Holiday rentals with outdoor seating in Delray Beach

Guesthouse in Fort Lauderdale

4.92 out of 5 average rating, 108 reviews

Guest Suite - Private Pool! 15 Minutes to Beaches

Picture yourself relaxing at a PRIVATE pool not shared with other guests! Casita Del Rio, a stunning vacation rental on the New River in Ft. Lauderdale, FL! This private guest suite offers exclusive comfort with an upscale bathroom, refrigerator, microwave, and Keurig. The pool area is, exclusively yours, with loungers for basking in the sun. Book your unforgettable escape less than 20 minutes away from Ft. Lauderdale's stunning beaches, restaurants, and so much more. Questions? Message us :)

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

4.93 out of 5 average rating, 402 reviews

Home in West Palm Beach

Executive 1/1 House, HydroShower - 420

Welcome to our newly renovated executive standalone house, featuring modern furnishings, high-end appliances, and luxurious amenities. Relax in the spacious living room, cook a gourmet meal in the fully equipped kitchen, or unwind on the large patio with comfortable outdoor furniture. You'll love the jet massage shower, soft king size bed, and quiet location. Enjoy a private entrance, two dedicated parking spots, and smart 65" TV. Book now for a convenient and luxurious stay in West Palm Beach.

4.97 out of 5 average rating, 119 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!

4.98 out of 5 average rating, 105 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!

4.92 out of 5 average rating, 199 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.

4.94 out of 5 average rating, 223 reviews

Cozy Delray Beach House Waterfront Intracoastal

🏝LOCATION, LOCATION, LOCATION! Delray Beach's BEAUTIFUL waterfront property! The Bamboo Beach House is located directly on Intracoastal waterway in Delray Beach. Each unit has private patio overlooking 40 feet of waterfront! Enjoy morning coffee and experience beautiful sunrises with the ocean breeze. Our piece of waterfront is a favorite area of local manatees to swim in with the tides, along with schools of jumping fish! The amazing water views and aquatic wildlife is second to none!

4.87 out of 5 average rating, 134 reviews

2 BD Delray Beach Cottage walk to The Ave & beach

Your friends and family will be close to everything when you stay at this centrally-located trendy apartment in the Historic District of Delray Beach. This newly remodeled mid-century modern apt features a brand new kitchen where guests can gather and cook up their favorite meals. Spend your days tanning and swimming at the beach before relaxing in your private patio for an afternoon drink then walk over to Pineapple Grove and "the Ave" for live music, great food, dancing, and fun!

Apartment in Boynton Beach

5 out of 5 average rating, 15 reviews

Luxury Fully Loaded Apartment

Come unwind in this large luxury apartment in the center of bustling Boynton Beach. Great for adult trips! Enjoy your local restaurant favs surrounding you with just a 10 minute drive to the astonishing Boynton Beach. 1 Queen size bed 1 Queen size double height Air Mattress Bathroom entrance inside the bedroom Please confirm children in message to me Laundry room accessible upon request with $10 for full access includes detergent/dryer sheets Complimentary Coffee and Tea Station

4.96 out of 5 average rating, 210 reviews

Cottage in Delray Beach

Beach Retreat W/Cabana Service | Steps to Downtown

Welcome to your retreat filled with sun & fun, where you can relax in the tropic air and aqua blue waters of Delray Beach. You will enjoy our well-appointed, newly renovated guest house originally built in 1929 & located in historic downtown Delray. Live like locals as you enjoy a bike ride or an evening stroll to our lively downtown and beautiful beaches. With our amenities and superb level of cleanliness, you will experience a level of comfort unmatched by hotels or other Airbnbs

4.93 out of 5 average rating, 175 reviews

CASA SWINTON - 226 S. Swinton Avenue

South Florida Paradise found! Casa Swinton is a pristine, award-winning, 3-Bedroom, 2.5 Bath, 1942-built Cottage in East Delray Beach, minutes walking distance from Delray Beach’s famous Atlantic Avenue. Completely Renovated with exquisite Charm and Class. Sleeps 8 guests with endless lounge areas to relax and enjoy in privacy. 2 short Blocks from Delray’s Atlantic Avenue and Tennis Center. Walking Distance to the Beach, Over 150+ Restaurants, cozy Boutiques, Shoppes and much more.