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Nov 28 - Nov 30
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Dec 19 - Dec 21
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Jan 16 - Jan 18

Vacation Homes in Legacy Trail

Condo, Pool View | Private kitchen | Full-size fridge, microwave, oven, stovetop
Siesta Heron Suites & Villas

Vacation Home in Siesta Key

3.5 star property
8.4 out of 10, Very Good, (37)
"It was perfect for my family of 4 for our beach vacation!!"
United States
Jesse
$297 nightly
The price is $336
Nov 30 - Dec 1
Total with taxes and fees
Siesta Heron Suites & Villas
Exterior
Siesta Key Island Rentals

Vacation Home in Siesta Key

3.0 star property
9.6 out of 10, Exceptional, (50)
"Very nice place, we loved it. Great location. "
United States
Derrick
$251 nightly
The price is $283
Nov 24 - Nov 25
Total with taxes and fees
Siesta Key Island Rentals
Property grounds
Old Floridian cottage in Historic Gulf Village

Vacation Home in Olde Englewood Village

9.8 out of 10, Exceptional, (60)
"Very good, great location 👍👍"
United States
James M.
$226 nightly
The price is $252
Nov 24 - Nov 25
Total with taxes and fees
Old Floridian cottage in Historic Gulf Village
Beach nearby
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches

Vacation Home in Oakland Hills

9.8 out of 10, Exceptional, (15)
"It was beautiful especially Boca Grande, went on a charter fish trip which was amazing. The property was also amazing nice dock and canoed the first day it was fun but then we saw a lot of gators but overall would come again! "
United States
Caleb R.
$281 nightly
The price is $311
Nov 24 - Nov 25
Total with taxes and fees
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches
Property grounds
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

Vacation Home in Sabal Harbour

2.0 star property
10.0 out of 10, Exceptional, (19)
"Everything was great!"
United States
Lisa and Colin M.
$307 nightly
The price is $342
Nov 24 - Nov 25
Total with taxes and fees
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
Property grounds
Waterfront Getaway, a Boating Paradise

Vacation Home in Englewood

10.0 out of 10, Exceptional, (45)
"Very well maintained. Host was super responsive from booking to check out. On time, on budget and very accommodating. Highly recommended "
United States
Ernest C.
$312 nightly
The price is $347
Nov 24 - Nov 25
Total with taxes and fees
Waterfront Getaway, a Boating Paradise
Fridge, microwave, oven, stovetop
8 min to Beach ★ 5TV★Ice Hockey★ BBQ★ Bikes★Baby Gear ★Table Tennis ★Beach Gear

Vacation Home in South Venice

10.0 out of 10, Exceptional, (42)
"We had a wonderful time! The house was perfect and such a great location."
United States
Kellee N.
$303 nightly
The price is $337
Dec 16 - Dec 17
Total with taxes and fees
8 min to Beach ★ 5TV★Ice Hockey★ BBQ★ Bikes★Baby Gear ★Table Tennis ★Beach Gear
Dining
Nestled in North Port. Updated 2 Bed / 1 Bath.

Vacation Home in North Port

10.0 out of 10, Exceptional, (11)
"Very cute and cozy home in North Port FL close to shops and not a far drive to the beach. "
United States
James Y.
$175 nightly
The price is $195
Nov 24 - Nov 25
Total with taxes and fees
Nestled in North Port. Updated 2 Bed / 1 Bath.
Fridge, microwave, oven, stovetop
Myakka River

Vacation Home in Venice

9.8 out of 10, Exceptional, (18)
"We loved everything about the property it’s nice and quiet. Nicely decorated and has a nice outdoor area and dock. The bed was a little firm for my taste but not terrible. 10/10 would stay here again "
United States
Ty
$417 nightly
The price is $464
Nov 24 - Nov 25
Total with taxes and fees
Myakka River
Outdoor dining
LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!

Vacation Home in Sunny Shores

9.4 out of 10, Exceptional, (35)
"Excellent for a family trip."
United States
RHEA
$439 nightly
The price is $490
Nov 29 - Nov 30
Total with taxes and fees
LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!
Smart TV, stereo
Charming home near Anna Maria Island with Jacuzzi

Vacation Home in Bradenton

2.0 star property
10.0 out of 10, Exceptional, (14)
"Amazing place and the host was awesome to work with and very accommodating! Highly recommend the area!"
United States
Kyle S.
$251 nightly
The price is $279
Nov 24 - Nov 25
Total with taxes and fees
Charming home near Anna Maria Island with Jacuzzi
1 bedroom, iron/ironing board, travel crib, free WiFi
Tiny Carriage House, close to AMI, Bikes, walkable

Vacation Home in Bradenton

2.0 star property
10.0 out of 10, Exceptional, (10)
"Nice little spot close to downtown Bradenton. "
United States
Matt
$236 nightly
The price is $263
Nov 24 - Nov 25
Total with taxes and fees
Tiny Carriage House, close to AMI, Bikes, walkable
Fridge, microwave, oven, stovetop
Mimosa Memories

Vacation Home in South Venice

9.4 out of 10, Exceptional, (29)
"Nice quiet home , very clean. "
United States
David M.
$273 nightly
The price is $304
Nov 25 - Nov 26
Total with taxes and fees
Mimosa Memories
Terrace/patio
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.

Vacation Home in Southgate

10.0 out of 10, Exceptional, (66)
"Enjoyed our stay. Great location close to everything we needed"
United States
Christine M.
$274 nightly
The price is $306
Dec 7 - Dec 8
Total with taxes and fees
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
Interior
Modern Retreat, 3Bedroom King bed + Master Bath near ocean, 6 guests

Vacation Home in Oakland Hills

9.8 out of 10, Exceptional, (26)
"The home was spotless, comfortable, well stocked and just beautiful! We had a wonderful stay!"
United States
Andrea G G.
$344 nightly
The price is $381
Nov 24 - Nov 25
Total with taxes and fees
Modern Retreat, 3Bedroom King bed + Master Bath near ocean, 6 guests
Dining
Honeycomb Haven: 3 Bedroom, 6 Guests, Waterfront Dock, Kayaks, Ocean

Vacation Home in Pebble Beach

2.0 star property
10.0 out of 10, Exceptional, (2)
"Was great place to stay, quiet place and had everything we needed"
United States
Joshua R.
$305 nightly
The price is $337
Nov 24 - Nov 25
Total with taxes and fees
Honeycomb Haven: 3 Bedroom, 6 Guests, Waterfront Dock, Kayaks, Ocean
Terrace/patio
Spanish-Style 2BR Near Downtown Bradenton & AMI Beaches

Vacation Home in Bradenton

$219 nightly
The price is $219
Dec 9 - Dec 10
Total with taxes and fees
Spanish-Style 2BR Near Downtown Bradenton & AMI Beaches
Property grounds
Tropical Home With Waterfall, HotTub, Fenced Yard, Beachy Lounge Area & Pets!

Vacation Home in port charlotte

9.6 out of 10, Exceptional, (60)
"Peaceful - beautiful back yard area"
United States
Carmen R.
$308 nightly
The price is $341
Dec 16 - Dec 17
Total with taxes and fees
Tropical Home With Waterfall, HotTub, Fenced Yard, Beachy Lounge Area & Pets!
Sun loungers, beach towels
Gorgeous Pool house 5 min from the beach, shopping and restaurants I

Vacation Home in South Venice

9.2 out of 10, Wonderful, (63)
"Great host and close to the beach. We would definitely stay again at this location again."
United States
Natasha T.
$330 nightly
The price is $368
Nov 24 - Nov 25
Total with taxes and fees
Gorgeous Pool house 5 min from the beach, shopping and restaurants I
Fridge, microwave, oven, stovetop
Beach house

Vacation Home in Manasota Key

10.0 out of 10, Exceptional, (29)
"Wonderful stay!!!! The house looks great! "
United States
regina g.
$398 nightly
The price is $440
Nov 24 - Nov 25
Total with taxes and fees
Beach house
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

Tropical Beach Resorts

Tropical Beach Resorts

10/10 Excellent
"People were nice, place was clean, 1 minute walk to the Gulf."
David 3-night trip
Posted 13 hours ago
Tropical Beach Resorts

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Legacy Trail Vacation Homes information

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