Vacation Villa Rentals By Owner In Sarasota, FL

Now Booking 2026! 30% off stays of 28 night or more!! *Please note our Strict Cancellation Policy listed only applies to bookings during high season from January through April. See our Custom Seasonal Cancellation Policy at the bottom of this description and in our Rental Agreement.brbrCentrally located a short distance from SRQ Airport off Tamiami Trail on a cul-de-sac street and close distance to restaurants, groceries, downtown Sarasota, and Siesta Key Beach. From the moment you book, we send helpful messages to help you plan for your stay. A digital Guest Welcome guide, that you can add to your phone as an app (no download necessary - its a progressive web app) provides you with details on the unit, what's provided by us, directions to the property, arrival and check-in & check-out info, plus information about the area like beaches, grocery stores, restaurants, shops and nightlife. The day of arrival, you will experience effortless check-in with new Schlage Encode WIFI smart locks on the front door. Door codes will automatically get sent to you on your day of arrival along with directions to the property and more info. brbrThis cozy 3 bedroom, 1 bath villa (that's one- half of a duplex) offers room for everyone. It's newly painted with updated décor and a few new finishing touches to surprise our guests! Please note: Reservation prices are based on an occupancy of 4. See more details below.brbrWhen you walk through the door at self-check-in, you enter the foyer where a console table greets you with a Welcome Guide and a Guest & House Rules manual along with WIFI instructions for you to reference during your stay.brbrThe Living/Dining room combo features a bamboo glass-top table offer seating for 6. Plus there are 2 barstools to sit at the kitchen pass-through counter top. A large Roku Tv is mounted on the wall to enjoy your shows or have a movie night while lounging on the white leather L-shaped sectional after a long day playing in the sun on the soft white sand at Siesta Key Beach!brbrThe first bedroom is located near the front door. Passing through a barn door, this bright and airy yet cozy bedroom features a new queen size bed and frame with tufted fabric headboard, super soft hotel-style sheets & bedding, a single nightstand and lamp, with room darkening curtains and window shades to help you sleep in if needed.brbrFor the convenience of guests staying in this room, a tall clothing armoire and dresser is available just outside the room along with a full-length mirror and luggage rack.brbrThere is a small mid-century modern laptop desk and chair next to the kitchen should you require a place to work or browse the internet during your stay. Feel confident staying connected with super fast free WIFI.brbrThe kitchen features an electric oven & range, microwave, toaster oven, coffee bar with Keurig coffee maker, k-cup pods, 5- cup drip machine, and fresh ground coffee. The kitchen is equipped with pots, pans, plates, bowls, and all the essential items needed to cook a meal at home or prep for the beach. In the pantry you will find it nicely stocked with spices, oils, and some snacks and pantry staples including some breakfast items should you need them.brbrThe newly remodeled bathroom has a linen closet next to it with extra bath and beach towels.brbrThe Primary bedroom is located next to the bathroom and features a queen size, extremely comfortable bed, with new soft hotel-style sheets & bedding. A nightstand with lamps and charging pads for your phones are located at each side of the bed. Watch TV in bed with the large wall-mounted smart TV. A small closet, luggage rack, and dresser help your items stay organized during your stay. There is a pack and play crib already available in the main bedroom closetbr brAlso in the primary bedroom, a small barn door leads to a bonus 3rd bedroom with a new & comfy queen sized bed, new hotel-style sheets & bedding, and a nightstand with lamp and charging station. Stream TV from bed on the large wall-mounted TV w/ Chromecast. Keep your clothes stored in the dresser. Behind the curtain next to the TV, you will find the stackable Washer & Dryer with laundry soap and dryer sheets available to use for free during your stay.brbr Looking for a place to bring your fur babies and pets Dogs under 50lbs are allowed to stay here with you! (1 pet per stay) Take them to the dog beach in Venice for a fun-filled day in the sun! Pet fees apply.*brbrSpeaking of heading to the beach! We also provide beach chairs for 6, a beach umbrella, beach bag tote and an ice chest tote for you to enjoy a day at the beach, whether it's World-famous Siesta Key Beach, Lido Beach, Longboat, Beer Can Island or Anna Maria Islands, Holmes Beach & Bean Point!brbrThe front patio of your villa has 2 chairs and a small side table if you want to enjoy your coffee outside. The front yard of the duplex features a yard divider to separate the space, offering privacy for your group. There is outdoor seating for 5 (6th chair coming again soon) with an umbrella, and landscape lighting for ambience.brbrThe house is a duplex, the side you are enjoying is 1837, the other side is 1839. The backyard is shared with other guests (firepit, grill), but most of our guests spend their time out enjoying the beach and Sarasota!brbrIn the shared backyard, we have a propane gas BBQ grill, and a fire-pit with chairs for you to use and is fully fenced in with new pet gates installed on each side of the house.br brThe shared backyard also has a coral rock & solar-light lined path that leads to our other listing, the Lil John Coastal Cottage, a standalone guest cottage, that's located under an Oak tree.brbrParking spots are assigned with signage for the Robinhood Beach Villa and the other 2 units. There is Parking for 2 cars in the left side driveway during your stay.brbr*Additional charges are incurred on all guest reservations over 4 guests (as extra guests charges (this is because the 3rd bedroom is a bonus room setup with an additional bed and is only accessible through the main bedroom) - *see details on charges when setting the total number of guests upon booking). Feel free to message for more details.brbrThere is a pack and play crib already available in the main bedroom closetbrbrbrImportant: Before you arrive you will be asked to complete guest verification through third-party provider Truvi. This is done to ensure we are keeping up-to-date with short-term rental regulations as well as providing both our guests and our properties with extra protection. Truvi will contact you via email and/or text to complete the verification. Please do so prior to arriving at the property to enable a quick and easy check-in process. You will also be given the choice between a security deposit or a non-refundable damage waiver. There is also a separate rental agreement that is sent for e-signingbrbrOur custom seasonal cancellation policy and our refund policy:brJanuary - April : Strict - *Partial refund 60 days before check-in; No refund after 60 days.brMay-October: Moderate: *Partial refund 30 days before check-in; 50% refund 14-30 days before check-in. brNovember - December: Firm - *Partial refund 60 days before check-in; 50% refund 30-60 days before check-in. br*Partial refunds are further defined as (VRBOs/Elevate Stays/Google Vacation rentals) 100% refunds minus processing fees incurred by the merchant - StripebrThe Host recommends that all guests obtain appropriate travel and personal insurance coverage to cover these charges in case of a cancellation. brbrWe provide fast, free T-Mobile 5G WIFI brbrbrWant to have your kitchen stocked with groceries upon your arrival Inquire with us!brbrbrIf an earlier check-in time is available a tiered fee for early check-in will be assessed. Inquire with me for details - early check-in fees. *If you need a guaranteed early check-in or check-out, please book the night prior or after.brbr* Upon check in and throughout your stay If there is any damage, spills, stains, appliances or TV’s that are not working, etc. please contact me immediately and I will do everything I can to correct or repair.brbrPlease contact me you are needing a Late check out - arrangements must be made with me and there is an additional tiered fee for late check-outs. Inquire with me for details. We need to have plenty of turn around time for the next arriving guests.brbrbrMinut Sound decibel monitors and Ring Doorbell cameras for security and insurance purposes monitor the property.brbrbr**Extra charges may apply to stays that require excessive cleaning, damaged items, damage to property, and replacing lost or ruined linens, towels and/or beach accessories. We keep an inventory of everything in the unit. If you accidentally break, misplace, or even leave an item(s) at the beach - please notify me. I may not charge you anything if I am notified in advance.brbrbr***In regards to Florida's natural wildlife, floral and fauna, we will sometimes experience mosquitoes, ants, spiders, cockroaches, etc outside. We have regular pest treatments performed both inside & outside the units. We also personally, utilize bait, traps and sprays to keep these insects outside where they belong. Please don't keep windows without screens or doors open too long as you nay inadvertently let some inside. Should you come across any pests during your stay, please make us aware so we can address the situation. While it's rare to come across these pests inside, a refund will not be offered for the occasional occurrence. We always want you to be comfortable during your stay and you will find that we act quickly and with compassion to resolve any issues you have. We just need to be aware of it in order to resolve anything. ***

Robinhood Beach Villa

Sarasota, Florida, United States

3

Bed

1

Bath

Sleeps

$316.01

Experience elevated coastal comfort in this newly renovated Studio Premium unit 28, thoughtfully designed for style and flexibility. The space features a luxurious king-size Murphy bed, beautifully accented with rustic barn wood detailing above the bedding, blending modern convenience with coastal charm. For added versatility, a twin cubby bed tucked into the closet provides a perfect sleeping option for a guest or child without sacrificing living space. The unit includes one full bathroom and an open, airy layout ideal for relaxing after a day in the sun. Located just steps from **Siesta Key Beach—widely recognized as the #1 beach in the world—**this studio offers the perfect balance of comfort, design, and unbeatable beachfront location.

Casa Mar- 28 Premium

Sarasota, Florida, United States

Bed

Bath

Sleeps

$300.36

Minutes to #1 Siesta Key Beach, shopping and everything else You need on a vacation. Enjoy Your stay in this updated, 2 bedroom, 2 bathroom villa with a private garage and lanai. Free WiFi!brBeautiful Pool, Hot tub, Tennis courts and a putting green are just steps away. Modern Beach decor; fully stocked- including beach chairs & toys. Everything You need to just come and relax :) Lush, natural backdrop to the lanai gives You privacy from neighboring high net value homes and a golf course.brbrThe spacebrOpen Concept Spacious Villa Style home features master bedroom suite, extra bedroom and 2 updated bathrooms. With modern decor and high quality furniture make it a Zen space close to the beach, shops, etc. Perfect for a private getaway. ***New Kitchen 2021 and other updates. br*Service Dogs allowed.

Modern, Spacious Villa close to #1 Siesta Key Beach! FreeWiFi, Updated ,Hot tub

Sarasota, Florida, United States

Bed

Bath

Sleeps

$213.15

POOL AREA with LAKE-VIEW, KING BED, WOOD/Ceramic FLOOR (no carpets!) and FREE WIRELESS HIGH-SPEED INTERNET all for the LOWEST PRICE in the area !!! - 5 mins from the whitest sands of Siesta Beach!!! WORLD-CLASS RESORT! Villa with tropical garden view, most peaceful.brbrLOCATION! Cycle to Siesta Beach to enjoy the breeze and the white powdery sand. Sit in your lanai and watch wildlife around you! - feels like you are in a zoo. Steps from the brand new heated pool and hot jacuzzi. Coming with kids Perfect - they are just a call away.brbrThis unique World-class Resort of Vacation Rental Villas nestled in a lush-wooded, park-like setting in the heart of Sarasota. Tall pine trees, luscious foliage and lakes provide a quiet, serene place to relax and unwind. Enjoy the day in the heated pool, jacuzzi, or playing tennis. brbrExtremely comfortable, beautifully furnished and clean villas, centrally located to the magnificent white powdery beaches of Sarasota (Siesta Key, Casey Key, Nokomis and Venice) and the elegance of downtown Sarasota culture of the Ringling Museum, Van Wezel Performing Arts Hall, and Asolo Theater Company. YMCA largest gym, Water park and Hiking Trails are just around the corner.Golfer's paradise!brbrThe ideal Sarasota location to organize a family reunion, lodge visiting friends or relatives for a wedding, an anniversary, a birthday or just a relaxing vacation. TAKE HOME WITH YOU A PROFESSIONAL PHOTO ON THE BEACH IN THE WHITE SAND! WEDDING PHOTOGRAPHY also available! - please ask!brbrbrKeywords: Spacious Tropical Luxury Villa

SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi

Sarasota, Florida, United States

Bed

Bath

Sleeps

$286.14

Discover the perfect beach getaway at our charming studio on beautiful Siesta Key, just steps from the world-famous white sands of Siesta Beach. Ideal for couples or solo travelers, this cozy and well-appointed retreat offers everything you need for a relaxing escape. Nestled in the heart of Siesta Key, you’ll be within easy walking distance of the beach, local shops, and vibrant dining options. Inside, the studio features a comfortable queen-size bed, a cozy seating area, and a flat-screen TV for your entertainment. The fully equipped kitchen includes a refrigerator, stove, microwave, and all the essentials for a convenient stay, while the bathroom offers a tub/shower combo, fresh towels, and a complimentary starter kit of toiletries. Step outside to enjoy the front patio or take a refreshing dip in the shared pool—perfect after a day of exploring the island. Additional amenities include high-speed Wi-Fi, two on-site laundry facilities, and free parking. Whether you're planning a quick weekend getaway or an extended stay, this delightful studio offers the ideal blend of comfort, location, and laid-back island charm. Book your stay today and experience the best of Siesta Key living.

29 Standard Plus - Sandy Toes & Studio Dreams - Perfect Siesta Key Getaway

Sarasota, Florida, United States

Bed

Bath

Sleeps

$91.72

Beautiful, cozy and comfortable best describes this completely remodeled one bedroom, one bath villa in Winslow Beacon, nicely turnkey furnished with porcelain floors throughout and Up-to-date with premium granite counters. a fully screened Lanai offers beautiful views in this golf oriented community. Walk out the front door and you are practically on the golf course! The Meadows offers many reasonable membership packages and the Country Club offers Tennis, Swimming and Fitness in addition to Golf. There are also extensive walking trails with many bird watching opportunities. The new university town center mall is less than a five minute drive. This villa is ready to move in with Wifi included. The meadows has 2 public golf courses and is very close to shopping and local beaches. No pickup trucks, motorcycles or pets.brSomething for everyone! br

AVAILABLE FEB 1-DEC.31, 2025 - LOVELY 1/1 TURNKEY FURNISHED VILLA @ THE MEADOWS

Sarasota, Florida, United States

1

Bed

1

Bath

4

Sleeps

$309.13

And there will be light! This mid-century architect-designed house will charm you with its bay windows and sliding doors in almost every room. I With its 3 bedrooms including a king, queen, and full bed, guests will have plenty of space to unwind. WiFi, AC, and a washing machine. Kickback, relax, and enjoy everything Sarasota and our villa has to offer.brEnjoy the pool and the Beach ! Close to Sarasota Center, only a 15-minute drive from Siesta Key Beach, the number one beach in the U.S. Enjoy nearby restaurants and the bike trail. Featuring a unique in-ground pool that is the showcase of the L-shaped courtyard. Featuring new beds and comfortable mattresses. 3 beds, 2 baths, the living space is open to the kitchen. The open family living room is filled with light. If you haven’t found your happy place yet, this could be the one!

Very bright 3-bedroom pool villa, close to siesta Key beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$234.48

Large heated Pool, Jacuzzi, 2 lighted Tennis courts, Shuffle board, Putting green , Picnic area with Grills and outside seating plus Club house with Pool table, and Party room. All set among ponds and trees, just minutes from famous, white sand Siesta Key Beaches, shopping, restaurants and golf courses. Beautifully remodeled interior, inviting decor, vaulted ceilings, great closet space, new top quality designer's kitchen and bathroom cabinets, granite counters,, stainless steel appliances and custom design furniture.brWasher and Dryer inside the unit. 1 car garage, screened in lanai, private backyard.br

Resort like vacation- close to a beach.

Sarasota, Florida, United States

Bed

Bath

Sleeps

$213.41

Summary:brbrIndulge in serenity and style with this tranquil waterfront haven. Enjoy incredible views, a central location, and top-notch amenities! This luxurious condo boasts spacious interiors, contemporary finishes, and a balcony offering mesmerizing waterfront vistas. Proximity to restaurants, beaches, shopping, and more. Direct access to the Gulf, allows you to savor stunning Sarasota sunsets or bask in the beauty of the bayfront. Unwind and make the most of this exceptional retreat!brbrbrbrThe Space:brbrEmbark on a day of adventure on the crystal-clear waters with complimentary access to your kayak. Feel free to bring your paddleboards or kayaks and launch them from our private kayak launch to get your friends and family active.brbrbrbrMeander along the impressive 1000-square-foot boardwalk that provides breathtaking views of the entire waterfront. Whether you're into fishing, leisurely strolls, or enjoying a sunset, the boardwalk offers a luxurious setting. It's perfect for a romantic meal or a secluded fishing spot for some quality alone time.brbrbrbrGuest Access:brbrFeel at home from the moment you arrive – you have exclusive access to the entire house throughout your stay. From the cozy bedrooms to the fully equipped kitchen, the inviting living spaces to the tranquil outdoor areas, every corner of this residence is yours to enjoy. Make yourself comfortable, relax, and savor the complete experience of calling this place your home away from home.brbrbrbr1 car per unit is allowed for entry.brbrbrbrGetting Around:brbrNavigating downtown Sarasota is a breeze, offering a seamless blend of convenience and charm. Whether you prefer to explore on foot, by bike, or via public transportation, downtown Sarasota has you covered. The city boasts pedestrian-friendly sidewalks, perfect for strolling amidst the vibrant streets lined with boutiques, cafes, and cultural attractions.brbrbrbrFor cycling enthusiasts, dedicated bike lanes and picturesque paths make it easy to pedal your way through the city. Embrace the coastal breeze as you ride along scenic routes and discover hidden gems around every corner.brbrbrbrPublic transportation options, including buses and trolleys, provide efficient and accessible ways to traverse downtown Sarasota and its surrounding areas. Enjoy the ease of moving from one district to another, experiencing the diverse offerings of this lively city.brbrbrbrWhether you're drawn to the cultural landmarks, shopping districts, or waterfront vistas, getting around downtown Sarasota is a delightful journey, inviting you to explore the heart of this vibrant Florida city with ease.brbrbrbrOther Things to Note:brbrWelcome to our Airbnb! We're delighted to have you stay with us. To help you get settled in, we provide an initial startup supply of essentials, which should last you about three days. This includes paper towels, toilet paper, soaps, shampoos, lotions, and conditioner. This is due to some guests staying for a few days, weeks, or even the entire winter with us. If you need any additional supplies during your stay, there are local stores nearby where you can purchase more. We hope you have a wonderful time and enjoy all the amenities our property has to offer.brbrbrbrInteraction with Guests:brbrYour comfort is my top priority! Throughout your stay, I want you to feel at ease and have everything you need. I'm just a message or call away, so please don't hesitate to reach out for any assistance or information. Whether you have questions about the property, need local recommendations, or encounter any concerns, I'm here to ensure your stay is as enjoyable and stress-free as possible. Your satisfaction is my commitment, and I'm ready to help with anything you may require.

Waterfront Condo w/ Kayaks, Resort Pool, Sarasota

Sarasota, Florida, United States

Bed

Bath

Sleeps

$284.62

Summary:brbrEnjoy a stylish experience at this centrally-located attached villa, in the heart of Laurel Park, in downtown Sarasota. 2 bedrooms and 2 bathrooms. All the modern conveniences including a new 75 smartTV, kitchen, private yard & free parking. Ground floor villa offering 2 bedrooms & 2 bathrooms. Bedroom 1 has a king sized bed, Bedroom 2 has 2 twin beds & the living room has a pull out sleeper sofa. BBQ available out back for grilling. Updated 2023.brbrbrbrThe Space:brbrUpdated, clean and comfortable, in the heart of Laurel Park in downtown Sarasota. Less than 5 miles to Siesta Key and Lido Key with award winning beaches.brbrbrbrThe Neighborhood:brbrLaurel Park - Downtown Sarasota. Restaurants, shops & services are all walkable.brbrbrbrThe Villa offers free Wifi, free parking, and is easily accessible to both Lido Beach (4 miles) and the award winning Siesta Key Beach (6 miles) . Both are typically less than a 15 minute drive (traffic varies during time of year).brbrbrbrGetting Around:brbrFree parking. Bus Stop at the end of the street. Free Bay Runner Bus provided by Sarasota to have free access to Lido Beach & other areas. Hop on/off electric scooters around town. Uber. Lyft. Taxis.brbrbrbrOther Things to Note:brbrguests need to be age 21 or older to book.brbrbrbrInteraction with Guests:brbrI am available to contact during business hours via message, text or phone.

Quiet Downtown Sarasota Villa. 2 bed 2 bath. 644

Sarasota, Florida, United States

Bed

Bath

Sleeps

$274.53

Located just 150 yards from Crescent beach, this side of our duplex offers a 2 bedroom and 1 bath villa, and is in the heart of the South Village, within steps of numerous restaurants, bars, shops, grocery store, drug store, and things to do!brbrHere you can enjoy a heated salt water neighborhood pool, private beach access, and your own personal beach gear to use! brbrThe villa is one half of a duplex, and highlights a private fenced-in patio, private parking, and a fully equipped kitchen.

Completely Remodeled- 150 Yards to Beach and Restaurants!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$346.32

Renovated 2 bedroom 2 bath gulfside villa. There is a king bed in the master bedroom and 2 twin beds in the guest room. Also has a washer/dryer and is equipped with hi-speed Internet access. There's a swimming pool right outside your door and just a short walk to the beach & jacuzzi. Attached carport provides covered parking. Maximum occupancy - 4br br When crossing the street, you have access to a beautiful bayside park. br br br The complex is located near shopping and many local eateries! The Siesta Key Trolley provides free transportation from one end of the key to the other.br br *IF MAKING AN INQUIRY AFTER 4:00 p. m. , YOU WILL BE CONTACTED THE NEXT MORNING BY AN HORIZONS WEST AGENT. IF OVER THE WEEKEND, AN HORIZONS WEST AGENT WILL RESPOND TO YOU ON MONDAY.br Amenities Include:br - BBQ Grill: Yesbr - washer dryer: Yesbr - Gulf Side: Yesbr - Bed Size MBR: Kingbr - # of Baths: 2br - Bed Size Guest BR: Queenbr - Conf Line 1: Lg. open floor plan.br - Conf line 2: Close to pool - hasbr - Conf Line 3: a washer dryer too.

Horizons West Beachside Villa D-10 is a great 2 bedroom, 2 bath beachside villa!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$415.03

Island House Beach Resort – Siesta Key, Florida (Crescent Beach)brbrThis beautifully appointed 2-bedroom, 2-bathroom villa offers comfort, style, and privacy just steps from the beach. The primary ensuite features a king-size bed, while the guest bedroom includes 2 twin beds, making it ideal for families or friends traveling together.brbrEnjoy the spacious living and dining areas, a fully equipped kitchen with updated countertops, modern appliances, and a private screened lanai perfect for relaxing after a day in the sun.brbrFor your convenience, the villa includes three large flat-screen TVs, central heating and air conditioning, and all the amenities you need for a comfortable stay.brbrExperience the privacy and ease of your own standalone villa, while being part of the beautiful Island House Beach Resort community. Just a short walk through the resort brings you to the powdery white sands and turquoise waters of the Gulf of Mexico—perfect for relaxing in the sun, sand, and surf.brbrIsland House Beach Resort boasts a range of attractive features including:brbr*A scenic beachfront courtyard with shuffleboard, cornhole, gas grills, and shaded seating areas—ideal for enjoying Siesta Key’s famous spectacular sunsetsbr*2 beach cabanas and beach chairs for your conveniencebr*A large, heated swimming poolbr*A recreation room with ping pong, air hockey and other gamesbrbrHop on the Siesta Key Trolley to visit the vibrant Siesta Village offering a plethora of dining and shopping options.brFeeling adventurous Explore nearby Myakka River State Park, rent a bicycle to tour the island, or kayak and paddleboard through the mangroves and the newly reopened Midnight Pass on the south end of Siesta Key. Explore nearby Sarasota for its golf courses, gardens, museums, and World Renowned Mote Marine Aquarium. With Tampa Bay just an hour away and Disney World and other Orlando attractions a quick 2.5-hour drive, you have the perfect base for a memorable vacation.brbrPack your bags and let Island House Beach Resort make your stay unforgettable!brbrWe look forward to welcoming you to Island House Beach Resort—your perfect getaway on Siesta Key!

Island House Beach Resort Villa 14

Sarasota, Florida, United States

Bed

Bath

4

Sleeps

$500.43

For the months of May-Jun & Aug-Oct, we prefer 21 day min. Will consider less depending situation.brbrDiscover the epitome of coastal farmhouse living in our exquisite villa, nestled within the secure confines of a meticulously maintained golf course community in Sarasota. This charming residence offers 2 bedrooms, office with sleeper sofa, a versatile office space, and 2 full bathrooms, all graced by captivating views of the lush fairways, especially hole number 7. Sleeps 6brbrElevate your lifestyle in this tranquil haven, where leisure and adventure await amidst the backdrop of a pristine golf course community in Sarasota. Back at the villa, a private pool beckons, inviting relaxation and recreation. The interior features an inviting great room, where comfort meets coastal farmhouse style. Whether you're unwinding on coastal furnishings while staying connected with digital TV and WiFi or whipping up your favorite farmhouse-inspired meals, this coastal haven is designed to cater to your desires.

Sarasota Golf Oasis

Sarasota, Florida, United States

Bed

Bath

Sleeps

$213.33

This Sarasota Villa is located on a quiet culdesac in the Palm Aire golf community just steps away from the community pool. This villa is only 10 miles from St. Armand’s Circle and Lido Beach. This location provides an ideal location only short drives to Siesta Key Beach, Anne Maria Island, Bradenton Beach, Homes Beach and UTC Mall. You will enjoy this quiet get away with a spacious living area, large back yard and all the comforts of home. High speed internet and a work area for those that must keep up with work while enjoying the Sarasota sun. Just renovated with new paint, LVT flooring, vanities and toilets.

Sarasota 3 bedroom villa conveniently located on Palm Aire Golf Course community

Sarasota, Florida, United States

Bed

Bath

Sleeps

$374.4

Located in South Sarasota, this newly renovated villa with a large open living/dining area and serene lanai is close to everything and includes access to the lovely heated community pool and hot tub, tennis courts and putting green. Located close to the Legacy Trail. So much is new—kitchen, appliances, updated master bath, new furniture. The villa includes complementary fast and reliable WiFi and 2 smart televisions. There is a laptop-friendly workspace in the second bedroom . Enjoy single floor living, with wider doors and a front door with a step-free entry. Linens and beach towels and chairs are included. 4 Tennis rackets and 2 bicycles are also available for your use. Easy self check-in. See for yourself! ABSOLUTELY NO DOGS PER HOA GUIDELINES.

Serene Resort-style Villa minutes to Siesta Key, in popular Village des Pins

Sarasota, Florida, United States

Bed

Bath

Sleeps

$452.0

Summary:brbrA serene Siesta Key retreat designed for relaxed gathering and coastal living. Located on one of the island’s most coveted streets, this 3-story home offers peekaboo views of Sarasota Bay, steady ocean breezes, and easy access to Siesta Beach - one of the top-ranked beaches in the U.S. - perfect for families, weekly getaways, and refined island escapes.brbrbrbrThe Space:brbrSet on Flamingo Avenue, this three-story coastal home offers privacy, space, and quiet luxury in a well-established residential enclave accompanied by the island’s most iconic estates. The Gulf sits at the end of the street, and peekaboo Gulf views can be enjoyed from the balconies, along with steady ocean breezes throughout the home.brbrbrbrTHE HOMEbrbr3-Story Key West–Style ResidencebrbrPrivate swimming pool (unheated)brbr8-person hot tubbrbr2-car garage + long private drivewaybrbrBasketball hoopbrbrWi-FibrbrBrand-new Samsung TVs throughoutbrbrFully equipped kitchen + family gamesbrbrbrbrThe home is thoughtfully laid out across three levels, offering both generous gathering spaces and private retreats.brbrbrbrTOP FLOOR - PRIVATE FAMILY SUITE LEVELbrbrA peaceful, light-filled retreat at the top of the home.brbrTwo Queen bedsbrbr65” Samsung TVbrbrSpa-style bathroom with his-and-hers sinks, walk-in shower, and Jacuzzi tub beneath a skylightbrbrPrivate balcony with peekaboo water views - ideal for sunrise coffee or quiet dusk momentsbrbrbrbrSECOND FLOOR - MAIN LIVING LEVELbrbrThe heart of the home, designed for connection and flow.brbrSpacious living room with fireplace (non-operational) + 75” Samsung Frame TVbrbrDining room seating for up to 8 guestsbrbrFully equipped kitchen stocked with cookware, prep tools, and essentialsbrbrLarge front porch - doors open directly from living and dining areasbrbrJack-and-Jill bathroom with shower-tubbrbrBedrooms on this level:brbrBedroom 2: King bed + 43” Samsung TVbrbrBedroom 3: Two Twin beds + 43” Samsung TVbrbrbrbrGROUND FLOOR - INDOOR/OUTDOOR FAMILY LIVINGbrbrDesigned for relaxed evenings and family downtime.brbrAdditional flex space with 65” Samsung TVbrbrSliding glass doors leading to the patiobrbr8-person hot tub just steps awaybrbrDirect access to the pool and outdoor oasis, creating seamless indoor-outdoor flowbrbrbrbrOUTDOOR SPACEbrbrFrom the moment you arrive, the walled-in pool and patio create a private island escape - perfect for long afternoons, evening swims, and easy family time.brbrbrbrLOCATIONbrbrLocated on Siesta KeybrbrOcean breezes and a relaxed island settingbrbrQuick access to Siesta Beach, dining, and shoppingbrbrEasy drive to downtown Sarasota via the north bridgebrbrbrbrIDEAL FOR:brbrFamilies and multi-generational staysbrbrWeekly beach escapesbrbrCreative retreats and island livingbrbrGuests seeking privacy, space, and a calm residential atmospherebrbrbrbrWe are excited to host you as a weekly, 7-day rental. If you'd like to book for longer, please message us to discuss.brbrbrbrLicense Number: 25-VR-000060brbrbrbrThe Neighborhood:brbrSet on one of Siesta Key’s most desirable residential streets, the home is surrounded by expansive waterfront estates and a calm, well-kept atmosphere that feels both refined and relaxed. The private pool and hot tub create a true sense of seclusion, giving the property the feel of your own personal resort. At the same time, everything that makes Siesta Key special is within easy reach - from world-renowned beaches to dining and local favorites - allowing you to move easily between vibrant island life and a more private, restorative setting.

Siesta Key 3-Story Retreat- Pool, Hot Tub, Balcony

Sarasota, Florida, United States

Bed

Bath

Sleeps

$319.18

Private beach with quartz sand and clear water await in this destination villa with an 80 second walk to the beach where your chairs await you. Relax on our pullout couch or in the large king-sized bed, in front of one of the big screen TV's, while the sunshine awaits outside the villa. The large bathroom is the perfect place to get ready for your evening adventures. The screen lanai provides a quiet, relaxing spot for your morning coffee or evening dinner. Pool is heated and for use by complex owners and renters. Experience the variety of foods and relaxation the key has to offer in this one-of-a-kind destination vacation. brbrVisit us on TikTok at CasablancaB12 for additional videos or on Facebook at Casa Blanca B12brbrYour next vacation destination awaits

80 second walk to private quartz beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$353.85

Island House Beach Resort | Lanai | Brand New Unit | Trolley Stop On-SitebrbrBring your flip-flops and enjoy island vibes from this 2-bed, 2-bath villa in Sarasota. The vacation rental has a prime Siesta Key location — step outside and relax on powder-white sands with private access to one of America’s top beaches. Roll down to Siesta Village for bites, bars, and shopping. In the evenings, have sunset cocktails on the patio and recharge in serenity for the next coastal adventure.brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 2 twin bedsbr- Living Room: 1 queen sleeper sofabrbrCOMMUNITY AMENITIESbr- Heated outdoor poolbr- Game room w/ ping-pong, pool, air hockey & foosballbr- Shuffleboard, 2 gas grillsbr- Private beach, beach chairs, beach showerbrbrINDOOR LIVINGbr- Smart TV, board gamesbr- Dining tablebr- Washer & dryerbrbrOUTDOOR LIVINGbr- Lanai, outdoor seatingbr- Outdoor shower br- Grilling tools, beach towelsbrbrKITCHENbr- Dishwasher, refrigerator, stove/oven, microwavebr- Drip coffee maker, coffee filters, toasterbr- Cooking basics, dishware & flatware, starter trash bags & paper towelsbrbrGENERALbr- Central heating & A/Cbr- Towels & linensbr- Hair dryerbr- Free WiFibr- Keyless entrybrbrFAQbr- Quiet hours (10:00 PM-7:00 AM)brbrACCESSIBILITYbr- Single-story villa, 1 step to enterbrbrPARKINGbr- Carport (1 vehicle)br- Driveway (1 vehicle)br- No street parkingbrbr-- THE LOCATION --brbr- Walking distance to Crescent Beachbr- Nearby: parasailing, golf cart rentals, boat rentals & intercoastal fishingbr- 77 Siesta Islander trolley stop on-site: service to beaches & the villagebr- 2 miles to Siesta Key Village: bars, restaurants, shopsbr- 11 miles to The John and Mable Ringling Museum of Artbr- 7 miles to Marie Selby Botanical Gardens Downtown Sarasotabr- 11 miles to Sarasota Bradenton International Airportbrbr-- 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- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- Please observe quiet hours from 10:00 PM to 7:00 AMbrbrADDITIONAL INFORMATIONbr- This single-story villa requires 1 step to enter

Private Beach Retreat on Siesta Key! Bright Villa

Sarasota, Florida, United States

Bed

Bath