Home Vacation Rentals By Owner In Sarasota, FL

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$503.79

/ Nightly
Private Vacation Home

Highland Cove Hideaway

Sarasota, Florida, United States

Escape to Highland Cove, your serene Sarasota retreat just 15 minutes from the world-famous Siesta Key Beaches. Nestled in a quiet neighborhood, this stylish and thoughtfully designed space offers comfort, charm and cozy vibes. Enjoy a fully equipped kitchen, inviting living area, a private outdoor oasis, with a pool and outdoor dining. Perfect for couples, families, or a remote work getaway- experience the best of Sarasota and Siesta Key with the Beach, dining and the shops just minutes away.brbrAdditional rulesbrImportant Policies & Guidelinesbr• Booking Requirements: Guests must be at least 25 years old to book and have at least one positive review from a prior stay. This policy ensures the safety and respect of our home.brbr• Guest Limit & Information: In compliance with local laws, a maximum of 8 people are allowed inside the home. All visitors must be included in your total guest count, and a list of guests must be provided prior to your stay.brbr• Parties & Noise: Unauthorized parties or events are strictly prohibited. Outdoor music must be kept at a reasonable volume and turned off by 10 PM. Indoor music is welcome after 10 PM as long as doors and windows remain closed. Only small portable Bluetooth speakers (12”x12” or smaller) are permitted—no party boxes, DJ equipment, or large speakers allowed.brbr• Respecting Neighbors: Please be considerate of noise levels, especially during evening hours.brbr• Property Rules:br• No smoking or vaping indoors.br• No marijuana use anywhere on the property.br• No pets.br• No weapons.br• No confetti or glitter—cleanup is difficult and will result in an additional cleaning fee.
Bed 3

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Bath 2

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Sleep 8

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Exceptional(44)

$424.74

/ Nightly
Private Vacation Home

Luxury Home W/ Pool, Spa, and Walking Distance to Beach

Sarasota, Florida, United States

Come enjoy the relaxed vibe of Siesta Key! The beautiful white sand beaches that make Siesta Key the #1 beach in the US are not even a five-minute stroll away. Siesta Key Village and the famous 3 miles of the softest 99.9% quartz sand beaches draws thousands to enjoy the island life. brbrThis two story, 4 bedroom 3 1/2 bathroom home features a huge heated pool with spa and an incredible outdoor living space for relaxing to the soothing sounds of the pools water features or livening things up and entertaining your family and guests. The property is private and secluded from neighbors and surroundings by a wall.brbrAs you enter through the front door on the main level, you step into the family room furnished with comfortable sofas and equipped with a 75” flatscreen TV. Moving on through French doors, you enter into the dining area with seating for 6 and an open chef's kitchen with an additional breakfast nook for two over-looking the pool. The kitchen is equipped with 4-piece stainless steel appliances accompanied by various small appliances and cooking tools. Adjacent to the dining and kitchen areas, there is a living room perfect for reading or taking a rest while conversing with the appointed chef(s) of the night. brbrMoving on further through the home, there are two guest bedrooms, which share the adjacent bathroom. One bedroom is furnished with queen size bed and has ample storage and walk-in closet space for unpacking and making yourself at home. The second bedroom, though slightly smaller, is furnished with a full size bed, small desk, and access to closet space. brbrSecluded from the guest bedrooms and main living areas is the quiet owner's retreat area of the master suite. This large bedroom is furnished with a king size bedroom set and equipped with 55” flatscreen TV. Again, you will have access to ample space to unpack in the walk-in closet. The en-suit bathroom offers a frameless glass shower enclosure, his and hers sinks, and additional linen closet space. A unique feature of this master suite are the French doors leading out to a cozy balcony with seating for two overlooking the pool area and still within the screen enclosure. brbrFollow the stairs down from the main living level to the beautifully remodeled downstairs living quarters. This forth bedroom is furnished with king size bedroom set and beautifully finished en-suite bathroom with shower. The bedroom offers pool views and access directly out to the pool area via large sliding glass door. Down the hall there is a laundry closet equipped with extra large capacity washer/dryer and an additional half bath, which is accessible from the pool and outdoor areas. brbrMoving outside to the pool and outdoor living space you will find plentiful lounging and seating around the pool and gas fireplace with flatscreen TV. With this space and a large outdoor kitchen, you may find yourself spending more time out here than inside. brbrThe house is located on the north end of SK, so there is easy access getting on and off the key as well as to grocery stores, Southside Village, Downtown and the new CineBistro movie theatre within the newly redeveloped SouthGate Mall.brbrOther great things nearby: Watersports including paddle boarding, kayaking, fishing, golf, mini-golf, Selby Botanical Gardens, Ringling Museum, cinemas, St Armand's Circle, art galleries, supermarkets, gourmet markets including Trader Joe's, Whole Foods and Morton's, downtown Sarasota upscale shops, restaurants and galleries are all within a 10 minute drive.brbrMinimum Stay Requirements: 1 week minimum reservation required and typically Saturday to SaturdaybrbrOptional:br- Pool heating is $25/nightbrbrVR22-00072
Bed 4

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Bath 3

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Sleep 8

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Exceptional(3)

$184.81

/ Nightly
Private Vacation Home

Lake View/Heated Pool/Close to Siesta Key Beaches!

Sarasota, Florida, United States

Tastefully updated and completely re-furnished 2 bedroom, 2 bathroom vacation villa, located just few minutes’ drive to the famous Siesta Key Beach, voted number 1 in USA several times. Spacious and comfortable living areas with screened lanai, a perfect place to relax after a day at the beach or pool. The villa features two roomy bedrooms with lots of storage, its own washer and dryer, and a well-equipped kitchen. While the master bedroom comes with its own bathroom, a second bathroom is in the hallway for your convenience. The villa is a part of a community that offers a heated pool, jacuzzi, two lighted tennis courts, a putting green, a picnic area with grills, and a club house with a pool table, full sized kitchen, and Party room. Located in the heart of the Sarasota mainland, it is close to shopping malls, a multitude of culturally diverse restaurants, and plenty of entertainment for your stay. Other fantastic and beautiful beaches are within few miles reach. Summer vacation, fall getaway, or a wonderful escape during the cold winter months, you will always feel welcomed!br*Attached garage and drivewaybr*Master bedroom with a king-sized bedbr*Second bedroom with a queen-sized bedbr* Sleeper sofa with queen-sized gel memory foam mattressbr*A large TV in the living room with Cable TV, as well as smaller TVs in the master and guest bedroomsbr*WiFi networkbr*Linen, towels provided, beach chairs, beach towels, a cooler and umbrella availablebr*The Siesta Key Village offers great tourist shopping and dining possibilitiesbr*Siesta Key Beach Park features a playground, tennis and volleyball courts, shaded picnic areas, snack bars…and miles of soft, pure white quartz sand.br
Bed 2

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Bath 2

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Sleep 6

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Exceptional(1)

$519.65

/ Nightly
Private Vacation Home

Stylish Hidden Gem w/ Pool • Steps to Lido Beach & St. Armands Circle

Sarasota, Florida, United States

Welcome to your Hidden Treasure on Lido Key brbr brbrBook this private 3-bedroom hideaway just a short stroll from Lido Beach and St. Armands Circle. Bright, airy, and full of charm, this one-level home features floor-to-ceiling windows, a heated private pool, and a breezy, modern design ideal for couples, families, and snowbirds alike. brbr brbrLOCATION HIGHLIGHTS: brbr- Just steps from St. Armands Circle for dining, shopping, and nightlife brbr- 5-minute walk to Lido Beach brbr- Short drive to downtown Sarasota, Longboat Key, golf courses, and local parks brbr brbrPROPERTY FEATURES: brbr- 3 bedroom/ 2 bathroom single family pool home (2247 sq ft) brbr- Floor-to-ceiling windows for natural light and garden views brbr- Heated private pool (heat fee extra) brbr- Fully fenced backyard with tropical landscaping and grill brbr- Private driveway parking brbr- Small dog friendly (with approval and fee) brbr- Dedicated wifi brbr- Private washer and dryer brbr- Walk in closet brbr- Security camera at front door (exterior only) brbr brbrLIVING ROOM: brbr- 3 couches with wall- mounted smart TV (streaming capable) brbr- Open, airy layout with vaulted ceilings and glass doors brbr- Den/Game Room: Smart TV with games and pool access, couch doubles as a sofa bed brbr brbrKITCHEN AND DINING: brbr- Fully equipped kitchen with gas stove & quality cookware brbr- Indoor dining space plus outdoor dining table surrounded by tropical foliage brbr- Dining table seats 6 brbr brbrBEDROOMS AND BATHROOMS: brbr- Master bedroom: king bed, glass doors with backyard views, ensuite bathroom, work desk brbr- Guest bedroom: two queen beds, vaulted ceiling, patio access, adjacent bathroom brbr- Master ensuite bathroom: double vanity with glass walk in shower and separate soaking tub brbr- Guest bathroom: spacious vanity with tub/shower combo brbr brbrEXTRA PERKS: brbr- Complimentary beach items: a couple of beach chairs, a beach umbrella, and beach towels brbr brbrLOCAL FAVORTIES: brbr- St Armand's: Columbia, Daquiri Deck, Crab and Fin, Cha Cha Coconuts brbr- Shopping: Alvin's Island, Beach Bazaar, Foxy Lady brbr brbrIMPORTANT INFO: brbr- City of Sarasota Certificate of Registration #VR25-00107 brbr- 7-night minimum stay required per city ordinance brbr- Small dog allowed with approval (fee applies) brbr- No smoking property brbr- No large gatherings or parties brbr brbrSUN, SURF, AND SERENITY AWAITS! LOCK IN YOUR LIDO KEY VACATION TODAYbrbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.
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Bath 2

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Sleep 8

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$503.51

/ Nightly
Private Vacation Home

Siesta Key Charm - Pool, minutes to beach, private and spacious

Sarasota, Florida, United States

Your Sarasota adventure begins at this tremendous 4-bedroom house. Nestled in a serene neighborhood, this cool property offers a tranquil escape for guests. With 2 king beds and 2 queen beds, everyone will find their perfect spot to unwind. The 2 bathrooms are equipped with showers, bathtubs, and hair dryers. The additional living room space features a cozy sofa bed, providing even more comfort. Experience the magic of Sarasota at our house and create unforgettable memories with your loved ones.brbrFreshly remodeled home. Centrally located and minutes to everything. br Less than 1 minutes to I-75br 8 miles to Siesta Key beach, and 22 miles to Longboat Keybr Major grocery stores (Walmart, Walgreens, Wawa, Publix, Detwiler’s Farm Market, etc.) are all within 5 miles radiusbr 15 miles from Sarasota Bradenton Int’l Airportbr Major health care centers (John Hopkins, SMH Care Center, PrimeHealth, Sarasota Memorial Health Care System, etc.) are all within 5 miles radiusbr Private, quiet and friendly neighborhoodbrbrRambler, one level house with pool. The 4th bedroom is a detached apartment off of the side patio. It has its own bathroom. Guest(s) will have access to the whole home, backyard and pool area, and the detached apartment. NO access to the garage. br Bedroom 1, main house – King bedbr Bedroom 2, main house – Queen bedbr Bedroom 3 , main house – King bedbr Bathroom 1, main house – Full bath with shower and bathtubbr Bedroom 4, detached studio – Queen bedbr Bathroom 2, detached studio – 0.75 bath with shower, no bathtubbr Couch can be made into a bed that sleep 1 comfortablybr Onsite washer & dryer, located to the left of the studio brbrThe house includes outdoor security cameras, free WIFI, laundry, games, toiletry starter, shampoo, conditioner & soap, towels & sheets provided, and books available to read during your stay. Please let us know if you have any questions or special needs, we would love to accommodate your stay in Sarasota!brbrSAFETY at the POOLbr NO DIVING – the pool has deeper end but NOT DEEP ENOUGH for DIVINGbr ALWAYS have someone at least 18 and up on lifeguard duty and in charge of keeping track of all swimmers br The pool comes with pool cage brbrOther things to note:br NO access to the garagebr Kids/baby items are available upon request. Add’l cleaning services are available for an added costbr Guest(s) will be asked to confirm that they have read and understand house rules. Questions regarding house rules are always welcomebr
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Bath 2

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Sleep 10

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Exceptional(2)

$306.49

/ Nightly
Private Vacation Home

Private Tropical Oasis VR25-00152

Sarasota, Florida, United States

A house with a private lanai and a heated pool offers a perfect blend of indoor and outdoor living. The lanai provides a covered and protected space where you can relax, entertain, and enjoy the surrounding views. With a saltwater pool, you can experience the benefits of a chlorine-free swimming experience, which is gentler on the skin and eyes.brbrThe large open floor plan of the house creates a spacious and airy environment. It allows for seamless flow between the different living areas, making it ideal for hosting gatherings and spending quality time with family and friends. The open layout also maximizes natural light, creating a bright and inviting atmosphere throughout the house.brbrA renovated kitchen adds a touch of modernity and functionality to the house. It is equipped with updated appliances, ample storage space, and stylish finishes. Whether you are a passionate chef or simply enjoy cooking, the renovated kitchen provides a delightful space to prepare meals and entertain guests.brbrThe large primary bedroom offers a private retreat within the house. It provides ample space for a comfortable bed, seating area, and additional furniture. With enough room to create a personal sanctuary, the large primary bedroom becomes a peaceful haven where you can unwind, relax, and recharge.brbrOverall, a house with a private lanai, saltwater pool, large open floor plan, renovated kitchen, and a spacious primary bedroom offers a perfect combination of comfort, style, and functionality. It provides a desirable living space that allows you to enjoy the outdoors, entertain guests, and retreat to a serene and luxurious environment.
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Sleep 8

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Exceptional(2)

$403.37

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Private Vacation Home

Pickleball + Heated Pool | Near Anna Maria

Sarasota, Florida, United States

Summary:brbrWelcome to your dream getaway! This spacious 4-bedroom, 2-bathroom pool home in Sarasota offers the perfect retreat. Take a dip in the heated pool or unwind in the screened in lanai. Conveniently located near Lido Beach, Siesta Key, and Anna Maria Island, endless sun-soaked adventures await. Explore nearby attractions like St. Armands Circle and indulge in Sarasota's vibrant dining scene. With modern amenities and ample space for your group, this is the ultimate vacation destination.brbrbrbrThe Space:brbrDistance to attractions:brbrbrbr✔️Siesta Key Beach: 13 mibrbr✔️IMG Academy: 3.3 mibrbr✔️Downtown Sarasota: 7.3 mibrbr✔️SRQ Airport: 3.1 mi brbr✔️Lido Key Beach: 8.8 mibrbr✔️Ringling Museum: 2.6 mibrbr✔️St. Armand’s Cir: 8.2 mibrbr✔️Bradenton Beach: 10.7 mibrbr✔️Coquina Beach: 12.2 mibrbr✔️Manatee/Holmes Beach: 13 mibrbr✔️Anna Maria Island: 13.6 mibrbr✔️Downtown Bradenton: 6.5 mibrbr✔️LECOM Park: 5.5 mi brbr✔️Sarasota Opera House: 5.8 mibrbr✔️Marie Selby Botanical Gardens: 6.6 mibrbr✔️Van Wezel Performing Arts Hall: 5.8 mibrbr✔️Sarasota Jungle Gardens: 3.8 mi brbrbrbrKey Features:brbrbrbr✔️Free WiFi brbr✔️Brand new Pickleball courtbrbr✔️Free parking on the premises (4 vehicles)brbr✔️Gas Grillbrbr✔️All SmartTVs are 4k! brbr✔️Foosball brbr✔️Washer/ Dryerbrbr✔️Beach chairsbrbr✔️Coolerbrbr✔️Beach wagonbrbr✔️Central A/ CbrbrbrbrGuest Access:brbrGuests have access to entire house except owner’s cabinet and garage space.brbrbrbrOther Things to Note:brbrPrior approval required. Allow up to 2 dogs for additional fee of $200/pet per stay:brbrbrbr✔️Must be fully house trainedbrbr✔️Must be completely cleaned up afterbrbr✔️Leashed when not in fenced areabrbr✔️Not allowed on furniture or beddingbrbrbrbrHeated pool feature is available for extra $35/night (recommended between the months of Oct to May)brbrbrbrWhen booked, pool heat is set to 85 degrees, however pool temps are impacted if the weather drops below 70 degrees. So unfortunately, pool temperatures cannot be guaranteed.brbrbrbrTo make your stay more comfortable, we provide a starter pack of essentials, including:brbrbrbr1 paper towel rollbrbr2 toilet paper rolls per bathroombrbr3 dish podsbrbr3 laundry podsbrbr3 trash bagsbrbr1 new spongebrbrCoffee: 5 K-cups or 2 bags of ground coffeebrbrShampoo, body wash and conditioner are included!brbrbrbrPlease note that these are starter supplies, and any additional items needed during your stay will be a guest responsibility :) Thank you so much and we are looking forward to hosting you!brbrbrbrBy confirming your reservation, you agree and understand that all charges related to your stay will be processed by TrustFirst MGMT via Stripe, and this name will appear on your bank or credit card statement.brbrbrbrInteraction with Guests:brbrWe will be available 24/7 for assistance during guest stays.
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Bath 2

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Sleep 12

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Exceptional(4)

$1000.75

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Private Vacation Home

4 BR Waterfront Escape • Hot Tub + Dock Access

Sarasota, Florida, United States

Ease into the modern styling of the beautifully furnished stand-alone home, Villa Krystal. Located directly on Siesta Keys inter-coastal waterway in the highly desirable Polynesian Gardens neighborhood, Villa Krystal promises to bring you luxury stylings, amenities, comfort, and convenience.brbrDesigned to exceed the needs of 8 guests, Villa Krystal features 4 bedrooms, 2 full bath ensuites, and a full guest bath. With 2,680 sqft of interior living space, you and your guests will enjoy the large open concept floor plan that opens directly onto the Intercoastal water way. Experience stunning Florida Sunsets from the back patio complete with outdoor dining, waterside seating, and a large spa.brbrAs a bonus Villa Krystal provides guests access to Paddle Boards, 2 Bicycles, and fishing equipment. brbrPolynesian Gardens is one of Siesta Keys most desirable neighborhoods for its private tree lined streets, lush tropical vegetation and exclusivity as one of Siesta Keys last remaining single-family home neighborhoods. Amenities for Polynesian Gardens include a large community pool, club house, and dock.brbrSpa (Available November - April)brFully Stocked KitchenbrLarge Smart TVsbrOutdoor Gas GrillbrHigh-Quality Linens TowelsbrWashing Machine & DryerbrParking for two carsbrBeach Supplies: Chairs, Umbrellas, Coolers, Carts Toys.brPaddle Boardsbr2 Adult BicyclesbrFishing EquipmentbrbrWhat'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 the 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.brbrFAQbrQ. How far away is the property from the closest beach access brA. 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 brA. 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 there beach supplies included at the property brA. Yes, we provide beach chairs, umbrellas, coolers, toys, and a pull cart to help bring everything down to the beach.
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Bath 3

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