Vacation rentals with a pool in Ocean Ridge

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Top-rated rentals with a pool in Ocean Ridge

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favourite
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.
Cottage in Lake Worth Beach
4.99 out of 5 average rating, 141 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.

Guest favourite
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.
Home in Boynton Beach
4.81 out of 5 average rating, 189 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

Top guest favourite
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
5 out of 5 average rating, 8 reviews

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.

Top guest favourite
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
4.99 out of 5 average rating, 142 reviews

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

Top guest favourite
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.
Home in Delray Beach
4.93 out of 5 average rating, 217 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.

Top guest favourite
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.
Guesthouse in Flamingo Park
4.98 out of 5 average rating, 466 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.

Top guest favourite
A spacious pool area is presented, featuring a rectangular pool surrounded by lounge chairs and tropical landscaping. A thatched-roof gazebo offers a shaded seating area in the background, while a large umbrella provides additional shade near the pool. The bright blue sky enhances the inviting atmosphere.
Home in Dreher Park
5 out of 5 average rating, 101 reviews

Jungle Oasis with Heated Pool, Tiki Hut & Hot Tub

Welcome to your sunny West Palm Beach getaway. This beautiful home offers a heated pool, perfect for relaxing after a day of exploring the town or nearby beach. Conveniently located, it's just minutes from the PBI airport and downtown West Palm and a short walk to the zoo making it an ideal day out for families. The house has 3 spacious bedrooms, 2 modern bathrooms, and a fully stocked kitchen, providing all the comforts of home in a tropical setting. Enjoy the Florida sunshine in style!

Guest favourite
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.
Home in Delray Beach
4.93 out of 5 average rating, 106 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!

Guest favourite
Beach chairs are set up under large blue umbrellas on white sand. The tranquil ocean waves can be seen in the distance, blending into a clear sky with soft clouds. A sign indicates that a beach membership is included with the stay.
Home in Delray Beach
4.92 out of 5 average rating, 141 reviews

Downtown Beach Home w/FREE Beach Cabana membership

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!

Guest favourite
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
4.93 out of 5 average rating, 162 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.

Guest favourite
A serene backyard scene features a clear blue pool, surrounded by palm trees and elegant lounge chairs. A shaded gazebo offers a space for relaxation. The pool area overlooks the tranquil waterway, enhancing the natural beauty of this private outdoor retreat.
Home in Boynton Beach
5 out of 5 average rating, 6 reviews

*NEW*10min to Atlantic Ave Delray | Walk 2 Beach |

Welcome to your serene escape tucked away along Florida’s stunning Intracoastal Waterway. This elegant 2,177 sq ft home offers the best of laid-back luxury and natural wonder — perfect for families, couples, or small groups seeking tranquility, style, and a touch of adventure.10 minute drive to Atlantic Avenue in Delray and walking distance to the beach. #YOLO 🛏️ 3 Bedrooms | 🛁 3 Bathrooms | 🚣‍♂️ Stand up Paddle board included + Jet Ski Ramp

Guest favourite
A lush garden path meanders through a vibrant backyard, surrounded by various palm trees and tropical plants. A wooden gazebo is visible in the distance, with a stock tank pool nearby, creating a serene outdoor space for relaxation.
Bungalow in Lake Worth
4.96 out of 5 average rating, 198 reviews

Tropical, 2BR, Dog-Friendly Cottage w/ Plunge Pool

Unwind in a lush, tropical oasis—perfect for couples, remote workers, or small families with pets. * Pet-friendly fenced yard * Private plunge pool * Walk to downtown and the beach This charming two-bedroom cottage in Lake Worth Beach combines tropical serenity, city convenience, and beachside fun. Our house is fully licensed by the State, County, and City, so you can be sure your stay is safe, comfortable, and legal.

Popular amenities for Ocean Ridge rentals with a pool

Quick stats about vacation rentals with a pool in Ocean Ridge

  • Total vacation rentals

    Explore 20 vacation rentals in Ocean Ridge

  • Nightly prices starting at

    Ocean Ridge vacation rentals start at $140 CAD per night before taxes and fees

  • Verified guest reviews

    Over 340 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    20 of Ocean Ridge vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Ocean Ridge rentals

  • 4.9 Average rating

    Ocean Ridge stays are highly rated by guests—averaging 4.9 out of 5!