Vacation rentals with a pool in Highland Beach

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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 favorite
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.
Apartment in Highland Beach
4.86 out of 5 average rating, 21 reviews

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.

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, 110 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!

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.
Home in Boca Raton
4.98 out of 5 average rating, 101 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 favorite
The outdoor area features a large private pool surrounded by a brick patio. Two loungers are positioned near the pool, with tropical vegetation adding to the serene atmosphere. A shaded seating area is visible in the background, promoting relaxation and leisure.
Guesthouse in Boca Raton
4.94 out of 5 average rating, 100 reviews

Casa de Tortuga Boca Beach Cottage

This charming cottage is the perfect place to relax & unwind. Just steps from the beach, you can enjoy the sun, sand, and surf. This quaint cottage is the perfect oasis to enjoy all that downtown Boca Raton living has to offer. Located in a quiet beach side neighborhood, just minutes from shops, restaurants, grocery stores and attractions. You’ll love the privacy offered by this detached cottage on a totally fenced in property. You also have access to a large pool & outdoor dining area.

Guest favorite
Home in Boca Raton
4.89 out of 5 average rating, 117 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.

Top guest favorite
A living area features large windows that provide views of the waterfront and lush greenery. Comfortable seating is arranged around a coffee table, with decorative pillows adding texture. A flat-screen TV sits on a media console, with a ceiling fan overhead contributing to the airy atmosphere.
Home in Delray Beach
4.97 out of 5 average rating, 29 reviews

Waterfront 3BR! Spacious Dock, King Bed, BBQ

Discover the perfect blend of relaxation & adventure at this stunning waterfront escape! 🌊 Just minutes from Delray Beach, nightlife & dining. ✨ Amenities: • 🌅 Waterfront Views • 🍖 BBQ Grill (By Request) • 🚣‍♂️ Rowboat for 100-mi canal • ⚓ Private Dock • 🔥 Fire Pit • 🌿 Spacious Yard • 🍽️ Chef’s Kitchen • 📺 Smart TVs • ⚡ Fast Wi-Fi • 🛏️ Comfy Beds • 🏊‍♂️ Nearby Public Pool (Tues–Sat) 📅 Book this Home now to ensure that you have a stay worth repeating!

Superhost
Home in Delray Beach
4.88 out of 5 average rating, 8 reviews

Luxury Living, Delray Beach

Experience luxury in this brand-new, designer-finished 3-bedroom, 3-bathroom townhome, just over the bridge from Delray Beach's stunning shoreline. Enjoy spacious living areas perfect for entertaining, featuring a custom bar with wine fridge, sleek vapor fireplace, and quartz countertops. You're minutes from pristine beaches, vibrant Atlantic Avenue's dining and shopping, and cultural attractions. Book your stay and indulge in elegance and convenience.

Top guest favorite
A light-colored kitchen features a granite countertop with two metal bar stools. Glass-front cabinets display an assortment of colorful dishware. An archway leads to the adjoining space, while textured tile flooring enhances the area with a warm touch.
Home in Boynton Beach
4.95 out of 5 average rating, 175 reviews

Private Heated Pool Getaway Near Downtown Delray

Welcome to your perfect getaway in a beautiful first-floor duplex, nestled in a quiet, family-friendly neighborhood just minutes from vibrant downtown Delray Beach. You’re less than a 10-minute drive to the beach and all the amazing restaurants, shops, and nightlife Delray has to offer. Relax in your private pool and backyard oasis, complete with a BBQ grill – perfect for enjoying sunny Florida days and warm tropical evenings.

Guest favorite
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.
Home in Delray Beach
4.91 out of 5 average rating, 102 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.

Guest favorite
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.
Home in Delray Beach
4.97 out of 5 average rating, 136 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!

Guest favorite
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.
Home in Boca Raton
4.92 out of 5 average rating, 101 reviews

Beachside 4 Bedroom home with large pool

Relax with your family or friends at this peaceful place to stay. Offering the best of the Florida lifestyle at your fingertips. The home features a private pool, the Red Reef Golf Course in your backyard, and access to the beach make this home and location amazing. The home is located close to downtown restaurants and shopping, parks, nature trails, Gumbo Limbo and walking/bike trails along A1A.

Guest favorite
A serene view of the canal is presented from the property. The swimming pool is bordered by palm trees and lounge chairs, with a jacuzzi adjacent to it. Boats are docked along the waterfront, creating a relaxed atmosphere under clear blue skies.
Apartment in Highland Beach
4.87 out of 5 average rating, 78 reviews

Cozy relaxing Villa on the canal/private beach

My place is a triplex, close to the beach, restaurants and dining, art and culture,is on the middle of Boca Raton Mizner, and Delray Beach Atlantic Ave. You’ll love my place because of The villa is on the canal ,with pool and Jacuzzi,walk to the private beach,spacious 2 bed 2 bath with a relaxing view.provide 2 kayks,1 paddle board,fishing poll.

Popular amenities for Highland Beach rentals with a pool