Longboat Key
 
 
 

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

 
 
 

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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 #506Gs
2 bedroom Sarasota Condo Vacation Rental Condo
2 BR/ 2.00 BA Sleeps 4
More Info
Fountainhead Condo 7
2 bedroom Holmes Beach Condo Vacation Rental Condo
2 BR/ 2.00 BA Sleeps 6
More Info
 
 
 
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House Of The Sun #509Gv

Sarasota
Ocean View
Virtual Tour This newly renovated Gulf View unit has new stainless steel appliances in the kitchen ...

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Condo 2 / 2 / 4

Online Booking

$289 - $289
Per Night

$1380 - $2021
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 #510Gv

Sarasota
Ocean View
Virtual Tour This newly renovated Gulf View unit has tile throughout the common areas and carpet in...

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Condo 2 / 2 / 4

Online Booking

$289 - $289
Per Night

$1380 - $2021
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 #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

 
 

Carissa Beach House - Anna Maria Island, Florida

Holmes Beach Anna Maria Island
Beach Access, Ocean nearby
Cozy, cute and clean, just like home. 1 bedroom, 1 bath apartment / Sleeps 2 adults - Queen bed Abo...

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Apartment 1 / 1 / 2

$90 - $90
Per Night

$630 - $630
Per Week

 
 

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

 
 

Sarasota 07

Sarasota
Welcome to your 3-bedroom pool home located in Sarasota Florida. If you're looking for a place near ...

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Home 3 / 2 / 6

Online Booking

$155 - $215
Per Night

$1085 - $1505
Per Week

 
 

Anna Maria Beach Place, Unit 4

Holmes Beach
Anna Maria Beach Place #4, located at 201 35th Street in Holmes Beach is part of charming beachside ...

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Condo 2 / 1.5 / 6

Online Booking

$145 - $275
Per Night

$980 - $1820
Per Week

 
 

Beachview Condo 6

Holmes Beach
Beachview Condo #6 at 3704 6th Avenue in Holmes Beach, is a very comfortably furnished and recently ...

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Condo 2 / 2 / 6

Online Booking

$110 - $255
Per Night

$770 - $1785
Per Week

 
 

Palm Cay 5

Holmes Beach
Beach Access
Palm Cay Condominium #5 located at 3000 Gulf Drive in Holmes Beach is a very spacious three bedroom,...

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Condo 3 / 2 / 6

Online Booking

$160 - $265
Per Night

$1120 - $1855
Per Week

 
 

Sail Away Cottage

Bradenton Beach
The Sail Away Cottage is located at 2113 Avenue C in Bradenton Beach. This historic cottage was buil...

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Home 3 / 2 / 6

Online Booking

$260 - $400
Per Night

$1820 - $2800
Per Week

 
 

Ss Salamander Both Units

Holmes Beach
Welcome to the SS Salamander located at 121 50th Street in Holmes Beach. This recently updated duple...

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Home 4 / 2.5 / 11

Online Booking

$340 - $570
Per Night

$2380 - $3990
Per Week

 
 

Palm Cay 3

Holmes Beach
Beach Access
Palm Cay Condominium #3 is located at 3000 Gulf Drive in Holmes Beach, on the west side of the stree...

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Condo 2 / 1 / 6

Online Booking

$120 - $235
Per Night

$840 - $1645
Per Week

 
 

Blue Dolphin Inn - All Units

Anna Maria
Beach Access
The Blue Dolphin Inn, located at 780 Jacaranda and 404 Alamanda in the tranquil City of Anna Maria f...

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Home 9 / 6 / 26

Online Booking

$445 - $1255
Per Night

$3885 - $8330
Per Week

 
 

Palm Cay 1

Holmes Beach
Beach Access
Palm Cay Condominium #1 is located at 3000 Gulf Drive in Holmes Beach, on the west side of the stree...

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Condo 1 / 1 / 4

Online Booking

$120 - $235
Per Night

$840 - $1645
Per Week

 
 

Castnetter Beach Resort 10

Holmes Beach
Castnetter Beach Resort 10 is a delightful island locale located directly across the street from the...

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Home 1 / 1 / 4

Online Booking

$125 - $210
Per Night

$875 - $1470
Per Week

 
 

Blue Dolphin Inn - Ibis

Anna Maria
Beach Access
The Ibis unit at the Blue Dolphin Inn, located at 780 Jacaranda in the Historic Village of Anna Mari...

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Home 2 / 1 / 6

Online Booking

$120 - $305
Per Night

$840 - $2065
Per Week

 
 

Seacrest II Condos 4

Holmes Beach
Seacrest II Condo, Unit #4 at 3703 5th Avenue in Holmes Beach, is a very comfortably furnished and r...

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Condo 2 / 2 / 6

Online Booking

$110 - $255
Per Night

$770 - $1785
Per Week

 
 

House Of The Sun #208Gs

Sarasota
Virtual Tour All NEW! Totally renovated from ceiling to tile floor and everything in between! Sunny...

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Condo 2 / 2 / 4

Online Booking

$247 - $247
Per Night

$1196 - $1732
Per Week

 
 

House Of The Sun #511Gf

Sarasota
Ocean Front
This nicely renovated Gulf Front unit is well equipped, and tastefully decorated with a tropical the...

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Condo 2 / 2 / 2

Online Booking

$343 - $343
Per Night

$1693 - $2400
Per Week

 
 

Coquina Moorings 206

Bradenton Beach
Coquina Moorings, located at 1407 Gulf Drive South in Bradenton Beach offers the best of all worlds....

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Condo 3 / 2 / 6

Online Booking

$195 - $370
Per Night

$1365 - $2590
Per Week

 
 

The Anna Maria Island Beach Paradise 10

Holmes Beach
Anna Maria Island is not a place where you go to the beach. When you are on Anna Maria Island you ar...

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Condo 0 / 1.5 / 3

Online Booking

$155 - $155
Per Night

$1085 - $1085
Per Week

 
 

Alamanda Villas 5

Holmes Beach
Alamanda Villas, located at 102 39th Street in Holmes Beach is a charming beachside complex featurin...

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Condo 1 / 1 / 4

Online Booking

$170 - $315
Per Night

$1190 - $2205
Per Week

 
 

Jukes Beach House

Holmes Beach
Jukes Beach House is a charming, gulf front home located at 102 34th Street in Holmes Beach. This gr...

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Home 2 / 2 / 4

Online Booking

$215 - $405
Per Night

$1505 - $2835
Per Week

 
           
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