House holiday rentals in Gulf Stream

4.91 out of 5 average rating, 120 reviews

Luxe Poolside Villas I

Welcome to Delray Beach’s stylish luxe villas. This pool home is perfect for a family or couple’s getaway. This modern villa offers a tranquil residential vibe alongside quick, easy access to the downtown areas and the popular Delray Beach. admire the crisp, contemporary decor or relax in your private patio equipped with BBQ grill and outdoor seating. Inquire about renting all 4 villas together. ALL 4 VILLAS HAVE THEIR OWN PRIVATE PATIO AND HAVE ACCESS TO THE 11,000 sq ft RESORT W/ AMENITIES.

4.98 out of 5 average rating, 133 reviews

Home in Lake Worth

Tranquil Vibes ~ Pet Friendly Private Pool Home

Welcome to our cozy pool home with screened porch, deck w/ remote control lighting of cabana for evenings. Grill, tropical fruit trees, plants & private fenced yard. Coastal cottage decor mixing vintage finds in newly remodeled space. Neighborhood is peaceful w/ close drive to beaches, restaurants, golfing, parks & shopping. Each bedroom has cooling mattress pads & ceiling fans. Pets welcome! Beach chairs, cooler, bikes, beach umbrella, pool floats, yoga mat, games/books-.Long stays welcome

4.93 out of 5 average rating, 209 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.

4.94 out of 5 average rating, 231 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!

4.92 out of 5 average rating, 183 reviews

Delray Beach-5 Bedr/4.5 bath*Heated Pool

Brand new AC’s installed in this 5 bedroom, 3 ensuite & 2 half bathroom house in sought after Lake Ida area. Step into a relaxing, beach feel the moment you walk through the door. Enclosed backyard with large private heated pool. Beachtowels, towels, toiletries and all kitchen amenities included. Delray Public Beach: 2miles World renowned Delray Tennis stadium: 1.2 miles. Buzzing Atlantic Ave with restaurants, art galleries: 1 mile Pool loungers, umbrellas & grilling facilities outside.

Superhost

4.86 out of 5 average rating, 137 reviews

2 BD Delray Beach Cottage walk to The Ave & beach

Your friends and family will be close to everything when you stay at this centrally-located trendy apartment in the Historic District of Delray Beach. This newly remodeled mid-century modern apt features a brand new kitchen where guests can gather and cook up their favorite meals. Spend your days tanning and swimming at the beach before relaxing in your private patio for an afternoon drink then walk over to Pineapple Grove and "the Ave" for live music, great food, dancing, and fun!

4.95 out of 5 average rating, 102 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!

Superhost

4.76 out of 5 average rating, 123 reviews

The Captains Quarters of Delray Beach

Come relax in this comfortable Delray Beach getaway. Spacious clean home with outdoor kitchen, sun deck and hot tub. Good vibes decorated in cherry wood mahogany. Open kitchen for entertaining large couch with Wi-Fi and cable. Three nice size bedrooms and beautiful dining room, 6 seating marble table. Great neighborhood centered in town 5 min to the beach, downtown delray, marinas, shopping, 15 min to PBI airport. House is offered by a Florida local knowledged boat captain. RELAX.

4.96 out of 5 average rating, 140 reviews

DWTN Delray Pool Home | FREE Beach Cabana service

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!

4.96 out of 5 average rating, 172 reviews

Home in Boynton Beach

Tropical Hideaway |Prking, WiFi, Beach Vibe, Grdn

Luxurious Garden Oasis Suite in Prime Boynton Beach Tucked beneath a mango tree, this private suite invites you to slow down, breathe deep, and embrace comfort. Blending curated style, cozy textures, and modern amenities, it's the perfect hideaway to recharge—whether you're working remotely or simply unwinding. Thoughtfully designed and rich in charm, this tranquil escape offers a true taste of coastal luxury. Come for the sun, stay for the feeling. Your soft landing awaits.

4.98 out of 5 average rating, 47 reviews

312 Delray Retreat: Pool, Tiki Hut & Putting Green

DELRAY NIGHTLY presents Hideaway Palms, your private 3BR oasis in sunny Delray Beach! This beautifully 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. Located in the FreeBee ride zone—just minutes from Delray’s pristine beaches, Atlantic Avenue, top dining, shopping, and vibrant nightlife. Book your unforgettable Florida escape today!