Holiday rentals with a pool in Delray Beach

4.97 out of 5 average rating, 66 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

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

4.97 out of 5 average rating, 87 reviews

Direct INTRACOASTAL Waterfront 3BR - Pool & Dock

Relax on your private backyard patio with the famous south Florida intracoastal waterway as your back drop. Sip cocktails & watch the million dollar yachts sail by or throw a fishing line off the dock. This is the BEST Florida home for anyone who loves waterfront living. Sunbathe in the heated pool or fire up the the outdoor kitchen grill or fire pit. Enjoying the outdoor salt life at your very own private resort is what this home is all about. No parties, events or get togethers permitted.

Superhost

4.86 out of 5 average rating, 28 reviews

Prime Location • Saltwater Pool Retreat with Priva

Welcome to your Delray Beach oasis! This beautifully updated home offers a private saltwater pool, modern furnishings, and a separate fourth bedroom suite—perfect for families or groups looking to unwind in one of South Florida’s top coastal destinations. 🏖 Quick golf cart ride to Atlantic Ave & the beach 🧂 Saltwater pool with spacious outdoor lounge area 🛏 Private guest suite with its own en-suite bath 🍽 Fully equipped kitchen with indoor-outdoor dining spaces 📲 Smart home features + cura

4.92 out of 5 average rating, 73 reviews

Spacious Designer Home Htd Pool Near Atlantic Ave

Step into the luxe and spacious 4BR 2.5BA oasis in the heart of Delray Beach, FL. It promises a relaxing retreat just a few minutes from bustling Atlantic Ave, sunny beaches, restaurants, shops, exciting attractions, and landmarks. The unique designer ambiance and rich amenity list will leave you in awe. ✔ 4 Comfortable Bedrooms ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Backyard (Heated Pool, Fire Pit, BBQ, Lounges) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Laundry ✔ Parking Learn more below!

4.97 out of 5 average rating, 121 reviews

Home in Pompano Beach

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

Kick back, relax and recharge in this calm stylish space! Floasis is located 1.3 miles from the beach, with lots of activities, restaurants and shops nearby... but honestly, once you get to the house you won't want to leave! You will have your own good size pool, a hot tub, an amazing covered deck to relax and dine and a big grassy area for the kids or dogs to run, yoga, relaxation or just for soaking in the florida weather! It's the perfect oasis for a couple, a small family, or 2 couples!

Superhost

4.83 out of 5 average rating, 145 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!

4.93 out of 5 average rating, 200 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.

5 out of 5 average rating, 10 reviews

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.

4.92 out of 5 average rating, 134 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!

5 out of 5 average rating, 20 reviews

WP Delray Waterfront, Pool, Tiki Hut & Putting Grn

Luxurious waterfront living at its best in Delray Beach! Amazing heated pool, putting green, firepit, privacy, and Tiki hut for lounging & dining. Indoor living features a true gourmet kitchen, spacious living room & dining with incredible views. King beds and large TV's in every bedroom. Located just 10-minutes from Atlantic Avenue and the beach, this property offers easy access to everything Delray and Boca have to offer. Book this unforgettable waterfront retreat now!

Superhost