Siesta Key Vacation Rentals

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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
$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
$158 - $423 / 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
$179 - $285 / 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
$189 - $290 / 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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Golf Course Condo
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Breath taking view of the Golf Course and water with nature sounds...

2 Bedrooms
2 Bathrooms
$116 / night (excl. fees & taxes)
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Tropical Beach Condo!
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Peaceful and Serene

1 Bedroom
1 Bathroom
5IconIconIconIconIcon
11 reviews
$300 / night (excl. fees & taxes)
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Craig House with Heated Pool
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Craig House with Heated Pool

2 Bedrooms
2 Bathrooms
4.8IconIconIconIconIcon
107 reviews
$158 - $190 / night (excl. fees & taxes)
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9BR Tropical Paradise - Pool, Hot Tub and Theater
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9 Bedrooms
3 Bathrooms
$285 - $4500 / night (excl. fees & taxes)
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6BR Heated Pool Triplex Perfect for Gatherings
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6 Bedrooms
4 Bathrooms
$258 - $2425 / 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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Condo 6 miles from breathtaking Anna Maria Island
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2 bedroom, 2 bath, sleeps 6. Under 6 miles from the breathtaking Anna Maria Island beaches

2 Bedrooms
2 Bathrooms
$67 / night (excl. fees & taxes)
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Welcome to Paradise
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6 miles from Anna Maria Island Beaches

3 Bedrooms
2 Bathrooms
$170 / night (excl. fees & taxes)
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Bradenton Boho Bungalow
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NO CLEANING FEE-Heated Pool-Completely Remodeled-King Beds-Close to IMG, restaurants & beaches-2GB Fiber Internet-10% off 7+ nights

3 Bedrooms
2 Bathrooms
$300 - $375 / night (excl. fees & taxes)
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Mins to Anna Maria Beaches! Saltwater Pool/Hot Tub
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Mins to Anna Maria Beaches! Saltwater Pool/Hot Tub

3 Bedrooms
2 Bathrooms
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50 reviews
$500 - $700 / night (excl. fees & taxes)
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The Surof House
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Anna Maria Island Direct Beach/ Gulf Views

2 Bedrooms
1 Bathroom
$500 - $1035 / night (excl. fees & taxes)
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New! Salt Pool + Hot Tub + Anna Maria Beaches!
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New! Salt Pool + Hot Tub + Anna Maria Beaches!

3 Bedrooms
2 Bathrooms
5IconIconIconIconIcon
11 reviews
$300 - $525 / night (excl. fees & taxes)
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Palm Paradise
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Palm Paradise

3 Bedrooms
2 Bathrooms
5IconIconIconIconIcon
3 reviews
$220 / night (excl. fees & taxes)
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Sunny Retreat Near AMI, IMG, Beaches-Pet Friendly
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Sunny Retreat Near AMI Beaches & Manatee River - Pet Friendly

3 Bedrooms
2 Bathrooms
5IconIconIconIconIcon
15 reviews
$225 / night (excl. fees & taxes)
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Making Waves
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Heated Pool/Walk to Anna Maria Beaches/Restaurants

3 Bedrooms
3 Bathrooms
$700 - $900 / night (excl. fees & taxes)
    21 – 40 Rentals