Longboat Key
 
 
 

Longboat key streches for twelve miles between the waters of the Gulf of Mexico and Sarasota Bay.

 
 
 
Browse the listings near Longboat Key or filter by a nearby city from the list below.

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Featured Listings
 
House Of The Sun #413Gf
2 bedroom Sarasota Condo Vacation Rental - Ocean Front Condo
2 BR/ 2.00 BA Sleeps 6
More Info
House Of The Sun #508Gv
2 bedroom Sarasota Condo Vacation Rental - Ocean View Condo
2 BR/ 2.00 BA Sleeps 6
More Info
House Of The Sun #208Gs
2 bedroom Sarasota Condo Vacation Rental Condo
2 BR/ 2.00 BA Sleeps 4
More Info
 
 
 
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House Of The Sun #508Gv

Sarasota
Ocean View
Come stay in this beautiful, remodeled and redecorated ocean view apartment. It truly has that light...

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Condo 2 / 2 / 6

Online Booking

$289 - $289
Per Night

$1380 - $2021
Per Week

 
 

Modern Villa - Pool, Hot Tub, Water View + Golf

Sarasota
Golf on site, Lake Front, Lake View, Ocean nearby
Sarasota Private 2-Bedroom, 2-Bathrooom Contemporary Villa at Heritage Oaks Golf & Country Club • P...

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Villa 2 / 2 / 4

Contact
Owner
Directly
For Rates

 
 

Florida Gulf side condo steps from fishing dock Mint clean!!

Bradenton Beach
Beach Access, Golf nearby
Our new ground level, 2 bedroom cottage (2 queen beds, 1 sleeper couch) is nothing like any other be...

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Condo 2 / 1 / 4

$100 - $300
Per Night

$700 - $1900
Per Week

 
 

House Of The Sun #413Gf

Sarasota
Ocean Front
This Gulf Front unit has beige tile in the common areas and beige carpet in the bedrooms. The color ...

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Condo 2 / 2 / 6

Online Booking

$343 - $343
Per Night

$1693 - $2400
Per Week

 
 

House Of The Sun #203Gs

Sarasota
Virtual Tour This "NEWLY RENOVATED" Gulf Side unit has new tile in the common areas and b...

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Condo 2 / 2 / 4

Online Booking

$247 - $247
Per Night

$1196 - $1732
Per Week

 
 

House Of The Sun #210Gv

Sarasota
Ocean View
Contemporary and stylish Unit 210 provides the utmost in an island retreat. Relax and enjoy fabulous...

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Condo 2 / 2 / 4

Online Booking

$289 - $289
Per Night

$1380 - $2021
Per Week

 
 

House Of The Sun #309Gv

Sarasota
Ocean View
You will feel right at home in this cozy Gulf View unit. It has new leather furniture and a 42” LCD...

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Condo 2 / 2 / 4

Online Booking

$289 - $289
Per Night

$1380 - $2021
Per Week

 
 

House Of The Sun #202Gs

Sarasota
This Gulf Side unit is bright and airy accented with blues and browns with tile throughout. There ar...

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Condo 2 / 2 / 4

Online Booking

$247 - $247
Per Night

$1196 - $1732
Per Week

 
 

The Anna Maria Island Beach Sands 101

Bradenton Beach
Beach Access
The Anna Maria Island Beach Sands #101 overlooks the Gulf of Mexico is located with-in walking dista...

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Condo 2 / 2 / 6

Online Booking

$205 - $440
Per Night

$1435 - $3080
Per Week

 
 

House Of The Sun #312Gv

Sarasota
Ocean View
This Gulf View unit has newly installed beige carpet throughout the common areas and a renovated mas...

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Condo 2 / 2 / 6

Online Booking

$289 - $289
Per Night

$1380 - $2021
Per Week

 
 

House Of The Sun #506Gs

Sarasota
Virtual Tour A 2 bedroom 2 bath accommodation on the 5th floor, (accessible via two outside elevato...

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Condo 2 / 2 / 4

Online Booking

$247 - $247
Per Night

$1196 - $1732
Per Week

 
 

Club Bamboo South 122

Bradenton Beach
Beach Access
This beachfront studio is perfectly suited for a family of 4 or a couple looking for a weekend getaw...

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Condo 0 / 1 / 4

Online Booking

$125 - $255
Per Night

$875 - $1785
Per Week

 
 

Midnight Pass Condo #215GF

Sarasota
Relax in your own beachfront paradise condo. Enjoy a special treat, watching dolphins, or sun bathin...

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Condo 2 / 2 / 6

Online Booking

$300 - $425
Per Night

$2100 - $2975
Per Week

 
 

House Of The Sun #304Gs

Sarasota
Virtual Tour Freshly Painted and Ready for Relaxation!!! This Gulf Side unit is very soothing with ...

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Condo 2 / 2 / 6

Online Booking

$247 - $247
Per Night

$1196 - $1732
Per Week

 
 

Midnight Pass Condo #411GV

Sarasota
This Gulf View unit has tile throughout all common areas and blue carpet in the bedrooms. The color ...

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Condo 2 / 2 / 4

Online Booking

$245 - $360
Per Night

$1715 - $2520
Per Week

 
 

House Of The Sun #303Gs

Sarasota
Virtual Tour This Gulf Side unit has beige carpet throughout and is decorated with light shades of ...

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Condo 2 / 2 / 6

Online Booking

$247 - $247
Per Night

$1196 - $1732
Per Week

 
 

House Of The Sun #405Gs

Sarasota
Virtual Tour This Gulf Side unit will make you feel right at home at the beach with it's sand &...

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Condo 2 / 2 / 6

Online Booking

$247 - $247
Per Night

$1196 - $1732
Per Week

 
 

Casa Siesta, Ground Floor, 2 bedrooms, walk to Siesta Key...

Siesta Key
Casa Siesta makes fun in the sun so easy! The 2-bedroom, ground-floor condo is just a short walk fro...

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Condo 2 / 1 / 4

Online Booking

$107 - $366
Per Night

$750 - $2561
Per Week

 
 

Midnight Pass Condo #205GS

Sarasota
This Gulf Side unit has teal-blue carpet in the living room and bedrooms and tile in the foyer and h...

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Condo 2 / 2 / 6

Online Booking

$215 - $310
Per Night

$1505 - $2170
Per Week

 
 

House Of The Sun #402Gs

Sarasota
Virtual Tour This Gulf Side unit has new installed tile inthe common areas, with carpet in both bed...

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Condo 2 / 2 / 4

Online Booking

$247 - $247
Per Night

$1196 - $1732
Per Week

 
 

Casa Playa West

Bradenton Beach
This home provides you with your own private pool. It has virtually everything you need for a perfec...

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Home 4 / 3.5 / 10

Online Booking

$300 - $645
Per Night

$2100 - $4515
Per Week

 
 

Gulf and Bay Club 204C, 2 Bedroom, Beach Front, 3 Pools, ...

Siesta Key
Beach Access, Ocean View
Come vacation on the white sands of Siesta Beach! When you stay at our condo at Gulf and Bay Club 20...

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Condo 2 / 2 / 6

Online Booking

$107 - $257
Per Night

$750 - $1800
Per Week

 
 

River Strand 43

Bradenton
Enquire about full membership privileges to the River Strand Golf Course that includes all the golf,...

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Home 3 / 2 / 6

Online Booking

$120 - $150
Per Night

$840 - $1050
Per Week

 
 

Midnight Pass Condo #209GS

Sarasota
This Gulf Side unit has a neutral color scheme of browns and tans in the living room, while the bedr...

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Condo 2 / 2 / 4

Online Booking

$215 - $310
Per Night

$1505 - $2170
Per Week

 
 

House Of The Sun #407Gv

Sarasota
Ocean View
This newly renovated two bedroom/two bath condo accommodates four comfortably and offers a luxurious...

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Condo 2 / 2 / 5

Online Booking

$289 - $289
Per Night

$1380 - $2021
Per Week

 
           
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