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Our top choices for Legacy Trail condo rentals

Condo in South Village

Captiva Beach Resort
3.0 star property
9.0 out of 10, Wonderful, (1176)
"Clean room, snd friendly staff. Great location "
United States
Stephanie
Captiva Beach Resort

Condo in Port Charlotte

2/2 Spacious Unit
9.2 out of 10, Wonderful, (10)
"Great location close to everything.beautiful place well stocked nice host."
United States
Elisabeth B.
The price is ¥12,068
¥44,594 total
includes taxes & fees
Dec 23 - Dec 24
2/2 Spacious Unit

Condo in Manasota Key

Chadwick Cove Resort & Marina
4.0 star property
10.0 out of 10, Exceptional, (14)
"Great place and location "
United States
Cathy
The price is ¥19,326
¥92,632 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Chadwick Cove Resort & Marina

Condo in Holmes Beach

Alamanda Villas
3.5 star property
10.0 out of 10, Exceptional, (3)
"The location is wonderful for beach access,places to eat and grocery is block away. Small parking area if more than one couple stay. Had a great stay."
United States
Traci
The price is ¥33,235
¥68,870 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Alamanda Villas

Condo in Casey Key

A Beach Retreat
2.5 star property
9.2 out of 10, Wonderful, (577)
"Great location, recent updates"
United States
Michael
A Beach Retreat
10.0 out of 10, Exceptional, (119)
"We enjoyed our stay. Host is nice and respond quickly. "
Canada
Sonia S.
The price is ¥21,730
¥54,506 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Lovely Waterfront Condo: Two Pools~Private Lanai~Fast WiFi! Near IMG~AMI~Beaches

Condo in Longboat Key

Sunset and Beach view unit 402
9.8 out of 10, Exceptional, (14)
"Loved our stay. Margaret at the front desk was amazing. Hope to come back again soon. "
United States
slimetastic !.
The price is ¥22,085
¥57,184 total
includes taxes & fees
Dec 23 - Dec 24
Sunset and Beach view unit 402
9.8 out of 10, Exceptional, (60)
"It was clean, comfy and ideal locarion. Close to beaches AMI and the pool was great. "
United States
Marge G.
The price is ¥21,154
¥60,519 total
includes taxes & fees
Dec 22 - Dec 23
Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches

Condo in Bayou Oaks

Riverside Oasis 1Bed/1Bath
9.2 out of 10, Wonderful, (40)
"Excellent place to stay"
United States
garry s.
The price is ¥11,043
¥21,873 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Riverside Oasis 1Bed/1Bath
9.8 out of 10, Exceptional, (39)
"Perfect for 2 adults and 2 kids. The house was very clean and all the extras in the kitchen were nice. Also, beach essentials are onsite so no need to bring much. Found lots of sharks teeth too! "
United States
Koren L.
The price is ¥21,770
¥56,279 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock
9.4 out of 10, Exceptional, (29)
"The condo itself had everything we needed the covered out door balcony was perfect for relaxing with a drink before dinner with out having to be concerned with the sun or rain "
Canada
Joseph D C.
The price is ¥30,525
¥91,823 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Newly Renovated Jamaica Royale Unit, Heated Pools
9.8 out of 10, Exceptional, (148)
"Great location, clean, everything we needed for a low key beach vacation!"
United States
Stephanie H.
The price is ¥13,409
¥45,732 total
includes taxes & fees
Dec 29 - Dec 30
Beautiful 2BR Condo: Heated Pools~Fast WiFi. Near IMG~Beaches~AMI~Restaurants.
9.8 out of 10, Exceptional, (114)
"Enjoyed our stay, we will return for future fun in AMI"
United States
Karen J.
The price is ¥13,409
¥45,890 total
includes taxes & fees
Dec 22 - Dec 23
Superb Waterfront Condo: Heated Pools~Lanai~WiFi! By IMG~AMI~Beaches~Restaurants
8.8 out of 10, Excellent, (42)
"Enjoyed our stay"
United States
Susan C.
The price is ¥25,871
¥54,966 total
includes taxes & fees
Dec 24 - Dec 25
Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA

Condo in Bradenton

Beautifully furnished condo
9.8 out of 10, Exceptional, (148)
"Beautiful property and quiet. "
United States
Sandy K.
The price is ¥19,561
¥46,129 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Beautifully furnished condo
9.8 out of 10, Exceptional, (91)
"Excellent condo. Very clean and well equipped."
United Kingdom
john l.
Shorewalk Sunny Bella Rosa • 2BR Villa • 2 Pools & Hot Tubs • Near IMG / Beaches
9.6 out of 10, Exceptional, (21)
"Cool place. Everything just as mentioned. Kids had a blast at pool and place was super clean"
United States
Jason G.
The price is ¥20,350
¥59,324 total
includes taxes & fees
Dec 22 - Dec 23
*Charming 2bed 2 bath 6 mins from IMG*
9.8 out of 10, Exceptional, (101)
"Great location and the private beach was so nice! "
United States
Ashley N.
The price is ¥25,240
¥62,351 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach
9.4 out of 10, Exceptional, (12)
"Enjoyed our stay in this quiet little place with close access to restaurants and just a few minutes from Bradenton. Would come back!"
United States
Todd B.
The price is ¥28,111
¥70,929 total
includes taxes & fees
Dec 22 - Dec 23
Charming Longboat Key Bungalow with beach access minutes away…
9.6 out of 10, Exceptional, (21)
"Nice location, clean"
United States
Al H.
Bayfront Condo Walkable to Everything. Unit 3
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 Condo Rentals information

Number of reviews
2,731
Accommodation
426 Condo Rentals
Lowest Price
¥21,873
Highest Price
¥92,632

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