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Pet Friendly Siesta Key Vacation Rentals

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 A Breathtaking Mediterranean Townhome - Across the street from Siesta Key Beach
A Breathtaking Mediterranean Townhome - Across the street from Siesta Key Beach

Siesta Key

 
Across the street from the #1 Beach a fabulous 3 bedroom, 3 bath townhome with a pool and in unit el
 

3 Beds, 3 Baths, Sleeps 9
Style: Townhome




Siesta Key Beach Front Vacation Rental!
Siesta Key Beach Front Vacation Rental!

Siesta Key

 
Enjoy Coastal living! This three story townhome has striking direct views of the Gulf of Mexico fro
 

3 Beds, 3 Baths, Sleeps 8
Style: Townhome




Walk To Siesta Village And Beach/Pool & Hot Tub
Walk To Siesta Village And Beach/Pool & Hot Tub

Siesta Key

 
2 bedroom 1 bath unit in house. Couch in living room can be used to sleep additional person. King b
 

2 Beds, 1 Baths, Sleeps 5
Style: Apartment




Siesta Key Beach Cottage
Siesta Key Beach Cottage

Siesta Key

 
Siesta Key Village Cottage...Tropical Oasis awaits you! Just 2 minute stroll to Siesta beach or to S
 

2 Beds, 0 Baths, Sleeps 8
Style: Cottage




Casa Tegula - 4BR/3BA Private Home, Heated Pool, Private Cabana, Walk to Beach
Casa Tegula - 4BR/3BA Private Home, Heated Pool, Private Cabana, Walk to Beach

Sarasota

 
Welcome to Casa Tegula! Our newly constructed luxury cottage has all the amenities your large group
 

4 Beds, 3 Baths, Sleeps 12
Style: House




Vacation property with Siesta Key Beach in your back yard!
Vacation property with Siesta Key Beach in your back yard!

Siesta Key

 
Enjoy Coastal living! This three story townhome has striking direct views of the Gulf of Mexico fro
 

3 Beds, 2 Baths, Sleeps 8
Style: Townhome




Spacious 4 Bedroom Single Family Coastal Home w/Pool 1 Block to Siesta Key Beach
Spacious 4 Bedroom Single Family Coastal Home w/Pool 1 Block to Siesta Key Beach

Siesta Key

 
You'll love this quality tastefully furnished open floor plan home. It's perfect for entertaining a
 

4 Beds, 2 Baths, Sleeps 12
Style: House




Luxury Beach Cottage
Luxury Beach Cottage

Siesta Key

 
New Luxury Cottage with tongue and groove wood cathedral ceilings, white wood floors, marble and til
 

1 Beds, 1 Baths, Sleeps 2
Style: Cottage




Adorable Villa on Siesta Key
Adorable Villa on Siesta Key

Sarasota

 
New Pool!Enjoy the “Old Florida” ambiance of this spacious twin villa with a water view. Each s
 

2 Beds, 1 Baths, Sleeps 4
Style: Villa




Enjoy Siesta in Style. Beautiful Remodeled 1 Bedroom. Short Walk to Beach & Village Area. Private Patio.2 Pools and Spa
Enjoy Siesta in Style. Beautiful Remodeled 1 Bedroom. Short Walk to Beach & Village Area. Private Patio.2 Pools and Spa

Siesta Key

 
OVERSIZED, Remodeled Resort Room with 2 BATHROOMS! Walk out of your resort room and into our largest
 

1 Beds, 2 Baths, Sleeps 7
Style: Resort




Tropical bungalow steps from the baby powder sand of Siesta Beach and Village
Tropical bungalow steps from the baby powder sand of Siesta Beach and Village

Siesta Key

 
Two blocks from the Village with restaurants, bars, shop to drop stores the cottage is a tropical ge
 

1 Beds, 1 Baths, Sleeps 4
Style: Condo




Siesta Key Village - Cottage for Two
Siesta Key Village - Cottage for Two

Sarasota

 
Cozy beach cottage for two in the heart of Siesta Key Village. Walk to beach, restaurants, shops, n
 

1 Beds, 1 Baths, Sleeps 2
Style: Cottage




6 Bedroom Mediterranean Townhome On Beach Road - #1 Beach Across The Street!
6 Bedroom Mediterranean Townhome On Beach Road - #1 Beach Across The Street!

Siesta Key

 
Reserve both sides of this 2 unit townhome and have plenty of room for family and friends.Each unit
 

6 Beds, 6 Baths, Sleeps 18
Style: Townhome




Casita Sun Star - 3BR/3BA Private Heated Pool, Screened Lanai, Walk to Beach
Casita Sun Star - 3BR/3BA Private Heated Pool, Screened Lanai, Walk to Beach

Siesta Key

 
Welcome to Casita Sun Star! Our newly renovated luxury cottage (completion date of June 2017) has al
 

3 Beds, 3 Baths, Sleeps 10
Style: House




Gorgeous Resort Studio- Short Walk to Beach and Village. Tons of Amenities- 2 Pools and Spa ,Shuttle Service
Gorgeous Resort Studio- Short Walk to Beach and Village. Tons of Amenities- 2 Pools and Spa ,Shuttle Service

Siesta Key

 
HUGE SAVINGS for August - December -TOTALLY REMODELED UNIT - What a gem. When you walk into this res
 

1 Beds, 1 Baths, Sleeps 2
Style: Resort




Goldeneye Luxury Private Home, Pool,All Day Sun,  free WiFi cable ,bikes
Goldeneye Luxury Private Home, Pool,All Day Sun, free WiFi cable ,bikes

Sarasota

 
The deck is covered by a lanai and is surrounded by tropical plants including key lime, coconut and
 

3 Beds, 2 Baths, Sleeps 6
Style: House




Adorable Villa on Siesta Key, Villa B
Adorable Villa on Siesta Key, Villa B

Sarasota

 
New Pool!Enjoy the Old Florida ambiance of this spacious twin villa with a water view. Each side of
 

2 Beds, 1 Baths, Sleeps 4
Style: Villa




Gorgeous Siesta Key Home with Private Pool & Tons of Extras - Bring Your Family!
Gorgeous Siesta Key Home with Private Pool & Tons of Extras - Bring Your Family!

Sarasota

 
Beautiful 2 story home with a 2 car garage and pool located in the desirable neighborhood of Bay Isl
 

3 Beds, 2 Baths, Sleeps 8
Style: House




Key West style beach cottage JUST STEPS from #1 SIESTA KEY BEACH!
Key West style beach cottage JUST STEPS from #1 SIESTA KEY BEACH!

Siesta Key

 
PLEASE use "Ask Owner A Question" button BEFORE requesting a booking (blue letters below orange book
 

1 Beds, 1 Baths, Sleeps 2
Style: Cottage




The Top Siesta Key Location - The Village Studio, affordable gem near all!
The Top Siesta Key Location - The Village Studio, affordable gem near all!

Sarasota

 
An enviable location just steps away from everything! Brought to you by Gertrude Rentals. The Sies
 

0 Beds, 1 Baths, Sleeps 2
Style: Studio