Vacation rentals in Longboat Key, Florida, United States
$3,614.88 USD total for 7 nights
Dec 10 – 17, 2026
$7,086.07 USD total for 28 nights
Dec 1 – 29, 2026
$718.80 USD total for 3 nights
Mar 1 – 4, 2027
Holiday Home in Saint Peterburg - Enjoy the Pool!
$2,236.00 USD total for 21 nights
Nov 18 – Dec 9, 2026
$1,297.68 USD total for 5 nights
Nov 18 – 23, 2026
$1,606.00 USD total for 6 nights
Nov 18 – 24, 2026
$1,511.70 USD total for 6 nights
Nov 18 – 24, 2026
Waterfront 3BR 2 1/2 Bath, Amazing View-Sunrises!
$13,750.00 USD total for 30 nights
Jan 1 – 31, 2027
$4,377.62 USD $4,223.15 USD total for 30 nights
Nov 18 – Dec 18, 2026
Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b
$3,286.56 USD total for 28 nights
Nov 18 – Dec 16, 2026
St Pete Beach Condo - Steps to the Sand! Pool, Pickleball, Dual Gulf & Bay Views
$1,130.00 USD total for 3 nights
Nov 18 – 21, 2026
$18,060.00 USD $16,269.00 USD total for 90 nights
Nov 18, 2026 – Feb 16, 2027
$19,504.80 USD total for 90 nights
Nov 18, 2026 – Feb 16, 2027
Steps from the beach! Newly listed updated unit
$1,317.00 USD total for 3 nights
Nov 18 – 21, 2026
$563.87 USD total for 3 nights
Nov 29 – Dec 2, 2026
$2,052.50 USD $1,872.25 USD total for 7 nights
Nov 18 – 25, 2026
$3,275.00 USD total for 30 nights
Nov 18 – Dec 18, 2026
Waterfront Home with Heated Pool 2 Mi from Beaches
$3,100.00 USD total for 6 nights
Nov 30 – Dec 6, 2026
The Downtown Dali House City of St. Petersburg
$1,190.00 USD total for 3 nights
Nov 18 – 21, 2026
$3,563.22 USD total for 3 nights
Nov 26 – 29, 2026
$3,150.00 USD total for 30 nights
Mar 26 – Apr 25, 2027
$850.00 USD total for 3 nights
Nov 18 – 21, 2026
Funshine Sunset Beach - Steps from the beach!!
$479.19 USD total for 3 nights
Nov 18 – 21, 2026






















































































































