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Our top choices for Legacy Trail holiday rentals

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,250 reviews)
"Wonderful stay!"
United States
Victoria
The price is ₹16,924
₹21,179 total
includes taxes & fees
22 Jan - 23 Jan
Tropical Beach Resorts

The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
South Village
9.6 out of 10, Exceptional, (308 reviews)
"The rooms were perfect, and the staff was great. The location was perfect and peaceful"
United States
Marybeth
The price is ₹30,027
₹38,554 total
includes taxes & fees
28 Jan - 29 Jan
The Residences at Siesta Key Beach by Hyatt Vacation Club

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,190 reviews)
"Excellent place and location, "
United States
Richard
The price is ₹18,337
₹22,261 total
includes taxes & fees
22 Jan - 23 Jan
Captiva Beach Resort

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (252 reviews)
"Great place! "
United States
Michelle
The price is ₹18,076
₹20,426 total
includes taxes & fees
29 Jan - 30 Jan
Kon Tiki Inn

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.2 out of 10, Wonderful, (347 reviews)
"Great place…"
United States
Debra
The price is ₹49,030
₹62,052 total
includes taxes & fees
13 Feb - 14 Feb
Pelican Post at Anna Maria Island Inn

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,238 reviews)
"Nice pool very spacious room"
United States
John W
The price is ₹19,809
₹22,385 total
includes taxes & fees
1 Feb - 2 Feb
Hibiscus Suites - Gateway to Siesta Key

Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn
3.0 star property
Holmes Beach
8.6 out of 10, Excellent, (417 reviews)
"Location was perfect and room did the job nicely for our stay."
United States
Marcellena
The price is ₹32,077
₹40,596 total
includes taxes & fees
16 Feb - 17 Feb
Haley's at The Anna Maria Island Inn

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (586 reviews)
"Room was nice & staff was friendly. "
United States
Paula
A Beach Retreat

Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very good, (348 reviews)
"Clean room, easy check in, beach nearby 15 minute walk, Florida Fun Rides scooter rental place nearby"
United States
Justice
The price is ₹9,007
₹21,231 total
includes taxes & fees
25 Jan - 26 Jan
Tiny House Siesta

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (193 reviews)
"Great place to stay! "
United States
Carlos
The price is ₹21,156
₹28,944 total
includes taxes & fees
22 Jan - 23 Jan
The Inn On Siesta Key

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (775 reviews)
"Staff was great, room very nice"
United States
LeeAnn
The price is ₹23,253
₹26,276 total
includes taxes & fees
25 Jan - 26 Jan
Bridgewalk Resort

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.0 out of 10, Wonderful, (68 reviews)
"Very great stay will stay again "
United States
Joseph
The price is ₹58,897
₹74,539 total
includes taxes & fees
16 Feb - 17 Feb
Seabreeze at Anna Maria Island Inn

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.6 out of 10, Excellent, (38 reviews)
"It was perfect for my family of 4 for our beach vacation!!"
United States
Jesse
The price is ₹15,285
₹35,571 total
includes taxes & fees
22 Jan - 23 Jan
Siesta Heron Suites & Villas

Casey Key Resort - Gulf Shores

Casey Key Resort - Gulf Shores
3.0 star property
Casey Key
8.4 out of 10, Very good, (267 reviews)
"Very helpful and nice staff. Lovely room, great location. Adorable cottage"
United States
Hilary
Casey Key Resort - Gulf Shores

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (87 reviews)
"Very clean very quiet and a great location to the beach."
United States
Dave
The price is ₹30,820
₹34,827 total
includes taxes & fees
26 Jan - 27 Jan
SeaSpray Resort

Palm Tree Villas

Palm Tree Villas
3.0 star property
Holmes Beach
9.2 out of 10, Wonderful, (172 reviews)
"We had a great stay! The property was located within a short walk to the beach. We will be back!"
United States
Anonymous traveller
Palm Tree Villas

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (15 reviews)
"Great place and location "
United States
Cathy
The price is ₹7,297
₹49,112 total
includes taxes & fees
27 Jan - 28 Jan
Chadwick Cove Resort & Marina

Siesta Sands Beach Resort Gulf View

Siesta Sands Beach Resort Gulf View
2.5 star property
South Village
10.0 out of 10, Exceptional, (1 review)
"Loved to property! Clean and accommodating. Had a beautiful ocean view and could walk right out to the beach. Pool area was clean."
United States
Jessica
The price is ₹28,543
₹65,482 total
includes taxes & fees
23 Jan - 24 Jan
Siesta Sands Beach Resort Gulf View

Alamanda Villas

Alamanda Villas
3.5 star property
Holmes Beach
9.6 out of 10, Exceptional, (5 reviews)
"I loved the location, for a couple the place is wonderful, I would only request, 2 nice beach chairs and an umbrella. Great communication, clean, we will come back for sure. "
United States
Lourdes
The price is ₹20,820
₹41,809 total
includes taxes & fees
28 Jan - 29 Jan
Alamanda Villas

3 Mi to Downtown Bradenton: Family Home w/ Yard!

3 Mi to Downtown Bradenton: Family Home w/ Yard!
3.0 star property
Bradenton
The price is ₹10,455
₹43,850 total
includes taxes & fees
8 Feb - 9 Feb
3 Mi to Downtown Bradenton: Family Home w/ Yard!
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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Holiday Rentals in Legacy Trail

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