
Vacation 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.

Grab Flip Flops & Wine Glasses ✦ RELAX ✦ Welcome!
• 6 blocks to downtown restaurants, boutiques, bars (Atlantic Ave) • 10 blocks to beach 🏝 • 1940's Key West style bungalow & private cottage • Tropical fenced-in backyard, pool & deck • Freebee™ Electric cart rides all over Delray Beach • Cozy, comfy, beachy interior • Secure, keyless entry w/ parking for 3 cars • Coffee + Tea bar • All chef essentials provided, dog-friendly, infant pack-n-play, outdoor BBQ, washer & dryer, beach chairs/towels/umbrella, 2 cruiser bikes, pool floats & more 🏖

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.

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.

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.

Spacious Designer Home Htd Pool Near Atlantic Ave
🌴 Enjoy this spacious Delray Beach retreat in Delray Beach, featuring a resort-style heated pool with sun shelf, fire pit, BBQ Ggill, cornhole, and a private backyard oasis. Inside, relax with soaring two-story living, fireplace, and modern open spaces. Comfortable bedrooms make it perfect for families and groups seeking fun, relaxation, and easy access to beaches and Atlantic Ave. Message us today and enjoy sunshine, space, and unforgettable memories — all in one perfect 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!

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.

Heated Pool! 1 Mile To Beach & Atlantic Avenue!
COZY COTTAGE STYLE HOME W/COASTAL FINISHES, BEAUTIFULLY FURNISHED IN THE HEART OF DELRAY BEACH. THIS BEAUTIFUL HOME INCLUDES 3 BEDROOMS & 2 BATHROOMS & A LARGE HEATED POOL! 1 MILE TO THE BEACH, ATLANTIC AVENUE, WATER-SPORT ACTIVITIES, FINE AND CASUAL DINING, NIGHT LIFE & UPSCALE SHOPPING & MINUTES TO BOCA RATON. BEAUTIFUL COVERED PATIO TO GRILL AND RELAX ON SOME LOUNGE CHAIRS WHILE OVERLOOKING THE LARGE HEATED POOL!

Renovated Townhome w/ Pool&Gym in Gated Community
Come experience our inviting townhome,located in a peaceful gated community where you'll find the soothing vibes of the beach mixing effortlessly with modern luxury. Right in the heart of lively Delray Beach, our place gives you quick access to both the sunny shoreline and the vibrant downtown scene. Whether you're looking for a serene getaway or an exciting adventure, our townhome is ready to be your ideal retreat.

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

Lux 2 King beds 4 Br2 bath, walk to everything.

30 Luxe 4BR Villa | Heated Pool, Tiki Hut & Fun

Game Room, Salt Heated Pool Short Walk 2 the BEACH

Casa Déjàvu 5*spot Heated pool /HotTub /8min Beach

3 Br Heated Pool Villa near Downtown Delray Beach

5 Min to Beach - Heated Pool - Bikes Included

2 Masters • Heated Pool • Near Beach & Atl Ave!

Casita Bonita, Heated Pool, Patio Paradise
Condo rentals with a pool

Beautiful 1 BR Condo Pool/Beach. Perfect Location!

Fantastic Location - Walking distance to Beach!

🌞🏖Palm Beach Pool View Studio parking⚡wifi by 🏖

Tropical Coastal Resort in Boynton Beach

Luxe King Suite -valet parking-near beach

Gran vista p 36 en Lyfe Beach Resort & Residences

Ritz-Carlton Beach Penthouse by Guaranteed Rental

W Residences - Beachfront 2 bedroom oasis
Other vacation rentals with a pool

Coastal Cottage Steps to the Beach w Heated Pool

280D – Chic & Spacious 1BR by Evert Tennis

1 br 2bed LakeView Rooftop Pool

Wilton Manors Stunning Gated Oasis

Historic cottage private pool walk to beach

Delray Beachside Retreat 3 min walk to beach!

NewHeatedPool*Walk2Beach*BeachShuttle*Gameroom*BBQ

Urban-chic Atlantic Avenue Delray Beach condo LOFT
When is the best time to visit Delray Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 281 | € 337 | € 312 | € 253 | € 211 | € 201 | € 217 | € 207 | € 188 | € 199 | € 232 | € 273 |
| 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 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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