Vacation Rentals & Apartments in Longboat Key

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175 apartments

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Clothes dryer Jacuzzi or hot tub

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Price per night from

$437

Unit #103 Sand Cay Beach Resort Gulf Front

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Clothes dryer Jacuzzi or hot tub

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Price per night from

$342

Responds fast! avg. 16 minutes

Match: Clothes dryer 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

Match: Clothes dryer Jacuzzi or hot tub

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Price per night from

$188

Responds fast! avg. 16 minutes

Match: Clothes dryer Jacuzzi or hot tub

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Price per night from

$127

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Beach condo

Longboat Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Clothes dryer

1 of 2 filters match

Price per night from

$518

Starfish Bungalow A. Steps to the beach 2/1 Coastal paradise ! Large airy open l

Longboat Key bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 16 minutes

1 of 2 match: Jacuzzi or hot tub, Clothes dryer

1 of 2 filters match

Price per night from

$122

North End Villa Spacious Longboat Key Villa minutes walk to a private beach gril

Longboat Key bungalow

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 16 minutes

1 of 2 match: Jacuzzi or hot tub, Clothes dryer

1 of 2 filters match

Price per night from

$277

Starfish Bungalow J. Steps to the beach 2/2 Coastal paradise ! Large airy open l

Longboat Key bungalow

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 16 minutes

1 of 2 match: Jacuzzi or hot tub, Clothes dryer

1 of 2 filters match

Price per night from

$122

Beach front condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Clothes dryer

1 of 2 filters match

Price per night from

$432

Sea~N~Blue

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Clothes dryer

1 of 2 filters match

Price per night from

$403

Amazing beachfront View & balcony on Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Clothes dryer

1 of 2 filters match

Price per night from

$434

Unit #114 Sand Cay Beach Resort Pool and Garden View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Clothes dryer

1 of 2 filters match

Price per night from

$278

Unit #105 Sand Cay Beach Resort Gulf View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Clothes dryer

1 of 2 filters match

Price per night from

$305

Unit #106 Sand Cay Beach Resort Gulf View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Clothes dryer

1 of 2 filters match

Price per night from

$305

Unit #115 Sand Cay Beach Resort Gulf View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Clothes dryer

1 of 2 filters match

Price per night from

$305

Unit #107 Sand Cay Beach Resort Pool and Garden View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Clothes dryer

1 of 2 filters match

Price per night from

$278

Unit #116 Sand Cay Beach Resort Gulf Front

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Clothes dryer

1 of 2 filters match

Price per night from

$342

Unit #102 Sand Cay Beach Resort Gulf Front

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Clothes dryer

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: Jacuzzi or hot tub, Clothes dryer

1 of 2 filters match

Price per night from

$278

Unit #110 Sand Cay Beach Pool and Garden View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Clothes dryer

1 of 2 filters match

Price per night from

$278

Unit #109 Sand Cay Beach Resort Pool and Garden View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Clothes dryer

1 of 2 filters match

Price per night from

$278

Unit #112 Sand Cay Beach Resort Pool and Garden View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Clothes dryer

1 of 2 filters match

Price per night from

$278

Unit #119 Sand Cay Beach Resort Gulf Front

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Clothes dryer

1 of 2 filters match

Price per night from

$342

Unit #104 Sand Cay Beach Resort Gulf Front

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Clothes dryer

1 of 2 filters match

Price per night from

$342

Unit #120 Sand Cay Beach Resort Gulf View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Clothes dryer

1 of 2 filters match

Price per night from

$305

Unit #108 Sand Cay Beach Resort Pool and Garden View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Clothes dryer

1 of 2 filters match

Price per night from

$278

Unit #118 Sand Cay Beach Resort Gulf Front

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Clothes dryer

1 of 2 filters match

Price per night from

$342

The Beach Nest

Longboat Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Clothes dryer

1 of 2 filters match

Price per night from

$264

ZILLI VILLA

Longboat Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Jacuzzi or hot tub, Clothes dryer

1 of 2 filters match

Price per night from

$489

~ 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

1 of 2 match: Jacuzzi or hot tub, Clothes dryer

1 of 2 filters match

Price per night from

$195

Florida Ocean Front Condo

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Clothes dryer

1 of 2 filters match

Price per night from

$625

Seaplace Condo - 1975 GMD 104

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Clothes dryer

1 of 2 filters match

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, Clothes dryer

1 of 2 filters match

Price per night from

$748

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

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Clothes dryer

1 of 2 filters match

Price per night from

$153

Great rentals within 20 miles that match your search

New 6 Bedroom, Luxury Home in Gated Community

Siesta Key house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Clothes dryer Jacuzzi or hot tub

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Price per night from

$1,003

Shorewalk Condo ED near the Beaches Anna Maria Island, Longboat Key, IMG, Shops

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Clothes dryer Jacuzzi or hot tub

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Price per night from

$403

River Strand Golf and Country Club Resort

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Clothes dryer Jacuzzi or hot tub

All filters match

Price per night from

$230

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rentals in Longboat Key

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