Vacation Rentals & Apartments in Longboat Key

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224 apartments

Anna Maria Island Beach Sands 101

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

All filters match

Price per night from

$282

Anna Maria Island Beach Palms 6B

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

All filters match

Price per night from

$185

Anna Maria Island Beach Sands 203

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 20 minutes

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

All filters match

Price per night from

$212

Gorgeous Pool Home. 12 min from the beaches of Anna Maria, IMG

Bradenton villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

All filters match

Price per night from

$281

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated) Golf course on site or within 15 min walk

All filters match

Price per night from

$149

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White Sand Beaches- Bayfront Park

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$630

Mid Century Home With Private Heated Pool

Tallevast house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$182

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$287

Stunning & Bright Sarasota Home

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$395

Responds fast! avg. 0 minutes

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$229

#7 Loft Apartment in Historic District Downtown Sarasota

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$305

Siesta Key Beach : 2 Bedroom, 3 Beds, 3 Bathroom Duplex & Heated Pool

Siesta Key apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$182

Anna Maria Island Beach Watch

Bradenton Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$250

Anna Maria Island Beach Happy-Direct Beach Front-1BR-1BR

Bradenton Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$225

AMI Lighthouse Cottage-One Minute Walk To The Beach-Keyless Locks

Cortez cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$160

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$205

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$229

Anna Maria Island Beach Paradise 10

Holmes Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$227

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$435

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

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$117

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: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$115

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: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$745

Anna Maria Island Martinique On The Beach

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$779

Anna Maria Island Beach Haven

Cortez house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$1,500

NEW! Luxurious Coastal Condo 5 minutes to Anna Maria Island

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$401

Beautiful Longboat Key Home!

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 27 minutes

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$516

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$108

Rambo's Beach Retreat! Tradewinds Unit 14

Bradenton Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$453

Modern Lakerfront Condo! 2x Pools~WiFi~Lanai. By IMG~Beaches~Restaurants~AMI~SRQ

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 12 minutes

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$155

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

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$178

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$148

Rare Castle Style Stay! Downtown

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$212

Anna Maria Island Absolute Anna Maria-Private Beach Access-Heated Pool-Wi-Fi

Anna Maria Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“A little gem” Lovely condo, great views and ideally situated for restaurants and shopping (all within walking distance). Would definitely come back again.

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$250

Anna Maria Island Beach Bay Breeze

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$188

Anna Maria Island Beach Palms 5B

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$229

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: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$243

Gulf Breeze Ami-2BD-2BA-Condo-Private Beach Access-Heater Pool-Water Views From

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$184

AMI Gulf Lookout-Views Of The Gulf From Every Room-Rooftop Terrace

Cortez house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$385

Viewing 38 of 224
rentals in Longboat Key

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