
Holiday rentals with a pool in Delray Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Delray Beach
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Spacious Designer Home Htd Pool Near Atlantic Ave
Step into the luxe and spacious 4BR 2.5BA oasis in the heart of Delray Beach, FL. It promises a relaxing retreat just a few minutes from bustling Atlantic Ave, sunny beaches, restaurants, shops, exciting attractions, and landmarks. The unique designer ambiance and rich amenity list will leave you in awe. ✔ 4 Comfortable Bedrooms ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Backyard (Heated Pool, Fire Pit, BBQ, Lounges) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Laundry ✔ Parking Learn more below!

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.

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.

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!

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!

Near Beach/kayaks/HtdPool/Tiki/BBQ/Gameroom
⭐️RANKED TOP 10% OF HOMES ON AIRBNB 🌊Heated Salt Water Pool (85 degrees year round free of charge) 🌴2 bedrooms plus 3rd Game room with full size futon bed and lockable doors as a 3rd room 🚣Free Kayaks and Paddle boards right off the dock 🐠 70 ft Waterfront / FISH RIGHT OFF THE DOCK 🔥Tiki hut with fire pit & outdoor seating/ BBQ grill 🎯Gameroom 🏡 Fully remodeled home 📺TVs in each bedroom 🏝️Only 2.5 miles to beach! ⛱️Beach essentials included 🚘 4 parking spaces

Beach condo getaway!
Enjoy a stay at this peaceful and centrally-located place. Beautiful Corner Unit, full one bedroom with King bed. Walk to the beach and Atlantic Ave. Outdoor Heated Pool. The Best Location around and it includes free parking. Can rent weekly or monthly. Located next to the Ocean front Marriott and Opal Grand Hotel. Full kitchen with appliances. Stay here for a fraction of the price of the Marriott and enjoy this corner unit full one bedroom 675 square foot apartment.

Really Big 1BR/BA w/ Pool; 1 Mile From Beach
Forget your worries in this spacious and serene, modernized space. An oversized private unit. Self check-in. Full kitchen. Full bathroom. Speedy wifi. 2 Roku tvs. Washer and dryer inside. Need to cool down? Take a swim in the large pool or travel 5 mins (1.5 miles) up to the beautiful Deerfield Beach ocean. Eateries and shops galore in the immediate area, walking distance. Parking limit: 2 vehicles. Book now & enjoy. You won’t regret this stay.

Private Pool Cottage | Fast WI-FI -Walk to the Ave
Perfect stay for Thanksgiving travelers — full kitchen, fast Wi-Fi, private pool, and a quiet place to decompress before/after family time. Escape to The Happy Mango Hideaway, your private cottage with a heated saltwater pool, fast Wi-Fi, and spa-style bath (renovated Oct 2025). Whether working remotely or winding down, enjoy open living, full kitchen, and a cozy workspace. Walk to Atlantic Ave or unwind in your fenced tropical oasis.

Sensational Palm Beach Island with Grand Terrace
Seen on HGTV's House Hunters International. Bright beautiful studio located on world-renowned island of Palm Beach, Florida, perfectly situated 1.5 blocks from the beach, within walking distance of fine dining and shopping. Over-sized terrace. Waterside walk/bike path. Wi-Fi. 24-hr front desk. 5 miles from airport. If already booked, or for 2 rooms, click our host photo at bottom of listing to see if our adjacent studio is available.

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.

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.
Popular amenities for Delray Beach rentals with a pool
House rentals with a pool

Luxe 3-Bedroom Vacation Home|Pool|Blocks to Beach

Grab Flip Flops & Wine Glasses ✦ RELAX ✦ Welcome!

•Floasis• Your private FL Oasis 5 min to beach!

The Dream Delray/ 4 BR En-suite Pool Home

SeaGrape Cottage

Stunning 3 BED modern pool home by the Beach

Luxe Villa * Private Pool & Spa * Heart of Delray

Delray Family Pool Escape, Near Beach
Apartment rentals with a pool

Beautiful 1 BR Condo Pool/Beach. Perfect Location!

1/1 Apartment in Deerfield Beach

Beachfront W Hotel Residence

Tropical Coastal Resort in Boynton Beach

Waterfront Condo ON the Intracoastal. Great views!

Luxury 2x2 condo, water views & hotel amenities

Beachfront and Lovely Unit Near Aventura Mall

1/1 Apartment Walking Distance to Beach
Other holiday rentals with a pool

Pool Paradise in Delray Beach

1 br 2bed LakeView Rooftop Pool

The Rose |The Sister House. Your Coastal Retreat !

BoxHaus Modern tiny home in the heart of WPB

FP Delray Delight: Saltwater Pool & Serene Oasis!

Home With Pool in Delray Beach

Sandy Feet Retreat Delray

Serenity Ocean Luxury condo —Parking included!
When is the best time to visit Delray Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £254 | £305 | £282 | £229 | £191 | £182 | £196 | £188 | £170 | £180 | £210 | £247 |
| Avg. temp | 19°C | 20°C | 22°C | 24°C | 26°C | 28°C | 28°C | 28°C | 28°C | 26°C | 23°C | 21°C |
Quick stats about holiday rentals with a pool in Delray Beach

Total holiday rentals
Explore 490 holiday rentals in Delray Beach

Nightly prices starting at
Delray Beach holiday rentals start at £23 per night before taxes and fees

Verified guest reviews
Over 13,210 verified reviews to help you choose

Family-friendly holiday rentals
370 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 210 rentals that welcome pets

Rentals with dedicated workspaces
290 properties have a dedicated workspace

Wifi availability
480 of Delray Beach holiday rentals include wifi 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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