Sarasota Vacation Rentals - Privately Owned Professionally Managed®

 Sarasota vacation rentals are what we specialize in. Culturally rich Sarasota is known as the ultimate South Florida vacation destination.  Located only minutes from some of South Floridas finest beach resort including Siesta Key, Longboat Key, Lido Key, and Anna Maria Island.  If you love all that sophisticated Sarasota has to offer then call us today to reserve your luxury vacation or seasonal accommodation. 
Marni - Emerald Kite Destination Agent

Call Our Local Agents 7 Days a Week from 9am - 10pm EST

USA Toll Free: (866) 922-0572

International: +1 305-425-1750

Our Most Popular 4 Bedroom Sarasota Rentals

Lovely 4 bedroom canal front Sarasota private home

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 2 Bathrooms
  • Property #889390
  • Available
  • Average $357 per Night plus taxes and fees
  • Map Request Quote

Sarasota 4 Bedroom Home Pool Monthly Rental

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

A Four Bedroom Rental in Saraota

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Our Most Popular 3 Bedroom Sarasota Rentals

Only Five Minutes from Siesta Key Tree Bedroom Rental, Pool.

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms
  • Property #887558
  • Available
  • Average $4529 per Month plus taxes and fees
  • Map Request Quote

Sarasota Vacation Home with Three Bedrooms

  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms
  • Property #887931
  • Available
  • Average $214 per Night plus taxes and fees
  • Map Request Quote

Sarasota Home 887946

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 2
  • 3 Bedrooms
  • 6 Bathrooms
  • Property #887946
  • Available
  • Average $406 per Night plus taxes and fees
  • Map Request Quote

Our Most Popular 2 Bedroom Sarasota Rentals

Luxury Accommodation In Palmer Ranch

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Sarasota Home 885054

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom
  • Property #885054
  • Available
  • Average $4031 per Month plus taxes and fees
  • Map Request Quote

Sarasota Two Bedroom Home Sleeps 8 Drive to Beach

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 2 Bedrooms
  • 2 Bathrooms

Our Most Popular 1 Bedroom Sarasota Rentals

Downtown Sarasota Vacation Rental Condo Luxury al the Way

  • Gold
  • Condo
  • Pool
  • Max Occupancy: 3
  • 1 Bedroom
  • 1 Bathroom
  • Property #885476
  • Available
  • Average $3365 per Month plus taxes and fees
  • Map Request Quote

Stay in Chic Sarasota This Winter for a Great Rate

  • Silver
  • Condo
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • Bathrooms
Marni - Emerald Kite Destination Agent

Call Our Local Agents 7 Days a Week from 9am - 10pm EST

USA Toll Free: (866) 922-0572

International: +1 305-425-1750

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.

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.

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.