Home Vacation Rentals By Owner In Sarasota, FL

Showing 2960 Of 3494 Vacation Rentals
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$556.89

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Private Vacation Home

Blossom Bay | Heated Pool, Jura Coffee, Sleeps 10

Sarasota, Florida, United States

BNB Breeze Presents: Blossom Bay!brA purpose-built luxury family vacation home designed specifically for families to create unforgettable memories. Discover the exquisite charm of Blossom Bay. This home is fully loaded! Located just 15 minutes away from both Lido Key and Siesta Key Beach, this incredible stay includes: br- Heated saltwater pool - heated at NO extra cost from Nov 21 - April 1stbr- Covered lanai w/ high ceilings and entirely screened inbr- Outdoor Kitchenbr- Kid-friendly home + an Infinity Game Tablebr- Jura Espresso Machinebr- Located on the Legacy Trail brbrStep inside to find an inviting living area filled with natural light, perfect for relaxation or entertaining. The modern kitchen, equipped with high-end appliances, makes it easy to prepare meals at home. Enjoy dining inside or on the outdoor patio, adorned with dining furniture for al fresco meals under the sun or stars. Blossom Bay accommodates up to 10 guests with its four spacious bedrooms, each furnished with king-size beds for ultimate comfort. The three bathrooms, including convenient half baths, provide ample space for everyone to refresh and unwind.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- Multi-Story Homebr- Wi-Fibr- Laundry Room 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 w/ Cooking + Baking Essentials (No Food)br- Dining Area w/ Table + Chairsbr- Stove + Ovenbr- Fridge + Freezerbr- Microwavebr- Dishwasher (Detergent Provided)br- Toasterbr- Jura espresso coffee maker (all the fun features to make the perfect cup of coffee)br- Kitchen Knife Block Setbr- Cutting Boardbr- Dishesbr- Silverwarebr- Glassesbr- Wine Glassesbr- Coffee Mugsbrbr1ST FLOOR LIVING ROOMbr- Spacious Living Roombr- Large Smart TVbr- Large Sofa + Relaxing Chairsbr- Coffee Table (Perfect for Game Nights!)br- Throw Pillows + Blanketsbrbr2ND FLOOR LIVING ROOMbr- Large Smart TVbr- Large Sofa + Relaxing Chairsbr- Infinity Gaming TablebrbrTHE SLEEPING ARRANGEMENTS | 4 Bedrooms |br- Bedroom 1: King Bedbr- Bedroom 2: King Bedbr- Bedroom 3: King Bedbr- Bedroom 4: King Bedsbr- Room 5: Two Twin BedsbrbrBATHROOMS | 4 Bathrooms | 2 Half Bathbr- Bathroom 1: Full Bath w/ Walk-In Shower and Soaking Tub (1st Floor)br- Bathroom 2: Full Bath w/ Tub/Shower Combo ( 2nd Floor)br- Bathroom 3: Full Bath w/ Tub/Shower Combo ( 2nd Floor)br- Half Bath 1: (Hallway on 1st Floor)br- Half Bath 2: (Outdoor Deck)brbrThe outdoor area is truly a highlight, boasting a private heated pool, sun loungers, and an outdoor dining space ideal for barbecues and gatherings. The lush garden provides a tranquil backdrop, inviting you to soak in the serene atmosphere.brbrTHE OUTDOOR SPACEbr- Private pool (Heated seasonally: see below for more info)br- Outdoor Kitchen/ Grillbr- Outdoor Lounge Area & Dining br- Lounge Seating on the pool deckbr- Parking Space for up to 4 Vehicles in the Driveway and Garage!br- Walk out the back gate and have direct access to the Legacy Trail. brbrDon't miss the chance to experience the luxury and relaxation that Blossom Bay offers. Book your stay today and create unforgettable memories with your loved ones!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!brThis 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!brWe use high-quality, sustainable mattresses and linensbrAll of our toiletries are eco-friendly, clean products that come with reusable dispenser bags to eliminate waste.brWe 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!brOur 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: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 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 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:brbr1. 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.brbr2. No Smoking: If any signs of smoking are documented, the renter agrees to pay a $200.00 / per day.brbr3. Quiet hours for the property are between 10:00 PM and 8:00 AM. Please keep the noise levels down over this time.brbr4. There are NO LONG CHECK-OUT INSTRUCTIONS! We want for you to be able to fully enjoy every minute of your stay at Coastal Lodge!brbr5. 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.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.brbrCity of Sarasota Vacation Rental License #26-VR-000037.
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Exceptional(1)

$203.4

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Condo

Serenata - Beautiful Luxury, Top Floor Corner, Water View!

Sarasota, Florida, United States

You will absolutely love the airy vaulted ceilings and calming colors of the modern-beach design at this property. One of the best units at Serenata, this top floor corner unit just went through a full top to bottom high end renovation! The unit displays high end furniture and finishings throughout with a wonderful home away from home feel. Enjoy the relaxing lake view and beautiful sunsets from this modern Cabana! brbrWelcome to Serenata, one of Sarasota’s most sought after resort communities in the center of all the amenities. Located just off University Parkway, Serenata is only a short drive for relaxation at the world renown Siesta Key Beach and the endless coastline of pristine white sand beaches or head to Nathan Benderson Park and its 400acre lake with walking/biking/rollerblading trails and world-class rowing facilities.brbrSerenata reveals beautiful lake views and offers something for everyone in a secure gated community. Enjoy relaxing at the amazing pool area (including free Wifi), an evening game of tennis at the lighted tennis court, or keep active at the onsite 24hr fitness center. Feel like socializing Drop by the friendly resident lounge and media center featuring free WiFi, HDTV, pool and poker tables. We are just a short walk for fresh groceries at DetWiler's Farm Market, Publix, or Walmart. Enjoy a coffee at Starbucks or an ice cream at Culver's right next to the complex....and a short drive to many great restaurants and a never-ending list of nearby amenities on University Parkway!brbrProperty Finishings:brThe unit displays all new luxury vinyl and stunning large 3ft porcelain tile flooring, brilliant kitchen and bathroom quartzite countertops, stainless steel appliances, and all new lighting and ceiling fans throughout with Bali window treatments. The condo is furnished with nothing but the best in solid wood furniture from Natuzzi, Arhaus, RH, Castlery, and Amisco brands. It boasts two RH king size beds with Tempur-pedic mattress/pillow sets... and Bali blackout blinds to guarantee the perfect sleep! Set up with 3 high end smart TVs you can enjoy a show on the 65 screen from the comfort of a Natuzzi couch with chaise or lie in bed and enjoy the 50 FireTV! The kitchen offers top quality Fortessa dinnerware and features a Smeg coffee maker and Haden toaster, electric kettle appliances.brbrWake up to a relaxing early morning coffee with the peaceful sound of the water fountains or enjoy the beautiful sunsets from the spacious corner enclosed lanai area. The top floor corner Monaco floor plan offers another level of comfort and spaciousness. This luxury lake-view condominium is fully furnished with everything and more that you will need to enjoy your stay!
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$232.45

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Private Vacation Home

Quiet Stoneybrook Country Club Villa Near Siesta Key -Summer '25 SPECIAL RATES

Sarasota, Florida, United States

Welcome to Stoneybrook Golf & Country Club! This well-appointed 2 Bedroom/2 Bath villa is your home for your vacation. You’ll enjoy the large open plan that is tastefully furnished for your comfort.brbrLocated on the 5th fairway, your western view will provide you with enjoyment as you take in the course, a lake and beautiful sunsets either on the large screened-in lanai or through the large glass sliding patio doors. The lanai is furnished with a dining table, chairs and two loungers, plus you have the option of outdoor cooking with a gas grill or a Weber charcoal kettle.brbrThe kitchen is fully equipped and there is a breakfast nook with seating for four. This is in addition to a dining area with another table that seats four. brbrThe spacious master bedroom has a king-sized bed with new mattress in 2024, en-suite bathroom with dual sinks, walk-in shower, separate tub, and large walk-in closet. The guest bedroom has a queen-sized bed with new mattress in 2024, guest bathroom with tub/shower and single sink vanity. brbrThe den has a sofa and chair and all the comforts to enjoy lounging in this room which can be used as a retreat or for watching TV. There is another larger TV in the living room, which has a large sectional sofa and two additional club chairs, ensuring plenty of seating for your family and/or guests.brbrBoth TVs offer a variety of streaming services so that you may utilize your existing account to watch your favorite movies and shows.brbrA two-car garage offers ample parking. Beach chairs, towels and umbrella are available for your use. br brForest Hills also offers an additional community pool close by in the quiet, private neighborhood. Stoneybrook Golf and Country Club includes an updated clubhouse and restaurant, Har-Tru tennis facility, well-equipped fitness center and additional club pool and spa. brbrTHIS RENTAL DOES NOT INCLUDE GOLF MEMBERSHIP TRANSFER. brbrThis villa is within a gated community. You will be provided with access to the gates and fitness facilities. Located within Palmer Ranch, the Legacy Trail is one block from the entrance, providing miles of biking trails in both North and South directions. Additionally, Stoneybrook has miles of safe sidewalks for walking and enjoying the natural beauty of the community.brbrClose to everything! Siesta Key is a very short drive (about 6 miles), Downtown Sarasota with all its abundance of restaurants, shopping, theater, entertainment, Marina Jacks Marina on the Bay, and just a short distance over the Ringling Bridge to St. Armands Circle/Lido Key. Great restaurants near in Gulf Gate--many options, all cuisines.brbrNOTES:br1. ONE MONTH MINIMUM RENTAL.br2. MAY OFFER BETTER PRICE FOR MULTIPLE MONTH RENTAL.br3. AVAILABLE MONTHS & BASE PRICING:brbrbrMAY 2025- $5,500/monthbrJUNE 2025 - $5,000/monthbrJULY and/or AUG 2025 - $3,000/monthbrSEPT and/or OCT 2025 - $5,000/monthbrNOV and/or DEC 2025- $6,000/monthbrbrAll price are EXCLUSIVE of taxes, insurance and any other fees.brbrThank you for your interest, please send message with any questions or for more details.br
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Exceptional(46)

$460.41

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Condo

Beachfront Property - Luxury Penthouse - Great Location!

Sarasota, Florida, United States

Crescent Siesta KeybrbrEnjoy luxury living at this 5th floor penthouse. Designer-furnished for the discriminating traveler - and located on Crescent Beach, the ideal vacation spot. This unit is a 1600-square-foot fifth floor penthouse with 11-foot ceilings, granite countertops, Poggenpohl cabinets, free-standing bar, free wireless internet, and contemporary art and furnishings. Enjoy a partial view of the beach - as well as an expansive top-floor view of Siesta Key.brbrOne of the newest properties on the key, Crescent Siesta Key is an intimate 26-unit property. It is located on the south end of Crescent Beach, world-renown for it's beautiful, soft, white-quartz sand. Guests can enjoy beautiful sunsets and long days on the beach. Upholstered loungers and beach chairs are available for guests to enjoy this unique vacation setting.brbrA fully-equipped, air-conditioned fitness room is on-site for your use. The property features two pools. Our Beach Pool includes a relaxing spa, plenty of loungers and shaded seating. A more laid-back setting is offered at our second-floor Terrace Pool. You will have reserved parking for two vehicles - and your spaces are under the building - so no problem with an occasional rain shower. Security codes are required to enter the property and to gain access to the entry lobby and the unit itself.brbrYou are just across the street from bars & restaurants, a food market, shopping, bike/jet-ski/kayak/boat rentals and a fully equipped marina. Just over the bridge and within a five-minute drive, there are also numerous shopping malls and restaurants - as well as a Publix grocery store.brbrKeywords: Condominium
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$617.07

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Private Vacation Home

#1 Siesta Key Beach, 1/2 Mile, 2 Bedroom x 2 Bathroom w/ Detached Game Room

Sarasota, Florida, United States

Coastal Luxury Rental – Steps from Siesta Key Beach & Turtle Beach (Midnight Pass) ***Seasonal or Annual Lease Available | 2 Bed • 2 Bath • Detached Garage /Game room/Workspace • RV Pad w/ 50-Amp + Pump-Out. Live the ultimate Siesta Key lifestyle in this completely remodeled and newly furnished coastal retreat, ideally located just ½ mile from the #1 rated Siesta Key Beach.***This stunning 2-bedroom, 2-bath residence features a private detached garage that doubles as a game room, home office, or creative workspace, plus a dedicated RV pad with 50-amp electrical hookup and pump-out station — an extremely rare amenity this close to the beach. ** Property Highlights: **Fully renovated interior – like new **Professionally furnished – turnkey & move-in ready** Bright open floor plan with coastal-inspired design** Modern kitchen with updated appliances & finishes ** Detached garage / game room / workspace – rare bonus feature ** Private outdoor areas perfect for relaxing or entertaining. ** Prime Location:** ½ mile to Siesta Key Beach ** Minutes to Siesta Village restaurants, nightlife & boutiques ** Easy access to downtown Sarasota, marinas, boating & golf.***Lease Options: Fully Furnished Seasonal or Annual lease available*** This is a rare opportunity to lease a fully remodeled, professionally furnished home with RV parking & hookups, located minutes from Siesta Key Beach — perfect for snowbirds, traveling executives, digital nomads, boaters, and RV enthusiasts.
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Exceptional(58)

$478.63

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Condo

Magical Midnight Cove Beach side - See our new pool!!

Sarasota, Florida, United States

SIESTA KEY - THREE BEDROOMS! GROUND FLOOR. Gulf side. Large end unit.br WE'RE #1 WE'RE # 1 WE'RE #1 Can we say it again WE'RE #1 Rated by Dr. Beach himself, Stephen Leatherman. brSiesta Key Beach is Numero Uno among beach rankings in the US.brStay at our unit. No stairs or elevators to deal with, this large, end-unit condominium (1800 square feet) is just steps from the pool and the crystal clear shallow waters of the Gulf of Mexico. THIS UNIT IS LOCATED ON THE BEACH /GULF side of Midnight Cove. Enjoy breathtaking sunsets while walking the white sands of Crescent Beach, recognized by National Geographic and the Travel Channel as among the 'World’s Ten Most Beautiful Beaches.' NOW NUMBER #1 IN THE UNITED STATES!!!!brbrThe master bedroom is equipped with a king-size bed, walk-in closet, private bath, TV, and opens to the Lanai. Two guest bedrooms. One with a queen bed and one with a full bed. Guest bedrooms share a full bath. The living room has a large sectional sofa, and large TV. Kitchen is fully furnished. Washer and dryer in unit. Beach chairs, beach towels, and cooler bag are also provided.brThe beach is private with a beach monitor to provide free chairs and umbrella. brTwo blocks away from Captain Kurt's, 6 other restaurants, shops and a market. Quaint Siesta Village is just down the road with pharmacy, post office, plenty of restaurants and nightlife. Free transportation available with the trolley stop across the street from us. The city of Sarasota is just over the bridge. For more dining and shopping pleasures, St. Armand’s Circle is also just minutes away.brbrOne hour to Busch Gardens and two hours to Orlando and Disney World.brbrKeywords: Florida Condo, Gulf Condo, Beautiful Apartment, Vacation Condo, Vacation Rental, Crescent Beach Rental, Waterfront Condo, Waterfront Rental, Sarasota Flat, Sarasota Rental, Siesta Key Rental, Family Condo, Luxury Condo, Luxury Rental, Crescent beach, water view, Condominium
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Exceptional(53)

$346.49

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Apartment

Siesta Key, Sea Horse Villa, Pool. Daily rentals

Sarasota, Florida, United States

‘Sea horse’ ground floor unit is located on Siesta Key. 3 minute walk to beach, bars, restaurants & more. br1 Bedroom, king bed. 1 bathroom & kitchenette, Toaster, Coffee maker, mini Fridge freezer & Microwave. Basic utensils provided.brGreat location brswimming pool, sun deck with loungers, chairs, tables & charcoal bbq grill. The pool area is a shared with other guests.brEasy walk to Siesta Key beach, no need for a car! Walk to most places from your unit, Free Wi-Fi. Free parking.brbrThis is part of a multi unit building with 3 Other rentals. brEach has their own private entrance, All Ground Floor. brfree parking, free Wi-Fi, brprivate entrance is a sunny area with an outdoor table & 2 chairs,brShared swimming pool that overlooks a small pondbr3 minutes walk to Crescent beach access#12 on Siesta Key, Walk to everything , no car needed. Great Location, Good Value.brbrSea Horse unit has its own private entrance.brOnly thing shared is the pool brWe provide chairs and towels for the public beach brYour door has a keypad entry for self check in, Great Location , Good Value.brbrWe are a small resort on Siesta Key offering daily rentals. brYou can check in independently and we are available via phone or text during your stay.brbrLocated on a small street of houses.brGround floor brNo car needed after you arrive.brBeach access #12 on Siesta Key is a 3 minute walk brYou have a choice of places to eat drink and shop all on your doorstepbrbrFree parking.brYou have a short walk to everythingbr3 minutes walk to the beach access#12 on Siesta Key brNo car neededbrbrWe are a small resort on Siesta Key offering daily rentals. brAll ground floorbr 1 Bedroom sleeps 2 people in the king bed, separate living room with kitchenette.brNo pets - $250 fee. brNo smoking inside - $250 fee.brNon Smoking $250 fee, if smoking inside.brNo pets $250 fee.
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Exceptional(73)

$268.14

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Condo

Peace in Paradise - Premium, Tranquil, Gulf Front Perfection on Siesta Key!

Sarasota, Florida, United States

Enjoy all the beach & bay have to offer at this premium gulf front condominium on Siesta Key. The Bay Tree Club Condominium Complex offers peaceful, south end accommodations and this beautifully furnished residence provides convenience, location, and comfort for the discerning traveler.brbrPLEASE NOTE: There is a minimum age requirement for minors in your travel party of 10 YEARS & ABOVE *this is due to furnishings and breakables: *PLEASE INCLUDE AGES OF MINORS WITH YOUR INITIAL INQUIRY TO ALLOW FOR PROMPT RESERVATION ACCEPTANCE. THANK YOU.brbrThe Siesta Key Trolley stop is out front and loops every 30 minutes. It runs all the way to Siesta Village with stops along the way.brbrCONDOMINIUM ACCOMMODATIONS:brThis is a spacious, fully updated 1267 sf 2 bed, 2 bath end unit .brUpon entering, you'll appreciate the open floor plan allowing you to take in the full view of the living space opening to the nicely appointed kitchen with dining and living areas culminating with the fully enclosed lanai. This light and bright end unit offers beautiful partial views of the tranquil gulf waters through the swaying palms from lanai (enclosed porch) or master suite. The tastefully furnished living area includes a sofa, comfortable leather chairs, and HDTV. Complimentary *standard cable television package & WiFi service is provided for easy streaming from your device.brbrBEDROOMS: The two generously sized bedrooms are situated within a split floor plan which offers maximum privacy.brMaster En-suite includes a King Bed, desk, large dresser, HDTV & walk-in closet with premium laundry facilities. **full size high-efficiency washer and dryerbrGuest Bedroom is furnished with 2 Full-size (double) Bedsbr(MAXIMUM OCCUPANCY: 5 TOTAL) br2 Full Bathrooms both include tub/shower combinations and counter height vanitiesbrFully Equipped Kitchen includes everything needed to prepare anything from light snacks to full course meals.brALL BEDDING, LINENS & TOWELS *INCLUDING BEACH TOWELS ARE PROVIDED!brWhirlpool Duet High-Efficiency Washing Machine and Dryer are located within this unit enabling you to pack lightly and avoid lugging laundry down the exterior hall to the coin operated machines.brbrHONOR SYSTEM SUNDRIES: For your convenience, we make every attempt to employ an honor system for startup supplies. We strive to monitor everyone's compliance with providing the following upon departure so that each arriving guest may expect small quantities of the following: brPLEASE REPLACE WHAT YOU HAVE USED DURING YOUR STAY.brPaper towels, toilet paper, dish soap, dishwasher detergent, hand soap, HE LIQUID laundry detergent, laundry stain remover, dryer sheets, and bleach. We thank you in advance for your willingness to complybrbrEach condominium unit has a large, private beach storage cabana which is conveniently located just steps from the sand. This cabana comes complete with a beach cart, lounge & beach chairs, umbrella, fishing rods and basic tackle for your enjoyment. br PROPERTY AMENITIES:brThe Bay Tree Club community includes 2 pools; one gulf-side and one bay-side, 2 picnic/grilling areas, beach storage cabanas, beach-side restroom facilities, beach-side rinse -off shower, complimentary boat/kayak docks and great fishing from the beach or dock. brParking: Park in the designated space within our securely monitored lot. Ample guest spots are available for your visitors as well.brEnjoy ease of access to the third floor via elevator or stairsbrNote: the first floor laundry room contains a luggage rack and grocery cart to aide in transporting your belongings.brPlease also note: this is a NON-SMOKING RESIDENCE: Bay Tree Club Property Management also restricts and strictly enforces smoking within designated outside areas only. Violators are subject to immediate reservation termination without refund. Violators may also incur additional fees to thoroughly clean. remove, and/or replace smoke damaged furnishings.
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Exceptional(5)

$118.65

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Cottage

The Urban Cottage Downtown Sarasota

Sarasota, Florida, United States

It’s shabby chic meets high tech and it’s all in the details! Elegant, light and airy and just darn adorable best describes The Urban Cottage. Guests rave about The Urban Cottage and have given over 25 5 Star ratings. Come and experience the luxury of a perfect couples get away! Monthly discounts are available.brbr The Urban Cottage at The Bryant House is a newly restored 950 square foot Historic cottage just blocks away from the inter coastal waterway. It was built in 1939 for Mr. and Mrs. Ralph Bryant. As owners of McKown's Market, the Bryants worked downtown and raised their family in this quaint cottage. Lovingly restored, the sensitive and sustainable renovation has maintained a cottage feel with all the modern conveniences in a fantastic downtown location.brbr The majestic hand carved Mahogany 4 Post king-sized bed along with high quality bedding and down comforters creates a romantic, elegant Master Bedroom that is spacious and inviting. The Living Room has views of 50 year old azalea bushes planted by Mrs. Bryant in the front garden. A leather sectional couch provides a comfortable resting area for guests. The open floor plan allows viewing of the 40” LED Smart TV from the Kitchen, Living and Dining Rooms. The sparkling new eat in gourmet Kitchen overlooks the private back yard and has all the amenities including brand new appliances with washer and dryer. A modern spa inspired Bath Room has tile, marble, inlaid pebble stone and a walk in shower with fresh fluffy towels provided. The bright and sunny Dining Room has windows on 3 walls, French doors and a dining table that seats 6 with a picturesque view that lets you enjoy Florida's natural beauty while you dine.brbr A lush tropical yard with mango, avocado and loquat trees, sweet smelling jasmine and frangipani surround a fire pit to warm up to or lounge about for sunbathing and enjoying the beautiful Florida climate. The patio is equiped for grilling, an herb garden and outdoor dining for four in the shade of an umbrella. brbr Downtown is the place to be in Sarasota. Located in the Central Cocoanut National Historic District The Urban Cottage is just blocks away from Whole Foods, Publix, Sarasota Farmers Market, Florida Studio Theatre, Sarasota Opera, West Coast Black Theatre Troupe, The Jazz Club of Sarasota, Marietta Museum of Art and Whimsey, Upscale Restaurants, Shopping and Galleries. Hit Happy Hour at O’Leary’s Tiki Bar, dinner at Marina Jacks, charter fishing and boat rentals available, or catch the sunset on LeBarge Tropical Cruises, all located in the City's Waterfront Park. Take in a concert at The Van Wezel Performing Arts Hall or see local actors at The Players Theatre both a few blocks away. Cycle or walk over the Ringling Causeway Bridge for an incredible view of Sarasota Bay on your way to St Armand's Circle for Designer and local shopping and fine dining. Pedal back to the Urban Cottage after a dip at Lido Beach.brbr Head 2 1/2 miles north to SRQ Airport and visit the wealth of art, festivals and special exhibits available at The Ringling Museum, Circus Museum, Ca'dZan and Historic Asolo Theater. Next door, the Asolo Repertory Theatre offers dance, theatre and special events through out the year. Ringling Underground featuring local hip music attracts students from Ringling College of Art, New College and FSU along with those who appreciate new music.brbr A day trip to St. Petersburg offers a wealth of museums including the Chihuly Collection of Glass Art at The Morean Arts Center with fine dining at numerous restaurants or travel by boat and dock at The Vinoy Hotel for lunch in a beautiful historic building. The Salvador Dali Museum and The Museum of Fine Arts, also located in St.Pete are a must see. Tampa offers so many options for another day trip Tampa Museum of Art and Busch Gardens just to name a few. brbr Head south to the whitest sand you will ever see on Siesta Beach. Dine at Flavios Brick Oven for true and authentic Italian specialties along with great pizza. A day trip driving south will take you to The Edison Ford Museum in Fort Myers. Further south to Naples for a fun day of shopping and galleries.br br Attention Boaters! The Urban Cottage is just a few blocks away from Centennial Park and boat ramp. 4th of July festivities for the Suncoast Offshore Grand Prix makes Sarasota a perfect destination for fans and participants. Affordable space is available upon request for boat parking on site at The Urban Cottage.brbr As well as being a vacation destination, Sarasota is also a worldwide destination for our high quality medical facilities such as Datoli Cancer Center. The Urban Cottage provides a private and tranquil setting in a difficult time brbr SCAT, Sarasota Country Area Transit Bus stop is 2 doors away east and west.br And a Starbucks Coffee Shop coming to the end of our street!brbrbrbrTheatrebrAsolo Repertory Theatre, West Coast Black Theatre Troupe,brFlorida Studio Theatre, Circus SarasotabrThe Players Theatre, Sailor CircusbrVan Wezel Performing Arts Hall, Urbanite TheatrebrbrMusic & DancebrThe Pops Orchestra, Sarasota Ballet of Florida,brSarasota Orchestra, Sarasota OperabrThe Jazz Club of Sarasota, La Musica, Inc.brbrLocal MusicbrThe Starlite Room, The Gator Club brMattison’s Grill, Blue Roosterbr brMuseums, Art GalleriesbrThe Ringling Museum of Art, Palm Ave Galleries brMarietta Museum Of Art & Whimsy, Art Center SarasotabrC’d’Zan, Towles Court Artist Studios,brPowell Crosley Estate, Hermitage Artist Retreat,brbrbrEvents & FestivalsbrRIAF Ringling International Art Festival, A Taste of DowntownbrSarasota Florida Winefest & Auction, A Taste of St ArmandsbrForks and Corks Food and Wine Festival, Sarasota Chalk FestivalbrHarvey Milk Festival, Sarasota Season of SculpturebrSarasota Folk Music Festival, Sarasota Fashion WeekbrDowntown Sarasota Festival of the Arts, Florida Film Festival brSarasota Power Boat Grand Prix, Sarasota Music Half MarathonbrCrystal Classic Sand Sculpting Competition, brFlorida State Theatre Improv Festival brSarasota Film Festival Cine-World FestivalbrbrAttractionsbrLe Barge Tropical Cruises, Marina Jack II CruisesbrHistoric Spainish Point, Sea Life Kayake AdventuresbrMyakka Wild Life Tours, Jungle GardensbrMarie Selby Botanical Gardens, Fishing Boat ChartersbrBig Cat Habitat & Gulf Coast Sanctuary, Beach HorsesbrBaltimore Orioles Spring TrainingbrEd Smith StadiumbrbrA Short Drive AwaybrMuseum of Fine Arts St Petersburg, Tampa Museum Of ArtbrChihuly Collection, Hot Shop St PetersburgbrSalvador Dali Museum, Morean Arts CenterbrEdison Ford Museum
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Apartment

3BR Garden Condo, Fully Fenced | Near Siesta

Sarasota, Florida, United States

Spacious ground-floor 3-bedroom, 2-bathroom condo with a fully fenced private garden in a quiet residential area of Sarasota.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 convenient location close to shopping and dining.brbrGround-floor condo with easy, step-free accessbrbrFully fenced private garden — ideal for pets, families, and relaxed outdoor timebrbrFully equipped kitchen suitable for everyday cooking and extended staysbrbrSpacious living and dining areas, perfect for families or groupsbrbrBedroom 1: King bed with premium linensbrbrBedroom 2: King bed with premium linensbrbrBedroom 3: Queen bed with premium linensbrbrLiving area: Queen sleeper sofabrbrComfortably accommodates up to 8 guestsbrbrHigh-speed WiFibrbrEthernet (wired) internet connection available for stable remote workbrbrSmart TVs throughout the home with access to 600+ streaming channelsbrbrOnsite washer and dryerbrbrBeach essentials provided (chairs, towels, umbrella)brbrFree parking: 1 designated space plus additional guest parkingbrbrContactless self check-in & 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
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$347.68

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Condo

Relax At Sea Shell! 2 Bedroom/2 Bath Condo On Siesta Key!

Sarasota, Florida, United States

Enjoy life under the sun at Sea Shell! A Lovely 2 bedroom, 2 bathroom condo that can sleep up to 7 guests. Spend your evenings with your friends or in the beautiful home that comes with a fully equipped kitchen, dining area, private patio and plenty of space to unwind after a day of adventures on Siesta Key. Relax by the large, heated pool or head out to the beautiful Crescent Beach. If you’re still looking for things to do, take a stroll to the many wonderful shops and restaurants the island has to offer!br-One parking space available. This parking space is covered with a Max Height of 6 feet.brbrBedding and Televisions:brBedroom 1: King, TVbrBedroom 2: Full and Twin, TVbrLiving Room: Sleeper Sofa, TVbrbrAdded Amenities Included in Your Stay:brComplimentary Bicycles Rentals,brOne Complimentary Parking Space,brWifi,brBeach Chairs,brBeach Towels,brBeach Wagon,brBeach Cooler,brPartner Property Pool/Hot tub Access,brAccess to Siesta Beach Pickleball Courts,brSiesta Key Trolley - Free-Rides Around Siesta Key,brA 7-day week, Beachside Management office for your convenience and guest needs!brbrPlease Note: Golf-Carts are NOT allowed on property grounds.brbr*Minimum Age to Book: 25br*To book a Beachside Managed Property Between February 1st and April 15th, the booker must be 27 years old or older. br*Security Authorization Hold taken upon check-in. Amount: $500
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$235.41

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Private Vacation Home

Stunning 2BR/2BA Home with Private Heated Pool, Minutes from Siesta Key

Sarasota, Florida, United States

Family-Friendly Home Near Siesta Key & Downtown SarasotabrbrWelcome to your home away from home! This beautiful and spacious house is perfect for families or small groups, comfortably sleeping up to 6 guests:brbr Bedroom 1 – King-size bedbr Bedroom 2 – Queen-size bedbr Additional sleeping – Two foldable twin-size bedsbrbrEnjoy your own private heated pool, automatically maintained at a comfortable 85°F daily — perfect for morning swims or relaxing evenings under the stars.brbrWe also provide beach towels, an umbrella, 4 beach chairs, and a beach cooler so you're fully prepared for your Siesta Key adventures.brbr Located in a quiet neighborhood just:br10–15 minutes from Siesta Key Beach – ranked the #1 beach in the U.S.br10 minutes from Downtown Sarasota – full of restaurants, shops, arts, and local culturebrAt the property, you’ll find a welcome book with all necessary information for your stay — how to contact the host, places to visit, and more.brWasher and dryer are also available for your convenience.brbrFor your peace of mind, a Ring doorbell camera is installed at the front entrance.brbrThis is the perfect spot for beach getaways, city adventures, or simply relaxing poolside with loved ones. A fantastic home base offering comfort, convenience, and all the essentials for your Sarasota stay.brbrHouse Rulesbrbr-No smoking inside the house.br-Pets allowed with a $150 fee per pet (max 30 lbs). Please notify us before booking.br-Unauthorized pets will incur a $500 penalty.br-No events, parties, or large gatherings.br-Quiet hours: 10:00 PM – 7:00 AM. Respect neighbors.br-Check-out by 11:00 AM. Late check-out requires approval.br-Please report damages immediately.br-Use the pool at your own risk. Not responsible for accidents or injuries.br-In case of emergency, dial 911.br-Must be at least 25 years old to book.br-Additional fees and taxes may apply.
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