Vacation Rentals & Apartments in Longboat Key

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Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$435

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Beach front condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Sea view

1 of 2 filters match

Price per night from

$430

180 Panoramic beach View and amazing Sunset.

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Sea view

1 of 2 filters match

Price per night from

$457

Zilli Ocean Front 201 & Suite

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Sea view

1 of 2 filters match

Price per night from

$297

Zilli Ocean Front 202 & Suite

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Sea view

1 of 2 filters match

Price per night from

$308

Amazing beachfront View & balcony on Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Sea view

1 of 2 filters match

Price per night from

$434

Sea~N~Blue

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Sea view

1 of 2 filters match

Price per night from

$401

~ 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, Sea view

1 of 2 filters match

Price per night from

$194

ZILLI VILLA

Longboat Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Jacuzzi or hot tub, Sea view

1 of 2 filters match

Price per night from

$487

Seaplace Condo - 1975 GMD 104

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Sea view

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, Sea view

1 of 2 filters match

Price per night from

$745

Responds fast! avg. 16 minutes

1 of 2 match: Sea view, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$127

Responds fast! avg. 16 minutes

1 of 2 match: Sea view, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$168

Beachplace Building 3 unit 302

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Sea view, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$187

Unit #103 Sand Cay Beach Resort Gulf Front

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Sea view, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$342

Great rentals within 20 miles that match your search

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$271

"Island Oasis" A single family North end canal home with pool

Anna Maria house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$745

Serendipity Deux- Beachfront 4 Bed/heated pool/elevator

Anna Maria house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$2,290

Beachfront Paradise w/ Private Beach, Dogs Stay Free, Beach in Backyard

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$630

Gulf and Bay Club 3bdrm “E” Luxury END CORNER Unit - RIGHT ON BEACH

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$903

Magnificent Bayfront Condo - Resort Living on the Bay

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$161

Anna Maria Beach Serenity

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 20 minutes

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$950

Ten35 Seaside - South Water View: Residence 302

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$606

Ten35 Seaside - North Water View: Residence 310

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$629

Ten35 Seaside - South Water View: Residence 502

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$755

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$778

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$778

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

South Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$148

Cloud 9

Anna Maria house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$1,947

Waves on Anna Maria

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$974

Las Palmas; by Beachside Management

Siesta Key house

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 16

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$1,202

Ten35 Seaside - Direct Gulf View: Residence 501

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$950

Tripletail

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$1,718

Newly renovated beach house near AMI free trolley stop with Private pool

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$561

Ten35 Seaside - Direct Gulf View: Residence 303

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$858

Ten35 Seaside - North Water View: Residence 410

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$629

Ten35 Seaside - Direct Gulf View: Residence 403

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$858

Ten35 Seaside - South Water View: Residence 602

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$686

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rentals in Longboat Key

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