Highland Beach beach vacation rentals

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Top-rated vacation rentals in Highland Beach

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

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Guest favorite

Guesthouse in Boca Raton

4.99 out of 5 average rating, 213 reviews

"Stay Awhile in Boca Raton"

"Stay Awhile" offers travelers a boutique like experience. Our East Boca suite has a private entrance and is located a few minutes drive by car from epic beaches, restaurants and shopping. Our casual suite offers a comfy queen sized bed, a lounge area and a bistro style table for two, that doubles as a work desk. The roomy bathroom has double sinks and a very large shower that is epic. When booking, please be prepared to provide your first and last names of the guest/s and an address too.

Nov 7 – 14

G$25,515 GYD per night

Guest favorite

Villa in Highland Beach

5.0 out of 5 average rating, 29 reviews

Beach, Pool & Private Patio in Exclusive Location

Welcome to this newly designed, family-friendly villa, just steps from the ocean in prestigious Highland Beach! Stay here & enjoy your exclusive gated beach access, outdoor pool, quaint backyard oasis & personal amenities including a beach cart, sun shade, crib, high-chair, makeup vanity & more! Vacation in this safe & secluded slice of paradise, nestled among million-dollar mansions & within minutes of the best shops, dining & nightlife of Atlantic Ave, Delray Beach, Mizner Park & Boca Raton!

Aug 26 – Sep 2

G$60,187 GYD per night

Superhost

Apartment in Boca Raton

4.84 out of 5 average rating, 25 reviews

Cozy 2 Bed Retreat | 5 Min to Beach | Free Parking

Escape to our chic 1BR retreat in Boca Raton, mere steps from Highland Beach. This upscale haven offers a harmonious blend of comfort and sophistication. Relax in the cozy bedroom, whip up meals in the well-appointed kitchen, and unwind in the inviting living area. Explore the area's beauty, with stunning beaches, superb dining options, and exciting activities nearby. Experience an unmatched getaway, balancing relaxation and excitement flawlessly. 🌿 Waterfront 🌿 Beach Access 🌿 Lake Access

Aug 26 – Sep 2

G$29,889 GYD per night

Guest favorite

Home in Delray Beach

4.98 out of 5 average rating, 164 reviews

Peaceful + Roomy Waterfront Delray Beach House!

🏝LOCATION, LOCATION, LOCATION! Delray Beach's BEAUTIFUL waterfront property! The Bamboo Beach House is located directly on Intracoastal waterway in Delray Beach. Each unit has private patio overlooking 40 feet of waterfront! Enjoy morning coffee and experience beautiful sunrises with the ocean breeze. Our piece of waterfront is a favorite area of local manatees to swim in with the tides, along with schools of jumping fish! The amazing water views and aquatic wildlife is second to none!

May 27 – Jun 3

G$32,537 GYD per night

Guest favorite

Home in Delray Beach

4.92 out of 5 average rating, 173 reviews

Lux King bed 2br 1bath, walk to everything #307

Professional hospitality, always sparkly clean, tropical vibes, luxurious finishes, organic cotton and down beddings. Teak furniture and chefs' kitchen. Relaxing shared outdoor area with an outdoor shower. Only 3 walking blocks from the vibrant Atlantic Ave and shuttle to the beach (no need to drive anywhere!!!). 2 matching units 2BR each. Book in advance- always full in season. ABSOLUTELY NO SMOKING- INDOOR and OUTDOORS. ** If you are a smoker, kindly, DO NOT consider staying here.

Jun 23 – 30

G$35,033 GYD per night

Guest favorite

Bungalow in Highland Beach

4.88 out of 5 average rating, 42 reviews

Luxury villa beach ,private patio

My place 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. My place is good for couples, solo adventurers, business travelers, and families (with kids). 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 !! This home is surrounded by multi million dollar homes.

May 16 – 23

G$42,941 GYD per night

Guest favorite

Cottage in Delray Beach

4.96 out of 5 average rating, 162 reviews

Beach Retreat W/Cabana Service | Steps to Downtown

Welcome to your retreat filled with sun & fun, where you can relax in the tropic air and aqua blue waters of Delray Beach. You will enjoy our well-appointed, newly renovated guest house originally built in 1929 & located in historic downtown Delray. Live like locals as you enjoy a bike ride or an evening stroll to our lively downtown and beautiful beaches. With our amenities and superb level of cleanliness, you will experience a level of comfort unmatched by hotels or other Airbnbs

Jun 5 – 12

G$26,655 GYD per night

Guest favorite

Home in Boynton Beach

4.99 out of 5 average rating, 120 reviews

Impeccable 3BR Home Near Beaches & Atlantic Ave

Great single family home in lovely neighborhood just north of Delray Beach city limits. Home is located 2.5 miles away from the beautiful public Delray Beaches and the famed Atlantic Ave. The home itself has been completely renovated and fully renovated with new modern finishes and patio in back. Yard is completely fenced for your privacy with fruit trees. For families traveling with children, we do have a pack 'n' play, high chair and travel stroller upon request.

May 8 – 15

G$40,426 GYD per night

Guest favorite

Home in Delray Beach

4.94 out of 5 average rating, 257 reviews

the artist's suite in the trees | treehouse blue

Creatives of all kinds are welcomed to be inspired and unwind amongst the trees. Formerly a 1980s Artists’ cottage, this newly renovated space is incredibly unique and fun. Upstairs was the art studio, downstairs the living quarters, and just outside the artist would create paintings of the landscape, using nature to inspire her work. This cottage has the tranquility and charm of country living, with the peaceful airiness of the beachside!!

May 29 – Jun 5

G$33,216 GYD per night

Guest favorite

Cottage in Delray Beach

4.83 out of 5 average rating, 175 reviews

Delray Beach dockside cottage

Enjoy the newly renovated screened in Florida room with beautiful new hurricane proof sliding doors Wake up to coffee on the dock, the tropical birds singing, and watch the tide roll in and out. Watch the manatees roll around with their young. Enjoy a paddle with two free shared kayaks. I also have three gorgeous bikes available for rent. I can deliver them to the property as well. Fabulous area to ride along ocean ave.

Jun 2 – 9

G$27,849 GYD per night

Guest favorite

Guest suite in Boca Raton

4.81 out of 5 average rating, 195 reviews

Walk to Mizner/Brightline, Parking, Wi-Fi, Patio

Studio with outdoor patio including table, loungers and BBQ. Located in Downtown Boca: 8 minute walk to the Brightline train station, 7 blocks from popular Mizner Park, 1.9 miles from the beach and 1 mile from FAU. The safety of our guests is of utmost importance. We're taking every precaution & wipe down every surface with commercial grade disinfecting solution as we prepare for your stay.

Jul 19 – 26

G$21,557 GYD per night

Guest favorite

Guesthouse in Boca Raton

4.9 out of 5 average rating, 104 reviews

The Beach House

Fully outfitted studio just a mile and a half from the beach, and only half a mile from Mizner and downtown Boca Raton. This secluded getaway will be your perfect home away from home. Fully outfitted kitchen and washer dryer make this perfect for those who want to feel at home. Enjoy a secluded patio with 6' privacy fence and lush yard for your furry friend to run around.

May 7 – 14

G$32,287 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Highland Beach vacation rentals

Beachfront

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Highland Beach

Guest favorite

Home in Delray Beach

4.96 out of 5 average rating, 28 reviews

2/1.5 Delray Getaway. Minutes from Beach

Oct 25 – Nov 1

G$34,564 GYD per night

Guest favorite

Home in Delray Beach

5.0 out of 5 average rating, 16 reviews

NEW 2 br/1 ba Close to Everything, Big yard Pet OK

Jul 14 – 21

G$35,664 GYD per night

Guest favorite

Condo in Delray Beach

4.94 out of 5 average rating, 17 reviews

Cozy beach bungalow steps to the Sand!

Oct 13 – 20

G$31,599 GYD per night

Guest favorite

Home in Boca Raton

4.98 out of 5 average rating, 40 reviews

Luxury close to beach heat pool/hot tub/pool table

Aug 21 – 28

G$96,085 GYD per night

Guest favorite

Guesthouse in Delray Beach

4.91 out of 5 average rating, 57 reviews

Delray Beach Modern Studio Apt by Beach & Shops

Nov 10 – 17

G$23,984 GYD per night

Guest favorite

Home in Delray Beach

5.0 out of 5 average rating, 68 reviews

Peaceful oasis - bright home with cozy backyard ☘

Mar 26 – Apr 2

G$58,428 GYD per night

Guest favorite

Apartment in Delray Beach

4.96 out of 5 average rating, 27 reviews

Downtown Delray on Swinton # 4

Jun 3 – 10

G$22,904 GYD per night

Guest favorite

Apartment in Deerfield Beach

5.0 out of 5 average rating, 78 reviews

Lovely one bedroom apt. 1 block from beach

May 7 – 14

G$24,593 GYD per night

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Other great vacation rentals in Highland Beach

Guest favorite

Apartment in Delray Beach

4.86 out of 5 average rating, 28 reviews

Sunny and cozy apartment

Jun 1 – 8

G$23,065 GYD per night

Guest favorite

Tiny home in Delray Beach

4.95 out of 5 average rating, 82 reviews

Private Escape; Mini Pool

Jun 16 – 23

G$28,062 GYD per night

Guest favorite

Home in Delray Beach

5.0 out of 5 average rating, 27 reviews

Big saltwater pool house close to beach & the Ave

Jul 26 – Aug 2

G$73,839 GYD per night

Guest favorite

Guesthouse in Deerfield Beach

5.0 out of 5 average rating, 12 reviews

Nanner Pool House

May 18 – 25

G$19,373 GYD per night

Guest favorite

Home in Delray Beach

4.82 out of 5 average rating, 65 reviews

2 Bed Cottage walk to Pineapple Grove Ave & Beach

Aug 4 – 11

G$31,881 GYD per night

Guest favorite

Home in Deerfield Beach

4.96 out of 5 average rating, 26 reviews

Comfy Studio; Laundry; Pool; Near Beach

May 5 – 12

G$26,031 GYD per night

Guest favorite

Home in Delray Beach

5.0 out of 5 average rating, 15 reviews

The Vacation Getaway with a Heated Salt Water Pool

Aug 24 – 31

G$65,289 GYD per night

Guest favorite

Home in Boca Raton

5.0 out of 5 average rating, 6 reviews

*New* Luxury Home in Boca Raton with heated pool

Nov 20 – 27

G$83,394 GYD per night

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Quick stats about vacation rentals in Highland Beach

Total rentals
20 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
640 reviews
Nightly prices starting at
G$20,848 GYD before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Highland Beach?
Yes! Work meets play with ease at over 10 vacation rentals in Highland Beach featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Highland Beach?
Four-legged friends are welcome in Highland Beach. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there Highland Beach vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Highland Beach, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly vacation rentals in Highland Beach?
Highland Beach has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Highland Beach beach vacation rentals

Top-rated vacation rentals in Highland Beach

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Highland Beach vacation rentals

Other great vacation rentals in Highland Beach

Home in Delray Beach

Home in Delray Beach

Condo in Delray Beach

Home in Boca Raton

Guesthouse in Delray Beach

Home in Delray Beach

Apartment in Delray Beach

Apartment in Deerfield Beach

Other great vacation rentals in Highland Beach

Apartment in Delray Beach

Tiny home in Delray Beach

Home in Delray Beach

Guesthouse in Deerfield Beach

Home in Delray Beach

Home in Deerfield Beach

Home in Delray Beach

Home in Boca Raton

Quick stats about vacation rentals in Highland Beach

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

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

Are there pet-friendly vacation rentals in Highland Beach?

Are there Highland Beach vacation rentals on Airbnb with pools?

Are there family-friendly vacation rentals in Highland Beach?

Destinations to explore