Vacation rentals in Longboat Key, Florida, United States
$8,425.50 USD total for 60 nights
Nov 18, 2026 – Jan 17, 2027
DazeOffAMI - Gulf & Bay Views, Walk to Bridge St!
$2,837.40 USD total for 7 nights
Nov 21 – 28, 2026
$2,467.80 USD total for 7 nights
Dec 8 – 15, 2026
$1,777.76 USD total for 7 nights
Dec 12 – 19, 2026
$2,353.00 USD total for 7 nights
Dec 12 – 19, 2026
$2,334.52 USD total for 7 nights
Nov 28 – Dec 5, 2026
$2,169.88 USD total for 7 nights
Dec 12 – 19, 2026
$718.65 USD total for 3 nights
Nov 18 – 21, 2026
Mins to Anna Maria Beaches! Saltwater Pool/Hot Tub
$1,780.00 USD total for 3 nights
Feb 23 – 26, 2027
Perfect Sarasota Getaway:Close to all /Heated Pool
$1,406.85 USD total for 3 nights
Nov 18 – 21, 2026
$2,387.24 USD total for 4 nights
Nov 17 – 21, 2026
$1,067.77 USD total for 3 nights
Nov 17 – 20, 2026
$1,185.63 USD total for 3 nights
Nov 17 – 20, 2026
$1,146.95 USD total for 4 nights
Nov 29 – Dec 3, 2026
$1,146.95 USD total for 4 nights
Nov 17 – 21, 2026
$4,425.53 USD total for 4 nights
Nov 27 – Dec 1, 2026
$1,129.75 USD total for 3 nights
Nov 17 – 20, 2026
Boutique Style:Hot Tub*Heated Pool*Game Rm*2 Kings
$1,185.63 USD total for 3 nights
Nov 17 – 20, 2026
$1,028.30 USD total for 3 nights
Nov 17 – 20, 2026
$1,008.00 USD total for 3 nights
Nov 18 – 21, 2026
$432.00 USD total for 3 nights
Nov 17 – 20, 2026
$600.00 USD total for 3 nights
Nov 18 – 21, 2026
$714.00 USD total for 3 nights
Nov 17 – 20, 2026
$2,825.76 USD total for 3 nights
Nov 18 – 21, 2026




















































































































