Search Apartment Rentals in Legacy Trail

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Browse Select Legacy Trail Apartments

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (295)
"We very much enjoyed our stay. Our room was clean and ready for us early. Nancy, the manager, couldn’t have been nicer. This is a no-frills place—but the location can’t be beat! You walk across the street to the beach, and the lively shopping area with restaurants and fun is so close. It’s a quick walk, or you can take the free trolleys/busses. The outdoor area with a nice pool was so relaxing. We used it often. We would stay again. We had 3 teens with us, and they had a blast. We all felt safe....
The Ringling Beach House

Pelican Post at Anna Maria Island Inn

3.0 star property
9.0 out of 10, Wonderful, (266)
"Beautiful boutique resort. Clean rooms, great pool and hot tub. Walking distance around Anna Maria Island. Parking included. I highly recommend :)"
The price is CA $504
CA $638 total
includes taxes & fees
Apr 6 - Apr 7
Pelican Post at Anna Maria Island Inn

Sea Club I Beach Resort

3.0 star property
9.0 out of 10, Wonderful, (302)
"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

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

9.2 out of 10, Wonderful, (41)
"Our stay was excellent. Everything was well taken care of or promptly addressed. The two reasons for less than 5 stars are the tightness of parking (literally the most difficult parking situation i have ever encountered) and the general discomfort of the bed, which could just be my preferences. Other than those two our stay was awesome. "
The price is CA $270
CA $594 total
includes taxes & fees
Apr 14 - Apr 15
Siesta Key Village-Suite #3: A Block to the Beach!

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

8.6 out of 10, Excellent, (58)
"Perfect little place for a couple! "
Beach Getaway Steps from the Sand w/ Shared Pool, Fast WiFi & Parking

Charming Studio Unit Across from Lido Key Beach

9.0 out of 10, Wonderful, (14)
"The place was amazing!!! Clean,safe,comfortable great location!!! It had beach chairs and a cooler and umbrella towels!!! I had an amazing stay!!!! Thanks ago!!!"
Charming Studio Unit Across from Lido Key Beach

Beachside Studio Located Across from Main Beach and Half Mile to Village

8.8 out of 10, Excellent, (148)
"It was wonderfully renovated after storm damage and in excellent spot to enjoy the beach! Only two days wish we had more time. "
The price is CA $242
CA $602 total
includes taxes & fees
Apr 30 - May 1
Beachside Studio Located Across from Main Beach and Half Mile to Village

COZY STUDIO APT IN QUAINT QUADRAPLEX HOME. STEPS TO BEACH! KING BED. SLEEPS 2.

10.0 out of 10, Exceptional, (133)
"My daughter and I enjoyed a wonderful 4-night stay at Jill's unit. We loved the layout and design of her place. The unit was beautifully decorated, spotless, and had everything we needed. Despite the "studio" layout, the unit felt more spacious than we expected, and we felt we had plenty of room for the two of us. The pool area is cozy and inviting, and the availability of the washer/dryer was a huge plus. There were plenty of beach chairs and a beach umbrella for the residents of the four...
COZY STUDIO APT IN QUAINT QUADRAPLEX HOME. STEPS TO BEACH! KING BED. SLEEPS 2.

Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!

10.0 out of 10, Exceptional, (47)
"Super cute, quiet private property. Loved the hot tub, the bikes and extremely quick responses. I would highly recommend this place and would book again!"
Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!

Steps to Siesta Key BEACH! Pool, Tennis Court, Shuffle Board, Basketball!

10.0 out of 10, Exceptional, (38)
"Place was just as described. Clean and new furnishings. Steps to the most beautiful beach and easy to find restaurants and shopping close by. "
Steps to Siesta Key BEACH! Pool, Tennis Court, Shuffle Board, Basketball!

Villa in Osprey that sleeps the whole family

9.8 out of 10, Exceptional, (29)
"Wonderful place to stay, love the seclusion. "
Villa in Osprey that sleeps the whole family

Siesta Cooler: Only Minutes Walk to Siesta Beach!

9.6 out of 10, Exceptional, (41)
"We enjoyed our stay, clean and has everything we need! We love the location, for some it might a little noisy but we like all the music and people watching! It is a perfect place for our small family. The only improvement that we can suggest is the mattress on the pull-out coach needs replacing. Definitely will return!!"
The price is CA $282
CA $587 total
includes taxes & fees
Apr 8 - Apr 9
Siesta Cooler: Only Minutes Walk to Siesta Beach!

Tiny House Calypso with 1st floor sleeping

8.4 out of 10, Very good, (5)
"Is really nice place coming back soon 👍👍👍👍"
The price is CA $127
CA $253 total
includes taxes & fees
Apr 29 - Apr 30
Tiny House Calypso with 1st floor sleeping

Casey Key Resort - Gulf Shores

3.0 star property
8.2 out of 10, Very good, (253)
"We had an incredible weekend stay at the Casey Key Resort in Nokomis. The staff were amazing, the accommodations were elegant, the location was IDEAL (especially for a fisherman), and the views were PRICELESS. We stayed in a cozy cabin and had access to both the gorgeous white sandy beaches of the gulf along with dock access to the Intercoastal Waterway. I would highly recommend this small little hotel as it is both cozy and wonderfully located on Casey Key."
The price is CA $325
CA $386 total
includes taxes & fees
May 4 - May 5
Casey Key Resort - Gulf Shores

Spacious beach cottage steps from the beach on Anna Maria Island

9.0 out of 10, Wonderful, (6)
"This is decorated so cute. Very comfortable, nice location. The open living space is so comfortable. I think our rental rushed you a bit but we loved it! And appreciated it. Just remember the garbage disposal still needs a switch. The painters were very friendly and polite! "
Spacious beach cottage steps from the beach on Anna Maria Island

Studio Retreat Across the Street from Beautiful Siesta Key Beach

8.8 out of 10, Excellent, (146)
"This unit was in the perfect location. A little less than a mile from the village which we walked every day. Close to free ride services as well! The best was that is was right across from the beach and the unit had beach towels, 2 chairs and a cooler. The towels were a bit scratchy which was no good for the sunburn we got early into the trip - but they did the job! The unit was really everything we needed for a whole week. I would recommend they add a small garbage to the bathroom and a body...
The price is CA $214
CA $570 total
includes taxes & fees
Apr 24 - Apr 25
Studio Retreat Across the Street from Beautiful Siesta Key Beach

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

9.8 out of 10, Exceptional, (35)
"Location, location, location!"
The price is CA $270
CA $588 total
includes taxes & fees
Apr 26 - Apr 27
Siesta Key Village-Suite #1: A block to the Beach!

Venice Beach Studio-centrally located-Great Price-Clean-Private

10.0 out of 10, Exceptional, (6)
"Very close to downtown, beaches and restaurants. Easy to go to beach for sunrise or sunset. Unit had everything you could think of to need to make your stay comfortable. "
Venice Beach Studio-centrally located-Great Price-Clean-Private

Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!

10.0 out of 10, Exceptional, (38)
"Very clean everything you need great location!"
Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!

Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

10.0 out of 10, Exceptional, (16)
"Great location"
The price is CA $377
CA $864 total
includes taxes & fees
May 1 - May 2
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & 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.
Don't see what you're looking for?
See all available properties in Legacy Trail
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Legacy Trail

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4609)
"Excellent! We love this place and will go back! Staffs are very nice and friendly! Room is clean and smell good. It is a nice spot walking to the beach. "
The price is CA $265
CA $332 total
includes taxes & fees
May 4 - May 5
Tropical Beach Resorts

Anna Maria Beach Resort

3.5 star property
9.4 out of 10, Exceptional, (191)
"This was a beautiful property...understated elegance. Very clean, well maintained with great amenities. The reception staff was wonderful and I can't wait to go back. A beautiful gem! "
The price is CA $875
CA $1,108 total
includes taxes & fees
Apr 7 - Apr 8
Anna Maria Beach Resort

Tiny House Siesta

2.0 star property
8.2 out of 10, Very good, (248)
"The tiny house was just what we needed. Only complaint was that the air conditioner spit water when turned down. Great location super cute. Quiet at night! "
The price is CA $132
CA $229 total
includes taxes & fees
Apr 10 - Apr 11
Tiny House Siesta
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.