Longboat Key Vacation Rentals

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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
1 Guide
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18 reviews
$299 - $399 / 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
1 Guide
4.67IconIconIconIconIcon
9 reviews
$174 - $189 / 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
1 Guide
$125 / 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
1 Guide
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71 reviews
$147 - $254 / night (excl. fees & taxes)
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Sarasota Home w/ Swimming Pool near Siesta Key
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Available Jan, Feb. to March 15th. Snowbird Rental w/heated pool in Palmer Ranch in Sarasota! 2 months minimum.

3 Bedrooms
2 Bathrooms
1 Guide
$185 / 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
1 Guide
$292 / night (excl. fees & taxes)
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Wind Swept Cottage
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Beach Cottage above garage- Historic Pass-A-Grille-Private entrance

1 Bedroom
1 Bathroom
1 Guide
4.85IconIconIconIconIcon
27 reviews
$135 / night (excl. fees & taxes)
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Location-Quaint  Beach Front House-
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Location-Quaint Beach Front House- Historic Pass a Grille-Steps to the beach.

2 Bedrooms
2 Bathrooms
1 Guide
4.99IconIconIconIconIcon
71 reviews
$500 / night (excl. fees & taxes)
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Spotless & Tranquil Bungalow
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Allergen-Friendly. Centrally Located. Peaceful & Secure.

1 Bedroom
1 Bathroom
1 Guide
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43 reviews
$130 - $165 / night (excl. fees & taxes)
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St Pete Beachside Condo
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St Pete Beachside Condo

1 Bedroom
1 Bathroom
1 Guide
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3 reviews
$155 / night (excl. fees & taxes)
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Your favorite beach getaway (4)
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Your favorite beach getaway (4)

1 Bedroom
1 Bathroom
1 Guide
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3 reviews
$155 / night (excl. fees & taxes)
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Private condo steps to beach (3)
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Private condo steps to beach (3)

1 Bedroom
1 Bathroom
1 Guide
$155 / night (excl. fees & taxes)
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The Boca Cabana - w/ private beach & heated pools
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The Boca Cabana - w/ private beach & heated pools

3 Bedrooms
2 Bathrooms
1 Guide
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7 reviews
$165 / night (excl. fees & taxes)
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Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b
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Jan & April 2025 $4300/mo. May - Oct 2025 $2500/mo Nov - Dec 2025 $3000/mo Jan - April 2026 $4500/mo 1 month minimum applies.

2 Bedrooms
2 Bathrooms
1 Guide
4.67IconIconIconIconIcon
12 reviews
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St Pete Beach Condo (2)
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St Pete Beach Condo

1 Bedroom
1½ Bathrooms
1 Guide
$150 / night (excl. fees & taxes)
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St Pete Beach Condo (1)
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In the Heart of St Pete Beach!

1 Bedroom
1½ Bathrooms
1 Guide
$150 - $199 / night (excl. fees & taxes)
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Condo in Beachfront Resort with Heated Pool
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St. Pete Beach Condo w HEATED POOL in beachfront resort

1 Bedroom
1 Bathroom
1 Guide
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29 reviews
$199 - $444 / night (excl. fees & taxes)
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Oceanside Cottage
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2 Bedrooms
1 Bathroom
1 Guide
$154 - $159 / night (excl. fees & taxes)
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Funshine Sunset Beach
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Steps from the beach! Heated Pool

1 Bedroom
1 Bathroom
1 Guide
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115 reviews
$122 - $300 / night (excl. fees & taxes)
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Sunset Cove Apollo Beach
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Waterfront home 3BR/2BA screened & heated pool with boat lift

3 Bedrooms
2 Bathrooms
1 Guide
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32 reviews
$300 - $350 / night (excl. fees & taxes)
    41 – 60 Rentals