Vacation Rentals By Owner In Sarasota, FL

Pinkie Flamingo Welcomes You To Cloud Nine at Siesta ShoresbrKing / Queen Sleeper SofabrNew 2024 RenovationbrbrBeing on Siesta Key is one thing, but being on Cloud Nine on Siesta Key is the ultimate! Be among the first to enjoy this new 2024 renovation…all new everything. From the fresh new paint, new solid surface flooring, and new appliances to the stylish new furniture, this cozy little one bedroom / one bathroom bungalow is ready and waiting to be your go-to spot in the sun. Within walking distance to the popular Siesta Key Village, Cloud Nine is just one block off the beautiful beach as well. Load up the beach cart, 4 chairs and umbrella (all included) and choose between public beach access #7 or #8. “Where is my easy button ” asked Pinkie Flamingo. As a curator of vacation rental properties all along Florida's Gulf Coast, Pinkie knew a winner when she saw one. “This is adorable!” The private outdoor area adds to the charm, furnished with a picnic table, fire pit, conversation seating and a propane gas grill. Festive string lights set the mood for a relaxing evening under the stars. brbrLet's Head to the Beach!brbrConsistently ranked in the top beaches in America, Siesta Key enjoys a year-round appeal with everything a tourist might want close at hand…shopping, dining, beaches and fun! Siesta Key achieves its lofty position in the beach rankings among some fierce competition. While no beach can ever be considered a bad beach…(I mean it's a beach right ) This 8-mile barrier island delivers on every level imaginable! Public beach access points are frequent including the large Siesta Key Park, with dining, restroom facilities, lifeguards and lots of parking. “This is as world-class as it gets!” says Pinkie, who can often be spotted soaking up the sun on a sunny afternoon. A total beach snob of sorts, Pinkie is quick to highlight the exceptionally fine snow-white crunchy sand and wide walkable beaches. With a shallow shelf that extends far out in the Gulf, the turquoise sparkling water is almost always the right temperature for a dip. A free trolley carries patrons up and down the island…often with the ultimate destination of Siesta Key Village. The heart and soul of the island, “The Village” is the hub of activity with beach bars, restaurants and touristy shops..all within easy walking distance of this property. brbrHighlightsbr• Walk to The Villagebr• Across the street from the beachbr• Private backyard oasisbr• New renovationbr• New furnishings and appliancesbr• Solid surface flooringbr• Covered parking for 1 carbr• Outdoor showerbr• Laundry room in resort areabr• Great ACbrbrCome To Florida…For The Fun Of ItbrbrAll of Pinkie's Properties Have A Few Things In Commonbr• Must Be 25 To Bookbr• No Smoking br• Cancellation OK 30 Days Prior To Check-Inbr• Sheets & Bath Towels Included…BYO Beach Towelsbr• All Kitchens Fully-Equipped With Cooking/Eating Utensils… BYO Spices & Food

Book Me Baby! Siesta Shores #9

Sarasota, Florida, United States

Bed

Bath

Sleeps

$182.53

Amazing Villages Des Pins complex with heated pool, hot tub, two tennis courts, putting green, club house with pool table and nice grilling area; just minutes from Siesta Key beaches, shopping and restaurants! Tastefully updated and completely refurnished 2 bedroom -2 bathroom villa is just few steps from the pool. It features modern, fresh design, aesthetic floor plan, spacious living and dining area, vaulted ceilings, screened in lanai and attached one car garage. It's a resort style vacation!

Villa

Villa Calmia/Close to Siesta Key/Heated Pool

Sarasota, Florida, United States

Bed

Bath

Sleeps

$437.88

Originally designed by Ralph Twitchell, one of the founding members of the Sarasota School of Architecture, this midcentury waterfront home is primely positioned in the heart of Sarasota on the shores of Phillippi Creek. With over 200 feet of peaceful shoreline enjoy quiet moments of bird watching or kayaking the calm waters. The elegant home pays homage to classic design including vaulted ceilings, large picture windows, and spacious rooms with built-ins and storage. Practical features include an oversized utility/laundry area, a fully remodeled kitchen with a contemporary, open concept layout. With over 2000 square feet this home features 4 bedrooms and 3 bathrooms everyone can take advantage of their own space.brA little more:brBeautiful midcentury waterfront home on Phillipi Creek is close to all that Sarasota has to offer. 5.4 miles to America's number 1 beach Siesta Key, and only a few short blocks from stores, nightlife, & other beaches. 4.8 miles to Sarasota downtown. This quaint getaway includes a kayak to enjoy the pure bliss of the calm waters of Phillipi Creek as well as a game room including a pool table, foosball table, and plenty seating areas to lounge around and chat.brbrbrInteraction with guestsbrbrAlways available to answer any questions during your stay.

4 bed 3 bath Waterfront Home by Ralph Twitchell

Sarasota, Florida, United States

Bed

Bath

Sleeps

$280.23

BNB Breeze Presents: Honey Glow Bungalow!brThis beautiful home in the heart of Sarasota is the ultimate destination for embracing the radiant Florida sun and nearby beaches with your loved ones! This beautifully designed home, located just 20 minutes away from both Siesta Key and Lido Beach, includes: brbr- Backyard Guest Housebr- 55 Smart TVbr- Patio w/ Fire Pit br- Screened-In Porchbr- Board + Card Games br- Highchair + Pack N Play br- Private Backyard w/ BBQ Grillbr- Spike-Ball, Corn Hole + Kan Jambr- High-Speed Wi-Fi (Perfect for Remote Work!)brbrStep inside this charming retreat and embrace its inviting interior. A fully-equipped kitchen beckons, ready to cater to your culinary desires, while the sun-kissed dining room, seating four, sets the stage for shared meals and cherished moments. The living room welcomes with ample seating and a large Smart TV, offering relaxation and entertainment at your fingertips. Venture into the garage, where outdoor games await, and laundry access ensures convenience throughout your stay.brbrWe know, contracts aren't the most exciting part of your getaway, but to keep our home safe, we'll need you to sign a quick rental agreement upon booking (this will be sent to you, after you book) — then it's all fun from there! You can see what the contract looks like in the House Rules section. Note, check in details will not be sent until that contract has been signed. brbrTHE INTERIOR SPACE:br- High Speed Wi-Fibr- Single-Story Home br- Garage Access w/ Outdoor Games br- Laundry Area w/ Washer + Dryer (Detergent Provided)br- Our home is stocked with clean and sustainable products and toiletries to give you and your loved ones a toxin-free stay! brbrKITCHEN + DINING AREAbr- Fully-Equipped Kitchen br- Beautiful Dining Table that Seats 4br- Stove + Ovenbr- Fridge + Freezerbr- Microwavebr- Dishwasher (Detergent Provided)br- Toasterbr- Breville espresso coffee maker (all the fun features to make the perfect cup of coffee)br- Kitchen Knife Block Setbr- Cutting Boardsbr- Dishesbr- Silverwarebr- Glasses + Coffee Mugs brbrLIVING ROOMbr- 55 Smart TVbr- 2 Comfortable Sofa'sbr- Reclining Chairbr- End Tables w/ Lampsbr- Large Coffee Table (Perfect for Game Nights!)br- Throw Pillows + Blankets brbrTHE SLEEPING ARRANGEMENTS | 2 Bedrooms | br- Bedroom 1: Queen Bedbr- Bedroom 2: Queen Bed br*For additional sleeping arrangements, an air mattress is provided, and you are welcome to sleep on our comfortable sofa! brbrBATHROOMS | 2 Bathrooms |br- Bathroom 1: Full Bath w/ Tub + Shower Combobr- Bathroom 2: Full Bath w/ Tub + Shower CombobrbrBACKYARD GUEST HOUSE:br- Full Kitchen br- Bedroom 3: King Bed br- Bathroom 3: Full Bath w/ Standing Shower br- Living roombrbrAs you step outdoors, an enchanting oasis awaits. The heart of this outdoor sanctuary is the beautifully designed fire pit area, where stories and laughter find their place under the starry skies. The expansive backyard invites playful moments and fun-filled activities, while the screened-in back porch offers an idyllic setting for outdoor dining and leisure. Fire up the grill, savor delicious meals, and relish the gentle Florida breeze.brbrTHE EXTERIOR SPACE: br- Fire Pitbr- Back Yard w/ Plenty of Space to Let the Kids Roam!br- Screened-In Back Porch w/ Outdoor Dining + Lounge Seating br- BBQ Grill br- Parking Space for up to 2 Vehicles in the Driveway! brbrWe cannot wait to (hopefully) host you at Honey Glow Bungalow soon! With prime location to downtown, the nearby beaches, parks, and shops, you will never be lacking for entertainment during your stay! Book now to experience the vacation of your dreams! brbrNAVIGATING THE AREAbrThe Bay Runner is a new, open-air trolley that provides complimentary service seven days a week, until midnight, with multiple stops along the way between Lido Key, St. Armands Circle, and downtown Sarasota!brbrSEE HOW WE ARE GOING GREEN! brWe love the environment, and are doing everything that we can to minimize our carbon footprint. Sarasota has been voted one of the cleanest and greenest cities in the US! Here are a few ways that we are loving on the beautiful Florida environment, and welcoming you to join us!br- This stay is central to beaches, restaurants, and shops! We encourage you to use our loved public transportation system to make traveling easy, and eco-friendly!br- We use high-quality, sustainable mattresses and linensbr- We offer a drip coffee maker so that you can reduce your single-use pod disposable, while opting for a pot of coffee to eliminate waste!br- We offer reusable grocery bags to make shopping at your local farmers market both chic and sustainable!br- All of our toiletries are eco-friendly, clean products that come with reusable dispenser bags to eliminate waste.br- We use LED lighting throughout the home to minimize electricity usage. Thanks to the natural Florida sunshine, you can soak in the sun that floods this home through all of the large windows, without using excessive home lightning during the day!br- Our home is in a great location for Instacart! Make grocery shopping for the family easy while saving on gas!brbrADDITIONAL AMENITIES:br- Linens for each Bedbr- Towels and Washclothsbr- Roll of Paper Towels br- Bottle of Dish Soap br- Trash Bagsbr- Coffeebr- Laundry Detergent br- 2 Rolls of toilet paper, per bathroom br- Bath essentials - Body soap, shampoo & conditionerbr*Please be prepared to bring any additional supplies that you will need during your stay. brbrPlease Note:brbr1. PET POLICY: A fee of $150 per dog needs to be paid before reservation is confirmed. Max of 2 dogs on the property and a max weight of 50 lbs per dog. Sorry, but no cats or exotic animals are allowed in the home. If evidence of an unapproved pet is located on the property, there will be a $400 fine and it is grounds for immediate removal from the home. Please clean up after your pet in the yard (we recommend you bring doggy waste bags) and in the home.brbr2. No Smoking: If any signs of smoking are documented, the renter agrees to pay $200.00 / per day.brbr3. Note, we do have a security camera at the home and it is recording 24/7, 365 days a year. It is facing the exterior of the home. There are no cameras inside the home.brbr4. Quiet hours for the property are between 10:00 PM and 8:00 AM. Please keep the noise levels down over this time. brbr5. Upon booking, each guest will receive a guest rental agreement. This must be signed before the House Manual (which includes access instructions for the property) is sent.brbr6. We provide complimentary 24/7 communication to ensure that your stay exceeds your expectations! Please feel free to reach out to us day or night and we will provide you with a swift response!brbr7. There are NO LONG CHECK-OUT INSTRUCTIONS! We want for you to be able to fully enjoy every minute of your stay in the Sunshine State! brbrNEARBY AIRPORTS:br1. Sarasota Airport (SRQ)br2. Tampa International Airport (TPA)br3. St Pete/Clearwater Airport (PIE)brbrLOCAL ATTRACTIONSbr1. Pompana Park for Pickleball Courts! br2. Legacy Trail br3. Siesta Key Beach br4. Lido Key Beach br5. Downtown Sarasota br6. St Armands Circle br7. Aquarium brbrGOLFbr1. The Meadows br2. University Park Country Club br3. Tatum Ridge br4. The Founders Club (Private Club)br5. Longboat Key (Private Club)br6. The Ritz (Private Club)br7. IMG Academy Golf Club br8. Esplanade Golf br9. Waterleaf brbrRESTAURANTSbr1. The Shore: Trendy waterfront restaurant with amazing seafood! br2. Connors: High-end restaurant without the high price tag! br3. Grillsmith: If you go here, you MUST get the plank grilled salmon!br4. Dry Dock: Waterfront Seafoodbr5. The Fish Camp: Wonderful seafood, but often very busy!br6. Baker + Wife: You will just love this fantastic restaurant. br7. Riverhouse Reef + Grill: Further away in Bradenton, but fantastic! br8. Der Dutchman: Fantastic home-cooked meals just down the road from you!br9. Summer Tap Juice Bar: The BEST Açai bowl in town! brbrCOFFEEbr1. Breaking Wave Coffee br2. Perq: Do not expect syrups, just great coffee :)br3. Project Coffee (2 Locations)br4. Out & About Coffee (O&A)br5. Postal 98 Cafe: Just 3 minutes away!brbrGROCERYbr1. Detwilers Farm Markets: The best place to buy organic fruits and vegetables!br2. Publixbr3. Trader Joesbr4. Whole Foodsbr5. Fresh Marketbr6. Walmart Grocery brbrBook your stay atHoney Glow Bungalow today and embark on a Sarasota adventure filled with warmth, laughter, and cherished family moments. We can't wait to welcome you!

Honey Glow Bungalow | Screened-In Porch, Patio + Yard Games!

Sarasota, Florida, United States

Bed

Bath

7

Sleeps

$342.25

Your very own private TIKI BAR at this Tropical Retreat HOUSE. Just five minutes from the airport, Three minutes to downtown and 7-10 minutes to Lido Beach. Mesmerizing murals displayed throughout the house!brEnjoy a tiki bar patio, fenced yard with lights, spacious living and a full kitchen -perfect for beach days, nightlife or family fun.brbr-Large TV's in rooms. 50,60,75brBed-linens/towels/beach towelsbrFully stocked kitchenbrFree parking for 2+ carsbrSand pit in yard w/ streamer lightsbrWasher/Dryer in garagebr3 coffee/coffeemaker in rooms and in kitchen

Tiki Time! Tropical Escape, Quiet, Minutes from Airport, Downtown & Beaches!!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$373.67

BNB Breeze Presents: The Raya HousebrThe Raya House is just a short drive from Sarasota's beautiful beaches, vibrant downtown, and popular attractions. Whether you're looking to explore the local culture or simply unwind by the pool, this property offers the perfect base for your Sarasota adventure.br- Private Heated Pool - heated at NO extra cost from Nov 21 - April 1stbr- Gas Grillbr- Kids Cornerbr- Wi-Fibr- Private Fenced-In Backyardbr- Beach Suppliesbr- Mid Century Design brbrWelcome to Raya House, a stunning vacation retreat nestled in the heart of Sarasota, Florida. This charming 3-bedroom home offers a unique ambiance that perfectly blends comfort and style, making it an ideal getaway for families or groups of friends. Step inside to discover an open-concept layout that seamlessly connects the living, dining, and kitchen areas, creating a spacious environment perfect for socializing. The living room is equipped with a Smart TV and comfortable seating, ensuring everyone can unwind after a day of exploring. The fully equipped kitchen features modern appliances, making meal preparation a breeze. The Raya House is designed for relaxation and enjoyment.brbrWe know, contracts aren't the most exciting part of your getaway, but to keep our home safe, we'll need you to sign a quick rental agreement upon booking (this will be sent to you, after you book) — then it's all fun from there! You can see what the contract looks like in the House Rules section. Note, check in details will not be sent until that contract has been signed. brbrTHE INTERIOR SPACEbr• Wi-Fibr• Laundry Room w/ Washer + Dryer (Detergent Provided)br• Sitting Areas w/ Plush Furniture br• Single-Level Home br• Our home is stocked with clean and sustainable products and toiletries to give you and your loved ones a toxin-free stay! brbrKITCHEN + DINING AREAbr• Fully-Equipped Kitchen w/ Cooking + Baking Essentials (No Food)br• Coffee Maker! br• Beautiful Dining Tablebr• Spacious Countertops br• Stove + Ovenbr• Fridge + Freezerbr• Microwavebr• Dishwasher (Detergent Provided)br• Kitchen Knife Block Setbr• Dishesbr• Silverwarebr• Glasses brbrLIVING ROOMbr• Smart TVbr• Large Comfortable Sofabr• Throw Pillows + Blankets brbrTHE SLEEPING ARRANGEMENTS | 3 Bedrooms br• Bedroom 1: Queen Bedbr• Bedroom 2: Queen Bedbr• Bedroom 3: Two Twin Bunk BedsbrbrBATHROOMS | 2br• Bathroom 1: Full Bath: Standing Shower (located in bedroom 1)br• Bathroom 2: Full Bath: Standing Shower (located in the hall) br• Outdoor Shower brbrOne of the standout features of Raya House is the private heated pool, where you can take a refreshing dip or lounge poolside under the Florida sun. The outdoor patio is perfect for al fresco dining, complete with a grill for those summer barbecues. For families with children, the dedicated kids' corner provides a safe and fun space for little ones to play.brbrTHE OUTDOOR SPACEbr• Private Pool! (See below for heat details.)br• Gas Grillbr• Sun Deck w/ outdoor diningbr• Stunning landscape lightingbr• Kids Corner with chalk Walls to write onbr• Private Green backyardbrbrDon't miss out on the opportunity to experience the charm of Raya House. Book your stay today and create unforgettable memories in this beautiful Florida home!brbrNAVIGATING THE AREAbrThe Bay Runner is a new, open-air trolley that provides complimentary service seven days a week, until midnight, with multiple stops along the way between Lido Key, St. Armands Circle, and downtown Sarasota!brbrSEE HOW WE ARE GOING GREEN!brWe love the environment, and are doing everything that we can to minimize our carbon footprint. Sarasota has been voted one of the cleanest and greenest cities in the US! Here are a few ways that we are loving on the beautiful Florida environment, and welcoming you to join us!br• This stay is central to beaches, restaurants, and shops! We encourage you to use our loved public transportation system to make traveling easy, and eco-friendly!br• We use high-quality, sustainable mattresses and linens.br• All of our toiletries are eco-friendly, clean products that come with reusable dispenser bags to eliminate waste.br• We use LED lighting throughout the home to minimize electricity usage. • Thanks to the natural Florida sunshine, you can soak in the sun that floods this home through all of the large windows, without using excessive home lightning during the day!br• Our home is in a great location for Instacart! Make grocery shopping for the family easy while saving on gas!brbrHere are a few of our favorite local attractions:brbrNEARBY AIRPORTS:br1. Sarasota Airport (SRQ)br2. Tampa International Airport (TPA)br3. St Pete/Clearwater Airport (PIE)brbrLOCAL ATTRACTIONSbr1. Pompana Park for Pickleball Courts!br2. Legacy Trailbr3. Siesta Key Beachbr4. Lido Key Beachbr5. Downtown Sarasotabr6. St Armands Circlebr7. AquariumbrbrGOLFbr1. The Meadowsbr2. University Park Country Clubbr3. Tatum Ridgebr4. The Founders Club (Private Club)br5. Longboat Key (Private Club)br6. The Ritz (Private Club)br7. IMG Academy Golf Clubbr8. Esplanade Golfbr9. WaterleafbrbrRESTAURANTSbr1. The Shore: Trendy waterfront restaurant with amazing seafood!br2. Connors: High-end restaurant without the high price tag!br3. Grillsmith: If you go here, you MUST get the plank grilled salmon!br4. Dry Dock: Waterfront Seafoodbr5. The Fish Camp: Wonderful seafood, but often very busy!br6. Baker + Wife: You will just love this fantastic restaurant.br7. Riverhouse Reef + Grill: Further away in Bradenton, but fantastic!br8. Der Dutchman: Fantastic home-cooked meals just down the road from you!br9. Summer Tap Juice Bar: The BEST A ai bowl in town!brbrCOFFEEbr1. Breaking Wave Coffeebr2. Perq: Do not expect syrups, just great coffee :)br3. Project Coffee (2 Locations)br4. Out About Coffee (O A)br5. Postal 98 CafebrbrGROCERYbr1. Detwilers Farm Markets: The best place to buy organic fruits and vegetables!br2. Publixbr3. Trader Joesbr4. Whole Foodsbr5. Fresh Marketbr6. Walmart GrocerybrbrADDITIONAL AMENITIES:brLinens for each BedbrTowels and WashclothsbrRoll of Paper TowelsbrBottle of Dish SoapbrTrash BagsbrCoffeebrLaundry Detergentbr2 Rolls of toilet paper, per bathroombrBath essentials - Body soap, shampoo conditionerbr*Please be prepared to bring any additional supplies that you will need during your stay.brbrPlease Note:br1. Upon booking, each guest will receive a guest rental agreement. This must be signed before the Guide Book (which includes access instructions for the property) is sent.brbr2. Pet Policy: **This property is NOT pet friendly. Please note, if we find evidence of an unauthorized pet in the home, we will ask for it to be removed immediately and guests will be charged a $400 non-refundable fine. This is also grounds for immediate removal of the guests from the home.brbr3. No Smoking: If any signs of smoking are documented, the renter agrees to pay a $200.00 / per day.brbr4. Quiet hours for the property are between 10:00 PM and 8:00 AM. Please keep the noise levels down over this time.brbr5. There are NO LONG CHECK-OUT INSTRUCTIONS! We want you to be able to fully enjoy every minute of your stay at Cannonball Cottage!brbr6. This property is equipped with pool heat. Heat is turned on from November 21st through April 1st and is included with your stay at no extra cost. The FL sunshine does an incredible job at warming the pool for stays outside of these dates. Any request for pool heat outside of these dates will be considered individually and will incur an extra fee. brbr7. We offer complimentary 24/7 communication to ensure that your stay exceeds your expectations! Please feel free to reach out to us day or night, and we will provide you with a swift response.

Raya House | Private Heated Pool + Outdoor Shower

Sarasota, Florida, United States

Bed

Bath

Sleeps

$195.33

Welcome to Siesta Beach House Unit #105, your beachside vacation condo that has now been fully renovated in preparation for accommodating you!! The Siesta Beach House community has direct beach access, community heated pool, 1/4 mile from Siesta Key Public Beach with tennis courts, picnic pavilions, and playground. Siesta Key has become popular for its soft white sand beaches and island life. Utilize any one of the many free ride (tips only) services on the island or the free island shuttle to visit Siesta Key Village and the expanding south village offering a great selection of restaurants, shopping, and island nightlife. brbrThis unit has all the amenities you need to be in a clean, comfortable, 1 bedroom unit that has direct beach access. brbrArrive anytime after 4pm and start your vacation immediately as if it were your very own vacation home; no check-in procedure, no keys to pickup! After parking in your designated parking spot directly in front of your building, walk up the stairs from the parking lot to find the unit on the second floor. You will enter into the living room furnished with comfortable lounge seating for 4 and equipped with flat screen TV. The sofa pulls out into a full sized mattress for you to fit your guests. Just around the corner you will find the kitchen with all major appliances available for your use, among other small kitchen appliances. The eat-in style kitchen is stocked for light to medium cooking needs and offers seating for 3, possibly 4. Back through the living room, in the rear of the unit, you will find a bedroom furnished with a King sized mattress, dresser, and equipped with flat screen TV. Adjacent to the bedroom is the bathroom equipped with tub/shower for your use!brbrService Highlights:br- Professionally laundered linens & towels with each reservation.br- Exceptional clean rating.br- No keys to pickup or check-in process, simply arrive and enjoy your stay.br- Inspection prior to arrival to ensure all mechanics of the home are fully functional.

Budget Friendly Beachside Vacation Rental with Private Beach Access

Sarasota, Florida, United States

1

Bed

1

Bath

4

Sleeps

$261.38

25% DISCOUNTED RENTAL RATE THROUGH NOVEMBER 22, 2025brbrWelcome to La Siesta Unit 112! This quiet 2-bedroom 2- full bath end unit is located on the ground floor of the complex with a direct walk out access to all Siesta Key Beach amenities. We are the closest complex to the Sunset Pavilion, children's playground, and snack bar! Easily accessible to Siesta Key Village with free trolley access outside your door!brThis unit is renovated with modern beach décor and clean tile flooring throughout. The main living area features an open concept from kitchen to walk out enclosed lanai overlooking Siesta Key Beach Park.br Fully equipped kitchen with all expected appliances including range/oven, coffee maker, margarita making blender, etc. Eat in dining to accommodate 6. brLiving room features flat screen cable television with DVD player, stereo equipment, and whole home private Wi-Fi access. Cozy seating including a queen size sleeper sofa.brBoth bedrooms are equipped with televisions and DVD players. The master bedroom features a king bed and private en suite bathroom. The guest bedroom features two twin beds.brLa Siesta is a welcoming complex with private community pool and clubhouse. Amenities available to you include a workout room, recreation room with leisure activities, barbeque grilling area, and shuffleboard courts. brWe are eager for you to come and enjoy the beautiful white powder of Siesta Key quartz sand beach…. One visit and you will see why this little island is a family favorite for vacations come winter, summer, spring, or fall. Relax, unwind, enjoy!! You've found your new home away from home on Siesta Key Beach!

Condo# 112 20 % Off exclusive time only. BEAUTIFUL 2BR/2BA Updated unit!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$182.42

Our beautiful & spacious 2 Bdr /2 Bath condo right at the south bridge to Siesta Key. You can walk to beach access #12, restaurants &shopping.brbrRent a bike, boat or jet ski across the street or hop on the Siesta Key shuttle to take you to the village where you will enjoy more restaurants, music and shop locally.brbrA bright, clean and elegant ground floor unit of a two story building with only 4 condos. Enjoy your vacation with a lovely view from the generous patio. The perfect surrounding to relax and read a book. Comfortably sleeps 4 guests, with fully stocked kitchen amenities, washer/dryer, smart tv & Wi-Fi.brbrEasy walk to restaurants, local shops, grocery store and marina for water sports.brbrBeach chairs and umbrella provided for our guests to carry everything you need for a relaxing day on the beach.brbrWe are excited to host you and are sure you will enjoy our “Happy Place”!

Walk to Siesta Key Beach. Beautiful condo with pool.

Sarasota, Florida, United States

Bed

Bath

Sleeps

$354.5

OK so let me make this easy for you. This Amazing spot is not like other property your looking at! Imagine this! Going to the #1 beach in the USA than coming back to a huge refreshing pool. Than after sitting in a massive wooded back yard with a huge fire pit and listening to great music and making s’mores! This is like your in the woods yet on the water where NO ONE will tell you the music is too loud you can have the fire going late. The Cabin is built on top of the water hidden in the woodsbrbrWe are 5 star rated! Fire pit, patio, paddle boards, kayaking, Pool, Private drive and wooded location. Great deck wrapped around the house. Your 100 yards away from the main house so you will enjoy total privacy and private parking. The pool is at the main house but well worth the walk:) We have an additional room private entrance at the main guest house with a private bathroom for additional guest if you need it! Ask us about boating options you can walk in the back yard and boat to the Gulf of Mexico or Siesta Key beach!brbrThe Cabin and almost 1 acre wooded lot. Amazing location to everything. Tons of private parking away from houses or anyone.brbrMain house is 100 yards away for anything you may need. No more than 6 six guest at anytime.brbrSiesta key beach 5 minutes away. Downtown Sarasota, st. Armands circle are all 5-10 minutes away. Srq airport is 15-20 minutes awaybrbrCar or Uber you have your own parkingbrbrIts the best spot for privacy anywhere! No neighbors! We have bon fires every weekend and play our music and never have to worry about anyone complaining. This is just seclusion at its best with high quality! Look at our reviews. OFF THE CHART! CLEAN CLEAN CLEAN plus privacy! and the amenities are world class! We also have outdoor cameras by the garage fire pit and pool area only. They are all outside and for security purposes for checkin and not used during your stay.

Guest House

Siesta key Guest House 5 star on the water Private

Sarasota, Florida, United States

Bed

Bath

Sleeps

$113.29

Looking for a relaxing way to spend your next vacation near Siesta Key/Sarasota Why not take a leisurely stroll to Siesta Key, it only 0.7 miles away, or cool off by taking a dip in the pool You can walk to bars & restaurants. The choice is yours! Fully furnished. The lovely apartment is located on the ground floor of a 4-unit complex. This unit has 1 bedroom and 1 bathrooms. Walk right outside the unit to the pool.

Apartment

Walk to Siesta Key Beach. 1 BR condo on ground floor, steps away from the pool

Sarasota, Florida, United States

Bed

Bath

Sleeps

$163.85

Stylish, Cozy, Fully Remodeled 2BR/2BA First-Floor Condo in Sarasota, FL.brbrContemporary Elegance • Comfort • Prime Location • Resort-Style AmenitiesbrbrWelcome to your perfect Florida West Coast paradise retreat! This beautifully renovated, contemporary-style 2-bedroom, 2-bathroom polished condo offers 1,200 sq. ft. of spacious comfort in a prime Sarasota location — ideal for beach getaways, family vacations, or extended stays in paradise.brbrModern Comfort & Style:brFully remodeled from top to bottom — everything is brand new!brbrOpen-concept living & dining area with fresh paint and new laminate flooringbrbrTwo spacious king bedrooms, each with private en-suite bathrooms and walk-in closetsbrbrEnclosed lanai – perfect for morning coffee or evening winebrbrSleek kitchen with modern appliances, quartz-style countertops & elegant finishesbrbrIn-unit laundry room with washer/dryer for added conveniencebrbrGround-floor unit – no stairs, no hassle!brbrPet-Friendly:brSmall dogs (under 20 lbs) welcomebrbr(Sorry, no cats permitted)brbrUnbeatable Location:brLocated in the gated Serenata Condominiums off University Parkway, you're just minutes from everything Sarasota has to offer:brbr 15–20 min to Lido Beach, Downtown Sarasotabrbr 25–30 min to Siesta Key Beachbrbr 10 min to UTC Mall, I-75, SRQ Airport, Ringling Museum, Asolo Theaterbrbr Walking distance to Publix, Walmart, Starbucks, Detwiler’s Farm Market, Dunkin’, Fuzzy's taco, Mi Pueblo restaurant, Pizza places, and more shopping and dining options.brbr 15 min from Nathan Benderson Park, top golf courses, and Ellenton Premium Outlets brbrResort-Style Amenities:brSparkling community pool with poolside WiFibrbrWell-equipped fitness centerbrbr24-hour Fitness center & gym, Tennis court, Car wash station, and secure gated entry for peace of mind.brbrWhether you're planning a relaxing vacation, visiting loved ones, or just seeking a scenic change of pace, this stylish Sarasota condo has everything you need for a memorable stay.brbrBook your stay today—your Sarasota getaway awaits!

Charming 2BR/2BA 1st floor Remodeled Condo in Sarasota Near UTC, Lido & Siesta

Sarasota, Florida, United States

Bed

Bath

Sleeps

$147.09

If you are looking for a quiet oasis in a tropical setting, away from the busy touristy areas, yet close to restaurants, grocery stores, shopping centers and the beach...well, this is the place for you!brbrWelcome to Lani Kai Oasis (Heavenly Sea) located at Ashton Lakes Community and about 1.5 miles to SIESTA KEY! This light and bright condo has cathedral ceilings in every room giving the feeling of extra spaciousness! It features a large master bedroom with walk-in closet, dual bathroom vanities, an extended living room/family room, inside laundry room, and a wrapped sliding glass-enclosed lanai. Relax on the rear lanai and look down over a beautiful and SHIMMERING LAKE abound with wildlife. This unit comes with a detached 1-CAR GARAGE with use of bikes, beach chairs, umbrella, coolers and tennis rackets. The resort like amenities of the Ashton Lakes Community include two heated swimming pools, clubhouse with a lending library, shuffleboard, tennis courts, plenty of outdoor grills, and beautifully-maintained and manicured grounds.. There is also private gate with walking path to grocery stores, shopping, hardware, restaurants and more! brbrBedding, towels and beach towels are included.

Quiet Oasis 5 minutes to Siesta Key Beach!

Sarasota, Florida, United States

Bed

Bath

4

Sleeps

$995.2

We offer 2 bedrooms, family room, full kitchen, 1 bathroom, free parking, pool and patio.brSleeps up to 8 people. brWe have one queen, 3 trundle bed with 6 twin beds each trundle. brWe have a total of 7 beds and sleeps up to 8 guests.

Walk to the Beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$211.34

Designer apartment with heated pool and private balcony. Easy walk to the beach and amenities.brbrLocated next to the beach easy access to downtown. Relaxing view from the balcony of heated pool and palms.brbrGuests have there own balcony overlooking the pool and palms. All guests can use the heated pool and yard including bike racks, BBQ, lounge and dining areabrbrI am available please call or text with any questionsbrbrQuiet peaceful neighborhood. Walk to beach and all amenitiesbrbrFree taxi services will bring you to and from the apartment anywhere on Siesta Key. Walk easily to beaches, restaurants, bait store, boat and kayak rentals. Trolleys run daily up and down Siesta Key as well.brbrChildren myst be supervised by an adult in the pool area

Apartment

Beechwood Suites D

Sarasota, Florida, United States

Bed

Bath

6

Sleeps

$636.3

Sarasota is waiting for you at this 3-bedroom house. Inside, guests find a king bed and two queen beds, perfect for a restful night. The house features two bathrooms, making mornings easy and convenient. This 3 Bedroom x 2 Bath home is very tastefully decorated with mid-century relics. The outside living area is welcoming with lounges and table to eat al fresco and watch TV on the patio. The primary bedroom suite has a king size bed, large TV. The second bedroom with a queen size bed. The third bedroom features a day bed or can be used as an office Two-car carport Just a short drive to the beautiful beaches of Siesta Key #1 Beach and 10 minutes away from downtown Sarasota and it's culture.

Lovely 3-bedroom house mins to Siesta Key#1 Beach.

Sarasota, Florida, United States

Bed

Bath

6

Sleeps

$194.01

Designer apartment with heated pool. Easy walk to the beach and amenities.brbrComfortable stylish apartment with private balcony overlooking heated pool and palm trees.brbrAll guests have private parking and access to the fenced in yard with heated pool, bike racks, BBQ, dining and lounge areas.brbrI am always ready to answer any questions. Please text or call me and I am happy to help.brbrLocated right next to Siesta Key over the bridge on the mainland. Easy bike or walk to beach and many amenities. brbrQuiet peaceful neighborhood.brbrTaxi service will pick you up at Beechwood Suites and take you anywhere on Siesta Key for $10 minimum tip. brbrEasy walk or bike ride to the beach, restaurants, bait shop, or rent a boat, wave runner, or kayak. Be right next to the Island without the traffic getting on and off the island. Easy drive to downtown Sarasota.brbrPlease supervise children at all times by the pool

Apartment

Beechwood Suites B

Sarasota, Florida, United States

Bed

Bath

Sleeps

$273.02

Welcome to the cozy condo! This 1 bedroom 1 bath rental offers everything you could dream of and more. Sleeps 4 comfortably. Located just 300 yards from Turtle Beach, this beautiful oasis offers a private community pool and 8 private docks to enjoy boating, fishing, kayaking or watch our local manatees. Restaurants and bars are just a short walk away and the free trolley is available at Turtle Beach Pavilion every 15 minutes. Enjoy the ride and explore this beautiful area.brbrFully Furnished, 1 Bedroom Gulf Side Condo on South Siesta Key, walking distance to Turtle Beach. Very small 8 unit, private condo association! brbrThis unit is one of eight in the complex, located steps away from the water, King bed in master bedroom and Queen sofa bed pull out in living room. ( sleeps 4). Large porch and private sundeck with great westerly views to enjoy those million dollar sunsets. brbrTurtle Beach is within walking distance (5 minutes) just behind boat launch. brbrLaundry room is available on site (coin-operated).brbrWalk to restaurants including Ophelia's, Turtles, and The Turtle Beach Bar & Grill. Siesta Key Trolley is accessible just north of the property, less than a 5 minute walk.brbrLocated 80 yards south of the Siesta Breeze free trolley terminal at Turtle Beach. br1 Parking Space available. No need for a car.

Cozy Condo in Siesta key with boat dock

Sarasota, Florida, United States

Bed

Bath

Sleeps

$500.43

Hands down the best location on Siesta Key! Walking distance (under 7 minutes) to Siesta Beach (note, VRBOsays 17 minute drive…not sure why they won’t correct, it is walking distance) all the local bars, restaurants, live music and steps away from the marina. This property has been completely upgraded inside and out. It is located on one of the most beautiful “canopy oak” streets on the island, inlaid brick street that is a true hidden gem. While everything is in walking distance, the property offers privacy and quiet. Heated pool, beach cart with all the fixings, bicycles for beach riding, etc. The bedrooms feature a king bed, a queen bed, and two twin beds that can be combined ensuring a good night's sleep for everyone. The house also includes a living room with large smart TV, a reading room with a cozy sofa bed, providing additional space for kids and guests. It also features a fully screened lanai also with a large smart TV and a pass through window to the kitchen (an awesome feature!). AC, washing machine, iron, and high speed, dedicated WiFi, your stay will be excellent. The 2 bathrooms offer showers and hair dryers, soaps and plenty of towels for your convenience. We take your stay seriously and are available 24/7.

Less than 7 minute walk to Siesta Key Beach.

Sarasota, Florida, United States

Bed