Vacation rentals with a pool in Gulf Stream

Delray Holiday Escape • Heated Pool • Walk to Ave

Escape the winter chill and celebrate the holidays in sunny Delray Beach! The Happy Mango Hideaway is a private 2-bedroom, pet-friendly cottage featuring a heated saltwater pool, spa-style bathroom (renovated Oct 2025), full kitchen, fast Wi-Fi, and cozy workspace. Walk to Atlantic Ave’s shops, cafés, and nightlife, or unwind in your fenced tropical yard. Perfect for holiday travelers, snowbirds, and remote workers seeking sunshine and serenity. Make Delray Beach your home for the holidays.

Large Heated Pool - Family Friendly Private BBQ

Welcome to our renovated family-friendly home centrally located in the heart of Boynton Beach, Florida. This home is perfect for families seeking a spacious and friendly retreat. With 3 bedrooms, 4 beds, 2 full bathrooms, and a fully stocked kitchen and laundry area, we've ensured a relaxing and convenient stay for up to 8 people. Take a dip in our newly built saltwater HEATED pool or relaxing in the hammock's backyard, along with a bbq grill and cornhole set for you and your guests to enjoy.

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.

Heart of Delray ~ Luxury 2bd~ Private Pool & Spa

Experience this beautifully appointed vacation retreat just minutes from Pineapple Grove, Atlantic Avenue, and Delray Beach. Enjoy a tranquil private saltwater pool and spa surrounded by lush tropical landscaping, comfortable lounge seating, and a charming patio. The chef’s kitchen overlooks the pool and is fully equipped for true gourmet cooking. Completely remodeled and professionally furnished, this two-bedroom, two-bath home offers the perfect blend of comfort, style, and relaxation.

Delray Beach Waterfront 4 Bedroom with Heated Pool

DIRECT INTRACOASTAL WATERFRONT! Watch the passing boat from the private backyard located in a quiet East Delray Beach neighborhood, across from the multi-million-dollar homes of Gulf Stream, Florida. Located within 3 miles from world famous Atlantic Ave in Downtown Delray Beach. Enjoy the top-rated restaurants, shops, nightclubs and the white sandy beach. Centrally located just north of Boca Raton and a short drive to either the West Palm Beach (PBi) or Fort Lauderdale (FLL) airports.

Great Location. Atlantic Ave. Awesome backyard!

Your memorable stay starts with a great central location and easy access to everything! Situated just a 2min drive from the internationally renowned Atlantic Ave, Pineapple Grove, upscale shopping, fine dining, art galleries, and a quick 5min drive to pristine beaches. The newly renovated, 100k backyard is second to none and is sure to provide an exceptional private oasis experience, complete with pool, jet pool , stunning waterfall, sun loungers, fire pit, pergola, bbq and much more

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!

LUXE Lake Oasis I Dock, Pool & Designer Interiors

Indulge in the ultimate Lake Ida luxury retreat at this Boynton Beach waterfront home. With 4 bedrooms, including 2 king suites, 3 bathrooms, a private dock, and a brand-new heated pool with travertine patio and safety fence, this property blends elegance and comfort. Set on nearly half an acre, it boasts professional designer interiors, stunning lake views, and seamless indoor/outdoor living. Sleeps 8, just minutes to Delray Beach, Atlantic Avenue, beaches, dining, and shopping.

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!

FP Delray Delight: Saltwater Pool & Serene Oasis!

Delray Nightly presents Flamingo Palms — a stunning 4BR, 2BA luxury villa with heated saltwater pool, private putting green, 75″ Smart TV, and chef’s kitchen. Enjoy high-speed Wi-Fi, dedicated workspace, and Freebee — a complimentary on-demand electric shuttle for easy trips to Delray Beach, Atlantic Avenue dining, shops, beaches, and vibrant nightlife. Perfect for families, couples, or remote work escapes. Flamingo Palms blends resort comfort with home-style relaxation.

The Dream Delray/ 4 BR En-suite Pool Home

Dreams Delray is a modern 4 bedroom 4 1/2 bathroom (4 Bedroom En Suites) heated pool home which is a 10 minute walk to "The Ave,” Delray Beach's popular downtown venue, and a short 5 minute drive to our famous sandy beaches. It has everything you can ask for the perfect family vacation or a small getaway to sunny Florida. The home offers a top chef kitchen open floor plan, surround sound and a wonderful view of the pool from just about every part of the house.

Lux 2 King beds 4 Br2 bath, walk to everything.

Professional Hospitality, sparkly clean, luxurious finishes, organic cotton & down beddings. Teak furniture and a relaxing tub. Relaxing outdoor patio and dining. Only 2 walking blocks from the vibrant Atlantic Ave and shuttle to the beach (no need to drive anywhere!!!). Great for families or a group. No Pets no exception. ABSOLUTELY NO SMOKING- INDOOR and OUTDOORS. **If you are a smoker, kindly, DO NOT consider staying here.