
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.

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.

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!

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!

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. 🌴🌊

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.

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!

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

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
House rentals with a pool

Game Room, Salt Heated Pool Short Walk 2 the BEACH

796 Serene 4BR Villa – Tiki Hut, Pool & Waterfront

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

Really Big 1BR/BA w/ Pool; 1 Mile From Beach

FP Delray Delight: Saltwater Pool & Serene Oasis!

Sauna House w/ Coldplunge and Heated Pool

Large Heated Pool - Family Friendly Private BBQ

Oasis with Heated Saltwater Pool
Condo rentals with a pool

Beautiful 1 BR Condo Pool/Beach. Perfect Location!

Fantastic Location - Walking distance to Beach!

Breathtaking OceanFront - 15th Floor (+Resort Fee)

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

Tropical Coastal Resort in Boynton Beach

Luxe King Suite -valet parking-near beach

Palm Beach Paradise • Walk to Beach • Pool • WiFi

YOUR HOME by the Beach: TIFFANY HOUSE
Other vacation rentals with a pool

Coastal Cottage Steps to the Beach w Heated Pool

Stylish 1BR Condo Rooftop Pool Close to Beach

Exclusive Beachside Condo with 5-Star Amenities

Heated Pool • Putting Green • 5 Min to Beach

#22-Cozy beach retreat only steps to the beach

Historic cottage private pool walk to beach

Home w/pool 10 min from Delray

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 | € 278 | € 333 | € 309 | € 251 | € 209 | € 199 | € 215 | € 206 | € 186 | € 197 | € 230 | € 271 |
| 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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