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Our top choices for Legacy Trail condo rentals
1. A Beach Retreat
A Beach RetreatCasey Key
9.2 out of 10, Wonderful, (700 reviews)
"Enjoyed our stay"
Robin
The price is AED 677
AED 765 total
includes taxes & fees
6 Dec - 7 Dec
2. Captiva Beach Resort
Captiva Beach ResortSouth Village
9.0 out of 10, Wonderful, (1,333 reviews)
"Great location that's very close to the beach, large and clean room with a kitchenette, and very helpful and friendly staff. Loved our stay here!"
Bob
The price is AED 565
AED 701 total
includes taxes & fees
12 Nov - 13 Nov
3. Ivory & Ocean •walk to Lido beach •private patio
Ivory & Ocean •walk to Lido beach •private patioLido Key
10.0 out of 10, Exceptional, (7 reviews)
"The room was clean and nice for 2 people. Close to the beach, great location."
Kathy P.
The price is AED 275
AED 848 total
includes taxes & fees
15 Nov - 16 Nov
4. Canalfront Siesta key entire King suite
Canalfront Siesta key entire King suiteBay Isle
10.0 out of 10, Exceptional, (14 reviews)
"Great location, spacious parking, clean."
Norma C.
5. Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily RentalsSouth Village
9.6 out of 10, Exceptional, (49 reviews)
"We enjoyed our stay alot of stores n restaurants nearby, don’t need to use the car. "
maureen p.
6. Bright & Beachy–Beach Club Siesta Key 100A by RVA
Bright & Beachy–Beach Club Siesta Key 100A by RVASouth Village
9.0 out of 10, Wonderful, (119 reviews)
"The pool and proximity to the beach are great "
Evan C.
The price is AED 500
AED 1,089 total
includes taxes & fees
12 Nov - 13 Nov
7. Beautiful Resort Condo Near Anna Maria Island & IMG with Heated Pools & Hot Tubs
Beautiful Resort Condo Near Anna Maria Island & IMG with Heated Pools & Hot TubsBradenton
9.8 out of 10, Exceptional, (163 reviews)
"Perfect location and comfortable property. Closely located to IMG, grocery store and fitness center. Great location for walking and jogging. Pools and hot tubs are wonderful."
Sharele T.
The price is AED 362
AED 1,080 total
includes taxes & fees
14 Nov - 15 Nov
8. Modern Lakefront Condo Near Anna Maria Island & IMG with Heated Pools & Hot Tubs
Modern Lakefront Condo Near Anna Maria Island & IMG with Heated Pools & Hot TubsBradenton
9.8 out of 10, Exceptional, (210 reviews)
"Very clean and peaceful. Definitely will stay again"
Yolanda E.
The price is AED 359
AED 1,076 total
includes taxes & fees
14 Nov - 15 Nov
9. Heart of Village: Dog-Friendly w/ Pool & Parking
Heart of Village: Dog-Friendly w/ Pool & ParkingSiesta Key Village
9.2 out of 10, Wonderful, (17 reviews)
"Love the place. Perfect location. Close to village, close to beach. Highly suggest and will definitely be back in the future. Host was very friendly and accommodating."
Jeffrey B.
10. Oceanfront Oasis – Longboat Key 226 by RVA
Oceanfront Oasis – Longboat Key 226 by RVALongboat Key
9.2 out of 10, Wonderful, (141 reviews)
"The ocean view was great. The room was very clean and we enjoyed the stay."
Sherri G.
The price is AED 534
AED 1,094 total
includes taxes & fees
19 Nov - 20 Nov
11. Chadwick Cove Resort & Marina
Chadwick Cove Resort & MarinaManasota Key
8.8 out of 10, Excellent, (31 reviews)
"Without a doubt, the best place—very spacious and in an excellent location. You have the beach right out front, and Gasparilla Beach—which is very beautiful—is just 25 minutes away.
Communication with the owner was excellent, the sunsets were fantastic, and the terrace overlooking the bay—with the breeze blowing—was a delight. We will definitely be back!"
Niovys
The price is AED 531
AED 2,248 total
includes taxes & fees
17 Nov - 18 Nov
12. 2BR Beach & Trolley–Beach Club Siesta 204B by RVA
2BR Beach & Trolley–Beach Club Siesta 204B by RVASouth Village
8.6 out of 10, Excellent, (48 reviews)
"Excellent"
Yamila
13. Sleek Remodeled 2BR/2BA Condo with Designer Master Suite & Open Layout
Sleek Remodeled 2BR/2BA Condo with Designer Master Suite & Open LayoutBradenton
10.0 out of 10, Exceptional, (13 reviews)
"Just as advertised with good location and service!"
TOM
The price is AED 423
AED 1,022 total
includes taxes & fees
15 Nov - 16 Nov
14. Beautifully furnished Condo
Beautifully furnished CondoBradenton
9.8 out of 10, Exceptional, (170 reviews)
"Great condo with plenty of room! Pool was nice after a long day at the beach…bonus points for having beach chairs and a small umbrella for our beach set up!"
skye T.
15. Bright Lakeview Condo with Heated Pools & Hot Tubs Near Anna Maria Island & IMG
Bright Lakeview Condo with Heated Pools & Hot Tubs Near Anna Maria Island & IMGBradenton
10.0 out of 10, Exceptional, (132 reviews)
"It was a perfect location, looked exactly like the pictures and the host did everything to make our stay great!"
Martha B.
16. Turtle Nest
Turtle NestSarasota
10.0 out of 10, Exceptional, (12 reviews)
"Great place- relaxed vibe"
zachary p.
17. Lakefront Resort Condo Near Anna Maria Island & IMG with Heated Pools & Hot Tubs
Lakefront Resort Condo Near Anna Maria Island & IMG with Heated Pools & Hot TubsBradenton
9.8 out of 10, Exceptional, (128 reviews)
"Overall great stay!"
Jane H.
18. Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental GetawaySiesta Key
9.2 out of 10, Wonderful, (145 reviews)
"We loved it!"
John S.
19. Bradenton condo short drive from GORGEOUS Anna Maria Island, near IMG
Bradenton condo short drive from GORGEOUS Anna Maria Island, near IMGBradenton
9.4 out of 10, Exceptional, (35 reviews)
"Our stay was great! "
Michelle H.
20. Gulfside Resort – Silver Sands #241A by RVA
Gulfside Resort – Silver Sands #241A by RVALongboat Key
8.4 out of 10, Very good, (51 reviews)
"Beach is beautiful, location is great. Room was clean. Rhe bed"
Kellie B.
The price is AED 503
AED 1,093 total
includes taxes & fees
13 Nov - 14 Nov
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.
Learn more about Legacy Trail
Venture to Siesta Key Beach and Lido Beach—just two of the popular sights around Legacy Trail, a city also known for its beaches and sports teams.
Top reviews in Legacy Trail
A Beach Retreat
A Beach RetreatCasey Key
10/10 Excellent
This hotel met ALL of our needs for a quiet, quaint and relaxing long weekend! We stayed on the beach side which is just a few steps away from the beach. Room was nice, hotel grounds were well kept, grilling area is nice to enjoy a meal with an ocean view!
Anonymous traveler
