Legacy Trail Vacation Rentals

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Our top choices for Legacy Trail vacation rentals

Christian Retreat Conference Center

Christian Retreat Conference Center
3.0 star property
Bradenton
9.4 out of 10, Exceptional, (3 reviews)
"The room was very clean : My concert was that the door of my room did not close properly"
United States
Alma
The price is ¥17,931
¥20,263 total
includes taxes & fees
Mar 1 - Mar 2
Christian Retreat Conference Center

#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 ¥10,930
¥26,060 total
includes taxes & fees
Mar 1 - Mar 2
#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
9.0 out of 10, Wonderful, (14 reviews)
"Property was perfect for the price."
United States
William M.
The price is ¥10,149
¥25,177 total
includes taxes & fees
Mar 1 - Mar 2
Charming cottage for 2 across warm mineral springs park

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (48 reviews)
"We really enjoyed our stay here. So close to AMI "
United States
Taylor B.
The price is ¥15,431
¥32,884 total
includes taxes & fees
Mar 11 - Mar 12
The "Grouper"

Nestled in North Port. Updated 2 Bed / 1 Bath.

Nestled in North Port. Updated 2 Bed / 1 Bath.
North Port
10.0 out of 10, Exceptional, (17 reviews)
"Great place loved how clean and put together everything was would definitely stay here again"
United States
Jacob
The price is ¥19,572
¥41,410 total
includes taxes & fees
Mar 1 - Mar 2
Nestled in North Port. Updated 2 Bed / 1 Bath.

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, (70 reviews)
"Great place to stay!"
United States
Wendi B.
The price is ¥17,285
¥28,830 total
includes taxes & fees
Mar 20 - Mar 21
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet

LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!

LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!
Sunny Shores
9.4 out of 10, Exceptional, (35 reviews)
"Excellent for a family trip."
United States
RHEA
The price is ¥24,383
¥89,326 total
includes taxes & fees
Mar 9 - Mar 10
LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!

Beachfront Studio – Cabana #5B by RVA

Beachfront Studio – Cabana #5B by RVA
Longboat Key
8.2 out of 10, Very Good, (74 reviews)
"Very nice place, clean and quiet. Staff very accommodating and professional. Definitely 5 star. "
United States
K M.
The price is ¥23,536
¥47,682 total
includes taxes & fees
Mar 3 - Mar 4
Beachfront Studio – Cabana #5B by RVA

Riverside Oasis 1Bed/1Bath

Riverside Oasis 1Bed/1Bath
Bayou Oaks
9.2 out of 10, Wonderful, (45 reviews)
"Excellent place to stay"
United States
garry s.
The price is ¥13,249
¥24,253 total
includes taxes & fees
Mar 22 - Mar 23
Riverside Oasis 1Bed/1Bath

The Hideaways at Point Pleasant (Palm Side)

The Hideaways at Point Pleasant (Palm Side)
Bradenton
10.0 out of 10, Exceptional, (170 reviews)
"perfect location and size for what we were looking for"
United States
michael w.
The price is ¥20,083
¥40,494 total
includes taxes & fees
Mar 15 - Mar 16
The Hideaways at Point Pleasant (Palm Side)

Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very Good, (352 reviews)
"Clean room, easy check in, beach nearby 15 minute walk, Florida Fun Rides scooter rental place nearby"
United States
Justice
The price is ¥17,457
¥38,665 total
includes taxes & fees
Mar 1 - Mar 2
Tiny House Siesta

The Hideaways at Point Pleasant (Pine Side)

The Hideaways at Point Pleasant (Pine Side)
Bradenton
9.8 out of 10, Exceptional, (175 reviews)
"The property is nice and comfortably equipped. The location is very good."
United States
carlos b.
The price is ¥18,689
¥38,514 total
includes taxes & fees
Mar 11 - Mar 12
The Hideaways at Point Pleasant (Pine Side)

Ground Floor, Steps to Sand – Silver Sands #243A by RVA

Ground Floor, Steps to Sand – Silver Sands #243A by RVA
Longboat Key
8.6 out of 10, Excellent, (62 reviews)
"Super beautiful beach and heated pool. So nice. My room had zero view but it was fine. You are there for beach. Not the room. It was clean. Pool was so clear and warm! Coffee pot, refrig and micro all good. Bed was comfy. No sink in apt except bathroom sink. Awkward. But fine. Sunrise to sunset . "
United States
Pamela
The price is ¥24,472
¥51,759 total
includes taxes & fees
Mar 4 - Mar 5
Ground Floor, Steps to Sand – Silver Sands #243A by RVA

Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.

Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.
Longboat Key
7.8 out of 10, Good, (11 reviews)
"Amazing property with direct beach access. "
United States
maria m.
The price is ¥31,072
¥54,379 total
includes taxes & fees
Mar 3 - Mar 4
Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.

Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (92 reviews)
"Gorgeous location, the beach was exceptional and the area was quiet and felt secluded. The condo was a bit shabby but clean and had everything we needed. "
United States
Jessie
The price is ¥27,121
¥55,867 total
includes taxes & fees
Mar 11 - Mar 12
Oceanfront Bliss–Longboat Key Beach 106 by RVA

Updated bayside condo with heated pool - across the street from the beach

Updated bayside condo with heated pool - across the street from the beach
Anna Maria
9.2 out of 10, Wonderful, (101 reviews)
"Everything was great"
United States
lillybet h.
The price is ¥18,860
¥54,196 total
includes taxes & fees
Mar 26 - Mar 27
Updated bayside condo with heated pool - across the street from the beach

[escape to paradise] siesta key beach getaway

[escape to paradise] siesta key beach getaway
Siesta Key
9.8 out of 10, Exceptional, (27 reviews)
"Clean and comfortable. "
United States
Laney
The price is ¥28,144
¥64,940 total
includes taxes & fees
Mar 8 - Mar 9
[escape to paradise] siesta key beach getaway

Newly Renovated 1BR – Cabana Beach #5 RVA

Newly Renovated 1BR – Cabana Beach #5 RVA
Longboat Key
8.8 out of 10, Excellent, (74 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The condo was clean and had all that we needed for our two night stay. Loved it will be back again... just a little walk to the beach and some he pool was very nice as well."
United States
Nancy C.
The price is ¥27,901
¥56,955 total
includes taxes & fees
Mar 10 - Mar 11
Newly Renovated 1BR – Cabana Beach #5 RVA

Silver Sands Serenity – Unit 234 by RVA

Silver Sands Serenity – Unit 234 by RVA
Longboat Key
9.4 out of 10, Exceptional, (30 reviews)
" Great location, office staff are very pleasant, room was very spacious with everything you need"
United States
GLENNA M.
Silver Sands Serenity – Unit 234 by RVA

Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
9.2 out of 10, Wonderful, (73 reviews)
"Was good. Decent place to work remotely. Open to better rate in the future to stay for a month."
United States
Dan S.
The price is ¥34,291
¥65,856 total
includes taxes & fees
Mar 7 - Mar 8
Relax at Gulf – Silver Sands Resort #232, Longboat
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

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