Legacy Trail Vacation Rentals

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Check prices for these dates

Tonight
Jan 12 - Jan 13
Tomorrow
Jan 13 - Jan 14
This weekend
Jan 16 - Jan 18
Next weekend
Jan 23 - Jan 25

Our top choices for Legacy Trail vacation rentals

Property grounds
Tropical Beach Resorts

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,221 reviews)
"Great place to stay. Very nice getaway. "
United States
Joyeeta
The price is ￥22,680
￥29,197 total
includes taxes & fees
Jan 15 - Jan 16
Tropical Beach Resorts
Property grounds
The Residences at Siesta Key Beach by Hyatt Vacation Club

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, (306 reviews)
"The rooms were perfect, and the staff was great. The location was perfect and peaceful"
United States
Marybeth
The price is ￥53,600
￥68,597 total
includes taxes & fees
Jan 19 - Jan 20
The Residences at Siesta Key Beach by Hyatt Vacation Club
Exterior
Pelican Post at Anna Maria Island 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, (337 reviews)
"Amazing location! Clean and well kept! Adding a microwave and black out curtains would be a bonus because the room isnt dark at night due to the spot light above the door! "
United States
Bernadette
Pelican Post at Anna Maria Island Inn
Front of property - evening/night
Captiva Beach Resort

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,188 reviews)
"Excellent place and location, "
United States
Richard
The price is ￥31,845
￥38,662 total
includes taxes & fees
Jan 13 - Jan 14
Captiva Beach Resort
Terrace/patio
Kon Tiki Inn

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (250 reviews)
"Great place! "
United States
Michelle
The price is ￥31,392
￥35,472 total
includes taxes & fees
Jan 20 - Jan 21
Kon Tiki Inn
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,230 reviews)
"Very nice place !"
United States
Ivette
The price is ￥39,518
￥44,655 total
includes taxes & fees
Feb 1 - Feb 2
Hibiscus Suites - Gateway to Siesta Key
2 restaurants, lunch, dinner served; seafood
Bridgewalk Resort

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (772 reviews)
"Staff was great, room very nice"
United States
LeeAnn
The price is ￥37,219
￥42,057 total
includes taxes & fees
Jan 25 - Jan 26
Bridgewalk Resort
Beach nearby, white sand, sun loungers, beach towels
Haley's at The Anna Maria Island Inn

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, (412 reviews)
"Location was perfect and room did the job nicely for our stay."
United States
Marcellena
Haley's at The Anna Maria Island Inn
Beachside One Bedroom Suite | Premium bedding, pillowtop beds, individually decorated
A Beach Retreat

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (584 reviews)
"Room was nice & staff was friendly. "
United States
Paula
A Beach Retreat
Interior
Charming cottage for 2 across warm mineral springs park

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, (10 reviews)
"Property was perfect for the price."
United States
William M.
The price is ￥11,052
￥26,352 total
includes taxes & fees
Jan 16 - Jan 17
Charming cottage for 2 across warm mineral springs park
Cabin (Tiny House - The Siesta) | Living area | Flat-screen TV, Netflix, streaming services
Tiny House Siesta

Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very Good, (346 reviews)
"Enjoyable stay. "
United States
Lori
The price is ￥15,789
￥37,025 total
includes taxes & fees
Jan 14 - Jan 15
Tiny House Siesta
House, Lakeside | Living area | 39-inch flat-screen TV with digital channels, TV, streaming services
Siesta Heron Suites & Villas

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.6 out of 10, Excellent, (38 reviews)
"Clean pool great apartment could use more seating in living room. Beach chairs was cool patio was awesome parking good water pressure great bed clean and comfy "
United States
jason
The price is ￥23,770
￥58,617 total
includes taxes & fees
Jan 14 - Jan 15
Siesta Heron Suites & Villas
Beach nearby, white sand, beach umbrellas, beach towels
Palm Tree Villas

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 traveler
Palm Tree Villas
1 bedroom, desk, iron/ironing board, WiFi
Riverside Oasis 1Bed/1Bath

Riverside Oasis 1Bed/1Bath

Riverside Oasis 1Bed/1Bath
Bayou Oaks
9.2 out of 10, Wonderful, (42 reviews)
"Excellent place to stay"
United States
garry s.
The price is ￥11,052
￥21,891 total
includes taxes & fees
Jan 21 - Jan 22
Riverside Oasis 1Bed/1Bath
Terrace/patio
Cozy Carriage house , NR beaches, walk to Main st.

Cozy Carriage house , NR beaches, walk to Main st.

Cozy Carriage house , NR beaches, walk to Main st.
2.0 star property
Bradenton
9.4 out of 10, Exceptional, (12 reviews)
"Nice little spot close to downtown Bradenton. "
United States
Matt
Cozy Carriage house , NR beaches, walk to Main st.
Fridge, microwave, oven, stovetop
[lounge like locals] walk to siesta beach +bikes

[lounge like locals] walk to siesta beach +bikes

[lounge like locals] walk to siesta beach +bikes
Siesta Key
9.8 out of 10, Exceptional, (27 reviews)
"The property was very clean and conveniently located ."
United States
David
The price is ￥10,733
￥43,252 total
includes taxes & fees
Jan 14 - Jan 15
[lounge like locals] walk to siesta beach +bikes
Property grounds
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
2.0 star property
Sabal Harbour
10.0 out of 10, Exceptional, (21 reviews)
"Everything was great!"
United States
Lisa and Colin M.
The price is ￥19,894
￥55,400 total
includes taxes & fees
Jan 15 - Jan 16
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
Property grounds
Stylish bayside condo with WiFi & pool - close to the beach & restaurants

Stylish bayside condo with WiFi & pool - close to the beach & restaurants

Stylish bayside condo with WiFi & pool - close to the beach & restaurants
Anna Maria
9.6 out of 10, Exceptional, (102 reviews)
"Perfect place to stay, loved it, walking distance to everything you need beach right across the street. Loved it."
United States
jason l.
The price is ￥8,684
￥42,537 total
includes taxes & fees
Jan 14 - Jan 15
Stylish bayside condo with WiFi & pool - close to the beach & restaurants
Terrace/patio
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet
Bradenton
9.4 out of 10, Exceptional, (67 reviews)
"Great place to stay!"
United States
Wendi B.
The price is ￥16,578
￥24,567 total
includes taxes & fees
Jan 13 - Jan 14
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet
On the beach
Oceanfront Oasis – Longboat Key 226 by RVA

Oceanfront Oasis – Longboat Key 226 by RVA

Oceanfront Oasis – Longboat Key 226 by RVA
Longboat Key
9.2 out of 10, Wonderful, (123 reviews)
"We had a beautiful trip, the Oceanfront Oais is phenomenal!"
United States
kata
The price is ￥31,262
￥61,444 total
includes taxes & fees
Jan 26 - Jan 27
Oceanfront Oasis – Longboat Key 226 by RVA
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

The Westin Sarasota

The Westin Sarasota

10/10 Excellent
"The hotel is wonderful. Check in was super easy The hotel is clean, workout room was nice and the rooftop pool-bar was great. "
Kim 3-night trip
Posted 11 hours ago
The Westin Sarasota

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