Home Vacation Home Rentals By Owner In Sarasota, FL

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Exceptional(7)

$269.06

/ Nightly
Private Vacation Home

Central & Spacious Home - Close to Everything!

Sarasota, Florida, United States

Welcome to your vacation home in the heart of Sarasota, Florida, where convenience meets comfort and adventure is at your doorstep. Located in central Sarasota, this property offers you the perfect base to explore everything this city has to offer.brbrPrime Location: brNestled in a central Sarasota neighborhood, you're just a stone's throw away from all the excitement. A 5-minute walk to the Legacy Trail Head for walking or biking along with the busy Pampano Pickleball Courts, and playground. A 3 min walk finds a lush green park with another playground. You'll also be within walking distance of the charming Amish Village of Pinecraft.brbrBeaches: brYou're just a short drive away from the world-renowned Siesta Key Beach, where sugary-white sands and crystal-clear waters await. Lido Beach and St. Armands Circle are also within easy reach. All less than 6.5 miles away.brbrClose to Downtown:br Less than 3 miles from downtown Sarasota, you're just minutes away from the city's vibrant arts, culture, dining & nightlife scene.brbrTHE SPACE:brThis comfortable home boasts 3 bedrooms and a flex 4th room that can serve as a bedroom, office, or second living area, complete with a queen size pull-out couch. With 2 bathrooms, a fully equipped kitchen, an open-concept main area, enclosed lanai and full laundry room, you'll have all the space and amenities you need for a memorable stay. Backyard Firepit just added with plenty of seating.brThere is ample Parking with two driveways that provide plenty of space for your vehicles, boats, RVs, trailers, and more. brbrSuppliesbrWe've got you covered with beach chairs, boogie boards and beach towels, so you can make the most of your beach days without a worry. You'll also have al the basics such as shampoo, soap, detergent and more to start off your stay.brbr(Certificate of Registration Number: VR24-00128)
Bed 4

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Bath 2

Bath

Sleep 10

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Exceptional(11)

$251.98

/ Nightly
Private Vacation Home

Backyard Oasis, Htd Pool/Hot Tub, Beaches, No Fees

Sarasota, Florida, United States

Summary:brbrWelcome to Siesta Fiesta, where dreams of relaxation become reality. With the backyard heated pool and hot tub, you have your own oasis to channel inner peace. If you’re feeling froggy, hop over to the beaches, take a kayak tour through the mangroves, a beautiful chartered sunset cruise, or try some of the local eateries that guests rave about! Whether you want to stay in, or go out, this home offers you everything you could need or want and will satisfy for pure relaxation or adventure!brbrbrbrThe Space:brbrUpon entering your home away from home, you’ll experience the inviting, modern touches of this beautiful 1950s pool home.brbrbrbrThere are two living rooms. The main living room provides a beachy vibe and is prepared to offer comfort and entertainment for hours on end. It features two plush couches, a smart TV, and a faux fireplace. Sink into one of the couches for a night of binge watching your favorite shows or stay toasty in front of the fire with a little friendly competition during family game night. The back living room features a plush couch, smart TV and sliding glass door access to the pool. You also have view of the dining table so you can know when dinner hits the table! It is the perfect spot to plug in your gaming system. All couches double as sleeper sofas for extra sleeping if needed.brbrbrbrCooking dinner in a vacation rental can finally be stress free, since the kitchen is fully equipped with everything you need to prepare a feast. You will have a stove and oven, microwave, fridge and freezer and a dishwasher, cookware, and dinnerware. You can also fire up the gas grill that's on the deck out back. Don’t worry about running out of space, because the counter tops will host any dish you can dream of! brbrbrbrThe dining area features 6 spots at the table and 2 at the breakfast bar to sit around a good meal and make lifelong memories! The back deck also offers dining for 8 at the outdoor table.brbrbrbrSlip further into the home and relaxation and you’ll find three bedrooms - the master, a queen, and a bunkbed room. brbrbrbrThe master features a pillow top king mattress, fit for royalty. You'll feel like you’re floating on cloud nine while lying in this bed. There is also an attached bathroom, so you don’t have to share! Slip out of the sliding glass door to enjoy some time in the hot tub before everyone else wakes up! The master also has a separate AC mini split so you can fully control your temperature. The master bathroom has two showers and a tub in it that are beautifully tiled. brbrbrbrThe queen and bunk bedrooms are equipped with memory foam mattresses and are perfect for the best night of sleep you’ve ever had. brbrbrbrThe guest bathroom is convenient to all of the rooms. brbrbrbrThere are smart TVs in all three bedrooms, so after you’ve spent all day with family you can escape to your bedroom to sign in to your favorite app and watch a good show!brbrbrbrFor those longer stays, you have access to a washer and dryer on site! No more trips to the laundromat!brbrbrbrEnjoy a quiet morning with coffee in the backyard oasis or take a dip in the heated pool or hot tub to get your day started right! You'll want to plan a day just to hang at the house and laze in one of 6 sun loungers or grab an afternoon siesta on the outdoor couch. Evenings can be enjoyed in a comfortable Adirondack chair around the gas fire pit. Guests absolutely love them, even during the winter!brbrbrbr- Private backyard Oasisbrbr- Heated pool and Hot tubbrbr- Gas firepit with Adirondack chairsbrbr- Out door furniture includes living & dining set with sun loungersbrbr- Gas grillbrbr- 2 living rooms with smart TVsbrbr- Each bedroom has a smart TVbrbr- Fast Wi-Fibrbr- Fully equipped kitchenbrbr- Washer and dryerbrbrbrbrGuest Access:brbrYou have full access to the entire house with the exception of an owner's closet and the garage. There are 3 parking spots in the driveway.brbrbrbrThe Neighborhood:brbrSarasota is a bustling town with plenty of things to do for everyone in your group. It is famous for it's world class beaches and once being the winter home for the Ringling Brother’s Circus. St Armand's Circle and Siesta Key Village offer great shopping and boutiques. You'll be staying in a quite and safe residential neighborhood that is convenient to everything. Here are a few of our favorite attractions and restaurants!brbrLocal Attractions:brbrLido Beach - 6.8 MilesbrbrSiesta Key Beach - 5.7 MilesbrbrSaint Armand’s Circle - 6.3 MilesbrbrLido Key Mangrove Kayak Tours - 7 MilesbrbrDiscover Sarasota Tours - 3.5 MilesbrbrSiesta Key Rental Private Charters - 2.3 MilesbrbrArcade Monsters - 6.2 MilesbrbrbrbrLocal Favorite Restaurants:brbrBreakfast/BrunchbrbrA Toasted Yolk - 1 milebrbrLibby’s Neighborhood Brasserie - 1.4 MilesbrbrFirst Watch - 3.7 MilesbrbrAnother Broken Egg Café - 4.8 MilesbrbrLunch - brbrSpearfish Grille- 5 MilesbrbrBig Water Fish Market - 5.4 MilesbrbrWalt’s Fish Market - 2.1 MilesbrbrDry Dock Waterfall Grill - 8.1 MilesbrbrDinner - brbrKojo - 3.9 milesbrbrSpeaks’s Clam Bar - 6.3 MilesbrbrSiesta Key Summer House Steak & Seafood - 4.7 MilesbrbrBoca - 3.6 MilesbrbrSardina - 4.3 MilesbrbrSelva - 3.8 MilesbrbrElement - 3.7 MilesbrbrbrbrGetting Around:brbrYou'll want a personal vehicle to get around. Uber and Lyft are also readily available. We also have bikes in the shed that can be used.brbrbrbrOther Things to Note:brbrPlease note a few housekeeping items. brbrbrbrWe make every attempt to keep our home spotless and in perfect condition for our guests. Please let us know immediately if there is anything you or the home needs during your stay.brbrbrbrThe pool is not screen enclosed and therefore leaves and debris will fall into the pool and onto the pool deck from day to day. We have weekly pool and lawn service to help keep the pool sparkling and the grounds looking pristine. The pool tech cleans the debris and ensures the chemistry is correct...however, we have no way to prevent debris from falling into the pool in-between cleanings and during your stay. There is a dip net on site if you wish to skim any leaves from the top.brbrbrbrOur home is in a beautiful part of Florida that is very tropical in nature. This means that there are naturally occurring insects, spiders, lizards, and other pests outdoors. We make every attempt to ensure they stay outside...but unfortunately on occasion they may gain entry. If that happens, a shoe or fly swatter can generally rectify it. If it’s more than a stray that got in, please notify us right away and we will have the pest control company that we contract with visit. Be sure to keep doors and windows closed (especially at night when lights are on) to limit the entry of flying insects.brbrbrbrInteraction with Guests:brbrI will be available via messenger through the app and cell phone.
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(16)

$462.07

/ Nightly
Private Vacation Home

Welcome To Shoreline: 4BR, Heated Pool, 7miles to Gulf Beaches.

Sarasota, Florida, United States

Welcome to Shoreline! Bring the whole family for a relaxing vacation in Sarasota, FL. This 4-bedroom, 2.5-bathroom home is spacious and fully stocked. Take a dip in our heated pool and enjoy the fenced-in backyard. Ideally located, this home is just 8 miles away from world-famous Siesta Key beach and a short walk from Pinecraft and it's yummy ice cream shops. Hop on the Legacy Trail just a few blocks away for a scenic bike ride, or take a 10-minute walk to the nearby pickleball courts.brbrThis two-story home is spacious and has been updated to include all the comforts of home. The pool is heated and the backyard is fenced-in for added privacy. For your safety, our pool includes a child safety gate across the entire perimeter. If you have no use for this gate, let us know and we would be happy to remove it prior to your arrival. The home also includes driveway parking and a ping pong table in the garage. Guests must be able to climb stairs for common and second story access.brbrGuest access: Guests will have full access of the house and it's amenities while in residence.brbrA few additional amenities include: Washer/Dryer, Cooking Basics , Complimentary WIFI, Children's Amenities, BBQ Grill, Beach Essentials, Child Safety Gated Pool, Ping Pong Table, Private Parking and more!brbrPlease Note: Two cameras are installed at the front exterior of our home to assist with monitoring our arrivals/departures and our vendors.brLicense #VR24-00172
Bed 4

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Bath 2

Bath

Sleep 8

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Exceptional(14)

$516.18

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Private Vacation Home

Twin Palms | Two Houses + Private Pool + Putting Green

Sarasota, Florida, United States

BNB Breeze Presents: Twin Palms!brThis stunning 2 house oasis resides in the heart of Sarasota Florida and is located just 13 minutes away from Siesta Key Beach. This beautiful and entertaining home includes: br- Heated Saltwater Pool (Heat is seasonal) br- Fully Fenced in Back Yardbr- Putting Greenbr- Outdoor Grillbr- Beach Suppliesbr- Fully-Equipped Kitchen br- Wi-Fibr- and More!brbrExperience double the fun at Twin Palms. This TWO-HOUSE property is your ideal getaway in Sarasota, Florida— these charming homes are nestled minutes from pristine beaches. This tranquil oasis offers spacious living areas bathed in natural light, two gourmet kitchens perfect for culinary adventures, and a serene backyard oasis with a private pool. Ideal for relaxation and exploration, these homes promise unforgettable moments in the heart of Sarasota's vibrant cultural scene and sun-soaked shores.brbrTHE INTERIOR SPACE br- Wi-Fibr- Laundry Rooms w/ a Washer + Dryer (Detergent Provided) br- Our home is stocked with clean and sustainable products and toiletries to give you and your loved ones a toxin-free stay! brbrKITCHEN + DINING AREAbr- 2 KITCHENS!! br- Fully-Equipped Kitchen w/ Cooking + Baking Essentials (No Food)br- Dining Tablebr- Beautiful Appliances (the chef in your group will thank you!)br- Stove + Ovenbr- Fridge + Freezerbr- Microwavebr- Dishwasher (Detergent Provided)br- Drip Coffee Makerbr- Hot Water Kettle br- Toaster br- Dishesbr- Silverwarebr- Glasses + Coffee Mugs brbrLIVING ROOM br- Two Living Room Spaces! br- 55 Smart TV in each Living Roombr- Plush Sofa + Comfy Chairsbr- Throw Pillows + BlanketsbrbrTHE SLEEPING ARRANGEMENTS | 4 Bedrooms |br- Bedroom 1: King Bed (Located in House 1) br- Bedroom 2: 3 Twin Beds (Located in House 1) br- Bedroom 3: King Bed (Located in House 2) br- Bedroom 4: King Bed (Located in House 2) br- Twin Day Bed (Located in Bedroom 1)brbrBATHROOMS | 3 |br- Bathroom 1: Full Bath: Standing Shower (Located in House 1)br- Bathroom 2: Full Bath: Shower/Tub Combo (Located in House 1)br- Bathroom 3: Full Bath: Standing Shower (Located in House 2)brbrEnjoy the ULTIMATE outdoor living at this Sarasota home—a serene retreat boasting a private heated (seasonally: see details below), saltwater pool and a gas grill for alfresco dining. Surrounded by lush tropical landscaping, this inviting space invites relaxation and memorable gatherings under the warm Florida sun.brbrTHE OUTDOOR SPACE br- Private heated saltwater pool (Heat is seasonal - see details below) br- Gas Grill br- Fully Fenced in Back Yardbr- Parking Space for up to 3 Vehicles in the Driveway! brbrWe cannot wait to (hopefully) host you at Twin Palms soon! We are confident that this stunning home has everything that you need for your next dream vacation. The only question that we have for you is... When are you going to book brbrNAVIGATING THE AREAbrThe Bay Runner is a new, open-air trolley that provides complimentary service seven days a week, until midnight, with multiple stops along the way between Lido Key, St. Armands Circle, and downtown Sarasota! If you park in Sarasota, this trolley system makes getting out to the beach a breeze! brbrSEE HOW WE ARE GOING GREEN! brWe love the environment, and are doing everything that we can to minimize our carbon footprint. Sarasota has been voted one of the cleanest and greenest cities in the US! Here are a few ways that we are loving on the beautiful Florida environment, and welcoming you to join us! br- This stay is central to beaches, restaurants, and shops! We encourage you to use our loved public transportation system to make traveling easy, and eco-friendly!br- We use high-quality, sustainable mattresses and linensbr- We offer a drip coffee maker so that you can reduce your single-use pod disposable, while opting for a pot of coffee to eliminate waste! br- We offer reusable grocery bags to make shopping at your local farmers market both chic and sustainable! br- All of our toiletries are eco-friendly, clean products that come with reusable dispenser bags to eliminate waste. br- We use LED lighting throughout the home to minimize electricity usage. Thanks to the natural Florida sunshine, you can soak in the sun that floods this home through all of the large windows, without using excessive home lightning during the day! br- Our home is in a great location for Instacart! Make grocery shopping for the family easy while saving on gas! brbrNEARBY AIRPORTS:br1. Sarasota Airport (SRQ)br2. Tampa International Airport (TPA)br3. St Pete/Clearwater Airport (PIE)brbrLOCAL ATTRACTIONS:br1. Bradenton Beach- 30 Minbr2. Lido Beach- 30 Minbr3. Oak & Stone has the best pizza by far and is just 10 minutes from the house!br4. Coquina Beach (a personal fav) 30 min. If you have a hammock along, there are some great places to hang out in the trees here:) br5. Anna Marie Island (full of shops and fun restaurants) 30 min. If you visit - North Shore Cafe is a must! Wonderful little cafe/coffee shop. br6. Smugglers Cove Adventure Golf- 15 minbr7. River Run Golf Links- 3 minbr8. Norma Loyd Park- 3 minbr9. Pier 22 is one of our favorite restaurants nearby and right on the water! 10 minbr brI hope that gives you a few places to visit on your trip!brbrADDITIONAL AMENITIES:br- Linens for each Bedbr- Towels and Washclothsbr- Roll of Paper Towels br- Bottle of Dish Soap br- Trash Bagsbr- Coffeebr- Laundry Detergent br- 2 Rolls of toilet paper, per bathroom br- Bath essentials - Body soap, shampoo & conditionerbr*Please be prepared to bring any additional supplies that you will need during your stay. brbrPlease Note:brbr1. Pet Policy: We love your furry friends! A fee of $150 per dog must be paid BEFORE the guest arrival date. There is a max of 2 dogs on the property and a max weight of 50 lbs. per dog. Sorry, but no cats or exotic animals are allowed in the home. If evidence of an unapproved (or unpaid for) pet is located on the property, there will be a $500 non-refundable fine. Please clean up after your pet in the yard (bring your own doggy waste bags) and in the home. Additionally, any pet brought to the property must not be left unattended in the home. If they are left at the property alone, they will need to be kept in a pet crate.brbr2. No Smoking: If any signs of smoking are documented, the renter agrees to pay a $200.00 / per day.brbr3. This home is equipped with a security camera outside for the protection of home and safety of our guests. It is recording 24/7, 365 days a year. There are no cameras on the interior of the home. brbr4.Quiet hours for the property are between 10:00 PM and 8:00 AM. Please keep the noise levels down over this time.brbr5. This property is equipped with pool heat. Heat is turned on from November 20th through April 1st and is included with your stay at no extra costs. The FL sunshine does an incredible job at warming the pool for stays outside of these dates. Any request for pool heat outside of these dates will be considered individually and will incur an extra fee.brbr6. We offer complimentary 24/7 communication to ensure that your stay exceeds your expectations! Please feel free to reach out to us day or night and we will provide you with a swift response!brbr7. There are NO LONG CHECK-OUT INSTRUCTIONS! We want for you to be able to fully enjoy every minute of you stay in the Sunshine State!
Bed 4

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Bath 3

Bath

Sleep 10

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Exceptional(6)

$557.68

/ Nightly
Private Vacation Home

Serene and Clean! Big, heated pool! Prime location!

Sarasota, Florida, United States

Sandpiper Cove is a fresh, tranquil, clean and bright pool home!! With 3 bedrooms and 2 baths, this home sleeps up to 6.brbrOutdoor space:brAs soon as you open the front door, your eyes are drawn to the beautiful pool beyond the living room. During the day, the large pool, patio and backyard make for a quiet, private retreat. The yard backs up to green space and is fully fenced. An outdoor TV allows you to catch up on the news with your morning coffee by the pool. Enjoy a grilled dinner from the BBQ at the outdoor dining set or lounge in the sun on the chaise lounges. After sunset, enjoy the comfortable entertainment area complete with white lights strung over head that provide a relaxing ambience.brbrKitchen:brThe kitchen is fully stocked with everything you need to prepare delicious meals! brThere is a drip coffee maker, French press, blender, toaster, pots, pans, baking sheets, and serving ware for your use.brWe provide starter essentials including a few: laundry pods, dishwasher tabs, garbage bags, hand soap, and paper products. There is a Publix (grocery store) a mile away to restock with your favorites!brbrLiving Room:brBright, open, and comfortable! Kick back and relax!brbrDining:brDining Room has a table with settings for six. In addition, you can grab a drink or quick bite to eat at the bar connecting the living room and kitchen as well as in the kitchen at a table for two. brbrBedrooms:brMaster-luxurious, memory foam king bed, dresser, large closet and ensuite bath. There is patio access from the master bedroom. brGuest bedroom-comfortable memory foam queen and twin beds with super soft bedding to allow for a restful night! A dresser and closet will allow you to settle in and feel at home. There is also a pack and play available in this room, if you are traveling with a little one.brDen-Memory foam twin bed in a bright room off of the kitchen with ample clothing storage space and made private with a sliding barn door.brEntertainment:brMaster bed and Living room with ROKU TVs for streaming. There is no traditional cable but clear and easy instructions for you to find popular networks. Bring your passwords for other streaming apps.brOur WiFi is reliable and fast!! brThere is an assortment of games and books for you to enjoy!brbrBathrooms:brMaster bath-ensuite, with shower, iron and ironing board in the linen closetbrGuest-tub and showerbrShampoo, conditioner and body wash are availablebrbrGarage:brParking is available in the garage for one car as well as for one car on the driveway. No RVs or boats are allowed. No street parking is allowed.brWasher, dryer and drying rack are available for your use. brbrBeach/Pool Gear (all found in the garage):brBeach chairsbrUmbrellabrBeach wagonbrBoogie boardbrSkim boardbrSand toysbrBeach towelsbrPool toysbrbrNote: Pool is heated 12 hours per day November through March. No additional charge. Temp is set to 84 degrees during that time. brThere is a child safety fence around the pool. Cost to guest is $100 if it is taken down (so we can have it properly reinstalled).brbrFor a complete list of amenities, please refer to the Amenities section of this listing.brbrThe neighborhood is lovely for walking or jogging on sidewalks, well lit, safe and well maintained. A multitude of restaurants, shops and pubs are a walk away! Some favorite spots to check out include:brSiesta Key-3 milesbrLegacy Trail-3 milesbrVenice-13 milesbrDowntown Sarasota-7 milesbrSt. Armands Circle-10 milesbrLido Key Beach-11 milesbrSRQ Airport-12 milesbrIMG Academy-19 milesbrAnna Maria Island-27 milesbrTampa-64 milesbrOrlando-135 miles
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(2)

$283.82

/ Nightly
Private Vacation Home

Tranquil Pool Home Near Siesta Key

Sarasota, Florida, United States

Summary:brbrEscape to this peaceful 3-bedroom, 2-bathroom pool home, offering the ideal retreat just minutes from the world-famous Siesta Key Beach. brbr- Cozy living area with natural light brbr- Fully equipped kitchen brbr- Tranquil pool with BBQ grill brbr- Comfortable bedrooms with queen beds and a twin daybed brbr- Free parking and beach gear included brbr- Just minutes from top restaurants and attractions brbrTranquil Pool Home Near Siesta Key Beach and Top Restaurants.brbrbrbrThe Space:brbrEscape to this peaceful 3-bedroom, 2-bathroom pool home, offering the ideal retreat just minutes from the world-famous Siesta Key Beach. Perfectly located near top-rated restaurants, shops, and all the attractions Sarasota has to offer, this home combines comfort, convenience, and privacy for a memorable stay.brbrbrbrStep inside to an open and inviting living area with cozy furnishings and plenty of natural light. The fully equipped kitchen is perfect for preparing meals, with modern appliances and ample counter space for cooking your favorite dishes. Stay connected with Wi-Fi throughout the home, and relax in the living room with a TV for your entertainment.brbrbrbrComfortable Accommodation:brbr- Three bedrooms designed for relaxationbrbr- First bedroom features a queen bed, TV, and closetbrbr- Second bedroom offers another queen bed with a TVbrbr- Den includes a twin daybed, trundle, and deskbrbrbrbrInterior Feeling:brbr- Open living area with cozy furnishingsbrbr- Fully equipped kitchen with modern appliancesbrbr- Two full bathrooms with modern fixturesbrbr- Air conditioning for comfortbrbrbrbrOutdoor Bliss:brbr- Serene backyard with a tranquil poolbrbr- BBQ grill and outdoor dining area for al fresco mealsbrbr- Perfect for sunbathing, swimming, or relaxing by the waterbrbrbrbrDelightful Dining:brbr- Ample space for preparing and enjoying mealsbrbr- Outdoor dining area ideal for evening cocktails under the starsbrbrbrbrProfessional Cleaning:brbr- Ensures a stress-free, relaxing staybrbr- All the comforts of home for your conveniencebrbrbrbrFor your convenience, free parking on premises is available, and the garage includes beach chairs and a cooler for your beach outings. Whether you’re looking to relax by the pool, explore the beach, or enjoy local attractions, this property is your perfect home base. Enjoy a fully equipped kitchen, cozy living area, and Wi-Fi.brbrbrbrGuest Access:brbrGuests will have exclusive and private access to the entire property. There are no shared spaces.brbrbrbrThis includes:brbr• The entire 3-bedroom, 2-bathroom house.brbr• The fully equipped kitchen.brbr• The private backyard with a screened-in pool, patio, BBQ grill, and fire pit.brbr• Free on-site parking, including access to an EV charger.brbr• The garage, which is stocked with beach chairs, a cooler, and bikes for your use.brbrbrbrThe Neighborhood:brbr Welcome to Whitfield Estates – A Storied Sarasota NeighborhoodbrbrLocated in one of Sarasota’s most historic and charming neighborhoods, Whitfield Estates offers the perfect blend of Old Florida charm and modern-day convenience. Established in the 1920s during the Florida land boom, this peaceful community is known for its elegant architecture, tree-lined streets, and a strong sense of character.brbrbrbrWhitfield Estates was originally designed as a luxury community complete with a country club, yacht club, and bayfront living—and that vision still shines through today. You’ll find a quiet, walkable neighborhood with vintage homes, friendly neighbors, and lush tropical landscaping that gives a true sense of retreat.brbrbrbr Nearby Attractions & Local HighlightsbrbrWhether you’re here to relax or explore, you’ll be perfectly positioned to enjoy the best of Sarasota and beyond:brbrbrbrSara Bay Country Club – Just a short stroll or drive away, this historic Donald Ross-designed course offers optional guest access for golf and dining.brbrbrbrThe Ringling Museum of Art & Ca' d'Zan Mansion – Less than 20 minutes away, this stunning cultural complex features a world-class art museum, historic architecture, and beautiful bayfront gardens.brbrbrbrDowntown Sarasota – Explore vibrant Main Street, filled with art galleries, boutique shops, fine dining, and a lively weekend farmers market.brbrbrbrSt. Armands Circle – A must-visit for shopping, dining, and people-watching just minutes from Lido Beach.brbrbrbrBeaches – You're a short drive from Lido Key, Siesta Key, and Longboat Key, where soft white sands and turquoise waters await.brbrbrbrSRQ Airport – Conveniently located less than 20 minutes away for easy arrivals and departures.brbrbrbr Nature & RecreationbrbrThe area is perfect for outdoor enthusiasts, with nearby walking and biking trails, waterfront parks, and kayak launches along Sarasota Bay. Bird watchers and nature lovers will especially enjoy a visit to Sarasota Jungle Gardens or Celery Fields, a haven for local wildlife.brbrbrbrThis neighborhood offers a rare combination of quiet coastal living with easy access to Sarasota’s rich arts scene, beaches, and culinary delights. Whether you're here for a weekend escape or an extended stay, Whitfield Estates is the perfect home base for your Florida adventure.brbrbrbrGetting Around:brbrWhitfield Estates is ideally located for guests looking to explore both Sarasota and the surrounding Gulf Coast area with ease. Here’s how to get around during your stay:brbrbrbrBy Car: A personal vehicle is the most convenient way to get around. Major attractions like downtown Sarasota, St. Armands Circle, and the beaches at Siesta Key and Lido Key are all within a 15–20 minute drive. Free parking is available on-site.brbrbrbrRideshare Services: Uber and Lyft are readily available in the area and are a great option for airport transfers or quick trips to local restaurants, shops, and attractions.brbrbrbrBiking: The neighborhood is quiet and bike-friendly, making it pleasant for a morning ride or a scenic cruise along the bay. Bring your own or rent from local bike shops nearby.brbrbrbrPublic Transportation: Sarasota County Area Transit (SCAT) provides limited bus service in the area. While not as fast as driving, it's an option for getting around without a car.brbrbrbrAir Travel: Sarasota-Bradenton International Airport (SRQ) is just a 20-minute drive away, making arrivals and departures a breeze.brbrbrbrOther Things to Note:brbrHere are the important policies and guidelines to note for your stay:brbrbrbrCheck-in: You can check in anytime after 4:00 PM. The property will be prepared and ready for your arrival.brbrbrbrCheck-out: We kindly ask that you check out on or before 10:00 AM on your departure date. This allows us enough time to clean and prepare the property for the next guests.brbrbrbrPets allowed / Pet Friendly. brbrbrbrWe are delighted to welcome your pets to our property. To ensure a comfortable experience for both you and your furry companions, please review our pet fees and policy:brbrbrbrPet Fee: For stays of less than 14 nights, there is a pet fee of $50 per pet per stay. This fee covers the additional cleaning and maintenance required to maintain a pet-friendly environment throughout your stay.brbrbrbrOne-Month Stay: For guests staying with us for one month or longer, we are pleased to offer a waived pet fee. This benefit applies to stays of 30 consecutive nights or more, meaning there will be no additional charge for accommodating your pets during your one-month stay.brbrbrbrRefundable Pet Deposit: A refundable pet fee of $200 will be charged for any length of stay. This fee is intended to cover any potential damages or additional cleaning that may be required after your departure. Upon satisfactory inspection of the room or premises, the pet fee will be fully refunded.brbrbrbrNo Smoking: Smoking is strictly prohibited inside the condo and within any common areas of the complex. Please respect this policy to maintain a clean and smoke-free environment.brbrbrbrNo Parties: The house is intended for quiet and peaceful stays, and hosting parties or large gatherings is not allowed. Please be considerate of the neighbors and keep noise levels to a minimum, especially during nighttime hours.brbrbrbrThese policies are in place to ensure a comfortable and enjoyable experience for all guests and to maintain the integrity of the property. brbrbrbrbrbrIf you have any questions or need further clarification about these policies, please feel free to contact us. We want to ensure that your stay is pleasant and in accordance with these guidelines.brbrbrbrInteraction with Guests:brbrWe value your privacy and aim to provide a seamless, uninterrupted stay. You will be able to self-check-in upon arrival. While we will not be present at the property, we are always available and happy to assist with any questions or recommendations. Please feel free to reach out to us via the messaging app or by phone at any time.brbrbrbrCheck-In: Prior to your arrival, we will provide you with detailed instructions on how to access the condo. If you have any questions or need assistance during the check-in process, we are just a phone call or message away.brbrbrbrCommunication: We are available to address any questions, concerns, or issues you may have throughout your stay. We strive to respond promptly and provide you with the support you need to make your stay comfortable.brbrbrbrRecommendations and Assistance: If you need recommendations for local attractions, dining options, or any other information about the area, please don't hesitate to ask. We are familiar with the surroundings and can provide guidance to enhance your experience.brbrbrbrEmergencies: In case of any emergencies or urgent matters, please refer to the provided emergency contact information. We will provide you with the necessary assistance to address the situation promptly.brbrbrbrWe aim to strike a balance between respecting your privacy and ensuring you have a pleasant and hassle-free stay. Our goal is to make your experience enjoyable and memorable. If you have any specific preferences or requirements regarding our interaction, please let us know, and we will do our best to accommodate them.
Bed 2

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Bath 2

Bath

Sleep 6

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Exceptional(20)

$913.68

/ Nightly
Private Vacation Home

Family Fun House near Siesta Key

Sarasota, Florida, United States

Create memories with friends and family at this unique, and spacious property only 12 minutes from Siesta Key Beach (4.8 miles) It is perfect for large groups or reunions as this house includes 3 separate living spaces and has a total of 13 beds. Right behind the main house, not only will you find a fun area to relax, play games and swim, but you will also see 2 additional units- a mother-in-law suite and guest house. This property allows you to enjoy time together, but to have your own space.brbrThe space:brbrLots to enjoy here in paradise. Swim, play volleyball or badminton, as well as other yard games. Chill by the fire pit, lay out in the sun, enjoy a game of darts or ping pong. Use the large dining area to eat, play cards and enjoy time together.brbrThis home is only a 10-12 minute drive from the beach and we have provided some chairs, beach toys and towels to bring along. There are also a couple of pool floaties and we have provided items for children as well (pack n play, high chair, toys) If young children will be present and you’d like us to include a pool motion sensor alarm, please let us know ahead of time.brbrThere are 7 TV’s total and 2 laundry areas.brbrThe main house has an open layout with a large dining area, living room and kitchen. It has 4 bedrooms and 3 full bathrooms (can sleep 10)brbrMain House Sleeping arrangements-brBedroom 1: Queen bedbrBedroom 2: King bedbrBedroom 3: Queen bedbrBedroom 4: 2 bunk beds (4 twin mattresses)brbrThe mother- in- law suite has 1 bedroom, 1 full bathroom and a living room and kitchen (can sleep 4)brbrMIL Sleeping arrangements-brBedroom: King bedbrLiving area: Queen pull out couchbrbrThe guest house has a studio layout with 1 full bathroom, and a mini kitchenette (mini fridge, coffee maker, microwave) and a small table for dining (can sleep 6)brbrGuest House Sleeping arrangement-brKing size bed, a full pull out couch, and a bunk bed (2 twin mattresses)brbrGuest access: brbrFeel free to enjoy the entire home.brbrOther things to note:brbrWe want you to enjoy your stay and have fun so please let us know if there is anything we can do. We just ask that our guests are respectful of our home and the neighbors.
Bed 6

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Bath 5

Bath

Sleep 10

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Exceptional(22)

$340.91

/ Nightly
Private Vacation Home

Bahama Breeze | Private Pool w/ Patio + Outdoor TV!

Sarasota, Florida, United States

BNB Breeze Presents: Bahama Breeze!brThis beautiful coastal home is nestled in the heart of Sarasota, just 15 minutes away from both Lido Key Beach and Siesta Key Beach! With a backyard oasis, this cozy home is a haven to return to after a day at the #1 beach in the US, Siesta Key Beach! br- Private Heated Pool - heated at NO extra cost from Nov 21 - April 1stbr- Pet Friendly br- Outdoor TVbr- Located Next to the Gorgeous Legacy Trail!br- Grillbr- Adult Bikes br- Outdoor Dining + Sitting Area br- Private Backyard br- Beach SuppliesbrbrWake up with your morning cup of coffee enjoyed from the beautiful screened-in porch overlooking the backyard oasis. Then, spending the day lounging by the pool or relaxing on one of the nearby 5-star beaches. Going to the beach is even easier with all of our provided beach supplies (toys, towels, chairs, umbrellas, etc.)! Enjoy the afternoon relaxing after a day in the sun in the cozy living room, catching up on one of your favorite shows on the large Smart TV, then grill outside and enjoy a cookout under the stars! This place is magical at night!brbrWe know, contracts aren't the most exciting part of your getaway, but to keep our home safe, we'll need you to sign a quick rental agreement upon booking (this will be sent to you, after you book) then it's all fun from there! You can see what the contract looks like in the House Rules section. Note, check in details will not be sent until that contract has been signed.brbrTHE INTERIOR SPACE:br- Lightning Fast Wi-Fibr- Laundry Room w/ Washer + Dryer (Detergent Provided)br- Single-Story Homebr- Beautiful + Modern Decorationsbr- Our home is stocked with clean and sustainable products and toiletries to give you and your loved ones a toxin-free stay!brbrKITCHEN + DINING AREAbr- Fully-Equipped Kitchen w/ Cooking + Baking Essentials Provided (No Food)br- Beautiful 8-Person Dining Tablebr- Kitchen Island w/ 2 Additional Seatsbr- New Appliances!br- Stove + Ovenbr- Fridge + Freezerbr- Microwavebr- Dishwasher (Detergent Provided)br- Keurig Coffee Makerbr- Hot Water Kettlebr- Knife Block Setbr- Cookbooksbr- Dishesbr- Silverwarebr- Glasses + Coffee MugsbrbrLIVING ROOMbr- Large Mounted Smart TVbr- Oversized Plush Sofabr- 2 Cozy Relaxing Chairsbr- 2 Ottomansbr- Coffee Table (Perfect for Game Nights!)br- Indoor Fireplace (Unfortunately, unavailable at this time)brbrTHE SLEEPING ARRANGEMENTS | 3 Bedroom |br- Bedroom 1: King Bedbr- Bedroom 2: Queen Bedbr- Bedroom 3: King Bed + Twin Bunk Bed in the closetbr- Linens Provided for Each BedbrbrBATHROOMS | 2 |br- Full Bath: Accessible from the Hallway (Shower + Tub Combo)br- Full Bath: Accessible through Bedroom 3 (Standing Shower)brbrStep outside and into your very own private oasis, complete with a pool, screened-in porch, grill, outdoor dining area, and more! While you are going to love the interior of this home, we have a feeling that this is where you will be spending most of your time!brbrTHE OUTDOOR SPACEbr- Private Pool! (See below for heat details.)br- Pool Floatsbr- Lounge Chairsbr- Outdoor TVbr- 2 Adult Bikesbr- Outdoor Dining Table + Chairsbr- Grillbr- Beach Supplies (Chairs, Umbrellas, Toys, Towels)br- Yard Gamesbr- 4 Pickleball Paddles + Balls (Perfect for the nearby court!)br- Parking Space for up to 4 Vehicles in the Driveway!brbrWe cannot wait to (hopefully) host you and your loved ones at Bahama Breeze soon! This is going to be your next DREAM vacation home in sunny Sarasota!brbrNAVIGATING THE AREAbr- The Bay Runner is a new, open-air trolley that provides complimentary service seven days a week, until midnight, with multiple stops along the way between Lido Key, St. Armands Circle, and downtown Sarasota!brbrSEE HOW WE ARE GOING GREEN!brWe love the environment and are doing everything that we can to minimize our carbon footprint. Sarasota has been voted one of the cleanest and greenest cities in the US! Here are a few ways that we are loving on the beautiful Florida environment and welcoming you to join us!br- This stay is central to beaches, restaurants, and shops! We encourage you to use our loved public transportation system to make traveling easy, and eco-friendly!br- Love on the environment by exploring the surrounding area sustainably with our provided bikes!br- We use high-quality, sustainable mattresses and linensbr- We offer a drip coffee maker so that you can reduce your single-use pod disposable, while opting for a pot of coffee to eliminate waste!br- We offer reusable grocery bags to make shopping at your local farmers market both chic and sustainable!br- All of our toiletries are eco-friendly, clean products that come with reusable dispenser bags to eliminate waste.br- We use LED lighting throughout the home to minimize electricity usage. Thanks to the natural Florida sunshine, you can soak in the sun that floods this home through all of the large windows, without using excessive home lightning during the day!br- Our home is in a great location for Instacart! Make grocery shopping for the family easy while saving on gas!brbrNEARBY AIRPORTS:br1. Sarasota Airport (SRQ)br2. Tampa International Airport (TPA)br3. St Pete/Clearwater Airport (PIE)brbr---- Proximity to Local Attractionsbr1. Pompano Park for Pickleball Courts! (3/4 Mile Walk or Bike Ride via the Legacy Trail)br2. Legacy Trail (2 Blocks Away)br3. Siesta Key Beach (15 Minutes)br4. Lido Key Beach (15 Minutes)br5. Downtown Sarasota (10 Minutes)br6. St Armands Circle (13 Minutes)br7. Aquarium (20 Minutes)brbrRESTAURANTSbr1. The Shore: Trendy waterfront restaurant with amazing seafood!br2. Connors: High-end restaurant without the high price tag!br3. Grillsmith: If you go here, you MUST get the plank grilled salmon!br4. Dry Dock: Waterfront Seafoodbr5. The Fish Camp: Wonderful seafood, but often very busy!br6. Baker + Wife: You will just love this fantastic restaurant.br7. Riverhouse Reef + Grill: Further away in Bradenton, but fantastic!br8. Der Dutchman: Fantastic home-cooked meals just down the road from you!br9. Summer Tap Juice Bar: The BEST A ai bowl in town!brbrCOFFEEbr1. Breaking Wave Coffeebr2. Perq: Do not expect syrups, just great coffee :)br3. Project Coffee (2 Locations)br4. Out About Coffee (O A)br5. Postal 98 Cafe: Just 3 minutes away!brbrGROCERYbr1. Detwilers Farm Markets: The best place to buy organic fruits and vegetables!br2. Publixbr3. Trader Joesbr4. Whole Foodsbr5. Fresh Marketbr6. Walmart GrocerybrbrADDITIONAL AMENITIES:br- Linens for each Bedbr- Towels and Washclothsbr- Paper Towelsbr- Bottle of Dish Soapbr- Detergentbr- Trash Bagsbr- Coffeebr- 2 Rolls of toilet paper, per bathroombr- Bath essentials - body soap, shampoo conditionerbr*Please be prepared to bring any additional supplies that you will need during your stay.brbrPlease Note:brbr1. Pet Policy: We love your furry friends! A fee of $150 per dog must be paid BEFORE the guest arrival date. There is a max of 2 dogs on the property and a max weight of 50 lbs. per dog. Sorry, but no cats or exotic animals are allowed in the home. If evidence of an unapproved (or unpaid for) pet is located on the property, there will be a $500 non-refundable fine. Please clean up after your pet in the yard (bring your own doggy waste bags) and in the home. Additionally, any pet brought to the property must not be left unattended in the home. If they are left at the property alone, they will need to be kept in a pet crate.brbr2. No Smoking: If any signs of smoking are documented, the renter agrees to pay a $200.00 / per day.brbr3. Quiet hours for the property are between 10:00 PM and 8:00 AM. Please keep the noise levels down over this time.brbr4. This home is equipped with a security camera outside for the protection of home and safety of our guests. It is recording 24/7, 365 days a year. There are no cameras on the interior of the home.brbr5. Upon booking, each guest will receive a guest rental agreement. This must be signed before the House Manual (which includes access instructions for the property) is sent.brbr6. We offer complimentary 24/7 communication to ensure that your stay exceeds your expectations! Please feel free to reach out to us day or night and we will provide you with a swift response!brbr7. This property is equipped with pool heat. Heat is turned on from November 21st through April 1st and is included with your stay at no extra costs. The FL sunshine does an incredible job at warming the pool for stays outside of these dates. Any request for pool heat outside of these dates will be considered individually and will incur an extra fee.brbr8. There are NO LONG CHECK-OUT INSTRUCTIONS! We want for you to be able to fully enjoy every minute of your stay at Bahama Breeze!brbrCity of Sarasota Vacation Rental License #VR24-00133.
Bed 3

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Bath 2

Bath

Sleep 8

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$351.92

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Private Vacation Home

FlipFlopsOn III • 1/2 Mile to Siesta Key • FL’s Gulf Coast • Sarasota

Sarasota, Florida, United States

Experience in Sarasota’s coveted coastal district — 3 blocks to the bay and ½ mile to Siesta Key’s sugar white sand!brbrEffortless access to Siesta & Lido Beaches, Sarasota’s dining & arts scene, St Armand’s boutiques, & Gulf Coast adventure!brbrYour Mediterranean-style 2BR bungalow sleeps 6 (“west of trail”), pairing resort comfort & coastal design—chef grade kitchen, beach gear, Smart TVs, laundry, fast WiFi, & a workspace. Perfect for slow mornings and relaxed evenings. brbrOutdoors savor al fresco dining in your , stroll the serene palm-lined neighborhood, the day’s catch, & - !brbrWalk/bike to neighborhood cafés, markets, parks, and the water!brbr Weekly Stays, Sat–Sat yearlongbr Dec–Feb weekly and monthlybrbr~~~~~~brbr brbrA serene sanctuary of - - — where custom furnishings, natural textures, and curated finishes create a stay that feels more like a lifestyle than a getaway.brbr▫️ with yoga & meditation br▫️ & under the palmsbr▫️ Dine indoors, garden-side, or picnic on the beachbr▫️ a with & premium cookwarebr▫️ Luxe linens & pillow menu, artisanal bath amenities, and coastal-inspired art throughoutbr▫️ — chairs, umbrella & cooler for carefree Gulf daysbr▫️ 65” Smart TV with YouTube TV, Max & Hulu + Smart TVs in every bedroombr▫️ - - for streaming, remote work & playbr▫️ — perfect for yoga or quiet morningsbr▫️ for exploring neighborhood cafés & coastlines (they deliver!)br▫️ Bose speaker, Victrola & house guitar for the perfect vacation soundtrackbr▫️ & - for slow, sunny afternoonsbr▫️ - touches — toys, games & kid-friendly dinnerwarebr▫️ ’ + (available with advance request)br▫️ & , thoughtful starter essentialsbr▫️ Secure, - & private br▫️ Concierge recommendations for local charters, spas & diningbr▫️ brbrLobster on the grill, beach picnics, footprints in the sand — vacations the way they’re meant to be. brbr~~~~~~brbr brbrWellness-retreat vibes— plush beds, luxe linens, blackout curtains, sleep sounds machines, Smart TVs.brbr : 1 King · 1 Queen · 1 Queen Sleeper Sofa · 1 Twin Daybedbrbr — oversized windows, lush garden views, Saatva mattress, black out curtains, smart TV, sleep sounds machine, individual reading lights, tallboy dresserbrbr — serene rainforest mural, tropical outlook, black out curtains, closet storage system, smart TV, sleep sounds machine, individual reading lightsbrbr (Living Room)brbr — marble bathroom, walk-in shower, artisanal bath amenities, oodles of fluffy towels brbr~~~~~brbr / brbrSituated on an upscale palm-lined street, FlipFlopsOn III puts you minutes from sugar white beaches, the Bay, downtown Sarasota, St Armands Circle, and the best of Florida’s Gulf Coast!brbr▫️Siesta Key – America’s #1 beach, with powder-soft sand, turquoise water, and a fun après-beach scene in Siesta Village.brbr▫️Lido Beach & St. Armands Circle – Serene sands and wildlife meet chic dining and upscale boutiques in this stylish, walkable hub.brbr▫️Historic Sarasota – Waterfront charm, art galleries, boutiques, oodles of little cafés, and yacht watching—all with a vibrant local vibebrbr▫️Local Marinas – You’re surrounded by Sarasota’s best — from Marina Jack for sunset cruises and waterfront dining to nearby launches for pontoons, kayaks, jet skis, or fishing charters.brbr~~~~~~brbr brbrLive life like a Gulf Coast local —minutes from tranquil shores & endless adventure! Do everything, or nothing at all!brbr▫️Lounge on white-sand beaches or bike to a br▫️Spot , kayak the mangroves, or through Midnight Passbr•▫️ to cast a line (3 blocks) or book a - br▫️Visit , , , , br▫️Indulge in a at The - . br▫️Tee off at , , , or try all ~12 of Sarasota’s public coursesbr▫️Pompano Park’s are always a treat!br▫️Browse art galleries, farmers markets, upscale boutiques, & live local musicbrbrWOW! What a life!brbr~~~~~brbr brbrEverything you need, just minutes away:brbr- Coffee, organic bakery, & café – 1 blockbr- Connor’s Steakhouse – 3 blocksbr- Roberts Bay kayaking & fishing – 3 blocksbr- Gourmet Market & Grocery store – 3 blocksbr- Playground – 4 blocksbr- Gym, Pilates, LA Fitness – 5 min drivebr- Siesta Village dining/nightlife – 5 min drivebr- Walt’s Fish Market – 1 milebr- Southside Village dining/boutiques – 1 milebr- Downtown Sarasota boutiques – 3 milesbr- Marina Jack Yacht Basin - 3 miles br- St. Armands Circle – 5 miles brbr~~~~~~brbr brSpring–Fall ( – ) — Weekly getaways, - - — perfect for families, friends & beach lovers!brbr• Monthly Escapes ( – ) — Offered as relaxing, full-month retreats for our snowbirds & extended-stay guests.brbr , just reach out — just message us here on VRBO — we’ll always find you some great dates!brbr~~~~~~brbr brbrYour stay is in trusted hands. We love this place and we want YOU to love it too. brbr• FlipFlopsOn homes have been + for their guest experiencebr• Hosts have 250+ 5-star reviews!brbr~~~~~~brbr brbrBy completing your booking and payment, Guest agrees to the terms of the rental agreement uploaded under VRBO’s ‘Rules & policies’. brbr~~~~~~brbr & brbrFor your peace of mind, FlipFlopsOn III is equipped with two outdoor security cameras — one at the front porch and one near the main entrance on the back patio, where the self-entry keypad is located. They face outward only, are motion-activated, and may record video and audio to help safeguard guests and packages.brbrNo cameras are located inside the home, and there is no interior recording of any kind.brbrNote: Guests enter through the back-patio main entrance — the home’s original front doors have been carefully preserved as part of its restored architectural design.
Bed 2

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Bath 1

Bath

Sleep 6

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$242.15

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Private Vacation Home

Gulf Gate Private Escape

Sarasota, Florida, United States

This 3 bedroom 2 bath, Bonus Room 1806 square foot home in Gulf Gate is oozing with Southern charm! Will sleep 6. Beautifully remodeled split plan is spacious, open and bright. The updates include a sleek, modern kitchen, upscale bathrooms with gorgeous lighting, beautiful new plank flooring, and beachy coastal colors for the interior and casual Florida furnishings through out the home. The home has everything you need for a perfect stay, including the necessities for days spent at the beach! The backyard is huge, private and you could call it a sanctuary. Perfect backdrop for wonderful gatherings, grilling, or just relaxing and enjoying gorgeous days and balmy nights – Southern style. Gulf Gate Village offers a charming mix of pubs, shopping, exquisite dining, casual dining and entertainment. Only seven minutes away is the world famous Siesta Key, home of the whitest sand in the world. Siesta Key is also home to some of the most gorgeous views on Earth! Miles and miles of beaches, shopping, dining, boutiques, beach bars, music etc. So much to do and see here! Downtown Sarasota is a short 15-minute drive where you will find arts and entertainment, shopping, dining, antiques, boutiques and so much more. Across John Ringling Bridge you’ll find St Armand's Key, which is absolutely worth a visit. Again, the best of the best in dining, shopping, boutiques and gift shops.
Bed 4

Bed

Bath 2

Bath

Sleep 6

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