Holiday rentals with a pool in Delray Beach

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Delray Beach

  • Total holiday rentals

    Explore 590 holiday rentals in Delray Beach

  • Nightly prices starting at

    Delray Beach holiday rentals start at $42 AUD per night before taxes and fees

  • Verified guest reviews

    Over 15,510 verified reviews to help you choose

  • Family-friendly holiday rentals

    410 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 230 rentals that welcome pets

  • Rentals with dedicated workspaces

    300 properties have a dedicated workspace

  • Wi-Fi availability

    590 of Delray Beach holiday 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!

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 favourite
Townhouse in Delray Beach
5.0 out of 5 average rating, 14 reviews

SWiSS LiViNG - Lakeside Haven | Pool & Gym

Welcome to SWiSS LiViNG! Enjoy our beautifully designed townhouse in a gated community, just 15 minutes from the beach. Perfect for longer stays and families: - Heated pool - 24h gym, tennis, pickleball & BBQ area - High-speed Wi-Fi & smart TV - Private garden patio - King suite with ensuite & walk-in closet - Queen room with private bath - Fully equipped kitchen - W/D - Parking & keyless entry - Beach & sports equipment Ideal for guests seeking comfort, style and convenience near the coast.

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Top Guest favourite
Home in Delray Beach
4.97 out of 5 average rating, 34 reviews

Walker's Tropical Oasis

Enjoy your lush private oasis in Delray's lovely Palm Trail neighborhood! This delightful two-bedroom, one bath mid-century gem with heated pool is four blocks to Atlantic Ave and walking distance to the beach. The property sleeps up to 4 guests comfortably with luxury bed linens and bath towels provided and Smart TVs in each bedroom where guests can sign in with their favorite streaming services. New fully equipped chef's kitchen and screened lanai overlook a hidden tropical courtyard.

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Guest favourite
Townhouse in Delray Beach
4.96 out of 5 average rating, 28 reviews

Ritzy Coastal Scape

Indulge in coastal luxury at Ritzy Coastal Scape, a masterfully renovated 3BR/2.5BA villa in East Delray Beach. This sleek sanctuary features an epicurean gourmet kitchen and a private backyard oasis with an LED-lit Jacuzzi designed for upscale relaxing. Nestled just two blocks from artisan markets and fine dining, you are a mere mile from the pristine beach and minutes from vibrant downtown Delray. Experience sophisticated tropical living at its finest. Book your elite getaway today.

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Guest favourite
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.
Home in Delray Beach
4.93 out of 5 average rating, 168 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!

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Top Guest favourite
Cottage in Delray Beach
4.99 out of 5 average rating, 114 reviews

Private Pool Oasis | Steps to Atlantic Ave

Escape to your own private tropical retreat in the heart of Delray Beach. The Happy Mango Hideaway is a fully private, pet-friendly 2-bedroom cottage featuring a heated saltwater pool, a spa-inspired bathroom (renovated in 2025), a full kitchen, fast Wi-Fi, and a workspace. Spend your days exploring Atlantic Avenue's restaurants, boutiques, galleries, and beaches, all just minutes away. Then return home to relax by the pool and enjoy your private backyard oasis.

LocationFamilyLong stay

Top Guest favourite
Home in Delray Beach
5.0 out of 5 average rating, 8 reviews

Luxury Salt Life Meets Bobby Flay

At Dolce Vita Salata, luxury seamlessly intertwines with excitement and comfort to create an unforgettable experience. Every detail, from the plush furnishings to the breathtaking views, is designed to offer the ultimate in relaxation while indulging your senses. Whether you're unwinding in the serene ambiance of the beautifully appointed spaces or exploring the vibrant surroundings, Dolce Vita Salata effortlessly combines elegance with adventure.

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Guest favourite
Home in Delray Beach
4.97 out of 5 average rating, 33 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.

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Top Guest favourite
Home in Delray Beach
4.94 out of 5 average rating, 161 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.

LocationFamilySleep quality

Superhost
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, 136 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!

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Top Guest favourite
Home in Delray Beach
4.92 out of 5 average rating, 218 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.

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Top Guest favourite
The exterior of the vacation home is illuminated in soft lighting, highlighting tropical landscaping and palm trees. A spacious driveway leads to the entrance, while large windows suggest a welcoming interior.
Home in Delray Beach
4.99 out of 5 average rating, 83 reviews

The Vacation Getaway with a Heated Salt Water Pool

Are you looking to escape the cold, work, or just be close to the beach? If so, this stunning vacation home is for you. It includes a saltwater pool with heater, and is minutes away from the beach, restaurants and all that Atlantic Avenue has to offer. You can rest easy knowing that the owners are dedicated to giving you your best vacation experience.

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Top Guest favourite
Home in Delray Beach
4.92 out of 5 average rating, 25 reviews

Gorgeous Modern Beach Heated Pool House Sleeps 8

Gorgeous 4BR, 3BA home in Delray Beach with over 3,000 sq ft! Soaring ceilings, modern upgrades, beautifully furnished, elegant and private. Includes a 2-car garage, amazing heated pool, spa, fully fenced yard, outdoor dining, deck, and patio. Fully stocked kitchen and beach essentials—your perfect getaway!

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Popular amenities for Delray Beach rentals with a pool

When is the best time to visit Delray Beach?

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Avg. price$517 AUD$619 AUD$599 AUD$495 AUD$396 AUD$392 AUD$364 AUD$348 AUD$316 AUD$354 AUD$418 AUD$527 AUD
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