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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Legacy Trail cottages

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

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

Family Fun: Ping Pong, Bbq, Walk to Park Nearby
3.0 star property
Fruitville
Family Fun: Ping Pong, Bbq, Walk to Park Nearby

#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

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
5 Apr - 6 Apr
Charming cottage for 2 across warm mineral springs park

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 430
AED 1,139 total
includes taxes & fees
31 Mar - 1 Apr
7mi to Anna Maria Newly Renovated Private Cottage

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (55 reviews)
"I would recommend this place to anyone! It was extremely clean and neat, and we had a lovely time here! The host was very responsive and kind too. Overall, this place was above my expectations and a great place to stay."
United States
Lana
The price is AED 364
AED 775 total
includes taxes & fees
1 Apr - 2 Apr
The "Grouper"

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 918
AED 2,053 total
includes taxes & fees
26 Apr - 27 Apr
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear

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 1,095
AED 2,157 total
includes taxes & fees
13 Apr - 14 Apr
Direct Beachfront 2BR Cottage on Casey Key!

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)
"We stayed at Kristen’s for 4 weeks and it was wonderful! We actually were able to stay in her new 2 bedroom cottage that is on her property. The cottage had everything we needed to make it like home for us. It’s dog friendly and our 2 dogs loved it as well. The area is quiet and close enough to get to restaurants/shopping/golf but you don’t have to worry about typical Florida traffic. Kristen is a gracious host and made us feel right at home. Already booked a return trip for next year! "
United States
Karen O.
The price is AED 604
AED 1,375 total
includes taxes & fees
5 Apr - 6 Apr
NEW-Lakefront /on 5 acres /near Lakewood Ranch / Pool / Pet Friendly

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

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

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

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, (86 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.

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 1,691 total
includes taxes & fees
13 Apr - 14 Apr
Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage

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 1,234
AED 2,098 total
includes taxes & fees
12 Apr - 13 Apr
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

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

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
9.8 out of 10, Exceptional, (36 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

Romantic Island Getaway! Just Steps from the Beach

Romantic Island Getaway! Just Steps from the Beach
Bradenton Beach
8.8 out of 10, Excellent, (3 reviews)
"It was great! Check in was super easy and anything you would need is nearby. "
United States
Thomas N.
The price is AED 1,028
AED 2,652 total
includes taxes & fees
1 Apr - 2 Apr
Romantic Island Getaway! Just Steps from the Beach

Casey Key Beachfront Escape: Charming 1BR Cottage

Casey Key Beachfront Escape: Charming 1BR Cottage
Casey Key
9.4 out of 10, Exceptional, (115 reviews)
"Excellent Host, Great location, Excited to return"
United States
Anonymous traveler
The price is AED 1,021
AED 1,965 total
includes taxes & fees
19 Apr - 20 Apr
Casey Key Beachfront Escape: Charming 1BR Cottage

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Anna Maria
9.6 out of 10, Exceptional, (123 reviews)
"The property was amazing, great fishing spots around, the host was great and very responsive with our hiccup in dates. Thank you for being flexible and switched dates for us, we had a great time"
United States
Yoandra B.
The price is AED 1,616
AED 3,027 total
includes taxes & fees
12 Apr - 13 Apr
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
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

Top Legacy Trail Hotel Reviews