Holiday rentals with a pool in Delray Beach

Dazzling Delray

Title: "Dazzling Delray": A Bright and Inviting Coastal Retreat with Pool, Firepit & Capri-Style Tablescape in Delray Beach Welcome to "Dazzling Delray," your ultimate vacation destination in Delray Beach! This newly renovated, bright, and inviting 3-bedroom, 3-bathroom home offers the perfect blend of luxurious comfort and coastal charm. With high ceilings, new furniture and a stunning private backyard oasis, this home is designed for an unforgettable stay. Sit back and enjoy the heated pool

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.

Luxury Vacation Home -Private pool, Outdoor living

This Luxurious private home in beautiful Boca Raton is only a short drive to the beach. Enjoy ultimate privacy in our brand new heated pool and jacuzzi. Plenty of shopping and restaurants all within minutes. Kick back and relax in this newly renovated, ultra private, luxury vacation home. Just bring your suitcase and bathing suit and enjoy! Fully stocked kitchen with all you'll need........Indoor or out. Desk/ Workstation for home office and five oversized Smart TV's for entertainment.

Luxury Delray Beach 4/3 Pool Spa 2 King Masters

Step into our 4BR/3BR exquisite contemporary coastal retreat featuring a heated pool and spa and experience a haven of tranquility in a neighborly environment. Situated in a serene and prime location, nestled just 1.4 miles away from a vibrant downtown, you'll have easy access to a plethora of unforgettable cuisines, shopping, outdoor cafes, friendly bars, fine galleries, and eclectic nightlife. The pristine sands and sparkling waters of Delray Beach beckon less than 1.8 miles away.

4 bed/4,5 bath Beach House in Fort Lauderdale

Our two-story beach house with a heated pool is just 350 feet from the beach—no roads or highways to cross! Ideal for families or groups, it features four spacious bedrooms (accommodating up to 8 guests), each with an en-suite bath and walk-in closet. Enjoy ocean views from the upper terrace. Main Floor: Comfortable living and dining areas, fully equipped kitchen, and two bedrooms with king beds. Upstairs: Two additional bedrooms (one king, one queen) and access to a private balcony.

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!

Happy Mango | Heated Pool | Walk to Atlantic Ave

Escape the winter chill and kick back 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.

3 Bed, 3 Bath. Heated pool. 1 mile from beach!

Newly remodeled Spanish style three Bedroom, three bath, pool home in the heart of EAST Boca Raton. Enjoy the newly built tiki hut pool side! The tiki hut has a comfortable couch and TV. The beach is one mile away. Mizner park is just a few blocks away with plenty of amazing restaurants and nightlife. Walking distance to Boca Raton Brightline station. Centrally located property-your family will be close to everything. Plenty of parking. Pool heater available for additional fee.

Downtown Beach Home w/FREE Beach Cabana membership

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!

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.

Waterfront Htd Pool, Spa, Billiards, Lanai, Canal

🌴 Relax at this luxury waterfront Delray Beach retreat in Delray Beach, featuring a heated pool & spa, private dock, screened porch with string lights & Smart TV, pool table, BBQ, and canal views. Bright open living and flexible sleeping for up to 10 guests make it perfect for families and groups seeking comfort, space, and true South Florida relaxation. Message us today and enjoy waterfront luxury, 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.