Sarasota Vacation Rentals

Sarasota Vacation rentals are typically bay front with sweeping, breathtaking views of the Gulf, bay and Sarasota Skyline. There are really no beaches in Sarasota and as such vacation condos and homes on the beach are typically available on nearby Siesta Key, Longboat Key and Lido Key. Home to some of the finest, white powder beaches in the world.  Feel free to view our hundreds of vacation rentals in the Sarasota area or call Sally, our local Sarasota destination agent who will be delighted to assist you in the planning of your next visit.


Culturally rich Sarasota is widely considered to be the most beautiful city in Florida. Interconnected by a sweeping causeway bridge, visitors have immediate, direct access to the elegant, barrier Island beach resorts of Longboat Key, Lido Key, and Siesta Key.  For those guests looking for a sophisticated city on the water location with access to the arts, ballet, opera then Sarasota is an ideal choice.  Shopping and dining can hold its own against many of the fine establishments in New York, Chicago and Boston and provides visitors with a unique beach, city vacation experience.

Explore Sarasota

  • Downtown Sarasota
  • Sarasota condo rentals
  • City condos
  • Dabbert Local art Gallery
  • Rustica Restaurant
  • Sarasota Lido Key
  • Dine or Shop at Nearby St Armands Circle
  • St Armands Circle
  • Stunning Sarasota Luxury Vacation rentals
  • Bay Views from Sarasota Vacation Rentals
  • Pier Fishing
  • Cuturally rich Sarasota
  • Lido Beach Grill
  • Down Town Sarasota
  • Sarasota
  • Sarasota Ballet
  • Sarasota Opera House
  • Nearby Lido Key
  • Nearby Siesta Key
  • Nearby Anna Maria Island

Choose from Sarasota Condos and Private Vacation Homes

Culturally rich Sarasota is widely considered to be the most beautiful city in Florida. Interconnected by a sweeping causeway bridge, visitors have immediate,  access to the arts, ballet and opera. Shopping and dining can hold its own against many of the fine establishments in New York, Chicago and Boston and provides visitors with a unique beach, city vacation experience.

Sarasota is home to some of South Florida’s finest gourmet dining establishments and this cultured City on the bay provides an array of award winning restaurants. Some of the finest chefs in the country have set up shop and tirelessly compete for the coveted “Best Restaurant in Sarasota” award. Local fish and seafood are used to create unique fusion delights,sure to please even the most die-hard of food critics.  All that being said, Sarasota offers visitors an abundance of local and international dining options sure to suit all tastes and pockets.  

Sarasota has an abundance of shopping malls and designer outlets. St Armand’s Circle, on Lido Key offers a more upscale, beach resort shopping and Café style dining experience that should be visited at least once during your stay.  Sarasota’s art community is extensive and as such the city has a significant number of art galleries and unique cotemporary jewelry stores.

Our city on the Bay has an amazing array of water sports and land activities. Jogging and bike riding along the Sarasota bay front provides a memorable experience with kayaking and paddle boarding available year round. Golf if the sport of choice with the largest selection of exceptional golf courses available in South Florida.  The most talked about and eagerly anticipated sporting extravaganza is our annual Labor Day Regatta an event, not to be missed. Our destination reservation agent will be delighted to assist with Tee time reservations or acquiring tickets to our multitude of year round events.

Longboat Key and Anna Maria Island are serviced by the Island Trolley which start at Coquina Beach on Anna Maria to downtown Sarasota via Longboat Key and St. Armand’s Circle. Daily service runs from 5:30 a.m. to 8 p.m. every 60 minutes. Trolleys offer both indoor and open-air seating. The fare is $.75 (discounted rates available for senior citizens). The trolley does not operate during major holidays including New Year’s Day, Memorial Day, the Fourth of July, Labor Day, Thanksgiving and Christmas Day.

View the map and schedule of the Longboat Key Trolley.

Nearest airports

There are no airports on longboat key the 12-mile barrier island can be reached by using several nearby airports.

Commercial Airports

The closest commercial airport, Sarasota Bradenton International Airport, is located about 7 miles east of Longboat Key. This local airport handles both domestic and international carriers, including US Airways, Delta, Jet Blue and Air Canada. Tampa International Airport, located 40 miles from longboat offers over 30 major airlines with hundreds of national and International flights arriving daily.  St. Petersburg-Clearwater International is located just over 30 miles north of Long Boat with limited carriers and a good choice If you can get direct flights. Orlando International is routinely forgotten and yet typically offers the best priced airfares for those willing to drive the two hours too Longboat Key.

Municipal Airports

There are two Municipal airports, catering to private-jet travelers one 25 mile away is Airport Manatee in Palmetto and  St Petersburg’s Albert Whited Airport located 24 miles from Longboat.