Longboat Key Vacation Rentals

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Special offer
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St Pete Beachside Condo
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St Pete Beachside Condo

1 Bedroom
1 Bathroom
3 Guides
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3 reviews
$155 / night (excl. fees & taxes)
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Tropical Beach Condo!
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Peaceful and Serene

1 Bedroom
1 Bathroom
3 Guides
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11 reviews
$275 - $300 / 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
3 Guides
$180 / 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
3 Guides
4.84IconIconIconIconIcon
188 reviews
$149 - $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
3 Guides
4.88IconIconIconIconIcon
73 reviews
$189 - $315 / 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
3 Guides
4.74IconIconIconIconIcon
88 reviews
$179 - $255 / 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
3 Guides
4.98IconIconIconIconIcon
122 reviews
$275 / 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
3 Guides
$600 - $1035 / 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
3 Guides
$67 / 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
3 Guides
$900 - $1100 / 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
3 Guides
$170 / 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
3 Guides
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50 reviews
$500 - $700 / 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
3 Guides
$300 - $375 / 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
3 Guides
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33 reviews
$200 - $1019 / night (excl. fees & taxes)
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First Responder•Displaced Home Owners•Pool/Hot Tub
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⁕New! 4 BR, Heated Pool/Hot Tub, Arcade/15 MIN Anna Maria Island Beach

4 Bedrooms
2 Bathrooms
3 Guides
4.8IconIconIconIconIcon
15 reviews
$207 - $1026 / 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
3 Guides
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15 reviews
$225 / night (excl. fees & taxes)
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2 Neighboring Homes with Pools! Close to AMI/IMG!
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Rent 2 homes right next to each other! Perfect for multiple families and friends. Both homes are 3BR/2 bath with pools.

6 Bedrooms
4 Bathrooms
3 Guides
$798 / 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
3 Guides
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41 reviews
$333 - $941 / night (excl. fees & taxes)
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Palma Janoli
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Amazing NEW saltwater pool/spa close to AMI & IMG!

3 Bedrooms
2 Bathrooms
3 Guides
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41 reviews
$353 - $900 / 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
3 Guides
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3 reviews
$300 - $525 / night (excl. fees & taxes)
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Gulf Coast Home w/Private Pool  Near AMI & Beaches
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Updated two stories home with private pool, pool table, ping pong table and games. Only 5 miles to Anna Maria Island and 23 miles to Siesta Key.

4 Bedrooms
3 Bathrooms
3 Guides
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22 reviews
$475 - $629 / night (excl. fees & taxes)
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