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Condo Rentals in Legacy Trail

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1122)
"Everything was perfect with our stay. We will be back soon."
$184 nightly
The price is $204
Aug 10 - Aug 11
Total includes taxes and fees
Captiva Beach Resort

Venice Beach Villas

3.0 star property
9.4 out of 10, Exceptional, (426)
"Everything was great. Great people to work with."
Venice Beach Villas

Tradewinds Beach Resort

2.5 star property
9.2 out of 10, Wonderful, (382)
"Very cute place and easy to walk to beach "
Tradewinds Beach Resort

Anna Maria Sunsets - studio

9.2 out of 10, Wonderful, (231)
"Perfect retreat from the beach. Wonderful shower, all you need for a beach day staycation."
$208 nightly
The price is $232
Aug 17 - Aug 18
Total includes taxes and fees
Anna Maria Sunsets - studio

Beach front 2 bed-2 bath private balcony, modern with Gulf front views

8.8 out of 10, Excellent, (21)
"Great view and nice place for a short stay. "
$415 nightly
The price is $462
Aug 10 - Aug 11
Total includes taxes and fees
Beach front 2 bed-2 bath private balcony, modern with Gulf front views

Anna Maria Beach Condo 1/1

9.8 out of 10, Exceptional, (223)
"This is a great condo. Super clean, super spacious. Host was very responsive. It’s right across the street from the beach. I highly recommend and would stay again."
$294 nightly
The price is $327
Aug 14 - Aug 15
Total includes taxes and fees
Anna Maria Beach Condo 1/1

Take a Peek at a fabulous unit.

10.0 out of 10, Exceptional, (122)
"You can not get any closer to the beach than this. The view, the room and our property manager were all amazing. ZERO complaints. Can't wait to go back. "
Take a Peek at a fabulous unit.

DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN, COZY CONDO.

10.0 out of 10, Exceptional, (90)
"A beautiful view with amazing comfort in the condo! I can’t wait to come back!❤️😎"
DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN, COZY CONDO.

DIRECTLY ON PRIVATE BEACH! GULF VIEW CONDO! Amazing panoramic sunset views!

9.8 out of 10, Exceptional, (58)
"Really nice property. So glad it survived the hurricane. Can’t wait to stay there again. "
DIRECTLY ON PRIVATE BEACH! GULF VIEW CONDO! Amazing panoramic sunset views!

Anna Maria Sunsets - studio

9.2 out of 10, Wonderful, (213)
" Very clean great location and property owner very nice and understanding thank you for everything "
$224 nightly
The price is $250
Aug 10 - Aug 11
Total includes taxes and fees
Anna Maria Sunsets - studio

Anna Maria Island - 2/1

9.6 out of 10, Exceptional, (167)
"Property worked great for our family "
$289 nightly
The price is $321
Aug 10 - Aug 11
Total includes taxes and fees
Anna Maria Island - 2/1

Charming 1-bedroom, beachfront condo in marvelous Longboat Key

9.0 out of 10, Wonderful, (17)
"The property was great for our family, loved having a pool and beach access. Super simple especially with a toddler in tow."
$375 nightly
The price is $418
Aug 10 - Aug 11
Total includes taxes and fees
Charming 1-bedroom, beachfront condo in marvelous Longboat Key

1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets

9.6 out of 10, Exceptional, (157)
"We could not have been happier with this location and its proximity to the beach and the pools. It was also close to great restaurants by locals who proudly serve great food!! "
1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets

Oceanfront/Beachfront -Sarasota Surf Racquet - Y Building

9.8 out of 10, Exceptional, (259)
"Great location! Beautiful beach! "
Oceanfront/Beachfront -Sarasota Surf Racquet - Y Building

Beachfront Directly on Bradenton Beach

9.6 out of 10, Exceptional, (23)
"Very nice location to stay. Only issue we had was parking was very tight so prepare for that if you have a large suv or truck. "
$598 nightly
The price is $666
Aug 24 - Aug 25
Total includes taxes and fees
Beachfront Directly on Bradenton Beach

Prime Beachfront with Views, Views, Views!

9.6 out of 10, Exceptional, (82)
"The condo was clean, nicely decorated, spacious and very comfortable! It was steps from the beach and pool! The beach is absolutely beautiful! The pool was very nice! We would definitely stay here again! The beds are very comfortable and having two full bathrooms was so nice! We had a great week! "
Prime Beachfront with Views, Views, Views!

Island Time 504 Siesta Key Beach located Sarasota Surf & Racquet Club

9.8 out of 10, Exceptional, (28)
"It was a magical trip and we’ve already booked for next year!!!"
Island Time 504 Siesta Key Beach located Sarasota Surf & Racquet Club

Sand in Your Toes . . . Right Out Your Front Door!

9.4 out of 10, Exceptional, (113)
"Clean & comfortable with the beach just steps away!"
Sand in Your Toes . . . Right Out Your Front Door!

Charming 1-bedroom, beachfront condo in serene Longboat Key with WiFi, AC

6.6 out of 10, (7)
"Great location and beach access- pool is awesome! Unit doesn’t face the ocean, but it’s right there! Very low key- place is very clean. WiFi is spotty and would not be good if you are planning to work while staying- that is an island wide issue I believe- No stove, but has everything else a kitchen needs and a grill- we would come back! "
$416 nightly
The price is $463
Aug 11 - Aug 12
Total includes taxes and fees
Charming 1-bedroom, beachfront condo in serene Longboat Key with WiFi, AC

Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach

9.8 out of 10, Exceptional, (93)
"Lovely unit and the perfect location. Short walk to the beach and easy to get to the shopping/eating areas. "
$392 nightly
The price is $438
Sep 1 - Sep 2
Total includes taxes and fees
Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach
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