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Compare 1130 Vacation Homes in Legacy Trail with updated reviews, rates, and availability.

Tropical Villas of Venice Beach

3.5 star property
9.6 out of 10, Exceptional, (229)
"Tropical Villas is like your own little oasis! Everything is landscaped and manicured beautifully! Our location was ideal because we were within walking distance to the beach and downtown Venice. We will definitely be coming back."
Tropical Villas of Venice Beach

Anna Maria Beach Condo 1/1

9.8 out of 10, Exceptional, (174)
"The Condo was in a perfect location. Steps to the beach, steps to the free Trolley which was amazing to use to get around and see all of the Island. Was a perfect location!"
The price is AED 661
AED 1,460 total
includes taxes & fees
27 May - 28 May
Anna Maria Beach Condo 1/1

Waterfront dog-friendly home with heated private pool, dock, views, and lanai

8.0 out of 10, Very Good, (67)
"walk to sunset bar with great food, monkey bus will take you anywhere on island quickly!!"
The price is AED 1,102
AED 2,472 total
includes taxes & fees
4 May - 5 May
Waterfront dog-friendly home with heated private pool, dock, views, and lanai

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

9.8 out of 10, Exceptional, (7)
"This unit was immaculate down to details with a comfortable bed and crystal clear large smart tv. Also, steps from the marina, pool, and dining. "
The price is AED 364
AED 692 total
includes taxes & fees
7 May - 8 May
New Waterfront Unit, Sleeps 4, Heated Pool, Gym, Tiki Bar & Grill, Kitchenette

Siesta Key Island Rentals

3.0 star property
9.6 out of 10, Exceptional, (30)
"Great vacation stay "
Siesta Key Island Rentals

SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND

9.6 out of 10, Exceptional, (44)
"My family and I had such a great stay! The house was the perfect amount of space and had its own beach access. Great place for a family beach getaway"
The price is AED 2,196
AED 4,316 total
includes taxes & fees
4 May - 5 May
SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND

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

9.4 out of 10, Exceptional, (56)
"Proximty to anna maria island, cleanliness, responsive host. Should repair lanai screens "
The price is AED 367
AED 605 total
includes taxes & fees
5 May - 6 May
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite

Close to Beach Access #7, Short Walk to the Village

9.8 out of 10, Exceptional, (45)
"Love that it’s a close walk to the beach and Main Street. Will definitely stay here again. "
The price is AED 731
AED 1,999 total
includes taxes & fees
7 May - 8 May
Close to Beach Access #7, Short Walk to the Village

Heated Pool~Massive Spanish Home~Water Views~Sunset Deck~Grill~WIFI~Near Beaches

9.8 out of 10, Exceptional, (53)
"Beautiful home. Has everything you need. Will stay here again. "
The price is AED 2,020
AED 4,206 total
includes taxes & fees
3 Jun - 4 Jun
Heated Pool~Massive Spanish Home~Water Views~Sunset Deck~Grill~WIFI~Near Beaches

Heavenly Sunset: Paradise on Anna Maria Island

10.0 out of 10, Exceptional, (1)
"We had a fantastic relaxing time. My niece and her family were visiting from Australia so there was 7 of us and everything was perfect - layout, cleanliness, equipped with everything one might need for a beach getaway. Would definitely recommend and book this again when having a large party of 7 or more people. "
Heavenly Sunset: Paradise on Anna Maria Island

Private Oasis in Sarasota Florida

10.0 out of 10, Exceptional, (32)
"Check in was easy and the back yard was perfect."
Private Oasis in Sarasota Florida

Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach

9.2 out of 10, Wonderful, (14)
"Calm neighborhood super quiet enjoyed my stay"
The price is AED 290
AED 808 total
includes taxes & fees
4 May - 5 May
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach

Private pool House with Fountains & Beach Walkable

9.6 out of 10, Exceptional, (173)
"My mom and I stayed at the Villa for a week and it was amazing!!! Perfect for our needs. Plenty of space, very clean and cozy! Updated throughout and the pool/outdoor space was fantastic. The Villa is located in a great neighborhood-safe, fun and quiet BUT close to awesome hotspot restaurants, the beach and great shopping/ nightlife on Venice avenue. 12/10 recommend will definitely stay again!!"
Private pool House with Fountains & Beach Walkable

Cozy Casa Azul: 12 Min to Anna Maria, Private Pool, Screened Lanai, Modern Kitchen, Family Friendly

2.0 star property
10.0 out of 10, Exceptional, (6)
Cozy Casa Azul: 12 Min to Anna Maria, Private Pool, Screened Lanai, Modern Kitchen, Family Friendly

Beachwalker Apartment: Duplex within 100 steps to the sand.

9.2 out of 10, Wonderful, (26)
"Close to beach. Walking distance to Publix and restaurants. Enjoyed our stay. "
Beachwalker Apartment: Duplex within 100 steps to the sand.

Updated Large Pool Home w/Game Room W/Pool Table & Darts Only 1/2 Mile Beaches

7.6 out of 10, Good, (8)
"The property was fun but what set this property apart from other stays was the property manager. Excellent communication and was very accomodating to my requests. I even had left something behind at the property and was assisted fully in recovering those items after leaving the property. Exceptional and above expectations!"
The price is AED 643
AED 1,824 total
includes taxes & fees
12 May - 13 May
Updated Large Pool Home w/Game Room W/Pool Table & Darts Only 1/2 Mile Beaches

Siesta Beach Getaway - Minutes to Beach, Shops, Dining

9.6 out of 10, Exceptional, (12)
"Nice decor. Comfortable bedding. Perfect accommodations for our family of three adult couples. Owner’s suite had a spacious shower. Laundry room was equipped with nice washer/dryer. Spacious ranch home in quiet neighborhood. Convenient location. "
Siesta Beach Getaway - Minutes to Beach, Shops, Dining

Private retreat walking distance to beautiful beaches and restaurants.

10.0 out of 10, Exceptional, (145)
"Great place close to the beach!"
Private retreat walking distance to beautiful beaches and restaurants.

Amazing Villa with Extra Large Heated Pool ! 50% off Regular Rates!

9.0 out of 10, Wonderful, (57)
"Great location. Loved being able to bring our doggies! Had everything we needed! Would definitely recommend."
Amazing Villa with Extra Large Heated Pool ! 50% off Regular Rates!

Pineapples House- POOL private SOUTH facing - HOT TUB -close to BEACHES-walkable

10.0 out of 10, Exceptional, (73)
"The house is i great place to get away and enjoy the beach and house pool and hot tub. Second time staying and definitely would come back. Great host. The only thing I wish was the the pool was a little warmer but we are from Ohioso can be too picky"
Pineapples House- POOL private SOUTH facing - HOT TUB -close to BEACHES-walkable
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

3.5 star property
9.4 out of 10, Exceptional, (4642)
"Wonderful stay. I enjoy that the resort is so close to the beautiful beach and also local dining and shopping."
The price is AED 538
AED 691 total
includes taxes & fees
27 May - 28 May
Tropical Beach Resorts

Anna Maria Beach Resort

3.5 star property
9.4 out of 10, Exceptional, (201)
"This is a very good place to have relaxed days. The room was perfect, with all that we needed. The view was perfect. All the amenities help to have fun."
The price is AED 1,992
AED 2,521 total
includes taxes & fees
11 May - 12 May
Anna Maria Beach Resort

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2121)
"Spacious, clean, affordable and good location for a first trip to Sarasota. "
The price is AED 500
AED 565 total
includes taxes & fees
4 May - 5 May
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.