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Vacation rentals in Highland Beach

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Top-rated vacation rentals in Highland Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
An outdoor dining area is seen beneath a covered patio, featuring a table surrounded by black mesh chairs. Soft lighting illuminates the space, with a tranquil pool in view and a hammock hanging nearby, creating a peaceful atmosphere with surrounding greenery.
Home in Boynton Beach
4.91 out of 5 average rating, 211 reviews

CASA DE CONCHA - 3/2 POOL Home in Boynton Beach !

Conveniently located in central Boynton Beach with easy access to both I-95 and the FL Tpk, and only 4 miles to the beach, this charming and tastefully appointed 5 * rated 3/2 pool home offers exceptional comfort (new mattresses, loaded with amenities), leisure (private enclosed pool, outdoor dining area, fire pit), AND utility (fully equipped kitchen, grill, home office) for families and business travelers alike! Come stay with us and enjoy the benefits of an EXPERIENCED SUPERHOST-managed home!

Guest favorite
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
4.82 out of 5 average rating, 190 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.

Guest favorite
Home in Delray Beach
4.83 out of 5 average rating, 150 reviews

Delray Beach Oasis w/ Heated Pool • Near Beach

🌴 Welcome to Your Private Delray Beach Escape Relax, recharge, and enjoy the best of Florida Spacious 4-bedroom home with a private HEATED pool, perfectly located just minutes from Delray Beach and Atlantic Avenue. Comfortable beds and mattress. Whole Foods, Starbucks, Chick-fil-A, Trader Joe's, Target and so much more just a step away. Located on a quiet, family oriented "no outlet" St 3 min ride to amazing beach or relax in the hammock by the pool YOUR PERFECT VACATION! starts here

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!

Top guest favorite
Home in Delray Beach
4.99 out of 5 average rating, 101 reviews

Peaceful Oasis - with cozy backyard

Enjoy our place, located by the intracoastal mansions of Delray east of Federal, right by the huge plazas with everything needed for your vacation! Walk to many stores and italian bakery. Artistic bedrooms with cotton linens are beautiful to a wake up in! Stay energized, home has lots of natural light and full of colors. Beautiful yard for outdoor activities, games and exercise. Awesome showers to unwind! Fully stocked kitchen. Great wifi! Peaceful, fun! Committed to excellence in hosting🧡

Guest favorite
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.

Guest favorite
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!

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
4.96 out of 5 average rating, 24 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!

Top guest favorite
A sandy pathway leads through lush green vegetation toward the beach, flanked by palm trees. A vibrant sunset casts an orange and pink hue across the sky, creating a picturesque backdrop against the ocean horizon.
Guesthouse in Delray Beach
4.87 out of 5 average rating, 252 reviews

4 Bed on the Water - Luxury Beach Retreat

Perfect location in Delray Beach. Steps to the sand and just a short walk to Atlantic Avenue shops, bars, restaurants, and attractions. High speed wireless internet and HD DirecTV with DVR in every bedroom! Plenty of beach towels and sunscreen provided! Granite countertops in kitchen and bathrooms. Stainless Steel Appliances. Beach entrance is near kayak rentals, volleyball courts, surf/paddle board rentals, and plenty of cabanas. Parking spot included.

Guest favorite
Home in Boca Raton
4.89 out of 5 average rating, 87 reviews

East Boca Raton pool home, 5 minutes to the beach

Welcome to " Little Castle" our newly remodeled cozy modern getaway! Excellent location, less than 5 minutes to the beach and close to all major shopping. Our home features 3 bedrooms and 2 full bathrooms, fully equipped kitchen that will make you feel at home and a comfortable living room to relax in! We have a great outdoor area with a table and chairs, hammocks, as well as a large backyard. The entire home is all to yourself. Easy self check in.

Top guest favorite
Home in Delray Beach
4.95 out of 5 average rating, 143 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.

Guest favorite
An aerial view captures the coastal retreat in proximity to the beach, showcasing lush greenery and palm trees lining the sandy shore. The tranquil blue ocean extends toward the horizon, complementing the serene landscape of the property that is surrounded by well-kept lawns and pathways.
Condo in Boca Raton
4.95 out of 5 average rating, 21 reviews

Steps to Beach, Balcony, Pool, Parking - 2BR 2BA

Sophisticated 2-Bed, 2-Bath Beachside Retreat. Light-filled, contemporary design offering the perfect blend of luxury and comfort. Steps from the beach and just moments away from Boca’s vibrant dining and nightlife scene. Spacious open-plan living area and a fully equipped kitchen, ideal for both casual living and entertaining. Enjoy a pool and the added convenience of parking, making this the perfect coastal haven.

Popular amenities for Highland Beach vacation rentals

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Highland Beach?

    Four-legged friends are welcome in Highland Beach. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Highland Beach?

    Yes! Work meets play with ease at over 20 vacation rentals in Highland Beach featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Highland Beach vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 30 vacation homes with pools in Highland Beach, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly house rentals in Highland Beach?

    Highland Beach has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Highland Beach?

    Experience the best of Highland Beach with our house rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Highland Beach have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Highland Beach. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Highland Beach have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Highland Beach. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Highland Beach?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Highland Beach

  • Total vacation rentals

    Explore 40 vacation rentals in Highland Beach

  • Nightly prices starting at

    Highland Beach vacation rentals start at G$23,017 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,070 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Highland Beach vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Beachfront, Gym, and BBQ grill across Highland Beach rentals

  • 4.8 Average rating

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