Legacy Trail Holiday Rentals

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Check prices for these dates

Tonight
9 Nov - 10 Nov
Tomorrow
10 Nov - 11 Nov
Next weekend
14 Nov - 16 Nov
In two weeks
21 Nov - 23 Nov

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, (5087)
"Clean, comfortable, and friendly staff."
United States
John
The price is HK$1,117
HK$1,438 total
includes taxes & fees
10 Nov - 11 Nov
Tropical Beach Resorts
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, (294)
"We celebrated my daughter’s 30th birthday and it was perfect. I can’t wait to stay again. The beach was truly amazing. This place has everything you need. "
United States
Tammy
The price is HK$2,520
HK$3,243 total
includes taxes & fees
9 Dec - 10 Dec
The Residences at Siesta Key Beach by Hyatt Vacation Club
Living area
Tiny House Siesta

Tiny House Siesta

2.0 star property
Sarasota
8.4 out of 10, Very good, (337)
"Excelente"
Mexico
Carlis
The price is HK$573
HK$1,592 total
includes taxes & fees
7 Dec - 8 Dec
Tiny House Siesta
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, (2191)
"Excellent location! Friendly staff, clean and updated rooms."
United States
Elba
Hibiscus Suites - Gateway to Siesta Key
Exterior
Kon Tiki Inn

Kon Tiki Inn

2.5 star property
Venice Island
10.0 out of 10, Exceptional, (241)
"Great place to stay"
United States
Brad
The price is HK$1,173
HK$1,326 total
includes taxes & fees
18 Nov - 19 Nov
Kon Tiki Inn
Front of property – evening/night
Captiva Beach Resort

Captiva Beach Resort

3.0 star property
South Village
9.0 out of 10, Wonderful, (1155)
"Very good stay, clean, safe, and steps from the beach"
United States
Brandon
Captiva Beach Resort
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, (315)
"Great location"
United States
Michael
The price is HK$1,665
HK$2,108 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, (387)
"Shampoos conditioners and lotions, beach towels, cleanliness freshness, thank you it was a good day"
United States
Karen
Haley's at The Anna Maria Island Inn
Front of property
The Ringling Beach House

The Ringling Beach House

3.5 star property
Siesta Key
9.0 out of 10, Wonderful, (335)
"Clean, friendly and beach!"
United States
Mary
The Ringling Beach House
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)
"This property was great and it is a quick walk to the beach and village. The Cabana suited our family of four. We had enough space to spread out and relax. If we return to Siesta Key, we would stay here again."
United States
Brooke
The price is HK$1,414
HK$2,029 total
includes taxes & fees
11 Nov - 12 Nov
The Inn On Siesta Key
On the beach, white sand
A Beach Retreat

A Beach Retreat

2.5 star property
Casey Key
9.2 out of 10, Wonderful, (569)
"Perfect location beachfront room"
United States
Suzette
A Beach Retreat
Outdoor pool, pool umbrellas, pool loungers
Bridgewalk Resort

Bridgewalk Resort

3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (759)
"Great stay!"
United States
Sufyan
The price is HK$2,209
HK$2,496 total
includes taxes & fees
11 Nov - 12 Nov
Bridgewalk Resort
Beach nearby
Island Life! King Bed Studio-Steps to beach

Island Life! King Bed Studio-Steps to beach

Manasota Key
9.6 out of 10, Exceptional, (168)
"My husband and I stayed at the Bay Breeze Bungalow for 4 days and cannot wait to come back. Perfect location, 2 minute walk to the beach. Quiet neighborhood. We were right next to the pool, and even with kids swimming, it was quiet. We had a question regarding parking, (our confusion) we received a call back within a 1/2 hour. The Bungalow was very clean and had the essentials we needed. Being May, it was extremely warm, the air conditioner always kept the place cool. I cannot say enough...
United States
Karen L.
The price is HK$631
HK$1,677 total
includes taxes & fees
30 Nov - 1 Dec
Island Life! King Bed Studio-Steps to beach
Exterior detail
Riverside Oasis 1Bed/1Bath

Riverside Oasis 1Bed/1Bath

Bayou Oaks
9.4 out of 10, Exceptional, (37)
"Perfect little place for a couple days. Clean and conveniently located just a short drive away from everything you need. Host was responsive and accommodating. We would definitely stay here again. "
United States
Adrianne J.
The price is HK$389
HK$903 total
includes taxes & fees
18 Nov - 19 Nov
Riverside Oasis 1Bed/1Bath
Terrace/patio
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite

Bradenton
9.4 out of 10, Exceptional, (67)
"Our stay here was just perfect - great location, everything we needed, Bryce left very good instructions for anything that we might have needed (we didn’t 😊), and very comfortable! We were close to everything but felt like we had our own little private place too. Will definitely come back here. "
United States
Maureen
The price is HK$778
HK$1,166 total
includes taxes & fees
10 Nov - 11 Nov
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite
Property grounds
Old Floridian cottage in Historic Gulf Village

Old Floridian cottage in Historic Gulf Village

Olde Englewood Village
9.8 out of 10, Exceptional, (60)
"Had a nice stay. Clean and well equipped."
United States
Debi D.
The price is HK$770
HK$1,951 total
includes taxes & fees
10 Nov - 11 Nov
Old Floridian cottage in Historic Gulf Village
A heated pool
Oceanfront Oasis – Longboat Key 226 by RVA

Oceanfront Oasis – Longboat Key 226 by RVA

Longboat Key
9.2 out of 10, Wonderful, (119)
"Couldn't have been a better spot for our family"
United States
Sandee R.
The price is HK$1,104
HK$2,474 total
includes taxes & fees
3 Dec - 4 Dec
Oceanfront Oasis – Longboat Key 226 by RVA
On the beach, sun-loungers, beach towels
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms

Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms

Casey Key
9.2 out of 10, Wonderful, (68)
"We so enjoy this little property loved the beach and it’s coziness would definitely refer ones to it and would stay again found lots of shells and sharks teeth"
United States
Bobbie H.
The price is HK$2,123
HK$4,486 total
includes taxes & fees
10 Nov - 11 Nov
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
Beach
Lavish Waterfront Condo! Heated Pools~Lanai~WiFi. By IMG~Beaches~AMI~Restaurants

Lavish Waterfront Condo! Heated Pools~Lanai~WiFi. By IMG~Beaches~AMI~Restaurants

Bradenton
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 HK$694
HK$2,292 total
includes taxes & fees
10 Nov - 11 Nov
Lavish Waterfront Condo! Heated Pools~Lanai~WiFi. By IMG~Beaches~AMI~Restaurants
Beach nearby, sun-loungers, beach towels
Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, Studio

Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, Studio

Siesta Key Village
9.8 out of 10, Exceptional, (6)
"We enjoyed the location and beach and had a wonderful relaxing stay. It was nice to be able to bring chairs to the beach and walk a short distance. "
United States
Lillian C.
The price is HK$3,568
HK$4,515 total
includes taxes & fees
22 Nov - 23 Nov
Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, Studio
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

Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

10/10 Excellent
"Great place …. Great people … very clean !!! And the breakfast was great !!! "
Camila 1-night trip
Posted 12 hours ago
Compass Hotel by Margaritaville Anna Maria Sound

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