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Holiday rentals with a pool in Highland Beach

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Highland Beach

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

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Guest favourite
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
4.81 out of 5 average rating, 189 reviews

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

Newly renovated house with amazing heated saltwater pool and spa just a mile away from some of the best beaches in the U.S and convenient to shopping, restaurants and transportation. Located in a quiet, family oriented neighborhood , our house comes with two master suites , a full kitchen, comfortable memory foam beds , large theater TV , fast Wifi , Keurig with included coffee , bbq grill plus many other extras. Its the perfect place for a quiet, relaxing and private family beach getaway.

Superhost
The kitchen features a modern design with white cabinetry, stainless steel appliances, and a spacious island. A wooden beam accents the ceiling. Natural light enters through a window and sliding glass door, which opens to the outdoor space. A dining table with chairs is positioned nearby.
Home in Highland Beach
4.83 out of 5 average rating, 103 reviews

Steps to Private Beach, Pool, Private Patio 19-3

Come stay at this beautifully furnished villa in the exclusive community of Highland Beach. Located directly across from the beach, minutes to Atlantic Avenue in Delray or Mizner Park in Boca Raton. High end finishes throughout in this single story villa showcasing 2 bedrooms, 2 full baths that sleeps 8! Enjoy the 2 car parking, fenced in patio, community pool and private beach access on A1A. Ease of access with only two steps at entry and a keyless entry smart lock. Pet friendly up to 2 pets!

Luxe
Home in Delray Beach
5 out of 5 average rating, 33 reviews

702A Waterfront Villa – Pool, Tiki Hut & Putting

DELRAY NIGHTLY presents Waterway Palms — Incredible Luxe rated 3BR/3BA waterfront Delray Beach villa with heated pool, Tiki Hut, firepit, putting green, and outdoor games. Sleeps 8 (incl murphy) with king beds, amazing chef’s kitchen, Smart TVs, high-speed Wi-Fi, and welcome basket with starter supplies. Relax in the large spacious open living areas and enjoy resort-style outdoor fun, just 10 minutes from Atlantic Avenue, beaches, dining, nightlife, golf, and upscale shopping. See you soon!

Guest favourite
A tranquil backyard features a private saltwater pool surrounded by lush tropical landscaping. Multiple lounge chairs, adorned with bright cushions, are positioned for relaxation. The clear blue sky and vibrant greenery enhance the peaceful atmosphere, inviting guests to enjoy the outdoors.
Home in Deerfield Beach
4.93 out of 5 average rating, 14 reviews

Splash & Cruise • Salt Pool + Golf Cart by Boca!

Unwind at this stylish retreat just steps from the beach and all the best of South Florida living. Guests consistently rave about the sparkling saltwater pool with magical nighttime lighting, serene tropical landscaping, and the warm, welcoming atmosphere that instantly feels like home. Enjoy outdoor showers, BBQ, bikes, golf cart rental, and an open kitchen with pool views. And to top it off, your stay includes complimentary premium lounge chairs and umbrellas set up for you on the sand.

Superhost
Home in Boynton Beach
4.92 out of 5 average rating, 37 reviews

Coconut Canal Hideout | Waterfront Private Oasis

Relax in this serene waterfront retreat, where every detail is designed for comfort and privacy. Each bedroom features a luxurious king-sized bed for ultimate relaxation. Enjoy spacious living areas, a fully equipped kitchen, and a heated pool with stunning waterway views. Unwind in lush outdoor spaces, complete with a BBQ area, hammock, and sunbeds. Plus, a dedicated work station ensures productivity during your stay. This home offers the perfect setting for a peaceful, upscale escape.

Top guest favourite
A spacious outdoor area features a heated, screened-in pool with colorful inflatable toys. Nearby, a well-maintained game area includes artificial turf and classic games. The contemporary kitchen showcases stainless steel appliances and a large island with seating, while the living room enjoys natural light and comfortable seating.
Home in Deerfield Beach
5 out of 5 average rating, 118 reviews

5 Star Family Beach House | Screened Pool | 5 Mins

TOP 1% GUEST FAVORITE. Experience 5.0-star luxury at Beauty and the Beach. Located 600ft from Boca Raton Marina and 1 mile from the beach. Features a fully screened heated pool — no bugs, heated year-round at no extra cost. Sleep on Sealy Posturepedic King mattresses. Kids love the private TURF GAME AREA with putting green and Connect 4. Large driveway fits multiple cars or a BOAT TRAILER. Walk to Duffy's and Sullivan Park. Perfect for families and boaters. Book your stay today.

Guest favourite
Home in Boca Raton
4.88 out of 5 average rating, 106 reviews

3 Bed, 3 Bath. Heated pool. 1 mile from beach!

Newly remodeled Spanish style three Bedroom, three bath, pool home in the heart of EAST Boca Raton. Enjoy the newly built tiki hut pool side! The tiki hut has a comfortable couch and TV. The beach is one mile away. Mizner park is just a few blocks away with plenty of amazing restaurants and nightlife. Walking distance to Boca Raton Brightline station. Centrally located property-your family will be close to everything. Plenty of parking. Pool heater available for additional fee.

Superhost
Home in Delray Beach
5 out of 5 average rating, 4 reviews

3 Br Heated Pool Villa near Downtown Delray Beach

Escape to this stylish 3BR, 2BA coastal villa just minutes from downtown and the beach! Enjoy a private fenced yard with a sparkling pool, outdoor dining, and BBQ grill. Inside, relax in bright open spaces with a modern kitchen, stainless appliances, and dining for six. Bedrooms feature hotel-quality linens and Smart TVs. Includes free beach passes, washer/dryer, and board games. Minutes to downtown’s shops, galleries, and restaurants in “America’s Most Fun Small Town.”

Guest favourite
Aerial view of a vibrant coastal area featuring a private pool surrounded by lush greenery. Nearby homes showcase well-maintained landscaping, with the ocean visible in the background. The beach is a short distance away, enhancing the appeal of the location.
Bungalow in Highland Beach
4.89 out of 5 average rating, 45 reviews

Luxury villa beach ,private patio

My place is a short walk to a private beach, night life, family-friendly activities, public transport. You’ll love my place for the views, the people, and the location. The place is good for couples, solo adventurers, business travelers, and families (with kids). Included is a high chair and crib pen. There is a private patio with a barbecue, table and chairs for dining outside. Great pool with lounge chairs only available for total of 8 villas to use! Perfect Getaway!

Top guest favourite
Home in Delray Beach
4.95 out of 5 average rating, 141 reviews

Waterfront Htd Pool, Spa, Billiards, Lanai, Canal

🌴 Relax at this luxury waterfront Delray Beach retreat in Delray Beach, featuring a heated pool & spa, private dock, screened porch with string lights & Smart TV, pool table, BBQ, and canal views. Bright open living and flexible sleeping for up to 10 guests make it perfect for families and groups seeking comfort, space, and true South Florida relaxation. Message us today and enjoy waterfront luxury, sunshine, and relaxation — all in one exceptional stay. 🌴☀️

Guest favourite
A private outdoor space features a sparkling swimming pool surrounded by lounge chairs and dining table. A large pink flamingo float rests in the water, while vibrant flowers frame the scene, adding color to the patio area.
Home in Delray Beach
4.91 out of 5 average rating, 240 reviews

Lux 2 King beds 4 Br2 bath, walk to everything.

Professional Hospitality, sparkly clean, luxurious finishes, organic cotton & down beddings. Teak furniture and a relaxing tub. Relaxing outdoor patio and dining. Only 2 walking blocks from the vibrant Atlantic Ave and shuttle to the beach (no need to drive anywhere!!!). Great for families or a group. No Pets no exception. ABSOLUTELY NO SMOKING- INDOOR and OUTDOORS. **If you are a smoker, kindly, DO NOT consider staying here.

Top guest favourite
An aerial view captures the serene coastline of Deerfield Beach, bordered by a network of waterways and lush green areas. The vibrant blue ocean extends towards the horizon, complementing the neatly arranged homes below, with a clear indication of the listing's proximity to the beach.
Home in Deerfield Beach
4.93 out of 5 average rating, 105 reviews

Casa Deerfield Vacation home

Welcome to Casa Deerfield! Experience the comfort of home in our fully furnished vacation rental, perfectly situated in the charming "COVE" area, just 1.2 miles from Deerfield Beach. Enjoy our beach chairs for your beach outings, and make the most of our game boards, outdoor games, and foosball table for family fun. Come relax an explore what Deerfield beach and surrounding towns have to offer!

Popular amenities for Highland Beach rentals with a pool

Quick stats about holiday rentals with a pool in Highland Beach

  • Total holiday rentals

    Explore 30 holiday rentals in Highland Beach

  • Nightly prices starting at

    Highland Beach holiday rentals start at £82 per night before taxes and fees

  • Verified guest reviews

    Over 630 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Highland Beach holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Highland Beach rentals

  • 4.8 Average rating

    Highland Beach stays are highly rated by guests – averaging 4.8 out of 5!