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Check prices for these dates

Next weekend
Jul 25 - Jul 27
In two weeks
Aug 1 - Aug 3
In one month
Aug 15 - Aug 17
In two months
Sep 12 - Sep 14

Browse Select Legacy Trail Apartments

Seabreeze at Anna Maria Island Inn
Enjoy ocean views from this deck with tables and chairs under umbrellas, surrounded by a railing.

Seabreeze at Anna Maria Island Inn

3.0 star property
8.8 out of 10, Excellent, (19)
"Absolutely loved staying here. Lovely property and exceptional service. The staff was very helpful. Rooms were pristine. I was pleasantly surprised by the decor and modernness of the room. The views were exceptional and the location is fantastic! "
The price is CA $406
CA $514 total
includes taxes & fees
Jul 17 - Jul 18
Seabreeze at Anna Maria Island Inn
The Ringling Beach House
Classic hotel with a symmetrical facade, central entrance, and upper-level balcony.

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (311)
"Excellent property, excellent communication with Susan, i recommend it to anyone who wants to have an amazing vacation."
The Ringling Beach House
Pelican Post at Anna Maria Island Inn
Stunning building with a distinctive roof and lush tropical surroundings.

Pelican Post at Anna Maria Island Inn

3.0 star property
9.2 out of 10, Wonderful, (283)
"This was an amazing property and we can’t wait to come back on our next trip to the island."
The price is CA $304
CA $385 total
includes taxes & fees
Aug 10 - Aug 11
Pelican Post at Anna Maria Island Inn
Sea Club I Beach Resort
Relax in style with comfortable lounge chairs overlooking the ocean.

Sea Club I Beach Resort

3.0 star property
9.0 out of 10, Wonderful, (317)
"Nice place "
Sea Club I Beach Resort
Casey Key Resort - Gulf Shores
Enjoy the serene view of the water from the comfort of your room, featuring a large window, wicker chairs, and a small table with a lamp.

Casey Key Resort - Gulf Shores

3.0 star property
8.4 out of 10, Very good, (258)
"Cheryl was an amazing host :)"
The price is CA $281
CA $334 total
includes taxes & fees
Jul 17 - Jul 18
Casey Key Resort - Gulf Shores
Waterfront Room, Sleeps 4, Heated Pool, Gym, Tiki Bar & Grill, Kitchenette
Stroll along the marina's paved walkway, surrounded by palm trees and well-maintained gardens.

Waterfront Room, Sleeps 4, Heated Pool, Gym, Tiki Bar & Grill, Kitchenette

9.6 out of 10, Exceptional, (14)
"Loved the amenities "
The price is CA $109
CA $235 total
includes taxes & fees
Jul 17 - Jul 18
Waterfront Room, Sleeps 4, Heated Pool, Gym, Tiki Bar & Grill, Kitchenette
PRIVATE POOL 2 bedroom 2 bathroom and just 2 blocks from the beach
Relax in a backyard with a swimming pool, surrounded by palm trees and a white fence, perfect for socializing and unwinding.

PRIVATE POOL 2 bedroom 2 bathroom and just 2 blocks from the beach

10.0 out of 10, Exceptional, (6)
"Great location, beautiful pool easy access to everything in plenty of parking "
PRIVATE POOL 2 bedroom 2 bathroom and just 2 blocks from the beach
Beachfront with Gulf Views in Longboat Key
Relax in this stylish living room with a large flat-screen TV, sliding glass door to a balcony with ocean views and palm trees.

Beachfront with Gulf Views in Longboat Key

Beachfront with Gulf Views in Longboat Key
Beachfront Bliss at Bamboo Apartments #2– A Hidden Gem on Anna Maria Island!
Relax on the beach with a clear view of the sea, surrounded by trees and comfortable seating.

Beachfront Bliss at Bamboo Apartments #2– A Hidden Gem on Anna Maria Island!

10.0 out of 10, Exceptional, (47)
"Inviting, cozy and steps from the Gulf. Central location We loved our stay!"
Beachfront Bliss at Bamboo Apartments #2– A Hidden Gem on Anna Maria Island!
Charming Studio Unit Across from Lido Key Beach
Enjoy a serene beach experience with calm ocean waters and gentle waves.

Charming Studio Unit Across from Lido Key Beach

9.2 out of 10, Wonderful, (22)
"A great place for a weekend get away. The location is close to Lido Beach and St. Armand’s Circle."
Charming Studio Unit Across from Lido Key Beach
The Pink House Unit B: A Cozy Retreat Steps from the Beach
Relax in a serene guest room with a comfortable bed, cozy seating area, and a balcony overlooking lush greenery.

The Pink House Unit B: A Cozy Retreat Steps from the Beach

9.8 out of 10, Exceptional, (86)
"We loved this property, it was cute, cozy & extremely clean. We will definitely be back!!!"
The Pink House Unit B: A Cozy Retreat Steps from the Beach
Private Patio, 2-min Siesta Keys Best Beach, 1-min Dining & Entertainment of Village, Walk to All!
Enjoy a lively beach experience with calm waters and a well-maintained shoreline, perfect for swimming and sunbathing.

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

9.4 out of 10, Exceptional, (194)
"Clean and central to everything Siesta Key has to offer."
Private Patio, 2-min Siesta Keys Best Beach, 1-min Dining & Entertainment of Village, Walk to All!
Siesta Key Village-Suite #4: A block to the Beach!
Guests can enjoy access to the beach from this property.

Siesta Key Village-Suite #4: A block to the Beach!

9.0 out of 10, Wonderful, (28)
"the only issue was not being able to use washer and dryer "
Siesta Key Village-Suite #4: A block to the Beach!
Resort-Style Relaxation – Beach Club #12 on Anna Maria Island by RVA
On the beach

Resort-Style Relaxation – Beach Club #12 on Anna Maria Island by RVA

9.4 out of 10, Exceptional, (121)
"Short stay in anna maria island was wonderful. "
Resort-Style Relaxation – Beach Club #12 on Anna Maria Island by RVA
Beachfront with Beautiful Views on Longboat Key
Interior

Beachfront with Beautiful Views on Longboat Key

Beachfront with Beautiful Views on Longboat Key
Stunning 1-Bedroom, Remodeled Apartment Overlooking Pool Near the Beach
Relax on the beach with comfortable lounge chairs and a shaded area.

Stunning 1-Bedroom, Remodeled Apartment Overlooking Pool Near the Beach

9.6 out of 10, Exceptional, (90)
"The property was nice and clean, super close to beach access, and walkable to Siesta Village. The place was just as described and check in/check out was seamless. Highly recommend booking here!"
The price is CA $423
CA $711 total
includes taxes & fees
Aug 3 - Aug 4
Stunning 1-Bedroom, Remodeled Apartment Overlooking Pool Near the Beach
THE BEACH CONDO #107. DIRECLY ON GULF FULL VIEW
Enjoy a serene beach experience with calm waters and a wide shoreline.

THE BEACH CONDO #107. DIRECLY ON GULF FULL VIEW

9.8 out of 10, Exceptional, (69)
"Perfect location for a nice 4 day get away! Walk out the back door and you are on the beach. "
The price is CA $315
CA $591 total
includes taxes & fees
Aug 1 - Aug 2
THE BEACH CONDO #107. DIRECLY ON GULF FULL VIEW
Siesta Key Village-Suite #3: A Block to the Beach!
Relax on the beach with comfortable chairs and umbrellas, perfect for a leisurely day.

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

9.4 out of 10, Exceptional, (47)
"Great location in the heart of town close to shops and restaurants and a short walk to the beach. "
The price is CA $218
CA $509 total
includes taxes & fees
Jul 18 - Jul 19
Siesta Key Village-Suite #3: A Block to the Beach!
★ NEW ★ Serene Retreat | Private Patio & Pool ★
Enter a serene oasis with a central staircase leading to the main building, surrounded by a beautifully maintained garden with a decorative fountain.

★ NEW ★ Serene Retreat | Private Patio & Pool ★

9.8 out of 10, Exceptional, (9)
"Nice place"
★ NEW ★ Serene Retreat | Private Patio & Pool ★
Very tropical, private and peaceful, short walk to everything happening downtown
Relax in a charming outdoor seating area surrounded by lush greenery and soft lighting.

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

9.6 out of 10, Exceptional, (74)
"Nice clean place. Fenced in courtyard. Plenty of privacy. We enjoyed a nice date night and a lazy morning. Would stay again "
The price is CA $106
CA $347 total
includes taxes & fees
Jul 19 - Jul 20
Very tropical, private and peaceful, short walk to everything happening downtown
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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