Vacation Rentals & Apartments in Longboat Key

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126 apartments

Responds fast! avg. 11 minutes

Match: Jacuzzi or hot tub Swing set or jungle gym

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Price per night from

$132

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

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Price per night from

$114

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

Match: Jacuzzi or hot tub Swing set or jungle gym

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Price per night from

$117

Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Jacuzzi or hot tub Swing set or jungle gym

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Price per night from

$287

+++ Clean & Bright +++ Minutes to Anna Maria Island

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

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Price per night from

$178

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White Sand Beaches- Bayfront Park

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Jacuzzi or hot tub, Swing set or jungle gym

1 of 2 filters match

Price per night from

$631

Just Minutes from the White Sandy Siesta Beach

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.

1 of 2 match: Jacuzzi or hot tub, Swing set or jungle gym

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Price per night from

$115

Florida Ocean Front Condo

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Swing set or jungle gym

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Price per night from

$623

Seaplace Condo - 1975 GMD 104

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Swing set or jungle gym

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Price per night from

$192

March 23-March 30, 2024 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Jacuzzi or hot tub, Swing set or jungle gym

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Price per night from

$746

2 Bedroom, 2 Bathroom condo / Heated pool / 7 minute walk to beach

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Swing set or jungle gym

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Price per night from

$178

The Salty Dog on North Shore

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

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Price per night from

$389

A Gulf Front Paradise ! Newly updated , wide open wall to wall view, spacious cl

Bradenton Beach condo

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 16 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

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Price per night from

$459

Bromeliad at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

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Price per night from

$490

Hibiscus at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

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Price per night from

$490

Pineapple at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

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Price per night from

$490

Luxury waterfront home with a heated pool and spa!

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

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Price per night from

$425

Responds fast! avg. 16 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

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Price per night from

$128

Beachfront view, toes in the sand and gulf. Simply paradise, book now your beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 16 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

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Price per night from

$276

Responds fast! avg. 16 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

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Price per night from

$168

Beachplace Building 3 unit 302

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

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Price per night from

$187

Orchid at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

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Price per night from

$490

Split Leaf at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

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Price per night from

$490

Coconut at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

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Price per night from

$490

The Strand Sarasota

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

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Price per night from

$191

Bradenton Beach Club Bliss-3 Bedroom-2 Bathroom Condo-2 Pools-HotTub-Private Bea

Bradenton Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

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Price per night from

$260

Anna Maria Island Surfside Bungalow

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

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Price per night from

$356

Pelican Cove 3

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

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Price per night from

$202

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

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Price per night from

$173

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

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Price per night from

$196

10 minutes to Beach and near IMG

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

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Price per night from

$153

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$272

New 6 Bedroom, Luxury Home in Gated Community

Siesta Key house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

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Price per night from

$1,000

Ideal Retreat next to USA's #1 Beach—Siesta Key

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$161

St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 25 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

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Price per night from

$258

GULF FRONT ON #1 Beach! Siesta Dunes (by owner)

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Perfect, Perfect, Perfect” Nice condo with everything close by! Owners were great to deal with and as stated it would be . We plan on visiting again and would recommend this place to anyone.

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$272

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

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Price per night from

$107

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$436

Viewing 38 of 126
rentals in Longboat Key

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