Longboat Key Vacation Rentals

Lido Key & Longboat Key Vacation Rentals are our specialty and we have been welcoming guests to Longboat & Lido Key for over 15 years. View our array of additional vacation rentals on nearby Anna Maria Island, Holmes Beach, Siesta Key and Sarasota. If you are looking for summer or winter vacation rental call  today to discuss the wide variety of our beach vacation condos and homes. Be assured that our local, Longboat Key vacation agents will remain at your service & guarantees a seamless & memorable vacation experience. 


Choose from Longboat Key Condos and Private Vacation Homes

View over 1299 of the best vacation rentals on Longboat key. For discriminating guests we invite you to view our luxury Longboat Vacation homes or over 100 seasonal beach front vacation condos. Emerald Kite guests enjoy access to complimentary concierge services from the early planning stage of your visit to your safe return home. 

Explore Longboat Key

Longboat Key Beach
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Longboat Key Luxury Vacation Rentals are our specialty.  Home to some of the most superb dining establishments in South Florida Longboat Key visitors will enjoy selecting from an abundant array of elegant multi-cultural cuisine as well as local fresh seafood restaurants located on the bay or at the beach.  Down town Sarasota is home to a wide variety of wonderful restaurants and St Armand’s Circle, located at the Islands south end provides Café style dining and a European ambiance. Casual or formal, Longboat Key & St Armand’s circle can guarantee you a world class dining experience.


The 2016 Emeralds Kite Award for Excellent Casual Dining on Longboat Key deservedly goes to the tucked away Mar Vista Pub & Dockside Grill   This gem of a waterside outdoor dining establishment is frequented by locals and those in the know. When arriving at the restaurant guests are somewhat taken aback by the ramshackle exterior,but bite the bullet, and walk through to the outdoor area... A romantic bay side setting awaits where guests dine under twinkling fairy lights late into the evening. Lunch time guests dine bayside watching  the fishing boats anchor and if your lucky the occasional manatee and dolphins will swim by  This special restaurant does not take reservations and the wait can be long. We recommend ordering a bottle of wine from their extensive and impressive wine list and sitting out on the dock until your table is (eventually)ready. Emerald Kite Vacation Rentals on Longboat Key offer accommodations within close access to some of the finest dining establishments on the Island and Mar Vista should be right at the top of your list! 

In 2017 we had to award our Emerald Kite Fine Dining Award of Excellence to Euphemia Haye. This Posh, dining establishment is nestled mid Island and across from the beach!  Its exterior and interior decor is somewhat  reminiscent of a upscale,charming French countryside Inn with twinkling lighting, richly colored flowers and tropical plantings. A stunning, cozy, romantic environment with superb fusion cuisine to match! Prices here are not cheap but Emerald Kite guests looking for East Coast quality cuisine will not be disappointed. Check the Euphemia Haye menu and  if you are seeking a more casual environment the Haye Room upstairs offers an exceptional desert room with excellent apetizers and lighter plates   Call for reservations & open 7 days per week.

Dont even think about leaving Longboat Key without stopping off at the fun and best outdoor hamburger joint in South Florida. New Pass Grill  located on Longboat Key, just half a mile north of St Armand's Circle and if it had walls would be described as a hole in the wall hangout where the workers on the Island go for a hearty lunch. The burgers are world class and a glass of imported beer or a just ok chilled white served up in plastic glass makes a great accompaniment. The burgers are excellent and the casual out door environment is simply world class. Watch the fisherman come in and the pelicans gracefully swooping up their own catch of the day. Super value, super food, and super casual dining a combination not easy to find on Longboat Key!

Guests that stay at Emerald Kites Vacation Rentals on posh Longboat Key love the on Island Publix Grocery Store . This exceptional grocery store sits at the heart of this exclusive Island and locals and visitors congregate in the Bay Isles shopping area to not only obtain their grocery shopping but meet for coffee, visit the boutique specialty stores or pop for lunch and drinks at Amores Italian eatery conveniently situated right next to the flagship grocery store.   At the South end of Longboat Key you will arrive at Lido Key which is home to world class St Armands Circle, a European outdoor plaza with designer shops, restaurants, galleries and jewelry stores. Take short drive and visit one of the many Sarasota Malls where you will find premier stores.

Grocery Stores

Longboat Key has a wonderful Publix grocery store located on the southern end of Longboat Key next to the longboat Key Club bayside. This grocery store has an amazing assortment of fresh seafood, fine European cheeses and one of the largest and best selections of wines in the area. A Wholefoods is located in Sarasota however Publix is ever bit its equal and right there on the Island.

525 Bay Isles Parkway, Longboat Key, FL (941) 383-1326


St Armand’s Circle

St Armand’s Circle, referred to as the “circle” by the locals is a charming, European style outdoor plaza which provides the best of dining as well as designer shops, local art galleries and spectacular jewelry stores. Visitors can enjoy a leisurely lunch or dinner at one of the twenty restaurants and cafes and later explore the shopping delights at the Circle.


Sarasota Malls

Sarasota has a number of good Malls all within a thirty min drive of Longboat Key. In October 2014 the grand opening of the $315 million mall at Interstate 75 and University Parkway will include premier stores such as Apple, H&M, Crate & Barrel and Brooks Brothers, Macys, Saks Fifth Avenue .



8201 S Tamiami Trail,Sarasota, FL

(941) 925-2161


Westfield Southgate

westfield.com, 3501 S Tamiami Trail, Sarasota, FL

(941) 955-0900


DeSoto Square Mall

303 301 Blvd, West  Bradenton, FL, (941) 747-5868


Longboat Key is ideal for those who love the outdoors, cuture and of course world class beaches.  Boasting two championship golf courses at the longboat key club, with dozens more located in nearby Bradenton and Sarasota. A ten mile bike path winds along beautiful Gulf of Mexico Drive and provides breathtaking scenery for joggers and bicyclists alike.  Whether you enjoy tennis, watersports, rollerblading, fishing or swimming, you are sure to find the outdoor activity you are seeking when staying on Longboat Key. The New York Times recently wrote an exceptional article highlighting this cultural mecca on the Gulf !

Good News! We are pleased to announce a super new fitness studio on Longboat Key. Located right next to Publix Longboat key Fitness offers seasonal or walk in state of the art fitness and personal training. http://longboatkeyfitness.com/


The longboat Key Club boasts two exceptional golf courses and for guests staying at the Club this private course offers a beachside golfing experience. The club has strict members or resort guest policy and as such is not open to the public. That being said, Sarasota has an abundance of world class golf courses within minutes of the Island. 


Longboat Key is home to the Longboat Key Club and Tennis is available for resort guests and members. if you are staying in a private vacation rental  it’s worth a call to the tennis desk to see if they are in need of tennis partners for their guests. The Islands  Public Tennis Courts at the north end of Longboat  are exceptional.  Offering 10 tennis courts as well as adult player programs, USTA leagues and tournaments, ladders, round robins and senior’s 50 plus events.  The Longboat Key tennis center is one of the better public facilities in Florida. Call (941) 316 8367, Longboat Key Public Tennis Center, 590 Bay Isles Rd, Longboat Key, FL 34228

Great News for season visitors to Longboat Key. A new work out facility has opened up next door to Publix and some of those same instructors from the fancy (and somewhat  costly) Longboat Key Club are now offering their Personal Fitness Services. This is exciting news as you can pop in for a work out on their state of the art exercise equipment or sign up for a work out.

Longboat Key and Anna Maria Island are serviced by the Island Trolley which start at 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.

Emerald Kite is proud to endorse cheap O Air who have one of the best on line calenders offering an abundance of inexpensive flights into Tampa and Sarasota Airports. 

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.

Car rental

Car rental is needed for those visitors to Longboat Key who want to visit Sarasota and explore our area. Car rental should be booked early to ensure the best prices.