Holiday rentals with a pool in Ocean Ridge

A landscaped yard features lush palm trees and tropical plants, creating a serene outdoor space. A stone pathway winds through the grass, leading to a small seating area with a round table and chairs, set under the shade of the trees.

4.82 out of 5 average rating, 197 reviews

House by the beach in a secluded area

Completely private,Recently remodeled and tastefully furnished in true Florida fashion. Kid and pet friendly with plenty outdoor space with private above ground pool, located less than 5 minutes from the beach. Walkable distance to local shops, restaurants and entertainment. The house has NO cameras inside. We have a ADT alarm system in the living room that has a motion sensor for when the alarm is set on away mode. (If guest want to use it the alarm). We only have cameras outside of the house

4.99 out of 5 average rating, 145 reviews

A vibrant pink pool float with the text 'OUT OF OFFICE' is placed in the clear blue water of a private swimming pool. Additional pool floats in various colors are visible, creating a playful atmosphere. Lush greenery surrounds the pool area.

Home in Lake Worth

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

4.85 out of 5 average rating, 267 reviews

A serene outdoor space featuring a heated pool surrounded by palm trees and lounge chairs. A wooden dock extends into the intracoastal waterway, providing a picturesque view. The patio area includes shaded seating arrangements, creating an inviting setting for relaxation.

Condo in Pompano Beach

ON CANAL! Pool+Walk to BEACH! Boat Watch! 1b/1b

Beautiful 1 bedroom condo located directly on the intracoastal with a heated pool. This unit DOES NOT have water view from the condo BUT has amazing views of the intracoastal waterway from the patio/pool area. Enjoy watching the yachts sail by along with taking in amazing sunsets from the dock. Work from home, 1 block from the beach! Quiet and peaceful. Within walking distance to many shops and local amenities! Perfect for couples, young families and groups of friends traveling together.

A tranquil pool area is framed by lush palm trees under a dramatic sky. Soft outdoor lighting bathes the seating and dining areas in a warm glow, inviting relaxation. Reflections shimmer on the water's surface, enhancing the serene atmosphere of the backyard oasis.

4.9 out of 5 average rating, 104 reviews

Resort Style home heated pool min to beach/Delray

Welcome to Deja Blu Beach House! Enjoy a tastefully updated design equipped with everything needed for the perfect vacation. Start your day with complimentary coffee amidst beautiful palm trees in our backyard oasis. Our yard features a pool, BBQ grill, outdoor dining area, fire pit, hammock, seating area, & space for outdoor games. Less than 5 minutes to the beach, 3 min to jet ski & boat rentals, 10 min to Atlantic Avenue Delray Beach, & 15 min to West Palm. Right in the heart of it all!!

A modern sitting area features a light grey couch and a white marble-top coffee table. Two framed art pieces are displayed on the wall, and a tall arc lamp provides soft lighting. A wardrobe is nearby, enhancing the room's functionality.

4.87 out of 5 average rating, 239 reviews

🌞🏖Palm Beach Pool View Studio parking⚡wifi by 🏖

AMAZING LOCATION! NO CAR NEEDED! Beautiful updated Palm beach island direct pool view 275 sf. studio available in the historic Palm Beach Hotel. street 2.5 blocks from the beach with a free parking permit for unlimited parking nearby! A deluxe newly updated and renovated condo complete with queen size bed, wardrobe, , kitchenette and a great view of the pool! Restaurants, bars & beach within 1-3 blocks with a Publix grocery store across the street. Pool, patio, and gardens are all on site.

A charming bungalow is surrounded by lush greenery, featuring a brick pathway leading to the entrance. Potted plants with colorful flowers are placed beside the door. The metal roof reflects sunlight, while the blue sky and clouds provide a serene backdrop.

4.93 out of 5 average rating, 219 reviews

Charming Beach House with Pool! Great location!

Stroll or bike to beautiful beach and Atlantic Avenue! Please contact me for bookings and availability for short term rentals with a 3 night minimum. 2 beautifully furnished bedrooms with queen beds, 1.5 baths plus outdoor shower. Cable TV and wifi, new linens, pots and pans and appliances. Large outdoor entertainment space with pool, waterfall, gas grill, tropical landscape! A true gem! I also add a pet fee of $150 per pet. We offer instant booking up to one year in advance of your stay.

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.

4.98 out of 5 average rating, 490 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.

4.85 out of 5 average rating, 106 reviews

My Happy Place

Experience a luxurious getaway at My Happy Place! This charming 3 Bedroom 2 Bath house, located a block off the intracoastal and just a mile to the beach in an upscale East Boynton Beach neighborhood, is sure to make you feel at home. Fully-stocked kitchen, and a beautiful pool, what better place to stay for your vacation? Take a leisurely 10-minute drive to downtown Delray Beach and enjoy a plethora of great restaurants, grocery stores, and more. Don't miss out - book your stay today!

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, 116 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!

A spacious pool area is surrounded by a well-maintained yard, featuring vibrant green foliage. Two blue umbrellas provide shade over a dining table set for six, while four lounge chairs await sunbathers. A whimsical flamingo float is resting on the water, adding a playful touch.

4.93 out of 5 average rating, 149 reviews

DWTN Delray Pool Home | FREE Beach Cabana service

Whether you're looking for a winter escape or a much-deserved getaway, our professionally designed, well-appointed, & newly renovated home was created with your family and friends in mind! Enjoy the warm tropical air and Caribbean blue waters of Delray Beach and all of the entertainment and nightlife that Atlantic Ave has to offer. This experience is all about fun in the sun, first-class food and drink, and plenty of laughs with your loved ones. We look forward to hosting you!

4.95 out of 5 average rating, 105 reviews

Canal, Htd Pool, Putt-Putt, Pergola, Air Hockey

🌴 Enjoy this waterfront Boynton Beach escape in Boynton Beach, just one block from Caloosa Park. Features a heated private pool, golf putting green, canal-front dock, pergola, BBQ grill, air hockey, fireplace, and stylish interiors with king & queen beds. Perfect for families and groups seeking relaxation, outdoor living, and easy access to beaches and Atlantic Ave. Message us today and enjoy waterfront living, sunshine, and relaxation — all in one exceptional stay. 🌴🌊

4.87 out of 5 average rating, 230 reviews

Condo in Delray Beach

Retro charm studio - Walk to beach & Atlantic Ave

Charming studio with vintage vibes in a serene location near Atlantic Avenue—just a 2-minute walk to the beach and Opal Grand Beach Hotel. Step into a bygone era, radiating 1950s nostalgia in one of Delray Beach’s most coveted spots. Enjoy the Grove Condominiums' old-world charm, pool, and tropical gardens. Soak in Delray Beach's retro essence with upscale bars, diners, and boutique shops nearby. Embrace classic charm and coastal living in this slice of the '50s.

Popular amenities for Ocean Ridge rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An outdoor area features a private heated pool surrounded by lounge chairs with colorful towels. Large umbrellas provide shade over the seating area, consisting of both lounge and dining tables. Lush greenery offers privacy, complementing the tranquil atmosphere.

5 out of 5 average rating, 48 reviews

Oceans Paradise~ Private beach~ Heated pool ~Bikes

4.89 out of 5 average rating, 166 reviews

An outdoor area features a hot tub surrounded by tropical greenery, enhanced by soft lighting. A seating arrangement is positioned nearby, alongside decorative landscaping elements. The space is designed for relaxation and enjoyment, with a tranquil atmosphere offered by the surrounding nature.

Home in Lantana

Coastal Oasis Of Lantana

An aerial view of a spacious property featuring a modern design and a metallic roof. Lush greenery surrounds the home, with a neatly paved driveway leading to a garage. The landscape is complemented by well-maintained shrubs and trees, providing a serene atmosphere.

4.94 out of 5 average rating, 18 reviews

Blissful Boynton Escape

5 out of 5 average rating, 7 reviews

Home in Hypoluxo

Family Luxury Rentals - 1115

5 out of 5 average rating, 27 reviews

4BR Retreat w/Heated Pool • Near Downtown Delray

A serene backyard oasis is highlighted by a heated saltwater pool, bordered by lush greenery and tropical plants. Two loungers with orange cushions are positioned beside the pool, offering a relaxing spot to enjoy the tranquil surroundings.

4.8 out of 5 average rating, 15 reviews

3BR home w/Luxury Pool-1.5m to the beach

Luxe

5 out of 5 average rating, 41 reviews

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

A spacious living room is illuminated by natural light, featuring a comfortable sofa and two wicker chairs. A flat-screen television is positioned on a black media console. Views of the screened-in pool can be seen through large sliding glass doors, framed by light-colored curtains.

4.82 out of 5 average rating, 51 reviews

Home w/pool 10 min from Delray

Condo rentals with a pool

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, 116 reviews

Beautiful 1 BR Condo Pool/Beach. Perfect Location!

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, 257 reviews

Palm Beach Paradise • Walk to Beach • Pool • WiFi

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.

4.87 out of 5 average rating, 146 reviews

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

4.92 out of 5 average rating, 148 reviews

The living area features a light-colored sofa accompanied by a dark blue armchair. A wooden coffee table occupies the center, while a large television is positioned on a white console. Sunlight enters through a nearby window, illuminating the modern kitchen and dining space beyond.

Condo in Deerfield Beach

Spacious Deerfield Beach Condo

4.93 out of 5 average rating, 273 reviews

An open living and dining area is showcased, featuring a glass dining table surrounded by four chairs. A spacious sofa faces a large window with views of the cityscape, while a modern chandelier hangs above. A flat-screen TV is mounted on the wall, enhancing the contemporary design.

Condo in Central Beach

YOUR HOME by the Beach: TIFFANY HOUSE

4.74 out of 5 average rating, 103 reviews

An aerial view captures the layout of the property, showcasing well-maintained gardens, a heated pool, and proximity to the beach. The ocean is visible in the background, with gentle waves lapping against the shore. Several palm trees are present, enhancing the tranquil environment.

Condo in Delray Beach

Landex @ Dover House 1 bedroom 1 bath

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.

4.97 out of 5 average rating, 232 reviews

Ultimate Palm Beach Island with Grand Terrace

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.

4.93 out of 5 average rating, 107 reviews

Palm Beach Hotel Penthouse

Other holiday rentals with a pool

The outdoor area showcases a heated saltwater pool under a screened enclosure, surrounded by vibrant lights. Seating arrangements can be seen in the background, providing ample space for relaxation and enjoyment in a tropical setting.

4.97 out of 5 average rating, 58 reviews

Tropical Pool Retreat, Screened Patio, Bar, Gazebo

A private heated pool area is surrounded by seating options and umbrellas. Lounge chairs are positioned along the poolside, with a shaded patio featuring a table in the background. Lush greenery and palm trees enhance the outdoor space, creating a relaxing environment.

4.96 out of 5 average rating, 52 reviews

Heated Pool BBQ Grill 3 Bedroom 4 min Beach&Delray

An elegantly designed spa area features a large, deep soaking tub at the center, surrounded by intricate stonework. Soft lighting highlights the textured walls, while a decorative mural enhances the tranquil atmosphere. Towel racks and a wooden table provide functionality.

4.96 out of 5 average rating, 49 reviews

Private Luxury Pool & Spa Retreat – Great Location

4.96 out of 5 average rating, 83 reviews

A serene view is presented, showcasing Lake Osborne framed by lush trees. The tranquil water glistens under sunlight, and a pathway leads through a manicured lawn. The scene embodies a peaceful lakeside environment with a well-kept road nearby.

Guesthouse in Lake Worth

Adorable Lake Front Guest Cottage

A private pool area is surrounded by lush tropical landscaping, featuring lounge chairs and a shaded umbrella. The pool, with its clear blue water, gently reflects the sky, creating a serene outdoor space for relaxation.

5 out of 5 average rating, 24 reviews

Begonia Cottage

4.87 out of 5 average rating, 52 reviews

A serene water feature is positioned between two large windows, showcasing a face sculpture surrounded by textured stone. Water flows gently over the mosaic tiles into a crystal-clear pool, reflecting the lush greenery outside.

Villa in Delray Beach

Red Palm Villas

Apartment in Boynton Beach

5 out of 5 average rating, 4 reviews

The Palms Suite - Casa Costa 309S Resort Style

A private heated saltwater pool is shown surrounded by lounge chairs and shaded umbrellas, set against a backdrop of tropical plants and a mural depicting vibrant flora. The pool area is enclosed with wooden fencing, enhancing the serene atmosphere.