Vacation rentals with a pool in Highland Beach

An aerial view captures the serene waterfront neighborhood, showcasing a winding waterway bordered by lush greenery and luxury homes. The proximity to the ocean is evident, with several pools and dock spaces visible among the residences.

4.97 out of 5 average rating, 101 reviews

Direct INTRACOASTAL Waterfront 3BR - Pool & Dock

Relax on your private backyard patio with the famous south Florida intracoastal waterway as your back drop. Sip cocktails & watch the million dollar yachts sail by or throw a fishing line off the dock. This is the BEST Florida home for anyone who loves waterfront living. Sunbathe in the heated pool or fire up the the outdoor kitchen grill or fire pit. Enjoying the outdoor salt life at your very own private resort is what this home is all about. No parties, events or get togethers permitted.

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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

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!

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4.83 out of 5 average rating, 113 reviews

Apartment in Highland Beach

A single-story villa is shown, with a white exterior and a welcoming front door adorned with a glass panel. Lush greenery and low shrubs outline the pathway, which is laid with red brick. Palm trees softly frame the entrance, enhancing the inviting atmosphere.

Cozy Villa Steps From Beach

Looking for a single story beautifully furnished villa in the exclusive community of Highland Beach, look no further this is it. Located directly across from the beach and minutes to Atlantic Avenue in Delray. This villa comes with 2 spacious bedrooms and 2 full baths! Enjoy the 2 car parking, fenced in patio, community pool, private beach access on A1A, and direct entry to your home with no shared common spaces. Pet Friendly on a case by case basis. All essentials are included in the house.

LocationFamilyLong stay

4.86 out of 5 average rating, 21 reviews

Top guest favorite

A private outdoor space features a heated saltwater pool surrounded by a manicured lawn. Lounge chairs and a patio set are placed nearby, while lush tropical plants and palm trees create a serene atmosphere. A pink float adds a pop of color to the pool.

4.98 out of 5 average rating, 106 reviews

EAST BOCA RATON 1MILE TO BEACH! PRIVATE POOL HOME!

Artsy CLEAN contemporary private home, totally updated. (5*STAR rated VRBO) Located in a quiet, charming neighborhood 5minutes from the beach! Private*NEW ELECTRIC*HEATED POOL! Great location in the heart of East Boca! Very close to restaurants, grocery store,FAU, beautiful Mizner Park, shops. Comfy mattresses, free high speed WiFi, free parking, 4 flat screen TV’s and cable w/ ability to record shows. Primary bath has jetted jacuzzi tub. Updated kitchen with lots of cookware. Come and enjoy!

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Top guest favorite

An outdoor seating area under a thatched roof features comfortable lounge furniture arranged around a gas fire table. A flat-screen TV is mounted nearby. The inviting pool is visible in the background, surrounded by tropical landscaping and sun loungers.

4.98 out of 5 average rating, 107 reviews

Paradise Palms our tropical oasis in Delray/Boca!

Welcome to Paradise Palms, our tropical oasis! This 3 bedroom, 2 bath home is a perfect getaway to relax and unwind. Enjoy the beautiful pool, hot tub, and tiki hut with gas fire table, bar and TV. There is a wood fire pit, hammock, 4 bikes, 4 beach chairs, snorkeling gear, ping pong and plenty of outdoor games. The interior has all of the comforts of home with a fully equipped kitchen, TV in every room. The property is conveniently located near the beach, downtown Delray, and Boca Raton.

FamilyValueAir conditioning

A heated swimming pool is surrounded by a spacious lawn, with several lounge chairs positioned nearby. Two seating areas with dark wicker furniture and an umbrella provide a shaded spot next to the pool. The bright blue sky and palm trees are visible in the background.

4.74 out of 5 average rating, 276 reviews

E. Boca Heated Pool Home/1 Mile to Beach + Mizner

One mile to beach, Mizner Park and downtown Boca a new & beautifully renovated 3/2 SFH with large HEATED pool. New white & bright kitchen w/ center island seats 4. Large living room with 2 sofa sleepers & smart TV. Dining room seats 6. Florida room with sectional & 2 rocking chairs & smart TV. Each bedroom is furnished queen bedroom sets with smart TV's. Patio table w/6 chairs under gazebo, 4 loungers & weber grill. NO PARTIES ALLOWED. Walk to Brighline train. Uber downtown for $

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4.81 out of 5 average rating, 113 reviews

5 Minutes from FAU | De Mena Estates (Heated Pool)

Calling all FAU parents, 5 min drive to FAU Heated sitting pool Lovely backyard to relax with a cup of coffee in the am or a glass of vino in the evening. Relax with the whole family at this peaceful oasis. 3 bedroom 2 full bath in the heart of Boca, 25 minutes from PBI, 35 minutes from FLL. Heated pool, full size backyard, close to all shops, 5 minutes from Mizner and 1 mile from beach. Directly located off 95 and federal hwy…enjoy this location and all the home has to offer ❤️

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4.89 out of 5 average rating, 123 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.

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Superhost

A heated pool invites relaxation, surrounded by a serene yard with tropical palm trees. Colorful floats rest on the water's surface, while sun loungers and conversation chairs provide ample seating for enjoying the outdoors.

4.93 out of 5 average rating, 146 reviews

Heated Pool | Cozy Backyard | Quiet Stay | Pets

Feel right at home at The Royal House, nestled in a peaceful neighborhood perfect for a relaxing family retreat. Experience year-round enjoyment with our heated pool, ensuring an endless swimsuit season. Whether it's day or night, warm or cool, the pool is ready for you to dive in and unwind in a private and peaceful setting. Ideal location: 10 minute drive - Downtown Atlantic Ave 10 minute drive - Beach 5 minute drive - Kings Point 5 minute drive - I-95 & Turnpike

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Top guest favorite

4.95 out of 5 average rating, 168 reviews

Waterfront, Spa, Htd Pool, Billiards, Lanai, Canal

Bachelorette weekends, birthday trips, family vacations — this is the house groups keep coming back to. Heated pool and spa on a private canal, screened lanai with string lights, billiards, and a dock where guests watch the sun go down. Sleeps 10. Hosts respond in minutes and know every great restaurant and hidden gem in Delray. 5 minutes to Atlantic Ave. Kayaks, paddleboards, and fishing gear included. 5 minutes to the beach.

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An outdoor covered patio features seating arrangements with comfortable furniture, complemented by decorative cushions. A fan hangs from the wooden ceiling, providing a cooling breeze. The lush backyard offers views of a large heated pool surrounded by tropical landscaping.

4.93 out of 5 average rating, 134 reviews

Heated Pool! 1 Mile To Beach & Atlantic Avenue!

COZY COTTAGE STYLE HOME W/COASTAL FINISHES, BEAUTIFULLY FURNISHED IN THE HEART OF DELRAY BEACH. THIS BEAUTIFUL HOME INCLUDES 3 BEDROOMS & 2 BATHROOMS & A LARGE HEATED POOL! 1 MILE TO THE BEACH, ATLANTIC AVENUE, WATER-SPORT ACTIVITIES, FINE AND CASUAL DINING, NIGHT LIFE & UPSCALE SHOPPING & MINUTES TO BOCA RATON. BEAUTIFUL COVERED PATIO TO GRILL AND RELAX ON SOME LOUNGE CHAIRS WHILE OVERLOOKING THE LARGE HEATED POOL!

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An expansive heated pool is illuminated in a calming blue, reflecting the surrounding tropical landscaping. A thatched-roof Tiki Hut provides shaded seating, while loungers line the poolside. A glass-walled indoor area offers additional space for relaxation and dining.