Holiday rentals in Gulf Stream

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Top-rated holiday rentals in Gulf Stream

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

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Luxe
Home in Delray Beach
5 out of 5 average rating, 48 reviews

Luxe Private Pool & Spa*2 King Bds*Heart of Delray

🌴 Serenity Palms Villa 🌴 Escape to your own private retreat in the heart of Delray Beach. Enjoy a private saltwater pool, spa, and outdoor spaces designed for effortless relaxation. Tucked into a quiet, charming neighborhood, steps from town and the beach, this beautifully designed villa offers a rare blend of walkability, privacy, and elevated comfort. Thoughtfully curated, the home blends high-end finishes with a warm, livable feel. Guests describe it as a “boutique hotel only better.”

Top guest favourite
An aerial view showcases the Seaside Getaway's proximity to the Atlantic Ocean, with sandy beach visible in the distance. A red path indicates the walking route from the property through lush greenery to the beach. A parking area for vehicles is seen in the foreground.
Home in Boynton Beach
5 out of 5 average rating, 31 reviews

Florida Seaside Getaway

Seaside Getaway is old Florida charm at its best. You are just a few steps away from a beautiful inviting sandy beach and the warm waters of the Atlantic Ocean. Seaside Getaway is located inside the Gulfstream Park, a small sun up to sun set park on the Atlantic Ocean. The park provides a life guard, barbecue grills, children's playground, and nature trails. Seaside Getaway has a deeded walking path through the park and to the beach. Fine water front dinning, Fishing, Jet Skies and more close by

Top guest favourite
A serene beach scene features soft, white sand stretching along a calm shoreline. Gentle waves lap at the water's edge, transitioning from light turquoise to deeper blue. A few scattered clouds float above under a bright sky, inviting relaxation and tranquility.
Bungalow in Ocean Ridge
4.95 out of 5 average rating, 224 reviews

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.

Guest favourite
A bright living room is featured, showcasing a blue sofa with pillows and a natural landscape art piece above it. A round dining table with white chairs is visible, along with a small plant and a coffee table. Natural light enters through a glass door.
Guest suite in Delray Beach
4.89 out of 5 average rating, 106 reviews

Blue Ocean - 1 Bedroom Apt/ Near the Beach

Unique 1 bedroom apartment with a full living room and kitchen. Located in a calm neighborhood walking distance to the beach (~0.7 miles) and a mile from downtown. Experience the nightlife or spend your days relaxing at the beach and come home to this comfy, private apartment. Also located within a few blocks of the following; the oldest bar in Delray, a delightful French Bakery, a 24 hour convenience store, a barber, a dentist, consignment shops, a grocery store, and the intracoastal waterway.

Guest favourite
A bright living area is furnished with a light-colored sofa and two wicker chairs, each with decorative cushions. A rectangular coffee table is centered on a soft area rug. Natural light fills the space through large windows, and a wall-mounted TV is positioned across from the seating arrangement.
Home in Delray Beach
4.95 out of 5 average rating, 258 reviews

Peaceful 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 ft 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!

Top guest favourite
A fenced-in backyard is highlighted by tropical plants and illuminated by string lights. Comfortable outdoor seating is arranged on a paved area, surrounded by lush greenery. The space offers a tranquil atmosphere, perfect for relaxation and enjoying the outdoors.
Guest house in Boynton Beach
5 out of 5 average rating, 30 reviews

Palm Casita - Private 1BR Tropical Retreat

Private Guesthouse | Tropical Retreat | Near Beaches & Delray Relax in this private 1BR 1BA guesthouse with a fenced-in backyard. Sleep soundly in a comfortable king bed and enjoy a quiet neighborhood just minutes from beautiful beaches and world-famous Delray Beach. Close to great restaurants and shopping. Includes in-unit washer/dryer, full kitchen, fast WiFi, and private driveway. Perfect for a beach getaway or exploring the vibrant area. Your private tropical retreat awaits—book now!

Top guest favourite
A spacious outdoor area features a wooden deck, two chaise lounges, and a grassy turf section. A dining table with several chairs is positioned nearby, with a charming entrance leading to the interior of the beach house, surrounded by greenery and a fence for privacy.
Home in Ocean Ridge
5 out of 5 average rating, 63 reviews

Beach House East of A1A,Hot Tub,Courtyard

The Beach House is steps to the beach, no roads in between, you can see the beach from the front driveway! Private hot tub in front of a 50" outdoor TV, fully enclosed fenced in yard for privacy.Have fun in the sun all day at the beach and relax in the hot tub at night.The Beach House is nestled in between Delray Beach and Ocean Ridge in a unique old Florida style beach front neighborhood. The actual house is 300' to the sand, you can see the beach from the driveway.

Top guest favourite
An open dining area features a wooden table set with white dishware and elegant glassware, surrounded by light-colored upholstered chairs. The kitchen is visible in the background, showcasing modern appliances and cabinetry. A comfortable living area can be seen through a large glass door.
Home in Boynton Beach
4.98 out of 5 average rating, 175 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.

Superhost
Cottage in Delray Beach
4.78 out of 5 average rating, 258 reviews

Delray Beach dockside nautical fishing cottage

Enjoy the 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. Welcome to Delray’s best kept secret This 85 year old cottage on the water has more character than you can imagine. While it has had some upgrades, it’s not perfect but has so much to offer!

Top guest favourite
The kitchen features modern white cabinetry and quartz countertops, offering ample space for meal preparation. A large refrigerator and a TV provide convenience, while a view of the backyard and pool enhances the atmosphere. A small dining area can be seen in the background.
Home in Boynton Beach
4.96 out of 5 average rating, 74 reviews

Bright, open home w/ Pool, close to Delray & Beach

Luxury meets comfort at Boynton Beach East, close to downtown Delray, & beach. This home includes a spacious living room, fully-equipped kitchen, 2 bathrooms, & 3 cozy bedrooms that sleep 8. Outside, you'll find a private oasis complete with a fully fenced yard, patio, and grill. Take a dip in the pool, and relax with your friends and family. Enjoy nearby grocery stores & dining options, as well as easy access to PBI & FLL airports. Discover your next adventure!

Luxe
Villa in Boynton Beach
5 out of 5 average rating, 4 reviews

1.5 Mi to Atlantic Ave + Golf Cart + Heated Pool

Newly remodeled lakefront home on Lake Ida — heated private pool, firepit, and paddleboards + kayak from your backyard. Sleeps 8 across 2 primary suites and 2 guest bedrooms in 2,700 sq ft of single-level living. Chef-ready kitchen, Sonos sound, fast Wi-Fi, dedicated workspaces in both primary suites. Family setup: Pack 'n Play, high chair, fully fenced yard. Includes 6-passenger golf cart, beach chairs + umbrellas. 10 minutes from Atlantic Avenue.

Guest favourite
Home in Delray Beach
5 out of 5 average rating, 23 reviews

Heated Pool, Hot Tub, Pickleball & Putting Green

Discover your own piece of paradise just minutes from Delray Beach’s vibrant Atlantic Avenue and pristine shoreline. This modern 4-bedroom home is ideal for large families, groups, or corporate retreats. Lounge by the private heated pool, unwind in the hot tub, challenge friends on the pickleball court or putting green, catch your favorite shows on a TV in every bedroom, or gather for a memorable feast in the state-of-the-art kitchen.

Popular amenities for Gulf Stream holiday rentals

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Gulf Stream?

    Four-legged friends are welcome in Gulf Stream. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Gulf Stream?

    Yes! Work meets play with ease at over 30 vacation rentals in Gulf Stream featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Gulf Stream vacation rentals on Airbnb with pools?

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

  • Are there family-friendly vacation rentals in Gulf Stream?

    Gulf Stream has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Gulf Stream?

    Experience the best of Gulf Stream with our apartment rentals, starting at about $100 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 Gulf Stream have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Gulf Stream. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Gulf Stream have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Gulf Stream. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Gulf Stream have a bbq area?

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

Quick stats about holiday rentals in Gulf Stream

  • Total holiday rentals

    Explore 70 holiday rentals in Gulf Stream

  • Nightly prices starting at

    Gulf Stream holiday rentals start at $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,490 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    70 of Gulf Stream holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Gulf Stream rentals

  • 4.7 Average rating

    Gulf Stream stays receive an average rating of 4.7 out of 5 from guests

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