Vacation rentals with a pool in Delray Beach

231 NEW - Heated Pool & Tropical Oasis - Near Ave

Delray Nightly is proud to present The Harmony Palms House, a newly renovated, luxurious Delray Beach vacation rental featuring a private heated pool, tiki hut lounge, and tropical backyard. Enjoy king bedrooms, fun games, high-speed Wi-Fi, and covered outdoor dining. Just minutes from Atlantic Avenue, the beach, and downtown, with FREEBEE shuttle access for easy, eco-friendly transportation, this home is perfect for families, friends, or couples seeking stylish, relaxing South Florida getaway.

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.

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.

210 Walk to Pineapple Grove | by Brampton Park

Exclusively Managed By Brampton Park Heated Pool and Pet Friendly 4 Bedroom 3 Bathroom Delightful home, less than 1 mile to the Beach  Modern, upscale downtown Delray home, fully renovated with all new furnishings as of July 2024. While this home is on a quiet residential street, the location is truly unbeatable - 1/4 mile to Pineapple Grove district that is bustling with restaurants, bars and cafes, and The Ray Hotel. Half a mile to Atlantic Avenue, and less than 1 mile to the beach.

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!

3 Br Heated Pool Villa near Downtown Delray Beach

Escape to this stylish 3BR, 2BA coastal villa just minutes from downtown and the beach! Enjoy a private fenced yard with a sparkling pool, outdoor dining, and BBQ grill. Inside, relax in bright open spaces with a modern kitchen, stainless appliances, and dining for six. Bedrooms feature hotel-quality linens and Smart TVs. Includes free beach passes, washer/dryer, and board games. Minutes to downtown’s shops, galleries, and restaurants in “America’s Most Fun Small Town.”

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.

Waterfront, Spa, Htd Pool, Billiards, Lanai, Canal

Bachelorette weekends, birthday trips, family vacations — this is the house groups keep coming back to. Heated pool and spa on a private canal, screened lanai with string lights, billiards, and a dock where guests watch the sun go down. Sleeps 10. Hosts respond in minutes and know every great restaurant and hidden gem in Delray. 5 minutes to Atlantic Ave. Kayaks, paddleboards, and fishing gear included. 5 minutes to the beach.

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!

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!