Holiday rentals with a pool in Ocean Ridge

An outdoor dining area is seen beneath a covered patio, featuring a table surrounded by black mesh chairs. Soft lighting illuminates the space, with a tranquil pool in view and a hammock hanging nearby, creating a peaceful atmosphere with surrounding greenery.

4.91 out of 5 average rating, 211 reviews

CASA DE CONCHA - 3/2 POOL Home in Boynton Beach !

Conveniently located in central Boynton Beach with easy access to both I-95 and the FL Tpk, and only 4 miles to the beach, this charming and tastefully appointed 5 * rated 3/2 pool home offers exceptional comfort (new mattresses, loaded with amenities), leisure (private enclosed pool, outdoor dining area, fire pit), AND utility (fully equipped kitchen, grill, home office) for families and business travelers alike! Come stay with us and enjoy the benefits of an EXPERIENCED SUPERHOST-managed home!

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, 199 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

5 out of 5 average rating, 12 reviews

An aerial view captures a serene coastal neighborhood alongside the Atlantic Ocean. Lush green palm trees surround a single-story home with a red marker indicating its location. The vast blue ocean stretches toward the horizon, complemented by nearby buildings and recreational facilities.

Home in Ocean Ridge

Luxury beach house on A1A

Luxurious 3-Bedroom Home on A1A with Private Pool & Tiki Bar Welcome to your perfect getaway steps from the beach. It’s an ideal mix of comfort and entertainment, each bedroom featuring en suite bathrooms for ultimate privacy. The den converts to a 4th bedroom, with full-size Murphy bed and full bathroom. Step outside into the private oasis! Refreshing pool and tropical tiki hut for sipping drinks or grilling on the barbecue. It’s a perfect spot to relax and enjoy the peaceful surroundings.

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, 106 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!!

The heated saltwater pool is surrounded by tropical landscaping, featuring lush palm trees and a fenced backyard. Sunlight reflects off the clear water, while patio furniture and an umbrella can be seen in proximity. The area is quietly enclosed, providing a sense of privacy.

4.9 out of 5 average rating, 105 reviews

Stylish Pool Paradise in Boynton Beach, Great Area

Luxury Pool Home- Prime Boynton Beach Location Stay in style just minutes from everything! This fully renovated designer home is 2–5 minutes from top shopping, dining, and the Boynton Beach Mall, and only 10–15 minutes to the beach. West Palm Beach, Delray, and Boca are all within 20 minutes. Enjoy a brand-new heated saltwater pool, screened-in patio with 55” outdoor TV, stainless grill island with Murphy bar, and a lush, private, fenced backyard with tropical landscaping and bird feeders.

4.85 out of 5 average rating, 110 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, 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!

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.

4.93 out of 5 average rating, 176 reviews

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.

Condo in Boynton Beach

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.

5 out of 5 average rating, 48 reviews

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.

Home in Ocean Ridge

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.

An aerial view captures the waterfront home, showcasing its positioning among neighboring properties. Lush greenery surrounds the building, and the serene water reflects clear blue skies. The backyard features a pool, while boats can be seen along the waterfront, enhancing the coastal atmosphere.

4.71 out of 5 average rating, 21 reviews

Waterfront Antique Mansion! Heated Pool+Hot Tub!

Welcome to your dream vacation home in Boynton Beach! Antique / Vintage style Florida home! This beautiful waterfront mansion offers the perfect blend of luxury and comfort, featuring five spacious bedrooms and 4 1/2 bathrooms. Nestled in the heart of Boynton Beach, this stunning property promises an unforgettable stay with breathtaking water views and top-notch amenities. Heated Pool, Hot Tub and Kayaks included!

Bungalow in Pompano Beach

A spacious outdoor living area is sheltered by a thatched roof, featuring a comfortable sectional sofa and a coffee table. The space is highlighted by a large TV mounted on the wall and overlooks a heated saltwater pool surrounded by lounge chairs and a hammock.

5 out of 5 average rating, 144 reviews

Hidden Bungalow Steps to Beach | Heated Pool

Welcome to Bungalow East in Pompano Beach—ideally located just 200 yards (180m) from the Atlantic Ocean. This private beach bungalow was created with the perfect family getaway in mind, thoughtfully designed to meet the same standards we look for when traveling ourselves. Relax in the tranquil backyard, featuring premium artificial grass beneath a spacious tiki hut in a resort style setting.

Popular amenities for Ocean Ridge rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.95 out of 5 average rating, 83 reviews

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.

Home in West Palm Beach

Tropical oasis with amazing tiki, 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, 38 reviews

Fun Florida style home!

4.8 out of 5 average rating, 10 reviews

Gorgeous Modern Beach Heated Pool House Sleeps 8

A resort-style heated pool is surrounded by lush palm trees and wooden fencing for privacy. Yellow umbrellas provide shade over lounge chairs, while a dining area is located nearby. The pool area is inviting, featuring inflatable pool floats resting on the water.

4.98 out of 5 average rating, 124 reviews

Honey Hole & Bear Den| Heated Pool | Delray Beach

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, 53 reviews

Heated Pool BBQ Grill 3 Bedroom 4 min Beach&Delray

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!

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.

4.92 out of 5 average rating, 156 reviews

DWTN Delray Pool Home | FREE Beach Cabana service

4.98 out of 5 average rating, 45 reviews

Sun, Splash & Sand • Heated Pool Retreat

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.

4.93 out of 5 average rating, 118 reviews

Beautiful 1 BR Condo Pool/Beach. Perfect Location!

4.94 out of 5 average rating, 130 reviews

Palm Beach Hotel Condominium

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.

4.98 out of 5 average rating, 129 reviews

Luxe King Suite -valet parking-near beach

4.92 out of 5 average rating, 306 reviews

Condo in Pompano Beach

ON CANAL! Pool+Walk to BEACH! Boat Watch! 2b/2b

4.91 out of 5 average rating, 132 reviews

Condo in Singer Island

Ritz-Carlton Beach Residence by Guaranteed Rental

Condo 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, 186 reviews

Clean quiet updated 2 bdrm golf villa PGA National

4.87 out of 5 average rating, 234 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.

Condo in Delray Beach

Retro charm studio - Walk to beach & Atlantic Ave

A modern kitchenette is presented with white cabinetry and a marble countertop. The space features a microwave, toaster oven, and small fridge. Two stools with gold accents are positioned at the counter. Decorative wall hangings add texture to the light-colored walls.

4.8 out of 5 average rating, 333 reviews

The Trendy Palm - A Palm Beach Hotel Studio Suite

Other holiday rentals with a pool

4.81 out of 5 average rating, 79 reviews

Aerial view of the condo complex highlighting a large outdoor swimming pool surrounded by palm trees. Well-maintained gardens and pathways can be seen, with multiple residential buildings in soft pastel colors framing the scene under a partly cloudy sky.

Condo in Boynton Beach

Serenity Ocean 2 Luxury condo —Parking Included

Home in Palm Springs Village

4.97 out of 5 average rating, 37 reviews

Palm Beach - Hot Tub & Fire Pit Under The Stars

The exterior of a single-story home is presented in soft twilight tones, with a welcoming front door framed by decorative wreath. Lush green landscaping and colorful shrubs enhance the inviting facade, while subtle lighting highlights the windows and softens the overall appearance.

5 out of 5 average rating, 21 reviews

Sunshine Escape Tropical Oasis

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.

4.95 out of 5 average rating, 62 reviews

Tropical Pool Retreat, Screened Patio, Bar, Gazebo

4.97 out of 5 average rating, 90 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 clear pool reflects the blue sky, surrounded by lush greenery. Several lounge chairs are positioned along the poolside, providing a relaxing spot. An umbrella offers shade, while the tranquil setting invites leisurely afternoons outdoors.

4.9 out of 5 average rating, 83 reviews

Florida Oasis w/heated pool

A bright and airy open-concept living space features light-colored wood flooring and modern furnishings. The dining area showcases a white table surrounded by woven chairs. A spacious kitchen can be seen in the background, with sleek cabinetry and a large island. Natural light pours in through multiple windows.

5 out of 5 average rating, 21 reviews

Stunning 3 BED modern pool home by the Beach

A private outdoor space showcases a heated and cooled pool surrounded by a stone patio. Lounge chairs are positioned for relaxation, while the spacious home is visible in the background, featuring glass doors that open to the pool area. Lush greenery borders the property.