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Pet Friendly Holiday Rentals in Siesta Key

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44 rentals in Siesta Key.
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Welcome to paradise!
Entrance into paradise
End your days with amazing views like this at Siesta Tropical Retreat
A Siesta Tropical Retreat - Island Pool Oasis in Village & 2 blocks to Beach
56 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps, Pet friendly
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2 BR, 2 Bath, Siesta Key Village Condo with Pool
15 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Pet friendly
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Sandy Toes Town Home
6 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Living Room
2nd Bedroom, Queen
Sunset on Siesta Key Beach
Siesta Key 2 Bedroom 1 Bath Modern/Contemporary Decor Apartment
24 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, Pet friendly
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Heated Newly Resurfaced Swimming Pool
Living Room, View 1
Close by Siesta Village: Restaurants, Cafes, Bars & Shopping
Luxurious 2 BR Condo - Short Walk to Siesta Beach, #1 in The USA
18 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Sarasota-Siesta Key Coastal Five Bedroom with Pool and Spa
16 reviews
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps, Pet friendly
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'Safe & Clean' Key West Suite next to Siesta Key Beach
9 reviews
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Just Minutes from the White Sandy Siesta Beach
8 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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Three bedroom house directly on beach with gulf vi
2 reviews
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps, Pet friendly
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Tiny House Siesta - Tiny Aqua Oasis- Tiny House that sleeps 6 comfortably
1 review
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Pet friendly
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Tiny House Siesta - Yellow Lifeguard Stand Tiny House
1 review
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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Siesta Key Beach - location Location
2 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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Heart of Siesta Key Village, Walk to Gulf/beach, WiFi, Heated Community Pool & T
1 review
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Pet friendly
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New 6 Bedroom, Luxury Home in Gated Community
1 review
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps, Pet friendly
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Cape Aqua
1 review
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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5 Bedroom Beachfront Home on Siesta Beach!! 49 Beach Rd
1 review
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps, Pet friendly
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Siesta Key Resort Home Just Steps To The Beach!!!!!!
Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps, Pet friendly
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Hidden gem close to everything
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Tiny House Siesta - Sand Dollar – A private master loft and open living space
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Pet friendly
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Tiny House Siesta - Red Lifeguard Stand
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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Guaranteed Cleanliness & Hotel linens! 1 Small Dog, Walk to Beach, Heated Pool,
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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Siesta Key Beach Cottages on Crescent
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Tiny House Siesta - Eleanor- our bright & beautiful Tiny House near the beach
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Pet friendly
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Tiny House Siesta - Tiny House Amy
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Pet friendly
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Siesta Key townhouse steps away from the beach and the village
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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Lovely Siesta Key house with heated pool - A block away from Siesta beach!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Walk to Siesta Key Beach, Pool/Spa/Tiki Bar, WiFi, Close to Village Shops, Laund
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Updated Home, Heated Saltwater Pool/Spa, Sits on a Small Lake, 6 min Bike Ride t
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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Siesta Summer
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Edgemere
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Pet friendly
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Sandy Shore
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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Gorgeous Siesta Key Home, Heated Pool/Spa w/Remote, Bike to Beach, WiFi, Game R
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps, Pet friendly
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10 Minute Walk to Siesta Key Beach's White Quartz Powdery Sand, WifFi, Pool, P
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Pet friendly
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Banana Cabana-Steps to the Beach!! 539 Beach Rd
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Pet friendly
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Renovated 2 bedroom with beach views and pool access!!-Living the Dream, Mermaid
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Pet friendly
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2 Bedroom/ 2 Bath Flat Across from Public Beach Access!!-541
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Directly Across from Siesta Beach with Gulf Views & Steps from Village!-LTD Star
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Pet friendly
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Tiny House Siesta - Tiny Blue Oasis – a tiny house with 3 Queen beds
1 review
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Pet friendly
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Cute Siesta Key Cottage across from beach access!!-543
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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Stunning 2Bed/1Bath Across the Street from Siesta Key Beach!!-Pink flamingo LTD
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Pet friendly
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Best Sand Beach in USA
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Walk to Siesta Key Beach, Water/Dock View, Small Dog Allowed, in Unit Washer/dry
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Updated 4/2 pool home, 5 Mins to Siesta Key
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps, Pet friendly
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The Treehouse
1 review
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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