Holiday rentals with a pool in Gulf Stream

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

🌴 Serenity Palms Villa Escape to your own private retreat in the heart of Delray Beach. Tucked into a quiet, charming neighborhood just minutes from town and the beach, this beautifully designed villa offers a rare blend of walkability, privacy, and elevated comfort. Enjoy a private saltwater pool, spa, and inviting outdoor spaces designed for relaxation. Thoughtfully curated, the home blends high-end finishes with a warm, livable feel. Guests describe it as a “boutique hotel only better.”

Direct INTRACOASTAL Waterfront 3BR - Pool & Dock

Relax on your private backyard patio with the famous south Florida intracoastal waterway as your back drop. Sip cocktails & watch the million dollar yachts sail by or throw a fishing line off the dock. This is the BEST Florida home for anyone who loves waterfront living. Sunbathe in the heated pool or fire up the the outdoor kitchen grill or fire pit. Enjoying the outdoor salt life at your very own private resort is what this home is all about. No parties, events or get togethers permitted.

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.

Shark Tank Getaway | Heated Pool and Hot Tub

Welcome to the Shark Tank! Perfect for families, groups, or anyone wanting a fun, comfortable home base, this themed stay offers spacious living areas, a fully stocked kitchen, and cozy bedrooms to help you relax after a day out. Whether you're planning beach days, exploring the area, or staying in for game night, Shark Tank sets you up for a memorable stay. This home is a 5 minute drive down Atlantic Avenue to downtown and the beach with restaurants, shops, parks, boat tours, and more locally.

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

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.

Dip n' Sip Oasis! Heated pool, minutes from beach

Dip into the pool and sip on your favorite drink! Just a short drive to the beach and the hot spot Atlantic Ave in Delray where you will find dining, live music, shopping and more.This cozy home is the perfect getaway. Enjoy complimentary coffee in the beautifully remodeled and fully stocked kitchen where you can cook your favorite family dishes! Or make your way to the outdoor kitchen and bar for a nice cookout by the pool with an ice maker and mini fridge to keep your beverages chilled.

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!

Canal, Htd Pool, Putt-Putt, Pergola, Air Hockey

🌴 Enjoy this waterfront Boynton Beach escape in Boynton Beach, just one block from Caloosa Park. Features a heated private pool, golf putting green, canal-front dock, pergola, BBQ grill, air hockey, fireplace, and stylish interiors with king & queen beds. Perfect for families and groups seeking relaxation, outdoor living, and easy access to beaches and Atlantic Ave. Message us today and enjoy waterfront living, sunshine, and relaxation — all in one exceptional stay. 🌴🌊

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.