Legacy Trail Holiday Rentals

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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Legacy Trail holiday rentals

Blackout curtains, iron/ironing board, free WiFi

Christian Retreat Conference Center

Christian Retreat Conference Center
3.0 star property
Bradenton
10.0 out of 10, Exceptional, (1 review)
"Wonderful environment, caring staff who went above and beyond to make sure I was comfortable"
United States
Benjamin
The price is HK$998
HK$1,128 total
includes taxes & fees
17 Feb - 18 Feb
Christian Retreat Conference Center
Exterior

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (16 reviews)
"Great place and location "
United States
Cathy
The price is HK$1,153
HK$4,809 total
includes taxes & fees
15 Feb - 16 Feb
Chadwick Cove Resort & Marina
Interior

Charming cottage for 2 across warm mineral springs park

Charming cottage for 2 across warm mineral springs park
Warm Mineral Springs
9.4 out of 10, Exceptional, (13 reviews)
"Property was perfect for the price."
United States
William M.
The price is HK$508
HK$1,260 total
includes taxes & fees
1 Mar - 2 Mar
Charming cottage for 2 across warm mineral springs park
On the beach, sun-loungers, beach towels

Casey Key Beachfront Escape: Charming 1BR Cottage

Casey Key Beachfront Escape: Charming 1BR Cottage
Casey Key
9.4 out of 10, Exceptional, (112 reviews)
"Simple old-school beach shack - so hard to find these days, absolutely loved it. Right on the water, best location along Nokomis Beach/Casey Key...short walk to restaurants also....absolutely fantastic."
United States
HAYLEY S.
The price is HK$1,548
HK$3,498 total
includes taxes & fees
17 Feb - 18 Feb
Casey Key Beachfront Escape: Charming 1BR Cottage
Beach

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (45 reviews)
"We really enjoyed our stay here. So close to AMI "
United States
Taylor B.
The price is HK$774
HK$1,649 total
includes taxes & fees
4 Mar - 5 Mar
The "Grouper"
Beach nearby, beach towels

Old Floridian cottage in Historic Gulf Village

Old Floridian cottage in Historic Gulf Village
Olde Englewood Village
9.8 out of 10, Exceptional, (60 reviews)
"Very good, great location 👍👍"
United States
James M.
The price is HK$1,161
HK$2,461 total
includes taxes & fees
14 Feb - 15 Feb
Old Floridian cottage in Historic Gulf Village
Living area

Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very good, (351 reviews)
"Clean room, easy check in, beach nearby 15 minute walk, Florida Fun Rides scooter rental place nearby"
United States
Justice
The price is HK$634
HK$1,666 total
includes taxes & fees
5 Mar - 6 Mar
Tiny House Siesta
Fridge, microwave, oven, stovetop

Myakka River

Myakka River
Venice
9.8 out of 10, Exceptional, (18 reviews)
"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
The price is HK$1,446
HK$3,599 total
includes taxes & fees
18 Feb - 19 Feb
Myakka River
Terrace/patio

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

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet
Bradenton
9.4 out of 10, Exceptional, (70 reviews)
"Great place to stay!"
United States
Wendi B.
The price is HK$961
HK$1,541 total
includes taxes & fees
9 Mar - 10 Mar
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet
Beach nearby, sun-loungers, beach towels

Siesta Key Village-Suite #1: A block to the Beach!

Siesta Key Village-Suite #1: A block to the Beach!
Siesta Key Village
9.8 out of 10, Exceptional, (45 reviews)
"The apartment is clean and comfortable! Location is amazing! The beach, restaurants, and bars are all very close. The beach is great and easily accessible. 100% would stay here again! "
United States
Alex
The price is HK$1,173
HK$2,936 total
includes taxes & fees
25 Feb - 26 Feb
Siesta Key Village-Suite #1: A block to the Beach!
Living area

Nestled in North Port. Updated 2 Bed / 1 Bath.

Nestled in North Port. Updated 2 Bed / 1 Bath.
North Port
10.0 out of 10, Exceptional, (16 reviews)
"Great place loved how clean and put together everything was would definitely stay here again"
United States
Jacob
The price is HK$1,286
HK$2,466 total
includes taxes & fees
1 Mar - 2 Mar
Nestled in North Port. Updated 2 Bed / 1 Bath.
Terrace/patio

The Hideaways at Point Pleasant (Pine Side)

The Hideaways at Point Pleasant (Pine Side)
Bradenton
9.8 out of 10, Exceptional, (175 reviews)
"The property is nice and comfortably equipped. The location is very good."
United States
carlos b.
The price is HK$1,108
HK$2,112 total
includes taxes & fees
11 Mar - 12 Mar
The Hideaways at Point Pleasant (Pine Side)
1 bedroom, desk, iron/ironing board, WiFi

Riverside Oasis 1Bed/1Bath

Riverside Oasis 1Bed/1Bath
Bayou Oaks
9.2 out of 10, Wonderful, (43 reviews)
"Excellent place to stay"
United States
garry s.
The price is HK$516
HK$1,048 total
includes taxes & fees
4 Mar - 5 Mar
Riverside Oasis 1Bed/1Bath
Outdoor dining

LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!

LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!
Sunny Shores
9.4 out of 10, Exceptional, (35 reviews)
"Excellent for a family trip."
United States
RHEA
The price is HK$1,223
HK$4,292 total
includes taxes & fees
1 Mar - 2 Mar
LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!
Exterior

The Hideaways at Point Pleasant (Palm Side)

The Hideaways at Point Pleasant (Palm Side)
Bradenton
10.0 out of 10, Exceptional, (169 reviews)
"perfect location and size for what we were looking for"
United States
michael w.
The price is HK$937
HK$1,970 total
includes taxes & fees
24 Feb - 25 Feb
The Hideaways at Point Pleasant (Palm Side)
Exterior

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,199 reviews)
"Staff really were accommodating. The location was perfect and the rooms were clean and quiet. We enjoyed the pool and beach."
United States
Glenn
The price is HK$2,083
HK$2,486 total
includes taxes & fees
17 Feb - 18 Feb
Captiva Beach Resort
On the beach, beach umbrellas

1BR Beach Getaway – Silver Sands #254 by RVA

1BR Beach Getaway – Silver Sands #254 by RVA
Longboat Key
9.2 out of 10, Wonderful, (91 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Will stay here again"
United States
Chrissy C.
The price is HK$1,532
HK$2,992 total
includes taxes & fees
15 Feb - 16 Feb
1BR Beach Getaway – Silver Sands #254 by RVA
TV, offices

Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (89 reviews)
"Gorgeous location, the beach was exceptional and the area was quiet and felt secluded. The condo was a bit shabby but clean and had everything we needed. "
United States
Jessie
The price is HK$1,141
HK$2,524 total
includes taxes & fees
17 Feb - 18 Feb
Oceanfront Bliss–Longboat Key Beach 106 by RVA
Terrace/patio

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (254 reviews)
"Great place! "
United States
Michelle
The price is HK$2,276
HK$2,572 total
includes taxes & fees
16 Feb - 17 Feb
Kon Tiki Inn
Premium bedding, pillow-top beds, individually decorated

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (596 reviews)
"The location is ideal, rooms are nice and the owners are extremely accommodating. "
United States
Catherine
A Beach Retreat
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
"Visited SKB for my 40th birthday this year with two girlfriends. Loved our stay at SK Palms Resort. The grounds were well kept and clean. Rooms are a nice size and accommodating for three very easily. Great location to the Village - 5 minute car ride, without the prices of staying in the Village. Front desk staff was very friendly and responsive to our needs. We really enjoyed our trip and our stay at SK Palms Resort. Can’t wait to come back again!😊"
Lauren 4-night trip
Posted 2 days ago
Siesta Key Palms Resort

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