Search Cottages in Legacy Trail

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Compare 45 Cottages in Legacy Trail with updated reviews, rates, and availability.

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (175)
"Outstanding service. Room and facility was very clean. Staff is amazing. We would strongly recommend The Inn and we plan on returning for our next vacation "
The price is SAR 857
SAR 1,109 total
includes taxes & fees
4 May - 5 May
The Inn On Siesta Key

The "Grouper"

9.4 out of 10, Exceptional, (24)
"Great location."
The price is SAR 371
SAR 791 total
includes taxes & fees
27 Apr - 28 Apr
The "Grouper"

Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms

9.2 out of 10, Wonderful, (54)
"Really enjoyed our stay. Location is excellent."
The price is SAR 1,868
SAR 3,159 total
includes taxes & fees
23 May - 24 May
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

9.0 out of 10, Wonderful, (172)
"It was a quiet place we ended up not going very many places."
The price is SAR 559
SAR 1,855 total
includes taxes & fees
27 Apr - 28 Apr
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach

10.0 out of 10, Exceptional, (1)
"This was perfect for our family. It was a quick walk to the beach. We loved it!"
Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach

Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom

9.2 out of 10, Wonderful, (84)
"Amazing location of property, right on the beautiful beach. Plenty of parking, good restaurants nearby. We will be back "
The price is SAR 1,680
SAR 2,870 total
includes taxes & fees
27 Apr - 28 Apr
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom

Charming cottage in quiet area, close to beach & bay.

9.8 out of 10, Exceptional, (269)
"Loved our stay!!"
Charming cottage in quiet area, close to beach & bay.

ONLY 2 WKS LEFT IN AUG 5 Min walk to Beach & Village, Private Pool,On the Canal

9.8 out of 10, Exceptional, (17)
"We had an amazing time at Sophie’s Cottage. We lucked out and got a renovated home due to the Hurricanes. The proximity to the beach and town are great. Short bike ride to both. Jim, the owner, helped us immediately with any issues. Our kids caught snappers, catfish, jacks, sting rays and needle fish off of the dock of the home. Great time, great home, great location!!! "
ONLY 2 WKS LEFT IN AUG 5 Min walk to Beach & Village, Private Pool,On the Canal

Across The Street From #1 Beach

10.0 out of 10, Exceptional, (321)
"Great accommodations, great location."
Across The Street From #1 Beach

Tropical Paradise On The Beach Permit VRC17-000168

9.2 out of 10, Wonderful, (129)
"Good, clean accomodations, including washer and dryer. Excellent access to the beach!"
Tropical Paradise On The Beach Permit VRC17-000168

The Cottage by Anna Maria Island

9.6 out of 10, Exceptional, (10)
"Thank you for a lovely stay!"
The Cottage by Anna Maria Island

This cottage is a 2 bedroom(s), 2 bathrooms, located in Englewood, FL.

9.4 out of 10, Exceptional, (186)
"We were actually at a property in Venice Beach, a house with private pool. It was very nicely decorated and so comfortable. Close to everything. We had a blast."
This cottage is a 2 bedroom(s), 2 bathrooms, located in Englewood, FL.

Palm Shade Cottage | Charming 1-Bedroom in SK, Access to Pool, Walk to Beach!

10.0 out of 10, Exceptional, (2)
"The property was very nice and clean. It's also in a great location - very close to the beach and the Village. I will definitely stay here again."
Palm Shade Cottage | Charming 1-Bedroom in SK, Access to Pool, Walk to Beach!

Mermaid Cottage

10.0 out of 10, Exceptional, (11)
"Loved the decor and separate spaces. Liked that there was everything needed to prepare meals there. Nice stay."
Mermaid Cottage

Charming cottage for 2 across warm mineral springs park

8.8 out of 10, Excellent, (6)
"I stayed for 3 days to visit my aunt; this was a perfect space for me. Close to her but also to restaurants, shopping and everything I needed. Alik is great, and I'll be making sure to check in here first when I come back for more visits. Super clean, comfy and perfect for 1-2 people. Can't go wrong!! "
Charming cottage for 2 across warm mineral springs park

Beautiful Condo on Pine Ave, 2 Blocks to Beach

8.8 out of 10, Excellent, (23)
"Me and my family loved our stay. We loved being right in the middle of all the Anna Maria action! Thank you!"
The price is SAR 1,418
SAR 3,845 total
includes taxes & fees
20 May - 21 May
Beautiful Condo on Pine Ave, 2 Blocks to Beach

Old Florida-style cottage w/ private heated pool - walk to the beach - dogs OK

8.8 out of 10, Excellent, (73)
"Property is one house away from beach access on a very quiet street. Walking distance to great spots. Pool and screened in patio were our favorite spots. They also had beach chairs and sand toys which was an added bonus."
Old Florida-style cottage w/ private heated pool - walk to the beach - dogs OK

Sailfish Gulf Suites #3, Modern Amenities, Steps to the Beach

10.0 out of 10, Exceptional, (19)
"Clean, well equipped condo with the beach for the back yard. Great location, close to Publix and local shops, restaurants and beaches, Tammy was welcoming and responsive."
Sailfish Gulf Suites #3, Modern Amenities, Steps to the Beach

Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool

10.0 out of 10, Exceptional, (115)
"We enjoyed our stay. It is perfect for families and the location is perfect!"
Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool

Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6

8.6 out of 10, Excellent, (4)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Lots of beach time"
Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6
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.
Don't see what you're looking for?
See all available properties in Legacy Trail
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Legacy Trail

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4641)
"Wonderful stay. I enjoy that the resort is so close to the beautiful beach and also local dining and shopping."
The price is SAR 549
SAR 705 total
includes taxes & fees
27 May - 28 May
Tropical Beach Resorts

Anna Maria Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (199)
"This is a very good place to have relaxed days. The room was perfect, with all that we needed. The view was perfect. All the amenities help to have fun."
The price is SAR 1,456
SAR 1,843 total
includes taxes & fees
27 Apr - 28 Apr
Anna Maria Beach Resort

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2117)
"Spacious, clean, affordable and good location for a first trip to Sarasota. "
The price is SAR 564
SAR 638 total
includes taxes & fees
4 May - 5 May
Hibiscus Suites - Gateway to Siesta Key
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.