Vacation rentals with a pool in Gulf Stream

Luxury beach house on A1A

Luxurious 3-Bedroom Home on A1A with Private Pool & Tiki Bar Welcome to your perfect getaway steps from the beach. It’s an ideal mix of comfort and entertainment, each bedroom featuring en suite bathrooms for ultimate privacy. The den converts to a 4th bedroom, with full-size Murphy bed and full bathroom. Step outside into the private oasis! Refreshing pool and tropical tiki hut for sipping drinks or grilling on the barbecue. It’s a perfect spot to relax and enjoy the peaceful surroundings.

Happy Mango | Heated Pool | Walk to Atlantic Ave

Private pool retreat in Delray Beach- just 45 minutes from Hard Rock Stadium. Skip the Miami crowds and stay in your own private tropical retreat during the 2026 World Cup. The Happy Mango Hideaway is a fully private 2-bedroom, pet-friendly cottage with a heated saltwater pool, spa-style bathroom (renovated Oct 2025), full kitchen, fast Wi-Fi, and workspace. Walk to Atlantic Ave’s restaurants, cafés, and nightlife — then come home to your backyard oasis and unwind in peace after match day.

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.

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.

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!

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.

15 Managed by Brampton Park

This beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and South Florida lifestyle. Located just 1.5 miles from the beach and only 1.5 miles from Atlantic Avenue, you’ll enjoy the best of Delray Beach right at your fingertips. Inside, the home features a spacious and inviting layout with a king en-suite primary bedroom and two guest bedrooms. Photos show a queen beds but they have been replaced with king beds.

Luxury 3brm lakehouse. Pool, Tiki , golf & Fishing

Fully renovated 3 bedroom lake front home in a peaceful neighborhood in West Boca Raton. Luxurious backyard fun for all ages! Large outdoor living area under tiki hut, private golf putting green, mess free turf and clean concrete patio perfect for fishing, sunbathing and cooking. Fully equipped kitchen , full size arcade games, ps5, 60” smart tvs in every room and outside! Message us directly for monthly+ stays/additional questions.

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.

Tropical Cottage with Pool

Private poolside retreat with king bedroom, cabana, and lush tropical privacy. Enjoy a heated pool with waterfall, outdoor shower, BBQ grill, kitchenette, washer/dryer, and two smart TVs. Bedroom opens to patio; cabana includes futon, dining table, and kitchenette. Walk to shops, dining, and attractions, or explore West Palm Beach with complimentary bikes. Secluded yet convenient, perfect for relaxing or working remotely.

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!