 5 average rating, 120 reviews

Delray Bali House ~ Heated Pool ~ Sauna ~ Hot Tub

☆ 5% Military and First Responder Discount ☆ Escape to our Bali inspired oasis in the heart of Delray Beach! Immerse yourself in the city's vibrant culture while enjoying the local dining and shopping scene. Take a quick ride to the pristine beach for a fun-filled day of swimming, paddle-boarding, and boating, or head over to Lake Ida for a peaceful fishing trip. Unwind in the tranquil amenity filled backyard. Rejuvenate and make long lasting memories with your loved ones. Welcome!

5 out of 5 average rating, 20 reviews

A two-story retreat is shown from the front, featuring a clay tile roof and gentle landscaping. Tropical plants and palm trees frame the entrance, while a spacious driveway leads to a double garage. A welcoming atmosphere is created by large windows allowing natural light.

Home in Wellington

Sunny Oasis| Pool| Top Location |Big Patio| 4 BR

Scape of our stunning 4 bedrooms retreat in the heart of Wellington Why you should book with us? 1. 9 Min from Wellington Equestrian Centre Central Park 2. 15 Min National Polo Center 3. 15 Min from Lion Country Safari 4. 30 Min From Lake Worth Beach 5. 30 Min From Rapids Water Park 6. Ideal For Families 7. Private Pool & huge Patio 8. Fully equipped Kitchen 9. Family games 10.Free onsite parking 11. Quiet and Safe Place 12. Smart TV 13. Self Check in 14. Host available 24/7

The exterior of the house features a charming Mediterranean-style façade, characterized by stucco walls and a terra-cotta tile roof. Two large arched windows invite natural light, while well-maintained landscaping with lush greenery enhances the inviting entrance.

5 out of 5 average rating, 46 reviews

The Rose |The Sister House. Your Coastal Retreat !

Discover The Rose, an exquisite retreat in historic Flamingo Park—where serene luxury meets vibrant beaches and downtown. This exclusive three-bedroom, one-bathroom haven features contemporary decor that blends comfort and style. Unwind in the heated saltwater pool or the elegant outdoor living area, complete with generous seating. Experience the ultimate Palm Beach lifestyle with your private poolside escape, just minutes from City Place and enchanting Palm Beach Island..

The private pool area showcases a sparkling blue pool, complete with a spa and sun loungers beneath vibrant red umbrellas. Lush greenery and tranquil waterfront views create a serene atmosphere, inviting relaxation and enjoyment under a bright blue sky with fluffy white clouds.

4.95 out of 5 average rating, 141 reviews

Waterfront Htd Pool, Spa, Billiards, Lanai, Canal

🌴 Relax at this luxury waterfront Delray Beach retreat in Delray Beach, featuring a heated pool & spa, private dock, screened porch with string lights & Smart TV, pool table, BBQ, and canal views. Bright open living and flexible sleeping for up to 10 guests make it perfect for families and groups seeking comfort, space, and true South Florida relaxation. Message us today and enjoy waterfront luxury, sunshine, and relaxation — all in one exceptional stay. 🌴☀️

An aerial view showcases a modern home painted in soft turquoise, surrounded by lush greenery. A sparkling pool is framed by neatly manicured grass, and two umbrellas provide shade over outdoor seating. The inviting atmosphere is complemented by palm trees and a pop of vibrant colors.

4.96 out of 5 average rating, 101 reviews

The Dream Delray/ 4 BR En-suite Pool Home

Dreams Delray is a modern 4 bedroom 4 1/2 bathroom (4 Bedroom En Suites) heated pool home which is a 10 minute walk to "The Ave,” Delray Beach's popular downtown venue, and a short 5 minute drive to our famous sandy beaches. It has everything you can ask for the perfect family vacation or a small getaway to sunny Florida. The home offers a top chef kitchen open floor plan, surround sound and a wonderful view of the pool from just about every part of the house.

A spacious living area features a large sectional sofa adorned with various textured cushions, complemented by a wooden coffee table. Natural light floods through expansive glass doors, illuminating the warm-toned flooring and soft area rug. A decorative plant enhances the inviting ambiance.