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Featured Condo Rentals in Legacy Trail

Our top choices for Legacy Trail condo rentals

Cozy Condo With Heated Pool

9.6 out of 10, Exceptional, (35)
"Property and condo owner good. Condo AC did not work when we arrived. Once we could finally reach owner they did a good job to promptly get an AC Tech to repair. Using the VRBO site was not very user friendly. Was hard to navigate VRBO web site and even when it did work. "
The price is AU$476
includes taxes & fees
23 Aug - 24 Aug
Cozy Condo With Heated Pool

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1123)
"Everything was great and a walking distance to the beach❤️❤️❤️❤️❤️. Everyone was very friendly and kind, thank you so much."
Captiva Beach Resort

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (11)
"Nic place to stay and enjoy the area"
The price is AU$845
includes taxes & fees
25 Aug - 26 Aug
Chadwick Cove Resort & Marina

Cozy beach house! Just steps away from the world-class Manasota beach

3.5 star property
9.8 out of 10, Exceptional, (6)
"Great place. "
The price is AU$682
includes taxes & fees
22 Aug - 23 Aug
Cozy beach house! Just steps away from the world-class Manasota beach

Oceanfront Bliss - The Beach on Longboat Key #106 Resort by RVA

8.8 out of 10, Excellent, (84)
"Gorgeous location, the beach was exceptional and the area was quiet and felt secluded. The condo was a bit shabby but clean and had everything we needed. "
The price is AU$500
includes taxes & fees
22 Aug - 23 Aug
Oceanfront Bliss - The Beach on Longboat Key #106 Resort by RVA

Anna Maria Sunsets - studio

9.0 out of 10, Wonderful, (217)
" Very clean great location and property owner very nice and understanding thank you for everything "
The price is AU$361
includes taxes & fees
22 Aug - 23 Aug
Anna Maria Sunsets - studio

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

9.8 out of 10, Exceptional, (95)
"Lovely unit and the perfect location. Short walk to the beach and easy to get to the shopping/eating areas. "
The price is AU$643
includes taxes & fees
22 Aug - 23 Aug
Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach

Lavish Waterfront Condo! Heated Pools~Lanai~WiFi. By IMG~Beaches~AMI~Restaurants

10.0 out of 10, Exceptional, (113)
"Great place to stay. Accomodations were very good."
The price is AU$475
includes taxes & fees
22 Aug - 23 Aug
Lavish Waterfront Condo! Heated Pools~Lanai~WiFi. By IMG~Beaches~AMI~Restaurants

*Charming 2bed 2 bath 6 mins from IMG*

9.6 out of 10, Exceptional, (21)
"Great place, spacious for 6 adults, clean, comfortable, organized with all the amenities one would need. Everything was simple from check in to check out. The queen-size air mattress fits seamlessly in the living room's common area and comes equipped with all necessary bedding to ensure a comfortable and restful experience.​ I would stay again!"
The price is AU$548
includes taxes & fees
22 Aug - 23 Aug
*Charming 2bed 2 bath 6 mins from IMG*

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

9.8 out of 10, Exceptional, (59)
"Perfect accommodation "
The price is AU$601
includes taxes & fees
23 Aug - 24 Aug
Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches

2nd Floor Retreat Overlooking the Pool & Gulf Silver Sands #251 Resort by RVA

8.6 out of 10, Excellent, (41)
"Beautiful place with a private beach and a really nice clean condo. Had everything we needed for a relaxing weekend. Will definitely come back! Thank you."
The price is AU$624
includes taxes & fees
22 Aug - 23 Aug
2nd Floor Retreat Overlooking the Pool & Gulf Silver Sands #251 Resort by RVA

Stylish bayside condo with WiFi & pool - close to the beach & restaurants

9.6 out of 10, Exceptional, (96)
"Great property ,,clean and well equipped steps to the beach "
The price is AU$410
includes taxes & fees
1 Sept - 2 Sept
Stylish bayside condo with WiFi & pool - close to the beach & restaurants

Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway

9.4 out of 10, Exceptional, (130)
"Loved how close it is to siesta key beach"
The price is AU$572
includes taxes & fees
11 Sept - 12 Sept
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway

Coastal Comfort – Walk to Beach | Beach Castle #26 by RVA

9.4 out of 10, Exceptional, (40)
"We had a great time and the place was beautiful "
The price is AU$593
includes taxes & fees
22 Aug - 23 Aug
Coastal Comfort – Walk to Beach | Beach Castle #26 by RVA

The Sapphire Suite 1Bed/1Bath

9.8 out of 10, Exceptional, (82)
"We loved our stay here, it was a perfect location with lots to do within even walking distance! "
The price is AU$227
includes taxes & fees
25 Aug - 26 Aug
The Sapphire Suite 1Bed/1Bath

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

9.2 out of 10, Wonderful, (49)
"We liked the room. It was clean and very reasonable for the price. The live music was done by 10pm and great view of the water. Definitely a nice little getaway. "
The price is AU$324
includes taxes & fees
22 Aug - 23 Aug
Waterfront Unit, Heated Pool, 70" TV, Tiki Bar & Grill, On The Marina!

Casa Azul 2Bed/1Bath

9.4 out of 10, Exceptional, (63)
"Very comfortable and perfect location to the airport! "
The price is AU$305
includes taxes & fees
25 Aug - 26 Aug
Casa Azul 2Bed/1Bath

Stay Steps from the Shore – Beach Club at Anna Maria Island #14 Resort by RVA

9.4 out of 10, Exceptional, (90)
"Love it"
The price is AU$632
includes taxes & fees
22 Aug - 23 Aug
Stay Steps from the Shore – Beach Club at Anna Maria Island #14 Resort by RVA

Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool

9.4 out of 10, Exceptional, (95)
"A very pleasant and comfortable experience in a beautiful location."
The price is AU$672
includes taxes & fees
22 Aug - 23 Aug
Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool

Best views of the beach from your balcony Unit 301

9.8 out of 10, Exceptional, (85)
"This condo is fantastic! The views are unbeatable. Great location for a family vacation. We would highly recommend it! "
The price is AU$592
includes taxes & fees
25 Aug - 26 Aug
Best views of the beach from your balcony Unit 301
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