Anna Maria Island Vacation Rentals

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Gulf view
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Gulf view

2 Bedrooms
2 Bathrooms
$638 / night
(excl. fees & taxes)
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Gulf view
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Gulf view

2 Bedrooms
2 Bathrooms
$621 / night
(excl. fees & taxes)
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Gulf view
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Gulf view

2 Bedrooms
2 Bathrooms
$638 / night
(excl. fees & taxes)
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Gulf view
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Gulf view

2 Bedrooms
2 Bathrooms
$603 / night
(excl. fees & taxes)
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Gulf view
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Gulf view

2 Bedrooms
2 Bathrooms
$621 / night
(excl. fees & taxes)
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The Beautiful Treasure
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The Beautiful Treasure

2 Bedrooms
1 Bathroom
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11 reviews
$129 - $387 / night
(excl. fees & taxes)
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St Pete Treat
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Charming home 10 mins to Beaches/Downtown

2 Bedrooms
1 Bathroom
1 Guide
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47 reviews
$119 - $210 / night
(excl. fees & taxes)
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Large property dwn twn perfect for wedding parties
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Large property dwn twn perfect for wedding parties

9 Bedrooms
6 Bathrooms
4.5IconIconIconIconIcon
2 reviews
$350 / night
(excl. fees & taxes)
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2 Bedroom/2 Bath, One Floor condominium
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Come enjoy all of Sarasota and Siesta Key amenities without the congestion and just minutes to Siesta Key Beach.

2 Bedrooms
2 Bathrooms
$100 / night
(excl. fees & taxes)
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Casa Blanca Ranch Home near Siesta Key Beach
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Casa Blanca Ranch Home near Siesta Key Beach

3 Bedrooms
2 Bathrooms
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18 reviews
$299 - $449 / night
(excl. fees & taxes)
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Beach, Bay, Food, Fun - 2BD/2BA
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Beach, Bay, Food, Fun - 2BD/2BA

2 Bedrooms
2 Bathrooms
4.67IconIconIconIconIcon
9 reviews
$174 - $195 / night
(excl. fees & taxes)
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Gulf Gate Paradise near Siesta Key beaches
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Close to the beach with a hot tub and garden

1 Bedroom
1 Bathroom
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71 reviews
$189 - $254 / night
(excl. fees & taxes)
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Prime Location: 1 Mile  to Siesta Key South Bridge
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Very spacious & comfortable house. Centrally located, just 10 min walk to Gulf Gate Village, and Pavilion Mall, a collection of shops & restaurants

2 Bedrooms
1 Bathroom
$125 / night
(excl. fees & taxes)
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Perfect Waterfront Getaway
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Perfect Waterfront Getaway

3 Bedrooms
3 Bathrooms
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39 reviews
$249 / night
(excl. fees & taxes)
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Florida Beachside Home
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Florida Beachside Home

2 Bedrooms
2 Bathrooms
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12 reviews
$179 / night
(excl. fees & taxes)
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No Cleaning Fee, 0min to Beach, 1BR w/ parking
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Amazing 1Bed/1Bath condo on the Gulf of Mexico & steps from the sandy beaches. Condo completely remodeled in 2022

1 Bedroom
1 Bathroom
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21 reviews
$155 - $219 / night
(excl. fees & taxes)
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A Beachfront Romantic Oasis on the Gulf of Mexico!
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0 min walk to the beach from Condo! 1BR Condo with parking!

1 Bedroom
1 Bathroom
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81 reviews
$175 - $239 / night
(excl. fees & taxes)
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Siesta Key Beachfront Condo
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The closest condo to the Gulf of Mexico on Siesta Key

2 Bedrooms
2 Bathrooms
$292 / night
(excl. fees & taxes)
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Pond-side ART-home with private pool. DOGS WELCOME
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Pond-side ART-home with private pool. DOGS WELCOME

5 Bedrooms
3 Bathrooms
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20 reviews
$318 / night
(excl. fees & taxes)
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Twin Palms Oasis
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Twin Palms Oasis Heated Pool 2M to Beach Remodeled

3 Bedrooms
2 Bathrooms
4.79IconIconIconIconIcon
33 reviews
$188 - $532 / night
(excl. fees & taxes)
    61 – 80 Rentals