Siesta Key, FL holiday homes

Villas and Holiday homes in Siesta Key, FL

1789 available villa offers

2 1
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1789 Villa rentals in Siesta Key, FL

Boutique Chic Villa. Steps From Pool, Pier, & Beach. Find Your Vacation Here. - Siesta Key, FL
9.7Excellent 48 reviews
Siesta Key, FL
4 2
£326/nighttotal: £3260 (10 )

Boutique Chic Villa. Steps From Pool, Pier, & Beach. Find Your Vacation Here.

house
Siesta Key
Sea Club II by Beachside Management - Siesta Key, FL
8.8Very good 209 reviews
Siesta Key, FL
2 2
£226/nighttotal: £678 (3 )

Sea Club II by Beachside Management

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Siesta Key
Our House At The Beach C-216 Townhouse With Private Balcony - Siesta Key, FL
Siesta Key, FL
4 2
£260/nighttotal: £2600 (10 )

Our House At The Beach C-216 Townhouse With Private Balcony

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Siesta Key
Adorable Siesta Key Condo By Beach-1st Fl., Weekly - Siesta Key, FL
10Excellent 21 reviews
Siesta Key, FL
2 2
£313/nightfor 1 night

Adorable Siesta Key Condo By Beach-1st Fl., Weekly

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Siesta Key
Casa Mahalo | Pet Friendly Home On Siesta Key W/ Private Heated Pool, Steps To Beach & Village! - Siesta Key, FL
9.8Excellent 149 reviews
Siesta Key, FL
3 4
£1481/nighttotal: £4443 (3 )

Casa Mahalo | Pet Friendly Home On Siesta Key W/ Private Heated Pool, Steps To Beach & Village!

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Siesta Key
Lovely Cottage near the Beach and Downtown Sarasota - Siesta Key, FL
9.7Excellent 260 reviews
Siesta Key, FL
3 2
£173/nighttotal: £519 (3 )

Lovely Cottage near the Beach and Downtown Sarasota

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South Sarasota
Newly Renovated Getaway 2br W/ Pool - Walk To Gated Beach - Siesta Key, FL
9.6Excellent 75 reviews
Siesta Key, FL
2 2
£518/nighttotal: £1554 (3 )

Newly Renovated Getaway 2br W/ Pool - Walk To Gated Beach

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Siesta Key
Beachy Villa On Siesta Key With Heated Pool And Screened In Lanai - Siesta Key, FL
9.6Excellent 63 reviews
Siesta Key, FL
3 2
£330/nighttotal: £1980 (6 )

Beachy Villa On Siesta Key With Heated Pool And Screened In Lanai

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Siesta Key
Canal Lower-Gorgeous 3 bed 3 bath near SK Village - Siesta Key, FL
9.5Excellent 90 reviews
Siesta Key, FL
3 3
£625/nighttotal: £1875 (3 )

Canal Lower-Gorgeous 3 bed 3 bath near SK Village

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Siesta Key
Steps To Beach. Shared Pool/game Room. Pet/family Friendly. Parking Incl. - Siesta Key, FL
9.2Excellent 141 reviews
Siesta Key, FL
2 3
£518/nighttotal: £1554 (3 )

Steps To Beach. Shared Pool/game Room. Pet/family Friendly. Parking Incl.

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Siesta Key
Unbeatable Location. Resort Style Pool/spa/waterslide. Pet Friendly. - Siesta Key, FL
9.8Excellent 219 reviews
Siesta Key, FL
2 5
£1203/nighttotal: £3609 (3 )

Unbeatable Location. Resort Style Pool/spa/waterslide. Pet Friendly.

cottage
Siesta Key
Tiny House Siesta - Siesta Key, FL
8.5Very good 958 reviews
Siesta Key, FL
2 2
£212/nightfor 1 night

Tiny House Siesta

mobile home
Gulf Gate Estates

Other types of accommodation in Siesta Key, FL

Best Siesta Key, FL villas and holiday homes with a pool

Among the 1789 accommodations in Siesta Key, FL, here are the 8 best villas and holiday homes with a pool

Crescent Street Villas by Beachside Management - Siesta Key, FL
8.2Very good 506 reviews
Siesta Key, FL
3 2
£349/nighttotal: £2094 (6 )

Crescent Street Villas by Beachside Management

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Siesta Key
Villa Vista Mare | Gorgeous Home W/ Views Of Gulf, Heated Pool, & Across From Siesta Key Beach! - Siesta Key, FL
9.8Excellent 94 reviews
Siesta Key, FL
2 3
£1325/nighttotal: £3975 (3 )

Villa Vista Mare | Gorgeous Home W/ Views Of Gulf, Heated Pool, & Across From Siesta Key Beach!

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Siesta Key
Sea La Vie | Walking Distance To Siesta Key Beach & Village W/ Heated Pool & Outdoor Dining - Siesta Key, FL
9.9Excellent 60 reviews
Siesta Key, FL
3 3
£1169/nighttotal: £3507 (3 )

Sea La Vie | Walking Distance To Siesta Key Beach & Village W/ Heated Pool & Outdoor Dining

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Siesta Key
Casita Morning Star | Pet Friendly Home On Siesta Key, Heated Pool, Walk To Beach & South Village! - Siesta Key, FL
9.6Excellent 96 reviews
Siesta Key, FL
3 3
£515/nighttotal: £3090 (6 )

Casita Morning Star | Pet Friendly Home On Siesta Key, Heated Pool, Walk To Beach & South Village!

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Siesta Key
Lantana | Pet Friendly Home Located In Siesta Key Village W/ Heated Pool, Walk To Beach! - Siesta Key, FL
9.3Excellent 84 reviews
Siesta Key, FL
4 1
£297/nighttotal: £2970 (10 )

Lantana | Pet Friendly Home Located In Siesta Key Village W/ Heated Pool, Walk To Beach!

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Siesta Key
The Inn on Siesta Key - Siesta Key, FL
9.9Excellent 391 reviews
Siesta Key, FL
2 1
£426/nighttotal: £1278 (3 )

The Inn on Siesta Key

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Siesta Key
Coriander Cottage - Siesta Key, FL
9.3Excellent 3 reviews
Siesta Key, FL
2 1
£259/nighttotal: £777 (3 )

Coriander Cottage

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Siesta Key
Newly Renovated Family Fun 2br W/ Pool - Walk To Beach - Siesta Key, FL
9.6Excellent 208 reviews
Siesta Key, FL
2 2
£478/nighttotal: £1434 (3 )

Newly Renovated Family Fun 2br W/ Pool - Walk To Beach

apartment
Siesta Key

Best family friendly Siesta Key, FL villas and holiday home

Among the 1789 accommodations in Siesta Key, FL, here are the 8 best family friendly villas and holiday homes

Discover the beauty of Siesta Key at Siesta Villa Whispering Palms - Siesta Key, FL
9.7Excellent 47 reviews
Siesta Key, FL
4 3
£396/nighttotal: £3960 (10 )

Discover the beauty of Siesta Key at Siesta Villa Whispering Palms

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Siesta Key
Fantastic Island House of Siesta - Siesta Key, FL
9.1Excellent 11 reviews
Siesta Key, FL
3 2
£374/nighttotal: £1122 (3 )

Fantastic Island House of Siesta

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Gulf Gate Estates
Steps to #1 Beach in America Siesta Beach! - Siesta Key, FL
9.5Excellent 81 reviews
Siesta Key, FL
2 2
£350/nighttotal: £1050 (3 )

Steps to #1 Beach in America Siesta Beach!

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Siesta Key
Walk to the Beach or Village in minutes! - Siesta Key, FL
9.8Excellent 116 reviews
Siesta Key, FL
3 2
£307/nighttotal: £921 (3 )

Walk to the Beach or Village in minutes!

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Siesta Key
6 Minutes From The Beach! 1940s Bungalow Style Home With Private Pool!! - Siesta Key, FL
8.4Very good 10 reviews
Siesta Key, FL
3 2
£574/nighttotal: £1722 (3 )

6 Minutes From The Beach! 1940s Bungalow Style Home With Private Pool!!

bungalow
Siesta Key
Mermaid House With Pool Jacuzzi Steps To Siesta Key Beach - Siesta Key, FL
9.5Excellent 223 reviews
Siesta Key, FL
3 3
£805/nighttotal: £2415 (3 )

Mermaid House With Pool Jacuzzi Steps To Siesta Key Beach

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Siesta Key
Experience "Old Florida" At The Coral Cottage - Siesta Key, FL
9.9Excellent 63 reviews
Siesta Key, FL
3 3
£248/nighttotal: £744 (3 )

Experience "Old Florida" At The Coral Cottage

cottage
South Sarasota
Villa Mark-ALL-NEW, Modern, Less than 3 miles to the Beach! - Siesta Key, FL
9.7Excellent 89 reviews
Siesta Key, FL
3 2
£202/nighttotal: £606 (3 )

Villa Mark-ALL-NEW, Modern, Less than 3 miles to the Beach!

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South Sarasota

Frequently asked questions about holiday homes in Siesta Key, FL

Destinations nearby

Best pet friendly Siesta Key, FL villas and holiday homes

Among the 1789 accommodations in Siesta Key, FL, here are the 2 best pet friendly villas and holiday homes

Family And Pet Friendly, Great Location! - Siesta Key, FL
9.4Excellent 109 reviews
Siesta Key, FL
2 2
£473/nighttotal: £1419 (3 )

Family And Pet Friendly, Great Location!

apartment
Siesta Key
Heat Of Siesta Village Walk To Beach W Heated Pool - Siesta Key, FL
9.8Excellent 81 reviews
Siesta Key, FL
3 2
£285/nighttotal: £1710 (6 )

Heat Of Siesta Village Walk To Beach W Heated Pool

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Siesta Key