
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.

Private Pool & Spa * Heart of Delray * Luxe 2 bed
🌴 Serenity Palms Villa 🌴 Escape to your own private retreat in the heart of Delray Beach. Enjoy a private saltwater pool, spa, and outdoor spaces designed for effortless relaxation. Tucked into a quiet, charming neighborhood, steps from town and the beach, this beautifully designed villa offers a rare blend of walkability, privacy, and elevated comfort. Thoughtfully curated, the home blends high-end finishes with a warm, livable feel. Guests describe it as a “boutique hotel only better.”

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.

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)

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.

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!

5 Min to Beach - Heated Pool - Bikes Included
Nestled in historic Delray, this elegant and completely updated home offers 3BD, 3.5BA + office spanning over 2,100 sp ft. The kitchen features quartz countertops + all new appliances. Laundry downstairs and upstairs. Patio w. private salt water pool and seating area with screens. Double garage with 4 bicycles + hanger for your use. Located just a few steps from vibrant Downtown Delray with lots of bars, restaurants, live music, festivals, farmer’s market and just minutes from the beach.

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.

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.

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.

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.

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!

943 Workspace and Heated Pool | by Brampton Park
Exclusively Managed by Brampton Park Heated Pool, Pet Friendly 3 Bedroom 2 Bathroom Cul-de-Sac Home in Delray Beach Heated Pool and spacious yard, water access with boat dock, (Max 40Ft) Under half a mile to cafes, Trader Joes and shops Stylish home located in Tropic Isle, a favorite Delray Beach neighborhood. Just 5 minutes drive to both Atlantic Avenue and also Mizner Park. *Dock use is subject to pre-approval*
Popular amenities for Delray Beach rentals with a pool
House rentals with a pool

SOFA HOUSE: Walk downtown/beach. EPIC pool home!

Waterfront Retreat w Pool | Fully Remodeled 4BR

Grab Flip Flops & Wine Glasses ✦ RELAX ✦ Welcome!

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

The Delray Cottages Retreat ~Heated Pool Oasis

Stunning 3 BED modern pool home by the Beach

A quiet, relaxing, hidden oasis.

Luxury 3brm lakehouse. Pool, Tiki , golf & Fishing
Condo rentals with a pool

PRIME location on Fort Lauderdale's Central beach

Fantastic Location - Walking distance to Beach!

Luxury Resort Style Beach Condo - No Resort Fee!

Tropical Coastal Resort in Boynton Beach

ON CANAL! Pool+Walk to BEACH! Boat Watch! 2b/2b

The Island Nest, Behind Wyndham Resort on Beach!

Spacious Deerfield Beach Condo

Landex @ Dover House 1 bedroom 1 bath
Other vacation rentals with a pool

Luxury Delray Beach 4/3 Pool Spa 2 King Masters

Tropical oasis with amazing tiki, pool

Marlow House

Luxury beach house on A1A

4BR Retreat w/Heated Pool • Near Downtown Delray

The Delray Palm House | Modern Pool Retreat

Spring Escape Heated Pool Walk to Atlantic Ave

Delray Poolside Paradise Near Atlantic Ave & Beach
When is the best time to visit Delray Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 312 | € 374 | € 362 | € 257 | € 214 | € 204 | € 220 | € 210 | € 191 | € 214 | € 252 | € 318 |
| 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 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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