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Siesta Key Pet Friendly Rentals

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43 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
Rental Home
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps, Pet friendly
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2 BR, 2 Bath, Siesta Key Village Condo with Pool
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Pet friendly
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Sandy Toes Town Home
Rental Home
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
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
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
Rental Home
5 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps, Pet friendly
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'Safe & Clean' Key West Suite next to Siesta Key Beach
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Just Minutes from the White Sandy Siesta Beach
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
Rental Home
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
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Pet friendly
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Tiny House Siesta - Yellow Lifeguard Stand Tiny House
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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Siesta Key Beach - location Location
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
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Pet friendly
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New 6 Bedroom, Luxury Home in Gated Community
Rental Home
6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps, Pet friendly
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Cape Aqua
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Siesta Key Resort Home Just Steps To The Beach!!!!!!
Rental Home
6 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps, Pet friendly
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Hidden gem close to everything
Rental Home
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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Guaranteed Cleanliness and Hotel linens! 1 Small Dog allowed, Walk to Beach, He
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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Tiny House Siesta - Red Lifeguard Stand
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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Siesta Key Beach Cottages on Crescent
Rental Home
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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5 Bedroom Beachfront Home on Siesta Beach!! 49 Beach Rd
Rental Home
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps, Pet friendly
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Tiny House Siesta - Tiny House Amy
Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Pet friendly
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Lovely Siesta Key house with heated pool - A block away from Siesta beach!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Siesta Key townhouse steps away from the beach and the village
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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Walk to Siesta Key Beach, Pool/Spa/Tiki Bar, WiFi, Close to Village Shops, Laund
Rental Home
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
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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Siesta Summer
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Edgemere
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Pet friendly
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Sandy Shore
Rental Home
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
Rental Home
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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Tiny House Siesta - Tiny Blue Oasis – a tiny house with 3 Queen beds
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
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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Cute Siesta Key Cottage across from beach access!!-543
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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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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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The Treehouse
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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Siesta Key Vacation Rentals
Looking for world class powdery white quartz sand beaches, a relaxed low-rise life style, and about 100 nearby golf courses on Florida’s South Gulf Coast? This plus bay- and ocean-side views can be yours with a money-saving Siesta Key vacation rental. From Siesta Key cross Roberts or Little Sarasota Bay to Sarasota for museums, art, wildlife, circuses, opera, ballet, symphonies, theater, film festivals, botanical gardens, baseball spring training, and polo, cricket, and lawn bowling clubs.
More
Siesta Key Vacation Rentals
Looking for world class powdery white quartz sand beaches, a relaxed low-rise life style, and about 100 nearby golf courses on Florida’s South Gulf Coast? This plus bay- and ocean-side views can be yours with a money-saving Siesta Key vacation rental. From Siesta Key cross Roberts or Little Sarasota Bay to Sarasota for museums, art, wildlife, circuses, opera, ballet, symphonies, theater, film festivals, botanical gardens, baseball spring training, and polo, cricket, and lawn bowling clubs.
Lions, Tigers & Circuses
When you need a break from basking in the sun or seashell collecting around Siesta Key, it’s Ringling Brothers and Barnum & Bailey Circus time at Circus Sarasota (Feb., March) and the Museum of the Circus (year-round) at the old Ringling wintering grounds. Visit the Ringling’s bayside winter mansion, Ca d'Zan, and savor their extensive art collection at the recently expanded John and Mable Ringling Museum of Art. The nearby Big Cat Habitat is a sanctuary for lions, tigers, bears and other animals. Hike or take a swamp buggy eco-tour with the kids at Babcock Wilderness in Punta Gorda, and see Florida’s native plants and animals in their natural habitats.
Gardens & Aquariums
Let the whole family enjoy the mazes, pirates ships, colorful flowers, and tropical birds at the Sarasota Children's Garden. Marvel at the orchids, bromeliads, and Sarasota Bay views at Selby Gardens. Enjoy the Parker Manatee Aquarium, plus the Bishop Planetarium’s digital projections of the heavens with Dolby surround sound at the South Florida Museum, near the Manatee River in downtown Bradenton. Schedule a Monday, Wednesday, or Friday morning for Mote Aquarium’s Narrated Shark Training Sessions; and visit Molly the Mollusk, a 27-foot pickled New Zealand giant squid.
Locomotives & Science
Learn some science and technology with the family at downtown Sarasota’s bay-front G.WIZ (Gulfcoast Wonder & Imagination Zone). In the evening, treat the family to Broadway theater, dance, or a jazz, pop, or rock concert at the Van Wezel Performing Arts Hall, next door to G.WIZ. Make a weekend visit to the Florida Railroad Museum, 45 minutes north of Siesta Key in Parrish, where you can get hands-on-training, take over the controls, and even rent a locomotive.
History & Baseball
From your money-saving Siesta Bay vacation rental home, apartment or condo, take Stickney Point Road across Little Sarasota Bay to the Tamiami Trail (U.S. 41) and Historic Spanish Point. This unusual museum and archaeological site has an intact prehistoric village with middens, as well as a pioneer home, citrus packing house, and old boatyard. In 1924, the New York Giants began a spring training tradition in Sarasota that is being continued by the Baltimore Orioles and the Grapefruit League in Ed Smith Stadium.