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Browse Select Legacy Trail Apartments

The Ringling Beach House
Aerial view

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (286)
"This was a lovely place. Just loved it. Will be back. "
The Ringling Beach House
Sea Club I Beach Resort
On the beach, white sand

Sea Club I Beach Resort

3.0 star property
9.0 out of 10, Wonderful, (301)
"I love that this property is right on the beach. We were there over Christmas. The property was not fully booked, so it was fairly quiet. The Gulf was too cold for us, but we enjoyed using the the provided lounge chairs to relax on the beach. Lots of shelling to do. Not a lot of people at this time. Pool was not a bad temperature and was clean. The property looks like an old motor lodge, but they have kept it nice. Our room did not have a lot of updates, but it was sufficient. A roll of paper...
Sea Club I Beach Resort
Haley's at The Anna Maria Island Inn
Beach nearby, white sand, sun loungers, beach towels

Haley's at The Anna Maria Island Inn

3.0 star property
8.6 out of 10, Excellent, (369)
"The bed in our room was extremely comfortable."
Haley's at The Anna Maria Island Inn
Shorewalk Vacation Villas
Property grounds

Shorewalk Vacation Villas

2.0 star property
8.8 out of 10, Excellent, (703)
"This is our second stay at Shorewalk. We love it here! It's close and convenient to many places we like to visit. The suite was clean and really spacious! We will definitely stay here again. "
Shorewalk Vacation Villas
Pelican Post at Anna Maria Island Inn
Garden

Pelican Post at Anna Maria Island Inn

3.0 star property
9.2 out of 10, Wonderful, (261)
"Beautiful boutique resort. Clean rooms, great pool and hot tub. Walking distance around Anna Maria Island. Parking included. I highly recommend :)"
Pelican Post at Anna Maria Island Inn
Palm Tree Villas
Outdoor pool, pool umbrellas, sun loungers

Palm Tree Villas

3.0 star property
9.2 out of 10, Wonderful, (159)
"Our studio villa was perfect for our stay. Very clean, loved the outdoor patio! Pool is heated, nice and relaxing. Having a beach wagon with umbrella and chairs was an added bonus. The villas location is excellent. short walk to the beach, restaurants and stores very close by."
The price is CA $250
CA $498 total
includes taxes & fees
Jan 14 - Jan 15
Palm Tree Villas
Private Patio, Walk to All, 2min- Siesta Keys Best Beach, 1min- Dining & Entertainment of Village!
Beach nearby

Private Patio, Walk to All, 2min- Siesta Keys Best Beach, 1min- Dining & Entertainment of Village!

9.4 out of 10, Exceptional, (183)
"Wonderful accommodation. Very clean and in a great location."
Private Patio, Walk to All, 2min- Siesta Keys Best Beach, 1min- Dining & Entertainment of Village!
Siesta Key Village-Suite #3: A Block to the Beach!
Beach nearby, sun loungers, beach towels

Siesta Key Village-Suite #3: A Block to the Beach!

9.4 out of 10, Exceptional, (33)
"The unit was in the perfect location right on the main strip so of course it was noisy at night. The unit had plenty of space and it was very clean. "
Siesta Key Village-Suite #3: A Block to the Beach!
Condo w/ Pool Access < 4 Miles to Siesta Key Beach
Apartment (2 Bedrooms) | Private kitchen

Condo w/ Pool Access < 4 Miles to Siesta Key Beach

3.0 star property
10.0 out of 10, Exceptional, (6)
"The home home was clean and for me, ideally located between my dad’s home and Siesta key beach,. I come down from Michigan to visit my dad and family 2 times a year, staying in various rentals. It is comfortable and parking right in front of the rental makes unloading of suit cases convenient. My interaction with Sheri, the host. Was very pleasant and most helpful! I will be scheduling my next trip down in the spring and will be staying here, again!"
Condo w/ Pool Access < 4 Miles to Siesta Key Beach
Private Beach Access! New! Heron's Walk #4
Beach

Private Beach Access! New! Heron's Walk #4

10.0 out of 10, Exceptional, (7)
"The property was small and quaint for a couple just looking to get away from everything and just relax. The access to and from the beach was a breeze. Everything listed was as is and very cozy. Couldn't have asked for anything more."
Private Beach Access! New! Heron's Walk #4
Beach Getaway Steps from the Sand w/ Shared Pool, Fast WiFi & Parking
Beach nearby

Beach Getaway Steps from the Sand w/ Shared Pool, Fast WiFi & Parking

8.6 out of 10, Excellent, (54)
"Property was an excellent location right beside the beach and plenty to do within walking distance. Perfect for a stay as a couple, plenty of space and good amenities. Fresh water outside to wash the sand off was a nice addition as well and much needed. We contacted the property management about possibly being able to enter the property about 20 minutes early and were told no, even though no one was working in or around the unit. So don't expect to be able to arrive a moment too early. My...
Beach Getaway Steps from the Sand w/ Shared Pool, Fast WiFi & Parking
THE BEACH, condo #107, PRIVATE BEACH Open 1/1/2025
Sun loungers, beach towels

THE BEACH, condo #107, PRIVATE BEACH Open 1/1/2025

9.8 out of 10, Exceptional, (60)
"Very nice "
The price is CA $323
CA $604 total
includes taxes & fees
Jan 11 - Jan 12
THE BEACH, condo #107, PRIVATE BEACH Open 1/1/2025
Beachfront Studio right on the Sand! Ground Floor - Free Parking - Ocean View
Outdoor dining

Beachfront Studio right on the Sand! Ground Floor - Free Parking - Ocean View

10.0 out of 10, Exceptional, (14)
"Had a wonderful 3 night get-away with my hubby. Location was amazing. Much quieter beach spot than down at the main public beaches. Anna Maria is a really fun island to explore. Saw a baby sea turtle, some baby manatees, fireworks, beautiful sunsets and a gorgeous rainbow on our last morning. Host was great and property was well equipped for our short stay."
Beachfront Studio right on the Sand! Ground Floor - Free Parking - Ocean View
Beachside Bliss Steps to the Sand! 1BD1 Bath Condo
On the beach

Beachside Bliss Steps to the Sand! 1BD1 Bath Condo

8.8 out of 10, Excellent, (6)
"Steps from the sand...and from the trolley. The trolley will take you from one end to the other on the island. Great little condo with all the necessities you need for an enjoyable beach trip. 💛"
Beachside Bliss Steps to the Sand! 1BD1 Bath Condo
Charming & cozy studio, totally renovated in 2024.Close to beach.Pets welcome!
Terrace/patio

Charming & cozy studio, totally renovated in 2024.Close to beach.Pets welcome!

9.8 out of 10, Exceptional, (9)
"I was down looking at various properties ti purchase fir my wife and I. Laurie's place was right between the areas we were looking in, close to Venice and Englewood. The unit was clean, neat, stocked with necessities like coffee, tea and accessories. Ahe even bought a camping cot to accomodate a friend of mine from Michigan that has a place in Clearwater for a night. It is now available in the Goose's Shed for othwrs.Great stay and attentive hist.others. "
The price is CA $121
CA $206 total
includes taxes & fees
Jan 10 - Jan 11
Charming & cozy studio, totally renovated in 2024.Close to beach.Pets welcome!
Beach on the Boulevard; White Sand tropical waters just steps away
Smart TV, books

Beach on the Boulevard; White Sand tropical waters just steps away

10.0 out of 10, Exceptional, (18)
"Excellent suite that was well-appointed, reasonably priced and had a wonderful location as well. We will stay here again."
The price is CA $322
CA $585 total
includes taxes & fees
Jan 14 - Jan 15
Beach on the Boulevard; White Sand tropical waters just steps away
Very tropical, private and peaceful, short walk to everything happening downtown
Terrace/patio

Very tropical, private and peaceful, short walk to everything happening downtown

9.6 out of 10, Exceptional, (63)
"The host of this property is amazing. I had to reschedule this booking last minute. It was past the cancellation date. She allowed me to move it to a later date. I texted with her several times over the next few months. She always responded. The rental was exactly as it was presented. Cute little apartment very well stocked and clean. Super close to everything we wanted to do. We went to St Armand's circle and Lido beach. Would definitely stay here again. "
Very tropical, private and peaceful, short walk to everything happening downtown
Siesta Cooler: Only Minutes Walk to Siesta Beach!
Beach nearby

Siesta Cooler: Only Minutes Walk to Siesta Beach!

9.6 out of 10, Exceptional, (33)
"We always like staying here. The condo has a nice outdoor porch overlooking the main drag. The bedroom is nice a dark for sleeping. Super convenient to everything. Safe. The only thing I would say negative is that the internet can be spotty at times. "
Siesta Cooler: Only Minutes Walk to Siesta Beach!
Love Shack on the Water Most desirable location on AMI
Sun loungers

Love Shack on the Water Most desirable location on AMI

10.0 out of 10, Exceptional, (21)
"Overall location was perfect, accommodations were exactly what we needed for our long weekend. Very inviting. "
Love Shack on the Water Most desirable location on AMI
Nice studio near Anna Maria Island, IMG Academy, UTC Mall, Lecom Park
Sun loungers

Nice studio near Anna Maria Island, IMG Academy, UTC Mall, Lecom Park

9.4 out of 10, Exceptional, (66)
"The property looks just like the pictures and is clean and well-maintained. The property owners are very nice, flexible and easy to communicate with. My daughter and I really only slept and showered there but it was a perfect, quiet little place to rest our heads. We enjoyed our stay. "
Nice studio near Anna Maria Island, IMG Academy, UTC Mall, Lecom Park
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

Tropical Beach Resorts
Property amenity

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4537)
"The stay at the hotel was good. Issue was if you didn’t purchase their chair and umbrella then you were forced to sit at the end where the beach area is not kept nice. You’re spending the same money as everyone else to stay at resort. Should have the same right to sit where you want on the beach. "
The price is CA $233
CA $296 total
includes taxes & fees
Jan 12 - Jan 13
Tropical Beach Resorts
The Residences at Siesta Key Beach by Hyatt Vacation Club
Sports facility

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 star property
9.8 out of 10, Exceptional, (220)
"Very lovely (and large!) accommodation. Extremely clean. Front desk staff kind of rude/pretentious.Great location right on the beach at Siesta Key. Heated pool with good poolside bar. Also had a hot tub, which was nice as the weather was a bit cool when we were there. Feel like I was misled a bit based on room description--thought we were booking a room with beach view, but instead got "city view"--which essentially looked into a back alley and at a 7-eleven. For the price/my personal budget,...
The price is CA $728
CA $896 total
includes taxes & fees
Jan 22 - Jan 23
The Residences at Siesta Key Beach by Hyatt Vacation Club
Hibiscus Suites - Gateway to Siesta Key
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2084)
"Great little place! Really enjoyed our stay! "
The price is CA $214
CA $242 total
includes taxes & fees
Jan 14 - Jan 15
Hibiscus Suites - Gateway to Siesta Key
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.