Vacation Rentals & Apartments in Longboat Key

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FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN CONDO!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Housekeeping Included Jacuzzi or hot tub

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Price per night from

$271

Match: Housekeeping Included Jacuzzi or hot tub

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Price per night from

$148

Serendipity Deux- Beachfront 4 Bed/heated pool/elevator

Anna Maria house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Housekeeping Included Jacuzzi or hot tub

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Price per night from

$2,290

Discover the perfect beachfront getaway with a private pool & hot tub.

Siesta Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Housekeeping Included Jacuzzi or hot tub

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Price per night from

$860

Outdoor Oasis Awaits! Your perfect vacation spot just steps away from the beach

Anna Maria Island house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Housekeeping Included Jacuzzi or hot tub

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Price per night from

$1,027

Ten35 Seaside - Direct Gulf View: Residence 405

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Housekeeping Included Jacuzzi or hot tub

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Price per night from

$861

Ten35 Seaside - Direct Gulf View: Residence 303

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Housekeeping Included Jacuzzi or hot tub

All filters match

Price per night from

$861

Experience the luxury of private beach living with TWO heated pools!

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Housekeeping Included Jacuzzi or hot tub

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Price per night from

$1,160

Ten35 Seaside - Direct Gulf View: Residence 403

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Housekeeping Included Jacuzzi or hot tub

All filters match

Price per night from

$861

Ten35 Seaside - Direct Gulf View: Residence 301

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Housekeeping Included Jacuzzi or hot tub

All filters match

Price per night from

$861

Indulge in a spacious 4-bedroom rental with private pool and beach access!

Siesta Key house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Housekeeping Included Jacuzzi or hot tub

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Price per night from

$981

Match: Housekeeping Included Jacuzzi or hot tub

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Price per night from

$797

Modern home with Private pool, walk to the beach, Putting green & Ping pong

Anna Maria house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Housekeeping Included Jacuzzi or hot tub

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Price per night from

$918

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Housekeeping Included Jacuzzi or hot tub

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Price per night from

$781

Ten35 Seaside - Direct Gulf View: Residence 307

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Housekeeping Included Jacuzzi or hot tub

All filters match

Price per night from

$861

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Housekeeping Included Jacuzzi or hot tub

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Price per night from

$781

Ten35 Seaside - Island View: Residence 308

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Housekeeping Included Jacuzzi or hot tub

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Price per night from

$551

Ten35 Seaside - North Water View: Residence 310

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Housekeeping Included Jacuzzi or hot tub

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Price per night from

$631

Match: Housekeeping Included Jacuzzi or hot tub

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Price per night from

$1,039

Ten35 Seaside - South Water View: Residence 602

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Housekeeping Included Jacuzzi or hot tub

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Price per night from

$689

Ten35 Seaside - North Water View: Residence 410

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Housekeeping Included Jacuzzi or hot tub

All filters match

Price per night from

$631

Ten35 Seaside - South Water View: Residence 302

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Housekeeping Included Jacuzzi or hot tub

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Price per night from

$608

Ten35 Seaside - South Water View: Residence 502

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Housekeeping Included Jacuzzi or hot tub

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Price per night from

$758

Florida Palms Heaven 2B Villa, near tennis IMG Academy & beaches

South Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Housekeeping Included Jacuzzi or hot tub

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Price per night from

$149

Luxury Modern Oasis in Heart of Sarasota

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Housekeeping Included Jacuzzi or hot tub

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Price per night from

$1,038

Ten35 Seaside - Island View: Residence 408

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Match: Housekeeping Included Jacuzzi or hot tub

All filters match

Price per night from

$551

Ten35 Seaside - Island View: Residence 604

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Housekeeping Included Jacuzzi or hot tub

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Price per night from

$562

Ten35 Seaside - Island View: Residence 406

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Housekeeping Included Jacuzzi or hot tub

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Price per night from

$562

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Sarasota Vacation • 15 Minutes to Beach • Sleeps 6

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Housekeeping Included

1 of 2 filters match

Price per night from

$195

Sarasota Waterfront and Marina Community with Tikki Bar and Grill

North Sarasota condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Housekeeping Included

1 of 2 filters match

Price per night from

$103

1 of 2 match: Jacuzzi or hot tub, Housekeeping Included

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Price per night from

$277

1 of 2 match: Jacuzzi or hot tub, Housekeeping Included

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Price per night from

$105

Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Housekeeping Included

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Price per night from

$482

Secure, Cozy & Cute Private Sleeping Studio for 2

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Jacuzzi or hot tub, Housekeeping Included

1 of 2 filters match

Price per night from

$234

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Housekeeping Included

1 of 2 filters match

Price per night from

$409

~ SUPER SPECIAL from $99/night ~ OCEAN FRONT DLX STUDIO

Longboat Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 56 minutes

1 of 2 match: Jacuzzi or hot tub, Housekeeping Included

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Price per night from

$194

Newly remodeled condo on the Bradenton Riverwalk

Bradenton condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Jacuzzi or hot tub, Housekeeping Included

1 of 2 filters match

Price per night from

$110

Beautiful Longboat Key Home!

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 27 minutes

1 of 2 match: Jacuzzi or hot tub, Housekeeping Included

1 of 2 filters match

Price per night from

$520

Viewing 38 of 149
rentals in Longboat Key

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