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 #302Gs
2 bedroom Sarasota Condo Vacation Rental Condo
2 BR/ 2.00 BA Sleeps 6
More Info
House Of The Sun #203Gs
2 bedroom Sarasota Condo Vacation Rental Condo
2 BR/ 2.00 BA Sleeps 4
More Info
Dolphin Watch
2 bedroom Anna Maria Home Vacation Rental Home
2 BR/ 1.00 BA Sleeps 6
More Info
 
 
 
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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 #505Gs

Sarasota
This Gulf Side unit has new tile throughout the common areas and blue carpet in the bedrooms. This ...

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Condo 2 / 2 / 6

Online Booking

$247 - $247
Per Night

$1196 - $1732
Per Week

 
 

House Of The Sun #311Gv

Sarasota
Ocean View
This Gulf View unit is warm and cozy with it's nice neutral and brown decor. This unit has tile thro...

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Condo 2 / 2 / 6

Online Booking

$289 - $289
Per Night

$1380 - $2021
Per Week

 
 

House Of The Sun #302Gs

Sarasota
Virtual Tour The gulf side unit has recently been updated with new kitchen appliances, soft close c...

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Condo 2 / 2 / 6

Online Booking

$247 - $247
Per Night

$1196 - $1732
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

 
 

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

 
 

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

 
 

Seaside Beach House 103

Holmes Beach
Seaside Beach House #103 located at 102 68th Street in Holmes Beach is a direct Gulf front complex w...

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Condo 1 / 1.5 / 4

Online Booking

$170 - $305
Per Night

$1190 - $2135
Per Week

 
 

Good Times Both Units

Bradenton Beach
The Good Times A and B, located at 303 Highland Avenue in Bradenton Beach is a quiet, duplex with fo...

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Home 4 / 4 / 8

Online Booking

$265 - $490
Per Night

$1855 - $3430
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

 
 

Beach House Resort 8

Bradenton Beach
The Beach House Resort #8, located at 1000 Gulf Drive in Bradenton Beach is in a totally renovated g...

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Condo 1 / 1 / 4

Online Booking

$150 - $260
Per Night

$1050 - $1820
Per Week

 
 

Gulfview Townhomes 1

Holmes Beach
Gulfview Townhomes unit 1, located at 3701 5th Avenue in Holmes Beach is located on a very quiet dea...

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Home 2 / 2.5 / 4

Online Booking

$135 - $290
Per Night

$945 - $2030
Per Week

 
 

Pool Party North Side

Holmes Beach
The Pool Party North side, located at 314 61st Street in Holmes Beach, is a beautiful two bedroom, t...

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Home 2 / 2 / 6

Online Booking

$155 - $250
Per Night

$1085 - $1750
Per Week

 
 

Ss Salamander North

Holmes Beach
Welcome to the SS Salamander, North unit at 121 50th Street in Holmes Beach. This recently updated t...

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Home 2 / 1.5 / 6

Online Booking

$175 - $295
Per Night

$1225 - $2065
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

 
 

Seaside Beach House 105

Holmes Beach
You will enjoy this gulf front condominium on Florida’s Anna Maria Island. This is a smoke free two-...

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Condo 2 / 1.5 / 4

Online Booking

$180 - $315
Per Night

$1260 - $2205
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

 
 

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

 
 

Gulf Sound A

Holmes Beach
Beach Access
Gulf Sound is a gulf side, ground level tri-plex located at 2814 Gulf Drive in the southern end of H...

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Home 2 / 1 / 4

Online Booking

$160 - $280
Per Night

$1120 - $1960
Per Week

 
 

Ocean Park Terrace 201

Holmes Beach
Ocean Park Terrace #201, located directly on the beautiful Gulf of Mexico at 2700 Gulf Drive in Holm...

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Condo 3 / 2 / 8

Online Booking

$185 - $305
Per Night

$1295 - $2135
Per Week

 
 

Palm Cay 4

Holmes Beach
Beach Access
Palm Cay Condominium #4 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

 
 

Seagrass Flats All Units

Bradenton Beach
Seagrass Flats Condo is a four unit complex located at 101 25th Street North in Bradenton Beach that...

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Condo 8 / 8 / 24

Online Booking

$535 - $860
Per Night

$3640 - $5845
Per Week

 
 

Runaway Bay 147

Bradenton Beach
Runaway Bay condominium #147, located at 1801 Gulf Drive in northern Bradenton Beach, is a comfortab...

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Condo 2 / 2 / 4

Online Booking

$130 - $250
Per Night

$910 - $1750
Per Week

 
 

Beach House Resort 10

Bradenton Beach
The Beach House Resort #10, located at 1000 Gulf Drive in Bradenton Beach is in a totally renovated ...

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Condo 3 / 2.5 / 6

Online Booking

$300 - $520
Per Night

$1925 - $3640
Per Week

 
 

Ocean Park Terrace 202

Holmes Beach
Ocean Park Terrace #202, located directly on the beautiful Gulf of Mexico at 2700 Gulf Drive in Holm...

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Condo 2 / 2 / 5

Online Booking

$185 - $305
Per Night

$1295 - $2135
Per Week

 
           
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