Vacation Home Rentals By Owner In Sarasota, FL

$165.11

Sarasota Home in the Gulf gate neighborhood 5 minutes from the beach

Sarasota, Florida, United States

Great little beach house within walking distance to shopping and 5 minutes from Siesta Key Beach. Quiet neighborhood, great for biking, walking, etc. Great home with 2 bedrooms, 1 1/2 baths, full kitchen, fenced backyard, close to shopping and the beach. SIESTA Key Village is 10 minutes from house. St Armand s circle and the Ringling Museum all within 20 minute drive. If you are looking for beautiful sunsets and nice weather this is the place to be.

2

Bed

1

Bath

4

Sleeps

$235.41

/ Nightly

Private Vacation Home

LAKEFRONT 2bed/2bath with Heated POOL house, JUST 5 min away SIESTA KEY BEACH!

Sarasota, Florida, United States

Charming 2BR/2BA Lakefront Home with Heated Pool – Just 2 Miles to Siesta Key Beach!brbrEscape to this picturesque lakefront retreat, only 2 miles from the world-famous Siesta Key Beach. Perfect for families or groups, this spacious and beautifully furnished home offers a relaxing and memorable getaway. Lounge by the heated pool, soak in stunning lake views, or explore nearby attractions—this home is your ideal Sarasota vacation base.brbrTHE PROPERTYbr Bedroom 1: King bedbr Bedroom 2: Queen bedbrRoom 3: Pool table roombrLiving Room 1: Queen sofa-bedbrLiving Room 2: Sectional sofabrbrEnjoy open, inviting living spaces filled with natural light through large windows. The fully equipped kitchen, comfortable furnishings, and stylish décor provide convenience and coziness. Don’t miss the lake-view reading room — perfect for unwinding after a day of adventure.brbrTHE LOCATIONbrSiesta Key Beach: Only a 5-minute drive to sandy shores ranked among the best worldwide, with ample parking and facilities.brDowntown Sarasota: 10 minutes away, featuring farmers’ markets, boutique shopping, and fantastic dining.brDining: Waterfront options like Ophelia’s on the Bay, plus gourmet spots at St. Armands Circle and Gulf Gate.brEntertainment: Family fun at Westfield Sarasota Square Mall or catch a movie at AMC Theater.brbrAMENITIESbr-Heated pool & pool tablebr-Fully equipped kitchenbr-Free WiFi & flat-screen TVsbr-Air conditioning & fireplacebr-Patio furniture & gas grillbr-In-unit washer and dryerbr-Beach towels, umbrella, cooler & 4 beach chairs providedbr-High-quality linensbrbrEverything you need to relax and enjoy, whether preparing a meal or lounging poolside.brbrHOUSE RULESbr-No smoking inside the house.br-Pets allowed with a $150 fee (max 30 lbs). Notify before booking. Unauthorized pets incur a $500 penalty.br-No events or parties.br-Quiet hours: 10 PM – 7 AM. Please respect neighbors.br-Check-out by 11 AM. Late check-out only with approval.br-Front yard monitored by video camera for security.br-Guests must be 25+ to book.br-Please report any damages during your stay so we can resolve promptly.

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Bath

Sleeps

$506.72

/ Nightly

Private Vacation Home

Luxury home&heated private pool mins drive to Siesta Key & Downtown Sarasota.

Sarasota, Florida, United States

Luxury Sarasota Retreat with Heated Private PoolbrMinutes to Siesta Key Beach & Downtown Sarasotabr Luxurious Sarasota Getaway – Pool, Veranda & Golf Course Views brEscape to this beautifully gut-renovated luxury home in the heart of Sarasota, Florida. Thoughtfully designed with attention to every detail, this elegant retreat features a heated private pool, a serene veranda, and picturesque views overlooking the Forest Lake Golf Course.brLocated just a short drive to Siesta Key Beach, recently voted the #1 Beach in the United States (2025), you’ll enjoy world-famous powdery white sand and crystal-clear Gulf waters.brYou’re also minutes from vibrant downtown Sarasota, where Main Street offers exceptional restaurants, cocktail bars, coffee shops, art galleries, and boutique shopping. Cultural attractions—including the renowned Ringling Museum of Art—are just moments away.brPerfect for families, golfers, couples, or anyone seeking a refined Florida escape, this home offers comfort, style, and privacy in an unbeatable location.br✔ Heated private poolbr✔ Golf course viewsbr✔ Prime Sarasota locationbr✔ All fees included — no hidden costsbrRelax, unwind, and experience Sarasota at its finest.

4

Bed

2

Bath

8

Sleeps

$315.68

/ Nightly

Private Vacation Home

Spacious 3-bedroom townhome in lovely Sarasota

Sarasota, Florida, United States

Your home away from home in Sarasota with 3 bedrooms. This charming townhome features 2 king beds and 1 queen bed, perfect for a restful night’s sleep. Guests enjoy three bathrooms, including a relaxing bathtub and a handy hair dryer. The space stays comfortable year-round with heating and air conditioning. Whether you’re unwinding after a day of exploring or gathering for a cozy evening, this terrific townhome offers everything you need. Fall in love with Sarasota and enjoy the magic it has to offer.

3

Bed

2

Bath

6

Sleeps

$405.72

/ Nightly

Private Vacation Home

Sun-Soaked & Heated Pool Home - Minutes to Siesta Key

Sarasota, Florida, United States

Newly renovated and single-story - this bright, five-bedroom Sarasota home was made for families who want space, comfort, and a heated pool. With Siesta Key's famous white-sand beach just minutes away and room for up to nine guests, it's the kind of place where one or more families can spread out, slow down, and finally be on vacation together.brbrYou're tucked into a quiet, tree-lined neighborhood just off Bee Ridge Road — close to everything, but far enough from the tourist bustle to actually relax. Siesta Key Beach, consistently ranked among the best in the country for its powdery, cool quartz-crystal sand, is less than a 12-minute drive away.brbrFor groceries and a great bottle of wine, Trader Joe's is practically walking distance. When you don't feel like cooking — and you will have at least one of those nights — head to Walt's Fish Market, the only spot in Sarasota where the fish was swimming that morning. The casual waterfront vibe is exactly what a vacation dinner should feel like, and the kids will love watching the boats.brbrIf your crew likes to stay active, the Legacy Trail is just a four-minute drive — a paved, car-free path perfect for morning runs, family bike rides, or a long walk. Downtown Sarasota and St. Armands Circle, with their galleries, boutique shopping, and waterfront dining, are an easy 10 min drive north. And with free ample parking at the house you'll never stress about logistics.brbrWhether you're here for spring break, a winter escape from the cold, or a long summer stay, this pocket of Sarasota gives you the best of both worlds — peaceful enough to unwind, connected enough to explore.brbrWake up slow. You're on vacation.brbrThere's a moment — usually the first morning — when it hits you. The coffee's brewing, the kids are still asleep, and the pool is catching the early light through the screened porch. Nobody has anywhere to be. That's the feeling this home was designed for.brbrThis fully renovated, single-story ranch-style home sits on a quiet residential street just minutes from Siesta Key. Everything is brand new, bright, and thoughtfully finished — from the modern kitchen to the crisp, clean bedrooms. No stairs anywhere, which means grandparents, toddlers, and everyone in between can move through the house with ease.brbrRoom for everyone to spread out.brbrFive bedrooms and three full bathrooms mean nobody is fighting for space. Three rooms feature plush king-size orthopedic mattresses, a fourth has a comfortable queen-size bed, and the fifth is set up as a dedicated workspace with a single fold-out bed — perfect for the family member who needs to check in on a few emails, or for a teen who wants their own corner. Every room is bright, spotlessly clean, and finished with a modern, airy feel.brbrWhether you're booking for your immediate family or coordinating a multi-family trip, the layout makes it easy. Everyone gets their own space. Everyone sleeps well.brbrA kitchen that actually works.brbrThis isn't a vacation rental kitchen where you open the drawer and find one dull knife and a can opener. The chef's kitchen is fully equipped with new stainless steel appliances — induction cooktop, built-in oven and microwave, full-size refrigerator, and dishwasher — plus a slow cooker, blender, mixer, quality knives, cutting boards, and all the pots, pans, plates, and utensils you need to cook real meals for a big group.brbrPull up to the breakfast table for quiet mornings with the kids, or gather everyone around the dining table that seats six with room to add chairs. On warm evenings — and even those cool, breezy winter nights — take dinner out to the screened-in porch where the al fresco table is waiting.brbrYour backyard, your pace.brbrThe brand-new heated pool is the centerpiece of this home. Warm it up to 80°F on request at no extra charge — which means even during a February escape or a shoulder-season getaway, the kids can swim comfortably while you stretch out poolside. The fully fenced backyard gives little ones and pets room to roam freely, and the grill is ready for those nights when you'd rather eat in than go out.brbrIt's the kind of setup where a lazy afternoon turns into a poolside cookout turns into a sunset swim — and nobody wants to go inside.brbrSettle in for the evening.brbrAfter a full day at the beach, sink into the oversized sectional in the living room and let the 65-inch smart TV and Samsung Bluetooth speaker system do the work. Stream a family movie, put on a playlist, or just let the kids take over while you enjoy a glass of wine on the porch. High-speed WiFi keeps everyone connected — whether your teenager is streaming, you're catching up on a few work things from the office room, or you're simply planning tomorrow's adventures.brbrThe little things are already handled.brbrBeach gear, umbrellas, and towels are here and ready to go — just load up and head to Siesta Key. The washer and dryer mean you can pack lighter and stay longer without a mid-trip laundry crisis. And with a smart lock and personal access code sent before you arrive, check-in is effortless — no awkward key exchanges, no waiting around.brbrJust bring your flip-flops. We've thought of the rest.brbrA few helpful details: check-in is at 4 PM and checkout is at 10 AM, with your smart lock code sent before arrival. The pool is heated to 80°F on request at no charge. Weekly pool and lawn maintenance will take place during your stay to keep everything in top shape. Given that the pool is not caged-in, you might occasionally find some leaves due to strong winds. A leaf skimmer is also available for use.brbrPets are welcome with a $150 pet fee — more than two pets just need a quick approval. We kindly ask that little ones are always supervised around the pool area, and that glassware stays indoors for everyone's safety.brbrThis is a family home in a peaceful neighborhood, so quiet hours are 10 PM to 8 AM, and the property is strictly non-smoking. If there's anything at all we can do to make your stay more comfortable, please don't hesitate to reach out — we're always happy to help.brbrWe have beach chairs, umbrellas (although we do not guarantee the quantity as things tend to come and go between guests) , and plenty of beach towels. We have some beach toys but no scuba or snorkeling gear. brbrMost importantly, we want you to enjoy your stay and have fun! Please let us know if there is anything we can do to make your stay more comfortable.

Bed

Bath

Sleeps

$153.68

/ Nightly

Private Vacation Home

Fenced Backyard with Hot Tub!

Sarasota, Florida, United States

Private home, 3 bedroom 2 full baths. Suitable for 8 guests comfortably. Two bedrooms 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. Very close to Sarasota Memorial brbr-Roku TVbr-Keurig Coffee Maker w/ K-Cupsbr-BBQ Grillbr-Fully Equipped kitchenbr-Parking for 3 cars in drivewaybr-High-Speed internetbr-2 Beach Cruisersbrbr“Minutes away from the beach and the Gulf of America.”

Bed

Bath

Sleeps

$274.92

/ Nightly

Private Vacation Home

Pool Home Close to the Siesta Key Beach

Sarasota, Florida, United States

Completely equipped single-family home with a heated screened-in private pool and fully fenced backyard in highly desirable quiet neighborhood of Gulf Gate Estates, Sarasota, Florida, near the world-famous Siesta Key beach with fine soft white sand and shallow calm waters! brbrThis single-family home is 2.5 miles from the beach, with an additional 1.3 miles to the free Siesta Key public parking. It's a short walk to the library, grocery store, restaurants and other stores. The house and the neighborhood are absolutely beautiful! brbrThe entire property including the 2-bedroom 1-Florida room 2-bathroom house with a nice fully equipped kitchen, 2 car garage, 2 car driveway, a large yard and fully fenced in big pool with a beautiful water feature is for the guests to enjoy.brbrWe are a husband-and-wife team (a retired carpenter and a scientist). Our goal is to make your stay as pleasant and convenient as possible. We live in a separate house nearby (0.4 mile away) and are available during your stay. Feel free to reach out to us anytime.brbrLook forward to having you and your family / friends as our guests!

Bed

Bath

Sleeps

$277.25

/ Nightly

Private Vacation Home

Siesta Key Getaway – Pet Friendly & Steps to Beach: Siesta Bungalow by RVA

Sarasota, Florida, United States

Enjoy your Florida getaway in this lovely vacation home, just one block from both the world-famous Siesta Key Village and the local crystal-white beach. Decorated in light, bright furnishings this cozy cottage-styled bungalow includes a large wooden deck, perfect for an evening BBQ and relaxing on lounge chairs. Privately located, and within a short distance from many shops, restaurants, and local popular spots this is the perfect place for your next vacation.brbrAccommodations: Two-bedroom, two-bathbrbrAmenities: Beach Chairs, Beach Umbrellas, Insulated Cooler, Beach Wagon, Large Deck, Charcoal Grill, Full-size Kitchen, Nicely Decorated, Pets Allowed, Washer/Dryer, Great Siesta Key Location, Wireless InternetbrbrLocation: 645 Calle del Otono, Siesta KeybrbrBedding: 1 King, 2 TwinsbrbrView: Garden ViewbrbrMinimum Night Stay Requirements: Minimum stays applybrbrPet Policy: An additional pet fee will be added to applicable bookings. To reserve a pet-friendly booking contact our local team or select the additional pet fee at checkout. Pets not given prior approval will not be accepted.

Bed

Bath

Sleeps

$317.29

/ Nightly

Private Vacation Home

Sarasota Springs Pool Retreat | Heated Pool • Pet-Friendly • Near Siesta Key

Sarasota, Florida, United States

Summary:brbrWelcome to your relaxing Sarasota getaway! This 4BR / 2BA private pool home is located in the quiet Sarasota Springs neighborhood—just minutes from Siesta Key Beach, Lido Key, and Downtown Sarasota. Perfect for families, couples, or small groups looking for comfort, privacy, and a great location. Dog Friendly — one well-behaved dog welcome with prior approval.brbrbrbrThe Space:brbr4 bedrooms | 2 bathroomsbrbrSleeps up to 8brbrFamily-friendly layoutbrbrPrivate screened-in HEATED pool with separate lounge poolbrbrFully equipped kitchenbrbrFast Wi-Fi & Smart TVbrbrCentral A/CbrbrWasher & dryerbrbrFree driveway parkingbrbrbrbrOther Things to Note:brbrGuest Favorite AmenitiesbrbrHeated screened pool with separate shallow lounge poolbrbrPoolside patio seatingbrbrBeach chairs, wagon, umbrella, towels & pool floatsbrbrQuiet residential settingbrbrEasy self check-inbrbrbrbrOutdoor Living:brbrFully fenced backyard with a private heated pool, lounge pool, and relaxing patio seating—perfect for all seasons.brbrbrbrPet Policy:brbrOne dog allowed onlybrbrMust be house-trainedbrbrAll pets must be registered and approved through our third-party pet screening service prior to arrivalbrbrNo pets on furniture or bedsbrbrGuests must clean up after petsbrbrbrbrLocation:brbr15 minutes to Siesta Key BeachbrbrClose to Lido Key & St. Armands CirclebrbrDowntown Sarasota, Gulf Gate, UTC MallbrbrQuick access to I-75, parks, and grocery stores

Bed

Bath

Sleeps

$195.38

/ Nightly

Private Vacation Home

Fully renovated duplex near downtown with fenced yard & patio - dog-friendly

Sarasota, Florida, United States

Casa Cocoanut - 1314brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrVR24-00042 - Sarasota City VRLbrbrDiscover your perfect Sarasota getaway in this beautifully renovated and fully furnished duplex, just 12 walkable blocks north of downtown Sarasota. Perfectly tailored for snowbirds, travel nurses, doctors, and parents visiting students, this central Sarasota gem offers comfort, convenience, and a touch of coastal charm in a quiet, safe neighborhood.brbrThis single-level, snowbird-friendly rental blends modern living with tropical relaxation. Inside, you’ll find stylish coastal decor, brand-new furnishings, and a thoughtfully designed space ideal for short-term or monthly stays. The living room features a smart TV for streaming your favorite services, while the open kitchen boasts stainless steel appliances, modern cabinetry, and all the essentials for easy at-home dining.brbrEnjoy meals at the pub-height dining table—perfect for dinners or game nights—or step outside to your private, shaded patio dining area for alfresco meals and cozy happy hours under the Florida sky.brbrYou'll feel right at home with thoughtful touches like central air-conditioning to keep everyone cool and complimentary Wi-Fi to stay connected. A shared washer and dryer on-site makes longer stays easy and convenient for families.brbrLocated just three miles from SRQ Airport, getting here is a breeze. The neighborhood is full of fun and family-friendly things to explore! Walk just a block to Pioneer Park, where kids can enjoy the playground while you take in the beautiful scenery, play a round of tennis, or learn a bit of local history.brbrLooking for culture and entertainment The nearby Van Wezel Performing Arts Center hosts live shows, concerts, and even free Sunday movies in the park—fun for all ages! Art lovers will appreciate a visit to the John and Mable Ringling Museum of Art, just a short drive away.brbrDowntown Sarasota is a joy to explore together. Stroll shaded streets filled with great restaurants, cafes, and boutiques. Head to the Bayfront Park and Marina for fresh air, boat watching, and wide-open green spaces where the kids (and even the dog!) can run and play. Don’t forget to stop by the waterfront tiki hut for a cool drink while the whole family enjoys the view.brbrThings to KnowbrbrIf 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 3 vehicles.brbrDock details: less than 2 block nearby city boat dock.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.

Bed

Bath

Sleeps

$200.87

/ Nightly

Private Vacation Home

Cozy home with with washer and dryer, internet, and short drive to beach

Sarasota, Florida, United States

The Key EscapebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to your perfect Sarasota getaway, just 15 minutes or less to both the world-renowned Siesta Key Beach and vibrant downtown Sarasota!brbrThis charming single-level home is designed with comfort and convenience in mind, making it ideal for families, couples, or anyone looking for a relaxing escape. With no stairs to navigate, it’s easily accessible for guests of all ages.brbrInside, the cozy living room invites you to unwind with a Roku TV in Guest Mode, allowing you to securely bring your Netflix and other streaming accounts with you. The fully equipped kitchen offers everything you need—fridge, oven, microwave, and dishwasher—whether you're cooking a full meal or just enjoying some takeout from one of Sarasota’s amazing local restaurants.brbrStep outside and enjoy the Florida sunshine on the patio, perfect for morning coffee or an evening barbecue with the gas grill.brbrThe home comfortably sleeps guests with a queen bed and a convenient Murphy bed. You’ll also appreciate the added convenience of a washer and dryer, hairdryer, towels, and other thoughtful touches to make your stay easy and enjoyable.brbrLocated near top-rated golf courses and excellent fishing spots, there’s no shortage of outdoor fun. Whether you're planning beach days on Siesta Key, sightseeing downtown, or simply relaxing at home, this location puts you close to it all.brbrBook your stay today and experience the best of Sarasota—sun, fun, and everything in between—all just 15 minutes away!brbrParking notes: There is free parking available for 3 vehicles.brbrDock details: 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.

Bed

Bath

Sleeps

$319.15

/ Nightly

Private Vacation Home

Old Florida Charm- Private Pool-Great for Families

Sarasota, Florida, United States

Bed

Bath

Sleeps

$1140.11

/ Nightly

Private Vacation Home

Modern Home + Heated Pool + Spa + Walkable Downtown + Short Drive to Beaches

Sarasota, Florida, United States

BRAND NEW just built elegant and modern pool home in the heart of downtown Sarasota. A short walk to downtown's award-winning restaurants, shopping, marina and nightlife. Minutes drive from the world-famous white sand beaches of the Sarasota keys. Right next to the Legacy Trail and Payne Park for biking, hiking, cafe and skate park. This professionally designed home sleeps 15 and is a fully equipped, family-friendly 5-bedroom/3.5 bath with private heated pool, hot tub, outdoor kitchen, office and pool table.brbrbrABOUT THE PROPERTYbrbrWelcome to our brand-new, custom-built retreat in the heart of downtown Sarasota—a modern sanctuary designed for groups who value both style and comfort.brbrIMPORTNANT NOTE BEFORE YOU BOOKbrbrOur home is located in a quiet, residential neighborhood and was just built in January of 2026.brbrTo ensure a wonderful experience for our guests and to be respectful of our neighbors, the home is:brbr • Not suitable for parties or eventsbrbr • Pets are not permittedbrbrWe are happy to host families and responsible groups who are looking to enjoy a beautiful, peaceful space.brbrTRANSPARENT PRICINGbrbr • Rates include the cleaning fee with no hidden chargesbrbr • Same price whether you're 2 guests or 15brbr • Ideal for groups of any sizebrbrSPACIOUS ACCOMODATIONS brbr • 5 professionally designed bedroomsbrbr • Sleeps up to 14 adults plus 1 infant/toddler brbr • 4 bedrooms feature plush king-size beds, including a versatile office/guest room with a Murphy king bedbrbr • The 5th bedroom offers an adult-rated queen-over-queen bunk bed (each bunk supports up to 400 lbs)brbr • Living area includes a comfortable queen pullout sofa with a real mattressbrbr • Every bedroom and living space is equipped with a large, brand-new smart TVbrbr • Free Wifibrbr • Spacious Laundry Roombrbr • Walk-in closetsbrbr • The home is professionally cleaned and sanities between each guestbrbrbrENTERTAINER'S DREAM brbr • Fully equipped gourmet kitchen with coffee maker, water kettle, waffle iron, toaster, blender, and air fryerbrbr • Refrigerator with filtered cold waterbrbr • Private heated pool with nighttime lighting brbr • Hot tub spa with nighttime lightingbrbr • Screened pool cage for bug-free eveningsbrbr • Fully equipped outdoor kitchen and state-of-the-art BBQbrbr • Outdoor dining - accommodates 15 peoplebrbr • 2nd-floor patio with a pool table for friendly competitionsbrbrHOME LAYOUTbrbrThe 1st floor includes:brbr • Primary/master bedroombrbr • Office/guest room with a Murphy king-size bedbrbr • Main living spacebrbr • Kitchenbrbr • Pool and spabrbrThe 2nd floor includes:brbr • 3 bedrooms (including the bunk bed bedroom)brbr • A living space with the queen pullout sofabrbr • A balcony with a pool tablebrbrFAMILY-FRIENDLY FEATURES brbrTraveling with little ones We’ve thought of everything. brbr • Removable pool safety gate, and stair gate (available upon request)brbr • Pack & Play, double decker stroller, high chair, baby bath tub and toys (available upon request)brbr • Primary suite with spa-inspired bathroom and luxurious double shower - a relaxing retreat for adultsbrbrUNBEATABLE LOCATIONbrbr • Downtown Sarasota Main Street – 10 min walkbr Restaurants, boutiques, bars, and Saturday farmers marketbrbr • Payne Park – steps awaybrbr • Large playground for kidsbrbr • Sarasota Marina – 20 min walkbrbr • Sarasota Memorial Hospital – 9 min drivebrbr • Siesta Beach (#1 beach in the U.S.) – 15 min drivebrbr • Lido Beach – 15 min drivebrbr • Ringling Museum – 15 min drivebrbr • UTC Mall (150+ shops & restaurants) – 15 min drivebrbr • Selby Gardens - 7 min drivebrbrbrGUEST ACCESSbrbrDuring your stay, you will have complete and exclusive access to the entire property.brbrThis home delivers the perfect blend of luxury, location, and versatility—ideal for families, friends, and groups seeking an unforgettable Sarasota experience.brbrPOOLbrbrIf you decide to heat the pool during your stay, it will be warmed to a comfortable 88°F (31°C) when added to your reservation. The heater operates from 8am to 8pm. Please note that the pool temperature may fluctuate based on outdoor conditions and may not reach its optimal temperature on cooler days. If you'd like the pool heated by your arrival, please contact us at least 24 hours in advance. brbrSECURITY CAMERASbrbrThere are 3 security cameras on the exterior of the premises only. 1 overlooking the driveway, 1 overlooking the main entrance door and 1 overlooking the pool area.

Bed

Bath

Sleeps

$339.09

/ Nightly

Private Vacation Home

Luxe bay-view escape with private pool, kayak, grill/ice box, & all-new interior

Sarasota, Florida, United States

8 Pines - Sarasota BaybrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrA tropical pool paradise with glittering bay views awaits you at this private Sarasota retreat.brNestled along a protected stretch of Sarasota Bay, this spacious getaway is thoughtfully designed for effortless coastal living. A haven for both athletes and professionals, it offers convenient access to IMG Academy—home of the Eddie Herr International Junior Tennis Championship—as well as several MLB spring training facilities. With high-speed WiFi and multiple dedicated workstations, it’s equally ideal for remote work, extended stays, or a mix of business and leisure.brStep out onto the terrace to enjoy stunning sunsets and sweeping Gulf and bay views. Fill your days with fishing, kayaking, or peaceful strolls through a charming neighborhood filled with historic architecture. Sarasota's beautiful beaches are just minutes away, and anglers will love the ocean kayak outfitted for offshore fishing. An outdoor freezer is available to store your fresh catch for grilling later that evening.brInside, you’ll find a newly remodeled interior with high-end upgrades and modern coastal comfort. Relax in the stylish living room featuring a 77-inch Smart TV and high-fidelity sound system—perfect for movie nights and streaming your favorite shows using your own credentials. The gourmet kitchen is a chef’s dream, showcasing marble countertops, a spacious island, and premium stainless steel appliances.brStay active with the Olympic-quality barbell and bodyweight training equipment, then unwind with a refreshing dip in the private backyard pool. For guests desiring pool heat, please note: heating must be requested at least 72 hours prior to check-in and is available for an additional fee of $32 per night.brAdditional amenities include central air conditioning, a washer/dryer, and complimentary high-speed WiFi for your convenience.brWhether you're here for a sports tournament, a family vacation, or a long-term stay, this serene Sarasota sanctuary offers the perfect blend of coastal charm, privacy, and luxurybrbrTHINGS TO KNOWbrThis property may not be well suited for those with mobility issues due to the exterior and interior steps.brbrParking notes: There is free parking available for 4 vehicles.br2 days notification is required in order to heat the pool. A fee of USD 32 per day must be paid prior to check-in to purchase pool heat for your stay.brbrbrDamage 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.

Bed

Bath

Sleeps

$371.59

/ Nightly

Private Vacation Home

Walk to Downtown, Rooftop Jacuzzi, Contemporary Decor

Sarasota, Florida, United States

Welcome to Cityscape Retreat, an exquisite 4-story 2 bedroom 3 1/2 bathroom modern townhome with rooftop hot tub and sunset views! Nestled in the vibrant Uptown District of Downtown Sarasota this townhome is perfectly positioned within walking distance of Downtown's top amenities and attractions. With bustling shops, top restaurants, boutiques, annual festivals, weekly famer's market, and excellent nightlife and live music, this luxurious retreat offers a chic urban escape for those seeking both comfort, entertainment, and convenience. Perfect for business travelers, remote workers, couples, or friends looking to explore the best of Sarasota. brbr- Rooftop Hot Tub & Sunset Views br- Near Top Beaches: Siesta Key, Lido Key, Longboat Key br- Fully Stocked Gourmet Kitchenbr- In-Home Private Laundry Room br- High-End Furnishingsbr- King Bedrooms with High-Quality Linens br- Ensuite Bathrooms with Plush Towels br- Jacuzzi Tub br- High Speed Internetbr- Smart TVs & Streamingbr- Office Space br- Two Car Garage br- Pet Friendly br- Perfect For Business Travelers br- Central Downtown Locationbr- Minutes from St Armands Circle brbrbrTHE INTERIOR SPACE br-----------------------brThis vacation oasis is designed for the modern traveler, featuring sleek architecture, high-end furnishings, and an array of upscale amenities. As you enter the townhome, you’re greeted by a spacious and contemporary office with double pullout sofa on the ground floor. This office space is outfitted with a stylish desk and chair, ideal for those who need to catch up on work or simply desire a quiet place to reflect. A SMART TV is mounted on the wall, and a plush sleeper sofa offer a perfect blend of productivity, relaxation and an additional sleeping space for two children or one adult when needed. Across the hall, you’ll find a full bathroom with a glass-enclosed shower, adding to the convenience of this functional space.brbrThe heart of the home awaits—a stunning open-concept living area that exudes modern sophistication. The living room is a cozy yet refined space, furnished with plush sofas and swivel chairs, all oriented around a large SMART TV, perfect for movie nights or catching up on your favorite shows. Adjacent to this, a sleek powder room adds a touch of convenience for guests.brbrThe gourmet kitchen is a culinary masterpiece, designed with both style and functionality in mind. Gleaming white, gray, and black granite countertops contrast beautifully with the state-of-the-art stainless-steel appliances, including a gas stove that will delight any home chef. The kitchen island, complete with a built-in sink and seating for three at the barstools, provides an ideal spot for casual meals or a morning cup of coffee. The adjacent dining area, with a table that comfortably seats six, invites you to enjoy delicious meals in a chic setting.brbrOn the third floor, the townhome offers two luxurious bedroom suites, each featuring a king-sized bed dressed in high-quality linens, ensuring a restful night’s sleep. The primary suite is a true sanctuary, boasting an ensuite bathroom that rivals those of a five-star hotel. Here, you can unwind in the jetted tub, enjoy the spacious double sink vanity, or refresh in the expansive glass walk-in shower. The guest suite is equally impressive, with its own ensuite bathroom featuring a large glass-enclosed shower, offering privacy and comfort for all guests.brbrFor your convenience, a full washer and dryer are tucked away on this floor, making laundry a breeze during your stay. The townhome also includes a double-car garage and a carport, providing ample parking for your vehicles. brbrThe pinnacle of Cityscape Retreat is its rooftop terrace, an urban oasis where you can soak in the jacuzzi while taking in panoramic views of the skyline. Comfortable outdoor chairs are perfect for lounging with a drink in hand as you watch the sunset or gaze at the stars.brbrWith its prime location, luxurious amenities, and sophisticated design, Cityscape Retreat is more than just a place to stay—it’s an experience. Whether you’re in Sarasota for a romantic getaway, a family vacation, or a business trip, this townhome offers the perfect blend of city living and serene relaxation. brbrLOCAL ATTRACTIONSbr------------------------br- Sarasota Pompano Park Pickleball Courtsbr- Legacy Trailbr- Siesta Key Beachbr- Lido Key Beachbr- Downtown Sarasotabr- St Armands Circlebr- Sarasota Jungle Gardensbr- John Ringling Museum brbrGOLF & COUNTRY CLUBSbr----------------------------br- The Meadowsbr- University Park Country Clubbr- Tatum Ridgebr- IMG Academy Golf Clubbr- Esplanade Golfbr- WaterleafbrbrLOCAL GROCERYbr-------------------br- Detwiler's Farm Markets: Great for organic fruits and vegetables!br- Publixbr- Trader Joesbr- Whole Foodsbr- Fresh Marketbr- Walmart GrocerybrbrADDITIONAL AMENITIESbr----------------------------br- Fresh Hotel-Style Linens br- Plush Towels and Washclothsbr- Starter of Bath Essentials - soap, shampoo & conditionerbr- Paper Towels, Dish Soap, Kitchen Sponge br- Trash Bagsbr- Local Coffeebr- Laundry Detergentbr* Please be prepared to bring any additional supplies that you will need during your stay. Thank you! brbrAREA ATTRACTIONSbr-----------------------br- 12 miles from IMG Academybr- 1 minute from Downtown Sarasotabr- 2 minutes from Payne Parkbr- 1 mile from Bayfront Parkbr- 1 mile from Marie Selby Botanical Gardensbr- 1 mile from the Ritz-Carlton and Westin Hotelsbr- 3 miles from Bobby Jones Golf Clubbr- 11 miles to Waterside at Lakewood Ranch brbrAIRPORTSbr------------br- 5 Miles from Sarasota-Bradenton International Airport (SRQ) br- 63 miles from Tampa International Airport (TPA)brbrBEACHESbr-------------br- Lido Key Beach (4 miles)br- Siesta Key Beach (7 miles)br- Turtle Beach (9 miles)br- Longboat Key Beach (10 miles)br- Anna Maria Island (20 miles)brbrPET FRIENDLYbr----------------brThis is a pet friendly home! Please include your pet in your booking so we can make the appropriate arrangements for the departure cleaning. A $250 pet fee per dog is required to help remove pet hair and dander from any furnishings and floors for our future guests. Thank you for your understanding, and we look forward to hosting you and your pup!brbrPRIVATE ELEVATORbr----------------------brPLEASE NOTE: Elevators are subject to wear and tear as they have complex mechanical parts and could malfunction if not used properly causing temporary interruptions in service. While we address maintenance and repairs promptly, please be aware that you may have to use the stairs during your stay.brbrbrWELCOME TO SARASOTA!br----------------------------brConsidered one of the top places to visit in Florida, Sarasota is home to white sandy beaches, crystal clear waters from the Gulf Coast and a diverse community full of enriching arts and culture. brbrThe Sarasota beaches are comprised of six islands, each with their own unique personality, natural beauty, and fun adventures. Longboat Key is the northernmost key with 12 miles of sandy shores and a place sea turtles come to nest. Lido Key has three beaches and home to the famed St. Armand’s Circle. Siesta Key has two main bridges and is regarded as the #1 beach in the world. Caspersen Beach in Venice is dog-friendly and the perfect place for shark tooth hunters. Manasota Key is the nature lovers dream with walking trails from Gulf to bay. And finally, Casey Key has an 18-acre park, picnic areas and concession stand, perfect for a fun day trip. brbrAfter a day enjoying one of the many beaches, explore another side of Sarasota- the arts, restaurants, and nightlife. Known as Florida’s Cultural Coast, Sarasota County has an array of museums, galleries and performing art venues.brbrFor the foodie in all of us, enjoy several award-winning restaurants with views of the Gulf, skyline and more. From fine dining to small seafood joints and numerous food festivals, there is an abundance of choices.

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$938.98

/ Nightly

Private Vacation Home

Luxurious coastal home, walking distance to SK Village & beach!

Sarasota, Florida, United States

The Periwinkle House is a spectacular home located in Siesta Key. 5 bdrm, 3.5 bth & a VERY large heated pool. Just 1/2 mile to the world-famous No.1 rated Siesta Key Beach & a short 3 block walk to the Village, shops, restaurants, & entertainment. Close proximity to the North bridge you will find beach access, a short boat ride to Sarasota Bay, dining on and off the key, short drive to downtown Sarasota for more dining, theatre, the arts, St. Armands Circle, & more. brbrA coastal color palette & wood floors throughout. Kitchen has custom cabinetry w/glass displays, breakfast bar, granite, marble backsplash, stainless appliances, modern lighting fixtures & full complementary laundry room w/storage. Dining area (seats 8) leads you to the front lower balcony, the perfect place for a morning read & coffee. Cozy family room leads to the lower balcony overlooking the pool & tropical backyard. Master suite offers balcony access, walk-in closets, luxurious bathroom with a freeform tub, separate shower, floating vanity w/stone counters. The second level offers an en-suite bedroom and bath w/private balcony access, 3 additional guest bdrms, bath & bonus room. Backyard offers a covered patio, pool, tropical landscaping, shower & fenced yard.

5

Bed

3

Bath

10

Sleeps

$118.5

/ Nightly

Private Vacation Home

Sapphire shores by the bay.

Sarasota, Florida, United States

Summary:brThis home is located in sapphire shores just one block to sapphire park where you can watch the most amazing sunsets. brIt’s a 5 minute drive to downtown Sarasota, 15 minute drive to St. Armands, Lido and Siesta beach. brThe neighbourhood is quiet and very safe. Your family will be close to everything when you stay at this centrally-located place.brSmall pets allowed under 10 poundsbrbrGuest Access:brThere is a lockbox next to the front door

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Select Dates for Price

Private Vacation Home

Central Sarasota Home: 8 Mi to Siesta Key!

Sarasota, Florida, United States

Retreat to Florida's Gulf Coast when you book this home just 2 miles from downtown Sarasota! This 2-bedroom, 1-bathroom vacation rental offers the ideal launchpad for beachgoers, tranquility seekers, and those in need of a hassle-free getaway! When you're not tanning on Siesta Key or visiting the Mote Marine Laboratory & Aquarium, recline in the bright interior, prep a cup of joe at the coffee bar, or enjoy a meal in the backyard. Whatever your heart desires, relaxation is sure to find you here!brbr-- THE PROPERTY --brbrFree WiFi | Fenced Backyard | 2.5 Mi to Downtown SarasotabrbrBedroom 1: Queen Bed | Bedroom 2: Queen BedbrbrHOME HIGHLIGHTS: 3 Smart TVs, shower/tub combobrKITCHEN: Refrigerator, stove/oven, microwave, coffee maker, coffee station/bar, dishware/flatware, cooking basics, spices, trash bags/paper towelsbrGENERAL: Central A/C & heat, linens/towels, washer/dryer, complimentary toiletries, hair dryerbrFAQ: 3 stairs required, 5 exterior security cameras (facing out), pet fee (paid pre-trip), no live TV or cable (available upon request)brPARKING: Driveway (4 vehicles), free street parkingbrbr-- THE LOCATION --brbrNEARBY ATTRACTIONS: The Ringling Beach House (5.5 miles), Sarasota Jungle Gardens (6.5 miles), Mote Marine Laboratory and Aquarium (7.7 miles), The John and Mable Ringling Museum of Art (7.9 miles)brBEACHES & PARKS: Bayfront Park (2.6 miles), Lido Key Beach (5.5 miles), South Lido County Park (6.2 miles), Siesta Key Beach (8.5 miles), Oscar Scherer State Park (13.1 miles), Myakka River State Park (17.5 miles)brEVENTS: SarasotaCon (2.3 miles), Sarasota Craft Festival (2.4 miles), Downtown Sarasota Festival of the Arts (2.5 miles), Suncoast’s Largest Food Truck Festival (6.8 miles)brAIRPORTS: Sarasota Bradenton International Airport (5.8 miles), Tampa International Airport (63.0 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $50 fee (+ fees & taxes)br- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: Your safety matters. This property features 5 exterior security cameras: 1 camera is located on the front of the home facing the yard and sidewalk, 1 camera is located on the front of the home facing the front door, 1 camera is located on the back of the home facing the backyard, and 2 cameras are located on each side of the home facing out. The cameras record video and sound when activated by motionbr- NOTE: The property requires stairs to accessbr- NOTE: There is no live TV or cable, but it could be arranged during your stay upon request

2

Bed

1

Bath

4

Sleeps

$129.92

/ Nightly

Private Vacation Home

Cozy 3BR San Michele Townhome • Pool • Tennis • Near UTC Mall

Sarasota, Florida, United States

Welcome to your home away from home! This comfortable 1,652 sq ft townhouse offers 3 bedrooms, 2.5 bathrooms, bright living spaces, and all the conveniences you need for a relaxing Sarasota getaway.brbrPlease note: This home requires an HOA application submitted 7- 14 days before check-in. HOA fee: $150 per adult or per married couple (not included in the rental fee – subject to change).brbr★ Living AreabrbrStep inside and unwind in the cozy living room, featuring: Two comfortable couches, Smart TV, Large windows bringing in natural light, Stylish décor that makes the space feel warm and inviting.brPerfect for movie nights or a relaxing evening after exploring Sarasota.brbr★ DiningbrThe dining area offers a table for four — ideal for meals, remote work, or planning your next Florida adventure.brbr★ KitchenbrThe fully equipped kitchen includes everything you need to cook at home: Microwave, oven, stove, dishwasher, refrigerator, coffee maker.brStarter supplies (pods & trash bags)brWhether you’re preparing breakfast before the beach or a relaxed dinner at home, you’ll find everything you need.brbr★ Bedrooms (3)brAll bed linens are provided.brMaster Bedroom: King-size bed, spacious walk-in closet, large window, ensuite bathroom, carpeted floorsbrBedroom 2: Two twin beds (can be converted into a king upon request), chest of drawers, bright natural light.brBedroom 3: Convertible sofa bed, workspace with desk and printer — perfect for remote work.brbr★ Bathrooms (2.5)brMaster Ensuite: Large walk-in shower, double sinks, toilet.brBathroom 2: Tub/shower combo, sink & toiletbrHalf Bath: Conveniently located on the main floor.brbr★ LaundrybrA separate laundry room with washer and dryer makes long stays easy and convenient.brbr★ ParkingbrOne-car garage accessible from the rear of the house (also where all equipment and accessories are stored).brSpace for a second vehicle on the driveway and temporary guest parking available at the front of the home.brbr★ Community AmenitiesbrEnjoy the lovely *heated* community pool, BBQ grills, and tennis courts — great for relaxing days close to home. Please note that pool temperature may vary depending on outdoor conditions, and during colder weather, it may not always reach the desired setting. The pool is heated seasonally in accordance with Homeowners Association guidelines. Guests are kindly asked to follow all HOA pool rules, including posted hours of operation.brbr★ Location – Close to Everything!brLocated in the quiet and centrally positioned San Michele community, this home gives you quick access to Sarasota’s best attractions:brDowntown Sarasota – 10 minbrUTC Mall – 15 minbrNathan Benderson Park – 20 minbrLido Key Beach – 20 minbrSiesta Key Beach – 25 minbrThe perfect base to explore beaches, parks, shopping, and dining.brbr★ High Season Booking Policy (Jan 1 – March 31)brDuring high season, reservations are available by full calendar months only, with check-in on the 1st. Guests may book one or multiple consecutive months.brbr★ Extra Amenities for Your StaybrWe’ve stocked the home with everything you need for beach days, outdoor fun, or sports:brbrSports & Outdoor Gear:br2 golf bagsbr2 tennis racketsbr1 basketballbrbrBeach Accessories:br2 beach cartsbr2 beach chairs + umbrellabr2 low beach chairsbr2 folding rocking chairsbr1 Tommy Bahama beach umbrellabr1 small beach tentbr1 beach matbr1 portable beach tablebrbrPool & Beach Games:br5 pool noodlesbr1 inflatable mattressbr4 water gunsbr1 frisbeebrbrEverything is ready to help you enjoy the Florida lifestyle!brbr★Important Notes & Rules:br- Not a party house, please be mindful of residentsbr- No petsbr- Non smokingbr- For your safety, swimming is at your own risk, and children must be supervised at all times.br- Ac cannot be lower than 70 F and heat cannot be higher than 77 Fbr- Don't leave doors/windows open when AC/Heat is running.br- About SERVICE ANIMALS: We are aware of the value service animals bring to people, and we are aware of the policy of allowing service animals without discrimination unless health and safety becomes an issue.brThe homeowner suffers from severe allergies and uses this home as the primary living space when not hosting guests. brAs such, if you travel with a service animal, we respectfully request not to reserve this home as we need to guarantee the health of our homeowners.brbr★Add-on:brTraveling with a little one We offer a Pack 'n Play for use during your stay for a one-time fee of $50. This includes clean, fitted sheets for your convenience. Just let us know in advance if you'd like to add this to your booking!brbr★Wildlife Awareness:brFlorida's diverse wildlife awaits responsibly; refrain from direct contact and adhere to safety guidelines. For more information, visit the Florida Fish and Wildlife Conservation Commission.brbrYour unforgettable getaway awaits!

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$365.26

/ Nightly

Private Vacation Home

Charming Sapphire Shores Bungalow with Backyard Oasis

Sarasota, Florida, United States

Certificate Number: 25-VR-000020 Discover the beauty of Sarasota from this 2-bedroom bungalow that's bursting with Florida charm. The soothing interior features 2 bedrooms with king beds, 2 separate living areas and a fully stocked kitchen, perfect for a relaxing and hassle-free vacation. The backyard oasis is a true highlight of the property. With a heated pool, spacious lounging area and covered outdoor kitchen complete with dining table, you will never want to leave! Venturing out of the house is a delight of equal measure. The home is a stone's throw from the best of Sarasota's offerings. The Ringling Museum of Art, Asolo Repertory Theater, Sarasota Ballet, Sarasota Jungle Gardens, and the beauty of Sarasota Bay are all right at your finger tips. A short drive will bring you to the outstanding shopping and dining scene of Downtown Sarasota or St. Armand's Circle and Sarasota's famous white sandy beaches. This is the vacation you've been dreaming of!

2

Bed

1

Bath

6

Sleeps

Vacation Home Rentals By Owner In Sarasota, FL

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$317.29

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$200.87

$319.15

$1140.11

$339.09

$371.59

$938.98

$118.5

$129.92

$365.26

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