Holiday rentals with a pool in Ocean Ridge

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, 145 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.

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.

4.81 out of 5 average rating, 193 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, 143 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

An aerial view captures the spacious pool surrounded by lush tropical greenery and palm trees. Multiple condo buildings are visible with light-colored facades, and expansive outdoor areas are included in the design, enhancing the inviting atmosphere of the property.

4.94 out of 5 average rating, 82 reviews

Serenity Ocean Luxury condo —Parking included!

Casa Costa intercostal condos, located in sunny Boynton Beach, Florida on the edge of the Intracoastal Waterway. Luxurious upscale 1 bedroom condo with a large balcony with the best sunsets. Beautiful walking/biking trails inviting you in a mangrove tree forest and filled with the wildlife no expense spared on amenities: Queen size bed, well-equipped kitchen, upscale furniture with large flat screen TV, exotic granite countertops with beautiful lighting, free secure Wi-Fi, washer/dryer

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.

4.94 out of 5 average rating, 110 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, 147 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!

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.

4.98 out of 5 average rating, 54 reviews

312 Delray Retreat: Pool, Tiki Hut & Putting Green

DELRAY NIGHTLY presents Hideaway Palms — a fully renovated 3BR/3BA luxury vacation rental in Delray Beach. Relax in your private heated pool, dine under the authentic Tiki Hut, or practice on the putting green. Perfect for families, couples, or remote workers, this villa sleeps 6 and offers modern amenities, spacious outdoor living, and fast Wi-Fi. Located in the FreeBee shuttle zone, just minutes from Atlantic Avenue, beaches, dining, shopping & nightlife. Book today!

4.89 out of 5 average rating, 56 reviews

Beautyful Apartment, Boynton Beach, Casa Costa, FL

1 Bedroom 1 Bathroom Apartment very close to the beach. Luxury Condo with all amenities. Just reserve and start enjoying a wonderful & relaxing time. Condo amenities include: 2 swimming pools, spa, sauna, gym, mini-golf, wonderful lake surrounding landscape in walking distance to a pristine and relaxing beach with turquoise ocean waters. The unit features complete equipped kitchen with state-of-the art stainless steel appliances and washer & dryer inside the apartment

The kitchen features modern white cabinetry and quartz countertops, offering ample space for meal preparation. A large refrigerator and a TV provide convenience, while a view of the backyard and pool enhances the atmosphere. A small dining area can be seen in the background.

4.95 out of 5 average rating, 63 reviews

Bright, open home w/ Pool, close to Delray & Beach

Luxury meets comfort at Boynton Beach East, close to downtown Delray, & beach. This home includes a spacious living room, fully-equipped kitchen, 2 bathrooms, & 3 cozy bedrooms that sleep 8. Outside, you'll find a private oasis complete with a fully fenced yard, patio, and grill. Take a dip in the pool, and relax with your friends and family. Enjoy nearby grocery stores & dining options, as well as easy access to PBI & FLL airports. Discover your next adventure!

A comfortable living area is featured, with a light-colored sofa adorned with decorative pillows and beach-themed artwork on the walls. A wooden coffee table with a coastal design sits in front, complemented by a patterned area rug, creating a relaxed atmosphere.

4.93 out of 5 average rating, 167 reviews

Tropical Coastal Resort in Boynton Beach

Luxury upscale 1 bedroom condo located at Casa Costa intercoastal in Boynton Beach, FL invites you to explore the intercoastal waterways, beautiful walking and biking trails in the Mangrove Park and Ocean Ridge Park. The condo offers a queen size bed, a well equipped Kitchen, Smart TV, free Wi-fi, and stackable washer and dryer. The resort offers two beautiful pools, Sauna, Steam room, Fitness Center, Business Center and one FREE designated parking spots.

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

Calling all beach lovers! 1600 feet to private deeded beach! 6 minutes from famed Atlantic Avenue! This stunning, 3-bedroom, 2-bath, heated pool home is perfectly situated steps from pristine sands, the calming sounds of crashing waves & gentle sea breezes. Enjoy an idyllic beach lifestyle, combined with modern comforts & luxury, at your private beachside oasis. Escape to South Florida this winter, Oceans Paradise is your perfect, monthly, Airbnb.

5 out of 5 average rating, 5 reviews

Heated Pool, Hot Tub, Pickleball & Putting Green

Discover your own piece of paradise just minutes from Delray Beach’s vibrant Atlantic Avenue and pristine shoreline. This modern 4-bedroom home is ideal for large families, groups, or corporate retreats. Lounge by the private heated pool, unwind in the hot tub, challenge friends on the pickleball court or putting green, catch your favorite shows on a TV in every bedroom, or gather for a memorable feast in the state-of-the-art kitchen.

Popular amenities for Ocean Ridge rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A serene backyard features a spacious pool surrounded by tropical plants. Two blue chairs are placed under an umbrella near a hammock, which is gently swaying. The patio is paved, providing ample space for relaxation and enjoyment.

4.97 out of 5 average rating, 35 reviews

Fun Florida style home!

5 out of 5 average rating, 5 reviews

Luxury Tropical Oasis I By Hotel Home Stays

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, 92 reviews

The Dream Delray/ 4 BR En-suite Pool Home

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, 21 reviews

Begonia Cottage

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!

4.96 out of 5 average rating, 165 reviews

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.

Home in West Palm Beach

Perfect pool house

A heated saltwater pool is framed by lounge chairs under large umbrellas, creating a comfortable outdoor space. Lush tropical landscaping enhances the privacy, while a vibrant mural featuring flamingos adds a colorful touch to the scene. The sky exhibits shades of purple and blue as dusk approaches.

5 out of 5 average rating, 33 reviews

FP Delray Delight: Saltwater Pool & Serene Oasis!

4.97 out of 5 average rating, 170 reviews

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.

Home in West Palm Beach

Bio Hacker Resort! Pool, Sauna, ColdPlunge, HotTub

Apartment rentals with a pool

4.94 out of 5 average rating, 108 reviews

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.

Apartment in Palm Beach

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.

4.91 out of 5 average rating, 110 reviews

1/1 Apartment in Deerfield Beach

4.95 out of 5 average rating, 207 reviews

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.

Apartment in Palm Beach

Sensational Palm Beach Island with Grand Terrace

4.97 out of 5 average rating, 111 reviews

A spacious bedroom is featured with a king bed dressed in crisp white linens. Behind the bed, a mural of soft clouds complements the decor. Dual bedside lamps provide lighting, and built-in closets are visible to the right, offering ample storage.

Apartment in Palm Beach

Luxe King Suite -valet parking-near beach

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

Apartment in Delray Beach

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.

4.87 out of 5 average rating, 223 reviews

Retro charm studio - Walk to beach & Atlantic Ave

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.

4.88 out of 5 average rating, 161 reviews

Marriott Ocean Pointe Guest Room/Studio

Apartment in Pompano Beach

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.

4.85 out of 5 average rating, 254 reviews

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

Other holiday rentals with a pool

5 out of 5 average rating, 31 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

5 out of 5 average rating, 21 reviews

A serene backyard features a private heated saltwater pool surrounded by lush greenery. Two shaded lounge areas, one with a table and chairs, and the other with vibrant blue seating, provide ample space for relaxation. An inviting atmosphere is created by the natural light and shade from umbrellas.

Cottage in Delray Beach

Delray Sunshine Cottage with Pool and Beach Pass

Guest house in Lake Worth

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.

4.96 out of 5 average rating, 79 reviews

Adorable Lake Front Guest Cottage

5 out of 5 average rating, 14 reviews

Flat in Delray Beach

Beach condo getaway!

A spacious living area features a modern dark blue sectional sofa, complemented by a round glass coffee table. A nature-themed wall art piece depicting serene waters and rocky formations enhances the space. Ambient light is provided by a stylish table lamp.

4.84 out of 5 average rating, 82 reviews

Condo *Luxurious Resort- Style* & garage parking

5 out of 5 average rating, 10 reviews

A tranquil outdoor space features a swimming pool surrounded by paving stones and lounge chairs. Tropical plants offer a lush backdrop. A seating area is visible nearby, along with a basketball hoop mounted on a wall, creating an inviting atmosphere for relaxation and enjoyment.

Home in Lantana

Pool Home with 5 bed 2 br near Lantana Beach

Tiny home in West Palm Beach

A modern container home is highlighted, featuring a sleek wooden facade and large glass doors. A stone pathway leads to the entrance, surrounded by lush green grass. The outdoor area includes a small deck nearby, offering additional space for relaxation.

4.94 out of 5 average rating, 54 reviews

BoxHaus Modern tiny home in the heart of WPB

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.