Vacation rentals with a pool in Delray Beach

An inviting outdoor space features a heated saltwater pool with a submerged step, surrounded by sun loungers and an umbrella. A covered patio area is equipped with a dining table and lounge seating, providing a shaded retreat amidst lush landscaping.

4.97 out of 5 average rating, 64 reviews

Stylish Getaway Near Beach + Atlantic Ave | Pool

Take advantage of early check-in and late check-out when available. Escape to your own private tropical retreat in a prime location, close to Boca Raton. This thoughtfully designed home exudes modern elegance and everyday comfort. Bask in the serenity of the sparkling pool, savor quiet moments by the BBQ, enjoy a family game or relax on the patio surrounded by peaceful greenery and open skies. Atlantic Dunes Park - 7 min drive Atlantic Avenue - 10 min drive Boca Raton/Mizner Park - 11 min drive

The outdoor patio area features a large dining table with ample seating for 12, beneath a vaulted roof with wooden beams. A 65" TV is mounted on the wall, overlooking the heated pool and spa, accentuated by lounge chairs and umbrella shade.

4.98 out of 5 average rating, 45 reviews

Chic Downtown Oasis: Luxury Pool Home + Guest Home

Described by our guests as the “perfect AirBNB” - This property in Downtown Delray Beach encompasses the entire corner on N Swinton Ave and has breezeway connecting the main house and the guest home with a beautiful pool/patio lounge area in-between. Outdoor area has TV, heated pool + spa, grill, full outdoor bathroom and 12 person table. 2 full upscale kitchens, living rm w/ TV and laundry in both homes. 5 minute walk Delray’s best restaurants and 1 mile to the beach. 2 full kitchens, 3 King bd

4.98 out of 5 average rating, 128 reviews

A vibrant pink pool float with the text 'OUT OF OFFICE' is placed in the clear blue water of a private swimming pool. Additional pool floats in various colors are visible, creating a playful atmosphere. Lush greenery surrounds the pool area.

Home in Lake Worth

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

4.87 out of 5 average rating, 212 reviews

A community pool is surrounded by lounge chairs and palm trees, creating a relaxing atmosphere. The clear blue water is inviting, with light reflections visible on the surface. The patio area is spacious, offering a tranquil space for guests to unwind.

Condo in Delray Beach

Retro charm studio steps from beach & Atlantic Ave

Charming studio with vintage vibes and a serene location near Atlantic Avenue, and a 2-minute walk from the beach & Opal Grand Beach Hotel. Step into a bygone era, exuding the nostalgic vibes of the 1950s in one of Delray Beach’s most coveted locales. Enjoy the Grove Condominiums with its old-world charm, pool, and tropical gardens. Experience Delray Beach's retro essence with upscale bars, diners, and boutique stores nearby. Embrace classic charm and coastal living in this slice of the '50s.

Superhost

The backyard features a heated pool surrounded by lush greenery and coconut trees. A colorful hammock is suspended between two trees, inviting relaxation. Several lounge chairs are arranged poolside, situated under a clear blue sky. A wooden fence provides privacy to the area.

4.83 out of 5 average rating, 143 reviews

LUXURY!i - Heated Pool - Perfect Vacation

Beautiful Key West-style house with a gorgeous heated pool. LUXURY! High-end furniture, real wood beds & extremely comfortable mattress. NO IKEA beds here ;) Two story house, 4 bedrooms, 3 full bathroom Heated pool & screened patio Whole Foods, Starbucks, Chick-fil-A, Trader Joe's, Target and so much more just a step away. Located on a quiet, family oriented "no outlet" St 3 min ride to amazing beach, or relax time in the hammock by the pool? Stay with us for YOUR PERFECT VACATION!

The private pool area showcases a sparkling blue pool, complete with a spa and sun loungers beneath vibrant red umbrellas. Lush greenery and tranquil waterfront views create a serene atmosphere, inviting relaxation and enjoyment under a bright blue sky with fluffy white clouds.

4.98 out of 5 average rating, 102 reviews

Waterfront Htd Pool, Spa, Pool Table, Lanai, Canal

Indulge in this luxurious 4BR 2BA haven on a picturesque waterfront property in a prime location in Delray Beach, FL. This spacious getaway offers the perfect retreat from bustling crowds with its trendy design, high-end comforts, and scenic backyard that will leave you in awe. ✔ 4 Comfortable Bedrooms ✔ Open Design Living + Pool Table ✔ Fully Equipped Kitchen ✔ Screened-In Porch ✔ Backyard (Swimming Pool, BBQ, Dining, Dock) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking Learn more below!

A serene outdoor space features a pool surrounded by tropical landscaping and palm trees. A spacious patio includes seating areas, complemented by a pathway of laid bricks. Sunlight reflects from the clear water of the pool, creating a relaxed atmosphere.

4.92 out of 5 average rating, 196 reviews

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.

4.97 out of 5 average rating, 88 reviews

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!

Beach chairs are set up under large blue umbrellas on white sand. The tranquil ocean waves can be seen in the distance, blending into a clear sky with soft clouds. A sign indicates that a beach membership is included with the stay.

4.92 out of 5 average rating, 133 reviews

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!

A private backyard features a well-maintained heated pool surrounded by a spacious deck. Lounge chairs are arranged under an oversized pink umbrella, while vibrant outdoor furniture offers seating options. Lush greenery and a playful flamingo float create a relaxed atmosphere for leisure and enjoyment.

4.95 out of 5 average rating, 57 reviews

Flamingo 4 BR Pool home w/ GH steps to DT

Location Location Location !!! Two blocks from Downtown Delray. Relax with family and friends at this chic Downtown Delray home. Beautiful and stylish 4 bedroom 3 bathroom villa with separate guest house. Private fully fenced in, tastefully furnished backyard with heated pool sitting/social area, games and more. Located two short blocks from “The Ave” where you’ll find premier restaurants, shops, parks, marina, markets and nightlife. Home is 1/2 mile from our infamous beach.

A heated pool invites relaxation, surrounded by a serene yard with tropical palm trees. Colorful floats rest on the water's surface, while sun loungers and conversation chairs provide ample seating for enjoying the outdoors.

4.96 out of 5 average rating, 115 reviews

Heated Pool | King Bd | Cozy Backyard | Quiet Stay

Feel right at home at The Royal House, nestled in a peaceful, private 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

A serene outdoor space features a private heated pool, surrounded by lounge chairs under large umbrellas. Lush palm trees and tropical foliage provide privacy, while the sky displays a vibrant sunset with soft hues of orange and pink.