
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.

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.

702A Waterfront Villa – Pool, Tiki Hut & Putting
DELRAY NIGHTLY presents Waterway Palms — Incredible Luxe rated 3BR/3BA waterfront Delray Beach villa with heated pool, Tiki Hut, firepit, putting green, and outdoor games. Sleeps 8 (incl murphy) with king beds, amazing chef’s kitchen, Smart TVs, high-speed Wi-Fi, and welcome basket with starter supplies. Relax in the large spacious open living areas and enjoy resort-style outdoor fun, just 10 minutes from Atlantic Avenue, beaches, dining, nightlife, golf, and upscale shopping. See you soon!

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!

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!

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*

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

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

Marlow House

The Goodtime House - Heated Pool+Hot Tub Sleeps 10

Grab Flip Flops & Wine Glasses ✦ RELAX ✦ Welcome!

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

Luxury beach house on A1A

Stunning 3 BED modern pool home by the Beach

A quiet, relaxing, hidden oasis.
Condo rentals with a pool

Beautiful 1 BR Condo Pool/Beach. Perfect Location!

Fantastic Location - Walking distance to Beach!

Tropical Coastal Resort in Boynton Beach

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

The Island Nest, Behind Wyndham Resort on Beach!

Waterfront Condo ON the Intracoastal. Great views!

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

Delray Sunshine Cottage w/ Private Backyard & Pool

Waterfront Retreat w Pool | Fully Remodeled 4BR

Stylish retreat w/pool, BBQ & patio

The Delray Cottages Retreat ~Heated Pool Oasis

The Delray Palm House | Modern Pool Retreat

3BR Delray Retreat • Pool + Hoops • Near 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 | € 311 | € 373 | € 361 | € 256 | € 213 | € 203 | € 219 | € 210 | € 190 | € 213 | € 252 | € 317 |
| 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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