Vacation Rentals & Apartments in Longboat Key

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287 apartments

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

Longboat Key studio

  • Studio
  • 1 bathroom
  • sleeps 3

“Nice Beachfront Location” We stayed there in late June and found it very suitable for our needs. The beach was very accessible. View was awesome. The unit was clean and comfortable for 2 adults.

Responds fast! avg. 1 hour 56 minutes

Match: Shared outdoor pool (heated) Swimming pool

All filters match

Price per night from

$194

~ 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

Match: Shared outdoor pool (heated) Swimming pool

All filters match

Price per night from

$194

Zilli Ocean Front 101

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Match: Shared outdoor pool (heated) Swimming pool

All filters match

Price per night from

$286

Florida Ocean Front Condo

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Swimming pool

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Price per night from

$624

ZILLI VILLA

Longboat Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Shared outdoor pool (heated) Swimming pool

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Price per night from

$488

Beach front condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (heated) Swimming pool

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Price per night from

$431

2 bedroom poolside condo steps from ocean beach and dock on bay

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Swimming pool

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Price per night from

$426

1 bedroom single story ocean view

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (heated) Swimming pool

All filters match

Price per night from

$361

180 Panoramic beach View and amazing Sunset.

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Match: Shared outdoor pool (heated) Swimming pool

All filters match

Price per night from

$458

Amazing beachfront View & balcony on Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (heated) Swimming pool

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Price per night from

$435

Seaplace Condo - 1975 GMD 104

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Shared outdoor pool (heated) Swimming pool

All filters match

Price per night from

$192

2 bedroom Florida condo unit 13 at family friendly resort

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Swimming pool

All filters match

Price per night from

$426

1 bedroom single story condo near pool

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (heated) Swimming pool

All filters match

Price per night from

$295

Zilli Ocean Front 201 & Suite

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Match: Shared outdoor pool (heated) Swimming pool

All filters match

Price per night from

$298

Zilli Ocean Front 202 & Suite

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Match: Shared outdoor pool (heated) Swimming pool

All filters match

Price per night from

$309

Zilli Tower 503

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Match: Shared outdoor pool (heated) Swimming pool

All filters match

Price per night from

$344

Sea~N~Blue

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Shared outdoor pool (heated) Swimming pool

All filters match

Price per night from

$402

Longboat Key Cedars Beach House-Pet Friendly-2 Minute To The Beach

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

Match: Shared outdoor pool (heated) Swimming pool

All filters match

Price per night from

$192

Beach to Bay Tropical Oasis! 2Bed/2Bath Longboat Key Condo

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Shared outdoor pool (heated) Swimming pool

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Price per night from

$153

Amazing Village Cottage! Walk to Whitney Beach!

Longboat Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Swimming pool

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Price per night from

$394

Beachplace Building 7 Great View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Shared outdoor pool (heated) Swimming pool

All filters match

Price per night from

$181

These homes match some but not all of your filters. Clear all filters

LaPlaya 104A- Gulf front! Walk right from your lanai onto the private beach.

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$311

LaPlaya 102B-Directly on the beach with the warm Gulf waters waiting!

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$340

1 of 2 match: Shared outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$377

LaPlaya 107A-Soak up the sun or float in the warm Gulf waters.

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$311

LaPlaya 204D-Beach-lovers paradise! 200 feet of private beach

Longboat Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$415

LaPlaya 206C-Gorgeous vistas of the Gulf

Longboat Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$415

LaPlaya 106A-Beach front! Steps to the white sand and turquoise Gulf of Mexico.

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$377

LaPlaya 205D-Spectacular sunsets from your private Gulf-front lanai or sundeck.

Longboat Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$415

1 of 2 match: Shared outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$221

1 of 2 match: Shared outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$415

LaPlaya 101E-Relax on your private lanai under the palms!

Longboat Key condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$276

1 of 2 match: Shared outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$415

Responds fast! avg. 16 minutes

1 of 2 match: Shared outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$168

Responds fast! avg. 16 minutes

1 of 2 match: Shared outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$127

Unit #319 Sand Cay Beach Resort Gulf Front

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$342

Unit #113 Sand Cay Beach Resort Pool and Garden View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$278

Unit #304 Sand Cay Beach Resort Gulf Front

Longboat Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (heated), Swimming pool

1 of 2 filters match

Price per night from

$542

Viewing 38 of 287
rentals in Longboat Key

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