Holiday rentals with a pool in Gulf Stream

231 NEW - Heated Pool & Tropical Oasis - Near Ave

Delray Nightly is proud to present The Harmony Palms House, a newly renovated, luxurious Delray Beach vacation rental featuring a private heated pool, tiki hut lounge, and tropical backyard. Enjoy king bedrooms, fun games, high-speed Wi-Fi, and covered outdoor dining. Just minutes from Atlantic Avenue, the beach, and downtown, with FREEBEE shuttle access for easy, eco-friendly transportation, this home is perfect for families, friends, or couples seeking stylish, relaxing South Florida getaway.

Delray Getaway- Mid-Century Oasis by the Sea!

Our comfy, coastal MidCentury home sits on a large 7,850sf lot conveniently located at the end of a dead end street. Our backyard is layered w/ lush tropical trees & palms creating a serene home oasis for relaxing pool days, BBQ’s & dips in the jetted spa! When feeling adventurous you will enjoy being close to all of the shops, restaurants, bars & attractions Downtown Delray has to offer. Beach (10min walk)/PineappleGrove(15 min walk)/AtlanticAve(20min walk)/IntercoastalDrawbridge(5min walk)

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.

The Goodtime House - Heated Pool+Hot Tub Sleeps 10

Discover The Exquisite Retreat at Goodtime Pool House – a seamless blend of classic Miami charm and contemporary opulence. Just 5 minutes from vibrant Atlantic Ave and Delray's pristine beaches, this newly-renovated haven features a gourmet chef's kitchen, spacious living areas, a refreshing pool, an invigorating hot tub, and stylish outdoor lounging. Indulge in al fresco dining in the covered space for 8. Your sophisticated escape awaits – elevate your experience at The Exquisite Retreat!

Intracoastal Waterfront Delray Home w/Boat Dock

DIRECT INTRACOASTAL WATERFRONT HOME FOR RENT in Delray Beach! Private gated single-family home with a heated pool, private dock, boat lift & covered patio. Watch the passing boats from the private backyard located in a quiet East Delray Beach neighborhood, across from the multi-million-dollar properties of Gulf Stream, Florida. Family-friendly neighborhood for walking the dog, jogging, or biking. Only minutes from the Beach, restaurants, shops & entertainment on Atlantic Ave in Delray.

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!

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!

3 Br Heated Pool Villa near Downtown Delray Beach

Escape to this stylish 3BR, 2BA coastal villa just minutes from downtown and the beach! Enjoy a private fenced yard with a sparkling pool, outdoor dining, and BBQ grill. Inside, relax in bright open spaces with a modern kitchen, stainless appliances, and dining for six. Bedrooms feature hotel-quality linens and Smart TVs. Includes free beach passes, washer/dryer, and board games. Minutes to downtown’s shops, galleries, and restaurants in “America’s Most Fun Small Town.”

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.

Private Heated Pool Getaway Near Downtown Delray

Welcome to your perfect getaway in a beautiful first-floor duplex, nestled in a quiet, family-friendly neighborhood just minutes from vibrant downtown Delray Beach. You’re less than a 10-minute drive to the beach and all the amazing restaurants, shops, and nightlife Delray has to offer. Relax in your private pool and backyard oasis, complete with a BBQ grill – perfect for enjoying sunny Florida days and warm tropical evenings.

Honey Hole & Bear Den| Heated Pool | Delray Beach

Welcome to the Honey Hole! This family-friendly beach getaway is sure to have any guest relaxing all year round. Situated in a quiet and private neighborhood this home is perfect for all your vacation needs. This completely renovated home is a 5 minute drive down Atlantic Avenue to downtown and the beaches. You can find restaurants, shops, parks, boat tours, and much more locally. We look forward to hosting you!

The Getaway 3BR/3BA Pool Home E. Delray

This chic vacation home will have you making the most of your holiday! As you enter this gorgeous estate you are welcomed with an open layout which includes 2 grand living spaces. Gourmet kitchen and 3 bedroom en suites. A large patio with pool, sleek furnishings, and lush greenery create an inspiring outdoor space that complements the modern interior. Just 5 minutes from the downtown 10 minutes to the beach!