Siesta Key Vacation Rentals

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Tropical Beach Condo!
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Peaceful and Serene

1 Bedroom
1 Bathroom
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11 reviews
$225 - $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
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105 reviews
$155 - $198 / 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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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 - $365 / 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
$400 - $575 / 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
$375 - $1035 / night
(excl. fees & taxes)
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Merry Mermaid Tree House
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Almost Beachfront, private pool/spa backyard oasis, Gulf views!

3 Bedrooms
3 Bathrooms
$1000 / 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
$658 - $900 / night
(excl. fees & taxes)
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Poolside paradise LillyBug Lane LLC
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Poolside paradise LillyBug Lane LLC

5 Bedrooms
4 Bathrooms
4.89IconIconIconIconIcon
9 reviews
$300 - $650 / night
(excl. fees & taxes)
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Cozy Outdoor Livingl+Private Yard+AMI in 5 Miles!
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Prime location+Private HTD Saltwater Pool+Spacious Master Suite w/private pool access. New Furniture, Appliances, Quartz Countertops, Travertine Patio

4 Bedrooms
2 Bathrooms
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12 reviews
$209 - $874 / night
(excl. fees & taxes)
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Dans Florida Condos Sandy Slippers at Runaway Bay
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Dans Florida Condos Sandy Slippers at Runaway Bay

2 Bedrooms
2 Bathrooms
$295 / night
(excl. fees & taxes)
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The River House
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Relaxing Riverhouse - free parking pass in Pass A Grille beach- 30 min. drive

4 Bedrooms
3 Bathrooms
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3 reviews
$500 - $600 / night
(excl. fees & taxes)
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Dans Florida Condos Dolphin Bay at Runaway Bay
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Dans Florida Condos Dolphin Bay at Runaway Bay

2 Bedrooms
2 Bathrooms
$314 / night
(excl. fees & taxes)
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Dans Florida Condos Sea Esta at Runaway Bay
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Dans Florida Condos Sea Esta at Runaway Bay

1 Bedroom
1 Bathroom
$214 / night
(excl. fees & taxes)
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Dans Florida Condos Ocean Pearl at Runaway Bay
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Dans Florida Condos Ocean Pearl at Runaway Bay

2 Bedrooms
2 Bathrooms
$278 / night
(excl. fees & taxes)
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Dans Florida Condos Sea Dream at Runaway Bay
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Dans Florida Condos Sea Dream at Runaway Bay

2 Bedrooms
2 Bathrooms
$257 / night
(excl. fees & taxes)
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Florida Pool Villa Happy Gator
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10 Minutes to the Beach! Heated Pool with ♥SUNSHELF♥SW exposure♥

3 Bedrooms
2 Bathrooms
9 Guides
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102 reviews
$185 - $270 / night
(excl. fees & taxes)
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*Tropical Paradise*Heated Pool*Anna Maria Island*
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*Tropical Paradise*Heated Pool*Anna Maria Island*

4 Bedrooms
2 Bathrooms
$183 - $1105 / night
(excl. fees & taxes)
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Palma Rosa
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Tropical pool home w/ outdoor TV & living space!

3 Bedrooms
2 Bathrooms
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41 reviews
$226 - $1183 / night
(excl. fees & taxes)
    21 – 40 Rentals