Holiday rentals in Gulf Stream

Cozy, Comfy, Private Yard

Enjoy beautiful Delray Beach* at a great price. This bright, immaculately clean, cozy apartment has what you need. 10 min. from Atlantic Ave shops/restaurants, 15 min. from the beach. Relax in your spacious well-lit, private yard, stylishly designed with palm trees and plants. Perfect for “chilling out” and for having family/friends join you. DELRAY BEACH: (USA TODAY 2024) #1 BEST BEACH IN FL ONE OF USA'S 10 GREAT SHOPPING STREETS (Atlantic Ave) ID is required for guests without +reviews

Dockside Nautical Fishing Cottage. Intracoastal!

Wake up to coffee on the dock, the tropical birds singing, and watch the tide roll in with all the sea life that moves in with it. Watch the manatees roll around with their young, take in the Eastern exposure with the bright sun on the dock all day and in the screened area This unit sleeps 2 and provides the shared use of two kayaks, with the guest in the other unit. Welcome to tranquility Enjoy the newly renovated screened in Florida room with beautiful new hurricane proof sliding doors

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.

Sundy Apartments Unit 3 - Managed by Brampton Park

Modern 2BR Apartment | 1 Block to Atlantic Ave | Walk to Beach + Pool Exclusively Managed by Brampton Park Enjoy the best of Delray Beach from this stylish, 2-bedroom, 1-bath apartment—just one block from Atlantic Avenue and less than a mile from the beach! • Modern, fully equipped kitchen & living space • Two comfortable bedrooms + updated bathroom • Washer & dryer • Shared heated pool, outdoor seating, BBQ grill • Pet friendly (with approval) Construction noise possible thru April 2026

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!

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!

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!

Beach Retreat W/Cabana Service | Steps to Downtown

Welcome to your retreat filled with sun & fun, where you can relax in the tropic air and aqua blue waters of Delray Beach. You will enjoy our well-appointed, newly renovated guest house originally built in 1929 & located in historic downtown Delray. Live like locals as you enjoy a bike ride or an evening stroll to our lively downtown and beautiful beaches. With our amenities and superb level of cleanliness, you will experience a level of comfort unmatched by hotels or other Airbnbs

3 Miles to Atlantic Ave - The Delray Chic Cottage

This charming studio offers the ideal blend of comfort and convenience you're looking for. Just minutes from beautiful beaches, shopping and some of Delray's best restaurants, it's the perfect place to unwind and enjoy the coastal lifestyle. Inside you'll find a cozy and thoughtfully designed space, equipped with everything you need for a relaxing stay. A fully stocked kitchen, Wifi and an inviting living area. Relax, recharge, and experience Delray Beach at your own pace.

Retro charm studio - Walk to beach & Atlantic Ave

Charming studio with vintage vibes in a serene location near Atlantic Avenue—just a 2-minute walk to the beach and Opal Grand Beach Hotel. Step into a bygone era, radiating 1950s nostalgia in one of Delray Beach’s most coveted spots. Enjoy the Grove Condominiums' old-world charm, pool, and tropical gardens. Soak in Delray Beach's retro essence with upscale bars, diners, and boutique shops nearby. Embrace classic charm and coastal living in this slice of the '50s.

Delray Cottage: garden + walk to beach + golf cart

Charming beach bungalow steps from the beach and Atlantic Avenue shops and restaurants. Fully renovated in 2020 ✨ *Beautiful tropical garden with multiple seating areas *The most outdoor space you will find in East Delray *5 minute walk to the beach *Hammock, reading nook, and outdoor dining area *Avocado tree, palm trees, orchids, gardenias, bromeliads, bougainvillea *Beach pass included! *Golf cart on site available for rent *Work or play; 1100 sqft

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.