Holiday rentals with a pool in West Palm Beach

Cottage in Lake Worth Beach

A vibrant outdoor space is surrounded by palm trees and lush plants, featuring a splash pool and a hammock. Soft grass covers the ground, leading to a charming cottage with a welcoming red door visible in the background.

4.99 out of 5 average rating, 143 reviews

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.

Apartment in Singer Island

The entrance to the Ritz-Carlton is framed by lush palm trees and vibrant greenery. A stylish sign indicates the property name, while the modern towers rise in the background against a clear blue sky.

4.92 out of 5 average rating, 121 reviews

Ritz-Carlton Singer Island-Private Beachfront

Enjoy the luxury and legendary service of the Ritz-Carlton in a Residential setting. Queen-bed room accommodates up to three people, with luxury bath, furnished private patio. Pool and private beach access are steps away, as is the on-site restaurant, theater, and 24-hour fitness center. Your concierge can connect you with the best restaurants, water sports, yachting and local venues to enjoy during your Florida experience. Easy access to hustle and bustle of West Palm Beach yet is a world away.

4.99 out of 5 average rating, 111 reviews

A spacious heated pool is surrounded by travertine decking, with lounge chairs and a shaded umbrella positioned for relaxation. Lush tropical plants and trees create a private atmosphere, while a grill is nearby for outdoor cooking.

Home in Flamingo Park

Chic Casa w/ Fabulous Pool & Terrace Near Downtown

This historic Flamingo Park home has been completely revamped, boasting contemporary finishes, minimalist decor, a custom Italian kitchen + a large outdoor space, ideal for wining & dining. The heated saltwater pool includes steps where you can relax w/ a cocktail + space for swimming - perfect for the entire family. Only steps from chic restaurants, cafes, the Norton museum & both the Kravis + Convention Centres. On top of that, you're only minutes away from world-class beaches & downtown WPB!

Guest house in Flamingo Park

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, 467 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.

5 out of 5 average rating, 124 reviews

A tranquil backyard scene features a heated pool surrounded by tropical greenery. A covered pergola offers shaded dining with a large table and chairs, while lounge chairs in bright colors are positioned near the pool. The evening sky displays soft hues of pink and blue, enhancing the serene atmosphere.

Home in Flamingo Park

Casa Biscayne, with #1 Superhost in West Palm!

Built in 1925, “CASA BISCAYNE” is your gorgeous, historic, home away from home. Located in the most desirable neighborhood in the Palm Beaches, Flamingo Park. Within walking distance of Grandview Public Market, Table 26, Serenity Tea House, Grato’s, HIVE Bakery, The Square, Bedner’s Farmer’s Market, the Norton Museum of Art, and more. Explore our beautiful neighborhood on foot, or on one of our complimentary bicycles. Relax in your heated pool, or discover the many beautiful local beaches.

5 out of 5 average rating, 104 reviews

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.

Home in Dreher Park

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!

4.94 out of 5 average rating, 108 reviews

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.

Home in Delray Beach

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!

A wooden hot tub is surrounded by a multi-tiered deck on lush green grass, set against a vibrant sunset sky. A barrel sauna is visible nearby, with soft lighting creating a cozy ambiance, while tropical plants add touch of nature to the serene outdoor space.

4.97 out of 5 average rating, 168 reviews

Bio Hacker Resort! Pool, Sauna, ColdPlunge, HotTub

West Palm Beach Oasis! Explore a luxurious 3BR/2BA resort-style escape that sleeps up to 8 guests. Relax by the sparkling pool, unwind in the sauna, or enjoy movie nights at the outdoor theater. The game room & Tiki Bar make this the ideal spot for entertainment. Stylish decor, an 85" Smart TV, & modern amenities create the ideal setting for relaxation. At Russi Retreat, you're not just booking a stay; you're securing a private sanctuary in South Florida. Book your stay today!

Superhost

A well-lit living area features a large wall-mounted TV displaying a tropical scene. A comfortable leather sofa is positioned in front of a coffee table, surrounded by vibrant greenery visible through large windows. A decorative rug adds color to the space.

4.93 out of 5 average rating, 243 reviews

Palm Beach Paradise • Walk to Beach • Pool • WiFi

Palm Beach Paradise! Bright, private MULTI ROOM condo with tranquil pool view, just 1 block to the Atlantic beach and Intracoastal/Lake Trail. Wake to ocean breezes, stroll to the sand, or bike scenic waterfront trails. Queen bed, 86" 4K UHD TV with streaming, free Wi‑Fi, air conditioning, fans. Kitchenette with microwave, mini‑fridge & K‑cup coffee. Beach towels, chairs & 8' umbrella included. Walk to shops & dining. Lounge poolside or chase sunsets—your escape awaits.

A bright bedroom features a spacious bed dressed in white linens, complemented by soft lighting from bedside lamps. Large windows allow natural light, revealing decorative flowers outside. A cozy chair adds warmth, and a classic mirror enhances the inviting atmosphere of the room.

4.95 out of 5 average rating, 207 reviews

Sensational Palm Beach Island with Grand Terrace

Seen on HGTV's House Hunters International. Bright beautiful studio located on world-renowned island of Palm Beach, Florida, perfectly situated 1.5 blocks from the beach, within walking distance of fine dining and shopping. Over-sized terrace. Waterside walk/bike path. Wi-Fi. 24-hr front desk. 5 miles from airport. If already booked, or for 2 rooms, click our host photo at bottom of listing to see if our adjacent studio is available.

Apartment in Singer Island

An inviting living space is showcased with large floor-to-ceiling windows offering panoramic views of the ocean and city. A cozy sofa faces a wall-mounted television, complemented by a dining area and a breakfast bar, enhancing the open layout filled with natural light.

4.94 out of 5 average rating, 184 reviews

Ritz-Carlton Beach Penthouse by Guaranteed Rental

At Guaranteed Rental™, we are dedicated to providing you the very best privately owned properties in the heart of Palm Beach. Everything about this condominium is top of the line, first class and immaculately clean. The grounds of this oceanfront property features stunning 180 degree postcard-perfect ocean views. We welcome responsible guests seeking to enjoy the finest that Palm Beach offers in a serene and upscale setting.

Guest house in Flamingo Park

4.97 out of 5 average rating, 180 reviews

Tropical Cottage with Pool

Private poolside retreat with king bedroom, cabana, and lush tropical privacy. Enjoy a heated pool with waterfall, outdoor shower, BBQ grill, kitchenette, washer/dryer, and two smart TVs. Bedroom opens to patio; cabana includes futon, dining table, and kitchenette. Walk to shops, dining, and attractions, or explore West Palm Beach with complimentary bikes. Secluded yet convenient, perfect for relaxing or working remotely.

Popular amenities for West Palm Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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, 135 reviews

Beautiful 3-bedroom, 2-bathrooms house with pool

An aerial view captures a spacious backyard designed for entertainment, featuring a heated pool, a basketball court, and a mini-golf area. Loungers and umbrellas provide shaded seating, while a fire pit surrounded by seating invites cozy gatherings. Greenery adds a touch of nature.

5 out of 5 average rating, 22 reviews

Pikklball~Htd Pool~Golf~Pool Table~Bowl~Firepit~13

4.98 out of 5 average rating, 212 reviews

The heated saltwater pool is surrounded by tropical foliage, featuring a wrap-around seating bench and a water wall. A spacious outdoor patio includes lounge chairs, a large umbrella, and a dining area, creating a serene space for relaxation and entertainment.

Home in Lake Worth

Tropical Beach Villa with Heated Salt Water Pool

A private pool area is highlighted with clear blue water and surrounded by lush greenery. Two lounge chairs are positioned nearby, inviting relaxation. The surrounding brick patio offers a warm contrast to the water, enhancing the serene outdoor atmosphere.

4.96 out of 5 average rating, 165 reviews

Perfect pool house

Home in Old Northwood Historic District

A heated saltwater pool glimmers under clear skies, surrounded by lush tropical landscaping. Artificial grass squares create a playful checkerboard pattern along the patio, leading to the pool. The atmosphere combines relaxation and fun in a private outdoor setting.

4.99 out of 5 average rating, 166 reviews

Palm Beach Chic 4BR Pool Home-Walk to Shops + Eats

Superhost

5 out of 5 average rating, 3 reviews

Pickleball, Heated Pool, Cold Plunge, Sauna, Bar!

4.93 out of 5 average rating, 100 reviews

A wooden deck area features a blue umbrella providing shade over an outdoor dining set with a table and several chairs. A comfortable seating arrangement is visible, alongside lush greenery and a glimpse of a pool in the background under a clear blue sky.

Home in Flamingo Park

Serendipity

A serene outdoor space features a heated swimming pool surrounded by lush palm trees and a spacious patio. Comfortable seating with cushions is arranged under an awning, while a dining area is visible nearby. Large glass doors illuminate the interior from the pool area.

4.97 out of 5 average rating, 38 reviews

The Pearl - Heated Pool + Ping Pong

Apartment rentals with a pool

A bright bedroom features a spacious bed adorned with vibrant pink and green bedding. Fluffy pillows add texture, while large windows allow natural light to fill the space. An elegant lamp beside the bed complements the room's decor, and a wardrobe stands against the wall.

4.98 out of 5 average rating, 195 reviews

The Lilly Pad: A Lilly Pulitzer- Inspired Condo

The living room area features a dark blue sofa adorned with light-colored cushions. A neutral-toned area rug covers the floor. A kitchenette is visible in the background, with two bar stools positioned at a counter. A wall-mounted TV displays a city skyline.

4.94 out of 5 average rating, 106 reviews

Beautiful 1 BR Condo Pool/Beach. Perfect Location!

Apartment in Deerfield Beach

A bright living room features light-colored furniture and a mounted television. Large windows with sheer blinds allow natural light to fill the space. A decorative plant adds greenery, and a white coffee table is centered on the wood-look flooring, enhancing the room's airy feel.

4.92 out of 5 average rating, 108 reviews

1/1 Apartment in Deerfield Beach

Apartment in Palm Beach Gardens

The entryway leads into a bright, open space with warm wood tile flooring. A modern kitchen bar with two white stools is visible, along with dark cabinetry and stainless steel appliances. Natural light enters through nearby windows, enhancing the inviting atmosphere.

4.97 out of 5 average rating, 178 reviews

Clean quiet updated 2 bdrm golf villa PGA National

4.87 out of 5 average rating, 220 reviews

A sandy path leads to the beach, bordered by lush green vegetation on either side. Wooden posts with ropes define the walkway, which opens up to a view of the blue sky and the distant ocean, creating an inviting coastal atmosphere.

Apartment

Retro charm studio - Walk to beach & Atlantic Ave

4.99 out of 5 average rating, 139 reviews

A spacious living area features a dark sectional couch and a light coffee table atop a patterned rug. Natural light enters from large sliding doors, illuminating the room. A dining area with a round table for four complements the aesthetic, and artwork adds a serene touch.

Apartment in Jupiter Bay

Luxury, Lake & Sunset Views, Pool, 1/2mi to beach!

Apartment in West Palm Beach

A modern resort building features a clean architectural design, surrounded by palm trees and vibrant landscaping. The Marriott Vacation Club sign is prominently displayed in front, indicating the welcoming nature of the property.

4.91 out of 5 average rating, 160 reviews

Marriott Ocean Pointe Guest Room/Studio

A serene bedroom features a spacious bed with a patterned headboard, complemented by blue accent pillows. A light wood desk and chair are positioned nearby, with a wall-mounted television providing entertainment. Natural light filters through the window treatments, illuminating the soft, neutral color palette.

4.93 out of 5 average rating, 110 reviews

Cozy Beach Queen Chic-Palm Beach Island-near Beach

Other holiday rentals with a pool

5 out of 5 average rating, 29 reviews

A private outdoor space is presented, featuring a sparkling salt-water pool accompanied by a hot tub. Colorful umbrellas provide shade over spacious loungers, while a cozy seating area and dining table enhance the inviting atmosphere. Ambient lighting complements the tranquil evening sky.

Home in Lake Worth

NEW POOL + SPA! Historic Downtown Beach House Gem

Home in Northwood Village

A vibrant pink flamingo float rests in a crystal-clear heated saltwater pool, surrounded by lush tropical landscaping. Comfortable lounging chairs are positioned beside the pool, with shaded areas featuring stylish umbrellas. The serene atmosphere is enhanced by the dappled sunlight filtering through the foliage.

5 out of 5 average rating, 12 reviews

The Grove House: Palm Beach-style, shared pool!

Apartment in Singer Island

A private balcony offers expansive ocean views, with gentle waves lapping against the sandy beach below. Lounge chairs are positioned to enhance the scenic experience, framed by clear blue skies and wispy clouds.

5 out of 5 average rating, 22 reviews

2BR 2BA w/ocean views in Amrit. Summer Special !

5 out of 5 average rating, 13 reviews

A spacious living area showcases a large sectional sofa in a neutral tone, complemented by a round coffee table. Floor-to-ceiling windows provide expansive views of the surrounding landscape, with a dining area visible in the background featuring a circular table and elegant chairs.

Flat in Singer Island

5 Star Luxury Resort Beach Condo

4.98 out of 5 average rating, 84 reviews

A large heated pool occupies the center of the outdoor space, surrounded by lush greenery and tropical landscaping. Comfortable seating is available on the covered patio, complemented by outdoor dining options, creating a serene atmosphere for relaxation.

Villa in Southland Park

The Pink Orchid Beach House + Stunning Pool!

An open concept living area features a spacious white sectional sofa positioned around a light-colored coffee table. Large glass doors provide views of the backyard and pool, while neutral walls and polished floors contribute to a bright and airy ambiance.

4.99 out of 5 average rating, 94 reviews

New Lux 4/3 Entire House | Heated Pool | Lg Yard

4.98 out of 5 average rating, 53 reviews

A serene heated pool is surrounded by lounge chairs and umbrellas, set against a backdrop of lush palm trees. The scene is illuminated by the warm colors of a sunset sky, creating a tranquil outdoor living space.

Home in Delray Beach

312 Delray Retreat: Pool, Tiki Hut & Putting Green