Vacation rentals in Longboat Key, Florida, United States
Beautiful pool home in Paradise! 4 miles Siesta Key & Lido, 3 miles to downtown
$1,300.00 USD total for 3 nights
Nov 28 – Dec 1, 2026
Seasonal Golf-Course Townhome in The Meadows – Fully Furnished
$14,362.15 USD total for 75 nights
Jan 2 – Mar 18, 2027
$3,329.77 USD total for 14 nights
Nov 18 – Dec 2, 2026
$2,383.23 USD total for 14 nights
Dec 4 – 18, 2026
$1,114.40 USD total for 3 nights
Nov 18 – 21, 2026
$1,204.40 USD total for 3 nights
Nov 18 – 21, 2026
$1,204.40 USD total for 3 nights
Nov 18 – 21, 2026
$1,438.00 USD total for 3 nights
Nov 29 – Dec 2, 2026
$1,823.20 USD total for 3 nights
Nov 29 – Dec 2, 2026
$1,823.20 USD total for 3 nights
Nov 28 – Dec 1, 2026
$1,204.40 USD total for 3 nights
Nov 18 – 21, 2026
$2,543.60 USD total for 7 nights
Nov 18 – 25, 2026
$967.00 USD total for 3 nights
Nov 18 – 21, 2026
$1,330.00 USD total for 3 nights
Nov 29 – Dec 2, 2026
$1,823.20 USD total for 3 nights
Nov 27 – 30, 2026
$3,509.20 USD total for 7 nights
Apr 3 – 10, 2027
$2,762.00 USD total for 7 nights
Jan 2 – 9, 2027
$1,388.00 USD total for 3 nights
Nov 26 – 29, 2026
$1,114.40 USD total for 3 nights
Nov 23 – 26, 2026
$4,887.20 USD total for 14 nights
Nov 18 – Dec 2, 2026
$13,700.00 USD total for 60 nights
Nov 18, 2026 – Jan 17, 2027
$1,525.50 USD total for 5 nights
Nov 30 – Dec 5, 2026
$2,580.08 USD total for 7 nights
Nov 28 – Dec 5, 2026