Find Your Personal Paradise with Longboat Key Rentals

Longboat Key, Florida provides a world of opportunity in both resort accommodations and Longboat Key rentals. An environment of luxury surrounds this entire beachfront town, and offers plenty for everyone in your group to enjoy themselves during your stay.

Relax Seaside with Longboat Key Rentals


If you’re looking for the optimal spot to call home during your fall or spring break from work or school, try Longboat Key condo rentals for your entire group. You’ll be able to explore the area’s nightlife together after relaxing in the sun and swimming in the ocean. Of course, Longboat Key beach rentals are best for easy access to public and private beach areas without the need to drive or walk long distances with all of your gear in tow.

Golf-Lovers Enjoy a Stay at Longboat Key Condo Rentals


Perhaps there is a golf-lover in the family that would love a stay at one of the many Longboat Key rentals located near a championship golf course. With great weather all year long, guests in Longboat Key condo rentals always have the option to play a round in the morning before joining all at the beach in the afternoon. Longboat Key beach rentals may also offer access to nearby tennis courts for plenty of active choices for the entire family to enjoy.

Longboat Key Beach Rentals: Live the Marine Life

If you plan on renting or chartering a boat during your stay, you might find suitable accommodations in Longboat Key rentals near one of the local marinas. Take an afternoon to go deep sea fishing, snorkeling or diving before retiring to one of the many Longboat Key condo rentals. Of course, if you’re a seasoned sailor, a day of sailing on the open sea is simply unmatched for the adventurous spirits staying in Longboat Key beach rentals.

Longboat Key Lodging: Oh, the Variety!

In addition to the many things to see and do in the area, you also have a lot of decisions to make regarding your Longboat Key accommodations. Choose from affordable Longboat Key cottages on the beach to luxurious Longboat Key condos. Whether you're traveling with the family, or just your significant other, traveling on a budget, or wish to splurge - one of HomeAway's Longboat Key vacation rentals will suit you and your budget.
So, what are you waiting for? Book one of our Longboat Key vacation rentals on the beach today!

Expand your search for Florida vacation rentals to include Miami vacation rentals and Ft. Lauderdale rentals in South Florida, Destin vacation rentals and Siesta Key rentals on the Gulf Coast, or Orlando vacation home rentals near Disney.

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Longboat Key: Condos, Houses & More(539)

539 Results
$286 - $400
per night
3 - 4 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 4 night minimum stay
(14)
$195 - $225
per night
4 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
4 - 5 night minimum stay
(11)
$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)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
7 night minimum stay
(28)
  • Studio,
  • 1 BA,
  • Sleeps 5
2 - 7 night minimum stay
(17)
  • 4 BR,
  • Sleeps 12
7 night minimum stay
(10)
$3,150 - $4,200
per week
7 night minimum stay
  • 3 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
(5)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
27 - 29 night minimum stay
(8)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
1 Review
$3,250
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 night minimum stay
(5)
$186 - $214
per night
13 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
13 night minimum stay
(3)
$1,750 - $2,765
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
1 Review
$3,000 - $4,000
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
$150 - $250
per night
3 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 6
3 - 7 night minimum stay
2 Reviews
$19,600 - $25,200
per week
14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 Review
  • 2 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(19)
$179 - $239
per night
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
2 night minimum stay
(16)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(18)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
30 night minimum stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 night minimum stay
$810 - $1,330
per week
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(7)
$159 - $232
per night
4 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 night minimum stay
(8)
$2,500 - $4,000
per week
7 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
7 - 14 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 7 night minimum stay
(20)
$160 - $239
per night
4 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
4 - 7 night minimum stay
(8)
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