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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Top guest favorite
The outdoor area features a heated pool surrounded by lounge chairs and umbrellas, with vibrant wall murals visible in the background. An inviting seating arrangement includes comfortable chairs and a sleek table, all set against a backdrop of a colorful sunset sky.
Apartment in Delray Beach
5 out of 5 average rating, 11 reviews

Delray 2-Bedroom Heated Pool Near Beach/Downtown

Enjoy your Delray Beach getaway in this beautifully updated 2-bedroom condominium set within a quiet 2-unit complex. Featuring a heated saltwater pool, vibrant illuminated mural, king bed, bikes, and thoughtfully designed indoor and outdoor spaces, this home blends comfort with coastal style. Inside, you’ll find modern finishes, smart TVs, and hotel-quality linens. Outside, relax poolside, fire up the grill, or take a quick bike ride to the beach or Atlantic Avenue. Close to dining, shopping, an

Guest favorite
Home in Delray Beach
5 out of 5 average rating, 5 reviews

231 NEW - Heated Pool & Tropical Oasis - Near Ave

Delray Nightly is proud to present The Harmony Palms House, a newly renovated, luxurious Delray Beach vacation rental featuring a private heated pool, tiki hut lounge, and tropical backyard. Enjoy king bedrooms, fun games, high-speed Wi-Fi, and covered outdoor dining. Just minutes from Atlantic Avenue, the beach, and downtown, with FREEBEE shuttle access for easy, eco-friendly transportation, this home is perfect for families, friends, or couples seeking stylish, relaxing South Florida getaway.

Guest favorite
A bright living area is marked by a large sectional couch in teal, facing a wall-mounted TV. Light drapes frame the windows, offering views of the outdoors. A round coffee table and an area rug add comfort, while a small vase of flowers is positioned on the table.
Home in Delray Beach
5 out of 5 average rating, 8 reviews

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)

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, 224 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.

Top guest favorite
An expansive view of the waterfront mansion at dusk, with a private dock accommodating a boat. The illuminated pool reflects the surrounding palm trees and twinkling lights from nearby homes. A serene waterway stretches into the distance, framed by lush greenery.
Home in Pompano Beach
4.99 out of 5 average rating, 118 reviews

Luxurious waterfront mansion - large heated pool

This Luxurious water front mansion is directly across the intercoastal offering over 240' of dockage, large yacht are welcome Enjoy an incredible Pool and all the comfort and delicate taste. This family-friendly hidden gem offers sun, fun and adventure with watersports, fishing, shopping, dining and much more! Located in the heart of Florida’s Gold Coast, offering some of the warmest and clearest waters, welcoming sandy beaches and calming breezes. An unforgettable vacation awaits you!

Guest favorite
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.
Home in Delray Beach
4.96 out of 5 average rating, 104 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.

Superhost
Home in Delray Beach
5 out of 5 average rating, 3 reviews

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.

Top guest favorite
Home in Delray Beach
5 out of 5 average rating, 22 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.

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
4.92 out of 5 average rating, 248 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
Apartment
4.85 out of 5 average rating, 169 reviews

Charming 1BR 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.

Guest favorite
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.
Home in Delray Beach
4.97 out of 5 average rating, 125 reviews

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!

Guest favorite
Home in Delray Beach
4.91 out of 5 average rating, 205 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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Quick stats about vacation rentals with a pool in Delray Beach

  • Total vacation rentals

    Explore 570 vacation rentals in Delray Beach

  • Nightly prices starting at

    Delray Beach vacation rentals start at € 26 per night before taxes and fees

  • Verified guest reviews

    Over 14,300 verified reviews to help you choose

  • Family-friendly vacation rentals

    400 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

    570 of Delray Beach vacation rentals include wi-fi access

  • Popular amenities for guests

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

  • 4.9 Average rating

    Delray Beach stays are highly rated by guests—averaging 4.9 out of 5!

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