Vacation rentals in Highland Beach

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Top-rated vacation rentals in Highland Beach

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Guest favourite

Guesthouse in Boca Raton

4.99 out of 5 average rating, 214 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.

Mar. 26 – Apr. 2

$213 CAD per night

Guest favourite

Guesthouse in Delray Beach

4.94 out of 5 average rating, 171 reviews

Beach Retreat-W/Cabana Service*Walk to Downtown*

Looking for the perfect romantic getaway? Look no further than this charming, newly renovated one-bedroom home in the most picturesque town on Florida’s coast. Enjoy the ocean breeze and azure waters of Delray Beach and live like locals as you enjoy being in historic downtown, stroll to the beaches, and enjoy the local attractions. 4 Min Walk to Pineapple grove + Atlantic Ave 4 Min Drive to Delray Beach 9 Min Drive to Wakodahatche Wetlands Learn More Below and Experience Delray Beach With Us!

Aug. 3 – 10

$230 CAD per night

Guest favourite

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!

Oct. 7 – 14

$488 CAD per night

Superhost

Apartment in Boca Raton

4.85 out of 5 average rating, 26 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

May 17 – 24

$175 CAD per night

Guest favourite

Home in Delray Beach

5.0 out of 5 average rating, 68 reviews

Peaceful oasis - bright home with cozy backyard ☘

Artistic bedrooms with luxury all cotton linens are beautiful to a wake up in! Stay energized, home has lots of natural light all over and beautiful huge Back yard for outdoor activities, games, exercise. Luxury showers to unwind. Committed to excellence in hosting we will make sure you are comfortable. Enjoy this peaceful heavenly place, located by the intracoastal mansions of Delray east of Federal. Right by the huge plazas with everything needed for your vacay! Walk to stores and bakery!

May 5 – 12

$335 CAD per night

Guest favourite

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

NEWLY REMODELED 2-bedroom 1-bathroom 1100sq ft. HOME with BIG BACK YARD. Be NEAR ALL ENTERTAINMENT and attractions Delray has to offer, walk, bike or FREEBEE to OLD SCHOOL SQUARE, PINEAPPLE GROVE, SUNDY VILLAGE and all of your favorite restaurants and nightlife. The home is 3/4 of a mile to the BEACH 1/2 a mile to all of the new attractions and restaurants/shops on Linton Blvd. FREE PARKING and room for your boat too. Perfect for longer stay with Washer/Dryer. Free 2 BEACH BIKES with helmets.

Aug. 25 – Sep. 1

$263 CAD per night

Guest favourite

Home in Delray Beach

4.94 out of 5 average rating, 162 reviews

Cozy Delray Beach House Waterfront Intracoastal

🏝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!

Sep. 15 – 22

$202 CAD per night

Guest favourite

Home in Delray Beach

4.94 out of 5 average rating, 109 reviews

CASITA DELRAY - 314 SW 2nd Street

Charming Renovated 2 Bedroom “Casita” Close to Downtown Delray Beach!! Beautifully Decorated with thoughtful details throughout Quality Mattresses, Bedding, Plush Pillows,, & Towels, 2 Beach Cruiser Bicycles for a quick ride downtown or to the beach 3 Beach Chairs / Beach Umbrella / Beach Towels / Yoga Mat Provided Private Fenced Backyard with Weber BBQ / Table and Chairs for Outdoor Dining / Hammock Close to Downtown....Restaurants, Bars, Shoppes, Nightlife and award-winning BEACHES :)

Jun. 29 – Jul. 6

$255 CAD per night

Guest favourite

Condo in Delray Beach

4.9 out of 5 average rating, 51 reviews

Oceanfront Elegance - Sun Sand & Style

With a stay at Coral Cove, you'll be on the beach, steps from the chic shops and restaurants of Atlantic Avenue, a 5 minute drive to the Delray Beach Tennis Center and Tiger Woods PopStroke golfing. You’ll enjoy the nautical flavor of the studio apartment, the comfortable queen bed with coastal linens, the modern kitchen, and the full bath with tub. Great outdoor patio for barbecues or just to enjoy a glass of wine. Beach chairs and towels are available. Come join us in sunny Florida!

Jul. 11 – 18

$263 CAD per night

Guest favourite

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

$388 CAD per night

Guest favourite

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!!

Jul. 14 – 21

$259 CAD per night

Guest favourite

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 1 – 8

$233 CAD per night