Home Vacation Rentals By Owner In Sarasota, FL

Showing 3240 Of 3494 Vacation Rentals
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Exceptional(6)

$168.29

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Apartment

2nd floor 2bdrm/1.5 bath 1 mi from Marina and downtown. Just 2 miles from beach!

Sarasota, Florida, United States

Nice clean non smoking, pet hair free, non-allergenic HUGE 2 bdrm apartment on the 2nd floor close to downtown and water front. Gorgeous Italian tiles and quartz counters. Living room, separate TV rm, Dining room, walk-in closet in both bedrooms. Complete full kitchen. All new appliances and furniture. rom Lido Beach, 1 mile to Ringling museum and Airport. An allergy safe, insect free stay on all new beds and meticulously cleaneWalking distance to groceries, Marina Jacks, Boat ride, Van Wezel, Opera house, Library, downtown restaurants, galleries, not far from Lido Beach, Ringling museum and Airport. An allergy safe, insect free stay on all new beds and futon. We are a vacation rental close to the beaches. We provide free Roku TV service, basic amenities like small container and coffee, tea, 2 rolls paper towels and toiletries, shampoo / conditioner samples, and sugar packets. We are located next to a Publix grocery store for anything you may need! WE LOVE our guests and are completely serviced by the OWNER! Not a management company. See our aerial view picture for an accurate location close to EVERYTHING! We are a new listing here moving from the other hosting service and are a 100% 5star rated Best in Sarasota host. WE take care of ANYTHING our guests need. This is not a pet friendly stay as there is no yard and located on US41 busy highway.. Owners and ZERO managers. :)
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$154.58

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Apartment

Pineapple Paradise #3 • 13 min to Beach • Fire Pit

Sarasota, Florida, United States

Summary:brbrThis 1-bedroom home is in a prime location & has EVERYTHING you need for an amazing vacation in Sarasota, FL!brbrbrbr• Shared Outdoor Patiobrbr• Fire Pitbrbr• Hammockbrbr• Fully Stocked Kitchenbrbr• Drip & Keurig Coffee Makerbrbr• Plush Bedbrbr• High Speed WIFIbrbr• Family Friendly - High Chair & Pack ’n Playbrbr• Dog Friendlybrbr• Street Parking - 1 carbrbrbrbrThe Space:brbrWelcome to Pineapple #3 – Your Sarasota Escape! This charming 1-bedroom, 1-bathroom apartment offers a cozy retreat perfect for up to 4 guests. Whether you’re in town for a beach getaway, a romantic escape, or just a relaxing stay, Pineapple 3 provides the comfort and convenience you need.brbrbrbrStep outside and enjoy the inviting shared backyard, where you can unwind around the gas firepit table, swing gently in the hammock, or simply soak up the Florida sunshine. As this is a shared space, you may also meet fellow travelers enjoying the area.brbrbrbrConveniently located in the heart of Sarasota, you’ll be just minutes from pristine beaches, downtown dining, boutique shopping, and cultural attractions. Pineapple 3 is the perfect spot to relax, recharge, and experience all that Sarasota has to offer!brbrbrbrMAIN SPACES OF THE HOME:brbrbrbr– 1 BEDROOM & 1 BATHROOM–brbrbrbrBEDROOM 1:brbr* Full-sized Bedbrbr* Nightstand and Lampsbrbr* Mirrorbrbr* Ensuite Bathroom brbrbrbr– 1 BATHROOM –brbr* Ensuite Bathroom with Walk-in Showerbrbrbrbr– CHEF’S KITCHEN –brbr* Fully Stockedbrbr* High-end Appliancesbrbr* Large Refrigeratorbrbr* Ample Cabinetry brbr* Coffee Maker: Drip & Keurigbrbrbrbr– LIVING ROOM –brbr* Smart TVbrbr* Plush Sofa + Seatingbrbr* Open Floor Planbrbr* Queen Size Sleeper SofabrbrbrbrGuest Access:brbrThe guest has access to the entire home minus the locked cleaners' closet.brbrbrbrThe Neighborhood:brbrNearby Attractions:brbrMarie Selby Botanical Gardens – ~2 miles away. A lush 15-acre riverside oasis of orchids, bromeliads, koi ponds, and butterfly gardens.brbrbrbrJohn and Mable Ringling Museum of Art – ~1.5 miles. Florida’s official state art museum, offering European, American, and Asian artworks, the Circus Museum, and the Ca’ d’Zan Mansion.brbrbrbrBayfront Park / Downtown Sarasota – ~0.5 miles. Perfect for strolls, kayaking, or grabbing coffee in the heart of the city.brbrbrbrSt. Armands Circle – ~2 miles. A vibrant shopping and dining district full of boutiques, galleries, and eateries.brbrbrbrSiesta Key Beach – ~3.6 miles. Famous for its powdery white quartz sand that stays cool underfoot—perfect for beach lounging.brbrbrbrRestaurants:brbrDry Dock Waterfront Grill – ~0.5 miles. A casual spot offering seafood with a waterfront view—ideal for sunset dinners.brbrbrbrFork & Hen – ~0.3 miles. Cozy, casual comfort food just around the corner—great for relaxed breakfasts or lunches.brbrbrbrOwens Fish Camp – ~1 mile. A beloved local seafood grill with Floridian flair—“grilling fresh every day.”brbrbrbrDrift Kitchen & Bar – ~1 mile. Contemporary coastal cuisine in a chic setting—perfect for intimate evenings.brbrbrbrCafé on St. Armands – ~2 miles. A convenient café for breakfast or lunch while exploring boutiques at St. Armands Circle.brbrbrbrGetting Around:brbrBy Car: Renting a car is a convenient option to explore the area at your own pace. Having a car makes it easy to visit the many shopping centers, restaurants, and other points of interest in the area.brbrRideshare Services: Services like Uber and Lyft are readily available in the area, providing a convenient alternative to driving. Simply book a ride through the app, and you'll be on your way to your destination in no time.brbrbrbrOther Things to Note:brbrCheck-in is at 4pmbrbrCheck-out is at 10ambrbrbrbr- 1 dog is allowed for $125 per stay, no cats please. We kindly ask that your dog be crate-trained and that you pick up after your dog.brbr- No parties allowed—violations may result in immediate termination of the stay. We aim to maintain a respectful environment for our neighbors.brbr- Parking in the street for 1 car max. Street parking allowed: yesbrbr- If you're interested in a long-term stay, please reach out to inquire about availability.brbr- Guests must be 25 years or older to book this property.brbr- Please note that the backyard is a shared space, so other guests may also be enjoying the area during your stay.brbrbrbrGUEST VERIFICATION:brbrTo help ensure a smooth and secure stay for all guests, the primary guest listed on the reservation may be asked to complete a quick verification process within 48 hours of booking, depending on the platform used to book the reservation.brbrbrbrPrior to check-in, guests may also be asked to sign a Rental Agreement that includes agreeing to our rental terms and conditions and, on certain booking platforms, providing a valid government-issued ID and matching credit card before arrival.brbrbrbrIncluded with your booking is our damage waiver coverage, which helps protect against accidental, self-reported damage during your stay when reported prior to check-out.
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Exceptional(1)

$149.92

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Apartment

Pineapple Paradise #2 • 13 min to Beach • Fire Pit

Sarasota, Florida, United States

Summary:brbrThis 1-bedroom home is in a prime location & has EVERYTHING you need for an amazing vacation in Sarasota, FL!brbrbrbr• Shared Outdoor Patiobrbr• Fire Pitbrbr• Hammockbrbr• Dedicated Workspacebrbr• Fully Stocked Kitchenbrbr• Drip & Keurig Coffee Makerbrbr• Plush Bedbrbr• High Speed WIFIbrbr• Family Friendly - High Chair & Pack ’n Playbrbr• Dog Friendlybrbr• Street Parking - 1 carbrbrbrbrThe Space:brbrWelcome to Pineapple #2 – Your Sarasota Escape! This charming 1-bedroom, 1-bathroom apartment offers a cozy retreat perfect for up to 2 guests. Whether you’re in town for a beach getaway, a romantic escape, or just a relaxing stay, Pineapple 2 provides the comfort and convenience you need.brbrbrbrStep outside and enjoy the inviting shared backyard, where you can unwind around the gas fire pit table, swing gently in the hammock, or simply soak up the Florida sunshine. As this is a shared space, you may also meet fellow travelers enjoying the area.brbrbrbrConveniently located in the heart of Sarasota, you’ll be just minutes from pristine beaches, Historic Downtown dining, boutique shopping, and cultural attractions. Pineapple 2 is the perfect spot to relax, recharge, and experience all that Sarasota has to offer!brbrbrbrMAIN SPACES OF THE HOME:brbrbrbr– 1 BEDROOM & 1 BATHROOM–brbrbrbrBEDROOM 1:brbr* Full-sized Bedbrbr* Nightstand and Lampsbrbr* Mirrorbrbr* Ensuite Bathroom brbrbrbr– 1 BATHROOM –brbr* Ensuite Bathroom with Walk-in Showerbrbrbrbr– CHEF’S KITCHEN –brbr* Fully Stockedbrbr* High-end Appliancesbrbr* Large Refrigeratorbrbr* Ample Cabinetry brbr* Coffee Maker: Drip & Keurigbrbrbrbr– LIVING ROOM –brbr* Smart TVbrbr* Plush Sofa + Seatingbrbr* Dedicated Workspacebrbr* Open Floor PlanbrbrbrbrGuest Access:brbrThe guest has access to the entire home minus the locked cleaners' closet.brbrbrbrThe Neighborhood:brbrNearby Attractions:brbrMarie Selby Botanical Gardens – ~2 miles away. A lush 15-acre riverside oasis of orchids, bromeliads, koi ponds, and butterfly gardens.brbrbrbrJohn and Mable Ringling Museum of Art – ~1.5 miles. Florida’s official state art museum, offering European, American, and Asian artworks, the Circus Museum, and the Ca’ d’Zan Mansion.brbrbrbrBayfront Park / Downtown Sarasota – ~0.5 miles. Perfect for strolls, kayaking, or grabbing coffee in the heart of the city.brbrbrbrSt. Armands Circle – ~2 miles. A vibrant shopping and dining district full of boutiques, galleries, and eateries.brbrbrbrSiesta Key Beach – ~3.6 miles. Famous for its powdery white quartz sand that stays cool underfoot—perfect for beach lounging.brbrbrbrRestaurants:brbrDry Dock Waterfront Grill – ~0.5 miles. A casual spot offering seafood with a waterfront view—ideal for sunset dinners.brbrbrbrFork & Hen – ~0.3 miles. Cozy, casual comfort food just around the corner—great for relaxed breakfasts or lunches.brbrbrbrOwens Fish Camp – ~1 mile. A beloved local seafood grill with Floridian flair—“grilling fresh every day.”brbrbrbrDrift Kitchen & Bar – ~1 mile. Contemporary coastal cuisine in a chic setting—perfect for intimate evenings.brbrbrbrCafé on St. Armands – ~2 miles. A convenient café for breakfast or lunch while exploring boutiques at St. Armands Circle.brbrbrbrGetting Around:brbrBy Car: Renting a car is a convenient option to explore the area at your own pace. Having a car makes it easy to visit the many shopping centers, restaurants, and other points of interest in the area.brbrRideshare Services: Services like Uber and Lyft are readily available in the area, providing a convenient alternative to driving. Simply book a ride through the app, and you'll be on your way to your destination in no time.brbrbrbrOther Things to Note:brbrCheck-in is at 4pmbrbrCheck-out is at 10ambrbrbrbr- 1 dog is allowed for $125 per stay, no cats please. We kindly ask that your dog be trained and that you pick up after your dog.brbr- No parties allowed—violations may result in immediate termination of the stay. We aim to maintain a respectful environment for our neighbors.brbr- Parking in the street for 1 car max. Street parking allowed: yesbrbr- If you're interested in a long-term stay, please reach out to inquire about availability.brbr- Guests must be 25 years or older to book this property.brbr- Please note that the backyard is a shared space, so other guests may also be enjoying the area during your stay.brbrbrbrGUEST VERIFICATION:brbrTo help ensure a smooth and secure stay for all guests, the primary guest listed on the reservation may be asked to complete a quick verification process within 48 hours of booking, depending on the platform used to book the reservation.brbrbrbrPrior to check-in, guests may also be asked to sign a Rental Agreement that includes agreeing to our rental terms and conditions and, on certain booking platforms, providing a valid government-issued ID and matching credit card before arrival.brbrbrbrIncluded with your booking is our damage waiver coverage, which helps protect against accidental, self-reported damage during your stay when reported prior to check-out.
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Exceptional(1)

$149.9

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Apartment

Pineapple Paradise #1 • 13 min to Beach • Fire Pit

Sarasota, Florida, United States

Summary:brbrThis 1-bedroom home is in a prime location & has EVERYTHING you need for an amazing vacation in Sarasota, FL!brbrbrbr• Shared Outdoor Patiobrbr• Fire Pitbrbr• Hammockbrbr• Dedicated Workspacebrbr• Fully Stocked Kitchenbrbr• Drip & Keurig Coffee Makerbrbr• Plush Bedbrbr• High Speed WIFIbrbr• Family Friendly - High Chair & Pack ’n Playbrbr• Dog Friendlybrbr• Street Parking - 1 carbrbrbrbrThe Space:brbrWelcome to Pineapple 1 – Your Sarasota Escape! This charming 1-bedroom, 1-bathroom apartment offers a cozy retreat perfect for up to 2 guests. Whether you’re in town for a beach getaway, a romantic escape, or just a relaxing stay, Pineapple 1 provides the comfort and convenience you need.brbrbrbrStep outside and enjoy the inviting shared backyard, where you can unwind around the gas fire pit table, swing gently in the hammock, or simply soak up the Florida sunshine. As this is a shared space, you may also meet fellow travelers enjoying the area.brbrbrbrConveniently located in the heart of Sarasota, just a few minutes walk to the Historic Downtown Sarasota, you’ll be just minutes from pristine beaches, downtown dining, boutique shopping, and cultural attractions. Pineapple 1 is the perfect spot to relax, recharge, and experience all that Sarasota has to offer!brbrbrbrMAIN SPACES OF THE HOME:brbrbrbr– 1 BEDROOM & 1 BATHROOM–brbrbrbrBEDROOM 1:brbr* Full-sized Bedbrbr* Nightstand and Lampsbrbr* Mirrorbrbrbrbr– 1 BATHROOM –brbr* Full Bathroom with Walk-in Showerbrbrbrbr– CHEF’S KITCHEN –brbr* Fully Stockedbrbr* High-end Appliancesbrbr* Large Refrigeratorbrbr* Ample Cabinetry brbr* Coffee Maker: Drip & Keurigbrbrbrbr– LIVING ROOM –brbr* Smart TVbrbr* Plush Sofa + Seatingbrbr* Dedicated Workspacebrbr* Open Floor PlanbrbrbrbrGuest Access:brbrThe guest has access to the entire home minus the locked cleaners' closet.brbrbrbrThe Neighborhood:brbrNearby Attractions:brbrMarie Selby Botanical Gardens – ~2 miles away. A lush 15-acre riverside oasis of orchids, bromeliads, koi ponds, and butterfly gardens.brbrbrbrJohn and Mable Ringling Museum of Art – ~1.5 miles. Florida’s official state art museum offering European, American, and Asian artworks, the Circus Museum, and the Ca’ d’Zan Mansion.brbrbrbrBayfront Park / Downtown Sarasota – ~0.5 miles. Perfect for strolls, kayaking, or grabbing coffee in the heart of the city.brbrbrbrSt. Armands Circle – ~2 miles. A vibrant shopping and dining district full of boutiques, galleries, and eateries.brbrbrbrSiesta Key Beach – ~3.6 miles. Famous for its powdery white quartz sand that stays cool underfoot—perfect for beach lounging.brbrbrbrRestaurants:brbrDry Dock Waterfront Grill – ~0.5 miles. A casual spot offering seafood with a waterfront view—ideal for sunset dinners.brbrbrbrFork & Hen – ~0.3 miles. Cozy, casual comfort food just around the corner—great for relaxed breakfasts or lunches.brbrbrbrOwens Fish Camp – ~1 mile. A beloved local seafood grill with Floridian flair—“grilling fresh every day.”brbrbrbrDrift Kitchen & Bar – ~1 mile. Contemporary coastal cuisine in a chic setting—perfect for intimate evenings.brbrbrbrCafé on St. Armands – ~2 miles. A convenient café for breakfast or lunch while exploring boutiques at St. Armands Circle.brbrbrbrGetting Around:brbrBy Car: Renting a car is a convenient option to explore the area at your own pace. Having a car makes it easy to visit the many shopping centers, restaurants, and other points of interest in the area.brbrRideshare Services: Services like Uber and Lyft are readily available in the area, providing a convenient alternative to driving. Simply book a ride through the app, and you'll be on your way to your destination in no time.brbrbrbrOther Things to Note:brbrCheck-in is at 4pmbrbrCheck-out is at 10ambrbrbrbr- 1 dog is allowed for $125 per stay, no cats please. We kindly ask that your dog be trained and that you pick up after your dog.brbr- No parties allowed—violations may result in immediate termination of the stay. We aim to maintain a respectful environment for our neighbors.brbr- Parking in the street for 1 car max. Street parking allowed: yesbrbr- If you're interested in a long-term stay, please reach out to inquire about availability. brbr- Guests must be 25 years or older to book this property. brbr- Please note that the backyard is a shared space, so other guests may also be enjoying the area during your stay.brbrbrbrGUEST VERIFICATION:brbrTo help ensure a smooth and secure stay for all guests, the primary guest listed on the reservation may be asked to complete a quick verification process within 48 hours of booking, depending on the platform used to book the reservation.brbrbrbrPrior to check-in, guests may also be asked to sign a Rental Agreement that includes agreeing to our rental terms and conditions and, on certain booking platforms, providing a valid government-issued ID and matching credit card before arrival.brbrbrbrIncluded with your booking is our damage waiver coverage, which helps protect against accidental, self-reported damage during your stay when reported prior to check-out.
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Exceptional(1)

$250.02

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Private Vacation Home

Home w/ Fenced Yard, Hot tub, Grill & 3 King Beds!

Sarasota, Florida, United States

Private home, 3 bed 2 full baths. Sleeps 8 comfortably. 2 rooms with Kings beds, third bedroom with Queen. Living room Sofa and extra rollaway bed available. Enjoy a relaxing dip in the Hot Tub. Large Fenced in backyard with Patio furniture for BBQ gatherings. Less than 12 minutes to Siesta Key Beach. 5 minutes to Sarasota Memorial Hospital and Near The Legacy Trail!brbrRoku TVbrKeurig & coffeebrCrock Pot Slow CookerbrFully Equipped kitchenbrParking for 3 cars in drivewaybrHigh-Speed internetbrBikesbrbrFun, Free Things to Do in the Sarasota Area:brbrWho doesn’t love free ! Fortunately, there’s no shortage of fun, free things you can do here.brWhether you want arts and culture, sunning and swimming on the beach, or other outdoor activities, Sarasota has you covered.brbrRingling Museum and Grounds—Free on MondaysbrSarasota is home to The Ringling, a world-class museum of art and circus history. The Ringling also has beautiful Bayfront Gardens right on Sarasota Bay, where you can find Ca’ D’Zan, the one-time home of circus magnate John Ringling and his wife Mable. Although there’s usually a charge for admission to The Ringling, the Museum of Art and Bayfront Gardens are free on Mondays. After you check out European paintings and any current exhibitions at the Museum of Art, make sure to walk or take the tram to the outdoor patio for Ca’ D’Zan during your visit. There’s a stunning view of Sarasota Bay, and you’ll want to take endless pictures of the home’s ornate architecture. Also on the grounds are a playground and a rose garden. Don’t miss window shopping at the gift shop on your way out of The Ringling!brbrWatch a Sunset at the BeachbrOne of the most popular things to do in Sarasota happens to be completely free. Head on over to one of Sarasota’s beautiful beaches, like Siesta Key or Lido Key, to watch the sun go down. It’s always a bonding experience with fellow beach-goers as you watch the sun make its way down the horizon. Sunset evening skies are awash with red, orange, pink, blue and gray, along with white clouds. When you’ve got the beach in view as well, it’s a perfect combination. Bring a towel or beach chair so you can relax and watch the sunset in all of its glory. Check online to confirm what time sunset will be, as it varies year-round.brbrSearch for Sharks’ Teeth on Venice BeachbrVenice Beach is called the Shark Tooth Capital of the World because of the multitude of sharks’ teeth that have washed ashore in the area over millions of years. The best time to go shark tooth hunting is in the morning and during low tide. Start off your day at Venice Beach or nearby Caspersen Beach. Don’t be surprised to find fellow shark tooth hunters combing for teeth both on land and in the water. Use your hands or a “Florida snow shovel” (aka a sand sifter) to scoop up shell fragments. Look for tiny black or brown fragments, as they could be fossilized shark teeth. Although you can rent a “Florida snow shovel,” you also can use any other similar item, such as that colander for draining pasta in your kitchen. While at Venice Beach, don’t miss the chance to walk on the pier and get a birds’ eye view of the Gulf. If you’re traveling with your canine best friend and would rather do something fun with your best pal, Brohard Paw Park and Beach for dogs is right in the same area.brbrWindow Shop at St. Armands CirclebrSt. Armands Circle attracts visitors from around the world with its restaurants, stores and European-style statues. In fact, St. Armands Circle has a European feel and is literally in the shape of a circle home to more than 100 businesses. If you’re looking to keep things fun and free, you can spend some time window shopping. Check out clothing, souvenirs, specialty chocolate, jewelry and lots more. Here’s a bonus: Some of St. Armands' specialty food businesses give out free samples of items like fudge. Talk about a sweet treat!brbrWalk or Take a Class Along The BaybrThe Bay is a newer Sarasota attraction, and it includes 53 acres of city-owned land along Sarasota Bay. The Bay continues to add new attractions, focusing on park space as well as free programs and events.brOne other cool thing about The Bay: It hosts free events and classes each week, like yoga classes, movie nights and dance lessons.brbrBike or Walk The Legacy TrailbrBiking on the Legacy TrailbrSarasota’s Legacy Trail is a 20-mile trail connecting various parts of the county, and it’s a popular way to be outdoors, get some exercise and discover more of Sarasota. You can hop onto Legacy Trail at a variety of trailheads around the county, including the Venice Train Depot, Payne Park, Nokomis Community Park and many more. Whether you want to stroll for a mile or bike the whole trail, you can customize your experience along Legacy Trail. If you’re traveling with your favorite canine friend, he or she can come along, too!brbrBeach TimebrWith more than 35 miles of coastline, you could basically throw a dart and find a beautiful beach to enjoy for free in Sarasota County. Make the most of your third day of fun, free activities by choosing a new beach to discover, including Lido Key, Siesta Key, Nokomis Beach or another beach you’d like to try.brbrbrSiesta Beach Drum CirclebrFeel the beat while watching the sun set at Siesta Beach on Sundays. Its weekly Siesta Beach Drum Circle has welcomed visitors since 1996. The party starts about an hour before sunset. All are welcome!brbrFresh Fridays SarasotabrOn the first Friday of each month, Fresh Fridays Sarasota welcomes you to downtown Sarasota with live music, light displays, and lots of merriment. You can find out more details here.brbrSiesta Key Beach named by TripAdvisor as the top beach in the U.S.!br$25 Pet fee per pet, per nightbrbr24-hour outdoor camera and remote security team monitoring not actively monitoredbrNoise detection sensors installed in property – These devices monitor decibel levels inside the property 24 hours a day and automatically notify us if noise levels are too high.
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Exceptional(1)

$180.8

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Condo

Paradise Found! A Pristine Hideaway ~ the Meadows

Sarasota, Florida, United States

Paradise found in this 2 BR 2 BA condo! Minutes from UTC Mall and lovely accommodations! Moments from the arts & Culture of Sarasota and the legendary beaches- this is more spacious than you probably expect- light and airy.. (P.S. if we are not avail for your selected dates, we have a couple of other nearby Secret Hideaways for you-just reach out)brbrMove right in and stay a while! One of my guests just extended and extended.. Now he is moving here. FIND OUT WHY !!brThe spacebrIn one of Sarasota's most popular and sought-after communities, the Meadows, My two bedroom two bath is Now available .brAdorably furnished, meticulously designed 2 bedroom ..2 bath,brWith all upgrades. .brGorgeous wood flooring, enormous walk in closet.. .... Exquisite bathrooms,brWith 2 super comfortable high quality beds and bedding, quiet neighbors, you may have trouble Getting up in the morning! Sliding glass door to the living room From the master bedroom, Enhances this already spacious airy home approx 1400 sq ft.brbrFlatscreen TVs with Wi-Fi.brDining Area , Table and chairsbrState of the art eat in kitchen with quartz counters...Fully stocked, also Including small appliances such as keurig coffee maker ..toaster ,blender, etcbrbrbrEverything you need to make a home for a month or a season! (We had one guest move in.... and extend..extend... now he is moving locally !)brbrFull-size washer and dryer in laundry roombrPark directly in frontbrbrEnjoy a pristine view of this immaculately maintained & environmentally rich resort -like setting right from your couch...brFloor to ceiling windows In the living room AND master bedroom ! Both Overlook abrWalden-esque walkway to the large Resident pool and a unique environment with more than 80 stocked lakes 17 miles of roads, 14 miles of sidewalks and bike trails and the 1.7 Mile fitness trail.brbrNearby are some of Sarasota's most upscale new shopping and dining venues. UTC Mall with hundreds of shopping /restaurant / Entertainment opportunities Less than 2 miles away.brbrEnjoy your visit to internationally renowned Sarasota , Known as the cultural capital of south Florida with theaters ,museums ,opera ...And the number one beach in America- Siesta Key . 7 miles from Sarasota airport-easy access from several othersbrbrSpend the day at the beach or museums , experience world-class dining in the center of Sarasota and yet be home in moments to this highly residential country club golf community with garden homes, villas and single-family homes—nicely distributed in a beautiful, 1650-acre setting.brbr(Btw, There is that one reservation that I had to cancel ...but many months in advance, when I learned about my associations minimum rental time requirement)brGuest accessbrGolf (at The Meadows)brPickleball (at The Meadows)brTennis (at The Meadows)brUTC Mall 1.4 mibrNathan Henderson Park 1.9 mibrPlayers Theater. 5.3 mibrSarasota Opera 5.8 mibrBig Cat Habitat 6 mibrDowntown Sarasota Main St 6 mi.brVan Wezl Theater 6.2 mibrMarietta Museum of Art & Whimsey 6.3 mibrJungle gardens. 6.3 mibrMarie Selby Museum 7.2 mibrRingling Museum 7.3 mibrMarina Jack/ Bayfront 7.3 mibrSiesta bike tours 7.4 mibrSarasota Airport 7.5 mibrKayak and Nature Trails 9.2 mibrSt. Armand’s Circle 9.5 mibrLido Beach 10 mibrMote aquarium 10.9mibrSiesta key beach 13 mibrMyakka State Park 18 mibrOther things to notebrPark directly in front of your condo
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Exceptional(5)

$252.6

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Condo

Golden Style 2BR Condo , Heated Pool , Near Siesta

Sarasota, Florida, United States

Elegant ground-floor 2-bedroom, 2-bathroom condo in a quiet residential area of Sarasota.brSiesta Key Beach is a 5–10 minute drive (traffic dependent).brPet-friendly home — all pets welcome with a flat $10 pet fee per reservation, regardless of the number of pets.brGuests enjoy access to a heated community pool and a convenient location close to shopping and dining.brbrGround-floor condo with easy, step-free accessbrbrBright, stylish interiors with a refined, elegant feelbrbrFully equipped kitchen suitable for everyday cooking and extended staysbrbrSpacious living and dining areas ideal for families or remote workbrbrBedroom 1: King bed with premium linensbrbrBedroom 2: King bed with premium linensbrbrComfortably accommodates up to 4 guestsbrbrHigh-speed WiFibrbrEthernet (wired) internet connection available for stable remote workbrbrSmart TVs throughout the home with access to 600+ streaming channelsbrbrOnsite washer and dryerbrbrBeach essentials provided (chairs, towels, umbrella)brbrFree parking: 1 designated space plus extra guest parkingbrbrContactless self check-in & check-outbrbrWalking distance to Publix, restaurants, and local barsbrbrDowntown Sarasota & St. Armands Circle: approx. 20 minutesbrbrI-75 access: approx. 8 minutesbrbrSarasota-Bradenton Airport (SRQ): approx. 30 minutesbrbrTampa International Airport: approx. 60 minutes
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Condo

One Bedroom at Castel Del Mare

Sarasota, Florida, United States

Finding time to unwind in style is a gift. For those with their travel sights set in the Sarasota and Siesta Key area of Florida, relaxation and fun are both easily found! Making the experience that much better is the opportunity to book your next stay in Castel Del Mare 105. This 1-bedroom with a queen size and a full-size bed / 1-bath is a home away from home is located on the 1st floor of an inviting community complex that offers amazing access to fun and the upscale amenities to match. Whether you're in town on a solo trip, excited to enjoy a romantic escape or you're in town for a vacation with your best friend, Castel Del Mar 105 can accommodate up to four guests comfortably at a time. With its double lanai, this condo offers a front-row seat to nature's breathtaking beauty every single day brbrEnjoy Impeccable Access to FunbrbrA stay in Castel Del Mare 105 brings comfort and style to your stay, but it also puts guests in a prime place to access the best this area has to offer. The community here sits on eight acres of land adjacent to Little Sarasota Bay, offering up seamless access to the fun, excitement, and landmark attractions in Sarasota with ease. Of course, those looking for the best of beach-bound days only need to travel .6 miles over the bridge to reach stunning Siesta Key Beach. brbrCommunity Features brbrBooking Castel Del Mare 105 as your vacation home means guests also get to enjoy the many community features on-site. This means making the most of time on the tennis court or in the bayside gazebo, cooling down in the bayside or garden pool, and savoring moments lingering on lounge areas too. This community also enjoys its own shuffleboard court, boardwalk, fishing pier, and kayak entrance for those times when you're ready to explore on the water.brbrInterior AmenitiesbrbrCastel Del Mare 105 features a newly renovated open concept design paired with large windows and tiled flooring throughout. The living room hosts a plush sofa, which folds into a bed that will sleep 2, with tropical-inspired cushions matched with two overstuffed armchairs for guests to enjoy and a rustic-chic coffee table to bring the space together. Sliding glass doors lead from the living space to the balcony where guests can savor an alfresco meal at the outdoor dining table if they choose too. Of course, when you want to dine in, the table for six separates the living room from the kitchen where guests can access spacious counters, an extended breakfast bar, and modern appliances as well. When entertainment value is top of mind, this property provides guests with streaming access using the large flat-screen television also found in the living room. brbrBook Your Getaway TodaybrbrWhen Florida is calling, Rent Siesta Key has you covered. Have questions Send us a message — we'd love to help you plan your stay!brbrWe recommend a Mid-Stay home refresh in stays over 30-days or more, where the cleaners will come in and refresh the home. The cost of this is $100.00. We will call to schedule your cleaning after your check-in. We recommend a Mid-Stay home refresh in stays over 30-days or more, where the cleaners will come in and refresh the home. The cost of this is $100.00. We will call to schedule your cleaning after your check-in.brbrTypically, 30-day minimum required - inquiry about 30-day rental. brbr​​​​​​​**This property is managed by an HOA and requires an HOA application. One will be e-mailed to you upon leasing. This is a PDF application that you can complete online and save. We need to have this back to receive a parking pass.
Bed 1

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Bath 1

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Sleep 4

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Exceptional(35)

$466.63

/ Nightly
Villa

Luxury Villa with Pool, Game Room, Near Beach

Sarasota, Florida, United States

Welcome to Villa Palma, your tropical escape in the charming Arlington Park neighborhood. Whether you’re sipping coffee in the enclosed sunroom, splashing in the heated pool, or enjoying the Fun Zone game room, this home is designed for unforgettable gatherings.brbrLiving SpacesbrCoastal-Inspired ComfortbrRelax in the stylish, open-concept living room, where a tropical palette meets high-end furnishings. Whether you’re curled up for movie night or chatting over morning coffee, you’ll feel right at home.brbr• Sonos surround soundbr• Blazing-fast Wi-Fi throughoutbr• 4K Smart TVs with Roku in living room & 3 bedroomsbr• Full-sized washer & dryerbrbrGame Room – The Fun ZonebrYour all-weather entertainment hub with:br• 412 retro arcade gamesbr• LED-lit shuffleboard tablebr• Family board games, Jenga, cards, dominoesbr• Cozy seating for relaxed game nightsbrbrKitchen & DiningbrChef’s KitchenbrA stunning space with a waterfall island, stainless steel appliances, wine cooler, ice maker, and a fully stocked coffee bar. Perfect for everything from big breakfasts to beach-day picnics.brbrDining Optionsbr• Formal dining table with seating for allbr• Outdoor dining in the enclosed sunroombr• Propane BBQ for alfresco mealsbrbrBedrooms & BathsbrDesigned for comfort after days of beach walks and pool fun:brbr• Primary Suite: King bed, luxury hybrid mattress, en suite with glass shower & soaking tubbr• Second Suite: Queen bed, hybrid mattress, private en suite with rainfall showerbr• Third Bedroom: Queen bed, tropical green decor, shared bath with tub/shower combobr• Fourth Bedroom: Bunk + trundle, twin sleeper sofa, workstation — perfect for kids or extra guestsbrbrSleeps 10 guests over age 6 + 2 children under 6.brbrOutdoor AmenitiesbrSurrounded by palms and lush greenery, Villa Palma feels like your own private oasis:br• Heated pool with loungersbr• Florida sunroom with outdoor living room & diningbr• Propane fire pit with Adirondack chairsbr• Beach cart, chairs, umbrella, towels & toysbr• Covered front porch for quiet momentsbrbrLocation HighlightsbrYou’re in the heart of Sarasota’s best attractions:brbr• Arlington Park – Walkable green oasis with trails & courtsbr• The Ringling Museum – 2.5 mi / under 10 minbr• St. Armands Circle – 5.2 mi / under 15 minbr• Lido Key Beach – 5.2 mi / under 15 minbr• Siesta Key Beach – 5.7 mi / under 15 min (Rated #1 in the US)brbrGuest Infobr• Pet-friendly br• No large events, max occupancy enforcedbr• Equipped with smoke/CO detectors, fire extinguisher, noise monitorbr• Free parking: 2 driveways for 3 cars + street parkingbrbrDistance to Beaches & Airport:brbr• Siesta Key Beach – 5.7 miles (~15 min)br• Lido Key Beach – 5.2 miles (~15 min)br• Sarasota-Bradenton Intl. Airport – 5.8 miles (~15 min)brbrUse pool at your own risk, no lifeguard on duty. Please supervise children at all times.brbrVR24-00060
Bed 4

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Bath 3

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Sleep 10

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Exceptional(78)

$971.0

/ Nightly
Condo

THE CRESCENT 202 Private stairs to pool & beach 2 gulf front decks

Sarasota, Florida, United States

You want a perfect location. You want a clean, fresh vacation rental with quality furnishings. You want more - not less than what you are accustom to. HERE IT IS: br* Small Boutique condoplex for Savvy travelers. br* Best location on Siesta Key - best location on Crescent Beach, best location in the small complex! br* 3 bed/3 bath beautiful furnishings. br* Every imaginable upgrade awaits: stainless steel appliances, granite countertops, and an exquisite interior that exudes comfort and style. Step outside to one of two private decks. One with your private barbecue , or descend your own spiral staircase to the sparkling pool and the soft sands of the beach. Bask in the breathtaking, panoramic views of the world-renowned Siesta Key Beach, visible from your balconies, living room, kitchen, and even your master suite—a truly magical retreat where beauty surrounds you at every turn.br* BEACHFRONT! br* Smart TVs, high speed wireless internet, and covered assigned parking for 2 cars.brbrYou are only footsteps away from the finest sands in America at the Crescent Siesta Key condo. Beyond the awesome beaches on Siesta Key you can enjoy fishing, shopping, and dining all within walking distance!brbrCrescent Siesta Key has two pools. One is located on the gulf front and the other is between the West and East buildings. The gulf front pool has been redone and is open!
Bed 3

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Bath 3

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Sleep 6

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Exceptional(5)

$185.44

/ Nightly
Private Vacation Home

2BR Near Siesta Key Beach Walk to Gulf Gate Best Location, Walk everywhere

Sarasota, Florida, United States

brCentral Sarasota Oasis: Steps to Gulf Gate & close to Siesta Key! With so much to do and see, you'll be in the center of everything, yet have a private retreat to relax in. From world-class beaches to vibrant cultural attractions, Sarasota offers something for everyone. Don't miss out on the opportunity to create unforgettable memories. brSarasota's best location, with quick access to the beach, and steps away from Gulf Gate Village.brYour family will love staying at the #1 spot in Sarasota.brbrLocation, Location, Location! We believe there is no better spot than here.brbrSiesta Key Beach: Just under 4 miles away from the #1 beach in the world! Spend your days soaking up the sun and enjoying the pristine sands of Siesta Key.brbrGulf Gate Village: Your retreat is mere steps away from vibrant Gulf Gate Village, offering a variety of shops, restaurants, and breweries within walking distance. Explore local boutiques, indulge in delicious meals, and unwind with a refreshing drink. This centrally located home perfectly balances comfort, tranquility, and exploration. brIf that's not exciting enough, you're less than 4 miles from the world-renowned Siesta Key beach. Experience the best of Sarasota, all while enjoying a private, relaxing, tranquil paradise.brbrThis beautifully updated Sarasota house features:brbrComfortable Bedrooms: 2 inviting bedrooms with a queen bed and a full bed in one bedroom. The 2nd bedroom has a luxurious King-size memory foam mattress to lull you into a blissful, relaxing sleep. Both bedrooms are equipped with huge, new, smart TVs.brbrModern Amenities: You deserve only the best- totally remodeled with everything brand new, including new appliances, TVs, floors, vanities, shower tile, and even the blinds are all newbr.brRelaxing Atmosphere: A peaceful property perfect for unwinding. Your tranquil space, beach-themed, med with a beachcoloring palette and decor to match. brbrNewly remodeled bathrooms: There are 2 bathrooms, one with a bathtub and shower. The other bathroom has a shower without a tub. Soap, shampoo, conditioner, and lotion are all there for your convenience. brbrYou will find a remodeled kitchen with new appliances and all the comforts of home. The new stove has a built-in air fryer. Utensils, dishes, wine glasses, dish soap, paper towels, toilet paper, shampoo, and other toiletries are available for your use. There is even a coffee bar.brbrAdditional Space: If you have to work, there is a desk with a printer. In the garage, there is a futon for extra flexibility. You will also find a washer and dryer in the garage to use complimentary.brOutside, you will find a patio in the rear, with seating, a grill, a fire pit, and even a double hammock to relax to your heart's content.brbrBeach Essentials: Complimentary beach items available in the garage. You will be able to use our coolers, umbrella, beach towels, and more. brbrbrEnjoy everything Sarasota has to offer! Send us a message today and ask about our seasonal discounts.
Bed 2

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Bath 2

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Sleep 6

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$243.04

/ Nightly
Private Vacation Home

Island Hideaway | Private Patio + Grill

Sarasota, Florida, United States

BNB Breeze Presents: Island Hideaway!brSituated in a desirable Sarasota neighborhood, this inviting home offers a relaxed retreat with bright, stylish interiors and a thoughtfully designed outdoor space. Featuring a modern kitchen, comfortable living areas, and a private patio perfect for dining or unwinding, this property provides an ideal setting for everyday comfort and enjoyment. You amenity list includes:br- Private Patio + Dining Areabr- Gas + Charcoal Grillbr- Coffee Makerbr- and More!brbrIsland Hideaway offers a relaxed and welcoming Sarasota escape with a perfect balance of comfort and style. The home sits on a beautiful lot with a private backyard and outdoor dining area—ideal for enjoying sunny afternoons, grilling, or unwinding under clear Florida skies. Inside, the thoughtfully updated interior features a bright, open living space designed for easy gathering and relaxation. Natural light fills the home, creating an airy atmosphere that enhances the effortless flow between indoor and outdoor living. With its inviting layout, comfortable furnishings, and laid-back outdoor space, this home is an ideal retreat for enjoying everything Sarasota has to offer.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 SPACEbr- One Story Homebr- Dedicated office space to work from home. br- Blazing Fast Wi-Fibr- Laundry Room w/ 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!brbrKITCHENbr- Fully-Equipped Kitchen w/ Cooking + Baking Essentials (No Food)br- Coffee Machinebr- Dining Area w/ Table + Chairsbr- Stove + Ovenbr- Fridge + Freezerbr- Microwavebr- Dishwasher (Detergent Provided)br- Toasterbr- Dishesbr- Silverwarebr- Glassesbr- Coffee MugsbrbrLIVING ROOMbr- Spacious Living Roombr- Large Smart TVbr- Large Sofa + Chairsbr- Coffee Table (Perfect for Game Nights!)br- Throw Pillows + BlanketsbrbrSLEEPING ARRANGEMENTS | 3 Bedrooms |br• Bedroom 1: King Bedbr• Bedroom 2: Queen Bed br• Bedroom 3: Twin over Full Bunk Bed + Twin TrundlebrbrBATHROOMS | 2 Bathrooms |br• Bathroom 1: Full Bath located through Bedroom 1 with standing showerbr• Bathroom 2: Full Bath with shower/tub combobrbrThe property also offers a private, fenced-in outdoor space designed for both relaxation and gathering. The patio features a comfortable outdoor dining table, perfect for enjoying meals al fresco, while both a gas and charcoal grill provide flexible options for outdoor cooking. Lounge chairs and cozy egg chairs invite you to unwind with a book or enjoy a quiet moment in the fresh air. Thoughtfully arranged and inviting, this outdoor retreat offers a peaceful setting to relax and make the most of your stay.brbrTHE EXTERIOR SPACEbr• Private patio with large 6 person dining table. br• Gas Grill + Charcoal Grillbr• Comfortable Lounge Chairs + Egg Chairsbr• Private yard for games and loungingbrbrDon't miss out on the opportunity to experience a memorable getaway at Island Hideaway. Book your stay today!brbrNAVIGATING THE AREA brThe 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• We use high-quality, sustainable mattresses and linens.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. br• 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 lighting during the day!br• Our home is in a great location for Instacart! Make grocery shopping for the family easy while saving on gas!brbrHere are a few of our favorite local attractions:brbrLOCAL ATTRACTIONSbr1. Pompana Park for Pickleball Courts!br2. Legacy Trailbr3. Siesta Key Beachbr4. Lido Key Beachbr5. Downtown Sarasotabr6. St Armands Circlebr7. AquariumbrbrGOLFbr1. The Meadowsbr2. University Park Country Clubbr3. Tatum Ridgebr4. The Founders Club (Private Club)br5. Longboat Key (Private Club)br6. The Ritz (Private Club)br7. IMG Academy Golf Clubbr8. Esplanade Golfbr9. WaterleafbrbrRESTAURANTSbr1. 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 CafebrbrGROCERYbr1. Detwilers Farm Markets: The best place to buy organic fruits and vegetables!br2. Publixbr3. Trader Joesbr4. Whole Foodsbr5. Fresh Marketbr6. Walmart GrocerybrbrADDITIONAL AMENITIES:brLinens for each BedbrTowels and WashclothsbrRoll of Paper TowelsbrBottle of Dish SoapbrTrash BagsbrCoffeebrLaundry Detergentbr2 Rolls of toilet paper, per bathroombrBath essentials - Body soap, shampoo conditionerbr*Please be prepared to bring any additional supplies that you will need during your stay.brbrPlease Note:brbr1. Upon booking, each guest will receive a guest rental agreement. This must be signed before the Guide Book (which includes access instructions for the property) is sent.brbr2. Pet Policy: **This property is NOT pet friendly. Please note, if we find evidence of an unauthorized pet in the home, we will ask for it to be removed immediately and guests will be charged a $400 non-refundable fine. This is also grounds for immediate removal of the guests from the home.brbr3. No Smoking: If any signs of smoking are documented, the renter agrees to pay a $200.00 / per day.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. There are NO LONG CHECK-OUT INSTRUCTIONS! We want for you to be able to fully enjoy every minute of your stay!brbr​​​​​​​6. 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. brbrCity of Sarasota Vacation Rental License #25-VR-000069.
Bed 3

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Bath 2

Bath

Sleep 8

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