Vacation rentals with a pool in Delray Beach

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.

4.94 out of 5 average rating, 241 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.

5.0 out of 5 average rating, 73 reviews

Condo in Delray Beach

Delray Beach Haven | Walk to Beach + Atlantic Ave

Welcome to your little slice of Delray Beach paradise 🌴 Location doesn’t get much better than this! Just a 3-minute stroll from the beach & Atlantic Ave; putting the best of Delray right outside your door. Spend the morning with your toes in the sand, the afternoon by the pool, and the evening exploring Atlantic Ave’s restaurants, shops, nightlife, and cafés. POOL ACCESS: Cool off & soak up the Florida sunshine! Cozy courtyard: Enjoy your morning coffee or cocktail under the umbrellas

Superhost

A clear blue pool is surrounded by a spacious patio. Lounge chairs with teal cushions are positioned poolside, complemented by red umbrellas for shade. A dining table with chairs is visible, set against a backdrop of greenery and a white privacy fence.

4.77 out of 5 average rating, 179 reviews

Frances Luxury Estate,Heated Pool close to Beach

Come enjoy your vacation at this magnificent home. The house sits on an Acre of land. It has 4 comfortable bedrooms fully furnished. Two full bathrooms, a large size pool with heater, a screen enclosed deck, a full kitchen, laundry room, two living rooms, and a dinning room. It is located minutes to the beach, Atlantic ave. (Main Attractions), and shops. There is Wifi and TV's in every room. This is a small mansion near the beach. There is plenty of parking on premises. Family oriented

4.98 out of 5 average rating, 108 reviews

A private tropical backyard features a heated salt system pool surrounded by lush greenery. Loungers are positioned beside the pool, and a red umbrella provides shade over a designated seating area. The home’s windows offer views into the tranquil outdoor space.

Home in Boynton Beach

Jungle Heated Salt Pool, Private, Near Beach

Welcome to the Jungle House – Your Private Salt Pool Oasis Unwind in your own tropical retreat just 5 minutes from the ocean. Hidden in a quiet Boynton Beach neighborhood, this 3-bedroom, 2-bath family-friendly home blends safari-inspired design with lush jungle gardens and a heated saltwater pool you’ll never want to leave. Whether you’re relaxing under the trees, grilling dinner by the pool, or biking to the beach, the Jungle House offers the perfect mix of adventure and privacy.

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, 173 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 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.

4.93 out of 5 average rating, 146 reviews

Heated Pool | Cozy Backyard | Quiet Stay | Pets

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

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, 119 reviews

The Dream 4 BR En-suite Pool Home close to beach

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.

5.0 out of 5 average rating, 8 reviews

Lux Spa Retreat | Sauna, Plunge, Yoga, Pickleball

Escape to Raha, our brand-new wellness retreat in the heart of Delray Beach, sleeping 14 across 4 bedrooms. The backyard is the star: heated pool, hot tub, barrel sauna, cold plunge, pickleball court, and a tiki hut. Mornings in the sauna, evenings by the pool, all minutes from the beach and Atlantic Ave. Made for reunions, friends' trips, and the kind of getaway you don't need to recover from. Come rest, reset, and restore. - Stays by Nur x Soham Group

4.97 out of 5 average rating, 37 reviews

Heated Pool, Hot Tub, Pickleball & Putting Green

Discover your own piece of paradise just minutes from Delray Beach’s vibrant Atlantic Avenue and pristine shoreline. This modern 4-bedroom home is ideal for large families, groups, or corporate retreats. Lounge by the private heated pool, unwind in the hot tub, challenge friends on the pickleball court or putting green, catch your favorite shows on a TV in every bedroom, or gather for a memorable feast in the state-of-the-art kitchen.

4.95 out of 5 average rating, 168 reviews

Waterfront, Spa, Htd Pool, Billiards, Lanai, Canal

Bachelorette weekends, birthday trips, family vacations — this is the house groups keep coming back to. Heated pool and spa on a private canal, screened lanai with string lights, billiards, and a dock where guests watch the sun go down. Sleeps 10. Hosts respond in minutes and know every great restaurant and hidden gem in Delray. 5 minutes to Atlantic Ave. Kayaks, paddleboards, and fishing gear included. 5 minutes to the beach.

4.99 out of 5 average rating, 118 reviews

Cottage in Delray Beach

Private Pool Oasis – Walk to The Ave 2BR Retreat

🌴Tropical escape with private pool, spa bath & walkable downtown vibes. ✨ Update at the Happy Mango Hideaway! We renovated the cottage bathroom with new tile, modern finishes, and a spa-like vibe — completed October. Enjoy a bright bedroom, full kitchen, and open living area. Outside, relax in your private tropical oasis with heated salt-water pool and fenced yard — all just steps from Delray’s walkable Historic Arts District.

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.

4.9 out of 5 average rating, 263 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.

Popular amenities for Delray Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5.0 out of 5 average rating, 28 reviews

Luxe Delray Retreat | Pool + Near Atlantic Ave

5.0 out of 5 average rating, 60 reviews

Superhost

4.91 out of 5 average rating, 91 reviews

Great Location. Atlantic Ave. Awesome backyard!

4.93 out of 5 average rating, 27 reviews

Gorgeous Modern Beach Heated Pool House Sleeps 8

The image features a refreshing pool surrounded by a paved patio area. Two lounge chairs are positioned in the water, with a large turquoise umbrella providing shade. Lush greenery borders the property, enhancing the serene outdoor environment.

4.97 out of 5 average rating, 33 reviews

Luxury Complimentary Heated Pool Spa Delray Beach

4.95 out of 5 average rating, 20 reviews

The Delray Palm House | Modern Pool Retreat

4.98 out of 5 average rating, 45 reviews

5 Min to Beach - Heated Pool - Bikes Included

4.97 out of 5 average rating, 30 reviews

The Delray Cottages Retreat ~Heated Pool Oasis

Condo rentals with a pool

4.88 out of 5 average rating, 254 reviews

A sandy path leads to the beach, bordered by lush green vegetation on either side. Wooden posts with ropes define the walkway, which opens up to a view of the blue sky and the distant ocean, creating an inviting coastal atmosphere.

Condo in Delray Beach

Charming studio just by the beach & Atlantic Ave

4.74 out of 5 average rating, 106 reviews

An aerial view captures the layout of the property, showcasing well-maintained gardens, a heated pool, and proximity to the beach. The ocean is visible in the background, with gentle waves lapping against the shore. Several palm trees are present, enhancing the tranquil environment.

Condo in Delray Beach

Landex @ Dover House 1 bedroom 1 bath

4.93 out of 5 average rating, 190 reviews

A comfortable living area is featured, with a light-colored sofa adorned with decorative pillows and beach-themed artwork on the walls. A wooden coffee table with a coastal design sits in front, complemented by a patterned area rug, creating a relaxed atmosphere.

Condo in Boynton Beach

Tropical Coastal Resort in Boynton Beach

4.86 out of 5 average rating, 303 reviews

A serene outdoor space featuring a heated pool surrounded by palm trees and lounge chairs. A wooden dock extends into the intracoastal waterway, providing a picturesque view. The patio area includes shaded seating arrangements, creating an inviting setting for relaxation.

Condo in Pompano Beach

ON CANAL! Pool+Walk to BEACH! Boat Watch! 1b/1b

4.91 out of 5 average rating, 204 reviews

A circular pool is surrounded by lounge chairs and umbrellas, creating a relaxing outdoor space. Palm trees add a tropical touch, while nearby buildings are visible in the background. The area is thoughtfully designed for leisure and social gatherings.

Condo in Deerfield Beach

3 min walk to DEERFIELD BEACH, pier, and bars

4.9 out of 5 average rating, 599 reviews

Condo in Central Beach

Marriott's BeachPlace Towers Luxury Guest Room

4.92 out of 5 average rating, 158 reviews

Condo in Deerfield Beach

Spacious Deerfield Beach Condo

4.91 out of 5 average rating, 261 reviews

A living space is showcased with large windows providing views of the beach and ocean. Natural light floods the area, highlighting a seating arrangement and a dining table. Decorative shelves with plants and personal items add a cozy touch to the environment.

Condo in Galt Mile

See Ocean, Beach, Pool & Tiki Hut from your pillow

Other vacation rentals with a pool

Townhouse in Delray Beach

Ritzy Coasta l Scape | 3BR | Jacuzzi | Near Beach

4.96 out of 5 average rating, 28 reviews

4.88 out of 5 average rating, 26 reviews

Private Resort Backyard, Pool + Putting Green

The serene pool area is surrounded by lush tropical landscaping, featuring a heated pool and spa. A blue umbrella provides shade for outdoor seating, while the exterior of the home boasts large windows and a welcoming entrance.

4.87 out of 5 average rating, 54 reviews

In-town Private Pool Oasis!

4.97 out of 5 average rating, 66 reviews

Heated Pool Retreat | Tiki Hut & Putting Green

Luxe

5.0 out of 5 average rating, 13 reviews

226 Managed by Brampton Park

An outdoor space is presented, featuring a pool surrounded by paver stones and tropical landscaping. Several lounge chairs are positioned poolside, alongside a dining area set with a table and chairs. A fenced yard is visible in the background, providing privacy.

4.95 out of 5 average rating, 40 reviews

Paradise in the Palms

5.0 out of 5 average rating, 11 reviews

Delray Retreat-Saltwater Pool, Games, Near Beach!

A spacious heated saltwater pool is surrounded by lush greenery and palm trees. A vibrant pink flamingo float is positioned in the clear water, while lounge chairs are placed nearby under a shaded area, creating a relaxing atmosphere at sunset.