Search Guest Houses in Legacy Trail

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Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Legacy Trail guest houses

Beach nearby, sun-loungers, beach towels
Close to Siesta Key beach with a hot tub and a large garden

Close to Siesta Key beach with a hot tub and a large garden

Close to Siesta Key beach with a hot tub and a large garden
Sarasota
9.8 out of 10, Exceptional, (113)
"This place is a must stay we could not fault the place they have thought of everything. Highly recommend this place."
United Kingdom
Danny P.
The price is €211
includes taxes & fees
27 Dec - 28 Dec
Close to Siesta Key beach with a hot tub and a large garden
Beach
Magical Guesthouse 1 mi from SRQ airport

Magical Guesthouse 1 mi from SRQ airport

Magical Guesthouse 1 mi from SRQ airport
Whitfield Estates
10.0 out of 10, Exceptional, (3)
"This house was absolutely charming! I caught myself In complete awe of every detail - from the fun decor, to the thoughtful inclusion of all kitchen supplies to make a full meal, to the soft shower towels and the incredibly comfortable bed, bedding and pillows! Fantastic stay."
United States
Alyssa D.
The price is €222
includes taxes & fees
14 Jan - 15 Jan 2026
Magical Guesthouse 1 mi from SRQ airport
Beach
Quick and Easy Walk Downtown - Tons of Amenities

Quick and Easy Walk Downtown - Tons of Amenities

Quick and Easy Walk Downtown - Tons of Amenities
Central Sarasota
9.8 out of 10, Exceptional, (122)
"Great stay! Convenient location, clean, comfortable, and well stocked. Would stay again!"
United States
Kristin
Quick and Easy Walk Downtown - Tons of Amenities
Terrace/patio
Siesta key Guest House 5 star on the water Private

Siesta key Guest House 5 star on the water Private

Siesta key Guest House 5 star on the water Private
South Sarasota
9.0 out of 10, Wonderful, (18)
"House was really comfortable, everything worked fine and was cozy. About 15 mins away from Siesta Key Beach..Would def come back. Highly recommend."
United States
Giancarlo
Siesta key Guest House 5 star on the water Private
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Legacy Trail Hotel Reviews

Hyatt Place Sarasota/Bradenton Airport

Hyatt Place Sarasota/Bradenton Airport

10/10 Excellent
"The staff were very nice and the rooms were spacious and very clean."
Janice 1-night trip
Posted 2 days ago
Hyatt Place Sarasota/Bradenton Airport

Find out more about Legacy Trail

Legacy Trail Guest Houses information

Number of reviews
246
Accommodation
1 Guest Houses
Lowest Price
€211
Highest Price
€222

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