Vacation Rentals By Owner In Sarasota, FL

Head to sunny Sarasota and stay at this 1-bedroom, 1-bath vacation rental! Located just minutes from the pristine white sands of nearby beaches, this condo grants easy access to days spent sunbathing and swimming in the refreshing ocean. When you’re not out shopping or visiting attractions, like the Sarasota Opera House or the Sarasota Jungle Gardens, relax by the community pool or practice your swing on the tennis court. Enjoy a cold drink on the screened balcony at the end of the day.brbr-- THE PROPERTY --brbrCommunity Pool | Outdoor Dining Area | Tennis Court | Near Shopping + Dining brbrBedroom: King Bed brbrOUTDOOR LIVING: Screened balcony, beach towelsbrINDOOR LIVING: Smart TV, dining table, complimentary wine, laptop friendlybrKITCHEN: Microwave, stove/oven, dishware & flatware, refrigerator, cooking basicsbrGENERAL: Linens, towels, hair dryer, iron/board, complimentary toiletries, trash bags/paper towels, free WiFi, washer, dryer, central heating, central air conditioningbrACCESSIBILITY: Single-story home, 2nd-floor condo, 16 steps required for entrybrPARKING: Dedicated parking space (1 vehicle), additional community parking (first-come, first-served)brbr-- THE LOCATION --brbrSUN + SAND: Siesta Key Beach (4 miles), Turtle Beach Access (5 miles), Nokomis Public Beach (11 miles), Coquina Beach (22 miles), Manatee Public Beach (67 miles) brRETAIL THERAPY: Beneva Village Shoppes (0.3 miles), Sarasota Pavilion (2 miles), Sarasota Square (3 miles), Crossings at Siesta Key (5 miles) brCULTURE: Sarasota Opera House (8 miles), Sarasota Classic Car Museum (11 miles), The John and Mable Ringling Museum of Art (12 miles), Tibbals Learning Center and Circus Museum at The Ringling (12 miles), The Bishop Museum of Science and Nature (25 miles) brFUN-FILLED SPOTS: Livingston's Amusements (2 miles), Big Cat Habitat (9 miles), Sarasota Jungle Gardens (10 miles), Mote Marine Laboratory & Aquarium (11 miles), Anna Maria Island (26 miles) brAIRPORT: Sarasota Bradenton International Airport (12 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- No pets allowedbr- No events, parties, or large gatheringsbr- Must be at least 21 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This single-story home is on the 2nd floor and requires 16 steps for entry

Quaint Sarasota Condo: 4 Mi to Siesta Key Beach!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$270.55

Adorable 2 Bedroom, 1 Bath house in historic downtown Sarasota on famous Burns Court. The house is full of light with floor to ceiling windows in the cozy living room, letting in lots of natural light in the breakfast nook and kitchen. Enjoy the Florida weather while dining on the private outdoor patio that gives you the feeling that you are away from it all while being in the middle of it all! Equipped with ALL NEW APPLIANCES and all the amenities you need, this house is your home away from home. brWalk to shops, restaurants, the cinema....just about everything you need is within easy walking distance. Enjoy everything downtown Sarasota has to offer and never have to drive to get there. This cozy home, built in 1929 has the historic charm with modern conveniences. One of Sarasota's favorite restaurants, Owens Fish Camp, is just three doors down. Lido Beach and St. Armand's circle are 3 miles, a short drive or a brisk power walk over the bridge. Come and enjoy your trip in paradise!!

Downtown Sarasota near Lido and Siesta

Sarasota, Florida, United States

Bed

Bath

Sleeps

$111.38

Vacation RentalbrbrCondo Association Approval Required. Application Will be sent after property is booked.brbrThis charming 2 bedroom, 2 bathroom condo is located on the second floor and boasts stunning views of the Weybridge Fountain, providing a tranquil and picturesque setting for your stay. The open floor plan of this condo creates a warm and inviting atmosphere, perfect for relaxing and entertaining. The cozy kitchen is equipped with all the necessary appliances for your convenience. The master bedroom features a comfortable king-sized bed, with an entrance to the Lanai, where you can enjoy the beautiful views and fresh air. The guest bedroom features two twin-sized beds, perfect for accommodating additional guests or setting up a home office. As a guest of the Meadows Country Club, you'll have access to the community's amenities, including the golf course, tennis courts, and community pool (for an additional fee). The pristine beaches of Sarasota, including Siesta Key Beach, are just a short drive away, offering endless opportunities for sun, sand, and water activities. This condo is conveniently located within the Meadows Country Club community, known for its lush landscaping, serene ambiance, and top-notch amenities. Explore the nearby UTC shopping area, with its array of shops, restaurants, and entertainment options, or simply relax and unwind in the peaceful surroundings of the Meadows. Don't miss this opportunity to experience the best of Florida living in this charming condo.

Updated 2bed/2bath end unit with gorgeous lake views!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$347.9

Private, Stunning, Tropical Oasis located just 4 miles away from Siesta Beach. Fully renovated with 3 bedrooms and 2 bathrooms and Den. Open concept, Spacious, overlooking mature and tropical landscape. Heated swimming pool , all caged in and comfortable sectional and TV in Lanai. Vaulted ceiling in Living room, dark stained hardwood floors, big dining table in Dining Room, 3 additionals TV, oversized slighting door overlooking huge outdoor living space . Gourmet Kitchen with white and navy cabinets and stunning counter tops, stainless appliances. Huge Master Bedroom with Queen bed, TV, double sink cabinet in Master Bathroom, make up counter and walk in shower. Luxurious satin sheets, towels and beach towels for your use. brLarge laundry room with sink and European washer and dryer. brThe entire home is renovated , fully equipped , furnished to make your stay pleasant and relaxing. It sits on half of the acre and completely fenced in .You truly feel like you have arrived at your own private resort. Book your vacation today and enjoy your private retreat!

Modern near Siesta Beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$171.92

Enjoy a comfortable stay in this private home, ideal for families or business travelers. The house offers a fully equipped kitchen, cozy living area, bedrooms, bathrooms, Wi-Fi, and parking. Please note: there is a separate attached studio on the property with its own private entrance. No interior spaces are shared, and guests will have full privacy.

Cozy 2-bedroom house in charming Sarasota

Sarasota, Florida, United States

Bed

Bath

Sleeps

$227.47

Relax with the whole family or as a couple getaway at this peaceful, quiet home. Located just a short 12-15 minute drive from Siesta Key Beach, one of the most popular beaches in the world, along with excellent shopping and groceries only a few minutes away. brbrUse our cozy place as a home base for all the best Sarasota has to offer on your trip.brbrRecently updated, quiet cottage looks so small from the street, but the layout makes the living areas feel spacious and inviting.brbrThe street is so quiet but literally one minute from the very busy Bee Ridge road that takes you to the beach and multiple stores.brbrYou can walk to a grocery store very close, but would recommend having a car or using Uber.brWelcome to Bell Cottage; your beachy home-away-from-home in sunny Sarasota!brWe’re so glad you’re here. This space was designed for easy living, chill mornings, and sunset walks with sandy toes. To help keep the good vibes going, we ask that you follow a few simple house rules.brbr✅ What to Expectbr• A bright, well-lit space with warm coastal charmbr• Quiet, peaceful neighborhood with friendly neighborsbr• Beach gear to make your days in the sun even betterbr• A fire pit for evening hangouts and cozy conversationsbrbr Please Respect These House Rulesbr1. Check-in & Check-outbrCheck-in is after 4:00 PMbrCheck-out is by 10:00 AMbrLet us know if you need extra time, we’ll do our best to accommodate!brbr2. Quiet Hoursbr10:00 PM to 8:00 AMbrBell Cottage is on a very quiet, sleepy street. Out of respect for our neighbors (who we love and who kindly keep an eye on the place), please keep noise to a minimum, especially if you’re outside or around the fire pit at night.brbr3. No Parties or EventsbrWe’re all for a good time, but this isn’t a party house. No large gatherings or events allowed ($1000 fine). If something’s happening that feels off, our neighbors are just a text away… and they’ll let us know.brbr4. Smoking & VapingbrStrictly no smoking or vaping inside the house.brIf you need to smoke, please step well away from doors and windows and dispose of anything safely.brbr5. PetsbrWe do allow pets with a deposit!brbr6. Fire Pit UsebrFeel free to enjoy the fire pit, just be safe and smart:br• Never leave it unattendedbr• Fully extinguish when donebr• Only use it in clear weather and with provided fire-safe materialsbr• No bonfires or high flamesbrbr7. Beach GearbrYou’ll find beach chairs, towels, a cooler, and a wagon available to use. Please rinse off any sand before bringing things back inside, and return everything in good condition for the next guest.brbr8. Clean as You Gobr• Rinse off beach gear and outdoor itemsbr• Load or start the dishwasherbr• Take trash to the outdoor bin and please take the bin out Tuesday Evening for Wednesday Garbage Day.brNo need for deep cleaning, just a little tidy-up goes a long way.brbr9. Lock Up When You LeavebrPlease lock all doors when you head out or check out — it keeps your belongings (and our cottage) safe and secure.brbr10. If Something Goes Wrong...brAccidents happen! If you break something or something stops working, just let us know right away. We’ll get it taken care of, no judgment here.brbrThanks so much for treating Bell Cottage with care and kindness.brWe hope you make the most of your stay, soak in the sun, take your time, and enjoy the peace.brbrIf you need anything at all, we’re just a message away.

Near Siesta Key | Quiet, Family-Friendly, 3 Beds

Sarasota, Florida, United States

Bed

Bath

Sleeps

$231.22

2023 BEST OF SARASOTA AWARD for Horse Boarding StablesbrLocated in Sarasota, Florida, a Beautiful Gulf Town Nestled Between Fort Myers and Tampa Along the West Coast of Florida. Within 15 Minutes Drive of the Beautiful White Sands of the Gulf of Mexico and Voted the Number 1 Beach in the Country This Year! We are Around 90 Minutes Away From Orlando, the Theme and Adventure Park Capital of the U.S.!brbrVacation Stays Only! brThe Place You'll Love to Stay At for an Unforgettable Visit to Sarasota! Tranquility At It's Best, With 20 Private Acres, Surrounded by Majestic Oaks and Pines, For You to Enjoy. If You Fancy Outdoor Living then You're Going to Love This Property! Perfect for Family Reunions, Corporate Outings and Events, Weddings and All Sorts of Happenings! Ideal for a Small Group.brbrWe have a Beautiful 1 Bedroom Cottage for Your Vacation Pleasure. Luxuriously Furnished with a Bedroom, Living Room , Dining Area, Fully Equipped Kitchen With Granite Counter Tops, and Which Will Sleep Up to 4. One Can Also Dine 'Al Fresco', on the Wrap Around Outdoor Deck, With Incredible Views Over Looking a Beautiful Pond.brIt Has Been Totally Refurbished, In a Country Setting with a Modern Decor and All the Amenities. There is a Comfortable Queen Size Bed in the Bedroom and a Queen Size Pullout Sofa in the Living Area. There is Also a Wrap Around Fenced In Yard for Your Pet To Roam In as well.brbrThis Cottage has Everything You've Ever Dreamed Of and the Property Provides an Environment in Which You Can Kick Back, Relax and Create Some of the Most Memorable Times of Your Life! It is Available to Rent on a Monthly, Weekly or Daily Basis.brbrYou Are Also Welcome to Bring Along Your Beloved Dog! We Only Allow 1 Dog Per/Property! We Have a Dog Fee of $10.00 Per/Night or $175.00 Per/Month.brbrIn Addition, We Have Our Pond View Home which Sleeps 10brProperty#7407222brbrIn Addition, We Have Our 2 Story Country Home which Sleeps 9 brProperty#7075262. brbrIn Addition, We Have Our Vacation Home With a Private Pool which Sleeps 8 brProperty# 7390224! brbrIn Addition, We Have Our 2 Bedroom Tree House Unit B which Sleeps 6 brProperty# 7104128!brbrIn Addition We Have Our 2 Bedroom Tree House Unit A which Sleeps 4brProperty# 9284684brbrClose Proximity to Our Brand New Beautiful Large Free Form In Ground Pool, with 4,000 Sq. Ft. Sun Deck, with Submerged Sitting Platform for Infants. It is Conveniently Located in Our Middle 5 Acres and Has Incredible Views of Our Gorgeous Pond and Horses Grazing in the Pastures! brbrWe Have a Large List Of Testimonials to Share With You, Just Ask! The Testimonials Are From Families Who Have Stayed With Us All the Way From 2010 - to Present Day! We Have Had Large Amish Groups, Groups From Italy, Business Clients (Who Had Their Annual Meetings Onsite), Golfers, Baseball Spring Training Fans, Triathlon and Rowing Competitors, Couples, Family Reunions etc. Stay With Us! All of Which Were a Pleasure to Have and We Welcome Them Back With Open Arms! Perhaps This May Help in Assisting You With Your Consideration. brbrOur Full Board Horse Facility Offers: Full-Time Caretaker Lives Onsite, 2 Separate Barns for Permanent Boarders Only, Schooling Ring with Jump Course, Round Pen, Cross Country and Open Trail Riding Areas and Paddocks for Turnouts, on a Peaceful and Secluded Property!brbrPlease Give Us a Call and Let Us Assist You In Planning a Vacation Filled With Adventures That You'll Never Forget! We Hope to Establish a Rapport that Transcends the Traditional Customer-Business Relationship!!brbrWe Have a 5 Night Minimum From brDec. - Apr. brWe have a 4 Night Minimum From brMay - Oct.brbr brbrbrbrbr

CHARMING 1 BEDROOM COTTAGE ON EQUINE RANCH

Sarasota, Florida, United States

Bed

Bath

Sleeps

$220.01

Just few minutes from # 1 Siesta Beach, close to major shopping and restaurants. Very desirable Sarasota location. Recently remodeled, fully furnished and equipped with Italian leather furniture (sofa and queen size bed). Smart Tv, wifi internet. Private, peaceful setting, brscreened lanai overlooks a tropical foliage with palm trees and flowers. outdoor furniture. Perfect for a single person or a couple. Beach chairs and towels available. Shared laundry with a front load washer and dryer. Ask about the availability of other properties in Sarasota or Florida.

Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$790.46

Summary:brbrArchitectural Elegance & Seamless Design - 26-VR-000049brbrFrom the moment you enter, soaring ceilings and clean architectural lines create an immediate sense of openness and light. The home’s seamless open-concept design flows effortlessly into the chef’s kitchen and grand living space — thoughtfully curated for both elegant entertaining and relaxed luxury.brbrbrbr-Quartz waterfall countertopsbrbr-Custom designer cabinetrybrbr-Premium, top-tier appliancesbrbr-Expansive island gathering spacebrbr-Integrated smart TVs & high-speed Wi-Fibrbr-Central air throughoutbrbr-Dedicated laundry suitebrbrA dramatic 90-degree sliding glass wall fully retracts, transforming the living space into a true indoor-outdoor experience.brbrYour Private Resort-Style Oasis.brbrStep outside to a meticulously designed backyard sanctuary where every detail invites relaxation.brbr-Heated saltwater pool with integrated spabrbr-Designer fire pit lounge with built-in seatingbrbr-Covered lanai with outdoor televisionbrbr-Private half-court basketball courtbrbr-Pickleball setup for competitive funbrbr-Professionally landscaped grounds for ultimate privacybrbrWhether enjoying morning coffee poolside, sunset gatherings by the fire, or an evening swim under the stars, this home offers a resort-level experience in complete privacy.brbrbrbrThe Space:brbrThe home is set up with a smart lock for your convenience & safety. We will provide you with a Personalized access code a few days prior to arrival. Use your unique 4-digit code to enter the home. The code is active starting at 4pm on check in day and will automatically deactivate at 10am on check out day.brbrbrbrGuest Access:brbrWe recommend having a car during your stay for maximum flexibility. The home has a private driveway and plenty of space for parking. Most attractions, beaches, and restaurants are just 5–15 minutes away. Uber and Lyft are widely available and typically quick to respond. This is a convenient way to explore nightlife or avoid parking at busy beach lots.brbrbrbrThe Neighborhood:brbrOur home is nestled in a coveted Sarasota neighborhood, known for its tranquility and palm-lined streets, offering an ideal balance between lively downtown and the stunning Siesta Key beaches.brbrbrbrGetting Around:brbrYou'll find: Siesta Key Beach (10 minute drive) - Celebrated for its quartz-soft sand and clear waters, consistently ranked among the top beaches in the United States. brbrbrbrSouthside Village (3 minute drive) - A local gem with boutique shops and diverse dining options.brbrbrbrDowntown Sarasota - Featuring a vibrant arts and culture scene with art galleries, bars, theaters like the Sarasota Opera House and the Van Wezel Performing Arts Hall, and local cafes, providing a rich cultural experience. brbrbrbrSt. Armands Circle - Offers upscale shopping and dining experiences in a beautifully designed circle, featuring a variety of boutiques, restaurants, and art galleries. brbrbrbrThe Bay Sarasota - A waterfront cultural hub with walking paths, offering stunning sunset views and various events, providing a perfect setting for leisure and entertainment.brbrbrbrInteraction with Guests:brbrOther Things to Note:brbrbrbrHere are answers to some of our most commonly received questions!brbrbrbr Is smoking allowed brbrbrbrWe have a strict NO SMOKING policy. If you smoke inside, there is a $250 fine plus the cost of remediation.brbrbrbr If I leave something it be sent back to me brbrbrbrWe are not responsible for items left behind by guests. If you leave an item behind and you want it to be sent back to you. We charge $50 for that item to be shipped plus the shipping costs.brbrbrbr What kind of coffee machine do you have brbrbrbrWe have a keurig plus a standard coffee machine in the home.brbrbrbr What is the nearest beach brbrbrbrLido Key Beach & Siesta Key are equidistant to the house. They are both roughly 5 miles away. brbrbrbrWhat beach equipment do you provide brbrbrbrWe provide beach chairs and a wagon for our guests. If there is additional equipment you need you would either need to bring it or rent it.brbrbrbrInteraction with Guests:brbrbrbrOur 24/7 dedicated support team is always available to ensure your stay is smooth, comfortable, and five-star-worthy. If there’s anything you need—questions, recommendations, or assistance—please don’t hesitate to reach out. We're just a message away and happy to help.

Villa

The Palm Court Villa

Sarasota, Florida, United States

Bed

Bath

Sleeps

$182.63

The Strand with a breathtaking view of the glorious waterfront at your doorstep. Our community is packed with activities for all ages to enjoy the water. brbrStroll along the beautiful boardwalk, take paddleboards, and kayaks out on the water, and even enjoy fishing yards from your front door. brbrIn addition to the idyllic waterfront living, our community is fully gated for your family’s safety and local amenities include a workout facility as well as a wealth of great walks, that many of the residents enjoy. The stunning boardwalk spans 1000 square feet and offers wonderful views of the entire waterfront. Enjoy a luxurious day of fishing, have a stroll, take in the views, and enjoy the sunset over the waterfront. The boardwalk is the perfect setting for a romantic meal and a prime fishing location for quality alone time. brbrA unique, stylish waterfront lifestyle: amazing views, prime location, and 1st class amenities! With excellent amenities to enjoy all year long, living an active and healthy lifestyle is a breeze at The Strand. Our luxury condos offer open spaces, gourmet kitchens, modern finishes, and balconies with brbreathtaking waterfront views. brbrKayak and Paddleboard launch:brSet off for a day on the crystal-clear waters in your very own kayak or paddleboard. There are also many rental options in the area so you can launch from the boardwalk and get your friends and family activities.brbrBoat Docks:brDocks are available daily for your personal or rented boat. The docks are always ready to launch so you can spend time on the water at your leisure and enjoy a relaxing day of fishing or indulge in some adrenaline-fuelled water sports.brbrResort-style pool and spa:brIt is our belief that where you live should also feel like you are in your own permanent resort. That is why we have created the ultimate resort feel in our community. Our pool rivals that of any hotel resort with its luxurious design and immaculate finish. brbrFirepit and Grill:brPerfect for those long summer evenings by the water, our community firepit and grill is an ideal locations to unwind with friends and family. Whether it is cooking up a delicious meal on the grill or simply enjoying the atmosphere around the glow of the fire, you will love this charming modern addition. brbrWalking neighborhood:brMany of our residents are active people who thrive on the local walking paths. We are an incredibly tight-knit, friendly community that is incredibly social. You will always find the smiling faces of residents exercising in our community. brbrWellness Facility:brIn addition to the glorious outdoors, we have also built a state-of-the-art wellness facility to provide our residents with all the tools required for them and their families to have great access to mindful exercise.brbrGated community:brYour family’s safety is our main priority. Our gated community is a wonderful hub of friendly neighbors, who are all safe in the knowledge that our security measures are adhered to 24 hours a day, 7 days a week, all year long. A gated waterfront community, just steps from downtown Sarasota, with direct Gulf access.brbrThe Strand is Sarasota’s newest community of luxury condominium waterfront living. Close to restaurants, beaches, shopping districts, and much more. With 47 private boat slips and a salt lifestyle, The Strand residents have direct access to the Gulf, and you can enjoy beautiful Sarasota sunsets or the bayfront.

The Strand of Sarasota 509

Sarasota, Florida, United States

Bed

Bath

4

Sleeps

$137.34

Beautifully updated 3bed/2bath condo in Heronmere in The Meadows! This second floor unit over looks a tranquil green space from the large lanai. Tastefully renovated to today's standards it will not disappoint. Laundry room in the unit, turnkey furnished, 3 month minimum rental, no smoking, no pets. Miles of walking trails that are easily accessed from this location, heated pool on site, just a short drive or bicycle ride to Benderson Park, UTC and everything else that the University Parkway corridor has to offer and still just a 15-20 min drive to downtown Sarasota, downtown Lakewood Ranch and of course our world famous beaches. If you are looking for the perfect central location to come and enjoy the winter in Sarasota look no further!

Beautifully updated upstairs 3bed/2bath condo in The Meadows!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$141.7

Escape to the serene oasis of The Meadows Country Club in this inviting 1 bedroom, 1 bathroom second floor condo. Perfect for a couple or solo traveler, this condo offers a peaceful retreat with pool views and a large screened-in lanai. As you enter, you'll be greeted by a bright and open living space with large windows that let in an abundance of natural light. The living area is spacious and can be easily divided for added privacy, making it perfect for relaxation or entertaining guests. The dining area provides ample space for enjoying meals or working from home, with a large table and comfortable seating. The condo also features a fully-equipped kitchen, providing all the essentials for preparing meals during your stay. The master bedroom features a comfortable queen bed and plenty of storage space, offering a restful night's sleep. The condo also boasts a large screened-in lanai, where you can sip your morning coffee or unwind with a book while enjoying the tranquil pool view. The Meadows Country Club offers a variety of amenities, including golf, tennis, and walking trails, ensuring you have plenty of activities to enjoy during your stay. The location is also convenient, with close proximity to UTC shopping for all your retail needs, as well as being just a short drive away from the pristine beaches of Siesta Key, known for their soft white sands and sparkling waters. Don't miss out on this charming and well-appointed condo in The Meadows Country Club. Book now and experience the ultimate Florida lifestyle in this 1 bedroom, 1 bathroom retreat with pool view, large screened-in lanai, and bright living space.

2nd Floor 1bed/2bath in Pinebrook Hollow in The Meadows!

Sarasota, Florida, United States

1

Bed

Bath

Sleeps

$531.67

We’re a local family sharing our Sarasota home, just a short walk to downtown and minutes to Lido Beach. With a heated saltwater pool, hot tub, kid gear, and stocked kitchen, it’s ready for families, friends, and beach-loving groups to settle in and relax.brbr⭑Master Bedroom:⭑br✔ King bed, ensuite bathroom, ensuite bathroom, private balconybr✔ Plush linens, extra pillows, room-darkening shades, dresser, freestanding closetbrbr⭑Second Bedroom:⭑br✔ Queen bed, premium bedding, dresser,, extra blankets. This bedroom is an alcove attached to the master, with a door for privacy. brbr⭑Third Bedroom:⭑br✔ King bed, cozy linens, dresser, closet, TV, blackout shades, private balcony, TVbrbr⭑Fourth Bedroom:⭑br✔ King bed and twin trundle bed, soft bedding, closet, dresser, extra pillows, TVbrbr⭑Fifth Bedroom:⭑br✔ King bed, private ensuite bathroom, fresh linens, dresser, room-darkening shades, private patio. brbr⭑Living Roombr✔ Sectional sofa, books, games, smart TV, stylish decorbrbr⭑Kitchen and Dining Area:⭑br✔ Fully stocked kitchen: refrigerator, freezer, stove, oven, microwave, dishwasherbr✔ Coffee maker, toaster, blender, wine glasses, hot water kettle, waffle makerbr✔ Cooking basics, baking sheet, pots/pans, dishes, silverwarebr✔ Dining table for group meals, children’s dinnerwarebrbr⭑Bathrooms:⭑br✔ 3.5 bathrooms: bathtub, hot water, hair dryer, cleaning productsbr✔ Complimentary toiletries: shampoo, conditioner, body soap, shower gelbrbr⭑Outdoor Space:⭑br✔ Private fenced yard, Saltwater pool, Hot tub, BBQ grill, outdoor seating.br✔ Beach essentials (towels, umbrella, blanket, snorkeling gear)brbr⭑Additional Amenities:⭑br✔ Washer & free dryer (in unit), iron, drying rack, hangers, extra linensbr✔ Essentials kit: towels, bed sheets, soap, toilet paperbrbr⭑Safety and Security:⭑br✔ Smoke alarm, carbon monoxide alarm, fire extinguisher, first aid kitbr✔ Security cameras (front & driveway), private entrance, lockboxbrbr⭑Entertainment and Connectivity:⭑br✔ Smart TVs in Living Room and 3 bedrooms, books, board games, Wi-Fibrbr⭑Heating and Cooling:⭑br✔ Air conditioning, ceiling fans, heatingbrbr⭑Parking and Facilities:⭑br✔ Free street & driveway parking, garage, EV charging (Tesla connection)brbr⭑Services:⭑br✔ Self check-in (lockbox), cleaning available during stay, luggage dropoffbr✔ Pets allowed, assistance animals always allowed, long-term stays welcomebr✔ Light breakfast provided, babysitter recommendationsbrYour stay with us promises bright comfort, family-friendly convenience, and a memorable Sarasota experience. Book now and start your Sarasota adventure in style!brbr⭑Conclusion⭑brWe’re a local Sarasota family who loves hosting guests from around the world. Message us for insider tips, public teacher discounts, or to book both homes for large groups. We look forward to making your stay easy and unforgettable—reserve your dates today!brbrNearby Attractions (up to 10):br10 min to Sarasota Bradenton International Airportbr15 min to Lido Beachbr3 min to Downtown Sarasotabr6 min to Marie Selby Botanical Gardensbr12 min to The Ringlingbr13 min to St. Armands Circlebr5 min to The Overtonbr3 min to Toasted Mango Cafébr2 min to Station 400br8 min to Indigenousbr7 min to ShorebrbrbrOther things to note:br– Beach gear includedbr– Book next-door house for 24 total guestsbr– Security cameras at front & drivewaybr– No smoking indoors ($1,000 fine)br– No parties without approval ($1,500 fine)brbr– Entire house + 3 outdoor patiosbr– Saltwater pool + hot tubbr– Bikes, baby gear, BBQbr– Private driveway parkingbrbrWe are available virtually or in person for any questions or concerns during your stay. brPlease message us on Airbnb for general questions or call us in case of an emergency. brbrWe love giving local recommendations and helping our guests plan their vacations.brbrPositioned in a historic area north of downtown Sarasota, Gillespie Park has completely transformed into one of the most desirable up-and-coming neighborhoods. Lined with a mix of brightly colored bungalows, and creative modern duplexes, you are a safe three-minute walk from the 10-acre park, duck lake, playground, tennis courts, and dog run. brbrRosemary District and Downtown Sarasota are only minutes away, where you will find unlimited dining, shopping, art, and family-friendly activities. brbrMultiple white sand beaches are a short drive away.brSRQ Airport: 3.9 MilesbrRosemary District: 0.5 milesbrDowntown Sarasota: 0.7 milesbrWestcoast Black Theatre Troupe: 0.2 milesbrVan Wezel Performing Arts Hall: 1.0 milebrFarmers Market: 0.5 milesbrThe Children's Garden and Art Center: 0.2 milesbrBayfront Park and Marina: 1.0 milebrLido Beach: 3.0 milesbrSiesta Key Beach: 4.3 milesbrAna Maria Island: 16 milesbrbrA car is not necessary to enjoy all Sarasota has to offer when you stay in this walkable and centrally located neighborhood.brWe have a private driveway that can fit up to 2 cars. Please only park in the driveway.brWe offer the option of car rentals and private drivers if you should be interested.brUber/Lyft are plentiful in Sarasota.brbr– Public school teacher discountbr– Sister house next door for groupsbr– Grocery + meal delivery availablebr– No smoking indoors ($1,000 fee)br– Small gatherings OK w/ approvalbr- Unauthorized Parties or events will be subject to $2000 fine.

Heated Saltwater Pool and Hot Tub, Walk Downtown.

Sarasota, Florida, United States

4

Bed

3

Bath

12

Sleeps

$206.57

Room 4 in Downtown B&B brbr•Spacious king room w/TV and private balcony. br•Shared large bathroom w/ tub & shower across the hallbr•Fully stocked chefs kitchen for all your cooking needsbr•Living room w/ large screen TVbr•Backyard oasis w/ grill, pizza oven & fire pitbr•5 min walk to Downtown Sarasota and 10 min walk to the Marinabr•12 mins to Lido BeachbrbrBook now to enjoy the best location in Sarasota, for 1/4 the price of a hotel room.brbrNo parties No smoking inside.brThere is a $2000 fine if either of these rules are broken.

Downtown B&B. King Balcony Room w/TV.

Sarasota, Florida, United States

1

Bed

1

Bath

Sleeps

$477.0

This walkable downtown Sarasota home is ideal for families and friend groups. It’s spacious, pet-friendly, and stocked with thoughtful touches, plus just minutes from Lido Beach. We love welcoming guests with a treat, local tips, and space to relax together.brbr⭑Master Bedroom:⭑br✔ King bed, ensuite bathroom, ensuite bathroom, private balconybr✔ Plush linens, extra pillows, room-darkening shades, dresser, freestanding closetbrbr⭑Second Bedroom:⭑br✔ Queen bed, premium bedding, dresser,, extra blankets. This bedroom is an alcove attached to the master, with a bamboo partition for privacy. brbr⭑Third Bedroom:⭑br✔ King bed, cozy linens, dresser, closet, TV, blackout shades, private balcony.brbr⭑Fourth Bedroom:⭑br✔ King bunk bed, Twin trundle bed, soft bedding, closet, extra pillows, Swedish Ladderbrbr⭑Fifth Bedroom:⭑br✔ King bed, private ensuite bathroom, fresh linens, dresser, room-darkening shades, private patio. brbr⭑Living Roombr✔ Two sofas, books, smart TV, stylish decorbrbr⭑Kitchen and Dining Area:⭑br✔ Fully stocked kitchen: refrigerator, freezer, stove, oven, microwave, dishwasherbr✔ Coffee maker, oaster, blender, Tiki glassesbr✔ Cooking basics, baking sheet, pots/pans, dishes, silverwarebr✔ Dining table for group meals, children’s dinnerwarebrbr⭑Bathrooms:⭑br✔ 3.5 bathrooms: bathtub, hot water, hair dryer, cleaning productsbr✔ Complimentary toiletries: shampoo, conditioner, body soap, shower gelbrbr⭑Outdoor Space:⭑br✔ Private fenced yard, BBQ grill, pizza oven, outdoor dining, firepit and seating, Bocce Ball courtbr✔ Beach essentials (towels, umbrella, blanket, snorkeling gear)brbr⭑Additional Amenities:⭑br✔ Washer & free dryer (in unit), iron, drying rack, hangers, extra linensbr✔ Essentials kit: towels, bed sheets, soap, toilet paperbr✔ Dedicated workspace, Wi-Fi, trash compactorbr⭑Safety and Security:⭑br✔ Smoke alarm, carbon monoxide alarm, fire extinguisher, first aid kitbr✔ Security cameras (front & driveway), private entrance, lockboxbrbr⭑Entertainment and Connectivity:⭑br✔ Smart TVs in Living Room and bedrooms, books, board games, Wi-Fibrbr⭑Heating and Cooling:⭑br✔ Air conditioning, ceiling fans, heatingbrbr⭑Parking and Facilities:⭑br✔ Free street & driveway parking, garage, EV charging (Tesla connection)brbr⭑Services:⭑br✔ Self check-in (lockbox), cleaning available during stay, luggage dropoffbr✔ Pets allowed, assistance animals always allowed, long-term stays welcomebr✔ Light breakfast provided, babysitter recommendationsbrYour stay with us promises bright comfort, family-friendly convenience, and a memorable Sarasota experience. Book now and start your Sarasota adventure in style!brbr⭑Conclusion⭑brWe’re a local Sarasota family who loves hosting guests from around the world. Message us for insider tips, public teacher discounts, or to book both homes for large groups. We look forward to making your stay easy and unforgettable—reserve your dates today!brbrNearby Attractions (up to 10):br10 min to Sarasota Bradenton International Airportbr15 min to Lido Beachbr3 min to Downtown Sarasotabr6 min to Marie Selby Botanical Gardensbr12 min to The Ringlingbr13 min to St. Armands Circlebr5 min to The Overtonbr3 min to Toasted Mango Cafébr2 min to Station 400br8 min to Indigenousbr7 min to ShorebrbrbrOther things to note:br– Beach gear includedbr– Book next-door house for 24 total guestsbr– Security cameras at front & drivewaybr– No smoking indoors ($1,000 fine)br– No parties without approval ($1,500 fine)br-Please request any *specific kids items or bikes* you’d like before your trip! We share items throughout all our properties and may need time to procure them. Thank you.brbr– Entire home + fenced yardbr– Private driveway for 3 carsbr– Smart lock for self check-inbrbrWe are always around to help! We are local, so just message us if you need anything. We will send you our personal cell phone number for emergencies when you book.brbrPlease request any *specific kids items or bikes* you’d like before your trip! We share items throughout all our properties and may need time to procure them. Thank you.brbr– No smoking indoors ($500 fee)br– Parties not allowed without approvalbr– Discount for public school teachersbr– Sister house next door for big groupsbr- Unauthorized Parties will be subject to $2000 fine.br-Please request any *specific kids items or bikes* you’d like before your trip! We share items throughout all our properties and may need time to procure them. Thank you.

Pizza Oven-Grill-Fire Pit. Close to Downtown Shops

Sarasota, Florida, United States

5

Bed

3

Bath

14

Sleeps

$486.11

Enjoy a stylish experience at this centrally-located place. Our spacious house is designed to accommodate families or groups of friends, offering the ideal blend of privacy and togetherness.brbrClose tobr• Siesta Keybr• walking distance to grocery stores/shoppingbrbrThis beautiful 5BR/3A house features two distinct zones, each with its own fully-equipped kitchen, ensuring that everyone has ample space to relax and unwind. brbrThree bedrooms are located in one zone, and the other two in a separate end of the house for maximum privacy. Whether you’re cooking a meal together or enjoying a quiet coffee in your own space, our house caters to all your needs!brbrZone A (6 guests):br• Three bedrooms with Queen bed in each room;br• 2 bathsbr• Smart TV in the living areabr• 2 bathsbr• 2 dedicated workspaces ( 1 with a monitor)br• One of the bedrooms has a separate entrance, attached full bathroom, outdoor dining area with table and 2 seats. It also equipped with a beverage area, mini-fridge, microwave, electric kettle and coffee machine. br• Full Kitchen, Electric Stove: 4 burners br• 2 Dining areas: 6 seats and 2 seatsbrbrZone B (4 guests):br• Master bedroom equipped with a King-sized bed;br• Another bedroom - with two Twin-sized beds;br• 1 bathbr• TV in the living area, RokubrbrCome stay with us!

Spacious 2-zones Cottage 5BR/3BA, close to Siesta Key

Sarasota, Florida, United States

Bed

Bath

Sleeps

$173.02

The Midnight PearlbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to your dream getaway in Sarasota, FL! This wonderful top-floor condo offers breathtaking views of Sarasota Bay to the East and stunning Gulf views to the West. Located directly across the street from the pristine Turtle Beach, you'll have easy access to sun-soaked days by the water. Plus, you're just a block away from two fantastic dining options, including Ophelia's, known for its delightful Sunday brunch, and Turtles, perfect for a casual meal.brbrInside, this single-level home is designed for comfort and convenience. Enjoy a restful night's sleep in the king bed or twin bed, and take advantage of modern amenities such as cable TV, a DVD player, and Netflix streaming for your entertainment. The fully equipped kitchen features a fridge, microwave, oven, and dishwasher, making meal prep a breeze. brbrStep out onto your private balcony to soak in the views or fire up the gas grill for a delightful barbecue. The condo also boasts a heated outdoor pool, a gym, and a game room with a ping-pong table and pool table for endless fun. With central AC and WiFi, you'll feel right at home while enjoying the beauty of Sarasota. Book your stay today and experience the perfect blend of relaxation and adventure!brbrParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 5.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.

Waterfront condo with pool, internet & breathtaking balcony views

Sarasota, Florida, United States

Bed

Bath

Sleeps

$236.17

Just beyond the stunning island of Siesta Key, known for brilliant whitebrbrpowder sand and turquoise waters this quaint and cozy home waits to welcomebrbryou. Siesta Key is a virtual island paradise but this prime location is alsobrbronly 10 min from Sarasota village and the number one beach in the USA. Abrbrperfect setting for a weekend getaway or even an extended stay. brbrbrbrThe home is situated in the midst of towering oak trees that provide bothbrbrambiance and ample shade while still affording guest the opportunity tobrbrsunbathe. Extensive remodeling was completed just a month ago includingbrbrbeautiful plank flooring throughout and stainless steel appliances plusbrbrgranite countertops in the lovely kitchen. Both bathrooms were also part ofbrbrthe remodeled including tile showers and glass doors in the primary bedroom.brbrRemote controlled ceiling fans throughout make sure you stay cool andbrbrcomfortable.brbrbrbrYou'll enjoy a respite in the private back yard. Walk to Publix or one of thebrbrfive great restaurants, including Walt's seafood restaurants (BEST INbrbrSARASOTA). Siesta Village offers shopping, more top-rated restaurants,brbrentertainments, a vibrant nightlife and coffee shops There are any number ofbrbrspecial events held throughout the year on the Key's famous beaches. This isbrbrtruly a paradise to enjoy and share with family, friends and love ones.brbrDemand is high and calendars are filling fast so book your stay today! NObrbrSMOKING, NO PETS. BEACH CHAIRS AVAILABLE. BEACH UMBRELLA AVAILABLE. BEACHbrbrTOWELS.brbrbrbrIf you are staying longer and in need for more cleaning services, please reachbrbrout to the manager. Additional fees may apply.brbrbrbr**Please note our maintenance guy will be there on every Tuesdays to take thebrbrtrash out. **brbrbrbrMAX 6 people allowed to occupy the residencebrbrbrbrNo Parking of Jet SkisbrbrbrbrNo Parking of RV Trailersbrbrbrbr brbr brbrbrbrHosted by RedAwning Vacation Rentals, over 1,000,000 Guests Served brbr brbrWelcome to RedAwning, a whole new way to travel. We make staying in a uniquebrbrhome or apartment easier than staying at a hotel. By partnering with localbrbrhosts throughout North America, we provide you with the broadest collection ofbrbrhomes in the most destinations. Every stay includes our experienced 24/7brbrcustomer assistance, our free mobile app, and accidental damage protection forbrbryour trip with no security deposits. Wherever you want to go, RedAwning isbrbrhere to make your journey easier! brbr brbrWant your own property to be included here and in the RedAwning Collection brbrJoin Us and we will instantly promote your property everywhere guests shop forbrbrtravel.brbrbrbr

Private Cozy Sarasota Home by RedAwning

Sarasota, Florida, United States

Bed

Bath

Sleeps

$592.07