Search Condos Rentals in Legacy Trail

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Browse Select Legacy Trail Condo Rentals

Cozy Condo With Heated Pool

9.8 out of 10, Exceptional, (31)
"Everything was so nice. From the pool to the beach to the boat we had a blast! Definitely will book here again next summer."
The price is CA $122
CA $409 total
includes taxes & fees
Jul 11 - Jul 12
Cozy Condo With Heated Pool

Bayfront Condo Walkable to Everything. Unit 2

9.6 out of 10, Exceptional, (48)
"The places was cute and clean and exactly as pictured. We will definitely stay again and look forward to a return "
The price is CA $306
CA $687 total
includes taxes & fees
Jul 8 - Jul 9
Bayfront Condo Walkable to Everything. Unit 2

Bayfront 3 Bedroom Condo Walkable to Beach. Unit 1

9.8 out of 10, Exceptional, (42)
"This property is in a great location on beautiful Manasota Key. Communication was easy. Check in and checkout was easy as well. Definitely recommend!!"
The price is CA $459
CA $1,095 total
includes taxes & fees
Jul 8 - Jul 9
Bayfront 3 Bedroom Condo Walkable to Beach. Unit 1

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (8)
"Wonderful place to stay, quiet, close to the beach and wonderful restaurants within walking distance! Highly recommend!!!"
The price is CA $95
CA $719 total
includes taxes & fees
Jul 8 - Jul 9
Chadwick Cove Resort & Marina

Beachfront Condo on Manasota Key

9.6 out of 10, Exceptional, (124)
"This condo was absolutely perfect! It’s extremely well-equipped and has everything you need for a comfortable stay. The location is unbeatable—right on the beach with a stunning Gulf view. The beach itself was quiet and peaceful, making it a great place to relax. The condo was spotless and well-maintained, and having Smart TVs in every bedroom was a nice touch. Plus, DoorDash, UberEats, and Instacart deliver right to the door, which was super convenient. Whether you’re looking for a romantic...
The price is CA $556
CA $1,131 total
includes taxes & fees
Jul 11 - Jul 12
Beachfront Condo on Manasota Key

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

3.5 star property
10.0 out of 10, Exceptional, (4)
"Great place. "
The price is CA $196
CA $634 total
includes taxes & fees
Jul 8 - Jul 9
Cozy beach house! Just steps away from the world-class Manasota beach

🏝Beachfront Condo Overlooking Gulf of Mexico🏝

10.0 out of 10, Exceptional, (19)
"We enjoyed our 2 week stay - right on the beach and they allowed dogs so really nice for us. "
The price is CA $272
CA $601 total
includes taxes & fees
Jul 8 - Jul 9
🏝Beachfront Condo Overlooking Gulf of Mexico🏝

🏝Beachfront Condo Overlooking Gulf of Mexico🏝

10.0 out of 10, Exceptional, (11)
"Had a wonderful time"
The price is CA $419
CA $810 total
includes taxes & fees
Jul 27 - Jul 28
🏝Beachfront Condo Overlooking Gulf of Mexico🏝

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). "
The price is CA $227
CA $481 total
includes taxes & fees
Jul 8 - Jul 9
Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key

Small and Quiet Lakefront Resort on Siesta Key W/ Heated Pool and Kayaks

9.0 out of 10, Wonderful, (42)
"Great location, we enjoyed our stay after a couple issues were resolved. In order to get hot water in one bathroom it must run 5 minutes or more. The pool was nice but we needed to skim the leaves out ourselves."
The price is CA $269
CA $631 total
includes taxes & fees
Jul 8 - Jul 9
Small and Quiet Lakefront Resort on Siesta Key W/ Heated Pool and Kayaks

Lulu's Cozy Beach Cottage #2 | 5 Min. Walk to Beach | Dog OK | Pool | $185 Free Activities Daily!

10.0 out of 10, Exceptional, (24)
"We had a great stay and appreciated the quick response for items needed for the unit. We were the first to stay after the renovation from the storm . Itrip very responsive to our needs ."
The price is CA $280
CA $856 total
includes taxes & fees
Jul 31 - Aug 1
Lulu's Cozy Beach Cottage #2 | 5 Min. Walk to Beach | Dog OK | Pool | $185 Free Activities Daily!

Renovated condo with easy beach access on Siesta

9.4 out of 10, Exceptional, (79)
"Awesome place in Siesta Key!"
The price is CA $297
CA $718 total
includes taxes & fees
Jul 11 - Jul 12
Renovated condo with easy beach access on Siesta

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1113)
"Perfect location close to the beach clean and cozy place"
The price is CA $219
CA $293 total
includes taxes & fees
Aug 4 - Aug 5
Captiva Beach Resort

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

9.4 out of 10, Exceptional, (94)
"A very pleasant and comfortable experience in a beautiful location."
The price is CA $295
CA $578 total
includes taxes & fees
Jul 13 - Jul 14
Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool

Renovated Siesta Key Vacation Rental W/ Heated Pool Walking Distance to Beach

9.0 out of 10, Wonderful, (74)
"We had a nice stay. Enjoyed walking in the sunshine."
The price is CA $266
CA $546 total
includes taxes & fees
Jul 14 - Jul 15
Renovated Siesta Key Vacation Rental W/ Heated Pool Walking Distance to Beach

Heated Pool | Popular Beach Club Complex Siesta Key | Short Walk to Private Beach | Ready to Book!

9.8 out of 10, Exceptional, (29)
"Great place great stay very nice and clean. The air was devastated by the hurricane, but everybody’s working hard to get the exterior of surrounding properties cleaned up."
The price is CA $513
CA $1,239 total
includes taxes & fees
Jul 28 - Jul 29
Heated Pool | Popular Beach Club Complex Siesta Key | Short Walk to Private Beach | Ready to Book!

Resort-Style 2BR w Pool & Private Beach-Beach Club at Siesta Key #204C by RVA

8.8 out of 10, Excellent, (74)
"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 had a great time. Perfect location!! No complaints about the rental. Will definitely stay here again."
The price is CA $288
CA $659 total
includes taxes & fees
Jul 10 - Jul 11
Resort-Style 2BR w Pool & Private Beach-Beach Club at Siesta Key #204C by RVA

Blue Seas & White Sand 2BR-The Beach Club at Siesta Key #200C Resort by RVA

9.2 out of 10, Wonderful, (61)
"The unit was very nice, clean and had convenient access to the beach, 7 eleven, some eateries and some shops all in walking distance. Our unit was 200C which was a little small for six people but suited our needs just fine."
The price is CA $316
CA $696 total
includes taxes & fees
Jul 10 - Jul 11
Blue Seas & White Sand 2BR-The Beach Club at Siesta Key #200C Resort by RVA

Dreamlike Sunsets & Coastal Bliss-The Beach Club at Siesta Key #108A by RVA

8.8 out of 10, Excellent, (69)
"Our family loved this spacious property and proximity to the beach and restaurants! We’ll be back!"
The price is CA $269
CA $634 total
includes taxes & fees
Jul 12 - Jul 13
Dreamlike Sunsets & Coastal Bliss-The Beach Club at Siesta Key #108A by RVA

Turquoise Water & Soft White Sand - The Beach Club at Siesta Key #104A by RVA

9.0 out of 10, Wonderful, (71)
"Great place, great people. Unit was clean and had everything we needed for an excellent vacation. The only issue is limited beach space near the resort and a minor issue with buffering on all the televisions but I cant complain too much...fun time."
The price is CA $276
CA $650 total
includes taxes & fees
Jul 17 - Jul 18
Turquoise Water & Soft White Sand - The Beach Club at Siesta Key #104A by RVA
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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