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Check prices for these dates

In two weeks
10 Oct - 12 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec
In four months
16 Jan - 18 Jan

Featured Condo Rentals in Legacy Trail and around

Our top choices for Legacy Trail condo rentals

Captiva Beach Resort
Front of property – evening/night

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1137)
"2nd time and excellent as always..close to the beach and great surroundings "
Captiva Beach Resort
Venice Beach Villas
Terrace/patio

Venice Beach Villas

3.0 star property
9.4 out of 10, Exceptional, (442)
"I loved staying on the property. The unit was clean and walking distance to shopping, restaurants, a walking trail, and the beach! They also included all amenities you could possibly need!"
The price is €104
includes taxes & fees
24 Sept - 25 Sept
Venice Beach Villas
Anna Maria Island - 2/1
Property grounds

Anna Maria Island - 2/1

9.6 out of 10, Exceptional, (172)
"Super cute condo so close to the beach "
Anna Maria Island - 2/1
Anna Maria Sunsets - studio
Property grounds

Anna Maria Sunsets - studio

9.0 out of 10, Wonderful, (221)
" Very clean great location and property owner very nice and understanding thank you for everything "
Anna Maria Sunsets - studio
Bay Front Condo - Anna Maria Island Sunsets
Property grounds

Bay Front Condo - Anna Maria Island Sunsets

9.8 out of 10, Exceptional, (19)
"We loved this condo. It was so clean and perfect for our family."
Bay Front Condo - Anna Maria Island Sunsets
Villas By The Sea #2, Anna Maria Island Condo, one block from beach, heated pool
Beach nearby, beach towels

Villas By The Sea #2, Anna Maria Island Condo, one block from beach, heated pool

10.0 out of 10, Exceptional, (101)
"We had a wonderful stay and our host was very informative and helpful. I would definitely stay here again "
Villas By The Sea #2, Anna Maria Island Condo, one block from beach, heated pool
Beachfront HUGE TWO FLOOR UNIT-Sunset Balconies/Walk to all Restaurants/Shops!!!
Property grounds

Beachfront HUGE TWO FLOOR UNIT-Sunset Balconies/Walk to all Restaurants/Shops!!!

9.6 out of 10, Exceptional, (27)
"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. "
The price is €519
includes taxes & fees
24 Sept - 25 Sept
Beachfront HUGE TWO FLOOR UNIT-Sunset Balconies/Walk to all Restaurants/Shops!!!
Paradise 🏝Beach heaven 🌞condo 🦩<br>
Beach nearby, sun-loungers, beach towels

Paradise 🏝Beach heaven 🌞condo 🦩<br>

9.6 out of 10, Exceptional, (51)
"very convenient to shopping and touring the Englewood/ Venice/Punta Gorda area"
Paradise 🏝Beach heaven 🌞condo 🦩<br>
Coconuts Beachfront #109 by AMI Locals
1 bedroom, iron/ironing board, free WiFi, bed sheets

Coconuts Beachfront #109 by AMI Locals

9.2 out of 10, Wonderful, (21)
"This is a great second floor condo looking out at the beach. A wonderful place to watch the sunset after a day at the beach. Great location too!!"
Coconuts Beachfront #109 by AMI Locals
Siesta Key Beachside Condo-direct beach access
Beach

Siesta Key Beachside Condo-direct beach access

10.0 out of 10, Exceptional, (16)
"Location was perfect, just a few minutes walk to b"
Siesta Key Beachside Condo-direct beach access
Beachfront Top Floor-2 Bed/2Bath-Sunset Balcony/Walk to all Restaurants/Shops!!!
Property grounds

Beachfront Top Floor-2 Bed/2Bath-Sunset Balcony/Walk to all Restaurants/Shops!!!

10.0 out of 10, Exceptional, (1)
"Very nice and comfortable. Very close to everything."
Beachfront Top Floor-2 Bed/2Bath-Sunset Balcony/Walk to all Restaurants/Shops!!!
Tradewinds Beach Resort
Private beach nearby, sun-loungers, beach towels

Tradewinds Beach Resort

2.5 star property
9.2 out of 10, Wonderful, (383)
"Very cute place and easy to walk to beach "
Tradewinds Beach Resort
Anna Maria Sunsets - studio
Sun-loungers, beach towels

Anna Maria Sunsets - studio

9.2 out of 10, Wonderful, (236)
"Perfect retreat from the beach. Wonderful shower, all you need for a beach day staycation."
The price is €263
includes taxes & fees
28 Sept - 29 Sept
Anna Maria Sunsets - studio
1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets
On the beach, sun-loungers

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

9.6 out of 10, Exceptional, (160)
"Security, beach access, nice unit!"
1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets
AMI Sunset View Retreat + Dog-friendly
On the beach

AMI Sunset View Retreat + Dog-friendly

9.8 out of 10, Exceptional, (45)
"Proximity to beach & restaurants is amazing!!"
AMI Sunset View Retreat + Dog-friendly
ON Siesta Key BEACH! Pool,Remodeled! 2bd2ba, sleeps 6, 3mins from door to sand
On the beach, sun-loungers, beach towels

ON Siesta Key BEACH! Pool,Remodeled! 2bd2ba, sleeps 6, 3mins from door to sand

10.0 out of 10, Exceptional, (142)
"Lovely, clean condo fantastic for families, steps to the beach!"
ON Siesta Key BEACH! Pool,Remodeled! 2bd2ba, sleeps 6, 3mins from door to sand
~ BEACHFRONT ~ YES, THAT'S YOUR VIEW! ~ END OF SUMMER SPECIALS ~
On the beach, sun-loungers, beach towels

~ BEACHFRONT ~ YES, THAT'S YOUR VIEW! ~ END OF SUMMER SPECIALS ~

9.8 out of 10, Exceptional, (79)
"This is our 3rd year at this property (2nd year for same condo) and we will be back next year. Easy to get in, always clean and the location is great! "
~ BEACHFRONT ~ YES, THAT'S YOUR VIEW! ~ END OF SUMMER SPECIALS ~
~ BEACHFRONT ~ YES, THAT'S YOUR VIEW! ~ END OF SUMMER SPECIALS ~
On the beach, sun-loungers, beach towels

~ BEACHFRONT ~ YES, THAT'S YOUR VIEW! ~ END OF SUMMER SPECIALS ~

10.0 out of 10, Exceptional, (151)
"Great place to thoroughly enjoy the beach. Clean comfortable and great location! We love AMI. "
~ BEACHFRONT ~ YES, THAT'S YOUR VIEW! ~ END OF SUMMER SPECIALS ~
1 Bed Cottage, Full Remodel, Beach Access #7, Walk to Village 5 min, 2 AC UNITS!
Beach nearby

1 Bed Cottage, Full Remodel, Beach Access #7, Walk to Village 5 min, 2 AC UNITS!

10.0 out of 10, Exceptional, (143)
"Very comfortable cottage. Clean, great location."
1 Bed Cottage, Full Remodel, Beach Access #7, Walk to Village 5 min, 2 AC UNITS!
Siesta Key Condo Siesta Breakers
On the beach, sun-loungers, beach towels

Siesta Key Condo Siesta Breakers

10.0 out of 10, Exceptional, (23)
"Location, location, location! This is the perfect place to be!"
Siesta Key Condo Siesta Breakers
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

Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

10/10 Excellent
"I loved my stay. The staff were very accommodating, polite and professional. Especially Andrew, Kanyjah and Alison. We arrived early and our room was not ready Andrew and Alison did everything possible to make our wait pleasant. They stored our luggage and offered us beach umbrellas so we can spend time at the beach during our wait. When we got back Kanyjah recommended an excellent restaurant for us to dine in. All were so polite. "
Sandra 1-night trip
Posted 11 hours ago
Spark by Hilton Sarasota Siesta Key Gateway

Find out more about Legacy Trail

Find out more about Legacy Trail

Legacy Trail Condo Rentals information

Number of reviews
3,540
Accommodation
470 Condo Rentals
Lowest Price
€104
Highest Price
€519

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