Vacation Rentals By Owner In Sarasota, FL

New luxury condominium with breathtaking views of Sarasota Bay and direct Gulf access. Kayak, boat or paddle board out of the Bayou river to the bay! See marine wildlife, or walk or fish off the boardwalk! Many amenities; under building garage, beautiful outdoor resort style pool with whirlpool , private terrace, fitness center, kayak launch. THe condo is minutes from downtown Sarasota, St Armand's Circle and Lido and Siesta Key! Come enjoy the best beaches in the US! Dine in some of the best restaurants and enjoy the cultural arts and vibrant downtown!

Condo

Bayview Getaway! Sarasota FL

Sarasota, Florida, United States

Bed

Bath

Sleeps

$204.16

Welcome to Village Des Pins located in Sarasota, Florida. Minutes from shopping, excellent restaurants, golf, and World Famous Siesta Key Beach. Upon entering our community, you will see a beautiful pond with fountain. Surrounded by colorful landscaping and various wildlife. You will see the clubhouse along with other amenities including a large, heated pool, spa, shuffle board, putting green, and barbecue grills. Beyond the Club House are tennis and pickle ball courts. brbrThe villa has a King Suite, guest beadroom, two (2) bath full furnished, clean, comfortable, and private. One car garage along with screened lanai. The oversized master suite has access to the lanai, a king sized bed and 50 inch TV. Off the master is a full bath and walk-in closet. The second bedroom has one (1) full bed and one (1) twin bed. The living room and dining room space is a large open plan with vaulted ceiling. Dining has table seating for four (4). Kitchen has granite countertops, stainless appliances, and cooking utensils. Located off the kitchen is a breakfast nook along with a full sized washer and dryer. Wireless internet, local phone calls, beach chairs, coolers, towels, and umbrella are included. Combine these lovely features and convenience with the many amenities provided and you have the ingredients for the perfect vacation.

Villa

Sunny Paradise Near Siesta Key

Sarasota, Florida, United States

Bed

Bath

Sleeps

$150.1

Welcome to Rilma's Villa, your perfect beach escape.brWhether you’re here to unwind, work remotely, or stay a little longer, this stylish home offers fast Wi-Fi, a dedicated workspace, and a relaxing environment.brbr5 minutes from the iconic Ringling Museum, perfect for art lovers, strolls, and sunset views, beautiful beaches, dining, and shopping. An ideal stay for couples and small families. brbrStay Longer, Save MorebrWeekly and monthly discounts available — message me for details!

Cozy & Stylish Sarasota Suite-Mins to SRQ, Ringling & Beaches - Rilma's Villa

Sarasota, Florida, United States

Bed

Bath

Sleeps

$184.32

Make yourself at home in this charming 3br/3bath Sarasota retreat. This welcoming house boasts 1 king bed and 2 queen beds, perfect for a cozy stay. Enjoy the beautiful bathrooms equipped with a shower, bathtub, and jetted bathtub. With amenities like AC, WiFi, washer & dryer & a large saltwater pool (unheated), guests can relax and unwind in style. Make your holiday one for the books with a stay at the Butterfly House. 3 miles from Siesta Key Public Beach & Siesta Key Village. A short walk to Gulf Gate Village (research this area to see all the offerings).

Butterfly House, close to beaches, restaurants, live entertainment & shopping

Sarasota, Florida, United States

Bed

Bath

Sleeps

$2137.71

Summary:brbrVunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result Unmatched value for travelers who expect more from their getaway.brbrbrbrThe Space:brbrThis modern masterpiece on Siesta Key is the definition of a luxury vacation home and the outdoor spaces are a vacationer's dream! It's a vibe, from the expansive and fully functional rooftop outdoor living space with a ping pong table to the heated saltwater pool and spa, featuring an oversized sun shelf and waterslide, and the nearby covered patio featuring a BBQ grill, dining, soft seating, 2 TVs, a billiards table, and carefully integrated landscaping beds to soften and add texture to the space. Adjacent is the turfed lawn, with ping pong, badminton, corn hole boards, and an array of chase lounge chairs, all of which are nestled amongst lush native landscaping! You won't believe the private rooftop (elevator access), with bar, 2 TVs, outdoor dining, soft seating, and games. Enjoy views of the Gulf of Mexico, Siesta Beach, and the Village. brbrbrbrThis home was carefully designed, just for you! Once inside this 4,500 square foot home, you'll enjoy the modern aesthetics and the spacious floor plan. The great room is incredible - it includes a chef's kitchen, amply sized living room, well-appointed dining area, and direct access to the main balcony with additional dining and seating. This home also has a club room or second living area, set up as a theater room with tiered movie seating, a wet bar with beverage fridge and seating, and access to a private balcony. There are 5 Bedrooms (all with en suite baths and balcony access) that comfortably sleep 16 people in beds; and 7 Baths (5 Full/2-Half Baths). brbrbrbrFloor Plan Description:brbrbrbrGround Level:brbrFeatures free parking for up to 6 vehicles. It also features the pool area, covered patio, lawn, and the main entry Foyer with Elevator and stair access to the home. We include a full refrigerator and freezer (with ice maker) here as well so your beach prep and breakdown, and your use of the home and pool is that much easier.brbrbrbrThe First Level of Living (2nd Floor): It features a Great Room with a Large chef's Kitchen, dining area for 15, and a living room with a TV and ample seating, and a half-bath. The front balcony is directly off the great room and offers outdoor dining for 8, soft seating, and pool and garden views. Bedrooms 2 and 3 are on this level, both feature a king bed and en suite bathroom with a walk-in shower, and direct access to a shared terrace. All bedrooms have Smart TVs. brbrbrbrThe Second Level of Living (3rd Floor):brbrFeatures a theater room with tiered movie seating for 7, media centre (80”+ Smart TV w/ Surround Sound), Nintendo Switch gaming console, a wet bar (seating for 2) with beverage fridge, and a half bath. There is a charming terrace directly off this theater room. There are also 3 bedrooms on this floor including the Master that features a king bed with large walk-in closet, a private terrace offering peaking Gulf views, and an oversized en-suite bathroom with double vanities, a large 'wet room' with separate shower and free-standing bathtub, and a private water closet. Bedroom 4 features a king bed, en suite bath with walk-in shower. Bedroom 5 is a bunk room with a full over king bunk bed, custom storage and closet space for multiple people to share, and an en suite bath with a shower/tub combo and large vanity. Bedrooms 4 and 5 have direct access to a shared terrace, and all bedrooms have Smart TVs. The laundry room (with 2 W/Ds) is also on this level.brbrbrbrThe Rooftop Deck: brbrThis rooftop space is an elevated outdoor living space that our description will not do justice! You must experience this space; it's unbelievable! It offers Gulf and Siesta Beach Views, and a covered area with 2 TVs, rooftop bar, outdoor dining and living, ping pong table and so much more. The sunrise and sunset experience here is supported so well by the amenities of the space, and trust us, you'll want to be up here throughout the day too. It is perfect for enjoying sunrise over Siesta and greater Sarasota, or sunset over the Gulf of Mexico. So, be sure to grab a book, a coffee or cocktail, and enjoy the sea breeze and Florida sun from this amazing elevated outdoor living space that overlooks all of Siesta Key.brbrbrbrGetting Around:brbrClose to Everything! You're just a short walk or bike ride to the world-famous Siesta Key Beach and Siesta Key Village for access to all the restaurants, entertainment, shopping, grocers, and more. If you want to explore further, without the hassle of driving, you'll find multiple stops nearby for the free trolley that provides transportation service to the entirety of Siesta Key. You're also just a quick drive or Uber/Lyft (10-15 minutes) to downtown Sarasota for access to the amazing Sarasota Performing Arts scene, and numerous fantastic restaurants, shops, marinas, bars and entertainment, and more. And, day trips to Lido Key and Anna Maria Island are just 30 minutes away, as well as the amazing theme parks of Tampa and Orlando that are all just 1-2 hours away!brbrbrbrOther Things to Note:brbrThis Siesta Key luxury vacation rental features Smart TVs with cable and streaming services, as well as Free Wi-Fi throughout the property - including the outside areas for complete coverage for all your work or personal needs. TVs in all bedrooms.brbrbrbrAccessibility - in addition to the home’s elevator access to all levels, most doorways and walkways are 30 inches or larger and walk-in showers featured in most bathrooms. Please see the Photos, 3D Tour, & Video for this home for exact information.brbrbrbr*Don't forget to check out our Matterport 3D Tour for this home* And, if you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team of professional reservationists and we will be happy to assist you. We want you to fully understand what you are booking, and yes, an actual human team member is available to help! You are just a couple of clicks away from paradise!brbrbrbrInteraction with Guests:brbrPersonal service and attention to detail define the Vunique Difference. We want your vacation to fit your schedule, which is why we offer flexible bookings starting at just 3 nights for most of the year and any-day arrivals. Our homes are spacious and thoughtfully designed, made for connection as much as comfort. Here, luxury isn’t an upgrade – it’s the standard. Within our portfolio of branded residences, you have every amenity that you need for an unforgettable stay - waterslides, movie rooms, resort-style pools, sport courts, golf simulators, climbing walls, putt-putt courses, zip lines, gaming systems, rooftop decks, biked and beach equipment and more. Our proactive maintenance team ensures everything is in top shape before your arrival, and each property has a dedicated manager who welcomes you personally and stays available throughout your stay should you need anything. Transparency is at the core of everything we do. What you see is what you pay – no hidden fees for pool heat (up to 86 degrees), bikes, propane, or any of the extras that should already be included. Why settle, when you can stay somewhere extraordinary

#1 Rooftop Gulf Views-Theatre Room-Unmatched Slide

Sarasota, Florida, United States

5

Bed

6

Bath

16

Sleeps

$241.37

Consider this house your home away from home while you visit Sarasota. This adorable two-bedroom retreat features a queen bed and twin beds, perfect for a small group or family. Guests enjoy a comfortable bathroom equipped with a hair dryer, making freshening up a breeze. The space stays cozy with heating and cool with AC, so you can relax no matter the season. Whether you’re unwinding after a day of exploring or starting your morning with ease, this wonderful house offers a tremendous stay. It’s easy to see why you’ll be able to unwind at our place. Minutes from world famous Siesta Key Beach. Great restaurants nearby or cook in a fully equipped kitchen.

Quaint 2-bedroom house with AC in sunny Sarasota, minutes from Siesta Key

Sarasota, Florida, United States

Bed

Bath

Sleeps

$190.02

Welcome to this charming house in Sarasota. This perfect vacation rental features 2 pleasant bedrooms with queen beds and another queen bed in a pullout couch, 2 bathrooms equipped with a hair dryer, bathtub, and shower, as well as amenities like AC and heating. Guests will feel right at home in this amazing property, ready to relax and unwind after a day of exploring the city. Fall in love with Sarasota and enjoy the magic it has to offer.

Charming 2-bedroom house in welcoming Sarasota with AC

Sarasota, Florida, United States

Bed

Bath

Sleeps

$526.19

Welcome to The Mimosa House — your private Sarasota getaway with a heated pool and spa, just minutes from Siesta Key Beach.brbrThis beautifully designed 3-bedroom home comfortably accommodates 10+ guests and is perfect for families, groups, and vacation travelers looking to relax and enjoy everything Sarasota has to offer.brbrEnjoy your own backyard oasis:br • Heated pool and spa for year-round enjoymentbr • Outdoor space perfect for relaxing and entertainingbrbrInside the home:br • King bed, queen bed, and flexible sleeping arrangementsbr • Comfortably accommodates groups of 10+ guestsbr • Two full bathroomsbr • Open and spacious living areabr • Fully equipped kitchenbr • Fast WiFi and Smart TVsbrbrWhether you’re spending your day at Siesta Key Beach or relaxing poolside, this home is designed to give you a comfortable and memorable stay.brbrLocated in a quiet and convenient neighborhood close to beaches, restaurants, and shopping.brbrPerfect for:br • Family vacationsbr • Group tripsbr • Long staysbr • Weekend getawaysbrbrBook your stay and experience Sarasota the right way.

Heated Pool + Spa • Sleeps 10+ • Minutes to Siesta Key

Sarasota, Florida, United States

Bed

Bath

Sleeps

$528.51

Gorgeous courtyard pool home features high end quality construction throughout with high end upgrades, open split floor plan, high 10 foot volume ceilings, eight foot solid core interior doors, porcelain and luxury plank floors throughout, an abundance of impact windows, and elegant designer chic touches make this home ideal for entertaining family and friends. The open kitchen boasts Energy Star LG stainless steel appliances, solid door shaker cabinets, Calcutta quartz countertops, large center island with seating for 4, and walk-in pantry. The formal dining room is highlighted by tray ceilings and features a large elegant dining room table for 8. The expansive living room features a very large Italian leather sectional sofa, and Italian leather queen sleeper sofa. The master ensuite features custom tray ceiling, access to the pool area, his and hers walk in closets, double sink/vanity with custom wood cabinetry, top mounted sunken waterfall bathtub, and walk in Roman style pebble floor shower for 2, the space is tres romantique! All the bedrooms and living room have flat screen TVs and ceiling fans to keep you cool and comfortable. Enjoy peaceful evenings under the ceiling fans on the private contemporary courtyard veranda outdoor spa, with brick paver exterior or lounge to soak up the sun on the patio by your own private, heated swimming pool. Enjoy the Jacuzzi next to the pool and relax in the sauna. The courtyard also features an outdoor kitchen with gas grill, refrigerator, sink and dining table for 8. The design maximizes indoor/outdoor spaces and makes the house very light and airy for maximum relaxation. Enjoy the charming private front porch area for relaxing on cool evenings. The home is just 2 doors down from the historic Gillespie Park, a 10-acre oasis featuring 3 public tennis courts, basketball courts, fitness trail/fitness stations, large playground, beautiful duck pond and leash free dog park. The exterior of the home is surrounded by lush tropical palm trees. There is plenty of parking with room for 1 car in the garage, two cars in driveway, parking in the front, and plenty more parking 2 doors down at Gillespie park. The location and amenities are unmatched, and undoubtedly the best value in the neighborhood just seconds from downtown Sarasota proper, the historic district, restaurants, shopping, theaters, and the Bay front. Walking distance to the Rosemary district, The Sarasota Opera house, Wholefoods, Starbucks and convenience stores. Other nearby attractions include The Marie Selby Botanical Gardens, The Mote Aquarium, The Big Cat Habitat & Sanctuary, The Marietta Museum of Art & Whimsy, and Saint Armand’s Circle. Siesta Key Beach, rated the #1 Beach in the USA, is just a quick 20 minutes away. If exploration is more your style, then take a 2-hour kayak tour through the mangroves or take one of the bikes at the house for the day and take to the streets. If Art gives you happiness then visit The Ringling Museum, where you can feast your eyes on a staggering 21 European painting galleries, as well as rare antiquities from Asia, Americas and Cyprus. If you like exotic animals, then take yourself over to the Sarasota Jungle Gardens, where you can spend your time surrounded by over 150 different critters of all shapes and colors. For the foodies out there, head to one of the countless restaurants, where you can tantalize your taste buds with mouthwatering cuisines from around the world – including French, Caribbean, Italian, Thai, Vietnamese, Spanish, Mexican, Colombian, Peruvian, Chinese, and of course American. Any trip to Sarasota must include a visit to Siesta Key. One of America’s most famous beaches, the Key boasts gorgeous quartz sand, stunningly clear and a charming village formed of beautiful bungalows, renowned restaurants and fabulous shops. If you’re after a quiet time, then why not wade in the crystal waters of the Gulf, or charter a fishing boat for the day If quiet time is the last thing on your mind, then why not feed your inner daredevil – Jet-skiing, windsurfing, paddle boarding or parasailing are just some of the things you can do to get the heart racing. Whatever mood you’re in, Siesta Key and Sarasota are bound to have something for you. Or if you want to visit the surrounding areas, then jump in the car and take the short drive to Orlando or Tampa, where you can visit the iconic Disney World, Epcot Center, Islands of Adventure, and SeaWorld, or Busch Gardens and the Florida aquarium. You’ll be guaranteed to leave with a camera full of wonderful memories and a bag full of souvenirs. Whatever holiday break you are looking for, this home has all the ingredients to provide a wonderful, memorable holiday experience.brbrHome is equipped with Blue Tube Ultraviolet Light Filtering System. This germicidal UV filtering system kills viruses, germs, mold spores, bacteria and fungi as they pass through the A/C air handler system and vents. This system kills close to 100% of viruses, germs, mold spores, bacteria and fungi. The system is heavy duty with 2 filters which are located in the air handler and in the return vent of A/C.brbrHome is equipped with outdoor security cameras which point away from the house. There are 2 cameras on the front exterior by the front door, 2 cameras above garage door and one camera outside pool gate. There are no interior cameras.

Contemporary, Downtown location, Pool, Spa & Sauna, very close to Beaches

Sarasota, Florida, United States

Bed

Bath

Sleeps

$193.11

Very private exclusive building with work out facility and heated pool and spa and conference room and walk out to beach and ocean. Walking distance to famous st. Armand cr. - for shopping , dinner and entertainment. Covered reserve parking. One bedroom and one and half bath- kitchen, dining room and balcony overlooking the ocean and beach. Fabulous romantic view and breath taking sunsets and sunrises. brNote: min 3 month booking is required per property requirements.

Condo

Fabulous Condo - Million Dollar Ocean View -

Sarasota, Florida, United States

Bed

Bath

Sleeps

$131.84

Renovated 3 bedroom/2bath cottage home in a quiet 55+community. brTwo of the bedrooms have a queen bed and the third bedroom has a full bed. brAll rooms are beautifully appointed for maximum comfort. brFlat screen TV in living room and bedrooms. brClub House with heated pool and exercise equipment. Take a walk around the lake and enjoy the park like brsetting. brPublic golf course is adjacent, so bring your clubs. brVery close to shopping centers, dining and entertainment. brThe beach is a 20 minute drive. brBook now. 1 month minimum stay.br

Villa

Serene Sarasota Florida Getaway

Sarasota, Florida, United States

Bed

Bath

Sleeps

$119.41

2,000+ square foot 3 bedroom, 2 bath waterfront salt-water pool home located in Stoneybrook Estates, part of Palmer Ranch. brbrLovely, well-maintained home equipped with everything you'll need from linens to beach towels, lounge chairs, gas BBQ and pool toys.brbrThe private screened, salt-water heated pool has a southern exposure allowing for plenty of sun with the covered lanai providing shade when you need it on those hot Florida afternoons. It is very peaceful, overlooking a small pond.brbrThe interior features a split floor plan with combined kitchen and family room, and a large, separate formal living and dining area. Cathedral ceilings in the main living area and master bedroom add to the spacious feeling. brbrThere is also a heated community pool large enough for laps just a 5-minute walk away.brbrGolf at the Stoneybrook golf course, an 18 hole semi-private course a few short blocks away or at many other area golf courses.brbrJust minutes away, the Legacy Trail is a cycling, walking, running and rollerblading trail following the former CSX railroad corridor all the way to Venice one way and downtown Sarasota the other way (more than 18 miles in length). brbrA YMCA is located at Potter Park with extensive facilities and programs for everyone. Public tennis courts also available.brbr10 minutes to Siesta Key beaches.brbr45 minutes to Tampa, Busch Gardens, Lowery Park Zoo.brbr110 minutes to Disney World Orlando.brbr3-MONTH MINIMUM RENTAL.brbrEmail for more information: brucekeats@hotmail.combrbrKeywords: 3 Bedroom, Bungalow, House, Pool, Palmer Ranch, Petsbr

Immaculate, quiet, pet and family-friendly pool home backing on pond

Sarasota, Florida, United States

3

Bed

Bath

6

Sleeps

$769.2

A peaceful, faith-based gathering space designed for intentional stays, small groups, and meaningful connection. Ideal for leaders, families, and groups seeking a quiet, purpose-driven environment to rest, reconnect, and be encouraged.brbrOur MissionbrThis home is part of the Firesnatchers mission to support those who are fulfilling their ministry, serving others, strengthening families, and building Christ-centered community.brFor qualifying ministry leaders, outreach teams, small groups, and mission-aligned gatherings, we may offer complimentary day use or one overnight stay, with guests only responsible for the cleaning/preparation fee.brA portion of every regular reservation also helps support outside missions, community encouragement, and faith-based efforts.brIf your gathering may align with this mission, please message us before booking so we can learn more and confirm fit.brbr⸻brWhat This Space SupportsbrThis home is best suited for peaceful, intentional stays and small gatherings such as:br* Ministry leader refresh days;br* Fellowship meals;br* Prayer and encouragement gatherings;br* Small group retreats;br* Marriage or family-focused conversations;br* Discipleship-centered gatherings;br* Simple sacred milestone moments...brbrIf you’re a brother or sister in Christ fulfilling the great commission, leading a group, gathering with family, or simply desire a more intentional kind of stay, we’ll help stand in the gap to host & support you.brJust reach out to connect. We believe with Him there’s no coincidence… so we’d be glad to host you.brBlessings!brbr⚠️ Important READ BEFORE BOOKING!brTo preserve the atmosphere:brbr* This is a quiet, peaceful environment (not suited for parties or loud events)br* Gatherings are expected to be respectful, intentional, and aligned with the tone of the spacebr* This is best suited for guests who value connection, reflection, and meaningful time togetherbrbrLISTING ACCESSbrGuests will have access to approved areas of the home based on their booking type (daytime retreat, event use, or overnight stay). Access details, approved spaces, and any shared or restricted areas will be clearly outlined and confirmed prior to arrival to ensure a peaceful and well-organized experience aligned with the purpose of your stay.brbrLISTING INTERACTIONbr Our guests have the full space to rest, recover, and enjoy their retreat experience. Our team is available by message or phone if you need anything, and we respond quickly to support wellness groups, nonprofits, and mission-based organizations using the home.brbrIf you have questions about amenities, event setups, or grant-funded retreat options, we’re happy to assist. Otherwise, we respect your privacy and ensure a peaceful, uninterrupted stay.brbrPlease note: This is a retreat-style property, not a typical vacation rental.brbrThe home is best suited for peaceful, intentional stays centered around rest, renewal, fellowship, spiritual growth, and meaningful connection.brbrTo preserve the atmosphere of the home and respect the property, this is not suited for parties, loud events, or unapproved gatherings.brbrIf you are interested in bringing a small group, hosting a fellowship-style gathering, or using the space for a purpose-driven retreat experience, please message us before booking so we can confirm whether it is a good fit & how we can stand in the gap to support you..brbrParking is limited to the spaces on-site.brNo parties, amplified music, or unregistered guests.brHouse Rules:br⚠️Quiet hours are from 10 PM to 8 AM. All events are required to be over by 930pm. If this rule is not adhered to you will be penalized $500 for each hour you go over.brbrEvents and WeddingsbrbrOutdoor event space is a flat $500-$2,000 fee. . brbrOVERNIGHT STAYS WOULD BE AN ADDITIONAL CHARGE IF OVERNIGHTS ARE AVAILABLE.brbrEvents must be discussed and approved prior to booking. Unapproved events will be prosecuted brbrPetsbrbrWe welcome pets with a $150 fee per pet. Please let us know in advance if you are bringing a pet, and keep your pet under control at all times. Pets must be cleaned up after, and owners are responsible for any damages caused. we will ask for proof of vaccinations and flea/tick treatmentbrbrSmokingbrbrNo smoking inside the house or. near the home. If you smoke, please do so in designated outdoor areas and dispose of cigarette butts properly.brbrRespect for NeighborsbrbrRespect neighbors` privacy and keep noise to a minimum when enjoying outdoor areas, especially during late hours. All events must end by 10pmbrbrQuiet hours are from 10 PM to 8 AM.brbrDamages and BreakagesbrbrPlease take care of the property and all furnishings. If you cause any damages or breakages, please report them immediately. You will be responsible for any repairs or replacements needed.brbrbrFirepit & Lounge AreasbrbrPlease use the firepit safely and never leave it unattended. Extinguish the fire fully when you`re done, and follow all safety guidelines for outdoor fire use. (Firepit can only be used during burn season)brbrOutdoor GrillingbrIf you use the BBQ or grill, please clean it after use. Any propane or charcoal used must be disposed of properly or extra fees will applybrbrSecurity CamerasbrThere are security cameras located in public areas of the property (entrance, yard) for safety purposes. These cameras are not monitored unless needed for security and liability reasons.brbrNo SublettingbrThe property is available to registered guests only. Subletting or hosting unauthorized guests is not permitted.brbrCleaning PolicybrWe ask that you leave the property in the same condition as you found it. An additional cleaning fee may apply for extended stays or event rentals. Please ensure the property is tidy before check-out.brbrbrRV and Tent CampingbrGuests may bring an RV (with a charging port available) or set up a tent for camping or glamping on the property. Please let us know in advance to make sure we have the space ready for your group.brbrParkingbrAmple parking is available. If you have an RV or additional vehicles, please let us know in advance, and we’ll ensure there’s enough space for everyone.brbrBy booking The Great Oak Estate, you agree to abide by these house rules. We want your stay to be as relaxing and enjoyable as possible, so please reach out if you have any questions or concerns during your time here.brbrThank you for your cooperation, and enjoy your stay!

ChristianBNB For Teams Groups & Leaders •Sleeps 14

Sarasota, Florida, United States

Bed

Bath

Sleeps

$221.56

Enjoy your vacation in paradise in this newly decorated, open and bright island vacation home brlocated in a quiet tropical canal neighborhood.brbrIt is a short distance to the world famous white powder sand of Siesta Beach as well as Siesta brVillage restaurants and shopping.brbrThere is a beautiful, private heated pool with spa and large screened lanai area. The lush tropical brgrounds have been designed by an artist and encourage you to relax with a book or sway on a swing brunder the bamboo and palm trees.brbrThis wonderfully updated island vacation home has a spacious ranch floor plan. There are tropicalbrviews from every window. The home has large patio doors that can be opened to the screened lanaibrbringing in the sound of the waterfall, the scent of many flowers and the calls of tropical birds.

Tropical Island Home

Sarasota, Florida, United States

Bed

Bath

Sleeps

$149.32

Welcome to this adorable farmhouse-style duplex, perfectly located just minutes from downtown! This thoughtfully updated unit is tastefully decorated to make you feel right at home from the moment you arrive. Enjoy laminate flooring throughout the living, dining, and bedroom areas, with tile in all wet spaces for easy comfort and convenience. The bathroom features a modern walk-in shower, and the home opens to a large, private backyard perfect for relaxing after a day of exploring. This centrally located property puts you close to shopping, dining, entertainment, and the beautiful Gulf beaches, making it an ideal spot for both short getaways and extended stays. Whether you're here for work or play, this charming farmhouse-inspired space offers comfort, style, and a fantastic location we cant wait to host you!

Stylish, Light-Filled Living with Cozy Fireplace & Farmhouse Finishes

Sarasota, Florida, United States

Bed

1

Bath

Sleeps

$382.15

Your Beach Home is a private house ONE and 1/4 miles to Siesta Key. This is a Totally Renovated three bedroom, two bath home! It is perfect for families or couples. You have everything you need for an awesome vacation. Fully equipped kitchen, all linens and towels. Enjoy outdoor pool w/ gas bbq & dining area. We have beach chairs, cooler, sand toys, boogie boards and umbrella for your use at the beach. RENTER MUST MEET MINIMUM AGE REQUIREMENT OF 26 YEARS AND VERY STRICT MAXIMUM CAPACITY OF 6 PEOPLE INCLUDING CHILDREN AND INFANTS . NO GUESTS ALLOWED DAY OR NIGHT. DO NOT BOOK THIS PROPERTY IF YOUR GROUP IS LARGER THAN 6.brbrThe spacebrbrLocation Location Location!! We are west of Tamiami Trail in a great, quiet neighborhood. The house features three beach themed bedrooms, with three queen beds. All bedrooms have brand new 50” HD TV's, The living room features a 55 inch tv and cable package if you feel like relaxing at home. Your two full sized bathrooms are modern, beached themed . The fully equipped kitchen has a full sized fridge, full sized oven and cooktop & microwave. We have all the pots and pans and dishware you need. The house has central air and ceiling fans in every room. Right outside your back door is the pool to relax and enjoy in total privacy and bask in the sun on one of four lounge chairs. We have been told that our pool is one of the largest in the neighborhood. Patio seating for 6 with edison style string party lights and large gas grill for your use.brbrThere is a full sized washer and dryer just off your kitchen for your use.brbrWe are committed to making sure you enjoy your stay, and only the confirmed guests on the reservation are allowed to access the property.brbrWe are happy to give you advice on dining and fun activities to do. This is our favorite city in Florida and hope you enjoy the many things to do as much as us. Walk to nearby park with playground and wonderful farmers market with fresh fish, food trucks, live music, fresh fruits and vegetables, local hand made items. Farmers market Oct-April. The neighborhood is perfect for a morning stroll to the bay for dolphin and bird watching . There is an amazing Thai restaurant , bakery, coffee shop, bbq, pizza , convenience store all within walking distance from the house . brbrOther things to notebrbrWe are just a mile and 1/4 from Siesta key (just rated #1 Beach in America) where you can access three amazing beaches . While each one of our beaches- Turtle, Crescent and the Main Beach- offers a slightly different experience, they all share the same gorgeous waters, breathtaking sunsets, relaxing gulf breeze and playful dolphinsbrbrWhether you are looking to relax or have fun in the sun, Siesta is the perfect choice. You can rent paddle boards or kayak, ride bikes, go boating or fishing, swimming or snorkeling, . We are very close to shopping, restaurants, grocery stores, boat and bike rentals and all watersports. We do not allow outside guests at anytime day or night during this rental. Please plan gatherings at the nearby park, beach or restaurant. brbrThe main beach on Siesta offers free public tennis & volleyball courts as well as a shaded playground & picnic area. There are also several concession stands where you can grab a snack and a cool drink. There is also a brand new free shuttle service on Siesta Key that takes you to the Village area where you will find many restaurants, nightlife and shopping.brbrWe do have outside video cameras on the front of the house and side facing the street .brbrWelcome to Paradise!

Great location!! 3BR 2 BA Heated Pool Home! 3 min to #1 rated Siesta Key.

Sarasota, Florida, United States

Bed

Bath

Sleeps

$336.51

NEWLY RENOVATED!!! Ready for the ultimate Lido Beach getaway This charming unit offers the perfect launchpad for your Florida adventures, delivering incredible access to all the Lido Key magic! Step inside to a comfortable haven designed for relaxed beach living. You'll find a king-size bed in the primary bedroom for peaceful nights, and a queen-size bed in the second bedroom, providing ample space for your group. The living room features a smart TV and a cozy seating area with a sleeper sofa, while the kitchen is thoughtfully stocked with all the essentials – from your morning coffee maker and toaster to pots and pans for casual meals. And the best part You're literally steps from the sugar-soft sands of Lido Beach, with direct access to the inviting Lido Pool and Pavilion! Imagine days filled with building sandcastles, collecting seashells, and soaking up the Florida sunshine with unparalleled convenience. After a day by the water, transition effortlessly to evening fun. Just a short, delightful ride on the open-air Bay Runner trolley brings you to the vibrant St. Armands Circle. Here, you can explore unique boutiques, discover charming treasures, and indulge in delectable dining at one of the many outstanding restaurants. This is more than just a stay; it's your gateway to unforgettable Lido Beach memories. Ready for your escape Book today – you might never want to leave! Looking for more space to bring the whole family Consider booking the back unit of this home, Mermaid For A Day, which sleeps an additional 4 people!brbrGood to Know for Your Stay:br• Property Management: This property is professionally managed by Ascendia Group, ensuring a seamless and enjoyable stay.br• Beach Equipment: We want your beach days to be effortless! This property comes equipped with beach chairs, a cooler, a wagon, and beach towels for your enjoyment.br• Pet Policy: We're delighted to welcome your furry family members! This property is pet-friendly, and a non-refundable pet fee (per pet) will be applied after booking and must be paid prior to check-in. Please feel free to inquire about the specific pet policy applicable to your reservation.br• A Message from Ascendia Group: We're dedicated to ensuring your time at our property is relaxing, enjoyable, and full of unforgettable experiences. Our local team is always available 7 days a week during your stay if you have any questions or need recommendations on what to do and see in the area!brbrVR22-00115

Cottage

Sea Spray Play | Ultimate Beach Escape, Steps from the Sand & St. Armands Cir

Sarasota, Florida, United States

Bed

Bath

Sleeps

$394.0

Slow it down and relax. Stay on beautiful Siesta Key, home of the #1 beach in the nation! Our separate guest house is the perfect place to enjoy the tranquility of an island paradise vacation, while still located in the heart of Sarasota. The house is an historic Ralph Twitchell mid-century modern, completely remodeled with the latest amenities, 2000 sq. ft. open floor plan, walk-in showers, and gourmet kitchen. You'll enjoy water access with great fishing or sunbathing off our private dock with kayaks on quiet Robert's Bay, or mosey on down to the island beach. Private access to your own private heated swimming pool (see notes below), all of this in your backyard, on this exclusive island cul-de-sac makes the ambiance unbeatable. Every amenity you can imagine is available. We provide it all -- pack light!brbrPRIVATE AMENITIES INCLUDEbrBeach Umbrella, Chairs, Boogieboards, TowelsbrPrivate Heated Pool and Outdoor LoungesbrApple TV4 with Live Hulu TV, ESPN+ and Disney+brEntertainment Room with Large Flatscreen TVbrWi-Fi with Mesh Boosting brOutside GrillbrbrMORE INFORMATIONbrThis house is an historic Robert Twitchell home, newly renovated with over $100,000 of improvements. Completely modern while maintaining the Frank Lloyd Wright style. You can read more about Ralph Twitchell and his homes on Wikipedia.brbrPool Notes: The private pool is heated and screened in. The pool is kept at 81℉. If you want a warmer pool we can discuss this when you arrive. The heater has a safety feature and automatically shuts off when outside temperatures fall to below 50℉. Why Because the heater's coolant cannot function properly at lower temps.brbrThe Master Bedroom and Entertainment Room have widescreen TVs with Apple TV4 Live TV, Hulu, Disney+, and ESPN+. There is private high speed FIOS internet throughout the home.brbrThis is a non-smokers home. If you smoke please find other accommodations. Smokers are not permitted to rent the home. It will not be tolerated in or around the property. You will be asked to leave without refund if smoking is detected or we discover that you or a guest is a smoker. Smoking in the home is not the only issue; It's carrying the smell through luggage and clothes into the home. This rule applies to all forms of smoking including e-cigs, vaping, hookah, etc. Any use of illegal drugs will be reported to the authorities. Medicinal Marijuana is not an exclusion to these smoking rules.brbrNo wedding parties or wedding guest may rent the home. brbrWhen you and/or your party rent this property you contractually agree to hold harmless the owners in the event of any loss, including but not limited to events that occur while using the kayaks, bikes, tennis court, basketball court, etc.brbrCity of Sarasota Certificate of Registration Number: VR22-00057

Another Day in Paradise!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$245.6

NEWLY RENOVATED!!! Ready to swap your shoes for flip-flops Discover Mermaid For A Day, a vibrant studio unit on Lido Key, offering the ultimate beachside escape! This is where comfort meets unparalleled convenience, putting you right in the heart of Lido's magic. Inside, you'll find everything you need for a carefree vacation: a cozy king-size bed for restful nights, a refreshing walk-in shower, and a full kitchen ready for your beach-day snacks or morning coffee. The living area is designed for relaxation, with a convenient sleeper sofa that easily accommodates two additional guests. Unbeatable Lido Location! Step outside and feel the sunshine! Your private, spacious deck is perfect for soaking up rays or enjoying a meal al fresco. The absolute best part You're just a short stroll across the street to the pristine sands of Lido Beach and the inviting Lido Pool and Pavilion! Spend your days building sandcastles, collecting seashells, or simply floating in the clear waters – it's all right here. When you're ready to explore, hop on the complimentary Bay Runner open-air trolley. It's your ticket to the sophisticated shops and exquisite dining of St. Armands Circle, or even the vibrant downtown Sarasota scene. This isn't just a place to stay; it's your carefree base for all the sun-drenched fun and coastal charm Lido Key has to offer. Your beach daze are waiting – book Mermaid For A Day now! Bringing the whole family or a larger group Consider booking the front unit, Sea Spray Play, which offers additional space and sleeps up to 6 people! brbrGood to Know for Your Stay:br• Property Management: This property is professionally managed by Ascendia Group, ensuring a seamless and enjoyable stay.br• Beach Equipment: We want your beach days to be effortless! This property comes equipped with beach chairs, a cooler, a wagon, and beach towels for your enjoyment.br• Pet Policy: We're delighted to welcome your furry family members! This property is pet-friendly, and a non-refundable pet fee (per pet) will be applied after booking and must be paid prior to check-in. Please feel free to inquire about the specific pet policy applicable to your reservation.br• A Message from Ascendia Group: We're dedicated to ensuring your time at our property is relaxing, enjoyable, and full of unforgettable experiences. Our local team is always available 7 days a week during your stay if you have any questions or need recommendations on what to do and see in the area!brbrVR22-00116

Cottage

Mermaid for a Day | Your Lively Lido Beach Studio Retreat, Steps to Sand

Sarasota, Florida, United States

1

Bed

1

Bath