Vacation rentals in Gulf Stream

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Top-rated vacation rentals in Gulf Stream

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

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Guest favourite
A clear pool reflects the blue sky, surrounded by lush greenery. Several lounge chairs are positioned along the poolside, providing a relaxing spot. An umbrella offers shade, while the tranquil setting invites leisurely afternoons outdoors.
Home in Boynton Beach
4.9 out of 5 average rating, 82 reviews

Florida Oasis w/heated pool

Come enjoy our beach style home! We are 2 miles to the beach and just a 5 minute drive to downtown Delray Beach. We are located in a quiet family neighborhood, but close to all the good things South Florida has to offer. A quick 5 minute drive to Caloosa Park which has great Pickleball! You can join in on Open Play or have a court to yourself! Wake up to a fresh pot of coffee grab a mug and enjoy it poolside on our outdoor patio. In the afternoon you can fire up the grill go and go for a swim.

Guest favourite
A spacious studio features a wooden ceiling and a large wall mural depicting ocean waves. A cozy sofa is positioned nearby a lamp and a television, with ample natural light streaming through the window. The inviting layout allows for comfortable relaxation.
Condo in Delray Beach
4.95 out of 5 average rating, 20 reviews

Sandy Feet Retreat Delray

This studio is located in a quiet neighborhood,only one block to Atlantic Avenue and one block to the beach. There is a private,tropical courtyard to relax in the shade.This coastal studio is equipped with all the modern amenities you'll need to enjoy your vacation or business trip.There are on-site laundry facilities and a bbq grill for use.There are beach chairs,towels,and an umbrella for use during your stay.The pool area has lounge chairs and rest room.Free parking and wi-fi. Self check in.

Guest favourite
A cozy living area features a comfortable sofa and a round coffee table topped with a small plant. Natural light streams in through glass doors leading to an outdoor space. The kitchen area is equipped with modern appliances, including a stainless-steel refrigerator.
Home in Delray Beach
4.92 out of 5 average rating, 261 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 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!

Superhost
A cozy living area is highlighted by a large sectional couch adorned with decorative pillows. A striped rug adds color to the tiled floor. In the background, a fully equipped kitchen is visible, framed by natural light from the windows.
Home in Delray Beach
4.88 out of 5 average rating, 56 reviews

Casa Rosa Pineapple Grove - Your Lush Garden Oasis

Enjoy this lovely 2bed 2bath home located in the heart of Delray Beach. It features a cozy upscale living room, a fully equipped kitchen, and a huge private backyard with seatings to chill. Main bedroom with a queen bed & a twin + trundle sleeps four. Second bedroom is en-suite with a queen & backyard access. Living room has a deep sectional couch and a large wooden desk. Lush and landscaped outdoor spaces. Super fast internet. Located minutes away from all the amenities of Delray Beach!

Top guest favourite
The private pool area showcases a sparkling blue pool, complete with a spa and sun loungers beneath vibrant red umbrellas. Lush greenery and tranquil waterfront views create a serene atmosphere, inviting relaxation and enjoyment under a bright blue sky with fluffy white clouds.
Home in Delray Beach
4.95 out of 5 average rating, 139 reviews

Waterfront Htd Pool, Spa, Billiards, Lanai, Canal

🌴 Relax at this luxury waterfront Delray Beach retreat in Delray Beach, featuring a heated pool & spa, private dock, screened porch with string lights & Smart TV, pool table, BBQ, and canal views. Bright open living and flexible sleeping for up to 10 guests make it perfect for families and groups seeking comfort, space, and true South Florida relaxation. Message us today and enjoy waterfront luxury, sunshine, and relaxation — all in one exceptional stay. 🌴☀️

Top guest favourite
An open studio layout showcases a comfortable sleeping area with a plush queen-size bed. A fully equipped kitchen featuring stainless steel appliances is visible, alongside a dining table and chairs. A cozy seating area includes a stylish chair, while natural light brightens the space.
Guesthouse in Lake Worth
4.99 out of 5 average rating, 206 reviews

Saddle up: Modern Studio near Beach & Equestrian

Escape to luxury in this private, fully equipped studio guest house in Wellington, FL. Recently updated—featuring a fully renovated bathroom—it offers a peaceful retreat in a quiet, upscale neighborhood. Enjoy exclusive access to the guest house with a full kitchen, patio, and in-unit laundry. Close to beaches, shopping, dining, equestrian and rowing centers. We prioritize 5-star guests with excellent reviews. Book now for a relaxing Florida escape!

Top guest favourite
An outdoor seating area is framed by a wooden pergola covered with climbing greenery. A round glass table sits at the center, surrounded by cozy sectional seating with tropical-patterned cushions. The backyard features a large heated saltwater pool and sun loungers, creating a relaxed atmosphere.
Home in Boynton Beach
5 out of 5 average rating, 19 reviews

Family Friendly- Heated Pool - Near Beach + Dining

Welcome to your peaceful coastal retreat located in the charming Chapel Hill neighborhood of Boynton Beach. This 3 bedroom, 2 bathroom home is designed to provide you with relaxing comfort and effortless convenience, making your stay truly exceptional. The house is located a mere 2.1 miles away from the Boynton Beach Public Access or head south just 2.8 miles to Delray's renowned Atlantic Avenue, bustling with shopping, restaurants, and live music.

Top guest favourite
Home in Delray Beach
5 out of 5 average rating, 31 reviews

4BR Retreat w/Heated Pool • Near Downtown Delray

Welcome to your Delray Beach retreat. Just minutes from Atlantic Avenue and the sparkling shoreline, this newly renovated 4-bedroom, 2-bath home blends modern comfort with laid-back coastal style. Set in a quiet, tree-lined neighborhood, it’s perfect for families, couples, or friends looking for sunshine, space, and serenity. 4.2 mil - Atlantic Avenue 4.7 mil - Delray Public Beach 1.3 mil - The Girls Strawberry Patch 2.8 mil - Lake Ida Park

Top guest favourite
A spacious living area features a large sectional couch arranged around a central wooden table. A 75-inch smart TV is mounted on the wall, while natural light filters through stylish window treatments. A dining table is partially visible, accommodating gatherings.
Villa in Delray Beach
5 out of 5 average rating, 34 reviews

Villa Azul: 4-min walk to beach, off of Atlantic

Welcome to Villa Azul (managed by Seabreeze Villas Delray), located in the heart of Delray Beach, where coastal charm and modern luxury intertwine for an unforgettable vacation experience. Nestled just a leisurely stroll 4 minutes from the beach and 2 minutes from the vibrant Atlantic Ave, you'll find yourself immersed in the lively energy of local shops, eclectic boutiques, and a diverse array of dining and entertainment.

Superhost
Home in Delray Beach
4.73 out of 5 average rating, 11 reviews

Hot Tub • Salt Pool • Png Png • Close to AtlAv

Atlantic Avenue (Downtown Delray Beach – shops, restaurants, nightlife): • 1.5 miles – ~5 minutes by car or ~20 minutes on foot Delray Beach (public beach access): • 2.3 miles – ~7 minutes by car Lake Ida West Park (kayaking, paddleboarding, nature trails, dog park): • 0.9 miles – ~3 minutes by car or ~15 minutes on foot Pineapple Grove Arts District (art galleries, cafes, boutiques): • 1.7 miles – ~5 minutes by car

Guest favourite
A covered seating area features a light blue wall and is decorated with a large area rug. A spacious gray sofa and two white chairs with blue cushions surround a glass coffee table. Potted plants add greenery to the relaxing space.
Guesthouse in Boynton Beach
4.89 out of 5 average rating, 408 reviews

Cozy and clean guesthouse in Boynton Beach

Completely renovated guest house located in a quite island neighborhood. Near many shopping stores and restaurants. 10 mins to the beach. Beautiful walking areas across from the community. Plenty of free parking space. We are 11 miles south of PALM BEACH AIRPORT, 32 miles north of FORT LAUDERDALE AIRPORT and 52 miles north from MIAMI INTERNATIONAL AIRPORT, we are just over a mile from I95.

Guest favourite
Home in Gulf Stream
4.92 out of 5 average rating, 13 reviews

Sun splashed bungalow a block to the beach

This unique property has a style all its own. Enter into a fully renovated two bedrom one and a half bath Spanish Bungalow. This home has been completely renovated. All furnishings are new effective 9/1/25. Custom built outdoor shower, gas grill and outdoor space. Parking for 1-2 vehicles. . Just minutes from the beach, shopping and Delray nightlife.

Popular amenities for Gulf Stream vacation rentals

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  4. Palm Beach County
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