Home Vacation Home Rentals By Owner In Sarasota, FL

Showing 1180 Of 1667 Vacation Rentals
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Exceptional(29)

$1783.64

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Private Vacation Home

Sarasota Retreat: Sleeps 21, heated pool near beaches & top attraction

Sarasota, Florida, United States

Experience Paradise at This Luxurious Sarasota Retreat! Perfect for groups up to 21, this oasis offers outdoor games, fire pits, and breathtaking views of lakes, greenery, and a golf course within a serene wildlife preserve. Just 12 miles from Siesta Key Beach and 20 miles from downtown Sarasota’s dining and attractions. Relax in comfort with a Generac-powered home, ensuring peace of mind and uninterrupted luxury.brbrYour Sarasota Paradise AwaitsbrbrStep into pure luxury at this exclusive Sarasota retreat, designed to host up to 21 guests in total comfort and style. Nestled in a tranquil wildlife preserve, this spacious home offers breathtaking views of shimmering lakes, lush greenery, and a premier golf course perfect for travelers seeking both relaxation and adventure.brbrUnmatched Location: Just 12 miles from Siesta Key, America’s #1 beach, and 20 miles from downtown Sarasota’s award-winning seafood, boutique shopping, and vibrant nightlife.brbrLuxury Living: Vaulted ceilings, central air, and ceiling fans throughout. The gourmet kitchen features stainless steel appliances, a large bar, and everything you need to cook like a pro.brbrElegant Bedrooms: Master suite with a king bed, spa-style bathroom, and direct pool/hot tub access. Five additional queen bedrooms with smart TVs and streaming services ensure everyone has their own retreat.brbrEntertainment Paradise:brbrPrivate Theater: 110 screen, surround sound, Blu-ray, Netflix & wet bar.brbrOutdoor Escape: Heated pool, hot tub, two fire pits, games, grill, and a spacious patio for unforgettable gatherings.brbrPeace of Mind & Comfort: Hurricane-ready with a whole-home Generac generator.brbrWasher & dryer.brbrPet-friendly (fee applies).brbrQuiet, upscale gated neighborhood.brbrbrRates & Details:brbr$18,000 monthly rental (discounts for extended stays).brbr$2,000 refundable damage deposit.brbr$1,100 cleaning fee.brbr$1,000 per pet.brbrMinimum 30-day stay.brbrHouse Rules:brbrNo smokingbrNo street parkingbrQuiet hours after 10 PM.brbrThis isn’t just a rental, it’s your gateway to Sarasota’s finest luxury living. Whether lounging poolside, hosting movie nights, or exploring Florida’s Gulf Coast, your perfect stay starts here.
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Bath 4

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Sleep 21

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Exceptional(76)

$153.35

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Private Vacation Home

Arlington Park Amazing Location Pet Friendly 2 Master Suites Home

Sarasota, Florida, United States

Family and Pet Paradise. En suit Queen Master with walk-in luxury shower AND KING Master. Third bedroom is office with Queen Sofa (Pullout). WEST OF TUTTLE IN THE Arlington Park Neighborhood -- Contemporary Private BLOCK Home on dead end street where The Arlington Park & Heated Outdoor Aquatic Pool area is located / 3 Bedroom 2 Bath: Turnkey Furnished. Terrazzo floors throughout. Central Air, Fenced Yard, Landscaped, paver drive. Newer Kitchen. Newer Furniture. Newer Flat Screen TV. Newer Blinds. Newer Curtains. Just 10 minutes from Siesta Key (The #1 Beach in the USA), 5 minutes to Sarasota or South Gate shopping, and 8 minutes to Downtown Sarasota. This is the perfect location for the beach, shopping, dining, and golf. This home has an open concept living area with kitchen, dining area, and living rooms all open to one another, great for social gatherings and entertainment. Open the large glass sliding doors out to the oversize private fully fenced backyard and enjoy the outdoor living space. The master bedroom has a bathroom with shower, large closet, and is furnished with a Queen size Bed. 2nd bedroom: king-size bed. 3rd bedroom/office is queen sleeper sofa. Everything in this Mid Century Arlington Park home is new, newer or remodeled. The back yard is shaded by a couple of magnificent pine trees that are indigenous to the area. Our mowers/ landscape crew come in every Monday -- including picking up the grounds. The Park (Arlington Park) is at the end of your street here -- Arlington Park Street. Arlington Park is 40 Acre Park in the middle of the City of Sarasota. Amenities: 50-meter lap pool (I personally swim there a couple of time a week-- so energizing!!!), 25-yard instructional pool, wading pool , outdoor basketball court with lights, outdoor tennis courts with lights, outdoor racquetball court with lights, ½-mile paved walking trail, indoor gymnasium, weight room, playground, picnic area. Enjoy all that Sarasota has to offer including its great arts and theater, nightlife, world renowned beaches (Siesta Key Beach rated #1 in the USA) restaurants, and shopping. This home is nestled in a top notch residential neighborhood that is in the midst of many exciting upgrades and changes. brCity of Sarasota Rental Certificate of Registration number is VR24-00310brARLINGTON PARK POOL RATES: Kids $3brAges 12-55: $5br55+: $3, For up-to-the minute Park Information: https://www.sarasotafl.gov/Home/Components/FacilityDirectory/FacilityDirectory/74/
Bed 3

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Bath 2

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Sleep 6

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Exceptional(102)

$296.09

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Private Vacation Home

Family-Friendly Retreat: 2 Primary Bedrooms each with Ensuites

Sarasota, Florida, United States

Escape to the heart of Sarasota and experience the ultimate vacation in our wonderful pool home, just minutes away from the world-famous Siesta Key Beach! This fantastic getaway offers everything you need for a perfect stay.brbrSerenity and Space: With 4 comfortable bedrooms and 3 full baths, our vacation home is the perfect retreat for families or groups of friends. To accommodate even more guests, we've provided a Queen-size pull-out sofa in the spacious living room. A real bonus here is having two primary suites, each with its unique charm. The first primary suite boasts a luxurious King-size bed and an adjoining bathroom with a walk-in shower and his & her sinks. The second primary suite features a comfy Queen-sized bed and an adjoining bathroom with a convenient walk-in shower. The two additional bedrooms are thoughtfully designed with 2 sets of twin beds, perfect for both kids and adults.brbrEntertainment and Comfort: We've gone the extra mile to ensure that your stay is filled with entertainment and relaxation. Two smart 40' flat-screen TVs, each with a DVD player, are ready to keep you entertained in the living room and the master bedroom. For families with little ones, we've equipped the home with a Pak’n Play, highchair, and stroller - at no extra charge! Discover added touches such as beach chairs, pool toys, a selection of novels, children's books, board games, and family-friendly DVDs. Stay connected with friends and family back home with complimentary WiFi Internet and enjoy unlimited long-distance telephone calls within North America. Plus, for those planning an extended stay, take advantage of the full-size washer and dryer.brbrOutdoor Paradise: Step outside to your own private oasis. The large screened-in lanai is perfect for outdoor entertaining, and our in-ground pool can be heated for just $15/day during the cooler months, ensuring you can enjoy a warm and relaxing late-night swim. And for those seeking privacy, you'll love the fully fenced-in backyard.brbrHome Away from Home: We've thought of everything to make your stay comfortable and hassle-free. All linens, bath and beach towels, pots, pans, dishware, and more are provided. Your vacation should be about relaxation, not worrying about the details.brbrLocal Delights: When you're ready to explore, you'll find a host of restaurants and shops just around the corner. Sarasota is renowned for its cultural activities, and there's something new and exciting happening every day of the week.brbrYour dream vacation awaits at our pool home in Sarasota. Book your stay now and let the relaxation and adventure begin!
Bed 4

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Bath 3

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Sleep 10

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Exceptional(83)

$269.18

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Private Vacation Home

Your Dream Pool Home in Sarasota - #1 Siesta Key Beach a short drive

Sarasota, Florida, United States

Escape to our enchanting pool home nestled in the heart of Sarasota, just minutes away from the world-renowned Siesta Key Beach. Here, you'll experience the best of both worlds: the serene beauty of our neighborhood and the convenience of being within walking distance to fabulous restaurants and shops.brbrSpacious Comfort: Our wonderful home boasts 4 tranquil bedrooms and 3 glistening full baths, ensuring everyone in your group has their own space to relax. Additionally, a queen-size pull-out sofa in the family room provides extra sleeping room. The primary bedroom is your sanctuary, featuring a luxurious king-size bed and an en-suite bath with a soothing jetted bathtub and separate shower. We've even thought of convenience with a full-size washer and dryer in the laundry room.brbrEntertainment for All: With two 50' flat-screen TVs in the living room and a separate family room, you can cater to different viewing preferences within your group. And for families with young children, we've got you covered with a complimentary pak'n play and highchair.brbrDining Elegance: Share meals and create lasting memories around the dining room table, which can be extended to comfortably seat 10 people. It's the perfect setting for shared feasts and celebrations.brbrPrivate Paradise: Step outside to your very own private oasis. The spacious lanai is ideal for entertaining, and the sparkling heated pool comes complete with a child safety fence, ensuring safety for all ages. All of this is nestled in the privacy of your fully fenced backyard, where relaxation and fun go hand in hand.brbrA World of Excitement: Sarasota is known for its vibrant cultural activities, and at our doorstep, there's something new and exciting happening every day of the week. You'll be spoiled for choice when it comes to entertainment and exploration.brbrYour dream vacation home awaits in Sarasota. Book now and indulge in the perfect blend of comfort, entertainment, and relaxation.br
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Bath 3

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Sleep 10

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Exceptional(4)

$228.81

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Private Vacation Home

Beautiful home with private pool and space for the whole family

Sarasota, Florida, United States

Family FiestabrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEscape to this charming house in Sarasota, FL, where you'll find the perfect blend of comfort and convenience for your family getaway. This dog-friendly property boasts a pool, fire pit, and a spacious patio with furniture and a gas grill, making it ideal for outdoor entertaining. Inside, you'll discover a well-equipped game area with a ping-pong table, pool table, and board games, ensuring endless fun for all ages.brbrWith a fully stocked kitchen featuring modern appliances such as a fridge, stove, oven, dishwasher, microwave, coffee maker, and more, preparing meals will be a breeze. The house also offers a cozy living room with comfortable seating and a smart TV for movie nights. brbrThe sleeping arrangements include a variety of bed sizes, for everyone visiting with you!e The house is equipped with amenities like a crib and even children's bikes, making it family-friendly and convenient for those traveling with little ones.brbrLocated within a short distance to town and water, you'll have easy access to a plethora of activities, from beach going and boating to dining at local restaurants and exploring museums. Whether you're looking to relax by the pool, enjoy water sports, or simply unwind in the enclosed yard, this Sarasota retreat offers something for everyone.brbrBook your stay at this fantastic vacation rental today and create unforgettable memories with your loved ones in sunny Sarasota, FL!brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 4 vehicles.brThis rental is located on floor 1.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Bath 2

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Sleep 9

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Exceptional(1)

$285.77

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Private Vacation Home

Splish Splash Retreat | Saltwater Pool + Grill

Sarasota, Florida, United States

BNB Breeze Presents: Splish Splash RetreatbrThis charming home offers a serene escape with a unique view of a large pond right in your backyard, creating a tranquil ambiance that invites relaxation. Located just a short drive from Sarasota's beautiful beaches, vibrant downtown, and local attractions, Splish Splash Retreat is the perfect base for your Florida adventure.br- Private Saltwater Pool br- Gas Grillbr- Outdoor Dining + Sitting Area br- Private Backyard br- Beach Supplies br​​​​​​​- Pet Friendly!brbrWelcome to Splish Splash Retreat, your perfect getaway nestled in the heart of Sarasota, Florida. This charming three-bedroom home offers a serene escape with a unique view of a large pond right in your backyard, creating a tranquil ambiance that invites relaxation. Inside, the home boasts a cozy living area that invites you to relax and enjoy quality time with loved ones. The kitchen is equipped with all the essentials, making meal preparation a breeze. With modern technology and comfort features throughout, you ll feel right at home.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- 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 6-Person Dining Tablebr- Stove + Ovenbr- Fridge + Freezerbr- Microwavebr- Dishwasher (Detergent Provided)br- Kureig Coffee Makerbr- Drip Coffee Makerbr- Knife Block Setbr- Dishesbr- Silverwarebr- Glasses + Coffee MugsbrbrLIVING ROOMbr- Large Smart TVbr- Oversized Plush Sofabr- 2 Cozy Relaxing Chairsbr- 2 Ottomansbr- Coffee Table (Perfect for Game Nights!)brbrTHE SLEEPING ARRANGEMENTS | 3 Bedroom |br- Bedroom 1: King Bedbr- Bedroom 2: Queen Bedbr- Bedroom 3: Queen Bedbr- Linens Provided for Each BedbrbrBATHROOMS | 2 |br- Full Bath: Standing Shower (Accessible through Bedroom 1)br- Full Bath: Standing Shower (Accessible from the Hallway)brbrStep outside to discover your private saltwater pool, perfect for a refreshing dip or lounging under the sun. The outdoor dining area is ideal for enjoying meals al fresco while taking in the picturesque surroundings. The peaceful neighborhood is not only safe but also filled with friendly neighbors, enhancing your stay with a sense of community.brbrTHE OUTDOOR OASIS:br- Private Heated Saltwater Pool (See below for heat details.)br- Shaded Back Porch with Lounge Seatingbr- Gas Grillbr- Sun Loungersbr- Beach Supplies, Towelsbr- Parking Space for up to 4 VehiclesbrbrDon t miss out on this exceptional property. book your stay today and experience the ultimate in relaxation and fun!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!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- 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 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 Clubbr5. Longboat Key Private Clubbr6. The Ritz Private Clubbr7. 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: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:br1. 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: 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.brbr3. 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 cost. 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. brbr4. No Smoking: If any signs of smoking are documented, the renter agrees to pay a $200.00 / per day.brbr5. Quiet hours for the property are between 10:00 PM and 8:00 AM. Please keep the noise levels down over this time.brbr6. There are NO LONG CHECK-OUT INSTRUCTIONS! We want for you to be able to fully enjoy every minute of your stay!brbr7. 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.
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Sleep 6

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$127.98

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Private Vacation Home

SARASOTA 50+ GATED COMMUNITY BEAUTIFUL, SPACIOUS MODULAR HOME!

Sarasota, Florida, United States

NEWLY RENOVATED AND LISTING UPDATED AS OF 2/24/2022brManufactured home for rent in Sarasota - monthly.brbr****no pets****no pets****no pets****no pets****brbr*THE RATES SHOWN HERE DO NOT INCLUDE VRBO FEES*br• Off-season: May - October - $1800.00 per month.br• April, November & December - $2800.00 per month.br• Winter Season: January - March $3800.00 per month.br• $500 security deposit (refunded, minus $300/cleaning fee) br• Background check and age verification required.br• $25.00 Application Fee per person.br• This is non-pet, non-smoking rental.br• Includes all utilities, sales & tourism taxes, trash, maintenance, TV & internet, Wi-Fi DVD player and radio/CD player. brbrThis home is centrally located in Sarasota in a beautifully maintained, gated 55+ manufactured home park. The park has 2 heated pools, new clubhouse, fitness center, library, pool tables, shuffleboard, Bocce/Corn Hole/Pickle Ball, tennis, basketball, crafts, an activity room, & more. There are tons of activities to participate in if you choose. It is 7 miles to Siesta Beach and 3 miles to I-75.brbrIt is a 1000 sq. ft. 2BR/2BA home with central Air/Heat, a carport, laundry room in carport shed, 10' x 16' screened/enclosed lanai for year-round use that is central air conditioned. Vaulted ceilings in LR, dining room and kitchen. Master bedroom has a king bed, private bath and a walk-in closet. Ceiling fans in LR and BRs. Guest room has a queen size bed. It is within lake view and a short walk to the club house and facilities.brIt is carpeted, kitchen has all appliances; refrigerator, dishwasher, stove, microwave, coffee maker, garbage disposal, pantry and ample cabinet space. brbrCamelot Lakes features both a clubhouse as well as a multi-functional auditorium. There is a large gathering space that can seat up to 299 guests and another smaller, more intimate seating area for resident use. Various clubs, meetings, activities, and luncheons are held there as well as special events, shows, dances and exhibits organized by the community's own full-time Social Director.brbrCamelot Lakes is a gated community. It also features over 36 security cameras throughout the campus. Four computer workstations, two laptop stations, and a laser printer are available for your use. There are many training sessions available for residents to learn email, Facebook and basic online activities. Also enjoy the free Wi-Fi hot-spot available throughout the clubhouse and pool deck from your phone or tablet. brbrResidents use this area for a variety of activities such as ceramics, painting, quilting and crafts. There are two kilns for resident use. There are (2) Bocce Ball courts, (3) Corn Hole stations & (2) Pickle Ball courts. There are social games as well as leagues, inter-community teams and special events.brbrPlease do not call Camelot Lakes about this listing - This is a PRIVATE RENTAL.brDo NOT contact me with unsolicited services or offers.br
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Bath 2

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Sleep 4

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Exceptional(48)

$170.75

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Private Vacation Home

Guests Love this Home & Location Walk Downtown, Trolley to Lido Beach, Pets OK!

Sarasota, Florida, United States

Ideal Location in Sarasota – Your Private Downtown Home near Beaches and attractions.brYou've found it! Welcome to your private Sarasota retreat, a charming updated and super-clean home in a quiet downtown neighborhood, yet so close to everything. Our five-star reviews say it all!brbrThe SpacebrbrThis bright, stylish, and comfortable home features coastal-inspired furnishings and new beds for a restful stay. The open layout and thoughtful amenities ensure a seamless experience, whether you're here to relax or explore.brbr✔ Well-equipped kitchen – Everything you need to prepare mealsbr✔ Smart TV with You Tube TV, High-Speed WiFibr✔ Washer/Dryer for your conveniencebr✔ Large fenced backyard – Perfect for pets & outdoor enjoymentbr✔ Screened-in lanai with BBQ grill – Relax in your private oasisbr✔ Pet-friendly – Please add the number of pets to your reservationbr✔ Beach essentials provided – Chairs, towels, umbrellas, coolers, boogie boards & toys. brbr✔ Oversized vehicle parking on sitebrbrAdditional – Inflatable bed & Pack 'n Play available upon requestbrbrUnbeatable Location – Walk or Bike to Everything!brbrUnder a mile to the free trolley to the Beachbr1 mile – Downtown Sarasota: Main St. restaurants, shops & theatersbr1 mile – Selby Gardens & Legacy Bike Trailbr1.4 miles – Sarasota Bayfront Park & Marina Jack’s (Tiki bar, restaurants, boat tours, fishing charters)br1.6 miles – Bobby Jones Golf Coursebr5 miles – The Ringling Museumbr5 miles – Lido Key Beachbr15-20 minutes – Siesta Key Beach & Village (Trolley available nearby)br2 miles – Baltimore Orioles Spring Trainingbr7.5 miles – Benderson Park Rowing Facility & UTC MallbrbrExplore Nearby:brbrPayne Park (children’s playground, running track, Frisbee golf, tennis) and Legacy Bike TrailbrFree downtown trolley to St. Armands Circle & Lido BeachbrKayak, boat, & bike rentals nearby (bike rentals deliver!)brbrbrSarasota’s Arts, Culture & EventsbrbrRingling Museum, Sarasota Art Museum, Opera House, Symphony and Ballet brLive theatre & music – Asolo Theatre, Florida Studio Theatre, Van Wezel, West Coast Black Theater, Fogartyville, McCurdy’s Comedy Club & morebrbrYear-round festivals – Film, Jazz, Blues, Chalk Festival, Sandcastle CompetitionbrbrSpecial Events & SportsbrbrBaltimore Orioles Spring Training (Ed Smith Stadium)brNathan Benderson Park – Rowing competitions & regattasbrJuly 4th Fireworks brChritmas Boat ParadebrGolf, Tennis & Pickleball – World-class courses & courts nearbybrFlexible stays & same-day bookings available – message us!brbrThis home has all the comforts you need—just bring your suitcase and get ready to enjoy Sarasota! brbrCity of Sarasota Cert # VR24-00123brbrKeywords: Sarasota Downtown updated House, Alta Vista, Good value, Pet Friendly, Walk to Downtown, Fenced backyard, Close to Siesta Key, Lido Key, Longboat Key Beaches, St Armands Circle, Marina Jacks, Boating, Golf, Tennis, Orioles Spring training, Ringling Museum, Arts and Culture, Sarasota Film Festival, Benderson park rowing & aquatics sports center. Bay Runner Trolley, Legacy Bike Trail, Payne Park
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Sleep 5

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Exceptional(10)

$178.54

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Private Vacation Home

Always SeaSun, 2 bedroom Sleeps 5, Clean/Updated, Full Kitchen, Internet, Park

Sarasota, Florida, United States

Welcome to Always SeaSun!Discover this beautifully updated, turnkey duplex unit offering 2 bedrooms and 1 bath—perfect for a relaxing getaway.Step through your private, well-lit entrance featuring a convenient keyless touchpad lock. The charming living room invites you to unwind on comfortable seating arranged around a 55 WiFi Roku Smart HDTV loaded with streaming apps for endless entertainment. A modern electric fireplace adds cozy ambiance, while a full-size sofa bed provides extra sleeping space for guests. For those needing a quick workspace, there's a large desk, T-Mobile WiFi, monitor, and ergonomic executive chair.The fully renovated kitchen awaits with sleek stainless-steel appliances, granite countertops, and everything you need for easy meal prep and morning coffee. Adjacent is a bright dining room with natural light and seating for four.A spacious laundry room handles storage and features a front-load washer and steam dryer for added convenience.Retreat to the beautifully decorated main bedroom (Sun) with a plush queen bed, bamboo pillows, microfiber sheets, and your choice of quilt or comforter. The nautical-themed guest bedroom (Sea) offers two pillow-top twin beds with the same luxurious linens and light quilts.The freshly remodeled bathroom shines with a bright, clean design, including a shower/tub combo, full-size drawer vanity with granite top, and ample storage in the mirrored cabinet. Plush towels and essentials are provided.Step out the back door to a private, fenced backyard with new vinyl fencing and a covered patio seating four—ideal for outdoor relaxation.Parking is a breeze with a deep carport for shelter from the rain, plus a driveway that accommodates two vehicles.Nestled on a quiet, low-traffic looping street, the property is steps from a large city park perfect for walking, biking, or playing on the 18-hole professional disc golf course.Prime Location Highlights:Just 1 mile from Sarasota Bradenton International Airport (SRQ)brWorld-class shopping and dining at University Town Center (~7-8 miles)brOnly ~11 miles to Siesta Key Beach—voted #1 Beach in the U.S. and #4 in the World by Tripadvisor in 2025, renowned for its powdery quartz sand that stays cool underfoot!brHistoric downtown Sarasota (~5 miles) with shopping, dining, performing arts, nightlife, sculpture walks, and marinasbrThe world-class Ringling Museum of Art just 1 mile awaybrbrThis is the ultimate vacation spot—come make unforgettable memories at Always SeaSun!
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Exceptional(7)

$274.24

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Private Vacation Home

Quiet home on a cul-de-sac with screened patio, bikes, W/D, & central AC

Sarasota, Florida, United States

Gulf Gate GetawaybrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrFamily-friendly comfort within easy reach of the beach and local entertainment is yours at this gorgeous Gulf Gate getaway. Boasting walking distance to the cultural hotbed of local shops and dining options in Gulf Gate, and located less than two miles from South Siesta beaches, this single-level home comes complete with everything you need for a carefree coastal escape. TPC Prestancia Golf Course and access to the 20-mile Legacy Trail are both located within four miles of the home. A pair of adult-size bicycles are also included for use during your stay.brbrWhen you're not out soaking up the sun and sights, you'll be able to kick back at home on the breezy, screened lanai. A lounge area, a gas grill, and a dining table set the scene for alfresco meals or happy hours. Sofas, books, a smart TV, and two separate living areas offer your choice for casual downtime inside. The roomy full kitchen is ready and equipped for home meal prep. Indoor eating options include an eat-in nook and a formal dining space. Additional perks include central air-conditioning, free WiFi, and a private washer/dryer.brbrTHINGS TO KNOWbrStreaming services are available with guests’ own account(s).brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking notes: There is free parking available for 3 vehicles.brbrSecurity camera details: This home is equipped with a Ring security camera at the front door.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 30 years of age to book. Guests under 30 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Exceptional(5)

$378.8

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Private Vacation Home

1 level home, 3 king bds+bunk with heated pool, newly remodeled, ocean sunsets!

Sarasota, Florida, United States

Welcome to Ocean Sunset in Sarasota! This single level floor house is 6 miles from IMG Academy, 10 miles from Siesta Key Beach, 14 miles to Lido Key Beach, and 14 miles from Downtown Sarasota!brbrSee some of the most amazing ocean sunsets just a short walk from the house!brbrTucked away in a high end neighborhood on a large lot, completely enclosed by fences, palms and foliage.brbrEverything you need for an amazing stay is provided!brbrSpacious 4-Bed/2-Bath Retreat in SarasotabrbrIdeal for large groups and families, our 4-bedroom, 2-bathroom home in Sarasota offers a fantastic coastal getaway.brbrLiving/Dining Space:brbrAmple dining space for 14 people.brDining table (seating 10) and a kitchen island (seating 4).brbrLiving room with a sectional couch including recliners (seating 7), sofa sleeper couch (seating 3) .brbrAccess to a heated outdoor pool, patio, and outdoor dining area. Fully screened pool cage to keep the bugs and leaves away.brbrOutdoor lounging with 4 reclining pool loungers.brbrBedrooms:brbrBedroom 1: King bed with a smart TV.brBedroom 2: King bed with smart TV.brBedroom 3: King bed, en-suite bathroom with smart TV, standing shower, vanity, hair dryer, and toiletries.brBunk Bedroom: 2 bunk beds (2 full beds and 2 twin beds).brAmenities:brbrWell-equipped kitchen.brLinens and towels provided.brPull out couch in living room for extra sleeping space.brFree wireless internet.brBBQ grill.brPet-friendly (extra fee).brWasher and dryer.brHeated pool (extra fee).br2 bathrooms.brbrMake unforgettable memories in our Sarasota coastal retreat!
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Sleep 16

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Exceptional(3)

$212.16

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Private Vacation Home

Modern Sarasota Lakefront Retreat – 6 Miles to Siesta Key & Downtown

Sarasota, Florida, United States

Welcome to your Serene Sarasota Lakeside Retreat – the perfect blend of comfort, convenience, and Florida charm.brbrNestled on a tranquil lake just 6 miles from Siesta Key Beach and 5.5 miles from Downtown Sarasota, this home offers a peaceful escape while keeping you close to everything. Relax on the patio with water views, enjoy the spacious backyard, or explore Sarasota’s beaches, restaurants, and cultural attractions within minutes.brbr Property HighlightsbrbrSleeps 6 – 2 comfortable bedrooms (each with a queen bed + crib), plus 2 modern bathroomsbrbrLake access – enjoy serene views and a fenced yard for peace of mindbrbrModern kitchen – fully equipped for cooking and dining at homebrbrBright living room – stylish décor and comfortable seatingbrbrDedicated office space – perfect for remote work or studybrbrWasher & dryer – full laundry available on-sitebrbrSelf check-in – easy and flexible with keypad accessbrbrPerfect ForbrbrBeach lovers – Siesta Key’s white sands are a quick drive awaybrbrSnowbirds & long stays – extended monthly discounts availablebrbrFamilies – fenced yard, cribs, and plenty of room to relaxbrbrCouples or remote workers – a peaceful escape with Wi-Fi and workspacebrbrWhether you’re here for a family vacation, an extended winter stay, or a quick getaway, this Sarasota lakeside retreat is designed to make you feel at home.brbrBook your stay today and experience Sarasota living at its best!
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