Vacation rentals with a pool in Delray Beach

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Top-rated rentals with a pool in Delray Beach

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
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
4.85 out of 5 average rating, 266 reviews

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

Beautiful 1 bedroom condo located directly on the intracoastal with a heated pool. This unit DOES NOT have water view from the condo BUT has amazing views of the intracoastal waterway from the patio/pool area. Enjoy watching the yachts sail by along with taking in amazing sunsets from the dock. Work from home, 1 block from the beach! Quiet and peaceful. Within walking distance to many shops and local amenities! Perfect for couples, young families and groups of friends traveling together.

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.
Home in Delray Beach
4.93 out of 5 average rating, 219 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.

Guest favorite
The living area features a light-colored sofa accompanied by a dark blue armchair. A wooden coffee table occupies the center, while a large television is positioned on a white console. Sunlight enters through a nearby window, illuminating the modern kitchen and dining space beyond.
Condo in Deerfield Beach
4.92 out of 5 average rating, 148 reviews

Spacious Deerfield Beach Condo

Live the idyllic beach life at this gorgeous, newly remodeled one bedroom one bathroom unit in Deerfield Beach, steps away from the ocean. This unit has a new, fully equipped kitchen with granite countertops and is fully furnished with all the essentials for the perfect stay. Entertainment options abound with dining and shopping right across the street and ocean activites/water sports a short walk away. The building is also equipped with an elevator, a grill and designated private parking.

Top guest favorite
A bright bedroom features a spacious bed with a textured white cover. Soft blue pillows are arranged neatly, and a cozy chair is placed beside a vintage-style trunk. Natural light enters through two large windows, complemented by light green blinds, creating an inviting atmosphere.
Guesthouse in Flamingo Park
4.98 out of 5 average rating, 485 reviews

Key West Style Suite with Pool/Spa

This beautiful Key West Style studio with kitchen and WIFI is located in the historic neighborhood of Flamingo Park. It’s close to restaurants, downtown Rosemary Square, the Norton Art Museum, the WPB Convention Center, the Palm Beach International Airport, the instracoastal waterway and 5-10 minUte drive to Worth Avenue in Palm Beach and the Palm Beaches. We welcome couples, solo adventurers and business travelers who can enjoy a private backyard guest suite with salt water pool and spa.

Guest favorite
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.
Home in Delray Beach
4.93 out of 5 average rating, 116 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!

Guest favorite
Beach chairs are set up under large blue umbrellas on white sand. The tranquil ocean waves can be seen in the distance, blending into a clear sky with soft clouds. A sign indicates that a beach membership is included with the stay.
Home in Delray Beach
4.9 out of 5 average rating, 147 reviews

Downtown Beach Home w/FREE Beach Cabana membership

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!

Guest favorite
Home in Boynton Beach
4.95 out of 5 average rating, 103 reviews

Canal, Htd Pool, Putt-Putt, Pergola, Air Hockey

🌴 Enjoy this waterfront Boynton Beach escape in Boynton Beach, just one block from Caloosa Park. Features a heated private pool, golf putting green, canal-front dock, pergola, BBQ grill, air hockey, fireplace, and stylish interiors with king & queen beds. Perfect for families and groups seeking relaxation, outdoor living, and easy access to beaches and Atlantic Ave. Message us today and enjoy waterfront living, sunshine, and relaxation — all in one exceptional stay. 🌴🌊

Guest favorite
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.
Home in Delray Beach
4.91 out of 5 average rating, 238 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
Condo
4.84 out of 5 average rating, 166 reviews

Vintage Vibes by the Beach – Walk to 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.

Top guest favorite
A vibrant outdoor space includes a thatched-roof tiki hut with seating, surrounded by lush tropical foliage. Two kayaks are visible on the dock, alongside PVC stationary chairs. The tranquil waterfront is framed by a wooden deck, providing access to the home’s inviting backyard.
Home in Pompano Beach
4.89 out of 5 average rating, 142 reviews

Heated Pool + Kayaks! Tiki Hut & Close To Beach!

WATERFRONT HOME W/ HEATED POOL & FOUNTAIN, TIKI HUT W/BAR, KAYAKS & BIKES! DIRECT TO INTRACOASTAL W/LUXURY FINISHES & BEAUTIFULLY FURNISHED IN THE HEART OF POMPANO BEACH. THIS HOME INCLUDES 3 BEDROOMS & 2 BATHROOMS & A HEATED POOL! CLOSE TO BEACH, WATERSPORT ACTIVITIES, FINE DINING & UPSCALE SHOPPING. YOUR IDEAL FLORIDA BACKYARD GREAT TO GRILL & RELAX ON LOUNGE CHAIRS WHILE OVERLOOKING THE WATER. 2 KAYAKS INCLUDED!

Top guest favorite
Apartment in Flamingo Park
4.94 out of 5 average rating, 307 reviews

New Studio Apartment w/ Kitchen - A

This quaint and private apartment is newly remodeled and located in the heart of West Palm Beach. This suite is perfect for the weekend get-away or for those looking to thaw out for a few months and escape from the cold. Conveniently located near: - Beach - Flagler Museum - Breakers Hotel - Downtown West Palm - Norton Museum - Kravis Center - Convention Center - Great Restaurants .. And so much more

Guest favorite
A spacious pool area is surrounded by lush palm trees and vibrant greenery. The water is clear and inviting, reflecting the blue sky above. A spa section is integrated into the pool's design, providing a serene ambiance for relaxation.
Home in Delray Beach
4.91 out of 5 average rating, 199 reviews

Heated Pool/Spa & Walk to Beach and Atlantic Ave

Charming home with excellent location one mile away from the beach and one mile away from beautiful Atlantic Ave. Clubs, pubs, restaurants, the beach, and everything Delray Beach has to offer is close enough to walk, yet far enough to be quiet. Two bedrooms, one bathroom, and a wonderful outdoor shower. The pool area is very comfortable and spacious. Come on in and enjoy the South Florida lifestyle.

Popular amenities for Delray Beach rentals with a pool

When is the best time to visit Delray Beach?

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Avg. price€ 278€ 333€ 309€ 251€ 209€ 199€ 215€ 206€ 186€ 197€ 230€ 271
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Quick stats about vacation rentals with a pool in Delray Beach

  • Total vacation rentals

    Explore 510 vacation rentals in Delray Beach

  • Nightly prices starting at

    Delray Beach vacation rentals start at € 25 per night before taxes and fees

  • Verified guest reviews

    Over 13,260 verified reviews to help you choose

  • Family-friendly vacation rentals

    390 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 230 rentals that welcome pets

  • Rentals with dedicated workspaces

    310 properties have a dedicated workspace

  • Wi-Fi availability

    500 of Delray Beach vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Delray Beach rentals

  • 4.8 Average rating

    Delray Beach stays are highly rated by guests—averaging 4.8 out of 5!

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