Vacation Rentals By Owner In Sarasota, FL

Come see this beautifully updated 3 Bedroom, 2 Bathroom, 1 Car Garage Home in Sunny Sarasota, Florida! 5 min from the beach, 8 min from the famous Siesta Key. The property is ready for you and everything is brand new. The modernized kitchen boasts sleek new granite countertops, classic shaker kitchen cabinets, an oversized sink, and gorgeous new Stainless Steel Appliances. Entertain in the living room or host a dinner party in the separate dining area. Check out the guest bathroom which has been updated with a beautiful new ceramic tile surround. Or relax in the master bedroom with in-suite bathroom featuring a walk in shower and private entrance to the laundry room. Restaurants & Publix in a walking distance.

House 5 min from the beach 8 min from Siesta Key

Sarasota, Florida, United States

Bed

Bath

Sleeps

$257.85

This Two Bedroom, One Bath condo is just steps to the white, powdered-sugar sand of Siesta Key. Here at La Siesta Condominiums you also have easy access to Siesta Village and it's numerous restaurants, specialty shops, night life and other attractions.Unit 411 has a beautiful Gulf View and is turnkey furnished with all the amenities you need including High Speed wireless internet access to make your stay fun and relaxing. With a queen bed in the master bedroom, two twin beds in the guest room and sofa in the living room. The screened in lanai is perfect for enjoying your breakfast outside or taking in the incredible sunsets. Your perfect vacation awaits you here at our famous beach, always included in the world's top ten best beaches.

Condo# 411 Siesta Key Beach Sunsets

Sarasota, Florida, United States

Bed

Bath

Sleeps

$263.66

brWelcome to your perfect Sarasota escape! Nestled in a quiet neighborhood, this spacious 3-bedroom, 2-bathroom home comfortably sleeps six and offers the ideal blend of relaxation and convenience.brbr The HomebrStep inside and enjoy a bright, open living space designed for both comfort and style. The fully equipped kitchen makes family meals a breeze, while the cozy living room is perfect for movie nights or unwinding after a day of adventure.brbr☀️ Outdoor ParadisebrThe highlight of the home is the private heated saltwater pool – perfect for morning swims or evening dips under the stars. Relax poolside with a drink in hand, soak up the Florida sunshine, or enjoy an outdoor meal in your peaceful backyard oasis.brbr Unbeatable Locationbr • Minutes to UTC Mall – world-class shopping & diningbr • Close to Nathan Benderson Park (NBP) – rowing events, walking trails, and water viewsbr • Short drive to Sarasota’s award-winning beaches – Siesta Key, Lido Key, and morebr • Convenient to downtown Sarasota, golf courses, and local attractionsbrbr⭐ Why You’ll Love Itbr • Sleeps 6 comfortably (great for families or small groups)br • Private heated saltwater poolbr • Quiet, safe neighborhoodbr • Easy access to beaches, shopping, dining, and outdoor funbrbrWhether you’re here for the beaches, the shopping, or simply to relax, this Sarasota retreat offers the perfect base for your Florida getaway.

✨ Sarasota Getaway with Heated Saltwater Pool – Near UTC & NBP!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$135.65

Experience the vibrant energy of Sarasota from the comfort of this sleek, recently updated guest suite. Located within the Sarasota Cay Club at the Ramada by Wyndham Sarasota Waterfront, this property offers the perfect blend of a private, secure retreat and full-access resort living.brbrBecause this is a quiet inside unit with windows facing the street/city side, you’ll enjoy a peaceful, tranquil environment for a great night’s sleep, while remaining just a one-minute walk from the lively marina, the heated pool, and the famous Tiki bar.brbrTHE SUITE: SLEEK, SECURE & PRIVATEbrThis is a privately owned, hotel-style suite designed for the modern traveler who values security and style.brbrSeamless Access: Forget the front desk lines—your stay features a private entrance with a bespoke digital lock. Your unique code allows you to go straight to your room and start your vacation.brbrModern Coastal Decor: Recently updated with clean lines, fresh flooring, and a Beach Chic aesthetic.brbrThe Sleep Sanctuary: Features a plush Queen-sized bed with premium linens and blackout curtains for total light control.brbrBoutique Amenities: The room is equipped with a large flat-screen TV, a dedicated desk/workspace, and high-speed Wi-Fi.brbrThe Kitchenette: Enjoy the convenience of a refrigerator, microwave, and coffeepot for light meals and cold drinks.brbrPrivate Bathroom: A clean, modern ensuite bathroom with a walk-in shower. We provide all bath linens plus dedicated pool towels.brbrRESORT LIFE AT THE RAMADAbrAs a guest within the Ramada complex, you have full, unlimited access to all resort amenities:brbrWaterfront Heated Pool & Spa: An oversized pool and hot tub overlooking the marina and Sarasota Bay.brbrFitness Center: A fully equipped gym available to all guests.brbrTarpon Bay Grill & Tiki Bar: The heartbeat of the property! Enjoy live music, tropical cocktails, and fresh seafood right on the water.brbrLaundry Room: Located just down the hall for your convenience. The modern machines accept credit cards, so no need to carry quarters.brbrSecurity: The property features roaming security and a well-lit, secure environment for your peace of mind.brbrLOCATION: THE BEST OF SARASOTAbrYou are perfectly positioned on the Cultural Coast, just minutes from everything:brbrThe Ringling Museum: Only 2 miles away—a must-see for art and history lovers.brbrSRQ Airport: Located just 1 mile away, making arrivals and departures a breeze.brbrMote Marine & Selby Gardens: Explore Florida’s incredible sealife and botanical beauty (~15-20 mins).brbrWorld-Class Beaches: You are a short drive from the powdery white sands of Siesta Key, the upscale Lido Key, and the laid-back Anna Maria Island.brbrGUEST INFORMATIONbrParking: Complimentary parking is available for cars and oversized vehicles/boat trailers.brbrVerification: To comply with resort security, a photo of a valid ID (Driver’s License or Passport) is required prior to receiving your digital check-in details.brbrHousekeeping: To ensure your total privacy, we do not provide daily maid service. This is your private sanctuary!

Apartment

The Urban Anchor - Sleek Suite @ Sarasota Cay Club

Sarasota, Florida, United States

Bed

Bath

Sleeps

$174.59

In the heart of Sarasota, you'll find this beautiful 3-bedroom condo within walking distance to the popular Mall at University Town Center. Indulge in the outdoor pool and soothing hot tub, or relax inside with free WiFi and a smart TV with satellite/cable channels. Prepare delectable meals in the fully stocked kitchen, equipped with a stove, oven, refrigerator, microwave, and all the essential appliances. Enjoy your culinary creations at the dining table, or step outside to the porch and dine alfresco. Refresh with the provided towels, basic soaps, and a hair dryer, and stay comfortable with the air conditioning and heating. Maintain your fitness routine in the on-site fitness room, and take advantage of the outdoor play area and beach towels. With parking in the garage and a cozy living room, this condo offers the perfect blend of convenience and relaxation for your Sarasota getaway, for your relocation, or for your contract business.brPlease text before booking for rates and lease terms. Monthly lease.

3-bedroom, first floor condo just a short walk to Mall at University Town Center

Sarasota, Florida, United States

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Bath

Sleeps

$313.58

Beautiful, spacious, completely renovated home in the popular Indian Beach/Sapphire Shores neighborhood. Walk a few blocks to watch the sunset over the water or launch kayaks. Perfect location to enjoy all that Sarasota has to offer. A mile to downtown. About a mile to The Ringling Museum. Less than a mile to the Performing Arts Center. Just over the bridge to St. Armands and Lido Beach. A few more miles to the beautiful Siesta Key Beach. 5 minutes to Sarasota Airport. Easy access to everything!

FABULOUS chic Indian Beach / Sapphire Shores house!

Sarasota, Florida, United States

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Bath

Sleeps

$180.1

Stay comfortably in Sarasota at this 2-bedroom house. The bedrooms feature 2 queen beds, ensuring a brilliant night's sleep for all guests. With amenities like AC, heating, and hair dryers, your stay will be nothing short of pleasant. The 2 bathrooms come equipped with hair dryers and a bathtub for your convenience. Experience a marvelous stay in this cozy home away from home. Feel free to reach out to us during your stay - we're happy to suggest local spots to check out.

2-bedroom house in awesome Sarasota with AC

Sarasota, Florida, United States

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Bath

Sleeps

$490.74

★ An incredible house and 6 star hospitality!brbr Stylish Retreat Near Siesta Key – Private Garden & Hot TubbrbrWelcome to your perfect Sarasota getaway! brThis is pet-friendly home offers a private fenced garden, new heated pool and a prime location just 5 minutes from Siesta Key Beach. Whether you're here for a beach vacation, a family trip, or a remote work retreat, this home has everything you need for a comfortable and stress-free stay.brbrYour Home Away from Home:brbr✔ Spacious & stylish – modern decor, bright & airy spacesbr✔ brand new heated pool with cage br✔ Private fenced garden – perfect for morning coffee or relaxing eveningsbr✔ Fully stocked kitchen – cook with ease, from coffee to full mealsbr✔ Pet-friendly – bring your furry friendbrbrbr Unbeatable Location:brbr• 5 min drive to Siesta Key Beach br• Walking distance to Publix, restaurants & bars br• 20 min to Downtown Sarasota & St. Armand’s Circle br• 8 min to I-75 – easy access to explore the area br• 30 min from SRQ Airport / 60 min from Tampa AirportbrbrComfort & Convenience:brbr✔ 2 Luxury King bed + 1 QUEEN bed – premium linens for restful sleepbr✔ Super-fast WIFI – perfect for work & streaming br✔ Onsite washer & dryer – no need to overpack br✔ Beach essentials included – chairs, towels, umbrella br✔ Free parking – 1 designated spot + extra guest parkingbr✔ Contactless check-in & check-out – hassle-free arrival

NEW heated POOL -5 min from Siesta, 3/2 House , fully fenced

Sarasota, Florida, United States

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Bath

Sleeps

$150.6

Escape to this phenomenal 2-bedroom cottage in Sarasota. With a queen bed, a full bed, and a cozy lanai with a sofa bed, this tranquil retreat offers a perfect blend of comfort and relaxation. Enjoy the convenience of T-Mobile WiFi, a fitness room, indoor pool, outdoor pool with water slide, hot tubs, sauna, restaurant, general store, arcade, pickle ball, mini golf, indoor basketball court, volleyball, shuffle board, golf cart rentals and much more. You will also enjoy the convenience of a washer and dryer during your stay. With 2 bathrooms and a laundry room you'll have everything you need for a stress-free getaway. A great place to call home while you're away, You will be right next door to Lakewood Ranch, minutes from UTC Mall and 20 minutes to Lido and Siesta Beach.

Cottage

Charming 2-bedroom 1.5 Bath Cottage in the famous Sun Outdoors in Sarasota

Sarasota, Florida, United States

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Bath

Sleeps

$180.02

Your cozy getaway awaits in Sarasota at this fantastic apartment. With 2 bedrooms featuring a queen and king bed, 2 bathrooms with a shower and hair dryer, and convenient amenities like WiFi and AC, this welcoming space is perfect for guests looking for a soothing retreat. A great place to call homebase while you're away, we hope you enjoy your stay.

Apartment

Literally 3 mins from Siesta with its number 1 beaches!!!! Location! Location!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$386.62

Welcome to Sea Club II- Siesta Key. 2nd floor condo sleeps 6: King bed, queen bed, queen sleeper sofa. As you enter you drive under the large oaks with dripping Spanish moss & large beautiful Banyan trees on the crushed Shell Drive. Relax watching the boats go by the Bay, lounge by the heated pool, charcoal grilling by the tiki area, 5 min walk to Siesta Key Beach across the street. We provide beach towels, umbrella, beach wagon & cooler. Coin laundry & Condo bathrooms 1st floor area. A trolley pick up point is close to the entrance which can take you downtown siesta key without the fuss of parking.

Cozy Condo- 5 min walk to Siesta Key Beach,on Sarasota Bay,heated pool!

Sarasota, Florida, United States

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Bath

Sleeps

$419.37

Escape to Paradise at Oasis at the BeachbrExperience the epitome of Siesta Key living at Oasis at the Beach, a luxurious two-bedroom, two-bath villa located just across the street from the world-renowned Siesta Key beach.brbrA Symphony of Sun and Sand:brThree spacious, covered balconies invite you to embrace the island lifestyle. Step outside and feel the invigorating ocean breeze as you sip your morning coffee or savor the magic of a Siesta Key sunset with a glass of wine in hand.brbrIndulge in Coastal Luxury:brInside, an open floor plan seamlessly connects the living, dining, and modern kitchen areas, creating a spacious and inviting atmosphere. The master suite, boasting a luxurious en-suite bath and a private terrace overlooking the tranquil pool, promises ultimate relaxation. The second bedroom, with its own private balcony and captivating views, offers a peaceful haven for guests.brbrUnwind in a Tropical Oasis:brStep outside to discover a meticulously maintained heated pool and spa, surrounded by lush tropical landscaping. Lounge on comfortable chaise lounges, soak up the sun, and let the stresses of everyday life melt away.brbrExperience the Best of Siesta Key:brbrBeachfront Bliss: Located steps from beach access 5 and the iconic Siesta Key Beach, with its pristine powder white sands and crystal-clear waters.brIsland Living: Explore the vibrant Siesta Key Village, with its charming boutiques, delectable dining options, and lively nightlife.brUnparalleled Comfort: Enjoy the spaciousness and luxury of this beautifully appointed villa.brUnforgettable Memories: Create lasting memories with loved ones in this idyllic coastal retreat.brbrExclusive Amenities Include:br• Semi Private, HOA Maintained, Heated Pool & Spabr• Multiple Balcony Viewsbr• Located In Siesta Key Villagebr• A Quick 2 Minute Walk to Siesta Key Beachbr• 2 Bedrooms, 2 Full Bathsbr• 1 King Bed & 1 Queen Bed, Queen Sleeper Sofa (Sleeps 6) with linens providedbr• 3 Balconies With Dining & Lounge Areasbr• Poolside Dining & Lounge Spacebr• Private Garagebr• Gated Entrancebr• Free WiFi & 2 HDTV'sbr• Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Providedbr• Starter Pack of Toiletry Essentials Included - Shampoo, Conditioner, Hand / Face Soap, Body Lotion, & Makeup Wipesbr• Starter Pack of Home Essentials Included - Dish Soap, Dish Sponge, Dishwasher Tablets, Laundry Tablets, & Cleaning Wipesbr• Beach Towels, Chairs, Cooler, & Caddy Providedbr• Enhanced cleaning protocols provided by our CottageClean Teambr• Island Shuttle Transportation AvailablebrbrOasis at the Beach Villas can accommodate up to 6 guests with a bedding configuration as follows:brbr• Bedroom # 1: King Bed (1) – Sleeps: 2br• Bedroom # 2: Queen Bed (1) - Sleeps: 2br• Common Space: Queen Sofa Sleeper (1) – Sleeps: 2brbrNEED TO KNOW: This home is a part of a condo unit, meaning that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with another unit(s). When renting this unit, you will have access to the 1st and 2nd floors of the building, left most garage, along with the shared outdoor and pool areas . Contact us directly for more information regarding any shared space for this vacation home.brbrPer HOA requirements:br• Garages can fit a vehicle no bigger than 72 inches in height.br• Guest vehicle height will be needed before arrival as to prevent any missed expectations or negative affects to your experience.br• Grills may only be used on ground level, pulled 10 feet from the building. No grills, hibachi, or any open flame cooking device or fire pit may be used on balconies or patios.

An Upscale Villa in the heart of Siesta Key on Beach Road

Sarasota, Florida, United States

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Bath

Sleeps

$176.37

Light filled, walk to the bay and Ringling Museum. This one-bedroom, 750-sf Cottage is perfect for a single traveler or a couple. Located in an upscale, quiet neighborhood only a five-minute walk to the gorgeous bay - perfect for sunsets! Yet, it is close to all the action. Walking distance (just a few blocks) Ringling Museum, and the Asolo Theatre.brbrThe Cottage has one bedroom, one bathroom, a full kitchen, living room, and a screened lanai. The bright and spacious bedroom has a king-size bed, an ensuite with a walk in shower, and a fully equipped kitchen. A washer and dryer tucked away in the kitchen is available for your use. The screened lanai is the perfect place to relax with a glass of wine while enjoying the outdoors.brbrHop in the car and drive just minutes to beaches, farmer's market, dining, shopping, galleries, the Ringling School of Art & Design, and New College. Downtown Sarasota is a dining mecca. Walk the quaint streets and visit art galleries and a variety of stores featuring hand-crafted items. br brFlying in to Sarasota It will take you less than 5 minutes to arrive at your vacation paradise.brbrGet VIP treatment at The Reserve Retreat, my restaurant which is just a few minutes’ drive south on Tamiami. It is open for breakfast, lunch, and dinner. brbrThe Cottage is nestled in lush Florida landscaping overlooking a small garden. Whether you are looking for a romantic hideaway or a centrally located place to lay your head in between your Sarasota adventures, we know you will very happy at our Cottage.

Cottage

Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum

Sarasota, Florida, United States

Bed

Bath

2

Sleeps

$265.77

A desirable first-floor unit, this comfortable 2-bedroom, 1-bathroom condo sleeps up to 5 guests: a queen bed in the primary bedroom, two extra-long twin beds in the guest room, sleeper sofa in the living room. Freshly updated with new flooring throughout and an open layout. Roku Smart TVs in every room for easy streaming and free cable. Private wifi. The screened lanai is a nice spot for morning coffee, and only steps to the pool and clubhouse. brDirectly across the street from top-ranked Siesta Key Beach, this unit is within easy reach of everything the key has to offer — an unbeatable location. The free Breeze Trolley stops here, with service to the Village and to the south coast. Pickleball and tennis courts are a 3-minute walk. Easy walk to restaurants & nightlife.

Siesta Key First Floor Condo - Steps to beach and pool #118

Sarasota, Florida, United States

Bed

Bath

Sleeps

$167.24

Ramada by Wyndham Sarasota Waterfront condo. Beautiful Sarasota Waterfront and Marina Community. Don't want to drive, It's ok, enjoy the on-site restaurant and Tiki bar with gorgeous water views. You can bring your boat, for an extra fee there is onsite docking or you can rent a boat at the onsite docks. Make your visit to Sarasota a relaxing and enjoyable experience at our waterfront condo. Centrally located off US-41 near downtown Sarasota and Sarasota Bradenton International Airport (SQR), we're close to beautiful white sand beaches that fade into the crystal blue waters of Siesta Key, Lido Key, Longboat Key, and Ana Maria Island. You'll be able to easily access a variety of watersports like kayaking, boating, fishing and more. While here, you can enjoy views of the Sarasota Bay Waterfront, beautiful sunrises & sunsets, and marina views that complement our tropical landscaping and thoughtful amenities to help you stay refreshed. Tikki Bar and Grill onsite to make it a relaxing option without the need to drive, scheduled live bands for your entertainment, eat some of your favorite foods and drinks while looking at the relaxing Bay. The Sarasota Bradenton Airport it's only 2 minutes away for your travel convenience. Hope you come and stay with us, and enjoy the best this area has to offer you and your family. Check in time is 4pm. Please leave the room as clean as possible, return keys to the front desk by 11:00am to make way for incoming guest, and not create any inconvenience. Late checkout after 11:00 there is a fee of $100 and keys not returned to front desk is a $50 fee. Second floor unit S615. Enjoy your Stay! Thank you.

Hotel

Ramada by Wyndham Sarasota Waterfront- Tikki Bar & Grill- Near Airport & Beaches

Sarasota, Florida, United States

Bed

Bath

Sleeps

$440.32

This is a peaceful 4-bedroom house with 3 bathrooms located in Sarasota. It features a heated pool and is just a 45-minute drive from Tampa Airport and Bush Gardens. You can also reach the famous Orlando amusement parks in just a 2-hour drive. The house has stainless steel appliances, updated bathrooms, quartz kitchen countertops, cabinets, and a front-loading washer and dryer. Additionally, every room is equipped with a smart TV. The master bedroom is on the second floor, while one bedroom is on the main floor for those who prefer to stay on the ground level. Moreover, the house is conveniently located at a short distance from the nation's top-ranked Siesta Key Beach and sports centers.

Sarasota Paradise Home Near Siesta Key Beach and IMG Academy

Sarasota, Florida, United States

Bed

Bath

Sleeps

$352.56

Get into VACATION MODE at Paradise Palms! brBring the whole family to this beach inspired, well appointed home with lots of room for fun and relaxation. Experience a seamless group getaway at Paradise Palms, a spacious single-level tropical retreat designed for large families and teams. Enjoy 2,000+ sq ft of open-concept living, centered around a private, fully-screened outdoor oasis.brbrbrOur home is located in the quiet, residential area of Whitfield Estates that is close to everything, grocery stores within 6 minute drive. Plenty of dining options available nearby.brSiesta Key Public Beach is 25 minutes away, Lido Beach is 17 minutes away and Anna Maria Island and it's wonderful beaches are only 25 minutes away.brWhitfield park with a playground and grills and restrooms is close enough to walk to.brbrDistance from Luxuries:brSarasota Airport (SRQ): 3 Miles (8-min drive)brSiesta Key Beach: 14 Miles (25-30 min drive)brAnna Maria Island (AMI): 14 Miles (25-min drive)brDowntown Sarasota: 7 Miles (15-min drive)brIMG Academy: 5.5 Miles (12-min drive).brbrHouse Rules and Trust:brTrust Verification: This home is protected with Exterior Security Cameras, Smoke Alarms, and CO Detectors.brSleeping Layout: 2 Master Suites (King/Queen) + 2 Twin Bedrooms ensure privacy for multiple families.brQuiet Hours: 10 PM – 8 AM to respect our peaceful neighborhood.brCapacity: Maximum of 12 guests at all times.brbrHouse Amenities:brOutdoor Oasis: Fully screened lanai featuring a Large Private Pool (3-7ft depth), Weber Propane Grill, and a lounge with a 75” Smart TV.brChef's Kitchen: Fully equipped for groups of 12, featuring a large dining area and breakfast bar.brWork-cation Ready: Dedicated Workspace with Fast Wi-Fi—perfect for remote work with a view of the palms.brOutdoor Oasis: Fully screened lanai featuring a Large Private Pool (3-7ft depth), Weber Propane Grill, and a lounge with a 75” Smart TV.brChef's Kitchen: Fully equipped for groups of 12, featuring a large dining area and breakfast bar.brWork-cation Ready: Dedicated Workspace with Fast Wi-Fi—perfect for remote work with a view of the palms.

4BR Private Pool Home, Screened Lanai, & 3mi to SRQ Airport

Sarasota, Florida, United States

4

Bed

Bath

12

Sleeps

$158.53

Sarasota Certificate of Registration # VR22-00027brMinimum 7 night staybrLovely, well appointed one bedroom guest house with fully equipped kitchen and washer and dryer. Across the street from the beach and an easy delightful ten minute walk to St Armand's Circle and all the shops and restaurants!brLocated on quiet Lido Key you are minutes away from all exciting Sarasota has to offer. Community pool available at the beach if you like swimming laps. The pool is not on the property.brJust bring your suitcase - beach chairs, beach towels, umbrellas, coolers and bikes are already here. Take the free Bay Runner Trolley from the beach to Sarasota, have your groceries delivered from publix and you will have no need for a rental car. Enjoy!brEntrance has one flight of steps - no elevator available.brBedroom is on the main level - ladder leads to a separate loft.br

Guest House

Lido Beach Walk! One block to beach!

Sarasota, Florida, United States

Bed

Bath

2

Sleeps

$309.1

Modern & Bright Escape: Mins Beach, Pool, Hot Tub!

Sarasota, Florida, United States

Bed