
Holiday rentals with outdoor seating in Highland Beach
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Highland Beach
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Bob’s Beach House Cottage Walk Steps to beach
Private Beach Cottage. 2 bedrooms and 2 bath. Large covered patio area for outdoor living. Enjoy private walks on our wonderful Beach. The beach is only 300 yards away 2 minutes walk. Next to Nomad Surf Shop you can rent Surf & paddle boards. We take pride in having the cleanest cottage in town. All tile floors, all white linens. Our cleaning service thoroughly cleans and disinfects all surfaces and linens after each occupancy. We have parking for only two cars, one’s covered under the carport.

•Floasis• Your private FL Oasis 5 min to beach!
Kick back, relax and recharge in this calm stylish space! Floasis is located 1.3 miles from the beach, with lots of activities, restaurants and shops nearby... but honestly, once you get to the house you won't want to leave! You will have your private good size pool, hot tub, an amazing covered deck to relax and dine and a big grassy area for the kids or dogs to run, yoga, relaxation or just for soaking in the florida weather! It's the perfect oasis for a couple, a small family, or 2 couples!

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.

Heated Pool | King Bd | Cozy Backyard | Quiet Stay
WORLD CUP 2026 Destination 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

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🧡

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!

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 ;)

shipwrecked fun design • stunning canal view
Bold interior design in this newly renovated pad with a beautiful canal and dock in delray. Step in the front door and immediately you see the large windows looking out onto the water in the back. This is true to Delray Beach with all its charm. Now pop on a movie on the big 75 inch Smart TV screen, rest your head on the comfy beds, shower under the rainfall fixtures and truly unwind in a Delray-geous getaway. Just 6 minutes to the beach or Delray's amazing nightlife and restaurants.

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.

Sunny Days | Heated Salt Pool |Grill |Beach|Modern
You will Love this Place! Location can't be beat! 5 miles to Beach, 2 mins to I-95 / Publix, 13 mins to Whole Foods, Theaters, Boomers, Malls, Universities, and MORE! Dining room has a beautiful pool view. Gorgeous during dinner when the sun is setting. Soaking bath tub in master bathroom. Tile flooring throughout. All stainless steel appliances and stocked kitchen. Large outdoor area with heated saltwater pool & bbq. Pool table and so much more. 1881 sq foot spacious and clean!

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.

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!
Popular amenities for outdoor seating rentals in Highland Beach
House rentals with outdoor seating

Lux 2 King beds 4 Br2 bath, walk to everything.

Curated Luxury Retreat | Pool • Spa • 8 min Beach

Luxurious waterfront mansion - large heated pool

2/1.5 Delray Getaway. Minutes from Beach

Spacious Pool home minutes from beach, King bed!

A quiet, relaxing, hidden oasis.

East Boca Getaway | Minutes to Beach & Downtown

VacationSunwind: Water front Pool Home with Dock
Apartment rentals with outdoor seating

Mid-Century Modern Getaway

Seaside Escape | Stroll to Beach & Top Restaurants

Beach Studio Steps from Ocean & Atlantic Ave

Dockside Nautical Fishing Cottage. Intracoastal!

Next to Boca & The Beach | Tropical & Trendy 1-br

Fabulously Renovated Beachside Ocean Cabana

Relax in Ocean Ridge- Walk to Beach

Serene Coastal Lush Garden- BBQ, $1 rides to Beach
Apartment rentals with outdoor seating

PRIME location on Fort Lauderdale's Central beach

Luxury Resort Style Beach Condo - No Resort Fee!

ON CANAL! Pool+Walk to BEACH! Boat Watch! 2b/2b

The Island Nest, Behind Wyndham Resort on Beach!

Charming studio just by the beach & Atlantic Ave

14th flr Penthouse - King Bed Panoramic Ocean View

Landex @ Dover House 1 bedroom 1 bath

Absolute waterfront haven, walk to the beach
Quick stats about holiday rentals with outdoor seating in Highland Beach

Total holiday rentals
Explore 20 holiday rentals in Highland Beach

Nightly prices starting at
Highland Beach holiday rentals start at £141 per night before taxes and fees

Verified guest reviews
Over 890 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
20 of Highland Beach holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Highland Beach rentals

4.8 Average rating
Highland Beach stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with outdoor seating Palm Beach County
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- South Beach
- Fort Lauderdale Beach
- Bayfront Park
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- Kaseya Center
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- Aventura Mall





