Holiday houses in Gulf Stream

Apartment in Boynton Beach

4.91 out of 5 average rating, 123 reviews

Relax in Ocean Ridge- Walk to Beach

Walk to the BEACH ~ Kick back & relax in this fully renovated adorable beach & surf inspired home with 2 quaint bedrooms w/ Full size beds. Home has a dining area for 4 w/ a complete kitchen for cooking in and relaxing after a full day of playing on the beach or surfing the waters. Beach is a 5 minute walk away! Nomad Surf Shop is just 2 minutes away or hit Downtown Delray for restaurants, shopping and nightlife only 8 minutes away! Have a large family/group? There is 2 more units you can rent.

4.84 out of 5 average rating, 38 reviews

Bungalow in Delray Beach

Tropical Private Bungalow - Gardenhouse309

Experience modern boho living and luxurious amenities with this newly remodeled 1950’s bungalow. Biking distance to the beach and vibrant Downtown Delray, everything from PopStroke by Tiger Woods, Coco Market, and Morikami Gardens to the up and coming Pineapple Grove Arts District and the Atlantic Ave strip is just minutes away. Pets are also welcome, and free parking is available. We can accommodate early and late check-ins when possible. So book now, and treat yourself to a local experience.

Apartment in Delray Beach

4.92 out of 5 average rating, 209 reviews

the writer's nook • treehouse economical studio

Upon entering the newly renovated Green Door Suite, it's charm and coziness envelops you, making you feel right at home. The bold and contemporary styling boasts the sophistication of a boutique hotel room. Unwind in our luxurious shower after a long day at a conference, or cool off after a hot day the beach! Perfect for a getaway on a budget. This cozy cottage is located in a serene space nestled under the trees. Enjoy a swing in the hammock, or a walk to the nearby lake in the neighborhood.

4.96 out of 5 average rating, 223 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!

4.92 out of 5 average rating, 199 reviews

Charming Beach House with Pool! Great location!

Stroll or bike to beautiful beach and Atlantic Avenue! Please contact me for bookings and availability for short term rentals with a 3 night minimum. 2 beautifully furnished bedrooms with queen beds, 1.5 baths plus outdoor shower. Cable TV and wifi, new linens, pots and pans and appliances. Large outdoor entertainment space with pool, waterfall, gas grill, tropical landscape! A true gem! I also add a pet fee of $150 per pet. We offer instant booking up to one year in advance of your stay.

4.96 out of 5 average rating, 28 reviews

Home in Boynton Beach

Beautiful 2 Bedroom close to Beach & Atlantic Ave!

This turn-key home is a short 2 mile bike ride to Downtown Delray Beach. Comfortable king and queen beds in bedrooms. Huge open floor plan kitchen & living area, Office, Brand new smart TV. New washer/dryer, large Weber Grill, His & hers bicycles + Peloton Bike! Just bring your suitcase! Less than a 2-mile bike ride to prized Atlantic Ave Restaurants, Shopping & Entertainment. Less than 2 miles to Delray Beach Access. Walk to the corner & get picked up by the Freebie Ride for a night out!

4.99 out of 5 average rating, 165 reviews

Guesthouse in Lake Worth

Saddle up: Modern Studio near Beach & Equestrian

Escape to luxury in this private, fully-equipped studio guest house in Wellington, FL. Recently refurbished, it offers a peaceful retreat in an upscale, secure neighborhood. Enjoy exclusive access to the entire guest house, featuring a full kitchen, and easy access to beaches, shops, the equestrian center, rowing center, malls, and top restaurants. Perfect for a relaxing Florida getaway. We prioritize discerning guests with glowing reviews and 5-star ratings. Book now for a memorable stay!

4.97 out of 5 average rating, 89 reviews

Delray Bali House ~ Heated Pool ~ Sauna ~ Hot Tub

☆ 5% Military and First Responder Discount ☆ Escape to our Bali inspired oasis in the heart of Delray Beach! Immerse yourself in the city's vibrant culture while enjoying the local dining and shopping scene. Take a quick ride to the pristine beach for a fun-filled day of swimming, paddle-boarding, and boating, or head over to Lake Ida for a peaceful fishing trip. Unwind in the tranquil amenity filled backyard. Rejuvenate and make long lasting memories with your loved ones. Welcome!

4.92 out of 5 average rating, 133 reviews

Downtown Beach Home w/FREE Beach Cabana membership

Whether you're looking for a winter escape or a much-deserved getaway, our professionally designed, well-appointed, & newly renovated home was created with your family and friends in mind! Enjoy the warm tropical air and Caribbean blue waters of Delray Beach and all of the entertainment and nightlife that Atlantic Ave has to offer. This experience is all about fun in the sun, first-class food and drink, and plenty of laughs with your loved ones. We look forward to hosting you!

4.98 out of 5 average rating, 45 reviews

HP Delray Retreat: Pool, Tiki Hut & Putting Green

Discover Hideaway Palms—your private 3BR oasis in Delray Beach! This renovated villa features a heated pool, tropical Tiki Hut dining area, and a golfer’s dream putting green. Enjoy modern amenities, spacious outdoor living, and comfort for up to 6 guests. Nestled in the FreeBee zone, you're just minutes from Delray’s beaches, Atlantic Ave, dining, and nightlife. Perfect for a sunny, stylish escape with friends or family. Book your unforgettable stay today!

Guesthouse in Delray Beach

4.82 out of 5 average rating, 22 reviews

Beachy Studio w/ Pool, Hot Tub - 6 min to Atlantic

This cute tropical studio is the perfect place to relax on a short getaway. Wake up to sunlight as you're surrounded by windows letting in natural light. Enjoy a king sized bed, heated pool, and hot tub. You are located 6 minutes from Atlantic Ave which is packed with bars and restaurants and 6 minutes from the beach. We provide you with everything you'll need, so pack your bags and come relax! *the backyard may shared with other listings.

4.8 out of 5 average rating, 227 reviews

Cottage in Delray Beach

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

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Other great holiday rentals in Gulf Stream

5 out of 5 average rating, 8 reviews

Home in Boynton Beach

Sunny Retreat in Boynton Beach

BenjaminRating, 5 stars1 week ago

Bich was so great from the beginning and her home was perfect for what we needed. She even let us stay an extra day on very short notice. This is a great host and a great property, highly recommend!!

Superhost

Private room in Boynton Beach

4.92 out of 5 average rating, 188 reviews

A nice cozy private room with a wonderful ambience

MarisaRating, 5 stars1 month ago

I am glad I chose Ideli & Ron’s place. It was private and she made me feel at home. She is a lovely lady. The art pieces were a nice touch and the quiet kittie, Maggie. Everything was clean. I would stay there again.

Home in Boynton Beach

4.76 out of 5 average rating, 54 reviews

Mins to Beach! Recently remodeled! Putting Green!

RieRating, 5 stars3 weeks ago

Jules and JB’s are very helpful.! They respond right away for all our needs. Place is very close to beautiful beach 🏖️ and the yard are fenced for privacy and we enjoyed with our dog ! Thank you again Jules and JB’s and we will back again!!

Apartment in Delray Beach

4.76 out of 5 average rating, 21 reviews

Cozy studio, centrally located, pets welcome

TedRating, 5 stars2 months ago

I have stayed here in the past and enjoyed it so much. I stayed here again. It is a wonderful, clean, compact studio in the heart of Delray Beach.

5 out of 5 average rating, 15 reviews

Stunning 3 BED modern pool home by the Beach

ChristinaRating, 5 stars2 days ago

Lovely home both inside and out. Very clean and stocked well. The photos do not do justice to the backyard/pool area- much nicer than I expected. Finishes were beautiful and designed with an eye for detail!

4.97 out of 5 average rating, 62 reviews

Delray Beach Suite - close to Atlantic Ave & Beach

SteveRating, 5 stars3 months ago

Igor’s place was easy to find, access was seamless. Once we arrived, we were astonished by the cleanliness and the many amenities provided. We felt at home instantly, could not have been any better. Igor was quickly responsive to our needs in an extremely helpful and friendly manner. We truly recommend this lodging. Would return anytime.

Holiday home in Boynton Beach

5 out of 5 average rating, 12 reviews

Stylish home steps from beach with covered patio

ChristieRating, 5 stars3 weeks ago

The place was decorated to a T, Mika really thought of everything. Pictures really do not do the place justice. It was perfect for our needs and close to everything we needed. Would definitely visit again.