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Siesta Key Pet Friendly Rentals

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0+ rooms, 2+ guests
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$1,000+
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77 rentals in Siesta Key.
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The Shells Villa - Next to Beach & Village
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Pet friendly
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19 other travelers have booked this property
Cape Aqua
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Siesta Key 2 Bedroom 1 Bath Modern/Contemporary Decor Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, Pet friendly
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33 other travelers have booked this property
A Siesta Tropical Retreat - Island Pool Oasis -super close to Village & #1 beach
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps, Pet friendly
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Siesta Key Villa A - Only 150 yards to Crescent Beach and heated pool!
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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92 other travelers have booked this property
Siesta Key Villa B - Only 150 yds. to Crescent Beach and heated pool!
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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100 other travelers have booked this property
Sandy Toes Town Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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1 other traveler has booked this property
'Safe & Clean' Key West Suite next to Siesta Key Beach
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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13 other travelers have booked this property
Luxurious 2 BR Condo - Short Walk to Siesta Beach
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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17 other travelers have booked this property
Three bedroom house directly on beach with gulf vi
3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps, Pet friendly
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Siesta Key Beachfront 3 Bedroom Home, Sarasota
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps, Pet friendly
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11 other travelers have booked this property
2 bedroom/1 bath Contemporary Beach Cottage
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Pet friendly
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2 other travelers have booked this property
Large 1br/1ba vacation rental condo (780 Sq.Ft.)
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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1 other traveler has booked this property
Private Siesta Key House - Walk to Village & Beach - Heated Pool/Spa - No Stairs
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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7 other travelers have booked this property
New 6 Bedroom, Luxury Home in Gated Community
6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps, Pet friendly
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1 other traveler has booked this property
Walk to Siesta Beach, Heated Pool, Wifi, Fido friendly, Renovated Ground Floor U
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Pet friendly
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Lovely Siesta Key house with heated pool - A block away from Siesta beach!
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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1 Block from Siesta Key Beach, Free Wifi w/ Private Optional Heated Pool, Near S
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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2 BR, 2 Bath, Siesta Key Village Condo with Pool
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Pet friendly
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Unique Siesta Key Pool Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Pet friendly
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2 other travelers have booked this property
Just Minutes from the White Sandy Siesta Beach
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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16 other travelers have booked this property
Sarasota-Siesta Key Coastal Five Bedroom with Pool and Spa
5 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps, Pet friendly
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20 other travelers have booked this property
Luxury Siesta Key Four Bedroom,Five Bathroom Pool Home,180 Yards to Siesta Beach
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, Pet friendly
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11 other travelers have booked this property
Tiny House Siesta - Yellow Lifeguard Stand Tiny House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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3 other travelers have booked this property
Tiny House Siesta - Tiny Blue Oasis – a tiny house with 3 Queen beds
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Pet friendly
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1 other traveler has booked this property
Tiny House Siesta - Eleanor- our bright & beautiful Tiny House near the beach
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Pet friendly
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Tiny House Siesta - Tiny House Amy
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Pet friendly
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Tiny House Siesta - Sand Dollar – A private master loft and open living space
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Pet friendly
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Tiny House Siesta - Tiny Aqua Oasis- Tiny House that sleeps 6 comfortably
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Pet friendly
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6 other travelers have booked this property
Tiny House Siesta - Red Lifeguard Stand
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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759 Birdsong, Siesta Key
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Siesta Beach Place-Starfish Cottage, Steps to the Sand, View of Pool, Access #11
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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1 other traveler has booked this property
Beach Place Cottages - Seahorse Cottage - Peak of the Gulf - Beach Access #11
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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2 other travelers have booked this property
Beach Place-Dolphin - Stand Alone Cottage -30 Seconds to Sand, Beach Access # 11
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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5 Bedroom Beachfront Home on Siesta Beach!! 49 Beach Rd
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, Pet friendly
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4 other travelers have booked this property
Fido Friendly, Saltwater Pool, Only 1 mile to SK Beach, Close to the Village, Sh
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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Lush Siesta Key Cottage - 4 Blocks to Main St!
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps, Pet friendly
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Sandy Shore
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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Seagrove
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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The Treehouse
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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1 other traveler has booked this property
Big Pass Hideaway
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Siesta Verano
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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1 other traveler has booked this property
Edgemere
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Pet friendly
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Heart of Siesta Key Village, Walk to Gulf/beach, WiFi, Heated Community Pool & T
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Pet friendly
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Fully renovated unit located across the street from Siesta Beach!! Key Largo
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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Renovated 2 bedroom with beach views and pool access!!-Living the Dream, Mermaid
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Pet friendly
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1 other traveler has booked this property
3 Bedroom across from Siesta Key Beach!!-Marathon
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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3 Bedroom/ 2 Bath unit across from Siesta Key Beach Access.- Islamorada
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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2 Bedroom/ 2 Bath Flat Across from Public Beach Access!!-541
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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1 other traveler has booked this property
Cute 2Bedroom/1Bath Cottage- Across from Siesta Key Beach Access-Cottage by Sea
2 bedrooms
1 bathroom
Sleeps 6
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.
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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.
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.