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Our top choices for Legacy Trail condo rentals

2/2 Spacious Unit

2/2 Spacious Unit
Port Charlotte
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 €246
includes taxes & fees
1 Jan - 2 Jan 2026
2/2 Spacious Unit

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (14)
"Great place and location "
United States
Cathy
The price is €483
includes taxes & fees
4 Jan - 5 Jan 2026
Chadwick Cove Resort & Marina

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (580)
"Great location, recent updates"
United States
Michael
A Beach Retreat

Alamanda Villas

Alamanda Villas
3.5 star property
Holmes Beach
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 €390
includes taxes & fees
4 Jan - 5 Jan 2026
Alamanda Villas

Lovely Waterfront Condo: Two Pools~Private Lanai~Fast WiFi! Near IMG~AMI~Beaches

Lovely Waterfront Condo: Two Pools~Private Lanai~Fast WiFi! Near IMG~AMI~Beaches
Bradenton
10.0 out of 10, Exceptional, (119)
"We enjoyed our stay. Host is nice and respond quickly. "
Canada
Sonia S.
The price is €290
includes taxes & fees
3 Jan - 4 Jan 2026
Lovely Waterfront Condo: Two Pools~Private Lanai~Fast WiFi! Near IMG~AMI~Beaches

Casa Azul 2Bed/1Bath

Casa Azul 2Bed/1Bath
Bayou Oaks
9.6 out of 10, Exceptional, (69)
"Perfect accomodarions. "
United States
Anonymous traveller
The price is €170
includes taxes & fees
6 Jan - 7 Jan 2026
Casa Azul 2Bed/1Bath

Beachfront Studio – Cabana #5B by RVA

Beachfront Studio – Cabana #5B by RVA
Longboat Key
8.2 out of 10, Very good, (73)
"Wonderful spot. Highly recommend. "
United States
Regina T.
The price is €246
includes taxes & fees
9 Jan - 10 Jan 2026
Beachfront Studio – Cabana #5B by RVA

Beautiful 2BR Condo: Heated Pools~Fast WiFi. Near IMG~Beaches~AMI~Restaurants.

Beautiful 2BR Condo: Heated Pools~Fast WiFi. Near IMG~Beaches~AMI~Restaurants.
Bradenton
9.8 out of 10, Exceptional, (149)
"Great location, clean, everything we needed for a low key beach vacation!"
United States
Stephanie H.
Beautiful 2BR Condo: Heated Pools~Fast WiFi. Near IMG~Beaches~AMI~Restaurants.

Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock

Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock
Manasota Key
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 €324
includes taxes & fees
14 Jan - 15 Jan 2026
Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock

Newly Renovated Jamaica Royale Unit, Heated Pools

Newly Renovated Jamaica Royale Unit, Heated Pools
Sarasota
9.4 out of 10, Exceptional, (30)
"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 €493
includes taxes & fees
3 Jan - 4 Jan 2026
Newly Renovated Jamaica Royale Unit, Heated Pools

The Sapphire Suite 1Bed/1Bath

The Sapphire Suite 1Bed/1Bath
Indian Beach Sapphire Shores
9.8 out of 10, Exceptional, (88)
"We loved our stay here, it was a perfect location with lots to do within even walking distance! "
United States
Austin S.
The price is €126
includes taxes & fees
6 Jan - 7 Jan 2026
The Sapphire Suite 1Bed/1Bath

Waterfront Unit, Heated Pool, 70" TV, Tiki Bar & Grill, On The Marina!

Waterfront Unit, Heated Pool, 70" TV, Tiki Bar & Grill, On The Marina!
Whitfield Estates
9.2 out of 10, Wonderful, (49)
"Great place and great location! We really enjoyed our stay!"
United States
Meghan I.
The price is €166
includes taxes & fees
27 Dec - 28 Dec
Waterfront Unit, Heated Pool, 70" TV, Tiki Bar & Grill, On The Marina!

Charming Longboat Key Bungalow with beach access minutes away…

Charming Longboat Key Bungalow with beach access minutes away…
2.0 star property
Longboat Key
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 €391
includes taxes & fees
30 Dec - 31 Dec
Charming Longboat Key Bungalow with beach access minutes away…

Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
9.2 out of 10, Wonderful, (71)
"Great location "
United Kingdom
Lawrence M.
The price is €304
includes taxes & fees
29 Dec - 30 Dec
Relax at Gulf – Silver Sands Resort #232, Longboat

Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches

Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches
Bradenton
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 €343
includes taxes & fees
18 Jan - 19 Jan 2026
Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches

Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key

Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key
Siesta Key
9.0 out of 10, Wonderful, (40)
"Perfect location for a winter getaway. Can walk or bike to Turtle Beach or Crescent Beach. The place was clean and modern with excellent wifi and all the beach items we needed (chairs, towels, umbrella). "
United States
Pamela T.
The price is €347
includes taxes & fees
13 Jan - 14 Jan 2026
Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key

POOL VIEW Walk to beach King bed Heated pool DAILY WEEKLY SPECIALS villa 3

POOL VIEW Walk to beach King bed Heated pool DAILY WEEKLY SPECIALS villa 3
Sarasota
9.6 out of 10, Exceptional, (44)
"The location of the property could not have been better. A very short walk to the quietest beach on Siesta Key. The manager was very attentive when we called with a minor issue and had it resolved quickly. The property could use a pretty thorough cleaning of the baseboards and other nooks and crannies but overall it was pretty clean. We would stay again."
United States
Mel S.
The price is €211
includes taxes & fees
28 Dec - 29 Dec
POOL VIEW Walk to beach King bed Heated pool DAILY WEEKLY SPECIALS villa 3

*Charming 2bed 2 bath 6 mins from IMG*

*Charming 2bed 2 bath 6 mins from IMG*
South Bradenton
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 €382
includes taxes & fees
30 Dec - 31 Dec
*Charming 2bed 2 bath 6 mins from IMG*

Sunset and Beach view unit 402

Sunset and Beach view unit 402
Longboat Key
9.8 out of 10, Exceptional, (14)
"Accommodation were outstanding with beautiful views of the gulf!"
United States
Mike C.
The price is €449
includes taxes & fees
19 Jan - 20 Jan 2026
Sunset and Beach view unit 402

Beautifully furnished condo

Beautifully furnished condo
Bradenton
9.8 out of 10, Exceptional, (149)
"Beautiful property and quiet. "
United States
Sandy K.
The price is €244
includes taxes & fees
5 Jan - 6 Jan 2026
Beautifully furnished condo
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
1,488
Accommodation
420 Condo Rentals
Lowest Price
€126
Highest Price
€493

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