Holiday rentals with a pool in Highland Beach

Delray Sunshine Cottage with Pool and Beach Pass

Charming Delray Beach cottage with a private saltwater pool and outdoor dining/seating spaces. Like having a two-bedroom hotel suite with your own private pool! Light-filled, relaxing and well-equipped with you in mind. Walk a mile to Atlantic Avenues shops, restaurants & bars. Close to the beach with a pass for lounge chairs and umbrella on any beach! Perfect for couples, solo adventurers or a family of four. Relaxing oasis for a wonderful experience. Unbeatable location for your sunny escape!

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.

Steps to Private Beach, Pool, Private Patio 19-3

Come stay at this beautifully furnished villa in the exclusive community of Highland Beach. Located directly across from the beach, minutes to Atlantic Avenue in Delray or Mizner Park in Boca Raton. High end finishes throughout in this single story villa showcasing 2 bedrooms, 2 full baths that sleeps 8! Enjoy the 2 car parking, fenced in patio, community pool and private beach access on A1A. Ease of access with only two steps at entry and a keyless entry smart lock. Pet friendly up to 2 pets!

Exclusive stay in the heart of sunny Delray Beach

Indulge in coastal living in this exquisite, fully remodeled apartment. Perfect for a relaxing getaway in one of Florida's most desirable cities. Amenities include two pools, hot tub, fitness center, tennis courts and a clubhouse. The community is safe & quiet. Ideally located being 1 mile away from the beach, 5-minute drive from the renowned Atlantic Av, shopping and supermarkets within walking distance. This turnkey condo is perfect for vacations or long term stays. Subject to HOA approval.

Spacious Designer Home Htd Pool Near Atlantic Ave

Step into the luxe and spacious 4BR 2.5BA oasis in the heart of Delray Beach, FL. It promises a relaxing retreat just a few minutes from bustling Atlantic Ave, sunny beaches, restaurants, shops, exciting attractions, and landmarks. The unique designer ambiance and rich amenity list will leave you in awe. ✔ 4 Comfortable Bedrooms ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Backyard (Heated Pool, Fire Pit, BBQ, Lounges) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Laundry ✔ Parking Learn more below!

Designer Home: Arcade, Park, Heated Pool, Atlantic

Luxury Retreat: Professionally designed coastal escape on an exclusive street lined with million-dollar homes. Where luxury, and resort-style amenities meet! 4 “True” bedrooms, Arcade-level game room, heated pool, 5 Smart TVs, outdoor lounges, pool games, neon signs & park across the street. Park gear included! Minutes to Atlantic Ave (1.3 mi) the beach (1.2 mi), Whole Foods, Trader Joe’s, Target, Starbucks & more. The Lucky Experience: Luxury, location & resort-style fun at your fingertips.

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!

Near Beach/kayaks/HtdPool/Tiki/BBQ/Gameroom

⭐️RANKED TOP 10% OF HOMES ON AIRBNB 🌊Heated Salt Water Pool (85 degrees year round free of charge) 🌴2 bedrooms plus 3rd Game room with full size futon bed and lockable doors as a 3rd room 🚣Free Kayaks and Paddle boards right off the dock 🐠 70 ft Waterfront / FISH RIGHT OFF THE DOCK 🔥Tiki hut with fire pit & outdoor seating/ BBQ grill 🎯Gameroom 🏡 Fully remodeled home 📺TVs in each bedroom 🏝️Only 2.5 miles to beach! ⛱️Beach essentials included 🚘 4 parking spaces

Luxury villa beach ,private patio

My place is a short walk to a private beach, night life, family-friendly activities, public transport. You’ll love my place for the views, the people, and the location. The place is good for couples, solo adventurers, business travelers, and families (with kids). Included is a high chair and crib pen. There is a private patio with a barbecue, table and chairs for dining outside. Great pool with lounge chairs only available for total of 8 villas to use! Perfect Getaway!

•Sunhouse• Heated Pool Oasis 5 min to beach!

Welcome to Sunhouse, your private pool oasis in the perfect location: Just 1 mile from the beach and the Pompano Beach Fishing Village! This house is the perfect Florida escape with everything you need and the luxury of your own (BIG) heated pool! Relax in the backyard with comfy loungers, adirondack chairs, BBQ, and pool toys. Want to explore? Hop on our bikes for a quick 10-minute ride to one of Florida's best beaches, where you'll find great restaurants & shops!

944 Large Home in Tropic Isles | by Brampton Park

Exclusively Managed by Brampton Park Heated Pool, Pet Friendly 4 Bedroom 3.5 Bathroom Family Home located in Tropic Isles Expansive views of the water from the backyard and master suite, and bedroom 3 (with balcony) High end furnishings and appliances throughout Beautiful formal living room with wet bar and cozy family room with large TV and sound bar Cafe, restaurants just 1/2 a mile away, Fresh market *Use of the Dock requires Prior Approval*