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!

4.89 out of 5 average rating, 167 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

Coastal Oasis Beachside Home in Lantana is the perfect getaway for a relax, comfort stay. Tastefully furnished with style and fully equipped for both short and extended visits, this home offers everything you need. The beach is less than a mile away and easily walkable. The neighborhood is quiet and peaceful, just one home from the Intracoastal Waterway, where you can feel the coastal breeze. Enjoy waterfront dining, beachside restaurants, and the laid-back charm of this beautiful coastal town.

4.99 out of 5 average rating, 126 reviews

A screened-in patio highlights a clear blue pool surrounded by tropical landscaping. Lounge chairs are positioned nearby, and a child safety fence secures the area. The structure provides an inviting environment for relaxation with abundant natural light filtering through the screens.

Home in Wellington

*5 STAR* Family Friendly 3 Bed Home w. Heated Pool

Our Wellington home is perfect for equestrians, families or those just looking for home away from home while in the area. We don't use the word home lightly - this is our residence when we are in Wellington, so no detail has been overlooked. Complete with comfortable floor plan with renovated kitchen & baths. Details include hi-speed WIFI, smart-home, new washer/dryer and screened patio area w. kid fence - perfect for relaxing poolside, both day & night. Amenities for ALL kid ages from 0 - 18!

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, 105 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!!

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!

4.96 out of 5 average rating, 127 reviews

An outdoor area features a heated infinity pool and hot tub, surrounded by lush greenery and palm trees. Soft lighting creates a relaxing atmosphere, while a patio with outdoor seating and dining options is visible in the background, enhancing the serene waterfront view.

Home in Wilton Manors

Exceptional 8 Adults4 Kids Waterfront/Pool/Hot Tub

Welcome to your luxurious waterfront Infinity pool home for up to 8 adults plus kids including 2 kayaks! Located minutes from pristine beaches, world-class dining, and vibrant nightlife, this waterfront oasis provides easy access to the best that Florida has to offer. Whether you're seeking adventure or relaxation, you'll find it all right here. Experience the magic of waterfront living in this luxurious home with an infinity pool on a tranquil water canal. Your dream vacation awaits!

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!

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, 153 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, 110 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. 🌴🌊

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.

Apartment in Boynton Beach

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, 175 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.

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, 151 reviews

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

Experience the tranquility of the Ashe Pool House, located in the heart of Palm Beach. This 4BR/3BA family-friendly home is just a few blocks from I-95, offering easy access to beautiful beaches, shopping, top golf courses, and vibrant nightlife. With a sparkling heated pool and a range of games, it's perfect for both kids and adults to create lasting memories. Start your relaxing getaway—book your sunny escape now!

Popular amenities for Ocean Ridge rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Palm Springs Village

4.97 out of 5 average rating, 34 reviews

Palm Beach - Hot Tub & Fire Pit Under The Stars

4.97 out of 5 average rating, 153 reviews

The exterior of the house features a private pool surrounded by a spacious grassy area. A wooden deck with seating is situated at the back, providing a relaxing spot to enjoy the outdoors. Lush palm trees frame the setting, creating a serene atmosphere.

Home in Pompano Beach

•Floasis• Your private FL Oasis 5 min to beach!

4.81 out of 5 average rating, 189 reviews

The pool area features a heated saltwater pool, surrounded by a secure child fence. Clear blue water glistens under the sun, while a spacious deck offers a tranquil space for relaxation. The area is framed by palm trees and a well-maintained green landscape.

Home in Boca Raton

1mi to Beach 2 Suite 4bd/3bth Home with Pool &Spa

5 out of 5 average rating, 20 reviews

A two-story retreat is shown from the front, featuring a clay tile roof and gentle landscaping. Tropical plants and palm trees frame the entrance, while a spacious driveway leads to a double garage. A welcoming atmosphere is created by large windows allowing natural light.

Home in Wellington

Sunny Oasis| Pool| Top Location |Big Patio| 4 BR

5 out of 5 average rating, 46 reviews

The exterior of the house features a charming Mediterranean-style façade, characterized by stucco walls and a terra-cotta tile roof. Two large arched windows invite natural light, while well-maintained landscaping with lush greenery enhances the inviting entrance.

Home in Flamingo Park

The Rose |The Sister House. Your Coastal Retreat !

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 spacious outdoor area features a large heated pool surrounded by palm trees and tropical landscaping. A tiki hut with a thatched roof offers seating and a bar, while lounge chairs are positioned poolside for relaxation under the sun.

4.97 out of 5 average rating, 34 reviews

Golfers Green Retreat with Heated Salt Pool & Tiki

5 out of 5 average rating, 20 reviews

Home in Greenacres

Boho Bliss•Heated Pool•Fire Pit•Family Fun•Beaches

Apartment rentals with a pool

4.94 out of 5 average rating, 116 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 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, 185 reviews

Clean quiet updated 2 bdrm golf villa PGA National

4.87 out of 5 average rating, 233 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

Apartment in Pompano Beach

A dining area offers a clear view of the Intracoastal Waterway through large windows. The scene captures a passing boat, surrounded by palm trees and waterfront properties. A circular table is visible, accompanied by elegant chairs, creating a serene dining atmosphere.

4.99 out of 5 average rating, 140 reviews

Waterfront Condo ON the Intracoastal. Great views!

4.92 out of 5 average rating, 124 reviews

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.

Apartment in Palm Beach

Cozy Beach Queen Chic-Palm Beach Island-near Beach

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, 276 reviews

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

4.81 out of 5 average rating, 329 reviews

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.

Apartment in Palm Beach

The Trendy Palm - A Palm Beach Hotel Studio Suite

Apartment in Deerfield Beach

A beach sign is prominently displayed in the foreground, reading 'HERE' and 'NOW.' The background features a serene ocean view with gentle waves lapping at the sandy shore. A fishing pier extends from the right into the tranquil waters under a clear blue sky.

4.87 out of 5 average rating, 116 reviews

1/1 Apartment Walking Distance to Beach

Other holiday rentals with a pool

The outdoor area features a large heated pool surrounded by a spacious patio. Comfortable lounge chairs are positioned nearby, and lush palm trees add greenery to the scene. The white exterior of the house is visible in the background, with a clear blue sky overhead.

4.83 out of 5 average rating, 36 reviews

Island Estate: Pool, Tiki Lounge Near Atlantic Av

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!

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, 61 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, 53 reviews

Heated Pool BBQ Grill 3 Bedroom 4 min Beach&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.

4.82 out of 5 average rating, 17 reviews

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

A private heated pool is surrounded by loungers and palm trees, creating a tranquil outdoor retreat. An authentic Tiki Hut provides shaded seating with two large umbrellas, inviting relaxation and comfort in the sun-soaked environment.

4.96 out of 5 average rating, 57 reviews

12 Luxe 3BR Delray Villa | Heated Pool & Tiki Hut

The landscaped backyard features a heated pool surrounded by smooth stones and tropical plants. A hammock hangs between two palm trees, while a turquoise chair and patio seating offer spaces for relaxation. The setting is complemented by the warm glow of a sunset.

4.95 out of 5 average rating, 93 reviews

7min from Beach - Heated Pool, Hot Tub, EV Charger

A refreshing saltwater pool is framed by a spacious patio. A vibrant blue umbrella provides shade over two lounge chairs positioned partially in the water. Lush greenery and white fencing enhance the private, tranquil atmosphere of the backyard.