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Condo Rentals in Legacy Trail

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1120)
"We love the property, beautiful, clean and we love that you can walked to the beach, that is a plus. "
Captiva Beach Resort

Venice Beach Villas

3.0 star property
9.4 out of 10, Exceptional, (425)
"Everything was great. Great people to work with."
Venice Beach Villas

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 "
The price is AED 367
AED 847 total
includes taxes & fees
7 Aug - 8 Aug
Anna Maria Sunsets - studio

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."
The price is AED 588
AED 1,366 total
includes taxes & fees
14 Aug - 15 Aug
Anna Maria Beach Condo 1/1

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. "
The price is AED 882
AED 1,699 total
includes taxes & fees
10 Aug - 11 Aug
Beach front 2 bed-2 bath private balcony, modern with Gulf front views

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."
The price is AED 367
AED 847 total
includes taxes & fees
7 Aug - 8 Aug
Anna Maria Sunsets - studio

~ BEACHFRONT ~ YES, THAT'S YOUR VIEW! ~

10.0 out of 10, Exceptional, (86)
"My husband and I celebrated our anniversary here for the week. If you enjoy staying right on the beach and walking to area shops and restaurants this is a great place! If you do not want to walk you can catch a ride on the trolley which takes you anywhere on the island. Very clean, fun location. It was small, but perfect for the two of us. Beautiful sunsets and lots of walks on the beach. Highly recommend! "
~ BEACHFRONT ~ YES, THAT'S YOUR VIEW! ~

Palm Bay Club Private Balcony Beach Side

2.0 star property
9.0 out of 10, Wonderful, (12)
"Nice location, clean place, great communication even when our family hit some bumps with our trip. Overall highly recommend and and plan to return. "
Palm Bay Club Private Balcony Beach Side

Beachfront condo with amazing views!

10.0 out of 10, Exceptional, (37)
"Very nice view, nice location. Was super clean and had everything needed for our stay."
The price is AED 1,286
AED 3,068 total
includes taxes & fees
14 Aug - 15 Aug
Beachfront condo with amazing views!

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 AED 289
AED 1,977 total
includes taxes & fees
5 Aug - 6 Aug
Chadwick Cove Resort & Marina

Anna Maria Island - 2/1

9.6 out of 10, Exceptional, (166)
"Property worked great for our family "
The price is AED 529
AED 1,285 total
includes taxes & fees
10 Aug - 11 Aug
Anna Maria Island - 2/1

Spectacular Beach View! Right on Beach! Amazing views!!

9.8 out of 10, Exceptional, (143)
"I really appreciated the owner and her interest in making sure everything was perfect during our stay! She was awesome!"
Spectacular Beach View! Right on Beach! Amazing views!!

Paradise 🏝Beach heaven 🌞condo 🦩<br>

9.6 out of 10, Exceptional, (47)
"very convenient to shopping and touring the Englewood/ Venice/Punta Gorda area"
Paradise 🏝Beach heaven 🌞condo 🦩<br>

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

9.6 out of 10, Exceptional, (155)
"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

2BR Cook, Relax, Walk to Beach at The Beach Club Siesta Key #101E by RVA

9.2 out of 10, Wonderful, (68)
"Nice location lots of hurricane damage"
2BR Cook, Relax, Walk to Beach at The Beach Club Siesta Key #101E by RVA

Amazing beach getaway pool condo by the beach

9.4 out of 10, Exceptional, (51)
"This spot was a perfect place for a family of four. The proximity to the beach and restaurants was excellent. Check in and check out were seamless and we had everything we needed. Great value. "
The price is AED 1,069
AED 2,654 total
includes taxes & fees
10 Aug - 11 Aug
Amazing beach getaway pool condo by the beach

Amazing Condo! Restored from Hurricane!

9.8 out of 10, Exceptional, (157)
"Quiet area with excellent beach access! Thank you"
Amazing Condo! Restored from Hurricane!

5 Minutes from Siesta Key!

9.6 out of 10, Exceptional, (33)
"Unit was clean, great location and comfortable. Communication was great. Would stay again. "
5 Minutes from Siesta Key!

Waterfront, Gulf Views,kayaks,SUP ,1 pet. Pool & tennis are closed at this time

10.0 out of 10, Exceptional, (105)
"House was perfect for our family. Beach and pool are just a short walk and the dock was perfect."
Waterfront, Gulf Views,kayaks,SUP ,1 pet. Pool & tennis are closed at this time

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! "
The price is AED 1,043
AED 1,702 total
includes taxes & fees
11 Aug - 12 Aug
Charming 1-bedroom, beachfront condo in serene Longboat Key with WiFi, AC
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