Vacation rentals with a pool in Gulf Stream

A heated pool invites relaxation, surrounded by a serene yard with tropical palm trees. Colorful floats rest on the water's surface, while sun loungers and conversation chairs provide ample seating for enjoying the outdoors.

4.94 out of 5 average rating, 143 reviews

Heated Pool | King Bd | Cozy Backyard | Quiet Stay

WORLD CUP 2026 Destination Feel right at home at The Royal House, nestled in a peaceful neighborhood perfect for a relaxing family retreat. Experience year-round enjoyment with our heated pool, ensuring an endless swimsuit season. Whether it's day or night, warm or cool, the pool is ready for you to dive in and unwind in a private and peaceful setting. Ideal location: 10 minute drive - Downtown Atlantic Ave 10 minute drive - Beach 5 minute drive - Kings Point 5 minute drive - I-95 & Turnpike

Top guest favorite

An aerial view captures a serene coastal neighborhood alongside the Atlantic Ocean. Lush green palm trees surround a single-story home with a red marker indicating its location. The vast blue ocean stretches toward the horizon, complemented by nearby buildings and recreational facilities.

Home in Ocean Ridge

5 out of 5 average rating, 12 reviews

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.

Top guest favorite

A charming bungalow is surrounded by lush greenery, featuring a brick pathway leading to the entrance. Potted plants with colorful flowers are placed beside the door. The metal roof reflects sunlight, while the blue sky and clouds provide a serene backdrop.

4.93 out of 5 average rating, 226 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.

4.95 out of 5 average rating, 103 reviews

The Goodtime House - Heated Pool+Hot Tub Sleeps 10

Discover The Exquisite Retreat at Goodtime Pool House – a seamless blend of classic Miami charm and contemporary opulence. Just 5 minutes from vibrant Atlantic Ave and Delray's pristine beaches, this newly-renovated haven features a gourmet chef's kitchen, spacious living areas, a refreshing pool, an invigorating hot tub, and stylish outdoor lounging. Indulge in al fresco dining in the covered space for 8. Your sophisticated escape awaits – elevate your experience at The Exquisite Retreat!

An aerial view captures the spacious backyard featuring a heated pool with an extended sun shelf and custom loungers. A covered gazebo provides shaded seating, with decorative umbrellas and surrounding landscaping enhancing the tranquil space.

5 out of 5 average rating, 8 reviews

Backyard Oasis in East Delray- by beach and Ave

This beautiful home with its newly renovated backyard oasis is ready to be your destination vacation home! You'll want to spend all your time outside in the newly screened in patio housing darts and TV. Recently resurfaced and designed heated pool and hot tub with custom made pool loungers, umbrellas and marble decking also await you. Begin your day relaxing or practice your golf skills on the brand-new putting green. Separate pool cottage is perfect for a break while using the pool.

A private backyard features a heated pool surrounded by sun loungers and a thatched tiki hut. Soft lighting enhances the serene atmosphere, while palm trees and a grassy area create a tranquil oasis. A stunning sunset sky adds color to the scene.

4.94 out of 5 average rating, 125 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!

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.

4.93 out of 5 average rating, 160 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!

An aerial view showcases a modern home painted in soft turquoise, surrounded by lush greenery. A sparkling pool is framed by neatly manicured grass, and two umbrellas provide shade over outdoor seating. The inviting atmosphere is complemented by palm trees and a pop of vibrant colors.

4.96 out of 5 average rating, 105 reviews

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.

A private outdoor space features a sparkling swimming pool surrounded by lounge chairs and dining table. A large pink flamingo float rests in the water, while vibrant flowers frame the scene, adding color to the patio area.

4.91 out of 5 average rating, 251 reviews

Lux 2 King beds 4 Br2 bath, walk to everything.

Professional Hospitality, sparkly clean, luxurious finishes, organic cotton & down beddings. Teak furniture and a relaxing tub. Relaxing outdoor patio and dining. Only 2 walking blocks from the vibrant Atlantic Ave and shuttle to the beach (no need to drive anywhere!!!). Great for families or a group. No Pets no exception. ABSOLUTELY NO SMOKING- INDOOR and OUTDOORS. **If you are a smoker, kindly, DO NOT consider staying here.

Top guest favorite

A light-colored kitchen features a granite countertop with two metal bar stools. Glass-front cabinets display an assortment of colorful dishware. An archway leads to the adjoining space, while textured tile flooring enhances the area with a warm touch.

Home in Boynton Beach

4.95 out of 5 average rating, 170 reviews

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.

An outdoor covered patio features seating arrangements with comfortable furniture, complemented by decorative cushions. A fan hangs from the wooden ceiling, providing a cooling breeze. The lush backyard offers views of a large heated pool surrounded by tropical landscaping.

4.93 out of 5 average rating, 123 reviews

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!

A resort-style heated pool is surrounded by lush palm trees and wooden fencing for privacy. Yellow umbrellas provide shade over lounge chairs, while a dining area is located nearby. The pool area is inviting, featuring inflatable pool floats resting on the water.