Siesta Key Vacation Rentals

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Merry Mermaid Tree House

Almost Beachfront, private pool/spa backyard oasis, Gulf views!

Merry Mermaid Tree House

3 Bedrooms
3 Bathrooms
$1000 - $1299 / night
(excl. fees & taxes)
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Featured
Craig House with Heated Pool

Craig House with Heated Pool

Craig House with Heated Pool

2 Bedrooms
2 Bathrooms
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82
$156 - $205 / night
(excl. fees & taxes)
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Featured
Anna Maria Island - Azure Bliss Vacation Home

Anna Maria Island - 3Bed 2Bath Home - Private Heated Pool - Walk to Beach

Anna Maria Island - Azure Bliss Vacation Home

3 Bedrooms
2 Bathrooms
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21
$500 - $700 / night
(excl. fees & taxes)
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Mermaid 314 at Siesta Beach House

Impeccable new to rental market spotless townhouse. 2 bedroom, 2.5 baths, Sleeps 6.

Mermaid 314 at Siesta Beach House

2 Bedrooms
2 Bathrooms
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2
$449 / night
(excl. fees & taxes)
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Beach Front 3 BR 2 BA Condo

Beach Front Villa near Siesta Key Village

Beach Front 3 BR 2 BA Condo

3 Bedrooms
2 Bathrooms
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64
$536 / night
(excl. fees & taxes)
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Sea Club II - Mermaids Rest (5B)

Sea Club 2-Relaxing Siesta Key Condo-Mermaids Rest

Sea Club II - Mermaids Rest (5B)

1 Bedroom
1 Bathroom
2 Guides
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41
$109 - $260 / night
(excl. fees & taxes)
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Sea Club II - Siesta Sky (8B)

Sea Club 2 Condo Siesta Key

Sea Club II - Siesta Sky (8B)

1 Bedroom
1 Bathroom
2 Guides
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126
$109 - $300 / night
(excl. fees & taxes)
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The Casa Blanca Villa C-16

*ALL NEW Villa #1 Beach USA~ Gulfside condo - Siesta Key

The Casa Blanca Villa C-16

2 Bedrooms
1 Bathroom
2 Guides
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13
$150 / night
(excl. fees & taxes)
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Luxurious Bay Oaks Retreat

LUXURIOUS STAY ON SIESTA KEY ** TOP FLOOR CONDO

Luxurious Bay Oaks Retreat

1 Bedroom
1 Bathroom
$189 - $300 / night
(excl. fees & taxes)
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Palm View at Siesta Dunes

Updated 2/2 condo Wifi Pool~Private beach access!

Palm View at Siesta Dunes

2 Bedrooms
2 Bathrooms
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8
$242 - $504 / night
(excl. fees & taxes)
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Beachfront Condo Townhouse on Siest

Beachfront Condo Townhouse on Siesta Key Beach - .2 Mile to Village

Beachfront Condo Townhouse on Siest

3 Bedrooms
2 Bathrooms
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6
$500 - $699 / night
(excl. fees & taxes)
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10 min walk to Siesta from this 1bedroom/1b house

10 min walk to Siesta from this 1bedroom/1b house

10 min walk to Siesta from this 1bedroom/1b house

1 Bedroom
1 Bathroom
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41
$135 / night
(excl. fees & taxes)
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WALK to Siesta! Heated pool 3/2vacation paradise!

WALK to Siesta! Heated pool 3/2vacation paradise!

WALK to Siesta! Heated pool 3/2vacation paradise!

3 Bedrooms
2 Bathrooms
$475 / night
(excl. fees & taxes)
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Coral Skies Over Siesta Key

Coral Skies Over Siesta Key - Huge Fenced Yard!

Coral Skies Over Siesta Key

2 Bedrooms
2 Bathrooms
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4
$149 - $509 / night
(excl. fees & taxes)
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Siesta Oasis ⫸Pool≊5 mi. →Siesta Key≊12 guests ⫸

Siesta Oasis ⫸Pool≊5 mi. →Siesta Key≊12 guests ⫸

Siesta Oasis ⫸Pool≊5 mi. →Siesta Key≊12 guests ⫸

3 Bedrooms
2 Bathrooms
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4
$281 - $1011 / night
(excl. fees & taxes)
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The Funky Fish House

Heated Pool, Hot Tub Near Siesta Key 2BR, 3BD, 2BA

The Funky Fish House

2 Bedrooms
2 Bathrooms
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24
$209 - $550 / night
(excl. fees & taxes)
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Gulf Gate Escapes near Siesta Key beaches

Close to the beach/ pet sitting is available / hot tub/ garden

Gulf Gate Escapes near Siesta Key beaches

1 Bedroom
1 Bathroom
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33
$129 - $159 / night
(excl. fees & taxes)
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Casita Jacinto, 1926 home+Siesta

Casita Jacinto, 1926 historic home+Siesta

Casita Jacinto, 1926 home+Siesta

2 Bedrooms
1 Bathroom
$190 - $375 / night
(excl. fees & taxes)
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Modern house, saltwater pool min from Siesta Key!

Modern house with screened heated salt water pool just minutes from Siesta Key Beach!

Modern house, saltwater pool min from Siesta Key!

3 Bedrooms
2 Bathrooms
$269 / night
(excl. fees & taxes)
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Vacation Paradise Close to Beach!

Vacation Paradise Close to Beach!

Vacation Paradise Close to Beach!

3 Bedrooms
2 Bathrooms
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115
$299 / night
(excl. fees & taxes)
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Fun in the sun for fur dogs with a fenced yard

4 miles from the nearest beach, and one mile from food!

Fun in the sun for fur dogs with a fenced yard

1 Bedroom
1 Bathroom
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37
$130 / night
(excl. fees & taxes)
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Sarasota - Executive Home (4/3 with Heated Pool)

Sarasota - Executive Home (4/3 with Heated Pool)

Sarasota - Executive Home (4/3 with Heated Pool)

4 Bedrooms
3 Bathrooms
$200 - $250 / night
(excl. fees & taxes)
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Siesta Key Beachfront Condo

The closest condo to the Gulf of Mexico on Siesta Key

Siesta Key Beachfront Condo

2 Bedrooms
2 Bathrooms
$200 - $250 / night
(excl. fees & taxes)
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