Holiday 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.

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!

4.83 out of 5 average rating, 113 reviews

4.86 out of 5 average rating, 21 reviews

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.

Flat in Highland Beach

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.

Top guest favourite

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!

Top guest favourite

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.

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.

4.73 out of 5 average rating, 275 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 $

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.

Bungalow in Highland Beach

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.

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!

4.9 out of 5 average rating, 48 reviews

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

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.

4.91 out of 5 average rating, 104 reviews

TROPICAL ISLAND INSPIRED POOL HOME NEAR THE BEACH

Submerge yourself into your own private resort style home with a Tiki Hut on the edge of an oversized heated pool, surrounded by lush tropical landscaping, outdoor and indoor dining and living areas. Stylish Interior with a feel of Bahamian islands with a hint of safari. The home is perfectly situated within a 2 mile radius from the beach, shopping, dining, and the nightlife entertainment Delray Beach has to offer.

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.

4.97 out of 5 average rating, 140 reviews

Honey Hole & Bear Den| Heated Pool | Delray Beach

Welcome to the Honey Hole! This family-friendly beach getaway is sure to have any guest relaxing all year round. Situated in a quiet and private neighborhood this home is perfect for all your vacation needs. This completely renovated home is a 5 minute drive down Atlantic Avenue to downtown and the beaches. You can find restaurants, shops, parks, boat tours, and much more locally. We look forward to hosting you!

A welcoming exterior of a single-story home is featured, with a brick driveway curving toward a double garage. Lush greenery and palm trees frame the space, enhancing the inviting atmosphere. The clear blue sky adds to the tranquil setting, highlighting the home's charming architecture.