Vacation Villa Rentals By Owner In Sarasota, FL

Horizons West unit A-6 is an updated 2 bedroom, 2 bath gulfside villa and is convenient to both pools and the beach. It's well equipped and even has a washer & dryer. There is a king bed in the master bedroom and 2 twin beds in the guest room. Two new sofas are in the living room, one a sofa-sleepter. It is centrally located, just a short walk to the beach or either pool.br Attached carport provides covered parking.br Maximum occupancy - 5br br br The complex is located near shopping and many local eateries! The Siesta Key Trolley provides free transportation from one end of the key to the other.br br *IF MAKING AN INQUIRY AFTER 4:00 p. m. , YOU WILL BE CONTACTED THE NEXT MORNING BY AN HORIZONS WEST AGENT. IF OVER THE WEEKEND, AN HORIZONS WEST AGENT WILL RESPOND TO YOU ON MONDAY.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: washer dryer in unitbr - Conf line 2: Just a short walkbr - Conf Line 3: to the beach.

Horizons West #A-6 Siesta Key 2 Bedroom Villa Close to the Beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$232.94

Welcome to Villa Pine Tree – Your Private Oasis in Sunny Sarasota!brbrWelcome to Villa Pine Tree - your peaceful retreat in sunny Sarasota not far from Siesta Key!brbrTucked away under beautiful pine trees in one of Sarasota's most inviting neighborhoods, Villa Pine Tree is a stylish and comfortable retreat just minutes from world-famous Siesta Key Beach. With 2 cozy bedrooms and access to a sparkling community pool, this home is perfect for couples, small families looking for a relaxing Florida vacation.brbr* 2 bedrooms | 2 bathrooms | sleeps 4br* 15 minutes to Siesta Key Beachbr* Quiet neighborhood with access to community poolbrbrStep inside and immediately feel at home. The open-concept living area is filled with natural light and modern coastal accents, providing a relaxing space to unwind. The fully equipped kitchen makes dining a breeze, and the private terrace is the perfect spot for morning coffee or an evening glass of wine.brbrHighlights:brbr* Fast WiFi, Smart TV br* Washer/dryer, lounge chairs and accessoriesbr* Access to a well-maintained community pool and tennis courtsbr* Close proximity to beaches, restaurants, golf and shoppingbr* Whether you're planning beach adventures or quiet evenings in a serene setting, Villa Pine Tree is your ideal Sarasota retreat.

Charming 2BR Close to Siesta Pool & Tennis Resort Community

Sarasota, Florida, United States

Bed

Bath

Sleeps

$219.27

Located in the peaceful park like community of Timberwoods/Village des Pins, this villa has a prime location directly across from the pool and near the tennis courts. This spotlessly clean villa has been recently renovated and has all the amenities to ensure you have a wonderful vacation. This 2 bed/2 bath villa has a private garage, wifi and smart tv's, as well as dishwasher, washer and dryer. The community offers a beautiful pool, hot tub, tennis courts, pickleball courts and shuffleboard. The famous Siesta Key beach is only minutes away. Pets are not permitted.

Charming Villa in peaceful community minutes to Siesta Key

Sarasota, Florida, United States

Bed

Bath

Sleeps

$373.64

Unit CA V12- DISCOUNTS Summer never ends new booking the month of August 2026brbrThis unit has been completely remodeled !!!! Welcome to Crescent Arms on beautiful siesta key Florida. If you are looking for your vacation to be on the best beach and have the most beautiful sunsets, then you are in luck. Villa 12 is new to the Rental program. This unit has been completely remodeled and is ready for your vacation. Welcome to Crescent Arms on beautiful siesta key Florida. If you are looking for your vacation to be on the best beach and have the most beautiful sunsets, then you are in luckbrIt features a open floor plan with plenty of room to spread out in. It is a villa with an attached garage and a washer and dryer inside of the Garage. It has a king bed in the main bedroom and 2 queen beds in the guest bedroom. The bedrooms have private bathroom in each bedroom. The guest bedroom has a tub. .brThis unit Features:brBeach front property! No loading up a car or crossing streets just walk out of the building onto the sand! 2 Bedroom 2 bathroom there is a king bed in the main bedroom and 2 queen beds in the guest room. Sleeps up to 6 people. Private lanai with patio furniture. Full kitchen, dining area, Tv in each room with free Wi-Fi. brShared resort amenities:brHeated pool, Private Beach, BBQ area with gas grills, Beach chairs provided. Beach personnel you can rent an umbrella from. Beach towels included. Bed linens and bath towels included. We do not have a linen service if you would like fresh linen you will have to wash them. Coin operated laundry in the tower buildings. Villas have washers and dryers in the garage. brNO GOLF CARTS, Trailers, motorcycles, mopeds, boats If you want to enjoy the sugar-white sand of Crescent Beach, shop or just relax by the pool, located directly on the beach side of Midnight Pass Road, we offer something for everyone: Wi-Fi, cable television, generous closet space, a lanai or glassed-in porch and a fully furnished kitchen.brCrescent Arms features: Easy access on and off the Island! Fully Furnished, Gated Condominiums Private Beach Access with Chairs No smoking and no pets, please!brThere is a seven-night minimum stay Saturday to Saturday. Check in: 4 PM Check out: 10 AM We strongly encourage you to get rental insurance in case of any problems that may occur. Your Florida Vacation Awaits You.

Crescent Arms Vacation Rentals Villa 12 Siesta Key Florida DISCOUNTS APRIL

Sarasota, Florida, United States

Bed

Bath

Sleeps

$400.09

For more privacy we offer you this 2 bedroom 2 bath villa flanking our attractive palm lined boulevard. Gracious living with touches of luxury is yours in this completely equipped apartment with private garage. You are only moments away from world famous powder white sands, golf, bike paths and tennis courts. Contact us today for your 2-week vacation.brbrJust a short walk to all the shopping and dining areas of the Siesta South Bridge or use the free trolley to visit Siesta Village or Turtle Beach.

Crystal Sands Villa 20 - Private Beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$400.09

This 2 bedroom 2 bath villa provides Gracious living with touches of luxury in this completely equipped apartment with private garage. brbrSiesta Key is famous for beautiful turquoise water full of sea life and white powdery crystal sand beaches. Enjoy all our unique features with the convenience of being steps from our own private beach or relax in one of our two heated swimming pools.brbrOur Accommodations are just 2 miles from the popular Siesta Key Village with shops, restaurants, bars, coffee shops and more or a short walk to nearby restaurants, convenience stores, and water sports rentals!brbrIf you are looking for a family vacation or a romantic getaway Crystal Sands is the perfect place for you. Come stay with us at the most exclusive resort on Siesta Key that offers the most beautiful beach and sunset views on the island!

Crystal Sands Villa 15 - Private Beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$158.33

When style, comfort, privacy, and unsurpassed access to fun are your idea of a wonderful time in Siesta Key, booking a stay in Beechwood is the best choice you can make! This inviting 2-bedroom, 1-bathroom home is ideal for welcoming up to 4 guests at a time. Beechwood is a seasonal property rental that makes for a wonderful home away from home in Siesta Key whether you're traveling this way solo, as a couple, or in the company of a small group of family or friends. When you're a traveler that can't wait to pair time cozied up in style with well-deserved time on the sand, Beechwood is the property for you.brbrEnjoy an Amazing LocationbrbrA stay in Beechwood is always a welcoming experience that's only made better by the fact that this property enjoys a prime Siesta Key location. Those who book a stay will love that they are never more than a short walk from the sand with Siesta Key Beach accessed only a short distance away from the front door. Those looking to enjoy fine dining and fun shopping stops during their trip will enjoy the fact that Beechwood is well within reach of Siesta Key Village, which features the best of it all!brbrExterior Features brbrWhile exploring Siesta Key is a delight, Beechwood provides guests with access to fresh-air fun without having to travel far. This property enjoys a spacious and fenced-in yard paired with a large, covered patio to enjoy. A screened-in back porch is also a feature that's sure to delight when you make Beechwood your home away from home in Siesta Key. brbrInterior AmenitiesbrbrSpace, natural light, and plenty of beach-inspired style are yours for the enjoying in Beechwood. This property highlights an open floorplan complete with large windows throughout. The main living space in Beechwood features a plush sofa paired with a leather recliner and an eye-catching yellow armchair. The furnishing set is situated in front of a large flat-screen television in a room that highlights a vibrant yellow accent wall decorated with colorful wall art to set a tropical scene. brbrThe living room opens seamlessly to the dining and kitchen space where guests can enjoy a home-cooked meal on a whim. This inspired culinary area is finished with stainless steel appliances, an extended breakfast bar, sleek cabinetry, and plenty of counter space to make meal preparations a breeze. From the polished terrazzo flooring to the floral and greenery accents found throughout, Beechwood is a property that emphasizes the details that make all the difference in a stay.brbrWe recommend a Mid-Stay home refresh in stays over 30-days or more, where the cleaners will come in and refresh the home. The cost of this is $100.00. We will call to schedule your cleaning after your check-in.brbrBook TodaybrbrThere's never been a better time to make your way to Siesta Key in the name of a great vacation. Reach out to RentSiestaKey.com today to book your stay in Beechwood the next time you're headed here!

Renovated home walk to Siesta Key Beach, shopping, and restaurants

Sarasota, Florida, United States

Bed

Bath

Sleeps

$400.09

For more privacy we offer you this 2 bedroom 2 bath villa flanking our attractive palm lined boulevard. Gracious living with touches of luxury is yours in this completely equipped apartment with private garage. You are only moments away from world famous powder white sands, golf, bike paths and tennis courts. Contact us today for your 2-week vacation.brbrJust a short walk to all the shopping and dining areas of the Siesta South Bridge or use the free trolley to visit Siesta Village or Turtle Beach.

Crystal Sands Villa 17 - Private Beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$482.05

For more privacy we offer you this 2 bedroom 2 bath villa flanking our attractive palm lined boulevard and steps from our private beach. Gracious living with touches of luxury is yours in this completely equipped accommodation with private garage and screened patio. You are only moments away from world famous powder white sands, golf, bike paths and tennis courts. Contact us today for your 2-week vacation.brbrEach of our villas is located at the front our property and easily accessible to one of our two heated pools. brbrSiesta Key is famous for beautiful turquoise water full of sea life and white powdery crystal sand beaches. Enjoy all our unique features with the convenience of being steps from our own private beach or relax in one of our two heated swimming pools.brbrOur Accommodations are just 2 miles from the popular Siesta Key Village with shops, restaurants, bars, coffee shops and more or a short walk to nearby restaurants, convenience stores, and water sports rentals!brbrIf you are looking for a family vacation or a romantic getaway Crystal Sands is the perfect place for you. Come stay with us at the most exclusive resort on Siesta Key that offers the best beachfront and sunset views on the island!

Crystal Sands Villa 13 - Private Beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$192.1

Park like setting complex, just minutes from famous, white sand Siesta Key Beach - voted the best USA beach. This community features oversized heated Pool, Jacuzzi, 2 lighted Tennis courts, Shuffle board, Putting green and Picnic area with Grills, Club house with Pool table, kitchen and Party room.brOur turn-key furnished villa is spacious, features vaulted ceilings, updated kitchen and bathrooms, sleeper sofa, washer/dryer inside, screened lanai and one car garage. Few steps to the pool.

Comfortable, house like feel with great community amenities.

Sarasota, Florida, United States

Bed

Bath

5

Sleeps

Select Dates for Price

brbrCustom built villa located in resort living gated community, Esplanade at Syke Ranch. No expenses were spared when built, fully upgraded designer finishes, furnishing and completely turnkey with everything you need. Available to rent starting immediately with a minimum rental period of 4-month rental. Great location only 8 miles from Siesta Key Beach one of the most sought-after beaches, waterfront dinning and activities. Experience all that Sarasota St. Armand’s Circle, Thriving downtown with the cultural Surrounding of upscale dinning, Theater’s, Concerts, and museums. Easy access to 75, Airport and popular University Town Center.br

Five star accommodations designer finishes in luxurious furnishings.

Sarasota, Florida, United States

Bed

Bath

Sleeps

$201.82

Beautiful Sarasota villa with pool access, tennis courts, and a private lanai, located just 4 miles from the beach. Enjoy a quiet and relaxing stay in a well-maintained community, perfect for couples, snowbirds, or extended vacations.brbrThis bright and comfortable 2-bedroom villa is designed for a stress-free stay. It features a fully equipped kitchen, a cozy living area, comfortable beds, and a private lanai where you can relax and enjoy the Florida weather.brbrThe villa is located in a peaceful and friendly community with access to a shared pool and tennis courts, offering a perfect balance of comfort and recreation.brbrLocation is ideal—just 4 miles from the beach and close to restaurants, shopping, golf courses, and Sarasota’s main attractions. Everything you need is within a short drive.brbrThis property is especially well-suited for longer stays, seasonal visitors, and guests looking for a quiet and comfortable environment.brbrGuest access:br • Full access to the villabr • Community pool (shared)br • Tennis courtsbrbrImportant information:br • Minimum stay: 7 nightsbr • Pool is shared (not private)br • No daily housekeeping servicebr • Check-in details will be provided prior to arrivalbrbrWe look forward to hosting you and making your stay in Sarasota enjoyable and relaxing.

Beautiful Sarasota Villa with Pool Access and Tennis – 4 Miles to the Beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$182.44

Updated and tastefully furnished and decorated 2 bedroom, 2 bathroom vacation villa, located just few minutes drive to the famous Siesta Key Beach. This property features Inviting floor plan with roomy living and dining area, split bedrooms, well equipped kitchen with stainless steel appliances and granite counters, updated bathrooms, laundry closet with washer and dryer in kitchen area, one car garage and screened-in lanai; a perfect place to relax in after a day at the beach or pool. This villa is a part of a private community that offers a heated pool, Jacuzzi, two lighted tennis courts, putting green, 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, close to shopping malls, multitude of culturally diverse restaurants, and plenty of entertainment for your stay. Number of other fantastic and beautiful beaches are close by - Nokomis and Venice Beach to the South and Lido and Bradenton Beach to the North. Great for summer vacation, fall getaway or a wonderful escape during the cold winter months. You will always feel welcomed.brSummary: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 a smaller TV in the second bedroombr*WiFi networkbr*Beach chairs, towelsbr*The Siesta Key Village, located very close by, offers great shopping and dining possibilitiesbr*The beach itself offers a playground, tennis and volleyball courts, shaded picnic areas, snack bars…and miles of soft, pure white quartz sand.br*We speak English, Czech, Slovak and Polish.

Vacation Villa just minutes drive from Siesta Key, year-round heated pool / 3640

Sarasota, Florida, United States

Bed

Bath

Sleeps

$386.92

Stay and golf in luxury . Sunny and beautifulbrVilla with private pool. Beautiful luxury bathroom with deep tub for 2 . Enjoy the view of the lake and golf . Community offers brMany activities to keep you busy . On-site fine dinning and professional tennis . Take lessons with instructors .

Golf resort get away and country club

Sarasota, Florida, United States

3

Bed

Bath

Sleeps

$178.4

Stay comfortably in Sarasota at this 2-bedroom villa. Siesta Villa offers 1,480 SF of living space, in 25 acre, tropical, park-like setting, less than 5 miles from Siesta Key Beach. Includes all the essentials you would expect for a pleasant stay, including beach chairs, beach towels, fully appointed kitchen and even a couple of bikes. The bedrooms are separated, each with a full bath close by making it ideal for two couples. Whether you're looking to relax or explore the city, this amazing villa is the perfect home base for your getaway. We look forward to welcoming you to our place.

Siesta Villa Close by Inviting Siesta Key Beech

Sarasota, Florida, United States

Bed

Bath

Sleeps

$794.23

Welcome to your private oasis in sunny Florida! Nestled along the serene Phillippi Creek, this stunning villa offers the perfect blend of luxury, comfort, and relaxation. Just minutes from the world famous Siesta Key Beach, known for its powdery white sand and crystal clear waters, this home is the ideal getaway for families and friends seeking an unforgettable experience. Spacious and Elegant Living. With 4 beautifully designed bedrooms and 3.5 bathrooms, this expansive villa comfortably accommodates up to 8 guests, providing the perfect balance of privacy and togetherness. The open-concept design, floor-to-ceiling windows, and tasteful décor create a bright and welcoming atmosphere. Expansive living area, flooded with natural light and stunning views of the pool and tropical landscape. Fully equipped modern kitchen, perfect for preparing delicious meals to share. Beautifully decorated bedrooms, designed for ultimate comfort and relaxation. A luxurious master suite, featuring a private en-suite bathroom and a serene ambiancebrExclusive Poolside Access from One Bedroom! One of the bedrooms offers direct access to the pool, allowing you to step outside and enjoy a refreshing morning swim. This unique feature adds a special touch of exclusivity to your stay! Breathtaking Outdoor Retreat. Step outside into your private tropical paradise, where relaxation and entertainment blend seamlessly:brHeated pool and spa, perfect for unwinding under the Florida sunbrSpacious patio with a lounge area and BBQ grill, ideal for outdoor dining and evening cocktailsbrPrivate dock on Phillippi Creek, offering direct water access for kayaking or boating adventures to the Gulf of MexicobrLush tropical garden, creating a peaceful and rejuvenating atmosphere. Prime Location in SarasotabrThis villa is perfectly situated near the best attractions Sarasota has to offer:brSiesta Key Beach , Just minutes away, featuring powdery white sand and breathtaking sunsetsbrSt. Armands Circle , Chic boutiques, fine dining, and a lively atmospherebrDowntown Sarasota , Vibrant arts scene, live entertainment, and local marketsbrNature parks and wildlife reserves , Perfect for exploring Florida’s diverse ecosystembrWhether you’re looking for a relaxing poolside retreat, thrilling water adventures, or cultural discoveries, this villa offers everything you need for a perfect Florida getaway.brBook your stay today and experience the best of Sarasota in style

LUXURIOUS VILLA WATERFRONT NEAR SIESTA KEY BEACH

Sarasota, Florida, United States

Bed

Bath

Sleeps

$324.47

Reach out for monthly discount!COMPLETELY RENOVATED in 2025 – Modern Luxury Meets Coastal Charm!brbrWelcome to your dream getaway on SIESTA KEY! This stunning STAND-ALONE villa with COVERED CARPORT was completely renovated in 2025 (interior only) to reflect a sleek, modern coastal aesthetic after Hurricane Helene, while delivering maximum comfort and functionality. Major updates include hurricane-rated doors, a brand-new HVAC system with ductwork, new plumbing, new flooring, cabinets, countertops, furniture, appliances, etc. Purchased by new owners in May 2024, the home has been thoughtfully reimagined and upgraded to luxurious standards.brbrINTERIOR FEATURESbrStep inside to discover a light-filled, open-concept layout with stylish finishes throughout:brbr• Designer Kitchen: Beautiful custom cabinetry, glass backsplash with under-cabinet lighting, quartz countertops, stainless steel appliances, and a large peninsula island with barstools—perfect for entertaining or casual dining.brbr• Living Space: Modern, inviting, and tech-ready with comfortable seating and a large HD flat-screen TV.brbrStep outside to a private 250 sq ft travertine patio, ideal for relaxing and enjoying morning coffee.brbrBEDROOMS & BATHROOMS:br• Primary Bedroom: King bed, wide dresser with ample storage, two nightstands with USB and USB-C ports behind. Includes a stacked washer/dryer neatly tucked in the walk-in closet. Features a flat screen TV with cable.brbr• Primary Bathroom: En-suite bath with oversized vanity with ample drawers and a walk-in shower with bench. brbr• Guest Bedroom: Two queen beds, a wide dresser, a nightstand, a small office space and a closet with ample hanging space. Features a flat screen TV with Roku.brbr• All beds come with mattress toppers (removable for those who prefer firmer support), full zip mattress protectors, fitted and flat sheets, ample pillows with protectors, and a stylish duvet with accessories.brbr• Hall Bathroom: Features a modern walk-in shower.brbr• Outdoor Storage Closet: Foldable chairs and tables, beach chairs (currently 6), 2 floating beach chairs, boogie boards, beach wagon, cooler, beach toys, a few fishing supplies and a Ninja electric grill (pellets optional and not provided).brbrAMENITIES:br• 3 HD flat-screen TVs (2 with full cable, 1 with Roku)br• High-speed wireless internet and dedicated routerbr• Steps from two BBQ areas, pool, clubhouse, extra laundry, and shuffleboard courtbr• Only 180 yards (~4-minute walk) to the world-famous crystal quartz sands of Crescent Beach (Siesta Key Beach) (Public Beach Access #13)brbrUNBEATABLE LOCATION:brLocated just south of Siesta Key’s South Village, you'll be walking distance to:br• Grocery Store/Mini Marketbr• Fresh seafood marketbr• Liquor Storebr• 7-ELEVENbr• Coffee shopbr• Mini Donutsbr• Boutiques/Shopsbr• Ice cream parlorsbr• Multiple restaurants & bars with live musicbr• Excursions including fishing and dolphin toursbrbrYou're also just a few hundred yards from the South Stickney Point Bridge, offering easy access to Sarasota and helping you avoid north-side traffic. Heading to the North Village Just hop on the free trolley outside the 7-Eleven or use the local Frog Hop service.brbrPlease Note:brOur Condo Association is actively working to restore landscaping impacted by Hurricanes Helene and Milton. Routine grounds maintenance may occur, and you may occasionally see landscapers on site. brbrThe association may access the property periodically for maintenance such as pest control. You’ll receive advance notice should access be required.

Siesta Key Villa-2025 Completely Renovated, Beach & S. Village 1.5 blocks.

Sarasota, Florida, United States

Bed

Bath

Sleeps

$379.78

Beach Chic 2 bedroom 2 bath villa, beautifully decorated just steps from the white powder Crescent Beach on Siesta Key. This spacious ground floor villa boasts an open plan with tile floors throughout, new living room furnishings, updated bathrooms, stainless steel appliances, granite countertops, washer/dryer, and wine cooler. The property grounds feature two onsite heated pools. You can park your car right at your front door! brbrSiesta Key is famous for beautiful turquoise water full of sea life and white powdery crystal sand beaches. Our Accommodations are just 2 miles from the popular Siesta Key Village with shops, restaurants, bars, coffee shops and more or a short walk to nearby restaurants, convenience stores, and water sports rentals!brbrIf you are looking for a family vacation or a romantic getaway Crystal Sands is the perfect place for you. Come stay with us at the most exclusive resort on Siesta Key that offers the best beachfront and sunset views on the island!

Crystal Sands Villa 16 - Private Beach

Sarasota, Florida, United States

3

Bed

Bath

8

Sleeps

$400.09

For more privacy we offer you this 2 bedroom 2 bath villa flanking our attractive palm lined boulevard. Gracious living with touches of luxury is yours in this completely equipped apartment with private garage. You are only moments away from world famous powder white sands, golf, bike paths and tennis courts. Contact us today for your 2-week vacation.brbrSiesta Key is famous for beautiful turquoise water full of sea life and white powdery crystal sand beaches. Enjoy all our unique features with the convenience of being steps from our own private beach or relax in one of our two heated swimming pools.brbrOur Accommodations are just 2 miles from the popular Siesta Key Village with shops, restaurants, bars, coffee shops and more or a short walk to nearby restaurants, convenience stores, and water sports rentals!brbrIf you are looking for a family vacation or a romantic getaway Crystal Sands is the perfect place for you. Come stay with us at the most exclusive resort on Siesta Key that offers the best beachfront and sunset views on the island!

Crystal Sands Villa 11 - Private Beach

Sarasota, Florida, United States

Bed

Bath