Holiday rentals with a pool in Palm Beach

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.

4.92 out of 5 average rating, 130 reviews

Beautiful 1 BR Condo Pool/Beach. Perfect Location!

Welcome to the historic Palm Beach Hotel! Absolutely perfect location to enjoy the Palm Beach lifestyle and explore all it has to offer. Walk to the beach, restaurants, and shopping! Free parking! Beautifully decorated, 1 bedroom condo with a separate living room and kitchenette. It is a bright and sunny 389 square foot unit located on the 3rd floor with lovely views of palm trees. The bedroom features a comfortable King-sized bed and TV. The living room has a sleeper sofa, TV and extra seating.

LocationValueSolo travel

4.99 out of 5 average rating, 144 reviews

Home in Flamingo Park

Luxe Casa • 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.

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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, 220 reviews

The Lilly Pad: A Lilly Pulitzer- Inspired Condo

Welcome to THE LILLY PAD- Palm Beach's 1st Lilly Pulitzer-inspired condo!! The Lilly Pad is decked out in all things Lilly Pulitzer and is the perfect place to come stay and play Palm Beach-style. Located in the historic Palm Beach Hotel, The Lilly Pad, is a few blocks from the beach (we've got the beach towels, chairs and umbrella!) and steps away from some of the best restaurants, shopping and nightlife in Palm Beach. We have beach cruisers and a parking pass for all of our guests to use too!

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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, 134 reviews

Cozy Beach Queen Chic-Palm Beach Island-near Beach

Cozy Chic Beach Queen, inspired by mid century modern decor includes a shower/bath & task desk. This historic Palm Beach Hotel Condo is just 1 1/2 blocks to the beach or relax by our heated pool. World class restaurants in walking distance. No car is needed but valet parking is $15 a day from 8 a.m. til 11 p.m. Please inform if bringing a car & park in front for 15 min only check-in and ask for parking placard in mailbox 3018. Please return the placard when departing or result in a $50 fee.

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5.0 out of 5 average rating, 148 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.

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Guesthouse 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.

4.97 out of 5 average rating, 534 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.

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A vibrant living space features bold wallpaper with leafy motifs. A glass dining table is surrounded by sleek chairs, while a plush green sofa adds color. Ambient light reflects from a decorative chandelier and mirrors, creating an inviting atmosphere for relaxation.

4.8 out of 5 average rating, 133 reviews

Palm Beach Paradise

As featured in Palm Beach Illustrated, October 2018, this playful terraced one bedroom apartment offers over 800 square feet of interior space designed and decorated by Tracy Stern Turco. Palm Beach living extends outside to the terrace for Al fresco dining or relaxing in the sun. No Animals are permitted. Heated pool. Wonderful beaches only two blocks away. Come for the warmth, sun and water. Free 24 hour street placard parking or Valet parking available as well for a small fee.

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An outdoor tiki area is illuminated under a thatched roof, featuring comfortable seating and a natural wooden table. A swimming pool can be seen in the background, surrounded by lush tropical landscaping. The space is designed for relaxation and enjoyment in a serene setting.

4.94 out of 5 average rating, 95 reviews

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.

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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.

4.98 out of 5 average rating, 108 reviews

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

Enjoy Paradise in the Palm Beaches! Located in one of the best neighborhoods in Palm Beach, close to downtown, Palm Beach Airport, restaurants, bars and the most beautiful beaches in the area. This beautiful stylish home has 4 spacious bedrooms, 3 bathrooms and a very large one of a kind kitchen. Get ready to enjoy the heated pool, grill, outdoor sitting area, fire-pit, playground for kids and even a butterfly garden in the backyard that this home has. A very family oriented home.

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The living area features exposed wooden beams and a large television mounted on the wall. A cozy orange couch and a blue sofa provide ample seating, while a white coffee table sits atop a colorful area rug. The dining area with bar seating is visible in the background.

4.92 out of 5 average rating, 132 reviews

Palm Beach Hotel Penthouse

"Fantastic opportunity to stay in the highly desirable, Palm Beach Island. This Penthouse unit has 1 Master BR with a King Bed and 1 Living room -(Queen Pull out sofa bed ) and a single Murphy bed. Newly renovated -New mattresses -Free Wifi/Cable -large LCD TV in living room and additional tv in bedroom. Free access to community heated pool. 14" high cathedral ceiling open space luxury penthouse. Alkaline water filtering system & prepaid complementary parking placard

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A spacious living area features a comfortable seating arrangement with neutral-toned cushions and a large coffee table at its center. Textured rugs and natural materials create a cozy ambiance, while soft lighting enhances the inviting atmosphere. A dining area is visible in the background.

4.98 out of 5 average rating, 102 reviews

Palm Beach Perfection: 2 Bed, 2 Baths + Location

This charming and spacious unit is perfect for families, comfortably accommodating 4 to 6 guests. Its prime location eliminates the need for a car, with top-rated restaurants, cafes, shops, an outdoor pool, and Publix Grocery conveniently located just across the street. Additionally, the beautiful ocean beach is only a block to the East. Experience the finest and most fully-equipped apartment on the island for an unforgettable stay.

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4.95 out of 5 average rating, 105 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 West Palm Beach

The Pink Orchid Beach House + Stunning Pool!

Relax at this lovely color coordinated stay in quiet cul-de-sac in the pristine area of West Palm Beach. The home is a combination of rustic farmhouse meets Palm Beach tropic flair. The large heated pool, lovely outdoor lounging with BBQ, and bikes are sure to be a hit with any group. The perfect tropical Florida getaway awaits. A short 8 minute drive to Palm Beach Island, Downtown West Palm Beach and the Beaches.

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Popular amenities for Palm Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An inviting heated pool is surrounded by lush greenery, with modern lounge chairs positioned for relaxation. Soft lights reflect off the turquoise water, enhancing the serene atmosphere as evening sets in. The outdoor dining area, featuring a table and chairs, offers a perfect gathering spot.

4.99 out of 5 average rating, 101 reviews

Amazing pool home

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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, 171 reviews

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

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A spacious backyard is showcased, featuring a shimmering pool with a sun-shelf. Comfortable lounge chairs are arranged on lush green grass, with a shaded pergola offering additional seating. Tropical plants frame the area, enhancing the outdoor ambiance.

4.83 out of 5 average rating, 104 reviews

The Palms-Tropical backyard oasis w/ pool& hot tub

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Home in Palm Springs Village

The Royal Gourmet charcoal grill is positioned near the sparkling pool, with the sturdy grill surface facing the viewer. A blue soccer goal stands in the background, framed by lush green foliage, providing a vibrant outdoor setting.

4.89 out of 5 average rating, 175 reviews

4BR Oasis w/Heated Pool, Near I-95 + Free Coffee!

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A private backyard features a heated swimming pool framed by a spacious deck. A tiki bar and outdoor seating area are visible. A whimsical unicorn float is situated in the pool, while lush palm trees line the perimeter, enhancing the inviting atmosphere.

4.88 out of 5 average rating, 121 reviews

*Life’s a Beach- Only 1 Block from the Ocean!

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4.9 out of 5 average rating, 112 reviews

Home in Singer Island

4 Bedroom - Heated Pool Home - Walk to the Beach!

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5.0 out of 5 average rating, 62 reviews

Lux Heated Pool Fitness Hot Tub Golf Fire Pit

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5.0 out of 5 average rating, 17 reviews

Palm Blanc | Modern Retreat • Pool • Firepit

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Condo rentals with a pool

A small studio room features light wood flooring and a spacious bed with white linens. Large windows allow natural light to illuminate the turquoise walls. A minimalist bedside table and a wall-mounted TV add functionality to the cozy space, complemented by framed leaf artwork.

4.88 out of 5 average rating, 165 reviews

Pool•Beach•Fast WiFi•A/C•SmartTV•Queen•Small Condo

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A well-appointed living area features a cream-colored sofa paired with a glass coffee table. Natural light filters through the window coverings, illuminating the space. A dining table is positioned to the side, accompanied by decorative plants on each surface.

4.82 out of 5 average rating, 147 reviews

White Orchid - 1 Bedroom Apartment

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Condo in Palm Beach Shores

4.87 out of 5 average rating, 182 reviews

Marriott Ocean Pointe Guest Room/Studio

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A bright sleeping area features a spacious bed with white bedding, complemented by light wood furniture. Large windows allow natural light to fill the room, framed by soft white curtains. Decorative elements include ceiling beams and a potted plant, enhancing the welcoming ambiance.

4.96 out of 5 average rating, 243 reviews

Ultimate Palm Beach Island with Grand Terrace

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A spacious studio layout features two luxury queen beds with plush headboards. A seating area with a coffee table and rattan chairs is positioned centrally. A kitchenette area with counter seating is visible in the background, creating a bright and clean ambiance.

4.86 out of 5 average rating, 107 reviews

Palm Beach Luxury 2Q beds Pool Beach

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4.92 out of 5 average rating, 195 reviews

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.

Condo in Singer Island

Ritz Residences Penthouse by Guaranteed Rental

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4.84 out of 5 average rating, 133 reviews

🏝Palm Beach Island One Bedroom/Pool/Wifi🏖

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Condo in Palm Beach Shores

The exterior of a vibrant blue condo is displayed at dusk, featuring a heated pool and a spa illuminated in soft hues. Comfortable seating areas and lush landscaping enhance the relaxing outdoor space. Balconies above provide additional seating options with a tropical ambiance.

4.93 out of 5 average rating, 101 reviews

Tropical Tranquility! Boutique Resort

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Other holiday rentals with a pool

4.97 out of 5 average rating, 38 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

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A bright bedroom features a queen-size bed with a tropical floral duvet and rattan headboard. Two white bedside tables with lamps provide gentle lighting, while stylish shutters frame the windows, allowing natural light to enter. A decorative plant adds a touch of greenery to the space.

4.98 out of 5 average rating, 64 reviews

Pineapple Pad Palm Beach: Colony Hotel-Inspired

LocationFamilyAmenities

4.9 out of 5 average rating, 60 reviews

The exterior of the villa is showcased, featuring a charming two-story structure with a distinctive Spanish-style architecture. Lush palm trees and tropical landscaping frame the entrance, while a decorative wrought-iron gate leads to a welcoming pathway. The bright facade is complemented by vibrant greenery.

Villa in West Palm Beach

Luxury 3BR Spanish Villa | Pool Table

LocationFamilyWalkability

The living area is illuminated with natural light, featuring a mix of elegant furniture, including a green patterned sofa and vintage chairs. A fireplace adds warmth, framed art decorates the walls, and ceiling beams enhance the open feel of the space.

4.92 out of 5 average rating, 12 reviews

Parisian Penthouse

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5.0 out of 5 average rating, 44 reviews

Heated Pool Oasis West Palm Beach Pet Kid Friendly

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Apartment in West Palm Beach

5.0 out of 5 average rating, 48 reviews

Cottage 2 on Penn - With Pool!

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4.96 out of 5 average rating, 48 reviews

Home in Flamingo Park

New Pool Paradise! WPB 3/2 Designer Home (no pets)

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A spacious room features a king size bed with a navy blue throw across the foot. Natural light enters through arched windows, illuminating a sitting area with rattan furniture. A ceiling fan adds to the relaxed ambiance, complemented by soft green walls and wooden flooring.