Vacation Rentals & Apartments in Longboat Key

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70 apartments

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

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Trampoline Golf course on site or within 15 min walk

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Price per night from

$287

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White Sand Beaches- Bayfront Park

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$630

Responds fast! avg. 0 minutes

1 of 2 match: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$229

Mid Century Home With Private Heated Pool

Tallevast house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$182

Stunning & Bright Sarasota Home

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$395

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

Bradenton villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$281

1 of 2 match: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$287

#7 Loft Apartment in Historic District Downtown Sarasota

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, 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: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$182

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: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$164

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: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$249

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: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$228

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: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$239

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$205

Anna Maria Island Beach Palms 6B

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$189

1 of 2 match: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$229

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: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$252

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: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$227

Anna Maria Island Beach Sands 201

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$287

Anna Maria Island Beach Palms 2B

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$256

Anna Maria Island Beach Sands 101

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$281

Anna Maria Island Beach Sands 203

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$213

Anna Maria Island Beach View 207

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$187

Anna Maria Island Beach Palms 2A

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$187

Anna Maria Island Beach Palms 7A

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$192

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$436

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: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$117

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: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$190

Anna Maria Island Retreat

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$226

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: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$115

Anna Maria Island Bridge Port Beach Resort

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$171

Anna Maria Island Beach View 208

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$242

Anna Maria Island Runaway Tropical Escape

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$190

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: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$745

Anna Maria Island Beach Palms 8B

Cortez condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$196

Absolute Paradise AMI-Private Beach Access-Water Views From Every Window-Heated

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$252

Cottage Haven-One Minute Walk To The Beach-Private Yards-Keyless Locks

Cortez cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$216

Anna Maria Island Beach Sands

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Paradise” We loved this place, felt right at home the minute we walked in the door. Had a view minor problems and the service to deal with them was awesome. Thanks Terry for a great experience, being our first time here on anna Maria Island. If we didn't need the extra bedroom, we would have booked for next yr. Location~~!! wow, close to great restaurants Love the view...can't say enough of the sunsets and of course the dolphins, got chills every time I seen them, almost daily...first class...thanks...

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Trampoline, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$332

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rentals in Longboat Key

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