Vacation Villa Rentals By Owner In Sarasota, FL

Showing 140 Of 230 Vacation Rentals

$192.1

7845 Timberwood Cir, Sarasota, FL 34238

Sarasota, Florida, United States

Centrally located with short drive to Siesta Key beaches, restaurants, shopping and Sarasota Downtown. brLarge heated Pool, Jacuzzi, 2 lighted Tennis courts, Shuffle board, Putting green , Picnic area with Grills and outside seating plus Club house with Pool table, and Party room. All set among peaceful ponds and mature trees.brComfortable and spacious 2 bdrm/2 bath villa offers vaulted ceilings in living and dining room, well equipped kitchen with breakfast nook, screened in lanai overlooking private preserves, 3 TVs and 2 office desk.brOne car garage, additional space to park in driveway and guest parking across the street,brWasher and dryer inside house.

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Villa

Turnkey Lakefront Villa Skye Ranch

Sarasota, Florida, United States

Discover this brilliant 2-bedroom plus stucy villa in Sarasota. With heating, a fitness room, and AC, this pleasant retreat offers a cozy escape for guests. The villa features 2 bathrooms and is a beautiful space to unwind after a day of exploring. A great place to call homebase while you're away, we hope you enjoy your stay.

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$317.03

/ Nightly

Villa

Horizons West - Beautifully remodeled 2 Bedroom Bayside Villa F-1

Sarasota, Florida, United States

Discover your own slice of paradise in this completely renovated 2-bedroom, 2-bathroom villa, updated in 2024, located in the vibrant heart of Siesta Key. This charming retreat blends modern amenities with a prime location, ensuring an unforgettable vacation experience. Enjoy exclusive access to Horizons West bayside park just steps away, along with the intercoastal waterway for boating and fishing.br Private beach access to the pristine sands of the renowned Siesta Beach are only a short stroll across Midnight Pass Road.br br As you enter this inviting villa, you'll be welcomed by an abundance of natural light and stylish new furnishings throughout. The kitchen is fully equipped with new appliances and a beverage bar.br br Retreat to the two elegantly designed bedrooms: a master suite featuring a king-sized bed and en-suite bathroom, and a second bedroom with two twin-sized beds conveniently located next to the main bath. For extra guests, a comfy sleeper sofa is available. The villa is equipped with updated smart TVs and high-speed internet (WiFi) in both the living room and bedrooms for your entertainment needs.br br A highlight of this villa is the covered patio, complete with a welcoming outdoor living space, along with personal laundry facilities to enhance your convenience.br br Take advantage of the two community pools, perfect for a refreshing dip or mingling with fellow vacationers. Hop on the free Trolley to explore local dining and shopping options in the Village (North) or Stickney Point (South).br br With a serene, tree-lined street and tranquil atmosphere, this villa offers the ultimate blend of relaxation and comfort. Don't miss out on the chance to create cherished memories in this Florida gembook your stay today!br Amenities Include:br - washer dryer: Yesbr - Bay Side: Yesbr - Bed Size MBR: Kingbr - # of Baths: 2br - Bed Size Guest BR: 2 Twinsbr - Conf Line 1: Remodeledbr - Conf line 2: Bayside Villabr - Conf Line 3: With a W/Dbr - Ice Machine: Yes

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$160.09

/ Nightly

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Hidden Gem - in the Downtown District

Sarasota, Florida, United States

Your home away should feel like home. This 2 bedroom 2 bath villa is smartly decorated and equipped with all the things necessary for comfort and practical living. Fully furnished with comfort in mind. The primary bedroom has a queen sized bed, an en-suite bath, walk-in closet and sliders to the screened lanai. There is a queen pull out couch in the living room and another queen bed in the 2nd bedroom. The compact kitchen is fully equipped with a dishwasher, microwave, electric stove with oven and includes cooking and serving gear. The dining table can seat 6. There is a full sized washer & dryer for your convenience. There are smart TV’s in the living room and primary bedroom. Cable, Wi-Fi and utilities are included. The screened lanai is a quiet and private space to relax and the heated pool is just steps away. Two parking spaces are provided.

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Exceptional(4)

$266.35

/ Nightly

Villa

7 Minute walk to Siesta Key USA #1 Beach! Family sized villa!

Sarasota, Florida, United States

Welcome to our beautiful family friendly villa! Just an 7 minute walk to Public Beach access #12 and #13 on Crescent Beach! brbrHighlights:brPrimary BD with Ensuite Bathroombr2nd Bedroom with Queen and 2 twin bedsbrEasy Self Check InbrEasy carport/parking in the covered drivewaybrOpen PatiobrCommunity BBQ Grill within 25 feetbrWifi/Cable & StreamingbrCommunity Heated PoolbrClubhouse & ShuffleboardbrLaundry availablebrShort walk to public access leading you to Crescent Beach!brShort trolley ride to Siesta Key beach or Siesta Village!brbrWalk through the door and find a wonderful open family room, pub table, and table in the lanei for a card game or more dining room. The kitchen is FULLY STOCKED head to toe with coffeemaker, toaster, microwave, dishwater, oven/stovetop. There are a plethera of dishes, including WINE GLASSES.brbrCreate exciting amazing memories with your friends and family here on Siesta Key!

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Exceptional(58)

$212.81

/ Nightly

Villa

Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk

Sarasota, Florida, United States

Cottage style 2 bedroom 1 bath condo in Siesta Key is just a 2-3 min walk to the Pool, Beach, Restaurants and shops.br((Also see our other listing 1569277)brbrDo you prefer a single-story, ground floor cottage over a high-rise A garden patio over a balcony This might be your best Siesta Key vacation yet!brbrOur Cottage comes complete with comfortable, quality furniture, and top quality bedding and linens.brbrFully equipped, offering everything you need for a fun and relaxing vacation at the country's #1 beach. Crescent Beach on Siesta Key!brbrStep outside to the patio for your the perfect spot for your morning coffee or evening BBQ.brbrEverything is included at this cozy cottage from wireless internet to beach towels!brbrWe have a lovely large heated salt-water pool and our own private gated access to Crescent Beach. Both are just a 2-3 min walk from the cottage.brbrEverything is right here: Restaurants & Shops within easy walking distance. And Lively Siesta Key Village with its quaint shops and nightlife is just a quick drive up the road. Also there is a free trolley to take you up and down the Siesta Key so no need to drive.brbrA great vacation spot!!

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Exceptional(78)

$394.84

/ Nightly

Villa

Newly Remodeled Luxury Beach Villa! Nearest Stand-Alone Villa on Siesta Key!

Sarasota, Florida, United States

The newly remodeled 2 bedroom / 2 bath Villa sleeps up to 6 people. The Master bedroom features a king-size bed with an attached bathroom and high definition TV and entertainment system. The Guest Bedroom features one twin size bed, a bunk bed with a full-size bottom bed, and a high definition TV. The comfortable living room is furnished with plenty of seating, a high definition flat screen with 5.1 Dolby surround sound system and bar area. The gourmet kitchen is loaded with anything you will need for cooking and entertaining! The owners love to entertain so you'll never need extra glasses or cookware. The Villa also features a garage conversion we call the ‘MAN CAVE’ with a high definition TV and electric fireplace perfect for relaxing, watching sports or movies and enjoying the fun atmosphere with the garage door open or closed. The patio features outdoor seating and a grill ready for you to enjoy a meal al fresco. Truly a gorgeous place for out of towners or Floridians looking for a “staycation”.brbrThe Villa is located in a gated community of Crescent Arms, right on Siesta Key Beach, just north of the Stickney Point bridge. The grounds feature a heated swimming pool, clubhouse, private beach with beach lounge chairs provided. Our villa also provides beach chairs, a cooler, swimming toys, Bluetooth radio, and a beach wagon to haul it all to the sand! This is a great spot to relax and spend time with the family!brbrThe Villa is available for 7 nights or more. Cleaning fee of $150 is waived if you stay with us for multiple weeks, in a row. Rates vary throughout the year. All guests must be 25 years of age or accompanied by an adult or legal guardian. brbrPlease contact us with any questions. We are more than happy to help you plan the perfect trip to Siesta Key and Villa 7.br

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Exceptional(27)

$182.53

/ Nightly

Villa

Resort Style Villa With Heated Pool, 2 Tennis Courts And Jacuzzi !

Sarasota, Florida, United States

Beautiful villa in Village des Pins, located in hearth of Sarasota, just minutes from Siesta Key Beach – voted repeatedly the best in the U.S., close to shopping and many public Golf courses. This spacious 2 bedroom, 2 bath villa with 1 car garage features nicely tiled floors, granite counters in the kitchen and both Bath, modern furniture and décor and stainless steel appliances. brLiving room entertainment center features a 51” flat screen Plasma TV with cable, DVD and stereo music system with iPod dock. Both bedrooms have LCD flat screen TVs and DVD players. A screened-in lanai is accessible from both the living room and master BR, offering privacy and view of palm trees and greenery. brPark like setting complex with two lakes offers first-class amenities : large swimming pool, comfortable, recently-renovated deck with new outdoor furniture and a Jacuzzi for relaxations!. Picnic area with grills is just by the pool and Club house. Two lighted tennis courts, shuffleboard and putting green is also conveniently located in the complex.brVillage Des Pins is also very close to Westfield Sarasota Square Mall with over 140 stores and a cinema, Grocery store as well as many other stores, restaurants, Downtown with galleries and museum. brBusch Gardens at Tampa Bay is an hour away, and the attractions and theme parks at Orlando two hours away. Did we mention Golf More than 50 golf courses are near by.brbrbrbr

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Exceptional(38)

$204.16

/ Nightly

Villa

Sunny Paradise Near Siesta Key

Sarasota, Florida, United States

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.

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Exceptional(5)

$131.84

/ Nightly

Villa

Serene Sarasota Florida Getaway

Sarasota, Florida, United States

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

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Exceptional(7)

$171.12

/ Nightly

Villa

Village Des Pins in Sunny Sarasota

Sarasota, Florida, United States

Welcome to our spacious 2 bedroom, 2 bathroom fully equipped home away from home.brbrSet under a canopy of majestic pines, this beautifully manicured resort has a heated pool and hot tub, 2 tennis courts, minutes to world famous Siesta Key beach or enjoy a round of golf at one of the many nearby courses.brbrOur unit offers spacious living with private screened lanai all on one level, with garage.brbrCome and see why people come back to us year after year.brbrbr brbrKeywords: Villa,condo,Siesta Key

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Exceptional(15)

$181.35

/ Nightly

Villa

Long term discounts / Resort Style Vacation Villa

Sarasota, Florida, United States

Village Des Pins is park like with lakes, mature pine trees, oversized heated pool, jacuzzi, 2 tennis courts, putting green, club house and nice grilling area. brbrThis 2 bedroom/ 2 bath, very spacious, updated villa with attached 1 car garage is very clean, comfortable with screened in lanai. Updated, comfortably furnished with Washer and dryer are inside the unit.brLocated just minutes from well known, white sand Siesta Key Beach - voted #1 in USA in 2011, close to the Westfield shopping mall with 140 stores, restaurants, movie complex and food court. brbrThere are over 30 Championship Golf Courses In Sarasota! Please check enclosed links.brbrArts and Cultural attractions: Ringling Museum of Art, Sarasota Opera House, and Van Wezel Performing Arts Hall, galleries in downtown, Marie Selby Botanical Gardens. brbrVisit Myakka State Park where you can rent bikes or canoes or just go hiking or drive to Orlando (2 hour drive)to visit Disney.brbrA 30 minute drive to Ellenton's Prime Outlet mall with 130 designer outlet stores e.g.(Coach, Jones New York, Liz Claiborne Calvin Klein).brbrWe speak English, Czech, Slovak and Polish!brbrbrKeywords: Sarasota condo,Siesta Key condo,Sarasota villa

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Exceptional(69)

$186.12

/ Nightly

Villa

Spacious Villa with Lush Tropical Garden Very Close to Siesta Key!

Sarasota, Florida, United States

Your warm relaxing subtropical vacation begins here. Enjoy the sunset over Siesta key from just a short block away. Two bedrooms with two full bathrooms. A private primary suite with queen bed, full bathroom with laundry. One additional private bedroom with two twin beds next to a large handicap accessible bathroom. An updated kitchen dishwasher, full size refrigerator with ice maker. A large car port, WiFi and smart TVs, lush tropical garden and spacious lanai with multiple seating areas.

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Exceptional(16)

$182.44

/ Nightly

Villa

Paradise found! Heated Pool, Tennis Courts, Jacuzzi, Close to Siesta Key Beach

Sarasota, Florida, United States

Village Des Pins is park like setting with lakes, mature pine trees, oversized heated pool, Jacuzzi, 2 lighted tennis courts, shuffle board, putting green and picnic area with grills. brThis 2 bedroom/ 2 bath, very spacious villa with attached 1 car garage is very clean, comfortable, turn-key furnished with screened in lanai. Washer and dryer is inside the unit.brThis villa is located just minutes from well known, white sand Siesta Key Beach - voted the best beach in USA, close to the Westfield shopping mall with 140 stores, restaurants, movie complex and food court. brThere are over 30 Championship Golf Courses In Sarasota! Please check enclosed links.brArts and Cultural attractions: Ringling Museum of Art, Sarasota Opera House, and Van Wezel Performing Arts Hall, galleries in downtown, Marie Selby Botanical Gardens. brVisit Myakka State Park where you can rent bikes or canoes or just go hiking or drive to Orlando (2 hour drive)to visit Disney.brA 30 minute drive to Ellenton's Prime Outlet mall with 130 designer outlet stores e.g.(Coach, Jones New York, Liz Claiborne Calvin Klein).brbrWe speak English, Czech, Slovak and Polish! brbrKeywords: Sarasota Villa, Sarasota Condo, Condo Close to Golf, Condo Close to Beach

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Exceptional(2)

$332.88

/ Nightly

Villa

Horizons West - Beautiful 2 bedroom Bayside Villa F-7

Sarasota, Florida, United States

Discover your own little piece of paradise in this beautifully remodeled 2-bedroom, 2-bathroom villa located in the heart of Siesta Key, where contemporary amenities and a prime location combine for an unforgettable vacation experience. Taken down to the studs in 2025, this villa has been completely upgraded with a new kitchen, bathrooms, flooring, paint, electrical, Ductwork and appliances, offering the perfect blend of modern comfort and island charm.br Guests will have private access to Horizons West bayside park (just steps away) , the intercoastal waterway ideal for boating and fishing and the world-renowned white sands of Siesta Beach (a short walk across Midnight pass road).br You're greeted by a fresh spacious coastal villa feel, complete with new furnishings throughout. The open kitchen, dining and living room offers a sunny start to your morning where you can enjoy coffee and begin your day. The kitchen is fully equipped with modern appliances and everything you need for enjoyable meal preparation. The villa features two beautifully appointed bedrooms: a master suite with a king-sized bed and en-suite bathroom, and a second bedroom (queen-sized bed) next to the main bath. A convenient sleeper sofa is available if you wish to accommodate additional guests. Smart TVs with high speed internet (WiFi) are featured in the living room and bedrooms. Bathrooms feature modern showers with new tile. A standout feature of this villa is the covered patio with a grill, outdoor shower to wash off the beach sand and personal laundry facilities adding an extra layer of convenience to your stay.br br Take advantage of the two community pools offering a refreshing escape and a chance to socialize with fellow vacationers. Guests can catch the convenient free Trolley to the local dining and shopping experience you seek in the Village (North) or off of Stickney Point (to the South).br br The tree lined street and quiet atmosphere provide the ideal mix of relaxation and comfort. Book your stay now and create lasting memories in this Florida paradise!br br *IF MAKING AN INQUIRY AFTER 4:00 p. m. , YOU WILL BE CONTACTED THE NEXT MORNING BY HORIZONS WEST STAFF. IF OVER THE WEEKEND, A HORIZONS WEST STAFF MEMBER WILL RESPOND TO YOU ON MONDAY.*br Amenities Include:br - washer dryer: Yesbr - Bay Side: Yesbr - Bed Size MBR: Kingbr - # of Baths: 2br - Bed Size Guest BR: Queenbr - Conf Line 1: Newly Updatedbr - Conf line 2: Modern Baysidebr - Conf Line 3: Villa w/ W/Dbr - Sofabed: Yes

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$354.01

/ Nightly

Villa

Beautiful Remodeled 2br 2b beachside Villa at Horizons West A-9

Sarasota, Florida, United States

Villa A-9 is a newly renovated 2 bedroom, 2 bath Beachside villa. It is impeccably decorated in a light, beach theme. The kitchen, dining room and family room are an open concept including a nice desk area. The kitchen is very well equipped and has a large island with four counter stools. The master bedroom has a king bed and the guest bedroom has two twin beds. Both bedrooms have ample closet/cupboard space. Both bathrooms have large walk-in showers.br A-9 has wifi, three flat screen TVs, and a washer/dryer accessed through the covered carport.br br A-9 is just steps away from one of the two pools and a very short walk down to the private beach. The complex is located near shopping and many local restaurants.br Amenities Include:br - washer dryer: Yesbr - Gulf Side: Yesbr - Bed Size MBR: Kingbr - # of Baths: 2br - Bed Size Guest BR: 2 Twinsbr - Conf Line 1: Beautiful Remodeledbr - Conf line 2: Beachside Villabr - Conf Line 3: W/ washer dryer

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Exceptional(52)

$470.1

/ Nightly

Villa

BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!

Sarasota, Florida, United States

POOL AREA & LAKE-VIEW, KING BED, CERAMIC-FLOOR and FREE WIRELESS HIGH-SPEED INTERNET all for the LOWEST PRICE in the area !!! - 5 mins from the whitest sands of Siesta Beach!!! WORLD-CLASS RESORT! Or Sister villa with tropical garden view, most peaceful.brbrLOCATION! Cycle to Siesta Beach to enjoy the breeze and the white powdery sand. Sit in your lanai and watch wildlife around you! - feels like you are in a zoo. Steps from the brand new heated pool and hot jacuzzi. Coming with kids Perfect - they are just a call away.

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$391.1

/ Nightly

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B10 - Savor the Siesta Key Lifestyle

Sarasota, Florida, United States

Villa B10 is a 1 bedroom, 1 bath villa located halfway between the award winning white sand Crescent Gulf Beach and the Casa Blanca Olympic Pool. A GREAT location! The villa has been beautifully newly renovated with a nautical look! The bedroom features a king size bed adjacent to a walk in shower along with numerous other amenities. It is our home away from home! Relax on the newly screened lanai. Experience some of the best sunsets in Florida. Come, relax, play, and stay with us! You won't want to leave!

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$406.12

/ Nightly

Villa

C08 - Serenity by the Shore

Sarasota, Florida, United States

Wake up in this charming 2-bedroom, 1-bath villa, perfectly designed for a relaxing coastal escape. This inviting retreat blends comfort, convenience, and seaside charm for an unforgettable stay. Inside, you’ll find a thoughtfully arranged layout featuring one queen bed and one twin bed, ideal for couples, small families, or a peaceful getaway with friends. The bright and airy living space flows effortlessly into a fully equipped kitchen, complete with a coffee pot maker—perfect for enjoying your morning brew before heading out to the beach. Refresh in the modern walk-in shower, then unwind on your private screened-in lanai, where you can enjoy ocean breezes without the hassle of bugs—perfect for morning coffee or evening relaxation.

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$409.88

/ Nightly

Villa

C09 - Escape Ordinary, Embrace the Gulf

Sarasota, Florida, United States

Welcome to our little oasis on Siesta Key. We have just completed a full remodel, so be one of the first to enjoy this home. Tastefully decorated in a beach theme, the unit is fully tiled, has granite countertops and, a walk-in shower. We also added a new half bath in the master bedroom. And for your convenience there is an outdoor shower. The air conditioning, insulation, and windows have been updated to provide a quiet comfortable experience. The master bedroom features a Queen mattress and the guest bedroom has two full beds. The oversized living room has super comfortable furniture with a reclining sofa and lounge chair. For your entertainment, there is a 51 flat screen television with Blue Ray player and game system in the living room as well as 32 wall mounted televisions in each of the bedrooms. Private wireless internet access is also included. Come to relax and unwind. Enjoy the beach life without the hassle of traffic, parking or elevators. This unit can occupy up to 6 persons.

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Condo

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Cottage

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Private vacation home

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Villa

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Most popular vacation rentals in Sarasota

$1940.37

/ Nightly

Private vacation home

Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key

Sarasota, Florida, United States

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$1972.73

/ Nightly

Private vacation home

Luxury Villa • Waterfront 9BR/9BA • Pool + Spa • Steps to Lido Key Beach

Sarasota, Florida, United States

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$1981.32

/ Nightly

Private vacation home

Shore is Something | 5000sqft, Walk to Lido Beach, Bike to St Armand Circle

Sarasota, Florida, United States

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$2014.81

/ Nightly

Private vacation home

Siesta Beachfront Paradise: Infinity Pool & Spa!

Sarasota, Florida, United States

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$2070.75

/ Nightly

Private vacation home

Steps to Beach/Pool w/Slide and Chipping Green

Sarasota, Florida, United States

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$2113.04

/ Nightly

Private vacation home

Lagoon Pool/Slide/Spa - Beach Volleyball/Ping Pong

Sarasota, Florida, United States

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$2113.99

/ Nightly

Private vacation home

Holiday Home 'Modern Townhouse with Stunning View' with Sea View, Wi-Fi and Air Conditioning

Fuengirola, Andalusia, Spain

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$2137.71

/ Nightly

Private vacation home

#1 Rooftop Gulf Views-Theatre Room-Unmatched Slide

Sarasota, Florida, United States

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$2211.43

/ Nightly

Private vacation home

Sport Court Feat. Pickleball - Theatre Room - Pool

Sarasota, Florida, United States

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$2292.60

/ Nightly

Private vacation home

60ft Water Slide/Spa-Theatre Room/Air Hockey

Sarasota, Florida, United States

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Vacation Villa Rentals By Owner In Sarasota, FL

$192.1

$317.03

$160.09

$266.35

$212.81

$394.84

$182.53

$204.16

$131.84

$171.12

$181.35

$186.12

$182.44

$332.88

$354.01

$470.1

$391.1

$406.12

$409.88

Rent a place that suits your needs

Most popular vacation rentals in Sarasota

$1940.37

$1972.73

$1981.32

$2014.81

$2070.75

$2113.04

$2113.99

$2137.71

$2211.43

$2292.60

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