Holiday rentals with a patio in Longboat Key

The Bradford Cottage/Heated Pool /Mins to Siesta

If you are looking for a cozy retreat in a safe and private neighborhood than look no further! From the minute you step inside this immaculate private residence you will feel right at home. With a beautiful open floor plan with plenty of room to spread out, natural light that pours in every room and a spacious back porch overlooking the heated pool this is the perfect place to unwind and relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota you are in the middle of it all!

Best backyard in St. Pete! Pickleball/Bar/Golf

Make some unforgettable memories at this unique and family-friendly place! This spacious home features an incredible backyard with a sparkling pool, full-size pickleball court, a backyard bar and putting green. Perfect for weekends with friends and family. This oasis is very close to beautiful St Pete. beaches, vibrant downtown St. Pete bars, and delicious restaurants. Enjoy the best of both relaxation and activity in this perfect retreat. And remember, it's always 5 o'clock somewhere!

Beach town Glamping

You won’t forget your time in this Glamping Oasis!! 34ft fifth wheel on a private side lot, fit for a queen! Large outdoor deck features a 76” couples outdoor soaking tub with seperate out door shower and a built in bar for eating outside. All with beautiful decor and palm trees surrounding, come relax 3 miles from the BEST beaches on the west coast and enjoy nature strolling down The Pinellas trail right in the neighborhood. 20 minute drive to downtown St. Petersburg or to Tampa.

Free Early Chk-in, Super Clean, Parking, Disney+.

Escape the ordinary and immerse yourself in an extraordinary stay at our unique Airbnb property on the main road 1 mile from downtown Sarasota. Discover over 60 enticing amenities, from a secure room safe to a luxurious, indulgent bed. Just a stone's throw away from downtown Sarasota, Lido Beach, and essential amenities like grocery stores and pharmacies, our corner apartment with a dazzling wrap-around patio is your perfect hideaway. Bicycles at your disposal. Book now

Sarasota Coastal Cottage

This 2-bed, 2-bath gem features an open floor plan, exquisite bathrooms, a cozy den/office, and a stunning backyard patio, crowned by a majestic oak—perfect for al fresco dining. Nestled in Paver Park, you are a stroll away from Payne Park & Legacy Trail and just minutes from Downtown, Bayfront Park, Selby Gardens, St Armand's Circle and beautiful Lido & Siesta Key beaches. Experience Sarasota in true style. Per city ordinance a 7 night/day minimum booking required.

Entire Rv with BBQ and Patio.

Escape to a charming and comfortable RV getaway, perfect for a relaxing retreat! This cozy RV is fully equipped with all the essentials, offering a unique stay with modern comforts. Step outside to enjoy your private patio, complete with a BBQ grill—ideal for outdoor cooking and unwinding under the stars. Located in a peaceful setting, this space is great for solo travelers, couples, or small families looking to experience the outdoors with a touch of home.

Amazing pool home in South Tampa

Enjoy a stylish, family-friendly stay at this centrally located South Tampa home. Minutes from downtown Tampa, St. Pete Beach, Clearwater, Ybor, Hard Rock, Busch Gardens, shopping, sports venues, and both airports. Relax with outdoor amenities including a solar-heated pool, grill, tiki bar, and refrigerator. Washer and dryer are available for guest use. Ideal for exploring Tampa’s best attractions while unwinding in comfort!

"Free Spirit Bungalow" Fire Pit+Walkable Parks

Cozy 2 bedroom home in a beautiful neighborhood with several walkable parks & historic brick streets. You'll see neighbors walking dogs & babies every day! Bucs fans? Enemies? the stadium is borderline walking distance from here (2.5 miles), so a 9 minute drive! Just about 4 miles from Channelside/downtown, Ybor, Davis Islands, Hyde Park, 15 minutes to the airport or Ben T Davis Beach!

Parkland Cottage

Welcome to our charming Airbnb nestled in the heart of Sarasota, Florida, just a short drive away from the renowned Siesta Beach and a short stroll from the picturesque Legacy Trail. This cozy retreat offers the perfect blend of convenience, comfort, and coastal charm for your relaxing getaway.