Siesta Key Vacation Rentals, Villas, & More

51-100 of 140 Siesta Key Rentals

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Siesta Key Florida Vacation Rentals - Home
1 / 34

Siesta Key Home
4 Bedrooms / 4 Bathrooms / Sleeps 12

from

$229

/ night

Email Owner
Spacious living room
1 / 10

Siesta Key Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$123

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Home
1 / 12

Siesta Key Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$258

/ night

Email Owner
From the beach
1 / 8

Siesta Key Home
3 Bedrooms / 3.5 Bathrooms / Sleeps 7

“ Excellent ”1 Review

from

$229

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Home
1 / 20

Siesta Key Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$129

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Home
1 / 22

Siesta Key Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$129

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Home
1 / 19

Siesta Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$229

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Condo
1 / 6

Siesta Key Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”6 Reviews

from

$485

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Home
1 / 28

Siesta Key Home
4 Bedrooms / 2 Bathrooms / Sleeps 11

“ Excellent ”6 Reviews

from

$425

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Condo
1 / 24

Siesta Key Condo
2 Bedrooms / 1.5 Bathrooms / Sleeps 4

“ Excellent ”43 Reviews

from

$97

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Condo
1 / 12

Siesta Key Condo
2 Bedrooms / 2 Bathrooms / Sleeps 5

“ Excellent ”3 Reviews

from

$143

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Home
1 / 34

Siesta Key Home
4 Bedrooms / 4 Bathrooms / Sleeps 12

from

$229

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Condo
1 / 7

Siesta Key Condo
2 Bedrooms / 3 Bathrooms / Sleeps 6

from

$295

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Condo
1 / 14

Siesta Key Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$160

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Apartment
1 / 4

Siesta Key Apartment
1 Bedroom / 1 Bathroom / Sleeps 4

from

$295

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Condo
1 / 6

Siesta Key Condo
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

from

$295

/ night

Email Owner
Perfect Place to Watch the Sunset
1 / 11

Siesta Key Home
4 Bedrooms / 2 Bathrooms / Sleeps 9

“ Excellent ”2 Reviews

from

$158

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Home
1 / 17

Siesta Key Home
4 Bedrooms / 4 Bathrooms / Sleeps 12

“ Excellent ”1 Review

from

$229

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Home
1 / 18

Siesta Key Home
4 Bedrooms / 1 Bathroom / Sleeps 12

from

$229

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Apartment
1 / 3

Siesta Key Apartment
Studio / 1 Bathroom / Sleeps 2

from

$185

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Home
1 / 24

Siesta Key Home
7 Bedrooms / 5 Bathrooms / Sleeps 16

from

$999

/ night

Email Owner
Gulf View of Condo (corner unit; 2nd floor)
1 / 15

Siesta Key Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$178

/ night

Email Owner
Photo not available

Siesta Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

Siesta Key Florida Vacation Rentals - Condo
1 / 8

Siesta Key Condo
1 Bedroom / 1 Bathroom / Sleeps 3

from

$186

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Apartment
1 / 18

Siesta Key Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”6 Reviews

from

$211

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Apartment
1 / 16

Siesta Key Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$211

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Villa
1 / 16

Siesta Key Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$163

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Apartment
1 / 17

Siesta Key Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$211

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Apartment
1 / 17

Siesta Key Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”5 Reviews

from

$211

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Apartment
1 / 24

Siesta Key Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”7 Reviews

from

$211

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Apartment
1 / 15

Siesta Key Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”7 Reviews

from

$211

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Apartment
1 / 15

Siesta Key Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”4 Reviews

from

$211

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Villa
1 / 15

Siesta Key Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$152

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Villa
1 / 15

Siesta Key Villa
2 Bedrooms / 1 Bathroom / Sleeps 6

“ Excellent ”2 Reviews

from

$137

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Villa
1 / 5

Siesta Key Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$163

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Villa
1 / 16

Siesta Key Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”10 Reviews

from

$163

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Villa
1 / 16

Siesta Key Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$163

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Villa
1 / 16

Siesta Key Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”11 Reviews

from

$163

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Villa
1 / 15

Siesta Key Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$163

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Villa
1 / 15

Siesta Key Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$155

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Villa
1 / 16

Siesta Key Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$163

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Villa
1 / 16

Siesta Key Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$163

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Villa
1 / 14

Siesta Key Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”6 Reviews

from

$163

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Villa
1 / 12

Siesta Key Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$163

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Villa
1 / 16

Siesta Key Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”4 Reviews

from

$163

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Villa
1 / 16

Siesta Key Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$163

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Apartment
1 / 18

Siesta Key Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$211

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Apartment
1 / 17

Siesta Key Apartment
1 Bedroom / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$192

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Villa
1 / 16

Siesta Key Villa
2 Bedrooms / 2 Bathrooms / Sleeps 5

“ Excellent ”6 Reviews

from

$163

/ night

Email Owner
Siesta Key Florida Vacation Rentals - Apartment
1 / 18

Siesta Key Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”2 Reviews

from

$211

/ night

Email Owner
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