Longboat Key Sarasota Rentals - Vacation Homes & Condos

 
Longboat Key Vacation Rentals
 
 

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Longboat Key Sarasota Rentals - Vacation Homes & Condos

Find great deals for Longboat Key Vacation Condo Rentals in Florida. Many vacation rental homes are beachfront with oceanview and are available as weekly or short term vacation rentals. Find and book vacation rentals on or near the beach!
 
[1 to 25 Vacation Homes & Resorts Found]
Longboat Key, Florida
 LONGBOAT HARBOR TOWERS - LONGBOAT KEY,  FLORIDA  
Longboat Key Condo
Type: Condo |  Bedrooms: 2 | Sleeps: 6 |  Starting At: $4,000.00/Month
POOLSIDE & GULFSIDE! - Beautiful end unit on the ground floor. Just steps to pool & beautiful beaches. Upgraded kitchen, lovely interior & glassed lanai with Italian tile floor.......
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 INN ON THE BEACH 1-307 - LONGBOAT KEY,  FLORIDA  
Longboat Key Condo
Type: Condo |  Bedrooms: 2 | Sleeps: 2-6 |  Starting At: $2,250.00/Week
ON BEAUTIFUL LONGBOAT KEY BEACH! - BEACHFRONT SPECIAL THIS SEPTEMBER. Save $500 per week. $1750 reduced from $2250. The perfect island getaway, located on the southern tip of Longboat Key with a beautiful beach and pool area. This deluxe unit features approximately 17......

 $1,800.00 NOVEMBER SPECIAL - SAVE 20%. $1800 per week reduced from $2250.  
[11/01/14 - 11/30/14]
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 LONGBOAT HARBOUR - LONGBOAT KEY,  FLORIDA  
Longboat Key Condo
Type: Condo |  Bedrooms: 2 | Sleeps: 4 |  Starting At: Call for Rates
SARASOTA BAY FRONT - Stroll the beautifully landscaped grounds, swim in the bayside pools, play a set of tennis and then walk the white sand beaches on Longboat Key. Clubhouse facilities include fully equiped exercise room, reading room and areas just for relaxing. Loc......
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 CEDARS WEST - LONGBOAT KEY,  FLORIDA  
Longboat Key Condo
Type: Condo |  Bedrooms: 2 | Sleeps: 4 |  Starting At: $1,800.00/Week
GULFSIDE RETREAT - Four buildings with numerous units available, all with Gulf views. Beautiful pool area overlooks Gulf. ......
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 WINDWARD BAY - LONGBOAT KEY,  FLORIDA  
Longboat Key Condo
Type: Condo |  Bedrooms: 2 | Sleeps: 4 |  Starting At: $4,000.00/Month
SARASOTA BAY VIEWS - Attractive buildings with elevators, pool and tennis. Beach access to the Gulf of Mexico for swimming, walking and sunbathing.......
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 LONGBOAT TERRACE - LONGBOAT KEY,  FLORIDA  
Longboat Key Condo
Type: Condo |  Bedrooms: 2 | Sleeps: 4 |  Starting At: $5,000.00/Month
SCENIC VIEWS OF GULF OF MEXICO - Private entrance to gulfside complex across the street from The Centre Shops.......
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 THE WESTCHESTER - LONGBOAT KEY,  FLORIDA  
Longboat Key Condo
Type: Condo |  Bedrooms: 2 | Sleeps: 4 |  Starting At: $4,500.00/Month
GULFSIDE RETREAT - Beautiful unit with view of pool and the Gulf. Open floorplan, elevator & assigned parking.......
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 SEA CLUB III - LONGBOAT KEY,  FLORIDA  
Longboat Key Condo
Type: Condo |  Bedrooms: 1 | Sleeps: 4 |  Starting At: $1,250.00/Week
GULFFRONT UNIT - One and two bedroom units in 2-story complex with heated pool and beach cabana. Balconies provide panoramic views of the Gulf of Mexico.......
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 SEA CLUB III - LONGBOAT KEY,  FLORIDA  
Longboat Key Condo
Type: Condo |  Bedrooms: 2 | Sleeps: 4 |  Starting At: $1,600.00/Week
GULFFRONT UNIT - 2-story complex with heated pool and beach cabana. Balconies provide panoramic views of the Gulf of Mexico.......
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 SEA OATS - LONGBOAT KEY,  FLORIDA  
Longboat Key Condo
Type: Condo |  Bedrooms: 2 | Sleeps: 6 |  Starting At: $1,100.00/Week
GULFFRONT CONDO - Two-story complex with gorgeous views of the Gulf of Mexico. Beautiful sunsets are yours almost every day. ......
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 SEA OATS - LONGBOAT KEY,  FLORIDA  
Longboat Key Condo
Type: Condo |  Bedrooms: 2 | Sleeps: 6 |  Starting At: $1,100.00/Week
GULFFRONT CONDO - Two-story complex with gorgeous views of the Gulf of Mexico. Beautiful sunsets are yours almost every day. ......
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 WHITNEY BEACH - LONGBOAT KEY,  FLORIDA  
Longboat Key Condo
Type: Condo |  Bedrooms: 1 | Sleeps: 4 |  Starting At: $3,000.00/Month
NORTHEND OF LONGBOAT KEY - Bayou, garden, or pool views from 1 and 2 bedroom units. Within walking distance to quaint shops of Whitney Beach Plaza and historic Village area of Longboat Key.......
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 SEAS THE DAY - LONGBOAT KEY,  FLORIDA  
Longboat Key Vacation Home
Type: Vacation Home |  Bedrooms: 3 | Sleeps: 6 |  Starting At: $1,921.00/Week
WONDERFUL HOME ON CANAL IN COUNTRY CLUB SHORES - What a gorgeous view from Seas The Day! Just one house in from the bay, the view can be enjoyed from the master bedroom, the screened lanai and the pool deck. There are great outdoor living areas including a screened lanai......

 $4,200.00 Save $600 now through October. * $4,200 per month reduce from $4,800.  
[09/18/14 - 10/31/14]
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 CYPRESS COTTAGE - LONGBOAT KEY,  FLORIDA  
Longboat Key Cottage
Type: Cottage |  Bedrooms: 3 | Sleeps: 6 |  Starting At: $2,200.00/Week
A FABULOUS SECRET ON LONGBOAT KEY - Seldom do you find something of old Florida left on our beautiful island. This cottage was built in 1947 and 1948, right after WWII. The materials used were the best available - old growth pine (remaining examples provide the lovely cano......

 $2,125.00 THANKSGIVING SPECIAL - SAVE 15%! $2125 for the week reduced from $2500. 
[11/22/14 - 11/29/14]
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 AZURE DREAM - LONGBOAT KEY,  FLORIDA  
Longboat Key Vacation Home
Type: Vacation Home |  Bedrooms: 5 | Sleeps: 10 |  Starting At: $5,280.00/Week
BEAUTIFUL BEACHFRONT HOME WITH POOL - This updated Longboat Key home has tropical and fun decor and artwork throughout home which lends itself perfectly to the Florida ambiance. Open lanai with swimming pool and plenty of outdoor furniture. Lots of large, sliding glass doo......
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 TROPICAL ODYSSEY - LONGBOAT KEY,  FLORIDA  
Longboat Key Vacation Home
Type: Vacation Home |  Bedrooms: 4 | Sleeps: 8 |  Starting At: $2,400.00/Week
ENJOY TRUE BEACH FRONT LIVING - Step off the screened lanai of this wonderful four bedroom, four bath home and experience true beach living. The home has been extensively remodeled (2008) including a new master bedroom and bath, all new bathrooms and new kitchen. There i......
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 THE COTTAGES ON LONGBOAT KEY - LONGBOAT KEY,  FLORIDA  
Longboat Key Cottage
Type: Cottage |  Bedrooms: 5 | Sleeps: 10 |  Starting At: $4,200.00/Week
COME RELAX, KICK BACK & ENJOY OLD FL. - Seldom do you find something of old Florida left on our beautiful island. These cottages were built in 1947 and 1948, right after WWII. The materials used were the best available - old growth pine (remaining examples provide the love......

 $3,995.00 THANKSGIVING SPECIAL - SAVE 15%. $3995 for the week reduced from $4700.  
[11/22/14 - 11/29/14]
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 TURTLE CRAWL INN - LONGBOAT KEY,  FLORIDA  
Longboat Key Condo
Type: Condo |  Bedrooms: 1 | Sleeps: 6 |  Starting At: Call for Rates
GULFFRONT CONDO - Leave the daily grind far behind and escape to our tropical paradise on gorgeous Longboat Key, Florida. Whispering breezes, rhythmic waves, swaying palms, and a pristine beachfront with those relaxing on Island time are waiting for you! Our property ......
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 WATERS EDGE - LONGBOAT KEY,  FLORIDA  
Longboat Key Vacation Home
Type: Vacation Home |  Bedrooms: 4 | Sleeps: 8 |  Starting At: Call for Rates
LONGBOAT KEY 4 BR BEACHFRONT WITH POOL - With walls of glass and views from everywhere, this striking home offers the best of quality beach front living. This home features an open floor plan with floor-to-ceiling sliding glass doors looking out to the beach. On the first......
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 COCONUT PLACE ON LONGBOAT KEY - LONGBOAT KEY,  FLORIDA  
Longboat Key Vacation Home
Type: Vacation Home |  Bedrooms: 3 | Sleeps: 6 |  Starting At: $2,450.00/Week
LBK NEWLY BUILT CANAL FRONT POOL HOME - This home is an ideal property for a casual Longboat key vacation - - just take a walk to the beach, enjoy a dip in the pool or fishing from the dock. Decorated with a contemporary, casual flair, this home is light and bright w......
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 BEACH ESCAPE - LONGBOAT KEY,  FLORIDA  
Longboat Key Vacation Home
Type: Vacation Home |  Bedrooms: 3 | Sleeps: 6 |  Starting At: $4,200.00/Week
A GREAT BEACH ESCAPE ON LONGBOAT KEY - This casual beach home is just the right place to enjoy a laid-back, toes-in-the-sand vacation! Nestled on the shores of the Gulf of Mexico at the north end of Longboat Key, it's the perfect spot for relaxing days on the beach, follo......

 BEACHFRONT SPECIAL THIS OCTOBER- SAVE OVER 15%. THANKSGIVING SPECIAL TOO - SAVE 15%. Please call office for special rates!  
[09/05/14 - 10/31/14]
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 DREAM ISLAND - LONGBOAT KEY,  FLORIDA  
Longboat Key Vacation Home
Type: Vacation Home |  Bedrooms: 3 | Sleeps: 6 |  Starting At: $1,240.00/Week
LOCATED IN QUIET NEIGHBORHOOD ON N LBK - Lush and tropical in its setting, this home is located on a wide canal with a seawall. You are sure to enjoy the outdoors while relaxing in the screened lanai and pool area. Escape and relax at our Dream Island home. ......
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 INN ON THE BEACH 6-301 - LONGBOAT KEY,  FLORIDA  
Longboat Key Condo
Type: Condo |  Size: Studio | Sleeps: 2 |  Starting At: $141.00/Day
A PERFECT ISLAND GETAWAY - Located on the southern tip of Longboat Key with a beautiful beach and pool area. This club suite has a very pretty view overlooking the lagoon and has been renovated. Renovations included new flooring and a pretty new kitchen. Attractive co......

 $935.00 THANKSGIVING SPECIAL - SAVE 25%! $935 for the week reduced from $1225.  
[11/01/14 - 11/30/14]
 Pool   Hot Tub/Spa  View Details  Contact Owner 
 
 BAY BREEZE - LONGBOAT KEY,  FLORIDA  
Longboat Key Vacation Home
Type: Vacation Home |  Bedrooms: 3 | Sleeps: 8 |  Starting At: $2,290.00/Week
CLOSE TO ST. ARMANDS AND LIDO BEACH - St. Armands Key. WOW, what a fantastic view of the bay and city from this spacious home on St. Armands, close to Lido Beach. Walking into the home your eyes are immediately drawn to the wonderful bay view. Located directly on the ba......
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 WICKER INN - LONGBOAT KEY,  FLORIDA  
Longboat Key Small Inn
Type: Small Inn  | Rooms/Units: N/A  |  Starting At: Call for Rates
CHARMING BEACH INN. PRIVATE POOL. STUNNING BEACH. - Escape to Longboat Key and the Florida of days gone by! Wicker Inn is a private beachfront paradise on the beautiful and exclusive island of Longboat Key, near Sarasota, Florida. This quaint inn features ten suites and......
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