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Featured Condo Rentals in Legacy Trail and around

Captiva Beach Resort
3.0 star property
9.0 out of 10, Wonderful, (1153)
"Very good stay, clean, safe, and steps from the beach"
United States
Brandon
Captiva Beach Resort
Chadwick Cove Resort & Marina
4.0 star property
10.0 out of 10, Exceptional, (14)
"Nic place to stay and enjoy the area"
United States
isabel
The price is €472
includes taxes & fees
11 Nov - 12 Nov
Chadwick Cove Resort & Marina
Alamanda Villas
3.5 star property
10.0 out of 10, Exceptional, (2)
"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 €398
includes taxes & fees
9 Nov - 10 Nov
Alamanda Villas
3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf
9.4 out of 10, Exceptional, (64)
"We thoroughly enjoyed our stay. Nice, spacious condo on the beach. Loved the balcony that overlooks the gulf. Perfectly located and within walking distance to restaurants and shops. We definitely will be booking another stay."
United States
Robin T.
The price is €336
includes taxes & fees
8 Nov - 9 Nov
3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf
Casa Azul 2Bed/1Bath
9.6 out of 10, Exceptional, (68)
"It was a nice quiet, secluded area with extra amenities. Liked how it had coffee, seasoning and more. Perfect weekend!"
United States
Michele P.
Casa Azul 2Bed/1Bath
3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf
9.2 out of 10, Wonderful, (56)
"To relax and enjoy family"
United States
Anne B.
The price is €365
includes taxes & fees
8 Nov - 9 Nov
3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf
Bayfront Condo Walkable to Everything. Unit 3
9.6 out of 10, Exceptional, (21)
"Stayed here many times. After major hurricane damage Erin is taking the opportunity to completely renovate the entire property.The condos are done and beautiful inside.Very well equipped and nicely decorated.Jim the manager is there for any issues and great to work with.When the property is completed this will be one of the nicest places to stay on the key"
United States
kim s.
The price is €415
includes taxes & fees
6 Dec - 7 Dec
Bayfront Condo Walkable to Everything. Unit 3
Beach Condo with Pool Near Holmes Beach
9.2 out of 10, Wonderful, (31)
"This was such a great location! We could, and did, walk everywhere. Our unit was next to the pool so we could hear some activity outside. The unit needs a bit of TLC, but worked well for us."
United States
Eileen K.
The price is €333
includes taxes & fees
11 Nov - 12 Nov
Beach Condo with Pool Near Holmes Beach
Lavish Waterfront Condo! Heated Pools~Lanai~WiFi. By IMG~Beaches~AMI~Restaurants
10.0 out of 10, Exceptional, (117)
"The condo was beautiful and very spacious. Nice area and very close to the places we wanted to go."
United States
Brenda S.
The price is €301
includes taxes & fees
8 Dec - 9 Dec
Lavish Waterfront Condo! Heated Pools~Lanai~WiFi. By IMG~Beaches~AMI~Restaurants
Sapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!
9.8 out of 10, Exceptional, (55)
"The place was very clean, the hosts very helpful. The apt where we stayed feels private, even though it is connected to the house in front. We felt safe there and it is close to all the places we needed to go to."
United States
victor k.
Sapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!
*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!"
United States
Cassandra
The price is €323
includes taxes & fees
10 Nov - 11 Nov
*Charming 2bed 2 bath 6 mins from IMG*
Sunset and beach view from your balcony Unit 403
9.8 out of 10, Exceptional, (107)
"Great location and clean."
United States
Marie M.
The price is €368
includes taxes & fees
22 Nov - 23 Nov
Sunset and beach view from your balcony Unit 403
Renovated Jamaica Royale Condo: Private Beach Access, Modern Comforts, and Steps to the Pool!
9.4 out of 10, Exceptional, (25)
"Made our trip easy! Clean and relaxing. Good time!"
United States
Samantha Y.
Renovated Jamaica Royale Condo: Private Beach Access, Modern Comforts, and Steps to the Pool!
1BR Beach Getaway – Silver Sands #254 by RVA
9.2 out of 10, Wonderful, (90)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We took our grandkids to Silver Sands we had a wonderful time very nice place clean we had a room with view of pool and beach. We hope to return next year."
United States
Valerie A.
The price is €329
includes taxes & fees
10 Nov - 11 Nov
1BR Beach Getaway – Silver Sands #254 by RVA
Beautiful 2BR Condo! Heated Pools~WiFi. By IMG Academy~Beaches~AMI~Restaurants.
9.8 out of 10, Exceptional, (145)
"The location is great with stores very close, very close to IMG academy and for beaches.It had everything we needed for a short stay. There could be some improvements made but for the length of time we stayed it was okay. "
United States
Salisha H.
The price is €261
includes taxes & fees
10 Nov - 11 Nov
Beautiful 2BR Condo! Heated Pools~WiFi. By IMG Academy~Beaches~AMI~Restaurants.
Direct Oceanview on LBK!
10.0 out of 10, Exceptional, (115)
"Room was perfect for our husband and I. All the things we needed for our short stay. Beach and pool great. Heidi was great!"
United States
Sarah H.
The price is €375
includes taxes & fees
8 Nov - 9 Nov
Direct Oceanview on LBK!
Large Studio on Gulf! Cabana Beach Club #5B Longboat Key-Steps to Sand by RVA
8.2 out of 10, Very good, (72)
"Wonderful spot. Highly recommend. "
United States
Regina T.
The price is €278
includes taxes & fees
9 Nov - 10 Nov
Large Studio on Gulf! Cabana Beach Club #5B Longboat Key-Steps to Sand by RVA
Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches
9.8 out of 10, Exceptional, (59)
"clean, close to IMGcomfortable bedding- highly recommend"
United States
anjeanette b.
The price is €361
includes taxes & fees
6 Dec - 7 Dec
Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches
Beautifully furnished condo
9.8 out of 10, Exceptional, (144)
"The condo was great and very clean. "
United States
Allison G.
Beautifully furnished condo
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 €251
includes taxes & fees
20 Nov - 21 Nov
POOL VIEW Walk to beach King bed Heated pool DAILY WEEKLY SPECIALS villa 3
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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