Vacation rentals with a pool in Gulf Stream

4.91 out of 5 average rating, 204 reviews

A private screened-in pool area features a crystal-clear pool bordered by a wooden deck. A hammock hangs nearby, surrounded by lush greenery, providing a serene environment for relaxation. Dappled sunlight creates a tranquil atmosphere across the space.

Home in Boynton Beach

CASA DE CONCHA - 3/2 POOL Home in Boynton Beach!

Conveniently located in central Boynton Beach with easy access to both I-95 and the FL Tpk, and only 4 miles to the beach, this charming and tastefully appointed 5 * rated 3/2 pool home offers exceptional comfort (new mattresses, loaded with amenities), leisure (private enclosed pool, outdoor dining area, fire pit), AND utility (fully equipped kitchen, grill, home office) for families and business travelers alike! Come stay with us and enjoy the benefits of an EXPERIENCED SUPERHOST-managed home!

4.99 out of 5 average rating, 134 reviews

A vibrant pink pool float with the text 'OUT OF OFFICE' is placed in the clear blue water of a private swimming pool. Additional pool floats in various colors are visible, creating a playful atmosphere. Lush greenery surrounds the pool area.

Home in Lake Worth

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

The landscaped backyard features a heated pool surrounded by smooth stones and tropical plants. A hammock hangs between two palm trees, while a turquoise chair and patio seating offer spaces for relaxation. The setting is complemented by the warm glow of a sunset.

4.94 out of 5 average rating, 82 reviews

7min from Beach - Heated Pool, Hot Tub, EV Charger

This is the PERFECT Airbnb for a groups like big families or multiple couples. This listing is NOT shared and FULLY PRIVATE. This is a house that's divided into three private suites. Each have their own bedroom and bathroom. You are requesting to book all three! There is a beautifully landscaped backyard, HEATED pool, HUGE hot tub, & EV car charger. We are a short drive (~6min) to either the beach or Atlantic Ave - the place to be for bars and restaurants. Pack your bags and come relax!

A serene outdoor space features a pool surrounded by tropical landscaping and palm trees. A spacious patio includes seating areas, complemented by a pathway of laid bricks. Sunlight reflects from the clear water of the pool, creating a relaxed atmosphere.

4.93 out of 5 average rating, 210 reviews

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.

5 out of 5 average rating, 38 reviews

A heated saltwater pool is featured, surrounded by a spacious patio crafted with stone tiles. Lounge chairs in vibrant red are positioned nearby, complemented by a thatched tiki hut equipped with seating and a bar. Lush greenery enhances the tropical ambiance of the backyard.

Home in Boynton Beach

Tiki Villa|Heated Saltwater Pool|King Beds|6TVs

This tropical 4-bedroom family retreat combines a bohemian vibe with modern comfort. Enjoy a heated saltwater pool and a tiki hut equipped with lounge seating, dining, a bar with a mini-fridge, ceiling fans, a grill, and a TV—perfect for outdoor relaxation or entertainment. Inside, find TVs in every room, spacious accommodations, a full kitchen, and games. Surrounded by coconut and mango trees, this serene escape is just 10 minutes from the beach and 15 minutes from Palm Beach Airport.

4.95 out of 5 average rating, 103 reviews

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!

4.88 out of 5 average rating, 34 reviews

A modern living area features a light gray sectional sofa, a simple wooden coffee table, and a colorful area rug. Natural light fills the space through large windows, creating a bright and airy atmosphere.

Home in Boynton Beach

Modern renovated oasis home with private pool

Escape to your beach oasis in the heart of Boynton Beach, where modern luxury meets vibrant tropics. Less than 5 minutes from shopping centers, restaurants, Ocean Ridge Beach, and Lake. Features include a large inground pool, spacious rooms, a fully equipped kitchen, onsite laundry and dryer unit, yard games (cornhole), and a gigantic living space! Whether you're seeking adventure or simply craving a peaceful retreat, our home offers the perfect blend of convenience and serenity.

A spacious pool area is surrounded by a well-maintained yard, featuring vibrant green foliage. Two blue umbrellas provide shade over a dining table set for six, while four lounge chairs await sunbathers. A whimsical flamingo float is resting on the water, adding a playful touch.

4.96 out of 5 average rating, 142 reviews

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!

Superhost

A welcoming living space features two sofas, complemented by a pair of round wooden tables. Natural light enters through the windows, illuminating the neutral-toned decor. A ceiling fan is present overhead, while bar seating is visible in the background near the kitchen area.

Apartment in Delray Beach

5 out of 5 average rating, 5 reviews

Beach condo getaway!

Enjoy a stay at this peaceful and centrally-located place. Beautiful Corner Unit, full one bedroom with King bed. Walk to the beach and Atlantic Ave. Outdoor Heated Pool. The Best Location around and it includes free parking. Can rent weekly or monthly. Located next to the Ocean front Marriott and Opal Grand Hotel. Full kitchen with appliances. Stay here for a fraction of the price of the Marriott and enjoy this corner unit full one bedroom 675 square foot apartment.

4.84 out of 5 average rating, 161 reviews

Lush green vegetation is bordered by a wooden fence running along the pathway. Tall palm trees are visible against a bright blue sky, while a windmill structure can be seen on the horizon, adding a charming detail to the coastal scenery.

Condo in Delray Beach

Retro charm condo steps from beach & Atlantic Ave

Discover Delray Beach’s best-kept secret: our vintage-style 1-bedroom, 1-bath hideaway. Tucked just off Atlantic Avenue behind the luxurious Opal Grand hotel, this charming king-bed retreat is perfect for a beach escape. Less than a 2-minute walk to Delray’s sandy dunes, it’s both near the vibrant bars and restaurants and peacefully hidden away. This modern, cozy space offers all the comforts of home in a vacation-style setting.

Superhost

A spacious outdoor pool area features a bright yellow umbrella providing shade over lounge chairs arranged around the water. Lush tropical plants line the perimeter, creating a secluded atmosphere for relaxation and enjoyment.

New! Luxury Tropical Oasis - Delray Beach

Escape to this stylish 3-bedroom, 2-bath retreat just minutes from the beach and iconic Atlantic Avenue. With designer interiors, a fully stocked kitchen, luxury outdoor seating, and thoughtful family-friendly touches, this Delray Beach gem is the perfect blend of comfort and convenience. Enjoy complimentary concierge service, plush amenities, and everything you need for an effortless and unforgettable stay in South Florida.

A spacious backyard is showcased, featuring a large heated pool surrounded by lounge chairs and tropical landscaping. Outdoor seating is provided under a covered patio, with a barbecue grill visible in the background. Bright blue skies and lush greenery enhance the inviting atmosphere.