Palmetto Vacation Rentals

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

3 Bedrooms
2 Bathrooms
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49 reviews
$500 / night
(excl. fees & taxes)
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Golf Course and Private Pool Views
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For the Ultimate Vacation Come Stay at Rosedale Golf & Country Club!!

2 Bedrooms
2 Bathrooms
$225 / night
(excl. fees & taxes)
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Tropical Beach Condo!
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Peaceful and Serene

1 Bedroom
1 Bathroom
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11 reviews
$200 - $300 / night
(excl. fees & taxes)
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Gorgeous Beach Home with heated pool and dock
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Gorgeous Beach Home with dock

3 Bedrooms
3 Bathrooms
$300 - $500 / night
(excl. fees & taxes)
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Gulf-to-Bay Living on Longboat Key
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Waterfront condo paradise. Island living. Ground floor. 2 Bd, 2 Ba. Private harbour community, 4 heated pools, Gulf-front pavilion.

2 Bedrooms
2 Bathrooms
$180 / night
(excl. fees & taxes)
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Turtle Crawl Inn 63
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Beach Front Condo Paradise. Ground Floor. Studio.

0 Bedroom
1 Bathroom
4.74IconIconIconIconIcon
88 reviews
$198 - $275 / night
(excl. fees & taxes)
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Panoramic Gulf View with Amazing Sunset.
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Spacious Condo, 1 huge Bedroom, 2 very comfortable Queen beds. One Sofa sleeper in the living room. What you see is what you get to view every day.

1 Bedroom
1 Bathroom
4.84IconIconIconIconIcon
188 reviews
$229 - $390 / night
(excl. fees & taxes)
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Turtle Crawl Inn 64
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Beach Front One Bedroom Condo Paradise. Fully Remodeled.

1 Bedroom
1 Bathroom
4.88IconIconIconIconIcon
73 reviews
$138 - $389 / night
(excl. fees & taxes)
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Tropical Escape Sarasota
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Real Florida Up Close!

3 Bedrooms
2 Bathrooms
$135 - $274 / night
(excl. fees & taxes)
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Condo with a View on Longboat Key
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Kick Back and Relax

0 Bedroom
1 Bathroom
4.98IconIconIconIconIcon
122 reviews
$225 - $275 / night
(excl. fees & taxes)
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Beach Downtown Pet-friendly 1 BD @ The Park
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Beach Downtown Pet-friendly 1 Bedroom Apartment at 10 acre Gillespie Park with tennis, pickle ball & basketball courts, playground, and two dog parks.

1 Bedroom
1 Bathroom
4.86IconIconIconIconIcon
14 reviews
$95 - $267 / night
(excl. fees & taxes)
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Beachtown Pet-Friendly Downtown Home @ The Park
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Beach-town Pet-Friendly Downtown Sarasota Home @ 10 acre Gillespie Park with tennis, pickle ball & basketball courts, playground & two dog parks.

3 Bedrooms
3½ Bathrooms
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26 reviews
$213 - $468 / night
(excl. fees & taxes)
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New 1 BD Downtown Beach-town Apartment Nov 2023
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Beach Downtown Pet-friendly 1 Bedroom Apartment at 10 acre Gillespie Park with tennis, pickle ball & basketball courts, playground, and two dog parks.

1 Bedroom
1 Bathroom
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2 reviews
$95 - $267 / night
(excl. fees & taxes)
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Beach Downtown Pet-friendly @ The Park Home
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Beach Downtown Sarasota Pet-friendly Home @ 10 acre Gillespie Park with tennis, pickle ball & basketball courts, playground & two dog parks.

3 Bedrooms
3½ Bathrooms
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22 reviews
$213 - $468 / 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 - $150 / 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 - $700 / 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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The Funky Fish House
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Tropical Oasis Heated Pool Hot Tub Near Siesta Key

2 Bedrooms
2 Bathrooms
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59 reviews
$237 - $575 / night
(excl. fees & taxes)
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Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b
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June - Oct 2024 Sale $1980/mo. WAS $2200/mo Nov - Dec 2024 $2500/mo Jan - April 2025 $4300/mo. June - Oct 2025 $2500/mo 1 month minimum applies.

2 Bedrooms
2 Bathrooms
4.67IconIconIconIconIcon
12 reviews
$237 - $575 / night
(excl. fees & taxes)
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#1 Siesta Key Beach, Pool GlassHouse
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(3) E-Z Payments, beach supply & more

2 Bedrooms
2 Bathrooms
4.57IconIconIconIconIcon
49 reviews
$225 - $235 / night
(excl. fees & taxes)
    21 – 40 Rentals