Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Bungalows
Condos
Cottages
Estates
Homes
Studios
Townhomes
Villas
Barns
Boats
Cabins
Castles
Chalets
Farmhouses
Hotels
Lodges
Yachts

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Longboat Key Waterfront Vacation Home Rentals(43)

43 Results
$1,500 - $2,300
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(8)
$1,800 - $2,500
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 night minimum stay
(4)
$2,950 - $4,950
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
7 night minimum stay
(15)
  • 4 BR,
  • Sleeps 12
7 night minimum stay
(11)
$186 - $214
per night
13 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
13 night minimum stay
(3)
$3,000 - $4,000
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(19)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(17)
$1,300 - $2,400
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
(8)
$4,200 - $7,000
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
2 Reviews
$1,820 - $2,100
per week
14 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
14 night minimum stay
(13)
$2,000 - $3,200
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 7
7 night minimum stay
(3)
$1,100 - $2,000
per week
7 - 30 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 - 30 night minimum stay
(6)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
(12)
$4,500 - $6,000
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
25 more choices from the HomeAway Network
$2,917 - $4,500
per week
7 - 30 night minimum stay
  • 5 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 10
7 - 30 night minimum stay
(11)
$9,500
per month
30 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
30 night minimum stay
(14)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
4 night minimum stay
(10)
$1,587 - $1,850
per week
7 - 28 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 - 28 night minimum stay
(6)
  • 3 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 8
7 - 30 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
14 night minimum stay
2 Reviews
$7,000
per month
30 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
30 night minimum stay
(5)
  • 3 BR,
  • 3 BA,
  • Sleeps 5
7 night minimum stay
2 Reviews
$5,000 - $5,550
per week
7 night minimum stay
  • 3 BR,
  • 4 BA,
  • Sleeps 8
7 night minimum stay
1 Review
$1,500 - $3,200
per month
30 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
30 night minimum stay
(6)
$2,500 - $3,500
per month
30 - 31 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
30 - 31 night minimum stay
(6)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
30 night minimum stay
Advertisement
 

Recent Longboat Key Reviews

Most beautiful, wonderful place!

5 of 5
My new husband and I spent a week's honeymoon at this beautiful house, and it was plain perfect. It is the most comfortable, stylish, immaculate rental we've ever stayed in, and the private-island location and gardens are spectacular. Deciding where to watch the amazing sunset each night was the most trouble we encountered on the whole trip (which of the decks? which hammock? from the dock? the adirondacks...?). It is the most magical place -- we couldn't recommend it more highly, and we can't wait to go back with friends and family. Thank you Stephen and Catherine!
  • Submitted: Sep 26, 2014
  • Stayed: Sep 2014

Breath Taking

5 of 5
We just returned home to Colorado after a week in this beautiful home. The home is clean, decorated beautiful and comfortable for all. My husband, son and grandson along with myself had the most peaceful and relaxing week. Our 7 year old grandson loved that he could swim in the Gulf then move to the pool. We did get to see some dolphins in the distance. Look forward to going back.
  • Submitted: Jul 20, 2014
  • Stayed: Jul 2014

Great Oceanview House

5 of 5
We have been coming to LBK for 7 years and this was the first time we stayed oceanfront. What an amazing week. We didn't want to go anywhere else. We had two couples and one child. The bedroom on the top floor was a perfect oasis for the 10 year old. The views as soon as you walk in are heavenly! We enjoyed the back deck the most. We are looking forward to coming back next year!
  • Submitted: Jun 4, 2014
  • Stayed: May 2014