Home Vacation Rentals By Owner In Sarasota, FL

Showing 1440 Of 3494 Vacation Rentals
Slider Thumb
Exceptional(13)

$286.05

/ Nightly
Apartment

JR 42 · Jamaica Royale #42- 3 Heated Pools On The Beach!

Sarasota, Florida, United States

Welcome to Jamaica Royale #42! An ocean and beach-front complex on Siesta Key. Private Beach, 3 Heated community swimming pools: one being next to the beach, the other two just steps from the lanai sliding glass doors. Ground floor, Free covered parking steps to front door, gas grills, outdoor shower, and shuffleboard. Keep it simple at this peaceful and centrally-located villa in the heart of everything Siesta Key!brbrStarter Supplies ProvidedbrbrTo help you get settled, we provide a limited supply of essential starter items upon arrival. These are intended to get you through the first few days and may not last for the duration of your stay,.brbrKitchen & LaundrybrPaper towelsbrDishwashing liquidbrAll-purpose cleaning spraybrDishwasher tablets (if a dishwasher is available)brTrash bags (a few provided in each trash can)brLaundry detergent for one load (if the property has a washer)brbrBathroomsbrToilet paperbrSmall bottle of shampoo & ConditionerbrBar soap at each sinkbrbrGuests are responsible for purchasing any additional supplies needed during their stay.brbrUPDATE AUGUST 2025: This Amazing beachside condo is finally finished. ALL-NEW from Top to Bottom. Be one of the first to reserve this perfectly located unit right on Siesta Beach!brbrThe Jamaica Royale complex is less than a 1/4 mile from the Siesta Key Public Beach, less than a mile to the Siesta Key Villagebr--------------------------------------------------br• Rooms: Living room, open kitchen, master and guest bedroombr• Bed Configuration: (1) King bed in masterbr• Sleeper Sofa: Yesbr• Dining Seating: Table with (4) chairsbr• Kitchen: Fully furnished, stove, fridge, freezer, micro, dishwasher, blender, coffee maker, toasterbr• Washer / Dryer: Yes, inside unit. Onsite laundry room also within walking distance.br• Bathroom: Shower only, all tilebr• Linens: All bath and beach towels are provided. Sheets, blankets, pillows are also providedbr• Flooring: Ceramic tile living room, kitchen, bathroom, hallway. Hardwood both bedroomsbr• Property Upgrades: Great location close to Villa pools, park your vehicle (3) steps from front doorbrbr--------------------------------------------------brProperty Amenitiesbr--------------------------------------------------br• Coffee Maker: Mr. Coffee - standard dripbr• Ceiling Fans: Yes, (1) - Living roombr• Iron and Board: YesbrbrRental age restrictions:br-This property has a minimum primary renter age requirement of 25. br- Upon booking, a signed rental agreement and government issued photo identification are required prior to receiving an electronic access code to the property.br- No Pets Allowed per HOA
Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(6)

$139.75

/ Nightly
Private Vacation Home

New Listing Tranquil two bed/two bath hideaway

Sarasota, Florida, United States

Located on a quiet cul de sac near gorgeous Siesta Key beaches, this tranquil two bed/two bath hideaway is an ideal Gulf retreat. Two living rooms provide ample space for entertaining. Bedrooms are on separate sides of the home, offering ultimate privacy. Perfect for large family or multiple groups, this home can sleep up to seven people. (Master suite with king bed and bunk room with both queen bed and bunk bed with pullout trundle).brThe large back yard with privacy fencing offers plenty of room for outdoor games (provided), grilling or just kicking back.brSpend fun-filled days at some of Florida’s most beautiful beaches on Siesta Key. Crecent Beach (3 miles), Siesta Key Beach (4 miles), Sarasota Beach (4 miles), and Turtle Beach (5 miles) are just some of the world-class local beachesbrFind an array of dining, shopping, and entertainment options in downtown Sarasota (6 miles). Some of Sarasota’s best seafood restaurants are within minutes away. Two supermarkets are less than a mile from the home.brbrFor a nature excursion, make your way to Marie Selby Botanical Gardens (6 miles) or the 37,000-acre Myakka River State Park (13 miles). Sarasota Jungle Gardens offers 10 acres of natural gardens and exotic animals (9 miles).brbrFor some adventure, go on a mangrove tunnel kayak tour with one of several highly-rated kayak tour groups (10 miles).brbrArt lovers won’t want to miss the Art Center Sarasota (7 miles). Or peruse a range of paintings and circus memorabilia at the John & Mable Ringling Museum of Art (10 miles).brbrNo pets are allowed at this vacation rental.brThis is a non-smoking home.brThis rental is located on one floor.brBackbrLIVING AREAbrUnwind into vacation mode in the main living area, including a desk with wireless printer and 50” smart TV with Roku. An additional living area in the lanai is furnished with two queen sleeper sofas, game table, round dining table and 38” smart TV with Roku. This room features wraparound backyard views and serves as a sunroom.brbr KITCHEN & DINING brbrWhip up family favorites in the well-equipped kitchen, outfitted with a double-basin sink, coffee makers, and a full suite of helpful appliances. Gather for meals around the modern dining table, which seats twelve. Enjoy breakfast at the two-person kitchen bar. brbrBED & BATH brbrThis single-story home sleeps seven guests between two bedrooms. Find ultimate privacy in the master suite, outfitted with a king bed and 38” smart TV with Roku. The en suite bathroom has a walk-in shower and a walk-in closet with a spacious vanity. Sleep soundly in the second bedroom, configured with twin-over-twin bunk beds with twin trundle, Queen bed and a 38” smart TV with Roku. The guest bathroom has a tub/shower combination. brbrOUTDOOR AREAbrbrCook burgers on the charcoal grill and dine alfresco at the outdoor table with seating for 6. Play games in the grassy, privacy fenced backyard. brbrEXTRA AMENITIES & MORE DETAILSbrbrGuest amenities include complimentary Wi-Fi, a washer/dryer, and beach gear (including an umbrella, three chairs, a beach wagon, a cooler, sand toys, buckets, and shovels). Board games for all ages, DVD player and DVDs, cards etc. Driveway parking is available for two cars.brbrAMENTIESbrbrNearby park with pool and playground.brbrOn-site activities:brBoard gamesbrBlue ray/DVD playerbrDVD’sbrbrOutdoor:brCharcoal GrillbrPatiobrLanaibrBeach chairsbrLounge chairsbrOutdoor gamesbrEnclosed yardbrbrCommon areas features:brHeating & coolingbrCentral ACbrComplimentary Wi FibrWasher/dryer brWireless routerbr4 Roku TVsbrbrKitchen & dining:brMicrowavebrDishwasherbrRefrigerator/icemakerbrStove brKeurigbrCoffee potsbrIron and ironing boardbrbrTheme:brSnowbird-friendlybrbr
Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(12)

$808.84

/ Nightly
Private Vacation Home

Dolphin Cove - Waterfront Family Oasis Near Siesta Key Beach - Pool Home 2.7mi to Beach by The Bay & Key Collection

Sarasota, Florida, United States

Luxury Waterfront 4 Bed/3 Bath Pool House with Elevator, mainland Sarasota on Philippi Creek. brbrParadise awaits you for your vacation in this stunning home to relax and explore the blue waters of the Gulf of Mexico which are only a short boat ride away.brbrBook 3 months in advance and enjoy 5% off your stay, or stay 29+ nights and receive a 10% discount!brbrKey Features:br4 Spacious Bedrooms – Perfect for families or groupsbrPrivate Resident Suite - With two partially divided sleeping areasbrLuxury Linens - This home comes with Luxury Linens thoughoutbrFamily Friendly - Pack n' Play, high chair and bunk roombrPrivate Heated Pool – Ideal for year-round relaxation, at $20/night.brJust minutes from Siesta Key Beach – Enjoy world-famous white sand and crystal-clear watersbrFully stocked with beach equipment – Chairs, umbrellas, towels, and more for your beach daybrFully equipped kitchen – Cook your favorite meals with easebrPrime Sarasota location – Close to shopping, dining, and local attractionsbrComfortable and modern amenities – Everything you need for a stress-free staybrOutdoor space for entertaining – Perfect for enjoying the Florida sunshinebrbrConveniently located to everything Sarasota has to offer, you are close to Downtown and its restaurants, but also on the gateway to miles of beaches with fine sand and shallow waters, such as Siesta Key Beach, Lido Beach, or Anna Marie Island. If you feel like shopping, just take a convenient ride to the UTC Mall which houses Sacks Fifth Avenue, Crate & Barrel, and Macy's to name just a few of the stores, all undercover in an air-conditioned Mall. Nathan Benderson Park, with its world-class rowing facilities and sprawling outdoor sports opportunities, is close by too! So what are you waiting for Book now to experience the best of what the Sunshine State has to offer!brbrIf you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team and we will be happy to assist you.brbrThe Bay and Key Collection offer a wide range of services including:br- An any day arrival policy and length of stay requirements starting at just 7-nights.br- We have a professional property manager and maintenance systems meaning you'll experience the service you deserve.br- Professional housekeeping pre-stay and during stay if requested.br- 'Guide Books' allowing you to be able to add experiences to your itinerary and see some of our recommendations.br- 'Preferred Vendors' meaning you can trust the company you use for rentals.brbrAll properties listed with The Bay and Key Collection benefit from an interactive 'Guide Book' which will be sent ahead of arrival and will include the house manual, check in instructions, preferred vendors and unique information about the home.brbrGet ready to enjoy the perfect Florida lifestyle! Welcome to your piece of Florida Paradise! This luxury waterfront home has 5 Bedrooms, and 3 bathrooms with an infinity pool with a jacuzzi nestled on the Philippi River in Sarasota just a short drive by car or boat to the famous Siesta Key with its award-winning beaches.brbrThis unique waterfront home will not disappoint, as it offers several spaces for everyone to enjoy their time. The home has two levels that offer different amenities to our guests. The levels are connected by stairs. Enjoy stunning water views of Philippi Creek while spending time in your vacation home.brbrOn the upper level, you can find the main living area, kitchen, and 3 of the home’s 4 bedrooms. An elevator is installed for your convenience, in case you do not want to use the stairs. The living room/family room with its large TV, cozy wood paneling, and high ceiling invites you to enjoy everyone's company. The kitchen is fully equipped for your convenience and invites you to prepare your family meals. It has many gadgets that make vacation life easier and more pleasant. Including a coffee maker, electric kettle, smoothie maker, microwave, roaster, crockpot, and toaster.brbrIf you don't feel like cooking, you can take advantage of the great restaurants and their delicious cuisine which are nearby. The breakfast bar and the formal dining area offer space to enjoy family meals. The kitchen opens to the living area with lots of space to enjoy. The flow of the home beautifully connects the inside living area to the outdoor with the wrap-around deck offering additional seating and spectacular views of the canal. The porch is a great place to unwind or have a drink at sunset or watch some TV in the morning while enjoying a cup of coffee.brbrThree bright and beautifully decorated bedrooms are located on the upper level. You will immediately notice the love for detail so our guests can relax, rest and enjoy. The master suite is spacious with plenty of closet space to accommodate all your personal belongings. If you want quiet time, you can turn your TV on and enjoy your favorite show in bed. The en-suite bathroom has a shower and a soaking tub. All bedrooms have large closets with coat hangers for your belongings and luggage. One guest bedroom has a bunk bed, which could be perfect for our little guests. The two guest bedrooms share a bathroom. This family bathroom has a shower/tub combo. All three bedrooms have blinds guaranteeing a great night's sleep for everyone.brbrAs if the 2nd floor, the upper level doesn't have it all, it is time to move your vacation to the next level!brbrThe 1st-floor level has a private resident suite with a separate bathroom. The private resident suite suite has its own large TV, a couch, and 2 queen beds. The suite can also work as an office if you need some quiet time for work. The bathroom with a shower can also be used as a pool bath.brbrThe lower level features a spacious living area that connects to an amazing outdoor area overlooking the water. Enjoy your time with TV and drinks in one of the seating areas, unwind and get carried away by the views from the patio swing or play a round of darts. Spend a great time with your family and friends in the enclosed air-conditioned game room while playing pool or shuffleboard. How about a round cornhole There are so many options. All seating areas have TVs, so you relax and watch the game with your family.brbrSit, sip and relax at your private Tiki bar and watch the Florida Marine wildlife. Take a splash in the stunning infinity pool that lights up at night for an amazing atmosphere or just relax in the private jacuzzi overlooking Philippi Creek. A gas BBQ is provided for your convenience to have delicious dinners on the private main patio area. This outside pool area allows you really to enjoy what the sunshine state has to offer. With the home on a very wide part of the canal, the residence offers plenty of privacy. Just the perfect spot to relax and unwind after a long day at the beach. Beach equipment is provided for your convenience.brbrThe outside area offers plenty of space for fun and games and has sun loungers, so our guests can soak up the sun for a nice tan. The private boat dock can be used to fish or rent a boat from a local boat rental company. If you are interested in this service, please let us know ahead of time so we can establish this contact for you and you can work out the details. You could also dock your own boat if you like. The owners' boat is on-site (on the boat lift), but cannot be rented or used by guests. A double kayak and a Stand-Up Paddleboards are available for you to explore Philippi Creek (use at your own risk) and the surrounding areas.brbrThere is so much to enjoy in this home on all levels and the choice is yours! The home is fully equipped with a washer and dryer and high-speed internet and WIFI. All TVs in the house have access to Cable TV and are Smart TVs. There are a total of 8 TVs in the home!brbrThe pool and jacuzzi can be heated for an additional charge of $20/night. Please inquire separately about pool heating. We will be happy to help.brbrParking is available on site for a maximum of 3 cars in the driveway, and on street parking. The garage is not available to guests.brbrPer City of Sarasota's Rental Ordinance - This property must be rented for a minimum of 7 nights. If the travel dates you are looking for don't appear to be available, please contact our reservations team directly and we will see if we can accommodate your request at your property of choice, or another comparable home in our portfolio.brbrPrior to your stay, we require you to complete a pre-arrival form and sign & agree to our rental conditions.brbrAccidental Damage Insurance: Accidental Damage Insurance is included within all guest stays at The Bay and Key Collection. On this property, for stays greater than 29 nights, an additional $90 will be due as the current rates are for 29 nights or less. For additional blocks of 30 nights past 59 nights you, will be charged $71.brbrGuests must cancel at least 60 days before check-in to receive a full refund for all nights, minus a 10% processing fee.brGuests must cancel at least 30 days before check-in to receive a 50% refund for all nights.brIf a guest cancels less than 30 days before check-in, you'll be charged 100% for all nights.brWe strongly recommend that you purchase your own travel insurance for your protection.
Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(1)

$1304.95

/ Nightly
Private Vacation Home

Luxury Lido Retreat with Pool, Spa, Firepit & Rooftop Views

Sarasota, Florida, United States

Summary:brbrLido Bliss by Getaway Club (Sleeps 11)brbrWelcome to Lido Bliss, a brand-new 5-bedroom, 5-bath luxury home just steps from the vibrant shops and restaurants of St. Armands Circle and a short distance from the sparkling sands of Lido Beach. Designed for families and groups, this modern coastal retreat blends high-end finishes, thoughtful comfort, and resort-style amenities for the ultimate island getaway.brbrSpend your days lounging by the private pool and spa, gathering around the firepit, or enjoying the beach views from the rooftop deck. Inside, the gourmet kitchen with a huge island and open-concept design make entertaining effortless, while the third-level living room with wet bar provides a cozy space to relax with family and friends.brbrbrbrThe Space:brbrHighlightsbrbrSteps from St. Armands Circle shops, restaurants, and entertainment; short walk to Lido Beachbrbr5 Bedrooms / 5 BathroomsbrbrSleeps 11 (4 Kings + twin-over-twin bunk)brbrBrand-new luxury home with designer finishesbrbrPrivate backyard with heated pool, spa, and firepitbrbrRooftop deck with island viewsbrbrGourmet kitchen with large islandbrbrTwo living areas: main level living room and smaller upper-level living room with wet barbrbrLaundry on both levels brbrbrbrOutdoor LivingbrbrStep into your private backyard oasis, complete with pool, spa, and firepit. Dine al fresco, lounge in the Florida sun, or take in the sweeping island views from the rooftop deck. This home is perfect for relaxing and entertaining.brbrbrbrIndoor LivingbrbrInside, modern coastal design meets comfort. The main living level (Level 2) features the master suite, gourmet kitchen with large island, dining area, and main living room. The third-level living area houses all other bedrooms and includes a smaller living room with wet bar and two balcony areas, access to the rooftop balcony, providing additional space for families or groups to gather. With two laundry areas for convenience, every detail has been designed to make your stay effortless.brbrbrbrRoom DetailsbrbrBedroom 1: Master Suite King bed, ensuite with dual sinks / soaking tub /walk in shower shower, private balcony access (Level 2)brbrBedroom 2: Bunk room with 2 Twin beds, optional twin pull out, ensuite with tub (Level 3) ((no closet))brbrBedroom 3: King bed, ensuite with shower (Level 3)brbrBedroom 4: King bed, ensuite with shower (Level 3)brbrBedroom 5: King bed, ensuite with shower, shared balcony with living room (Level 3)brbrbrbrThe Neighborhood:brbrThe LocationbrbrNestled in Lido Key, this home is just steps from the shops, dining, and entertainment of St. Armands Circle and a short distance from Lido Beach. Enjoy leisurely beach days or stroll to nearby restaurants and boutiques to soak in the island atmosphere.brbrbrbrOther Things to Note:brbrWhy Guests Love ItbrbrWith its thoughtful layout, upscale finishes, private pool and spa, firepit, and unbeatable location, Lido Bliss is perfect for families and groups. Whether lounging poolside, entertaining in the gourmet kitchen, or taking in the island views from the rooftop deck, every moment here is designed to be comfortable, stylish, and unforgettable.brbrbrbrWe do not accept reservations from anyone under 22 years of age. We do not allow persons under 22 to occupy a property unless accompanied by someone over 22 years of age.brbrbrbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Bed 5

Bed

Bath 5

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(19)

$230.52

/ Nightly
Private Vacation Home

Traveling professionals no cleaning fee, beach essentials, stocked kitchen

Sarasota, Florida, United States

Fully Furnished 3BR Home | Ideal for Traveling Professionals & Mid-Term StaysbrWelcome to a clean, comfortable, and fully furnished 3-bedroom, 2-bath home in Sarasota—perfect for traveling professionals, healthcare workers, relocations, or insurance stays.brThis home is thoughtfully prepared for guests who value a quiet, well-maintained space with everything needed for a seamless extended stay. The property includes a fully stocked kitchen, in-unit washer and dryer, fast WiFi, and dedicated living and dining areas for both relaxation and productivity.brLocated just minutes from Sarasota’s major hospitals, shopping, and beaches, the home offers both convenience and privacy. Whether you're on assignment, between homes, or working remotely, this space is designed to feel like home from day one.brHighlights:brFully furnished 3 bedrooms / 2 bathroomsbrIn-unit washer and dryerbrHigh-speed WiFibrFully equipped kitchenbrBeach essentials included (chairs, umbrella, cooler)brDriveway parkingbrQuiet residential neighborhoodbrLease Details:brFlexible lease terms (30+ days preferred)brUtilities and WiFi includedbrNo smokingbrIdeal for professionals seeking a clean and respectful environmentbrThe home is professionally cleaned and maintained before each stay to ensure a high standard of quality. The house has been photographed and video timestamped after every cleaning for your peace of mind. Logs and receipts are documented and saved. No refunds after stay is completed.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(3)

$337.26

/ Nightly
Private Vacation Home

White Sands Villa | Private Pool & HOT TUB!

Sarasota, Florida, United States

BNB Breeze Presents: White Sands Villa!brRetreat to a stunning 4-bedroom villa with an expansive backyard, screened-in lanai, pool, hot tub, and children's swing set, ideal for family getaways! Enjoy comfort and convenience with thoughtful amenities, plush mattresses, and smart TVs in every bedroom. Just minutes away from Siesta Key (7.3 mi), Lido Beach (6.5 mi), downtown Sarasota (2.5 mi), and the charming Amish Village of Pinecraft. Your perfect vacation home awaits!br- Hot Tubbr- Private Heated Pool - heated at NO extra cost from Nov 21 - April 1stbr- EV Chargerbr- Children's Play Setbr- and More!brbrThis spacious, four-bedroom coastal retreat, just minutes from the beach, is designed for ultimate relaxation and family fun. Splash in the private pool, unwind in the hot tub, or enjoy breezy evenings on the screened-in porch overlooking the backyard. Little ones will love the children's play set, while the comfortable living spaces offer the perfect place to gather after a day in the sun. Whether you're seeking adventure or tranquility, this home offers the ideal setting for a memorable getaway!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-Fi (Perfect for Remote Work!)br✔ Laundry Room w/ Washer + Dryer (Detergent Provided) 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 Essentialsbr✔ Beautiful 6-Person Dining Table & 2 Seats at the Barbr✔ Stove + Ovenbr✔ Fridge + Freezer br✔ Keurig Machine & Coffee Maker br✔ Kitchen Knife Block Setbr✔ Microwavebr✔ Dishwasher br✔ Pots + Pansbr✔ Dishesbr✔ Silverwarebr✔ Glasses + Coffee Mugs brbrLIVING ROOMbr✔ Comfortable Sofabr✔ Large Smart TVbr✔ Coffee table (perfect for game nights!)br✔ Lampsbr✔ Throw Pillows + Blankets brbrTHE SLEEPING ARRANGEMENTS | 4 Bedrooms br♛ Bedroom 1: King Bedbr♛ Bedroom 2: Queen Bedbr♛ Bedroom 3: Queen Bedbr♛ Bedroom 4: Queen BedbrbrBATHROOMS | 2 br✔ Bathroom 1: Full Bath with tub/shower combo br✔ Bathroom 2: Full Bath with walk-in shower (through laundry area)brbrStep outside to discover your own private oasis, complete with a heated pool that invites you to take a dip any time of the year. The spacious backyard is perfect for outdoor dining and lounging, featuring a gas grill for those delightful barbecues under the sun. Enjoy meals al fresco in the outdoor dining area or simply soak up the sun in the comfort of the private backyard.brbrTHE EXTERIOR SPACEbr✔ Heated Pool (heat is seasonal - see below) br✔ Hot Tub br✔ Hammock Area br✔ Outdoor Gas Grill br✔ Outdoor Sun Loungersbr✔️ Giant Chessbr✔ Fully-Furnished Screened-In Porch with Access to the Private Backyard br✔ Fenced-In Private Backyard with Children's Play Setbr✔ ChargePoint Level 2 EV Charger with Tesla Adapter brbrDon't miss the chance to experience the perfect blend of relaxation and adventure at White Sands Villa. Book your stay today and create unforgettable memories in this beautiful Florida home!brbrNAVIGATING THE AREAbr✔ The 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!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. brbr★ NEARBY AIRPORTS:br1. Sarasota Airport (SRQ)br2. Tampa International Airport (TPA)br3. St Pete/Clearwater Airport (PIE)brbr★ LOCAL 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 brbr★ GOLFbr1. 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 brbr★ RESTAURANTSbr1. 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! brbr★ COFFEEbr1. 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 Cafebrbr★ GROCERYbr1. Detwilers Farm Markets: The best place to buy organic fruits and vegetables!br2. Publixbr3. Trader Joesbr4. Whole Foodsbr5. Fresh Marketbr6. Walmart GrocerybrbrPlease 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. 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 costs. 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 days will be considered individually and will incur an extra fee of $25 a day with a minimum of 5 days. Please do NOT touch the pool mechanic, or attempt to adjust the heat manually. This can have serious ramifications on the pool operations. Swim at your own risk.brbr3. No Smoking: If any signs of smoking are documented, the renter agrees to pay $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. 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 offer 24/7 complimentary 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 at the villa! brbrCity of Sarasota Vacation Rental License #VR25-00073.
Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb

$339.14

/ Nightly
Private Vacation Home

Hope Haven | Private Heated Pool + Backyard Oasis

Sarasota, Florida, United States

BNB Breeze Presents: Hope Haven!brA charming home nestled in the heart of Sarasota, Florida. This delightful property offers a serene escape with a private heated pool, perfect for soaking up the sun or enjoying a refreshing dip after a day of exploring the local attractions. Your extensive amenity list includes:br- Private Heated Pool - heated at NO extra cost from Nov 21 - April 1stbr- Outdoor Dining and Sitting Areasbr- Coffee Station (Traditional + Keurig)br- and More!brbrHope Haven offers the perfect blend of comfort, style, and relaxation in the heart of Sarasota. This inviting home features a warm, open living area, a fully equipped kitchen with modern touches, and cozy bedrooms designed for rest after a day of exploring. Step outside to your private backyard retreat—complete with a sparkling pool, waterfall feature, and lounge seating ideal for soaking up the Florida sunshine. Whether you're here for the beaches, downtown dining, or peaceful days by the pool, Hope Haven is your serene Sarasota getaway.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- One Story Homebr- Dedicated office space to work from home. br- Blazing Fast 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!brbrKITCHENbr- Fully-Equipped Kitchen w/ Cooking + Baking Essentials (No Food)br- Coffee Station: Traditional + Keurigbr- Dining Area w/ Table + Chairsbr- Stove + Ovenbr- Fridge + Freezerbr- Microwavebr- Dishwasher (Detergent Provided)br- Toasterbr- Dishesbr- Silverwarebr- Glassesbr- Wine Glassesbr- Coffee MugsbrbrLIVING ROOMbr- Spacious Living Roombr- Large Smart TVbr- Large Sofa br- Coffee Table (Perfect for Game Nights!)br- Throw Pillows + BlanketsbrbrSECONDARY LIVING ROOMbr- Spacious Living Roombr- Large Smart TVbr- Large Sofa + Chairbr- Coffee Table (Perfect for Game Nights!)br- Throw Pillows + BlanketsbrbrSLEEPING ARRANGEMENTS | 3 Bedrooms |br• Bedroom 1: King Bedbr• Bedroom 2: Queen Bed br• Bedroom 3: Queen BedbrbrBATHROOMS | 2 Bathrooms | br• Bathroom 1: Full Bath located through Bedroom 1 with standing showerbr• Bathroom 2: Full Bath with shower/tub combobrbrThe property also features a variety of outdoor amenities perfect for relaxation and gathering. A heated pool with a gentle waterfall feature creates a soothing backdrop, perfect for an afternoon swim or peaceful evening unwind. The outdoor dining area provides a lovely space for shared meals beneath the open sky, while the charming gazebo, complete with cozy seating and twinkling string lights, sets the perfect mood for nighttime conversations or quiet moments of rest. Every detail of the outdoor space is crafted to invite comfort, connection, and effortless enjoyment.brbrTHE EXTERIOR SPACEbr• Outdoor dining tablebr• Gazebo with comfy seating and covered with string lightsbr• Private yard for loungingbr• The entire space is covered in twinkling string lights to brighten up the outdoor, evening activities br• Private Pool (Heated seasonally: see below for more info)brbrDon't miss out on the opportunity to experience a memorable getaway at Hope Haven. Book your stay today!brbrNAVIGATING THE AREA brThe 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. br• 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 lighting 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: 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:brbr1. 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 for you to be able to fully enjoy every minute of your stay!brbr6. This home is equipped with a security camera outside for the protection of home and safety of our guests. It is recording 24/7, 365 days a year. There are no cameras on the interior of the home.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.brbr8. Pool Heat: 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 costs. 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.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(1)

$704.26

/ Nightly
Private Vacation Home

Perfect for Large Families - Sleeps 12 | Walk to Lido Beach & St. Armands | Downstairs Game Room!

Sarasota, Florida, United States

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrExpansive Lido Key Retreat – Perfect for Large Groups, Steps to Beach & St. Armand’s! brbr brbrWelcome to your dream getaway on Lido Key! This unique rental combines both sides of a modern duplex, offering 4 bedrooms, 4 bathrooms, and accommodations for up to 12 guests. Whether you’re planning a family reunion, a getaway with friends, or a multi-family vacation, this property provides the perfect blend of space, style, and convenience. Important to note: the property is elevated, with a flight of stairs leading to the front door. brbr brbrLOCATION HIGHLIGHTS: brbr- Just 0.3 miles to Lido Beach (6-minute walk) brbr- 0.4 miles to St. Armand’s Circle for shopping, dining & nightlife brbr- Short drive to downtown Sarasota’s arts & culture brbr brbrPROPERTY FEATURES: brbr- Full duplex rental with 4 bedrooms/ 4 bathrooms (2452 sq ft) brbr- Sleeps up to 12 guests comfortably brbr- Elevated property (stairs required to enter) brbr- Two private entrances with interior access between units brbr- Two garages (small vehicles) + driveway parking (no remotes) brbr- New ground-level game & entertainment lounge shared by both units brbr- Dedicated WIFI and cable brbr brbrLIVING ROOM: brbr- Two spacious living areas, each with a queen pullout sofa and smart TV brbr brbrGAME/ENTERTAINMENT LOUNGE: brbr- Shared game room located on the ground floor brbr- Two smart TVs brbr- Ping-pong table and cornhole brbr- Bar cart and lounge sitting brbr brbrKITCHEN DINING: brbr- Two fully equipped kitchens with white cabinetry & updated appliances brbr- Indoor dining spaces + outdoor dining in fenced backyards brbr brbrBEDROOMS AND BATHROOMS: brbr- 2 King Master Suites with ensuite bathrooms brbr- 2 Guest Bedrooms with Queen + Twin beds in each brbr- 2 Queen Sleeper Sofas in living rooms brbr- 4 bathrooms: walk- in showers and tub/shower combos brbr brbrEXTRA PERKS: brbr- Complimentary beach items provided: beach chairs, beach cart, beach umbrella, and beach towels brbr brbrLOCAL FAVORITES: brbr- Lido Beach & Pool Pavilion – soft sands, Gulf sunsets & a lap pool brbr- St. Armand’s Circle – boutique shopping, dining & sweet treats (Kilwins, Ben & Jerry’s) brbr- Downtown Sarasota – art galleries, theaters & cultural attractions brbr brbrIMPORTANT INFO: brbr- City of Sarasota minimum stay: 7 nights (Certificate required brbr- City of Sarasota Certificate of Registration #VR25-00223 for the North unit and Registration #VR25-00224 for the South unit brbr- Minimum 7-night stay required per city regulations brbr- No pets, no smoking inside homes or garages brbr- No parties – upscale residential neighborhood brbr- Best for families, couples, or groups of friends looking for a spacious retreat brbr brbrFROM MORNING BEACH WALK TO EVENING OCEAN BREEZES, YOUR LIDO KEY RETREAT IS READY FOR YOU. BOOK TODAY!brbrWe help make the most of your vacation by providing Xplorie's Free Admission to some of the area’s top attractions each and every day including a choice of a free bike rental, kayak rental, a dolphin cruise tour, or admission to the Ringling Museum ! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA with advance reservation. The fare is free but please tip the driver. Limited to one activity for just one person each day (other members of the group can partake but will need to pay). Create exciting memories, have more fun, and truly experience the Beaches of Sarasota! Book now for an amazing vacation experience! Activities are subject to change and based on availability; non-cumulative and non-transferrable.brbrbrbrimg src=https://admin.itrip.net/upload/360/marketingimageitripsarasota.1718820503.jpg alt=marketing /brbrbrbrFeel free to book for a month or longer but Xplorie is not available for booking 25 days or longer.brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.
Bed 4

Bed

Bath 4

Bath

Sleep 12

Sleeps

Slider Thumb

$228.15

/ Nightly
Condo

Elegant Escape - Golf Side & Water Views

Sarasota, Florida, United States

Beautiful condo in the sought after peaceful Palm Aire Community, Golf Side. Completely renovated in 2023, this 2nd floor unit is a perfect place to call home for your stay. Property has an elevator.brbrFabulous view of the golf course and lake from the bedroom, living area, kitchen and the glass enclosed lanai. This is a 1 BR, 1-1/2 BA condo w/2 queen size beds.brbrClose proximity to everything.br2 pools, clubhouse and a small gym for free use during your stay.brThe spacebr2nd floor condo w/elevatorbrbrGolf course and lake views from kitchen, dining, living area, and bedroombrbrSunroom overlooking lake and golf coursebrbrEntry waybrbrHalf bathbrbrFull kitchenbrbrDining area, table will seat 6brbrLiving area with leather reclining sofa and oversized chair that opens to a twin sized bedbrbrBedroom with 2 Queen Size BedsbrbrPlenty of closet space and drawersbrbrWork areabrbrFull bath, with 2 sinksbrbrOutdoor storage closet, stocked with beach umbrella, chairs and coolerbrbrLaundry area onsite, located on same floor, right around the corner from the condobrGuest accessbrAccess to the condo is electronic, guests will be provided a code to enter.brOther things to notebrI'd like to share that this condo has been my personal, peaceful getaway for the last few years and it's a pleasure to be able to share it with you! The unit was due for an update and I enjoyed working with the contractor to update every room and I especially had fun selecting the new furnishings. Most everything is new, including the kitchen and bathroom cabinets, all appliances, new flooring, paint, kitchen countertops, and most importantly all windows have been replaced.brbrA couple of antique furniture pieces have been given new life with several coats of chalk paint and they look fantastic. (The dining table belonged to my grandmother). I spent much time there during this year’s winter months and got to know quite a few “snow birds” in the building, many of whom return year after year and have made friends with other snow birds and full time residents.brbrThe location is perfect if you’re looking to be close to grocery stores, banks, pharmacies, shopping, entertainment and restaurants. The condo is a few short miles away from Publix, BofA, CVS, UTC Mall, Target, The Home Depot, Total Wine, Panera, Chick-fil-A, Seasons 52, Yard House (you'll find fast food to fine dining), and so much more! You'll want to add Marina Jack's, and the wonderful Dry Dock Waterfront Grill to your list of musts!brbrIf you love shopping, a little further out (12 miles), is St. Armands Circle and a must to visit! There are over 100 stores that are walkable one to the other with restaurants mingled in between. St. Armand's was a vision of circus magnate, John Ringling...the history alone is worth the visit!brbrLike the beach You're 12-15 miles to Lido Beach and Siesta Key Beach. The storage closet is stocked with everything you need for a day at the beach...chairs, cooler, beach bag and umbrella.brbrIf you appreciate a beautiful view, you'll enjoy sitting on the glass enclosed lanai looking out over the lake at the golf course and watching the wildlife.brbrMy place is stocked with everything you need in the kitchen (cookware, utensils, plates, bowls, glasses, coffee cups, Keurig and much more), bathroom (towels, cloths, Dyson hairdryer) and bedroom (sound machine, phone chargers, linens, extra pillows and blankets) - and if there's something special you need, let me know and I'll have it there for you.brbrIMPORTANT NOTE: An application, including a background check is required at the renter's expense for a total cost of $150 ($100 application fee and a $50 processing fee). This is an HOA rule.brbrSoon after booking, I will send you a copy of the HOA rules and regulations and the application/background check form that you will need to complete and submit ASAP, along with your payment covering the $150 expense. Detailed instructions are on the form.brbrI can't wait for you to experience all that beautiful Sarasota has to offer!! Welcome to Paradise!
Bed 1

Bed

Bath 1

Bath

Sleep 5

Sleeps

Slider Thumb
Exceptional(55)

$329.35

/ Nightly
Private Vacation Home

2 BR Siesta Key Villa with Pool Access

Sarasota, Florida, United States

The PropertybrbrSiesta Villa Coralline is a stand-alone single story villa located in the beautiful community of Polynesian Gardens on Siesta Key. Villa Coralline has been designed & decorated as an upscale beach cottage featuring two bedrooms, one with a King bed and the second with two twins. The villa's tropical beach theme is displayed throughout the home offering a true connection between the Siesta Key atmosphere and the comforts of home. Enjoy the private outdoor space provided in the backyard as well as the large heated community pool for Polynesian Garden residents and guests.brbrAmenitiesbrbr Large Heated Community Poolbr Private Backyardbr Smart TVbr Bedroom Tv'sbr King Bedbr Washer & Dryerbr Fully Stocked Kitchenbr Charcoal/Smoker Outdoor Grillbr Beach Supplies: Chairs, Umbrellas, Coolers, Carts & Toysbr Extra Beddingbr Extra TowelsbrbrLocationbrbrPolynesian Gardens is a quiet community which features shady streets, a large well-kept pool, clubhouse, and private dock. Siesta Villa Coralline is steps away from the Private Polynesian Gardens Dock, allowing easy access for you to spend the day fishing or watching the sunset. brbrVilla Carolline is a short walk to the beach, and all supplies needed for the perfect beach day are provided. The Crescent Beach Access is one-half of a mile south, and Siesta Beach is just under a mile north of the Villa Carolline. The white sand beach shoreline connects the beaches from Point of Rocks to the Siesta Beach Pavilion, and then all the way to the Siesta Village. brbrWhat's provided for your stay: Have fun at the beach with chairs, coolers, umbrellas, toys and more, pre-stocked into the villa prior to your arrival. Each residence has their own Property Liaison to ensure any problems or concerns will be resolved in an effective and timely manner. brbr***Reservations During the months of Jan-March must be for the beginning of the month to the end. Reservations that do not meet this time requirement may be canceled.br**Minimum Age 25: All Reservations must be booked by and accompanied by an adult who is 25 years of age or older. Valid photo I.D. may be required at time of booking. brbrCancellation PolicybrBookings canceled at least 30 days before the start of the stay will receive a 93% refund. Bookings canceled at least 14 days before the start of the stay will receive a 43% refund. Bookings canceled within the 14-day window are non-refundable. brbrReservations of 15 nights or more may be canceled at least 90 days before the start of the stay will receive a 93% refund. Cancellations within 45 days of the check-in date and are refundable up to 43%.brbrShould a refund be issued, a credit to the original credit card in the amount of the reservation minus the cost of the cancellation fees will be issued within 5 to 7 business days.brbrbrFAQbrbrQ. How far away is the property from the closest beach access brbrA. Polynesian Gardens is roughly 1/2 mile down the road from the closest beach access #12, located at the intersection of Midnight Pass Rd and Stickney Point Rd.brbrQ. How far away is the Siesta Key Village brbrA. The Siesta Key Village is roughly 2 miles from Polynesian Gardens. The best way to reach the village is either by bike or the free Siesta Key Trolley. brbrQ. Are the beach supplies included at the property brbrA. Yes, we provide beach chairs, umbrellas, coolers, toys, and a pull cart to help bring everything down to the beach.
Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps

Slider Thumb

$1143.57

/ Nightly
Private Vacation Home

Lido Key Home with Pool and Dock

Sarasota, Florida, United States

Welcome to 440 Cleveland Drive, a stunning, fully renovated rental property on Lido Key where luxury meets coastal charm. Completed in 2025, everything inside and outside this home is brand new! Nestled on a canal off the Intracoastal Waterway, this Lido Key 3-bedroom, 3-bathroom retreat offers a perfect blend of modern amenities and serene waterfront living. Whether you're here for relaxation or adventure, 440 Cleveland Drive has it all.brbr--Outdoor SpacebrStep into your private oasis featuring a heated pool and hot tub, perfect for unwinding after a day of exploring. The property boasts a dock that accommodates boats up to 48 feet, making it ideal for boating enthusiasts. Enjoy great fishing opportunities and frequent dolphin sightings right from your backyard. For water and beach activities, take advantage of 4 kayaks, a paddleboard, and a beach wagon stocked with chairs, an umbrella, and boogie boards. Relax on the chaise lounges, dine al fresco at the outdoor dining table, or fire up the Weber grill for a BBQ. Additional outdoor amenities include 4 bikes and a bag toss game for family fun. Jet Skis pictured are NOT part of the rental.brbr--Living RoombrThe spacious living room is designed for comfort and entertainment, featuring a large TV with YouTube TV and streaming app compatibility. The Sonos sound system, with speakers in all main rooms, ensures top-notch audio for your favorite shows or music.brbr--Bedrooms and BathroomsbrThis home offers three beautifully appointed bedrooms:brPrimary and second bedroom, each with king-sized beds.brA third bedroom with two double beds.brEvery bedroom features its own TV with You-Tube TV and streaming options, ensuring everyone has their own space to unwind. The spa-like master bathroom includes a luxurious bubbler tub, offering a tranquil retreat after a long day.brbr--Kitchen and DiningbrThe chef’s kitchen is a culinary dream, equipped with state-of-the-art Bosch appliances, a convection microwave/air fryer, an ice maker, and a full-service coffee maker. A separate filtered water faucet adds convenience. The extendable dining table comfortably seats 8-10 guests, with the extension stored under the double bed.brbr--LaundrybrThe property includes a washer/dryer tower, making laundry a breeze during your stay.brbr--ParkingbrAmple parking is available, ensuring convenience for all guests.brbr--Area AttractionsbrLocated on Lido Key in a prime spot, 440 Cleveland Drive offers easy access to some of the Gulf Coast’s top attractions. Enjoy nearby beaches and activities, including:brbrLido Beach – 7 min walkbrTed Sperling Park Nature Trail – 9 min walkbrSouth Lido Nature Park Kayak Launch – 8 min walkbrSt. Armand's Circle – 14 min walkbrMote Marine Laboratory and Aquarium – 9 min drivebrDowntown Sarasota – 10 min drivebrMarie Selby Botanical Gardens – 10 min drivebrSiesta Key Beach – 24 min drivebrThe John and Mable Ringling Museum of Art – 17 min drivebrSarasota Airport – 20 min drivebrSarasota Jungle Gardens – 15 min drivebrH2O Watersports -20 min drive (Boat Rentals, Jet Ski Rentals, Fishing ChartersbrWhether you’re kayaking, biking, or simply relaxing by the pool, this property is perfectly situated to make the most of your Florida getaway.brbrSorry - No Pets AllowedbrbrVacation rental certificate of registration number: VR22-00019brbrThis Lido Key rental is managed by FGC - Florida Gulf Coast Vacation Rentals.
Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps

Slider Thumb

$521.8

/ Nightly
Private Vacation Home

Luxury 3BR Townhouse w/Elevator & Rooftop | Walk to Downtown

Sarasota, Florida, United States

Welcome to Uptown Oasis, a brand-new, chic, and luxurious three-story townhouse in the heart of Sarasota! Designed for comfort and style, this 3-bedroom, 3.5-bath retreat features modern décor, and premium amenities—perfect for travelers seeking an upscale urban escape.brbrProperty Highlights:brbrPrime Location – Just a short walk to downtown Sarasota’s vibrant shops, restaurants, and nightlife.brbrConvenient Access – Steps away from the trolley stop, providing easy access to Downtown, St. Armand's Circle, Lido Beach, and more.brbrSpacious and Stylish – An open floor plan with high-end finishes and contemporary décor throughout.brbrInterior FeaturesbrbrFirst Floor:brGrand entrance leading to a guest bedroom with a queen bed and ensuite bathroom—your private, quiet retreat for visitors.brbrSecond Floor – Open Living Space:brGourmet kitchen with state-of-the-art appliances, sleek cabinetry, and an oversized island.brbrExpansive dining and living area featuring a SMART TV and access to the balcony.brbrOutdoor high-top dining set and grill on the balcony for alfresco meals.brbrDedicated office space with a queen Murphy bed, desk, and chair for added convenience.brbrConvenient powder room for guests.brbrFull-size stacked washer and dryer.brbrThird Floor – Ultimate Comfort:brbrPrimary bedroom with a king bed, ensuite bathroom, and walk-in closet.brbrPrivate balcony with sun loungers, a couch, and chairs—your personal outdoor retreat.brbrGuest bedroom with a queen bed, with a bathroom conveniently located across the hall.brbrEntertainment and Tech:brSMART TVs in the living room and all three bedrooms.brHigh-speed WiFi throughout the home.brbrExplore Sarasota:brSteps from the Legacy Trail—ideal for biking, running, and walking.brQuick access to Sarasota’s best beaches, restaurants, shopping and boutiques.brTrolley access for easy trips to Sarasota’s top attractions.brbrWhether you're here for a workcation, a weekend getaway, or an extended stay, Uptown Oasis offers the perfect blend of luxury, convenience, and modern charm!brbrAREA: 12 miles from IMG Academy, 1 minute from Downtown Sarasota, 2 minutes from Payne Park, 1 mile from Bayfront Park, 1 mile from Marie Selby Botanical Gardens, 1 mile from the Ritz-Carlton and Westin Hotels, 3 miles from Bobby Jones Golf Club, 11 miles to Waterside at Lakewood Ranch brbrAIRPORTS: 5 Miles from Sarasota-Bradenton International Airport (SRQ) , and 63 miles from Tampa International Airport (TPA)brbrBEACHES: Lido Key Beach (4 miles), Siesta Key Beach (7 miles), Turtle Beach (9 miles), Longboat Key Beach (10 miles), Anna Maria Island (20 miles)brbrPET FRIENDLY: This is a pet friendly home! Please include your pet in your booking so we can make the appropriate arrangements for the departure cleaning. A $250 pet fee per dog is required to help remove pet hair and dander from any furnishings and floors for our future guests. Thank you for your understanding, and we look forward to hosting you and your pup!brbrELEVATOR: Elevators are subject to wear and tear as they have complex mechanical parts and could malfunction if not used properly causing temporary interruptions in service. While we address maintenance and repairs promptly, please be aware that you may have to use the stairs during your stay.
Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps

No Image
Exceptional(6)

$154.86

/ Nightly
Apartment

Tiny House Flamingo - free WiFi

Sarasota, Florida, United States

Summary:brFlamingo once was occupied as a permanent residence and now resides with us at Tiny House Siesta. Master bedroom is in a loft that has a full set of stairs for access. House features cooktop, large refrigerator, flushing toilet and shower, fully stocked and functioning kitchen, awning windows to catch the ocean breeze, futon couch and flat screen TV. Just like being at home and 3/4 of a mile from Siesta Key Beach. brCheck in is 3PM - Check out is 10AM.brPets Not Allowed.brbrThe Space:brEnjoy your own tiny house while on vacation. The house is located in a tiny house park. Each house is equipped with a kitchenette, full bath and outdoor patio. You can also use our community center to hang out and play billiards or darts. Behind the community center, there is a large deck with lots of seating, fire pits, bar area and outdoor showers.brbrGuest Access:brSelf check-in at 3pm. Door code is emailed and texted 11am the day of arrival and activates at 3pm check-in time.brbrThe Neighborhood:brLocated right across the South bridge from Siesta Key. We are about a mile walk to beach access 12 and a 7 minute drive to the public beach area.brbrGetting Around:brWhile a car is convenient, you can get around without a car. Bike rentals are available on the key. You can also use Frog Hop to get to the beach and Siesta Key Village.brbrOther Things to Note:brTiny houses have smaller water tanks than a normal house. We suggest taking short showers if your group plans to shower one after the other.brbrInteraction with Guests:brWe are available thru messaging everyday until 9pm.
Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps

Home Most popular vacation rentals in Sarasota