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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Legacy Trail condo rentals

Interior
2/2 Spacious Unit

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 HK$595
HK$2,198 total
includes taxes & fees
1 Jan - 2 Jan 2026
2/2 Spacious Unit
Property grounds
Chadwick Cove Resort & Marina

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 HK$778
HK$4,370 total
includes taxes & fees
5 Jan - 6 Jan 2026
Chadwick Cove Resort & Marina
On the beach, white sand
A Beach Retreat

Condo in Casey Key

A Beach Retreat
2.5 star property
9.2 out of 10, Wonderful, (580)
"Great location, recent updates"
United States
Michael
A Beach Retreat
Outdoor pool
Alamanda Villas

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 HK$1,638
HK$3,395 total
includes taxes & fees
4 Jan - 5 Jan 2026
Alamanda Villas
Beach
Lovely Waterfront Condo: Two Pools~Private Lanai~Fast WiFi! Near IMG~AMI~Beaches

Condo in Bradenton

Lovely Waterfront Condo: Two Pools~Private Lanai~Fast WiFi! Near IMG~AMI~Beaches
10.0 out of 10, Exceptional, (119)
"We enjoyed our stay. Host is nice and respond quickly. "
Canada
Sonia S.
The price is HK$1,015
HK$2,615 total
includes taxes & fees
3 Jan - 4 Jan 2026
Lovely Waterfront Condo: Two Pools~Private Lanai~Fast WiFi! Near IMG~AMI~Beaches
Terrace/patio
Casa Azul 2Bed/1Bath

Condo in Bayou Oaks

Casa Azul 2Bed/1Bath
9.6 out of 10, Exceptional, (69)
"Perfect accomodarions. "
United States
Anonymous traveller
The price is HK$700
HK$1,517 total
includes taxes & fees
6 Jan - 7 Jan 2026
Casa Azul 2Bed/1Bath
Dining
Beachfront Studio – Cabana #5B by RVA

Condo in Longboat Key

Beachfront Studio – Cabana #5B by RVA
8.2 out of 10, Very good, (73)
"Wonderful spot. Highly recommend. "
United States
Regina T.
The price is HK$1,058
HK$2,208 total
includes taxes & fees
9 Jan - 10 Jan 2026
Beachfront Studio – Cabana #5B by RVA
Beach
Beautiful 2BR Condo: Heated Pools~Fast WiFi. Near IMG~Beaches~AMI~Restaurants.

Condo in Bradenton

Beautiful 2BR Condo: Heated Pools~Fast WiFi. Near IMG~Beaches~AMI~Restaurants.
9.8 out of 10, Exceptional, (149)
"Great location, clean, everything we needed for a low key beach vacation!"
United States
Stephanie H.
The price is HK$661
HK$2,239 total
includes taxes & fees
29 Dec - 30 Dec
Beautiful 2BR Condo: Heated Pools~Fast WiFi. Near IMG~Beaches~AMI~Restaurants.
Property grounds
Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock

Condo in Manasota Key

Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock
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 HK$1,120
HK$2,904 total
includes taxes & fees
14 Jan - 15 Jan 2026
Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock
A heated pool
Newly Renovated Jamaica Royale Unit, Heated Pools

Condo in Sarasota

Newly Renovated Jamaica Royale Unit, Heated Pools
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 HK$1,505
HK$4,456 total
includes taxes & fees
3 Jan - 4 Jan 2026
Newly Renovated Jamaica Royale Unit, Heated Pools
Interior
The Sapphire Suite 1Bed/1Bath

Condo in Indian Beach Sapphire Shores

The Sapphire Suite 1Bed/1Bath
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 HK$583
HK$1,122 total
includes taxes & fees
6 Jan - 7 Jan 2026
The Sapphire Suite 1Bed/1Bath
Outdoor pool, a heated pool
Waterfront Unit, Heated Pool, 70" TV, Tiki Bar & Grill, On The Marina!

Condo in Whitfield Estates

Waterfront Unit, Heated Pool, 70" TV, Tiki Bar & Grill, On The Marina!
9.2 out of 10, Wonderful, (49)
"Great place and great location! We really enjoyed our stay!"
United States
Meghan I.
The price is HK$734
HK$1,574 total
includes taxes & fees
27 Dec - 28 Dec
Waterfront Unit, Heated Pool, 70" TV, Tiki Bar & Grill, On The Marina!
Sun-loungers
Charming Longboat Key Bungalow with beach access minutes away…

Condo in Longboat Key

Charming Longboat Key Bungalow with beach access minutes away…
2.0 star property
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 HK$1,386
HK$3,496 total
includes taxes & fees
30 Dec - 31 Dec
Charming Longboat Key Bungalow with beach access minutes away…
A heated pool
Relax at Gulf – Silver Sands Resort #232, Longboat

Condo in Longboat Key

Relax at Gulf – Silver Sands Resort #232, Longboat
9.2 out of 10, Wonderful, (71)
"Great location "
United Kingdom
Lawrence M.
The price is HK$1,306
HK$2,723 total
includes taxes & fees
29 Dec - 30 Dec
Relax at Gulf – Silver Sands Resort #232, Longboat
Exterior
Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches

Condo in Bradenton

Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches
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 HK$1,159
HK$3,075 total
includes taxes & fees
18 Jan - 19 Jan 2026
Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches
Property grounds
Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key

Condo in Siesta Key

Hidden Paradise on Lakefront Property Among Tropical Landscape on 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 HK$1,923
HK$3,112 total
includes taxes & fees
13 Jan - 14 Jan 2026
Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key
A heated pool
POOL VIEW Walk to beach King bed Heated pool DAILY WEEKLY SPECIALS villa 3

Condo in Sarasota

POOL VIEW Walk to beach King bed Heated pool DAILY WEEKLY SPECIALS villa 3
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 HK$770
HK$1,895 total
includes taxes & fees
28 Dec - 29 Dec
POOL VIEW Walk to beach King bed Heated pool DAILY WEEKLY SPECIALS villa 3
Beach nearby
*Charming 2bed 2 bath 6 mins from IMG*

Condo in South Bradenton

*Charming 2bed 2 bath 6 mins from IMG*
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 HK$1,384
HK$3,416 total
includes taxes & fees
30 Dec - 31 Dec
*Charming 2bed 2 bath 6 mins from IMG*
Beach nearby
Sunset and Beach view unit 402

Condo in Longboat Key

Sunset and Beach view unit 402
9.8 out of 10, Exceptional, (14)
"Accommodation were outstanding with beautiful views of the gulf!"
United States
Mike C.
The price is HK$2,138
HK$4,036 total
includes taxes & fees
19 Jan - 20 Jan 2026
Sunset and Beach view unit 402
Sun-loungers, beach towels
Beautifully furnished condo

Condo in Bradenton

Beautifully furnished condo
9.8 out of 10, Exceptional, (149)
"Beautiful property and quiet. "
United States
Sandy K.
The price is HK$868
HK$2,180 total
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

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

10/10 Excellent
"We checked in very late at night and the lady "
Emmeleen 1-night trip
Posted 2 days ago
Hibiscus Suites - Gateway to Siesta Key

Find out more about Legacy Trail

Legacy Trail Condo Rentals information

Number of reviews
1,486
Accommodation
420 Condo Rentals
Lowest Price
HK$1,122
Highest Price
HK$4,370

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