Vacation Rentals By Owner In Sarasota, FL

Discover coastal comfort and turtle-themed charm at this beautifully updated 2-bedroom, 2-bath condo at Tortuga, a sought-after Gulf-front complex on the south end of Siesta Key. With Gulf and pool views, direct beach access, and unbeatable resort-style amenities, this is your perfect island escape.brbrWhy You’ll Love Itbr• Gulf views at your doorstep and pool views from inside the condobr• Direct access to private beachfrontbr• Heated indoor/outdoor pool with saunasbr• Car wash station & outdoor beach showerbr• Decorated with coastal flair and unique turtle-themed touchesbrbrSleeping Arrangementsbr• Primary Bedroom: King bed, en-suite bathroom with walk-in shower, flat-screen TVbr• Guest Bedroom: Queen bed, en-suite bathroom with tub/shower combobr• Sunroom: Futon with privacy divider – perfect for kids or extra guestsbrbrOutdoor Highlightsbr• Heated indoor/outdoor poolbr• Men's and women’s spas with dry saunasbr• Boat dock and fishing pier for water loversbr• Tennis & pickleball courtsbr• Gas grilling area for cookouts after a beach daybrbrInterior Comfortsbr• Open living space with smart TV, Frontier cable + streamingbr• Chess table in the sunroom for game nightsbr• Dedicated workspace with deskbr• In-unit washer & dryerbrbrKitchen & Diningbr• Fully equipped kitchen with Whirlpool stainless steel appliancesbr• Keurig and drip coffee makerbr• Dining table seats 4, breakfast bar seats 2brbrIncluded Home Essentialsbr• High-speed Wi-Fibr• Linens, towels, and starter toiletries providedbr• Full set of beach gear: chairs, umbrellas, surfboard, cart, beach kayak and pool floatsbrbrNeighborhood Perksbr• Near Turtle Beach Marina – boat and jet ski rentals just minutes awaybr• Explore the South Siesta Village with local restaurants, shops, live music, and groceriesbr• Minutes miles to Siesta Key Public Beach – take your photo at the iconic #1 Beach signbr• Short drive to multiple top-rated golf courses and only 14 miles from Sarasota-Bradenton AirportbrbrAccess & Parkingbr• Garage parking for 1 vehicle + visitor parking availablebrbrFrom beachcombing and boating to relaxing by the pool or sipping morning coffee with a sea breeze, your Tortuga getaway is all about vacaying your way. Book now with Gulf Coast Vacations!

Apartment

Tortuga – 2BR on Beach, Heated Pool & Sauna

Sarasota, Florida, United States

Bed

Bath

Sleeps

Exceptional(1)

$620.7

Welcome to Ritzy Palms, situated in Sarasota’s charming, historic, and quiet neighborhood of Laurel Park! Coastal chic, contemporary, and renovated. Walking distance to Main Street and a five-minute drive to the beach. brbrThis is a new listing on VRBO and is a COMBINED listing of our Heart Villa (ID#3710520) and Sun Villa (ID#3658383), both of which have reviews to read. brbrRitzy Palms' garden hideaway is a real Floridian oasis, complete with fire pits and sun loungers. Downtown restaurants, bars, and shops are just minutes away. Three sugar white beaches, including Siesta Beach and Lido Key, some of the most beautiful beaches in the world, are only a 5-minute ride away!brbrThis five-bedroom home offers two separate entrances, private backyards, separate kitchens, and separate living rooms and dining rooms. One villa has three bedrooms, and the other has two. It's a perfect choice for family and friend reunions where you want to be together, but also have a little privacy and your own space.brbrCertificate of Registration Number: VR24-00113

Ritzy Palms Downtown Estate-5 minutes to beach-walking distance to downtown!

Sarasota, Florida, United States

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Bath

Sleeps

Exceptional(117)

$203.39

brWelcome to Your Private Sarasota Retreat!brbrEnjoy a relaxing getaway in this charming 3-bedroom, 2-bath home, centrally located in a quiet downtown neighborhood. Thoughtfully designed with bright, coastal décor, this home offers a clean, comfortable, and inviting atmosphere—just take a look at our five-star reviews!brbrPerfect Location – Explore Sarasota!brbrUnder a mile to the free trolley to the beachbrLegacy Bike Trail at your doorstep (bike rentals deliver!) br1 mile to Downtown Sarasota’s shops, restaurants & theatersbr1 .5 miles to Selby Gardens & Sarasota Bayfront Park (playgrounds, tiki bar, boat rentals, & scenic walking paths)brBeach lovers: 10-minute drive to Lido Key Beach or take the free trolleybrGolfers: Just 3 miles to Bobby Jones Golf CoursebrClose to attractions like Ringling Museum, Mote Aquarium, Orioles Spring Training, UTC Mall & more!brbr Amenities & Comforts:brbrFree High-Speed WiFi & Smart TV with You Tube TVbrQuality beds & linens for a restful staybrFully stocked kitchen for home-cooked mealsbrWasher & dryer for added conveniencebrScreened-in lanai overlooking the back garden & deck with BBQbrPet-friendly with a large fenced backyardbrBeach gear included: Chairs, towels, umbrellas, coolers, and beach toys.brbrAdditional – Inflatable bed & Pack 'n Play available upon requestbrbrGetting Around:brFree parking on site.brFree Bay Runner Trolley to Main St, St Armands and Lido Beach.brHop on/off electric scooters around town. brUber. Lyft. Taxis.brbrFlexible stays & same-day bookings available – message us for details!brbrPet Policy: We welcome pets! Please include the number of pets in your reservation to calculate the pet fee.brbrInteraction with guests:brWe are available to contact via message, text or phone.brbrSarasota’s Arts, Culture & Outdoor Adventures Await!brSarasota is a vibrant destination known for its world-class arts, cultural events, and outdoor activities. Enjoy:brbrThe Ringling Museum, Sarasota Art Museum & historic opera housebrLive performances at Van Wezel, Asolo, Florida Studio Theatre & morebrMusic festivals, comedy clubs & nightlifebrBoating, fishing, kayaking & nature trailsbrFine art festivals, food & wine events, and sports competitions year-round!brbrNotable Events & Festivals:brbrSarasota Film Festival (April)brSiesta Key Sandcastle Competition (Fall)brJazz & Blues FestivalsbrJuly 4th Fireworks brbrExperience the best of Sarasota from the comfort of this cozy, well-equipped home. We can’t wait to host you!brbrCity of Sarasota CERT #VR24-00124brbrKeywords: Sarasota downtown updated Home/ Bungalow/cottage, Pet friendly, Fenced yard, Central location, Good value, Walk to Downtown, Close to Siesta Key, Lido Key, Longboat Key Beaches, St Armands Circle, Marina Jacks, Boating, Golf, Tennis, Orioles Spring training, Ringling Museum, Arts and Culture, Sarasota Film Festival, Benderson park rowing & aquatics sports center. Free Bay Runner Trolley. Legacy bike trail, Payne Park

Best SRQ Location> Trolley to Beach, Walk Downtown. Bike Legacy Trail, Pets OK.

Sarasota, Florida, United States

Bed

Bath

Sleeps

Exceptional(13)

$247.47

Ground-floor 2-bedroom condo in the quiet Sienna community of Sarasota with a private fenced garden.brSiesta Key Beach is a 5–10 minute drive (traffic dependent).brPet-friendly home — all pets welcome with a flat $10 pet fee per reservation, regardless of the number of pets.brGuests enjoy access to a heated community pool and a calm residential setting close to shopping and dining.brbrGround-floor condo with easy accessbrbrPrivate fenced garden ideal for morning coffee or relaxing eveningsbrbrFully equipped kitchen suitable for everyday cooking and extended staysbrbrSpacious living area with room to relax or work remotelybrbrBedroom 1: King bed with premium linensbrbrBedroom 2: King bed with premium linensbrbrLiving area: Queen sleeper sofabrbrComfortably accommodates up to 6 guestsbrbrHigh-speed WiFibrbrEthernet (wired) internet connection available for stable remote workbrbrSmart TVs in every bedroom and the living room, with access to 600+ streaming channels for easy entertainmentbrbrOnsite washer and dryerbrbrBeach essentials provided (chairs, towels, umbrella)brbrFree parking: 1 designated space plus additional guest parkingbrbrContactless self check-in and check-outbrbrWalking distance to Publix, restaurants, and local barsbrbrDowntown Sarasota & St. Armands Circle: approx. 20 minutesbrbrI-75 access: approx. 8 minutesbrbrSarasota-Bradenton Airport (SRQ): 15–20 minutesbrbrTampa International Airport: approx. 60 minutes

Apartment

Family-Friendly 2BR Garden Condo, Heated Pool

Sarasota, Florida, United States

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Bath

Sleeps

$138.94

Keep it simple at this peaceful and centrally-located condo. Warm and heated pool, easy parking, water views and close to Siesta Key / Beach and shopping. No steps are required between the parking lot and unit . Close to everything!

Home away from home! Great condo -Unit 136- just minutes to Siesta Key

Sarasota, Florida, United States

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Bath

Sleeps

Exceptional(8)

$149.21

Whether for work or play, this location can't be beat! 12 minutes from the best beach in the country and loads of restaurants within walking distance. A heated pool, a calm lake to peek on the wildlife are each within a throw of a stone. 1 King Bed, 2 Twin beds. brEasy in and out and easy parking. brThere is much to do in Sarasota, Siesta Key and neighboring Venice, however sometime the couch or poolside is all one needs. Washer and dryer in the unit, and even a grill for those ready to eat!

Great 2 BR Condo, 7 minutes to Siesta Key

Sarasota, Florida, United States

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Bath

Sleeps

Exceptional(1)

$117.52

Hidden Gem near South Bridge on Siesta Key. 7 Minute walk to beach (public access 12), shops, bars, restaurants and more. 2 bedrooms, 2 full baths, pull-out sofa, laundry on sight, secure indoor garage parking in small condo complex tucked in wooded area. Internet, cable and utilities all included. Minimum ONE MONTH rentals, background check required. No pets

Great location on Siesta Key! Best value!

Sarasota, Florida, United States

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Bath

Sleeps

Exceptional(5)

$348.68

This memorable estate is the perfect home base for your trip to Sarasota. This estate sits on 5 acres with a 6 foot concrete wall on all 4 sides. Beautiful Grand Oak trees adorn this property along with beautiful landscaping. The back patio has a 5 foot natural gas grill and looks over a lush tropical back yard. With 3 bedrooms including 2 king beds and 1 queen bed, this wonderful property offers comfort and flexibility for all guests. The 3 bathrooms come equipped with a bidet and shower for a pleasant experience. Whether you're relaxing in the cozy living space or taking in the fresh air on the outdoor patio, we hope you'll enjoy your stay at our estate.

Spectacular Luxury 4500 sq ft home in Sarasota, Fl

Sarasota, Florida, United States

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Bath

Sleeps

$194.81

Fabulous location with only 0.6 mile to Crescent Beach on Siesta Key! Fully renovated 1 bdrm/1 bath apartment, tugged away from the main road with backyard oasis! Sleeps 4 (king size bed + sleeper in living room). Close to shopping, restaurants, bars. Laundry inside and 2 parking spaces in the back.brPrivate backyard, Walk in closet, Laundry closet, pantry, living room and bedroom TV, 2 breakfast bars with seating for 4, outside seating for 6.brThe apartment is located in the back of commercial building used as Design center for the owner of this property. No noise, no work over weekend and totally private in the back.

Villa

Salt Life Living -only 0.6 miles to the Siesta Key beaches!

Sarasota, Florida, United States

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Bath

Sleeps

Exceptional(16)

$391.74

Siesta Key Resort with 2 heated pools, tennis courts, pickle ball, Fitness Center, community room with ping pong and other games, and more. Resort is directly on Siesta Key Beach, which frequently has been named as the number 1 beach in the country. Our unit is a second-floor walkup in Building E which has no elevator. It has a fully equipped kitchen for dining in or take the complimentary trolley to the Siesta Key Village and enjoy restaurants, nightlife and some of the best ice cream in the south! Grocery stores, souvenir shops, convenience stores and general merchandise shops are all within reach of the complimentary trolley and numerous island ride services.

Sarasota Surf and Racquet Club Siesta Key Vacation Rental 2 Bedroom Condo

Sarasota, Florida, United States

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Bath

Sleeps

$427.38

Don't miss out on this beautiful, updated, gulf view unit, located on the first floor. Steps away from the pool and beach! With a king in the master and a queen in the guest bedroom, this unit is perfect for couples. Both bathrooms are updated with full tiled showers. Sit out on one of the only covered patios and watch the beach from your unit! Come and enjoy all that Siesta Key and Siesta Dunes has to offer.

Updated, Ground Flor Gulf view!

Sarasota, Florida, United States

Bed

Bath

Sleeps

Exceptional(15)

$707.32

This magnificent gulf-front condo on Siesta Key Beach offers luxury living with resort style amenities. Watch beautiful sunsets from your private balcony directly facing the Gulf. There is attention to detail throughout this spacious condo that features two master suites, two other private bedrooms (each of which sleeps 2 persons), a large living/dining area, a state of the art chefs kitchen and 3 full baths. Large windows in the Living Room and both Master Suite Bedrooms overlook the Gulf of Mexico, Siesta Key Beach and the private swimming pool area.Sleeps 8 with a King bed in each Master Suite, a Queen bed in the 3rd bedroom and a convertible sofa sleeper in the Den. brbrEach Master Suite includes a spacious en-suite bathroom containing his and her sinks and a multi-head rain shower. The primary Master Suite bathroom also contains an oversize jetted soaking tub and a TV. Custom furnishings throughout with imported linens. A completely outfitted state of the art chef's kitchen with top-of-the-line appliances from Wolf, Sub-Zero, and Fisher & Paykel. Living room contains a 52 flat screen TV with Blu-Ray DVD player and Bose sound system. WiFi and sprinkler system throughout. Each of the four sleep rooms contains a flat screen TV. Ample closets in all bedrooms. Full size washer/dryer in apartment.brbrFacilities include a fitness center and a large beach area with private lounge chairs and umbrellas. There is a gulf front swimming pool and hot tub with lounge chairs and cabanas plus a poolside bar with light lunch menu. There is a fire pit and outdoor barbecues. There is recreation balcony area with ping-pong, pool table, etc.brbrEnjoy complimentary hospitality services including daily continental breakfast, daily towel service and trash pick-up, valet parking, available kayaks and bicycles, and 24-hour security. Also, recreation and concierge staff for assistance with local activities Everything you would expect in a luxury beachfront condominium inclusive of the resort-style services and amenities. Everything described above is included in the rental charge except for costs incurred at the poolside bar/cafe. Nothing has been overlooked!brbrIt is a short drive to fabulous downtown Sarasota with it's array of cultural activities including Theater, Opera, Symphony and Ballet. Available fishing and sightseeing boat trips from Sarasota Marina. Other nearby attractions such as the Ringling Museum, including it's unique circus museum and model, and the Mote Marine Aquarium. Also, the Marie Selby Botanical Gardens and many fine restaurants.brbrMaximum occupancy is eight persons.brbrEnjoy lunch or cocktails on the unit's balcony or at the Beach Bar.brbrAs part of a Hyatt Residence Club, you benefit from complimentary legendary Hyatt hospitality services and property amenities:brbrBeach & pool services (chaise lounges, umbrellas, towels, kayaks, paddle boards)brbrHeated poolbrbrPoolside cabanasbrbrHot tub/spabrbrFire pitbrbrBBQsbrbrFitness centerbrbrMassage roombrbrSteam roombrbrDaily continental breakfastbrbrWiFibrbrFront desk staff providing assistance with local activitiesbrbrValet parkingbrbr24-hour securitybrbr

Luxury 3BR+Den- On Private SK beach, Direct Gulf View, Resort style amenities

Sarasota, Florida, United States

Bed

Bath

Sleeps

Exceptional(7)

$203.22

Renovated cottage with lots of room for fun outdoor BBQ, happy times around the heated pool, stroll around the quaint neighborhood with complimentary bikes. brbr5 min from Siesta Key beach & walking distance to Gulf Gate's best restaurants & shopping. Minutes to St Armands, Marina Jack & the Ringling Musueum. brbr3 bedrooms offering 2 large king size beds, & 1 queen size with 2 work stations with desk & chair allowing you to play & work at the same time. Amazing Wi-Fi connectivity. Fully equipped!brbrEach bedrooms offer a flat screen TV with Internet connectivity to stream all your favorite shows. Connect to your favorite streaming account & you can chill. Each bedrooms offer a quality fan with a remote.brbrThe master bedroom offers a king size bed, a large desk and comfy work chair. Plenty of storage, an en-suite bathroom and a walking closet with custom cabinets. brbrA park and play is available for infants and new born.brbrA second master bedroom is available with a king size bed, a working desk, a chair and a large closet.brbrThe third bedroom offers a Queen size bed with a large closet.brbrThe entire house is available for you to use.brbrGuests can contact us 24/7 via the platform and during business hours on the phone number provided on the Welcome Guide.brbrGulf Gate is a quaint neighborhood near Siesta Key in South Sarasota. It is an amazingly walk friendly neighborhood with lots of restaurants and shopping.brbrDriving is easy turn East or West on Clark and you are within minutes to the best dining and shopping the city has to offer. You are 15 min to Downtown Sarasota by car, and 5 min to Siesta Key. Bicycles are available for your convenience to use once the equipment waiver have been signed and completed. Helmets must be worn at all times. Tire inflator pump is located in the shed with the bikes.brbrThe pool heating is a supplement and can be request upon booking at $50 per week.brbrPet friendly bring the whole family to Siesta Key. Pet fee is $150.brPlease check the welcome guide for rules and regulations pertaining to the house.

Siesta Key Cottage with Heated Pool

Sarasota, Florida, United States

Bed

Bath

Sleeps

Exceptional(9)

$241.06

Kick back and relax with your friends/family in this comfy, stylish home! You'll enjoy our indoor space AND outdoor space! With comfortable beds, Smart TV's, and a spacious living room w/ vaulted ceiling, there is room for everyone to relax together. Outside you'll enjoy our large private fenced-in back yard with grill, lounger chairs, and patio to soak in the sun or sit under the stars. We're walking distance to Sarasota BMX, Ed Smith Stadium, and a mile to stores/restaurants. Pet-friendly, under 30lb!brbrNOTE: the driveway is shared with a long term tenant who rents the garage space. The person parks to the left when they are there, and has no access to any other part of the house, yard, or property.brbrbrbrTenant does not use nor have access to other areas of the property or house, neither indoor or outdoor.

Relaxing, Spacious Home Central to everything Sarasota!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$378.5

Fisherman’s Cove is a waterfront property – sandwiched between the Gulf of Mexico and Blind Pass Lagoon which leads to Sarasota Bay. Fishing from the Gulf or Lagoon is one of the main attractions. Our location is also perfect for kayaking and paddleboards. Enjoy romantic sunsets from the comfort of your apartment’s private terrace or directly on the beach. brbrBring your boat or rent one for a day as the docks are free! Your boat trailer must be kept off property and the on-site office can provide a list of places in the area for storage. NO Pets allowed.br brDine at several excellent restaurants within walking distance or drive to Crescent Beach approximately 2.5 miles north where there is a grocery and other stores and restaurant options. The Siesta Key Village is approximately 7 miles distance on the island. Off island trips bring you to diverse neighborhoods and shopping and dining areas within a 15 to 30 minute drive.brbrTurtle Beach is known for swimming, shelling, and sunning. Fisherman’s Cove is adjacent to Turtle Beach with picnic area, grills and boat ramp. You will drive through Turtle Beach to our gated community – leaving the traffic behind. Our south end of Siesta Key is known as the quieter end of the island. brbrWhile you are here, you will want to visit Siesta Beach and put your toes in the world famous white sand which consists of 99% pure quartz, ultimately derived from the southern Appalachians. Over millennia, rivers carried the grains of sand into the Gulf of Mexico and south along Florida’s coast. Those quartz grains are fine, without any coral or shell fragments, which results in sand with a soft, flour-like texture.brPrimary Suite one King BedbrGuest Suite one Queen Bed

Beach Front Condo with lovely sunset view

Sarasota, Florida, United States

Bed

Bath

Sleeps

Exceptional(3)

$140.32

Welcome to Bellevue, Professionally managed by Gulf Coast Vacation Rentals. A serene lakeside living at Heritage Oaks Golf and Country Club! This second-floor two-bedroom, two-bathroom condo offers the perfect blend of elegance and relaxation in a picturesque setting.brbrAs you step inside, you're greeted by an inviting living space adorned with ample natural light streaming in through large windows from the lanai, illuminating the tastefully appointed interior. The open-concept layout seamlessly integrates the living, dining, and kitchen areas, creating an ideal space for both entertaining and everyday living.brThe well-appointed kitchen boasts modern appliances, sleek cabinetry, and plenty of counter space, making meal preparation a delight. Enjoy your morning coffee or evening cocktails on the private balcony, where you can soak in breathtaking views of the tranquil lake and lush greenery.brbrThe primary bedroom serves as a peaceful retreat, featuring a spacious layout, plush carpeting, and an en-suite bathroom complete with a luxurious soaking tub, separate walk-in shower, and dual vanity sinks. The second bedroom offers flexibility for guests with two twin-size beds, plenty of closet space, and a TV. The second bathroom has a shower/tub combo with an updated vanity. brbrHeritage Oaks Golf and Country Club offers a wealth of resort-style amenities, including a championship golf course, tennis courts, swimming pools, and clubhouse with dining options. Whether you're seeking an active lifestyle or a tranquil escape, this condo provides the perfect backdrop for your Florida dream.brbrConveniently located near shopping, dining, and outdoor recreational opportunities, this lakefront condo offers the best of both worlds – a peaceful retreat nestled in nature with easy access to urban conveniences.brbrYour reservation may require you to fill out a Home Owners Association application that may request personal details. Any application fees required by the HOA are non-refundable.brbrGuests DO NOT have garage access. brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties..

Well-appointed lakefront condo | Heritage Oaks County Club - Bellevue

Sarasota, Florida, United States

Bed

Bath

Sleeps

Exceptional(36)

$282.99

The apartment is a 2B/2B located 1/4 block to Lido Beach. Approximately 5-7 min walk to St. Armand's Circle. Olympic size heated pool at the beach. LIDO BEACH PAVILION.brFully equipped gourmet kitchen with all cooking and serving items.brFlat cable TV, outside table, chairs, BBQ grill, washer/dryer.brKing and Queen size beds. Two reclining sofa beds in living room.brPRIME LOCATION! Linen, towels, beach towels, beach chairs, beach wagon are supplied. brRecreational activities nearby are: boating, fishing, golfing, kayaking, museums, opera etc...

Apartment

Lido Beach 1/4 Block/St Armand's Circle / Pool At Beach, Aptartment Building 1L

Sarasota, Florida, United States

Bed

Bath

Sleeps

Exceptional(6)

$268.38

This 3/2 + bright designated office space is newly renovated with large fenced yard, screened front patio and private laundry.brbrWalk to Arlington Park pool, basketball and tennis courts, workout facility and playground. Also walkable to SMH and Southside Village restaurants & shops. Minutes from Bayfront Park, Selby Botanical Gardens, Marina Jack, St Armand's/Lido Key and Siesta Key.brbrGreat neighborhood to walk. There is a small guesthouse next door that shares 1 small soundproofed wall. This area of Sarasota allows for weekly stays, per City ordinance. VR24-00158

Mid-Century 3/2 Near Downtown/Siesta Key/SMH

Sarasota, Florida, United States

Bed

Bath

Sleeps

Exceptional(1)

$222.54