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Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Top Holiday Rentals in Legacy Trail

Outdoor pool, a heated pool, open 8 AM to 10 PM, pool umbrellas
Tropical Beach Resorts

Tropical Beach Resorts

3.5 star property
South Village
9.4 out of 10, Exceptional, (5119)
"The room was clean and the staff was very nice."
United States
Jill
The price is Rp1.735.135
Rp2.336.693 total
includes taxes & fees
2 Dec - 3 Dec
Tropical Beach Resorts
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, pool loungers
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
Sarasota
8.6 out of 10, Excellent, (2201)
"Excellent location! Friendly staff, clean and updated rooms."
United States
Elba
Hibiscus Suites - Gateway to Siesta Key
Front of property – evening/night
Captiva Beach Resort

Captiva Beach Resort

3.0 star property
South Village
9.0 out of 10, Wonderful, (1165)
"Very good stay, clean, safe, and steps from the beach"
United States
Brandon
Captiva Beach Resort
Property amenity
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 star property
South Village
9.6 out of 10, Exceptional, (297)
"Loved our stay! "
United States
Michelle
The price is Rp5.934.884
Rp7.553.784 total
includes taxes & fees
18 Dec - 19 Dec
The Residences at Siesta Key Beach by Hyatt Vacation Club
Exterior
Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

3.0 star property
Bradenton Beach
9.2 out of 10, Wonderful, (322)
"Fabulous stay! Super clean!"
United States
Sarah
The price is Rp3.716.405
Rp4.703.484 total
includes taxes & fees
30 Nov - 1 Dec
Pelican Post at Anna Maria Island Inn
Beach nearby, white sand, sun-loungers, beach towels
Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn

3.0 star property
Holmes Beach
8.6 out of 10, Excellent, (395)
"Super stay! Clean cute room…very short walk to spectacular beach! We’ll be back!"
United States
Imre
The price is Rp6.851.038
Rp8.670.675 total
includes taxes & fees
26 Dec - 27 Dec
Haley's at The Anna Maria Island Inn
Deluxe Suite, 2 Bedrooms | Living area
SeaSpray Resort

SeaSpray Resort

4.0 star property
Siesta Key
9.4 out of 10, Exceptional, (70)
"Clean room, incredibly helpful staff. Will be staying here again"
United States
Caleb
The price is Rp4.142.364
Rp4.680.870 total
includes taxes & fees
2 Dec - 3 Dec
SeaSpray Resort
Front of property
The Ringling Beach House

The Ringling Beach House

3.5 star property
Siesta Key
9.0 out of 10, Wonderful, (338)
"Clean, friendly and beach!"
United States
Mary
The Ringling Beach House
Front of property
Bridgewalk Resort

Bridgewalk Resort

3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (761)
"Great stay!"
United States
Sufyan
The price is Rp4.724.624
Rp5.338.825 total
includes taxes & fees
3 Dec - 4 Dec
Bridgewalk Resort
Exterior
Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn

3.0 star property
Bradenton Beach
8.8 out of 10, Excellent, (55)
"Balcony was great! It was wonderful to be able to walk right out on the beach instead of having to drive and find a parking spot. "
United States
Chelsea May
The price is Rp4.502.946
Rp5.698.928 total
includes taxes & fees
30 Nov - 1 Dec
Seabreeze at Anna Maria Island Inn
Cabin (Tiny House - The Siesta) | Living area | Flat-screen TV, Netflix, streaming services
Tiny House Siesta

Tiny House Siesta

2.0 star property
Sarasota
8.4 out of 10, Very good, (343)
"Enjoyable stay. "
United States
Lori
The price is Rp1.780.052
Rp4.032.733 total
includes taxes & fees
9 Dec - 10 Dec
Tiny House Siesta
Exterior
Kon Tiki Inn

Kon Tiki Inn

2.5 star property
Venice Island
10.0 out of 10, Exceptional, (245)
"Staff was great, room was clean and comfortable. It was a short stay but we enjoyed our time there. We will be back!"
United States
Joan
The price is Rp2.704.515
Rp3.056.102 total
includes taxes & fees
24 Dec - 25 Dec
Kon Tiki Inn
On the beach, white sand
A Beach Retreat

A Beach Retreat

2.5 star property
Casey Key
9.2 out of 10, Wonderful, (576)
"Location, very clean and comfortable. Nice efficiency."
United States
Chuck
A Beach Retreat
Exterior
Siesta Key Island Rentals

Siesta Key Island Rentals

3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (51)
"Very nice place, we loved it. Great location. "
United States
Derrick
The price is Rp1.862.702
Rp4.563.885 total
includes taxes & fees
1 Dec - 2 Dec
Siesta Key Island Rentals
On the beach, white sand
Sea Club I Beach Resort

Sea Club I Beach Resort

3.0 star property
Longboat Key
9.2 out of 10, Wonderful, (334)
"Very nice beach themed bungalow. Loved the quiet and the views. "
United States
Jennifer
Sea Club I Beach Resort
Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas
The Inn On Siesta Key

The Inn On Siesta Key

3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (189)
"Great place to stay! "
United States
Carlos
The Inn On Siesta Key
Comfort Cabin, Bay View | Living area
Swivel On Anchor

Swivel On Anchor

2.5 star property
Bradenton
2.0 out of 10, (2)
"Was supposed to depart at 6. I showed up at 5:15 and waited until 6 before i started calling their phone number. Had to call 15 times before i got an answer and they said they didnt know i booked it. Said they would have a captain out in 40 minutes. Called me back 20 minutes later to tell me they didnt have a captain. This was 2 weeks ago and i still haven't received a refund. There's either super unprofessional or scam artists."
United States
Chris
The price is Rp1.472.286
Rp2.911.383 total
includes taxes & fees
8 Dec - 9 Dec
Swivel On Anchor
Beach nearby, beach umbrellas, beach towels
Tropical Villas of Venice Beach

Tropical Villas of Venice Beach

3.5 star property
Venice Island
9.6 out of 10, Exceptional, (240)
"Great Location !!"
United States
Orleys
Tropical Villas of Venice Beach
Garden
Siesta Palms By the Beach

Siesta Palms By the Beach

3.5 star property
South Village
9.4 out of 10, Exceptional, (136)
"Comfy and clean, nice and close to the beach. Pool was very clean. Quiet, safe area. Would highly recommend!"
United States
Lynn
Siesta Palms By the Beach
Beach nearby, white sand, beach umbrellas, beach towels
Palm Tree Villas

Palm Tree Villas

3.0 star property
Holmes Beach
9.2 out of 10, Wonderful, (172)
"Lovely property, clean and so close to the beach! Do need a car, for food/dinning. We'll be back."
United States
Nadya
Palm Tree Villas
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

Siesta Key Palms Resort

Siesta Key Palms Resort

10/10 Excellent
"Love the place"
Jenifer 1-night trip
Posted 15 hours ago
Siesta Key Palms Resort

Find out more about Legacy Trail

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