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Stay in a Sarasota Villa for Rent designed for convenience, coastal style, and those perfect Gulf Coast sunsets — ideal for couples, families, and anyone who wants a luxury getaway on the West Coast of Florida.
Vacation Rentals by Owner in Sarasota, Florida.
We have partnered with a major provider for Vacation Rentals by Owner directly through SarasotaVacationHomes.com. With hundreds of short term rentals to choose from, we now have the selection and value to offer our visitors searching for Places To Stay in Sarasota.
To book a selected property, follow the "Search Availability" button or "View Rental" for Pricing & Rates, which will take you directly on our partner website. All bookings are securely completed on our partner websites.
ROYS PLACE is romantic and ALL TO YOURSELF
NAMED #1 BEST VACATION RENTAL WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE MAGAZINE for the past 3 years.
I LOVE ROYS PLACE! Romantic 800 sq. ft. boutique villa apartment. Only property in urban Sarasota with totally private (all yours, not shared) clothing optional heated pool.. Tropical Chic décor, quality furnishings, lush tropical landscaping. One block walk to beautiful sunsets over Sarasota Bay. All tropical serenity yet close to everything. Alternative lifestyle friendly allows yo.......
10.0 Star RatingHorizons West Villa E-10 - Bayside Beauty!
Lovely villa with a view of the Intracoastal Waterway. This 2 bedroom, 2 bath unit has a King Bed in the master bedroom and a Queen Bed in the guest room. Both bathrooms are beautifully remodeled. Equipped with 3 hi-def TVs, washer & dryer, hi-speed Internet Access.
Steps to the Horizons West Bayside Park where you can relax and watch the boats sail by, or toss a line into the Bay; see if you can catch dinner!!
Cross the street and you have acce.......
Horizons West Villa F-9 - Lovey view of the Intracoastal
This newly renovated 2 bedroom, 2 bath bayside villa is just steps from our bayside park. One of the few units with a screened lanai where you can enjoy a view of the bay! There is a queen bed in the master bedroom and a queen bed in the guest room. The unit is also equipped with Internet access, a washer/dryer and an updated, timeless kitchen.
Maximum occupancy - 4
Attached carport provides covered parking.
You are only ste.......
Horizons West Villa C-1 - Closest Villa to the Beach!
This beautiful, completely remodeled and roomy 2 bedroom, 2 bath villa is the closest villa to the beach. There is queen bed in the master bedroom, 2 twins in the guest room and a sofabed. Well equipped with a washer/dryer.
Attached carport provides covered parking.
Maximum occupancy - 5
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........
Horizons West Villa B-4 - Close to the White Sands of Crescent Beach!
Bright and pleasant, the B-4 Villa at Horizons West invites you to live the Gulf Coast lifestyle famously known on Siesta Key. Boasting an updated and airy beach cottage atmosphere, this 2-bed, 2-bath villa affords an effortless beach paradise. Plantation shutters and a delightful color palette present the living area that blends beautifully with the dining space and gleaming, newly remodeled kitchen. New quartz countertops, stainless steel appliances, a breakfast bar, and white shaker cabinetry.......
Horizons West Villa B-3 - Steps from Beautiful Crescent Beach White Sand!
This is a 2 bedroom , 2 bath gulfside villa. The unit has a king bed in the master bedroom, 2 twins in the guest room and a sleeper sofa in the living room to accommodate your 5th person.
It is one of the few villas that has a screened lanai and is located very close to the beach. Also has a washer & dryer, high-speed Internet access, with 3 hi-def TVs.
Attached carport provides covered parking.
Maximum occupancy - 5
.......
Horizons West Villa D-1 - Closest Villa to the Beach
This recently remodeled 2 bedroom, 2 bath gulfside villa is the closest villa to the beach! The state-of-the-art kitchen is well equipped and is open to the dining area & living room. There is a queen bed in the master bedroom; 1 queen in the guest room. Also has a sleeper-sofa in the living room so will accommodate 5 people. Laundry room with washer/dryer is accessed from the carport.
Attached carport provides covered parking.
Maximum occupancy - 5
.......
Horizons West Villa B-7 - Located on Crescent Beach - it's #1
Beautifully decorated 2 bedroom 2 bath villa with an up to date open floorplan. Kitchen has new stainless steel appliances and granite countertops are in both the kitchen and baths.
Centrally located and convenient to both pools. Has a washer/dryer. Equipped with wireless internet access! There is a king bed in the master bedroom and 2 twins in the guest room.
Attached carport provides covered parking.
Maximum occupancy - 4
<.......
2 Bedrooms
- Sleeps 5
SARASOTA Vacation Rental
Horizons West Villa B-5 - Great Unit on a Great Beach
Beautiful updated beach side villa. It has a Queen bed in the master, two twins in the guest room and a sofa sleeper for your 5th person. Centrally located between the beach and both pools.
Guests in Villa B-5 have two free passes to Siesta Key Fitness Center, just blocks from Horizons West for the duration of their stay. (ten-minute walk, three-minute drive with parking or take the free trolley) More than two guests have 50% off the weekly rate.
The process fo.......
2 Bedrooms
- Sleeps 4
Sarasota Vacation Rental
Horizons West Villa A-5 - Steps Away from #1 Crescent Beach
This is a beautiful 2 bedroom 2 bath gulfside villa. Well equipped, comes with a washer/dryer, high-speed Internet access and flat-screen TV. There is a king bed in the master bedroom and 2 twin beds in the guest room. Has newer kitchen & bathrooms. Nicely furnished throughout!
Attached carport provides covered parking.
Maximum occupancy - 5
The complex is located near shopping and many local eateries!
The Siesta Key Trolle.......
2 Bedrooms
- Sleeps 4
Sarasota Vacation Rental
Clean & Modern, Close to Beach, Restaurants, Downtown SRQ!
All BRAND-NEW, IKEA-Inspired Villa near it all in central Sarasota! Private entrance, barbecue, washer/dryer, streaming Xfinity ROKU TVs with cable TV channels & 300 Mbps internet. Fully-stocked kitchen, comfy thick beds, wonderfully decorated & very family-friendly furniture. Chili's, Trader Joe's, Bonefish, Walt's Fish Market, Barnes & Nobles, IHOP, CineBistro, Walgreens, Rico's Pizza and more ALL within 5-10 min walking distance. Be Downtown SRQ or Siesta Beach in about 15 minutes!
Sta.......
Clean & Modern, Close to Beach, Restaurants, Downtown SRQ!
NOTE: BOOKING JANUARY, FEBRUARY OR MARCH? Please book whole months only NOT mid-month to mid-month. This time frame is a monthly minimum property and we don't want to be empty for part of the time. Booking February 1 - February 28? Okay. Want to book February 15 - March 15? Not okay. Please ask first if you are unsure. We will try and work with you.
All BRAND-NEW, IKEA-Inspired Villa near it all in central Sarasota! Private entrance, barbecue, washer/dryer, streaming Xfinity ROKU TVs with.......
Vacation Retreat Villa/Heated Pool, Jacuzzi, Tennis/Close to Beaches, Golf
Timberwoods, now called Village Des Pins is park like with lakes, mature pine trees, oversized heated pool, Jacuzzi, 2 tennis courts, shuffle board and grilling area.
This 2 bedroom/ 2 bath, very spacious villa with attached 1 car garage is very clean, comfortable, turn-key furnished with screened in lanai. It features high ceiling, sliders to patio from living room and master bdrm, office space with desk and washer and dryer inside the unit.
Our villa is located just minutes from.......
Resort-Style Coastal Villa - Luxurious Courtyard - Splash Pad, Fire Pit, and More!
Looking for the perfect spot to escape to with family and friends? Envision a place where your most difficult decision is whether to stay home and enjoy the backyard oasis or to head out and experience all that surrounding Sarasota has to offer.
We have worked tirelessly to create this very experience for our guests.
Your vacation villa is conveniently located to the airport, several white sandy beaches, and downtown Sarasota with dining, shopping, and entertainment options.
Newly Remodeled-150 Yards to Beach and Restaurants!
Located just 150 yards from Crescent beach, one side of this duplex offers a 2 bedroom and 1 bath villa, and is in the heart of the South Village, within steps of numerous restaurants, bars, shops, grocery store, drug store, and things to do!
Here you can enjoy a heated salt water neighborhood pool, private beach access, and your own personal beach gear to use!
The villa highlights a private fenced-in patio, private parking, and a fully equipped kitchen. .......
Village Des Pins in Sunny Sarasota
Welcome to our spacious 2 bedroom, 2 bathroom fully equipped home away from home.
Set 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.
Our unit offers spacious living with private screened lanai all on one level, with garage.
Come and see why people come back to us year after year.
Keywor.......
Spacious Villa with Lush Tropical Garden Very Close to Siesta Key!
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........
“MOONMIST” Siesta Key villa in a 'jungle' setting
Moomist Villa is an idyllic setting to relax and rewind. It is located within Polynesian Gardens across the street from beautiful Siesta Key beach (Number 1 on the list of Top 10 most beautiful beaches in the USA). Out the front door you have a “peek-a-boo” view of the bay with boats cruising by. Out the back sliding doors you look on an ancient oak covered with resurrection fern, orchids & bromeliads & a jungle of tropical flora.
When you walk in the front door you will be captivated .......
Newly Remodeled Luxury Beach Villa! Nearest Stand-Alone Villa on Siesta Key!
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 ne.......
7845 Timberwood Cir, Sarasota, FL 34238
Centrally located with short drive to Siesta Key beaches, restaurants, shopping and Sarasota Downtown.
Large 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.
Comfortable and spacious 2 bdrm/2 bath villa offers vaulted ceilings in living and dining room, well equipped kitchen with breakfast nook, screened in lanai overlooki.......
Family Friendly Villa15 min to Siesta Key Wagon, Chairs, Umbrella, Toys Provided
Minutes to multiple beaches! Including Famous Siesta Key!
Our villa is among the largest in Village des Pins, at 1422 square feet, so you and yours have plenty of space to relax.
The Villa offers:
- Private, secluded lanai. Unlike most others in the community, the lanai does not face a street or other peoples lanais. Just tropical trees. They sound great in the breeze.
- Master suite with king-sized bed, glass doors to lanai, walk-in closet, updated bath area and vanity .......
Weekly rentals! Comfortable 2 bdrm/2 Bath Villa - just minutes from Beaches
Village Des Pins is beautiful, park like setting complex with lakes and mature pine trees, located just minutes from well known, white sand Siesta Key Beach - voted the best beach in USA. This community features oversized heated Pool, Jacuzzi, 2 lighted Tennis courts, Shuffle board, Putting green and Picnic area with Grills plus Club house with Pool table, full size kitchen and Party room.
Our villa is conveniently located just a few steps from the Pool. It is spacious, very clean, light and .......
Heated Pool, Jacuzzi/Close to Beaches, Golf, Shopping
* Short distance to Siesta Key beaches, many public golf courses, shopping and restaurants.
* Discounts for longer stays!
* 2 bedroom, 2 bath villa with 1 car garage and screened in lanai
* Comfortable split floor plan, high ceilings, very light and bright
* Master bedroom with king size bed, plasma TV and sliding doors to the lanai
* Guest bedroom with 1 queen size and one twin size bed and TV
* Tiled combo dining and living room, another plasma TV and sliders to the lanai.
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
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.
LOCATION! 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? Perfec.......
Paradise found! Heated Pool, Tennis Courts, Jacuzzi, Close to Siesta Key Beach
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.
This 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.
This villa is located just minutes from well known, white sand Siesta Key Beach - voted the best beach in USA, close to the Westfi.......
Long term discounts / Resort Style Vacation Villa
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.
This 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.
Located just minutes from well known, white sand Siesta Key Beach - voted #1 in USA in 2011, close to the Westfield shoppin.......
Serene Sarasota Florida Getaway
Renovated 3 bedroom/2bath cottage home in a quiet 55+community.
Two of the bedrooms have a queen bed and the third bedroom has a full bed.
All rooms are beautifully appointed for maximum comfort.
Flat screen TV in living room and bedrooms.
Club House with heated pool and exercise equipment. Take a walk around the lake and enjoy the park like
setting.
Public golf course is adjacent, so bring your clubs.
Very close to shopping centers, dining and entertainment.
Resort Style Villa With Heated Pool, 2 Tennis Courts And Jacuzzi !
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.
Living room entertainment center features a 51” flat screen Plasma TV with cable, DVD and stereo music sys.......
7 Minute walk to Siesta Key USA #1 Beach! Family sized villa!
Welcome to our beautiful family friendly villa! Just an 7 minute walk to Public Beach access #12 and #13 on Crescent Beach!
Highlights:
Primary BD with Ensuite Bathroom
2nd Bedroom with Queen and 2 twin beds
Easy Self Check In
Easy carport/parking in the covered driveway
Open Patio
Community BBQ Grill within 25 feet
Wifi/Cable & Streaming
Community Heated Pool
Clubhouse & Shuffleboard
Laundry available
Short walk to public access leading you to Crescent.......
Walk to Siesta Key Beach & Village – Cozy 2BR , 1BA first floor
Barefoot Bungalows – “COZY” Cottage
2 Bedrooms | 1 Bath | Steps to Siesta Key Beach & Village
Welcome to “COZY” at Barefoot Bungalows, a charming first-floor cottage located in the heart of Siesta Key. Just 1,000 feet from the beach and only two blocks from Siesta Key Village, this location truly can’t be beat. Beach Access #3 is only 1,500 feet away, with Beach Access #2 just steps in the other direction — no car needed!
Originally built in 1945, Barefoot Bung.......
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
This pristine, sunny, and bright two-bedroom, two-bathroom villa is located in a beautiful resort-style natural setting on 25 acres in the prestigious Village des Pins community. Relax in the tranquil atmosphere of pines and palm trees while sitting on the screened porch/lanai. Enjoy the large heated outdoor pool, spa, two tennis courts, a shuffleboard court, a putting green, and a sun deck with lounge chairs. Visit a spacious and welcoming clubhouse with charcoal and gas grills outside, a pool .......
A Private Siesta Key Waterfront Estate with Extraordinary Indoor/Outdoor Pool
Welcome to Casa Flamingo, a one-of-a-kind private waterfront estate set on nearly an acre at the coveted north end of Siesta Key.
Many guests arrive planning to spend most of their vacation exploring Siesta Key, only to discover that Casa Flamingo itself becomes the destination.
At Casa Flamingo
- The Pool Floor — The Heart of Casa Flamingo
- The Sandy Waterfront Retreat
- Waterfront Recreation & Sarasota Bay Access
- Recreation Equipment Right on the Estate
- The Guest Ho.......
Beautiful Villa in The Meadows!
Welcome to your dream rental home in The Meadows Country Club! This spacious 3 bedroom, 2 bathroom house is perfect for families or groups, comfortably accommodating up to 6 guests. Step inside and be greeted by a beautifully decorated interior, designed with your comfort and relaxation in mind. The large family room provides ample seating for everyone to gather and enjoy quality time together. The dining room features a large table, perfect for hosting family dinners or entertaining friends. .......
3 Bedrooms
- Sleeps 8
Sarasota Vacation Rental
NEW - Cheerful 2 bedroom villa - 13 min. to Siesta Key
Welcome to completely remodeled 2 bdrm/2bath villa. Brand new kitchen with granite counter tops and stainless steel appliances, both bathrooms with new granite vanities, and new furniture. The living room features vaulted ceilings, sliders to the lanai and Great Entertainment Unite with 65" Samsung TV. Need a place to work when on vacation? You office desk is ready! AVAILABLE for 4 people with option for 2 more........
Siesta Key 3BR Villa - Pool & Dock Access in Polynesian Gardens
*Fully Renovated as of February 2025*
Your own private Siesta Key villa that's a little bit tropical, a little bit salty, with just a little bit tongue in cheek; it's a Lil' Nauti.
Prepare yourself for the relaxing nautical vibe of our exclusive 3-bedroom, 2 bath private villa located directly next to the Polynesian Gardens pool on Siesta Key, Fl. With a new refurbishment, the Lil' Nauti is your perfect family getaway. Featuring a large open floor plan with-in 1500 sqft, the Lil' N.......
Beautiful Two-bedroom, One-bathroom House in a perfect location, Sarasota, FL!
Welcome to your private paradise! This beautiful house, part of a duplex, provides a private entrance and all the necessary amenities. With two bedrooms and one bathroom, it's the perfect size for a small family or group of friends. Each bedroom has a comfortable queen-sized bed, regular closet, dresser, nightstand, full-length mirror, and wall-mounted smart TV. The bathroom features a convenient walking shower.
Step outside to the beautiful outdoor space, complete with a screened patio w.......