Vacation rentals with a pool in Delray Beach

Tranquil Vibes ~ Pet Friendly Private Pool Home

Welcome to our cozy pool home with screened porch, deck w/ remote control lighting of cabana for evenings. Grill, tropical fruit trees, plants & private fenced yard. Coastal cottage decor mixing vintage finds in newly remodeled space. Neighborhood is peaceful w/ close drive to beaches, restaurants, golfing, parks & shopping. Each bedroom has cooling mattress pads & ceiling fans. Pets welcome! Beach chairs, cooler, bikes, beach umbrella, pool floats, yoga mat, games/books-.Long stays welcome

Heated Pool • Putting Green • 5 Min to Beach

Welcome to our newly built 4BR/3BA Delray Beach haven, under 5 minutes from the ocean and under 10 to Atlantic Ave. Perfect for 8 guests, it boasts ample natural light and windows, creating a warm, inviting atmosphere. Relax in our fully renovated backyard with a brand new salt water pool, sun shelf and amazing lounge chairs. Plenty of fun for everyone to enjoy with our putting green, hammock, and yard games. Enjoy modern comforts in a serene setting, ideal for both relaxation and exploration.

Delray Drift - 2 Minutes To "The Avenue"

Bring the whole family to this great place with lots of room for fun. Delray Beach boasts some of the most stunning beaches in Florida and its downtown scene is alive with culture, entertainment, and culinary delights. Wander down Atlantic Avenue, and you will see a kaleidoscope of art galleries, boutiques, and buzzing cafes. The city truly comes alive at night. With its diverse array of restaurants and bars, offering a culinary journey like no other, and it’s all so close to this property.

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.

Heated Pool | King Bd | Cozy Backyard | Quiet Stay

Feel right at home at The Royal House, nestled in a peaceful neighborhood perfect for a relaxing family retreat. Experience year-round enjoyment with our heated pool, ensuring an endless swimsuit season. Whether it's day or night, warm or cool, the pool is ready for you to dive in and unwind in a private and peaceful setting. Ideal location: 10 minute drive - Downtown Atlantic Ave 10 minute drive - Beach 5 minute drive - Kings Point 5 minute drive - I-95 & Turnpike

Private Pool Oasis | Steps to Atlantic Ave

Escape to your own private tropical retreat in the heart of Delray Beach. The Happy Mango Hideaway is a fully private, pet-friendly 2-bedroom cottage featuring a heated saltwater pool, a spa-inspired bathroom (renovated in 2025), a full kitchen, fast Wi-Fi, and a workspace. Spend your days exploring Atlantic Avenue's restaurants, boutiques, galleries, and beaches, all just minutes away. Then return home to relax by the pool and enjoy your private backyard oasis.

The Dream 4 BR En-suite Pool Home close to beach

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.

Lux Spa Retreat | Sauna, Plunge, Yoga, Pickleball

Escape to Raha, our brand-new wellness retreat in the heart of Delray Beach, sleeping 14 across 4 bedrooms. The backyard is the star: heated pool, hot tub, barrel sauna, cold plunge, pickleball court, and a tiki hut. Mornings in the sauna, evenings by the pool, all minutes from the beach and Atlantic Ave. Made for reunions, friends' trips, and the kind of getaway you don't need to recover from. Come rest, reset, and restore. - Stays by Nur x Soham Group

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.

TROPICAL ISLAND INSPIRED POOL HOME NEAR THE BEACH

Submerge yourself into your own private resort style home with a Tiki Hut on the edge of an oversized heated pool, surrounded by lush tropical landscaping, outdoor and indoor dining and living areas. Stylish Interior with a feel of Bahamian islands with a hint of safari. The home is perfectly situated within a 2 mile radius from the beach, shopping, dining, and the nightlife entertainment Delray Beach has to offer.