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Sarasota Florida Vacation Rentals - Condo
1 / 8

Sarasota Condo
2 BR / 2 BA / Sleeps 4 2 4 7 night min stay
Condo / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
High Speed Internet • Dishwasher • Microwave
Our Condo is on beautiful Turtle Beach at the southern and most private end of Siesta Key directly on the Gulf of Mexico. When we say directly, we mean directly and not merely a Gulf "View" or a long car ride or a long ...
Sarasota Florida Vacation Rentals - Condo
1 / 24

Sarasota Condo
1 BR / 1 BA / Sleeps 4 1 4 1 night min stay
Condo / 1 Bedroom / Sleeps 4
1 bedrooms 1 bathroom Sleeps 4
High Speed Internet • Dishwasher • Microwave
Newly renovated 1/1 large (780 Sq. Ft. ) 2nd floor condo 5 Minutes drive from #1 Siesta Key Beach. - Community pool - King size bed - Flat screen TVs - High- Speed WIFI internet
(2) Excellent (2 reviews)
Sarasota Florida Vacation Rentals - Home
1 / 13

Sarasota Home
2 BR / 2 BA / Sleeps 1 2 1 Min stay varies
Home / 2 Bedrooms / Sleeps 1
2 bedrooms 2 bathrooms Sleeps 1
Dishwasher • Microwave • Washer/Dryer
This beautiful 2- bedroom 2- bathroom condo features not 1, but 2, screened- in lanais. 2nd floor allows you to view all the activity into the canal below. 1- car attached garage. Beautifully decorated and well maintai...
Sarasota Florida Vacation Rentals - Guesthouse
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Sarasota Guesthouse
1 BR / 1 BA / Sleeps 2 1 2 7 night min stay
Guesthouse / 1 Bedroom / Sleeps 2
1 bedrooms 1 bathroom Sleeps 2
High Speed Internet • Dishwasher • Microwave
Be swept away to luxurious Spain in this beautiful one bedroom guesthouse overlooking a lovely pool. Relax and sip your morning coffee as you take in the peaceful surroundings and bay breezes, with a private entrance, ...
(29) Excellent (29 reviews)
Sarasota Florida Vacation Rentals - Condo
1 / 33

Sarasota Condo
1 BR / 1 BA / Sleeps 4 1 4 Min stay varies
Condo / 1 Bedroom / Sleeps 4
1 bedrooms 1 bathroom Sleeps 4
High Speed Internet • Dishwasher • Microwave
Welcome to our Beach Get- away... where we invite you to relax, unwind and enjoy our casual Siesta Key way of life. Resting just yards from the powdery- white sands of Siesta Key's world famous, award- winning Crescent...
Sarasota Florida Vacation Rentals - Home
1 / 23

Sarasota Home
6 BR / 5.5 BA / Sleeps 12 6 12 3 night min stay
Home / 6 Bedrooms / Sleeps 12
6 bedrooms 5.5 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
This Contemporary Home on Sarasota Bay has Spectacular Views from all 3 stories. Enjoy bayfront living at it's finest with a 2- story great room, bayfront lanai, pool, boat dock and lift. Master Bath is finished i...
Sarasota Florida Vacation Rentals - Home
1 / 20

Sarasota Home
1 BR / 1 BA / Sleeps 2 1 2 Min stay varies
Home / 1 Bedroom / Sleeps 2
1 bedrooms 1 bathroom Sleeps 2
High Speed Internet • Dishwasher • Microwave
Location, location, location! Ideally located charming cottage near downtown, with one bedroom, one bath and den. Built in 1928 and recently completely renovated to modern standards. Tastefully decorated, clean...
(24) Excellent (24 reviews)
Sarasota Florida Vacation Rentals - Villa
1 / 18

Sarasota Villa
2 BR / 2 BA / Sleeps 6 2 6 7 night min stay
Villa / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Are you looking for a Sarasota Vacation Rental close to all of the local attractions and beaches, but want peace & quiet at affordable prices? Then, Timberwoods is the perfect place for your next vacation! This va...
(2) Excellent (2 reviews)
Sarasota Florida Vacation Rentals - Cottage
1 / 23

Sarasota Cottage
1 BR / 1 BA / Sleeps 4 1 4 2 night min stay
Cottage / 1 Bedroom / Sleeps 4
1 bedrooms 1 bathroom Sleeps 4
High Speed Internet • Dishwasher • Microwave
With nearly 500 square feet of living space, your vacation home can comfortably accommodate four guests in a one bedroom. Vacation homes are less than 2 years old, equipped with a raised screen enclosed lanai. Fully fu...
Sarasota Florida Vacation Rentals - Home
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Sarasota Home
3 BR / 2 BA / Sleeps 6 3 6 3 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Sarasota's finest Vacation Getaway this Beautifully Restored Home located In The Heart Of Sarasota is Available For You Now! Built in 1925 this historic Spanish style residence has been tastefully updated with modern ...
1 / 27

Sarasota Condo
2 BR / 2 BA / Sleeps 4 2 4 30 night min stay
Condo / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
High Speed Internet • Dishwasher • Microwave
The beautiful location of The Meadows, a SECOND FLOOR turn key condo for your enjoyment and relaxation. Only need to bring your personal items as everything else is provided for you. A beautiful pool is located just...
(1) Excellent (1 review)
Sarasota Florida Vacation Rentals - Condo
1 / 24

Sarasota Condo
2 BR / 2 BA / Sleeps 4 2 4 14 night min stay
Condo / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
High Speed Internet • Dishwasher • Microwave
You rent a condo and get the feeling of an elegant, spacious villa! Welcome to Los Lagos with rural mediterranean Spanish look, located next to Ashton Lakes Condos and near to the famous Siesta Key Beach, the pearl...
(1) Excellent (1 review)
Sarasota Florida Vacation Rentals - Cottage
1 / 22

Sarasota Cottage
2 BR / 1.5 BA / Sleeps 6 2 6 2 night min stay
Cottage / 2 Bedrooms / Sleeps 6
2 bedrooms 1.5 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
With nearly 500 square feet of living space, your vacation home can comfortably accommodate up to six guests in our two bedroom unit. Vacation homes are less than 2 years old, equipped with a raised screen enclosed lan...
Sarasota Florida Vacation Rentals - Apartment
1 / 34

Sarasota Apartment
2 BR / 2 BA / Sleeps 6 2 6 7 night min stay
Apartment / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
Air Conditioning
Chinaberry 913 NRAdditional amenities include: beach chairs, beach towels.
1 / 13

Sarasota Home
Studio / 2 BA / Sleeps 6 0 6 4 night min stay
Home / Studio / Sleeps 6
Studio 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Beautifully And Uniquely Renovated Home 1. 25 Miles From The # 1 Beach In The Usa (siesta Key Beach). (ask Owner About Closest Beach Access! ) House Hunters And Re- locators To Sarasota Take Notice Special Deals Now A...
Sarasota Florida Vacation Rentals - Condo
1 / 20

Sarasota Condo
2 BR / 2 BA / Sleeps 4 2 4 7 night min stay
Condo / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
High Speed Internet • Dishwasher • Microwave
Ground floor luxurious executive level totally remodeled two bedroom condo with double french doors to your private patio at the world's best beach, Siesta Beach, with full Gulf view for beautiful sunsets. Family orien...
(8) Excellent (8 reviews)
Sarasota Florida Vacation Rentals - Condo
1 / 20

Sarasota Condo
2 BR / 2 BA / Sleeps 4 2 4 30 night min stay
Condo / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
High Speed Internet • Dishwasher • Microwave
This beautiful turnkey 2 bedroom/2 bath 1065 sq. ft. ground floor condo is located in highly sought after Gulf Gate. Unit offers new furnishings throughout including a queen bed in master, two twin beds in guest room an...
Sarasota Florida Vacation Rentals - Condo
1 / 26

Sarasota Condo
1 BR / 1 BA / Sleeps 4 1 4 1 night min stay
Condo / 1 Bedroom / Sleeps 4
1 bedrooms 1 bathroom Sleeps 4
High Speed Internet • Dishwasher • Microwave
Beautiful newly renovated 1br/1ba large (760 sqft) first floor condo, 10 Minutes drive from #1 Siesta Key Beach. Flat Screen TV in the living room Flat Screen TV in the bedroom High- Speed WIFI internet King- Size ...
Sarasota Florida Vacation Rentals - Condo
1 / 15

Sarasota Condo
2 BR / 1 BA / Sleeps 6 2 6 1 night min stay
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 1 bathroom Sleeps 6
High Speed Internet • Dishwasher • Microwave
Newly Remodeled Condo "OF SEASON" ( MAY JUN JULY AUG) $695/week , Ground Floor. Lake view 2Bed. 1 Bath. Large Guest Bedroom with king size bed 2nd Bedroom with 2 twin size beds Condo has a fenced with private...
(2) Excellent (2 reviews)
Sarasota Florida Vacation Rentals - Apartment
1 / 12

Sarasota Apartment
2 BR / 2 BA / Sleeps 1 2 1 Min stay varies
Apartment / 2 Bedrooms / Sleeps 1
2 bedrooms 2 bathrooms Sleeps 1
High Speed Internet • Dishwasher • Microwave
Downstairs garden apartment with large eat- in kitchen, glass enclosed lanai, and view of the pool. Enjoy the heated community pool, 20 miles of walking trails, or a round of golf at the Meadows Country Club. There i...
Siesta Key just a 10 min drive and free beachside parking
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Sarasota Villa
2 BR / 2 BA / Sleeps 6 2 6 7 night min stay
Villa / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
NO RIP OFF PROCESSING FEES! ! Thanks for considering our properties. We are happy to call you or receive your call to discuss any aspect of the rental. We can also offer a Disney area / Gulf Coast combination re...
(28) Excellent (28 reviews)
Sarasota Florida Vacation Rentals - Villa
1 / 13

Sarasota Villa
2 BR / 2 BA / Sleeps 1 2 1 90 night min stay
Villa / 2 Bedrooms / Sleeps 1
2 bedrooms 2 bathrooms Sleeps 1
High Speed Internet • Dishwasher • Microwave
Very private, well- maintained and updated 2 bedroom, 2 bath villa with a 2 car garage in the community of Chandlers Forde in The Meadows. Enjoy private views from the screened lanai with access from the living room an...
Sarasota Florida Vacation Rentals - Cottage
1 / 26

Sarasota Cottage
1 BR / 1 BA / Sleeps 3 1 3 7 night min stay
Cottage / 1 Bedroom / Sleeps 3
1 bedrooms 1 bathroom Sleeps 3
High Speed Internet • Dishwasher • Microwave
It's shabby chic meets high tech and it's all in the details! Elegant, light and airy and just darn adorable best describes The Urban Cottage. Be the first guests to experience the luxury! The Urban Cottage at The...
Sarasota Florida Vacation Rentals - Apartment
1 / 4

Sarasota Apartment
1 BR / 1 BA / Sleeps 5 1 5 2 night min stay
Apartment / 1 Bedroom / Sleeps 5
1 bedrooms 1 bathroom Sleeps 5
High Speed Internet • Dishwasher • Microwave
This one bedroom apartment combines the charm of old Florida and the perfect location. Only a 5 minute walk to the beautiful sugar sands of Lido Beach and only 10 to the shops and restaurants on St. Armands Circle. Enjoy...
(1) Excellent (1 review)
Quiet, clean and comfortable tropical pool home in Gulf Gate near Siesta Beach.
1 / 52

Sarasota Home
2 BR / 2 BA / Sleeps 4 2 4 30 night min stay
Home / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
High Speed Internet • Dishwasher • Microwave
Quiet, private and pet friendly 2 bedroom, 2 bath, swimming pool home in Gulf Gate just 5 minutes to Siesta Key and her Beaches! All taxes are "included" in rental fee. Be Our Guest... very quiet, clean and comf...
(5) Excellent (5 reviews)
Sarasota Florida Vacation Rentals - Home
1 / 26

Sarasota Home
4 BR / 3 BA / Sleeps 8 4 8 Min stay varies
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
This home has it all! A St. Armands location that adjoins Pansy Bayou on a wide waterway. Pansy Bayou is a protected area for dolphins and manatees where they can eat, sleep and play. The home features an open and brig...
(1) Excellent (1 review)
Sarasota Florida Vacation Rentals - Apartment
1 / 13

Sarasota Apartment
2 BR / 2 BA / Sleeps 4 2 4 7 night min stay
Apartment / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
Dishwasher • TV (Antenna) • Air Conditioning
Welcome to House of the Sun - Unit 404 - "your vacation home on the beach. " This unit has fresh paint throughout in soothing linen and beige colors, and also new plush beige carpeting. In the living room, you'll fin...
Sarasota Florida Vacation Rentals - Apartment
1 / 10

Sarasota Apartment
2 BR / 2 BA / Sleeps 6 2 6 7 night min stay
Apartment / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
Dishwasher • TV (Antenna) • Air Conditioning
Welcoming neutral tones lend comfort and warmth to this Gulf Side unit boasting much- requested tile floors throughout. Enjoy the spacious living room with amenities including New Flat Panel LCD TV, DVD/VCR, and new le...
Sarasota Florida Vacation Rentals - Condo
1 / 11

Sarasota Condo
2 BR / 2 BA / Sleeps 4 2 4 7 night min stay
Condo / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
High Speed Internet • Dishwasher • Microwave
Want to relax? ... or ... an action packed, fun- filled stay? ... or ... a little of both? Then come stay at our Vintage Grand Condo where you can experience resort style living. It's the perfect place to call home, if...
(5) Excellent (5 reviews)
1 / 28

Sarasota Home
4 BR / 5 BA / Sleeps 8 4 8 3 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 5 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
this beautiful house is perfect for a big family and friends the property have 4 big bedrooms and 5 full bathrooms nice privet pool and a big out side area is very well located near the airport and the new utc mall. many...
(1) Excellent (1 review)
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About Sarasota

Sarasota, Florida has a reputation as the Grand Dame of the Gulf Coast, due in part to its history as a winter home to many wealthy notables of the 19th-20th century. Bask in the glorious weather of this chic resort town, while enjoying one of the many Sarasota waterfront vacation rentals. If you’re looking for vacation rentals in this culturally rich city framed by sandy beaches and crystal clear waters, you’re not alone. A recent market study reveals nearly 51% of travelers looking for a place to stay researched online rental options in the area. Blending some of Florida’s most significant cultural attractions with spectacular barrier islands, the area is a wonderland of blindingly white sands, turquoise waters, and upscale shopping and dining. Encompassing areas like Lido Key, Longboat Key, and Siesta Key, the settings for Sarasota are picturesque and easily accessible to all beaches and attractions in the area.

Things to Do

The cultural menu features a professional symphony, opera, ballet, 10 live performance theaters, and more than 30 art galleries. When it’s time to grab the sunscreen and head for the sands, there are more than 35 miles of beach in the area.

Dominating the city's cultural attractions scene is the John and Mable Ringling Museum of Art, an expansive estate of magnificently landscaped grounds and gardens created by the noted circus impresario. The complex immerses you in a world of opulence, spectacular art works, and circus memorabilia with the Ca d’Zan Mansion, Circus Museums, Museum of Art, and Asolo Theater. Nature lovers visiting the area gravitate to the Mote Marine Laboratory & Aquarium in St. Armands Circle, where sea turtles, manatees, and sharks are on display, the Crowley Museum and Nature Center, a verdant, 190-acre wildlife sanctuary, and the Marie Selby Botanical Gardens, a lush, 11-acre bay-front setting with more than 20,000 plants highlighted by 6,000 orchids.

Climate 

Like most of this area of Florida, Sarasota is warm year round. It might freeze 1-2 nights out of the year, but for the most part, temps are tropical. Summers bring high humidity and afternoon showers. Temps hover around the low nineties on the coast. Storms are localized and brief. One side of the street can have a downpour where a mile away will be dry. Hurricane season lasts from June 1 to November 30, but most warnings occur during late August and into September. Budget-minded travelers appreciate the value in Sarasota waterfront vacation rentals during this time in an otherwise pricey city.

Food

Sarasota is also known for its culinary scene, particularly around St. Armands Circle, a trendy shopping and dining area in downtown Sarasota. During the winter months, one tour operator offers a moveable feast – a walking and sampling tour of local restaurants.

Shopping

Sarasota offers some of the most lavish stores in the area. Not only is there the high-end shopping experience of St. Armands Circle, but the new Mall at University Town Center is a fashion and dining destination in its own right. With over 100 stores and distinctive restaurants, it’s a great way to spend a little time out of the sun.  

Events

Sarasota is busy year round. In April, the Sarasota Film Festival is held, where independent film makers, actors, and directors converge on the town to showcase 200 hundred films over this ten-day event. Also in April is the Siesta Fiesta in nearby Siesta Key. The Ringling Museum has rotating exhibits and classes, and the theater season runs year round with numerous theaters in town. The Baltimore Oriole’s Spring Training is in Sarasota. There are a number of festivals throughout the year as well, from architecture to medieval fairs and sand sculpture to the holiday Snow Fest in December.

Sarasota is a chic vacation spot on the Gulf of Mexico, yet even with the large draws of its beaches, boating, beautiful Sarasota waterfront vacation rentals, and white powder sand, it’s the arts and culture scene that make it one of the unique gems of the Gulf Coast. It’s a town built on performance, and it puts on a rather good one.