Search Cottages in Legacy Trail

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Compare 46 Cottages in Legacy Trail with updated reviews, rates, and availability.

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (164)
"Such a beautiful week maintained property with every thing you could possibly need or want to enjoy the area. ♥️"
The price is SAR 499
SAR 692 total
includes taxes & fees
2 Dec - 3 Dec
The Inn On Siesta Key

Across The Street From #1 Beach

10.0 out of 10, Exceptional, (313)
"Beautiful cottage with the perfect amount of space and amenities in a great location. Conveniently located down the street from the strip and right across the street from the beaches. Highly recommend to any couple whose looking to relax for the week"
Across The Street From #1 Beach

Beachfront Cottage, Best location on Manasota Key, Sleeps 4, Kayaks and Wi-Fi

10.0 out of 10, Exceptional, (127)
"Our stay was great. Everything was as advertised and expected. "
Beachfront Cottage, Best location on Manasota Key, Sleeps 4, Kayaks and Wi-Fi

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

9.2 out of 10, Wonderful, (50)
"This place was exactly as described. Cute little cottage with an ocean view. We loved waking up to hearing the ocean and watching the dolphins pass through every day. Beach is loaded with beautiful shells. We had a maintenance issue but the owner was extremely helpful had it taken care immediately "
The price is SAR 2,247
SAR 3,652 total
includes taxes & fees
30 Dec - 31 Dec
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms

Heated Pool, Beach and Amenities, 2-3 min walk.

9.6 out of 10, Exceptional, (65)
"Very clean, nice location, close to beach and pool, can use the trolley. Quaint duplex with lots of charm. Four adults stayed here with no problems. Would rent again."
Heated Pool, Beach and Amenities, 2-3 min walk.

Country Cottage Home

9.6 out of 10, Exceptional, (119)
"We came in town for a weekend at the Freedom Factory Track. Easy commute, easy stay. Just as describes. "
Country Cottage Home

Experience the passion of hospitality, cleaning, and good location!

9.6 out of 10, Exceptional, (131)
"Enjoyed staying here it’s close to the beach"
Experience the passion of hospitality, cleaning, and good location!

Vintage Island Cottage on the Beach- Sunset Views - Bamboo Apts. C1

10.0 out of 10, Exceptional, (85)
"My wife and i had a great weekend in Alice's cottage..Pkace was clean and clearly well maintained. Oh and did i mention only a few steps to a white, soft sandy beach? Yes this was a great old Florida' experience. Not many of these gems left"
Vintage Island Cottage on the Beach- Sunset Views - Bamboo Apts. C1

Siesta Key Old Florida Cottage, Great Location at a Great Price

9.0 out of 10, Wonderful, (164)
"We love this cottage ! Even in a hurricane 😉"
Siesta Key Old Florida Cottage, Great Location at a Great Price

Beachside Vacation Cottage at Beach Palms

10.0 out of 10, Exceptional, (2)
"Great location and very clean and comfortable. Nice to see the old cottages not only saved but remodeled on the inside. Owner's are some of the nicest people you've ever met. Planning the next trip as we speak and will definitely be staying here!"
Beachside Vacation Cottage at Beach Palms

This cottage is a 2 bedroom(s), 2 bathrooms, located in Englewood, FL.

9.4 out of 10, Exceptional, (180)
"Everything was great only thing it needed to have was a tv in the master bedroom "
This cottage is a 2 bedroom(s), 2 bathrooms, located in Englewood, FL.

2Bd2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill

10.0 out of 10, Exceptional, (62)
"Flamingo Cottage offers everything a Florida getaway has to offer. Gracious owners; a lovely, well appointed vintage beach house and a perfect quiet location for an stress-free vacation. We look forward to our return next year!"
2Bd2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill

Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2

9.8 out of 10, Exceptional, (88)
"We loved the historical feel of the cottage and proximity to the beach. It was a relaxing, rejuvenating visit and we appreciated the hospitality basket upon our arrival. We have found most VRBO’s do not offer this simple but much appreciated touch. On top of everything, the owner, Alice, is a delight"
Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2

Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom

9.2 out of 10, Wonderful, (77)
"So glad to have found this property on Casey Key, right on the beach with incredible sunset views. The host was gracious and helpful and the property had everything we needed, including sharks teeth on the beach. We hope to come back. "
The price is SAR 2,247
SAR 3,623 total
includes taxes & fees
21 Dec - 22 Dec
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom

Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the...

9.6 out of 10, Exceptional, (40)
"The property was as described and absolutely amazing! It was beautiful inside, beds were comfortable, living area had comfortable furniture. Amenities were excellent. Not a bad thing to say about this place. Easy check in/out. Will definitely stay there again! "
Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the...

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

10.0 out of 10, Exceptional, (1)
"Great Vacation! Very clean and everything you needed. Name “solitude” is appropriate. Nice quiet getaway from hustle and bustle of spring break crowd. Lisa the property manager was very nice and accommodating."
The price is SAR 451
SAR 1,135 total
includes taxes & fees
1 Dec - 2 Dec
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Private 2 Bedroom Cottage Close to Everything for Florida Fun.

10.0 out of 10, Exceptional, (7)
"This place was amazing. It even offers more than the listing describes because we were unaware of how big the grounds were! The kids had plenty of room to roam and explore safely. The beds were extremely comfortable. The place has original art which is amazing to look at! The location is perfect for privacy but also clise to the the beaches and the historic district. This will become our new yearly family spot. Got to meet Carrol as we unfortunately had to leave and she is fantastic! We havent...
Private 2 Bedroom Cottage Close to Everything for Florida Fun.

Romantic, Cute Cottage on Anna Maria Island. Close To Everything. Pet Friendly!

10.0 out of 10, Exceptional, (15)
"We had such a great stay at the Seabreeze Cottage. The space is so nice with everything you need to stay in and cook and feel comfortable. Such an easy walk to the beach, bay and tons of restaurants. We will definitely be coming back! "
Romantic, Cute Cottage on Anna Maria Island. Close To Everything. Pet Friendly!

Beachy Cottage near Manasota Key

9.6 out of 10, Exceptional, (4)
"My husband and I spent 40 nights at this cottage. We had an overall good experience. This quaint old place was clean with the exception of a few ants. The appliances, including air conditioning (and heat) all worked. The unit had some broken blinds in the smaller bedroom. I mentioned this via text to our host Allen when we first arrived. He responded that the property manager Olivia was probably aware. We purchased a shower curtain and tacked it up so our guests had privacy. The road is very...
Beachy Cottage near Manasota Key

Cozy Beach Cottage

9.2 out of 10, Wonderful, (17)
"Great fun Surf and bay fishing "
Cozy Beach Cottage
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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Other property types in Legacy Trail

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2074)
"Our suite was very clean and the hospitality was wonderful. Would definitely recommend to anyone. If we ever visit the area again we would definitely stay there."
The price is SAR 601
SAR 658 total
includes taxes & fees
1 Dec - 2 Dec
Hibiscus Suites - Gateway to Siesta Key

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 star property
9.8 out of 10, Exceptional, (211)
"Facility was great … would certainly stay here again in the future "
The price is SAR 1,391
SAR 1,735 total
includes taxes & fees
3 Dec - 4 Dec
The Residences at Siesta Key Beach by Hyatt Vacation Club

Luxury home with Pool, Putting Green, Beach Bikes!

9.6 out of 10, Exceptional, (28)
"Absolutely stunning house! Decor is beautiful, beds are comfortable, porch is amazing, location is great and pool/spa is perfect!! Best house we have ever stayed in! Would recommend to all my family and friends. "
Luxury home with Pool, Putting Green, Beach Bikes!
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.