Search Cottages in Legacy Trail

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Legacy Trail cottages

Exterior

Charming cottage for 2 across warm mineral springs park

Charming cottage for 2 across warm mineral springs park
Warm Mineral Springs
9.2 out of 10, Wonderful, (18 reviews)
"Property was perfect for the price."
United States
William M.
The price is AED 220
AED 572 total
includes taxes & fees
26 Mar - 27 Mar
Charming cottage for 2 across warm mineral springs park
Exterior

#3 Small house walking distance to Warm Mineral Spring

#3 Small house walking distance to Warm Mineral Spring
Warm Mineral Springs
9.2 out of 10, Wonderful, (13 reviews)
"Property was very nice and exactly what I was looking for while working remote. Would absolutely recommend it to anyone and look forward to coming back in the future."
United States
Jake R.
The price is AED 257
AED 613 total
includes taxes & fees
31 Mar - 1 Apr
#3 Small house walking distance to Warm Mineral Spring
Interior

Family Fun: Ping Pong, Bbq, Walk to Park Nearby

Family Fun: Ping Pong, Bbq, Walk to Park Nearby
3.0 star property
Fruitville
The price is AED 246
AED 1,798 total
includes taxes & fees
29 Mar - 30 Mar
Family Fun: Ping Pong, Bbq, Walk to Park Nearby
House (2 Bedrooms) | Front of property

Steps to Riverwalk! Dtwn Bradenton Snowbird Haven

Steps to Riverwalk! Dtwn Bradenton Snowbird Haven
3.0 star property
Bradenton
The price is AED 430
AED 1,821 total
includes taxes & fees
30 Mar - 31 Mar
Steps to Riverwalk! Dtwn Bradenton Snowbird Haven
Exterior

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (52 reviews)
"The hosts were responsive and the bed was very comfy. "
United States
Dawn E.
The price is AED 364
AED 775 total
includes taxes & fees
25 Mar - 26 Mar
The "Grouper"
Property grounds

7mi to Anna Maria Newly Renovated Private Cottage

7mi to Anna Maria Newly Renovated Private Cottage
Bradenton
10.0 out of 10, Exceptional, (4 reviews)
"Place was clean, cozy and cute! Host communication was friendly, clear and concise. Would absolutely recommend!"
United States
Tracee Candace L.
The price is AED 478
AED 1,204 total
includes taxes & fees
31 Mar - 1 Apr
7mi to Anna Maria Newly Renovated Private Cottage
Exterior

2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear

2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Manasota Key
9.0 out of 10, Wonderful, (2 reviews)
"Beautiful decor, perfect location to the beach (5min walking). very thoughtful touches throughout the rental. The kitchen is well- equipped with all you need. Bedroom with excellent mattress. The patio with BBQ, kayaks, free parking, beach chair /loungers available, the property was immaculate.10/10. I would recommend""
United States
Anabel P.
The price is AED 661
AED 1,710 total
includes taxes & fees
1 Apr - 2 Apr
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Exterior

Cozy Beach Cottage

Cozy Beach Cottage
Manasota Beach
9.4 out of 10, Exceptional, (24 reviews)
"Wonderful location for a peaceful getaway "
United States
pamela
The price is AED 1,095
AED 2,291 total
includes taxes & fees
28 Mar - 29 Mar
Cozy Beach Cottage
Terrace/patio

Direct Beachfront 2BR Cottage on Casey Key!

Direct Beachfront 2BR Cottage on Casey Key!
Casey Key
9.2 out of 10, Wonderful, (71 reviews)
"This is a great spot, this was our 2nd time staying and we will definitely be back. "
United States
Jason W.
The price is AED 911
AED 1,923 total
includes taxes & fees
31 Mar - 1 Apr
Direct Beachfront 2BR Cottage on Casey Key!
Exterior

Blue Dolphin Cottage steps from the beach

Blue Dolphin Cottage steps from the beach
Siesta Key Village
The price is AED 1,062
AED 2,877 total
includes taxes & fees
28 Mar - 29 Mar
Blue Dolphin Cottage steps from the beach
Outdoor dining

Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
Englewood Central
10.0 out of 10, Exceptional, (3 reviews)
"Very clean and nicely decorated condo. Appreciated the extras...dish soap, soap, shampoo and body wash, & TP. Also, beach chairs and towels! Nice outside area and short drive to beaches. Host is very responsive...issue with heat resolved same day. "
United States
Susan E.
The price is AED 529
AED 1,195 total
includes taxes & fees
28 Mar - 29 Mar
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
Exterior

New-Lakewood Ranch Private Cottage/Pool on 5 Acres of Waterfront-Lake Manatee

New-Lakewood Ranch Private Cottage/Pool on 5 Acres of Waterfront-Lake Manatee
Myakka City
9.8 out of 10, Exceptional, (6 reviews)
"very clean and homey"
United States
michelle r.
The price is AED 661
AED 1,325 total
includes taxes & fees
7 Apr - 8 Apr
New-Lakewood Ranch Private Cottage/Pool on 5 Acres of Waterfront-Lake Manatee
Exterior

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
South Village
9.6 out of 10, Exceptional, (85 reviews)
"Great stay - flexible early check-in!"
United States
Jill P.
The price is AED 459
AED 1,181 total
includes taxes & fees
13 Apr - 14 Apr
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
House (3 Bedrooms) | Interior

5 Mi to Golf & Trails: North Port Retreat w/ Pool

5 Mi to Golf & Trails: North Port Retreat w/ Pool
3.0 star property
North Port
10.0 out of 10, Exceptional, (1 review)
"The house had everything we needed, great location & neighborhood also."
United States
Gina
The price is AED 470
AED 1,678 total
includes taxes & fees
28 Mar - 29 Mar
5 Mi to Golf & Trails: North Port Retreat w/ Pool
Pool

NEW-Lakefront /on 5 acres /near Lakewood Ranch / Pool / Pet Friendly

NEW-Lakefront /on 5 acres /near Lakewood Ranch / Pool / Pet Friendly
Myakka City
10.0 out of 10, Exceptional, (21 reviews)
"Cant say enough. So well maintained. Loved all the quiet."
United States
Christopher C.
The price is AED 604
AED 1,394 total
includes taxes & fees
5 Apr - 6 Apr
NEW-Lakefront /on 5 acres /near Lakewood Ranch / Pool / Pet Friendly
Exterior

Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage

Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage
Manasota Key
10.0 out of 10, Exceptional, (5 reviews)
"This was a great stay. It was very clean and seemed like a brand new renovation. They provide plenty to do from two bicycles for cruising, a few kayaks and indoor games. The kitchen was stocked if you chose to stay in and cook. Lastly, the hosts were great to work with. We will stay again. "
United States
John C.
The price is AED 624
AED 1,702 total
includes taxes & fees
5 Apr - 6 Apr
Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage
Balcony view

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (195 reviews)
"Great place to stay! "
United States
Carlos
The price is AED 2,169
AED 2,654 total
includes taxes & fees
1 Apr - 2 Apr
The Inn On Siesta Key
Exterior

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Sarasota
9.2 out of 10, Wonderful, (181 reviews)
"Wonderful property with an excellent location! Beach access was across the street and the trolley pick-up was at the end of the block. The village was within walking distance as well. The property was very clean and the beds were comfortable. The washer and dryer is located right outside of the unit and beach chairs and a cooler were provided. We look forward to booking this property again in the future! "
United States
Alison B.
The price is AED 1,223
AED 2,086 total
includes taxes & fees
12 Apr - 13 Apr
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Exterior

Escape near Siesta Key with Hot Tub, BBQ, and Fire pit

Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
Sarasota
8.8 out of 10, Excellent, (3 reviews)
"Perfect vacation get away. Host are very good to work with. Everything was exactly as we wanted it! "
United States
Kara F.
The price is AED 624
AED 1,346 total
includes taxes & fees
11 Apr - 12 Apr
Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
1 bedroom, iron/ironing board, free WiFi, bed sheets

Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum

Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum
Indian Beach Sapphire Shores
9.6 out of 10, Exceptional, (35 reviews)
"Fun stay, great location"
United States
Theresa H.
The price is AED 606
AED 966 total
includes taxes & fees
30 Mar - 31 Mar
Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum
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.
View all properties
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

Carlisle Inn

Carlisle Inn

10/10 Excellent
"Pool and work out room nice. Breakfast ok"
Daniel 2-night trip
Posted 5 hours ago
Carlisle Inn