A wooden pathway surrounded by dense greenery and trees.

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Our top choices for Legacy Trail cottages

1. 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, (90 reviews)
"Would definitely stay here again. Great location and great house! Owner was quick and helpful with communication."
United States
Clarissa S.
The price is ¥15,531
¥45,820 total
includes taxes & fees
Sep 23 - Sep 24
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

2. Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Siesta Key
9.6 out of 10, Exceptional, (8 reviews)
"The most well maintained property I've ever stayed."
United States
Russ H.
The price is ¥15,688
¥49,339 total
includes taxes & fees
Sep 28 - Sep 29
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

3. Yellow Palm Cottage steps from the beach

Yellow Palm Cottage steps from the beach
Siesta Key Village
10.0 out of 10, Exceptional, (2 reviews)
"This place was so cute and quaint! It was just a short walk to the village and to the beach. The grounds were beautiful! A little oasis in the backyard. . Would stay here again!!!"
United States
Tami B.
The price is ¥15,010
¥89,268 total
includes taxes & fees
Sep 24 - Sep 25
Yellow Palm Cottage steps from the beach

4. Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches

Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches
Nokomis
The price is ¥12,566
¥40,753 total
includes taxes & fees
Sep 25 - Sep 26
Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches

5. Pink Mango Cottage steps from the beach

Pink Mango Cottage steps from the beach
Siesta Key Village
10.0 out of 10, Exceptional, (1 review)
The price is ¥15,983
¥90,579 total
includes taxes & fees
Sep 30 - Oct 1
Pink Mango Cottage steps from the beach

6. Blue Dolphin Cottage steps from the beach

Blue Dolphin Cottage steps from the beach
Siesta Key Village
The price is ¥14,260
¥88,378 total
includes taxes & fees
Sep 24 - Sep 25
Blue Dolphin Cottage steps from the beach

7. Coastal Studio, Walk to St Armand's or Lido Beach

Coastal Studio, Walk to St Armand's or Lido Beach
Lido Key
The price is ¥15,531
¥52,495 total
includes taxes & fees
Sep 21 - Sep 22
Coastal Studio, Walk to St Armand's or Lido Beach

8. Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.

Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.
Desoto Lakes
The price is ¥14,119
¥37,604 total
includes taxes & fees
Sep 21 - Sep 22
Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.

9. Cozy Lido Studio by Beach & St Armand's

Cozy Lido Studio by Beach & St Armand's
Lido Key
The price is ¥14,668
¥51,521 total
includes taxes & fees
Sep 23 - Sep 24
Cozy Lido Studio by Beach & St Armand's

10. 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, (191 reviews)
"Right across the beach Less then 5 minutes Good space - rooms nice ad clean "
United States
ASHISH
The price is ¥32,294
¥62,471 total
includes taxes & fees
Sep 21 - Sep 22
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

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

Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
Sarasota
8.4 out of 10, Very good, (10 reviews)
"The house was truly lovely, and the hosts were exceptionally caring, kind, and attentive in their communication. It was wonderful to be so close to the beach, with stores conveniently nearby, making the stay feel comfortable and welcoming."
United States
Kandra R.
The price is ¥37,494
¥72,685 total
includes taxes & fees
Sep 21 - Sep 22
Escape near Siesta Key with Hot Tub, BBQ, and Fire pit

12. Casey Key Beachfront Escape: Charming 1BR Cottage

Casey Key Beachfront Escape: Charming 1BR Cottage
Casey Key
9.4 out of 10, Exceptional, (132 reviews)
"A beautiful location and super comfortable!"
United States
K B.
The price is ¥38,906
¥81,992 total
includes taxes & fees
Sep 26 - Sep 27
Casey Key Beachfront Escape: Charming 1BR Cottage

13. Charming cottage for 2 across warm mineral springs park

Charming cottage for 2 across warm mineral springs park
Warm Mineral Springs
9.0 out of 10, Wonderful, (29 reviews)
"We were enjoying our stay."
United States
Inna K.
The price is ¥7,060
¥21,752 total
includes taxes & fees
Oct 1 - Oct 2
Charming cottage for 2 across warm mineral springs park

14. The "Grouper"

The "Grouper"
Sunny Shores
9.6 out of 10, Exceptional, (75 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is ¥15,531
¥32,469 total
includes taxes & fees
Sep 26 - Sep 27
The "Grouper"

15. Cozy Private Cottage, Minutes to Anna Maria Island

Cozy Private Cottage, Minutes to Anna Maria Island
Bradenton
10.0 out of 10, Exceptional, (12 reviews)
"Very nice location. "
United States
Daniel o.
The price is ¥9,883
¥36,997 total
includes taxes & fees
Sep 21 - Sep 22
Cozy Private Cottage, Minutes to Anna Maria Island

16. Real Florida Up Close! Family-friendly, Pet-friendly with private pool

Real Florida Up Close! Family-friendly, Pet-friendly with private pool
Sarasota
The price is ¥28,552
¥48,336 total
includes taxes & fees
Sep 21 - Sep 22
Real Florida Up Close! Family-friendly, Pet-friendly with private pool

17. Home < 1-mi Walk to Warm Mineral Springs Park!

Home < 1-mi Walk to Warm Mineral Springs Park!
3.0 star property
North Port
The price is ¥23,532
¥69,964 total
includes taxes & fees
Sep 21 - Sep 22
Home < 1-mi Walk to Warm Mineral Springs Park!

18. Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
The price is ¥59,771
¥108,935 total
includes taxes & fees
Sep 30 - Oct 1
Siesta Heron 6 / Sunset

19. Lido Key Casita w Pool Steps to the Beach

Lido Key Casita w Pool Steps to the Beach
Lido Key
The price is ¥14,668
¥53,089 total
includes taxes & fees
Sep 24 - Sep 25
Lido Key Casita w Pool Steps to the Beach

20. 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, (16 reviews)
"Very clean house, nice place to stay"
United States
Linda G.
The price is ¥12,237
¥39,023 total
includes taxes & fees
Oct 17 - Oct 18
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
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

Find out more about Legacy Trail

Legacy Trail Cottages information

Number of reviews
342
Accommodation
0 Cottages
Lowest Price
¥21,752
Highest Price
¥108,935

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