Vacation rentals with a pool in Highland Beach

Grab Flip Flops & Wine Glasses ✦ RELAX ✦ Welcome!

• 6 blocks to downtown restaurants, boutiques, bars (Atlantic Ave) • 10 blocks to beach 🏝 • 1940's Key West style bungalow & private cottage • Tropical fenced-in backyard, pool & deck • Freebee™ Electric cart rides all over Delray Beach • Cozy, comfy, beachy interior • Secure, keyless entry w/ parking for 3 cars • Coffee + Tea bar • All chef essentials provided, dog-friendly, infant pack-n-play, outdoor BBQ, washer & dryer, beach chairs/towels/umbrella, 2 cruiser bikes, pool floats & more 🏖

Steps to Private Beach, Pool, Private Patio 23-3

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!!

Paradise Palms our tropical oasis in Delray/Boca!

Welcome to Paradise Palms, our tropical oasis! This 3 bedroom, 2 bath home is a perfect getaway to relax and unwind. Enjoy the beautiful pool, hot tub, and tiki hut with gas fire table, bar and TV. There is a wood fire pit, hammock, 4 bikes, 4 beach chairs, snorkeling gear, ping pong and plenty of outdoor games. The interior has all of the comforts of home with a fully equipped kitchen, TV in every room. The property is conveniently located near the beach, downtown Delray, and Boca Raton.

Waterfront Htd Pool, Spa, Pool Table, Lanai, Canal

Indulge in this luxurious 4BR 2BA haven on a picturesque waterfront property in a prime location in Delray Beach, FL. This spacious getaway offers the perfect retreat from bustling crowds with its trendy design, high-end comforts, and scenic backyard that will leave you in awe. ✔ 4 Comfortable Bedrooms ✔ Open Design Living + Pool Table ✔ Fully Equipped Kitchen ✔ Screened-In Porch ✔ Backyard (Swimming Pool, BBQ, Dining, Dock) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking Learn more below!

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!

796 Waterfront Escape: Heatd Pool, Dock & Tiki Hut

DELRAY NIGHTLY presents Tropical Palms, a 4BR/3BA waterfront Delray Beach vacation rental with a heated pool, Tiki Hut, private dock, paddleboards, and outdoor games. Sleeps 10 with king & queen beds, chef’s kitchen, Smart TVs, high-speed Wi-Fi, and stylish open living spaces. Just 10 minutes from Atlantic Avenue, Atlantic Dunes Beach, top dining, shopping, and nightlife. Enjoy luxury, tropical vibes, and resort-style fun—book your Florida getaway today!

Private Home in East Delray w/ Pool & Backyward

Enjoy this beautifully renovated 3 bedroom 2 bathroom home with a private pool in a quiet, safe East Delray neighborhood. Just one mile from the beach & minutes from Atlantic Ave, Mizner Park & FAU. Features a modern kitchen, stylish decor & an inviting outdoor space perfect for relaxing or entertaining. Ideal for families, couples or remote workers. Includes Wi-Fi, smart TVs, washer/dryer & experienced Superhost management for a seamless stay.

Heated Pool! 1 Mile To Beach & Atlantic Avenue!

COZY COTTAGE STYLE HOME W/COASTAL FINISHES, BEAUTIFULLY FURNISHED IN THE HEART OF DELRAY BEACH. THIS BEAUTIFUL HOME INCLUDES 3 BEDROOMS & 2 BATHROOMS & A LARGE HEATED POOL! 1 MILE TO THE BEACH, ATLANTIC AVENUE, WATER-SPORT ACTIVITIES, FINE AND CASUAL DINING, NIGHT LIFE & UPSCALE SHOPPING & MINUTES TO BOCA RATON. BEAUTIFUL COVERED PATIO TO GRILL AND RELAX ON SOME LOUNGE CHAIRS WHILE OVERLOOKING THE LARGE HEATED POOL!

943 Workspace and Heated Pool | by Brampton Park

Exclusively Managed by Brampton Park Heated Pool, Pet Friendly 3 Bedroom 2 Bathroom Cul-de-Sac Home in Delray Beach Heated Pool and spacious yard, water access with boat dock, (Max 40Ft) Under half a mile to cafes, Trader Joes and shops Stylish home located in Tropic Isle, a favorite Delray Beach neighborhood. Just 5 minutes drive to both Atlantic Avenue and also Mizner Park. *Dock use is subject to pre-approval*

Heated Pool | Delray Beach Honey Hole

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!

Luxury Bungalow Steps to Beach | Heated Pool

Welcome to Bungalow East in Pompano Beach—ideally located just 200 yards (180m) from the Atlantic Ocean. This private beach bungalow was created with the perfect family getaway in mind, thoughtfully designed to meet the same standards we look for when traveling ourselves. Relax in the tranquil backyard, featuring premium artificial grass beneath a spacious tiki hut for all-day shade in a resort style setting.