Search Guest Houses in Legacy Trail from CA $156

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Sep 5 - Sep 7
In two weeks
Sep 12 - Sep 14
In one month
Sep 26 - Sep 28
In two months
Oct 24 - Oct 26

Browse Select Legacy Trail Guest Houses

Our top choices for Legacy Trail guest houses

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

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

9.8 out of 10, Exceptional, (107)
"We really enjoyed staying at this property- well appointed and convenient to everything!"
The price is CA $156
CA $343 total
includes taxes & fees
Aug 27 - Aug 28
Close to Siesta Key beach with a hot tub and a large garden
Heated Pool, King Bed, Bunk Bed, Huge TV, Marina, Tiki Bar & Grill
Outdoor dining

Heated Pool, King Bed, Bunk Bed, Huge TV, Marina, Tiki Bar & Grill

7.4 out of 10, Good, (3)
"Everything from booking to checkin and check out was easy. On site restaurant was convenient and tasty. My only complaint was the bed had no box springs underneath it so it was very low from what I’m used to and lacked support for my feet at the end of the bed."
The price is CA $130
CA $275 total
includes taxes & fees
Aug 27 - Aug 28
Heated Pool, King Bed, Bunk Bed, Huge TV, Marina, Tiki Bar & Grill
Quick and Easy Walk Downtown - Tons of Amenities
Beach

Quick and Easy Walk Downtown - Tons of Amenities

9.8 out of 10, Exceptional, (115)
"Great little place to stay! "
The price is CA $144
CA $251 total
includes taxes & fees
Sep 10 - Sep 11
Quick and Easy Walk Downtown - Tons of Amenities
All-New, Ground-Floor, Huge Pool, Tiki Bar & Grill
Outdoor dining

All-New, Ground-Floor, Huge Pool, Tiki Bar & Grill

7.6 out of 10, Good, (5)
"We enjoyed our stay"
The price is CA $130
CA $252 total
includes taxes & fees
Aug 29 - Aug 30
All-New, Ground-Floor, Huge Pool, Tiki Bar & Grill
All-New, Private, 70" TV, Heated Pool, Tiki Bar & Grill
Dining

All-New, Private, 70" TV, Heated Pool, Tiki Bar & Grill

7.2 out of 10, Good, (5)
"Great location, close to the airport"
The price is CA $130
CA $251 total
includes taxes & fees
Aug 29 - Aug 30
All-New, Private, 70" TV, Heated Pool, Tiki Bar & Grill
Siesta key Guest House 5 star on the water Private
Beach nearby

Siesta key Guest House 5 star on the water Private

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."
The price is CA $207
CA $497 total
includes taxes & fees
Sep 5 - Sep 6
Siesta key Guest House 5 star on the water Private
All-New, First Floor, Huge Pool, 70" TV, Tiki Bar!
Outdoor dining

All-New, First Floor, Huge Pool, 70" TV, Tiki Bar!

8.8 out of 10, Excellent, (30)
"Awesome room and great location "
The price is CA $130
CA $264 total
includes taxes & fees
Aug 27 - Aug 28
All-New, First Floor, Huge Pool, 70" TV, Tiki Bar!
Magical Guesthouse 1 mi from SRQ airport
Beach

Magical Guesthouse 1 mi from SRQ airport

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."
The price is CA $173
CA $340 total
includes taxes & fees
Sep 14 - Sep 15
Magical Guesthouse 1 mi from SRQ airport
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Legacy Trail Hotel Reviews

Find out more about Legacy Trail

Find out more about Legacy Trail

Legacy Trail Guest Houses information

Number of reviews
Accommodation
3 Guest Houses
Lowest Price
CA $156
Highest Price
CA $156

Explore a world of travel with Expedia

Explore a world of travel with Expedia