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Check prices for these dates

Next weekend
2 Jum. I - 4 Jum. I
In two weeks
9 Jum. I - 11 Jum. I
In one month
23 Jum. I - 25 Jum. I
In two months
20 Jum. II - 22 Jum. II

Compare 1095 Vacation Homes in Legacy Trail with updated reviews, rates, and availability.

Tropical Villas of Venice Beach
Beach nearby, beach umbrellas, beach towels

Tropical Villas of Venice Beach

3.5 star property
9.6 out of 10, Exceptional, (227)
"Amazing 3 day get away. The best place to stay in Venice! "
Tropical Villas of Venice Beach
Anna Maria Beach Condo 1/1
Property grounds

Anna Maria Beach Condo 1/1

9.8 out of 10, Exceptional, (174)
"This was our first family vacation and we were very happy with this property! The property owner was responsive and clear in communication. The property size was perfect for our family of 4 and I loved the screen porch area. Beach was across the street. Restaurants were walking distance. Parking was not a problem. Would definitely book again if we are back in that area again!"
The price is SAR 675
SAR 1,491 total
includes taxes & fees
5 May - 6 May
Anna Maria Beach Condo 1/1
Waterfront dog-friendly home with heated private pool, dock, views, and lanai
Fridge, microwave, oven, stovetop

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

8.0 out of 10, Very Good, (67)
"Overall this worked great for us. About 2 blocks from the gulf coast. Fishing access on an inlet behind the house and pool was great for us and kids. Out of the way for major island traffic but close enough to the coast to walk and enjoy it"
The price is SAR 1,125
SAR 2,524 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
Marina

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

9.8 out of 10, Exceptional, (7)
"Everything was above expectations. We have a great time at this facilities, clean and nice room . Relax …."
The price is SAR 371
SAR 707 total
includes taxes & fees
7 May - 8 May
New Waterfront Unit, Sleeps 4, Heated Pool, Gym, Tiki Bar & Grill, Kitchenette
Siesta Key Island Rentals
Room amenity

Siesta Key Island Rentals

3.0 star property
9.6 out of 10, Exceptional, (29)
"I love this property and people that run it are awesome. Paige you never left me hanging on anything you always answered my questions or problems immediately. Thank You"
Siesta Key Island Rentals
SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND
On the beach, sun loungers, beach towels

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

9.6 out of 10, Exceptional, (43)
"We celebrated my birthday at this home and everyone had a nice time. We loved that you can see the ocean from every room on that side of the house."
The price is SAR 2,618
SAR 4,824 total
includes taxes & fees
27 Apr - 28 Apr
SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite
Terrace/patio

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

9.2 out of 10, Wonderful, (55)
"Proximty to anna maria island, cleanliness, responsive host. Should repair lanai screens "
The price is SAR 375
SAR 618 total
includes taxes & fees
9 May - 10 May
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite
Close to Beach Access #7, Short Walk to the Village
Beach nearby, sun loungers, beach towels

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

9.8 out of 10, Exceptional, (45)
"The property was very clean and the check in process was incredibly easy. Just a couple minor issues like some wall outlets not working and the shower/bathtub not draining very well. They provided us with beach towels, beach chairs and umbrellas. Close to the beach, shops and dining. Would recommend for couples and families. "
The price is SAR 747
SAR 2,042 total
includes taxes & fees
2 May - 3 May
Close to Beach Access #7, Short Walk to the Village
Heated Pool~Massive Spanish Home~Water Views~Sunset Deck~Grill~WIFI~Near Beaches
Beach nearby, beach towels

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

9.8 out of 10, Exceptional, (52)
"Absolutely perfect!!"
The price is SAR 2,063
SAR 4,295 total
includes taxes & fees
18 May - 19 May
Heated Pool~Massive Spanish Home~Water Views~Sunset Deck~Grill~WIFI~Near Beaches
Heavenly Sunset: Paradise on Anna Maria Island
On the beach

Heavenly Sunset: Paradise on Anna Maria Island

Heavenly Sunset: Paradise on Anna Maria Island
Private Oasis in Sarasota Florida
Indoor pool

Private Oasis in Sarasota Florida

10.0 out of 10, Exceptional, (31)
"We were looking for somewhere to stay for a few days before flying back to UK from Tampa. This house was ideal as it was equally distant from both Siesta Key and Armand Circle with the restaurants and bars and just a short Uber ride.The house was really well equipped and the neighbourhood is lovely and quiet for chilled pool days.Lovely stay and lovely hosts "
Private Oasis in Sarasota Florida
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
Smart TV, Netflix, streaming services

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

9.2 out of 10, Wonderful, (13)
"Great location! Clean, easy to find and perfect amount of room. "
The price is SAR 296
SAR 825 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
Beach nearby

Private pool House with Fountains & Beach Walkable

9.6 out of 10, Exceptional, (172)
"Great location. Beach couple blocks away-walkable which is a plus for us. During spring break traffic is heavy so we can walk to beach or historic downtown or to local restaurants.Rented e-bikes for a few days and explored."
Private pool House with Fountains & Beach Walkable
Cozy Casa Azul: 12 Min to Anna Maria, Private Pool, Screened Lanai, Modern Kitchen, Family Friendly
Miscellaneous

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)
"We loved our stay here :) overall very clean! Amenities were plentiful in kitchen and for beach. Owner was very communicative. The pool was a little on green side but it was clean and warm .. I think maybe the chlorine was a little low but was still clean enough that our 13 year old took a few late night swims :)"
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.
Outdoor dining

Beachwalker Apartment: Duplex within 100 steps to the sand.

9.2 out of 10, Wonderful, (26)
"Exactly as described...Loved it. Beachy feel with cool character. Wonderful location. You won't believe how perfectly convenient the Beachwalker is to the spectacular beaches.Perfect couples get away. Everything you need to enjoy AMI. Close to everything!"
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
Terrace/patio

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

6.8 out of 10, (6)
"Property was clean, larger than expected and host was very accommodating and responsive. "
The price is SAR 656
SAR 1,841 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
Interior

Siesta Beach Getaway - Minutes to Beach, Shops, Dining

9.6 out of 10, Exceptional, (12)
"We were impressed with the property. Neighbors were even nice! Not on the beach, so that was a bit of a drive, especially with traffic. But stores were nearby and the neighborhood seemed decent. Would stay here again. "
Siesta Beach Getaway - Minutes to Beach, Shops, Dining
Private retreat walking distance to beautiful beaches and restaurants.
Beach nearby, sun loungers, beach towels

Private retreat walking distance to beautiful beaches and restaurants.

10.0 out of 10, Exceptional, (144)
"Very nice and clean place. Perfect for a couple. Nice outside private sitting area. Close to bridge and island. Had fun walking biking over bridge Driving easy too "
Private retreat walking distance to beautiful beaches and restaurants.
Amazing Villa with Extra Large Heated Pool ! 50% off Regular Rates!
Outdoor pool, a heated pool

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

9.0 out of 10, Wonderful, (57)
"The pool was not very clean. No lights in the BBQ area and pool area. No gas for BBQ , we have to buy it. "
Amazing Villa with Extra Large Heated Pool ! 50% off Regular Rates!
Pineapples House- POOL private SOUTH facing - HOT TUB -close to BEACHES-walkable
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (71)
"My husband and 3 teenagers had the best time. The house is exactly as described. It’s a beautiful home, inside and out. It is fully stocked with everything you would need and was very clean!! The host was very accommodating and helpful. Beaches, shopping, restaurants and fishing are all a short drive away. "
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
Property amenity

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4641)
"Clean, new and good price. Beach close. restaurants within walking distance. Staff very nice and eager to please. No complaints at all !"
The price is SAR 549
SAR 705 total
includes taxes & fees
27 May - 28 May
Tropical Beach Resorts
Anna Maria Beach Resort
On the beach, white sand, beach towels

Anna Maria Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (199)
"Highly recommend this property. Our unit was very updated and had a full kitchen with everything we needed for a comfortable stay. The beds were comfortable. The swimming pool was great and heated and the beach access was within a few steps. The location was quaint but easily accessible and lots of dining options near by. Would stay here again. "
The price is SAR 1,456
SAR 1,843 total
includes taxes & fees
27 Apr - 28 Apr
Anna Maria Beach Resort
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, (2117)
"Lovely well-appointed apartment with separate bedroom and a sitting room/kitchen. Everything you needed to cook your own food (small induction hob and a combination oven/microwave, pots etc). We only had 3 forks on arrival but quickly rectified. Despite being situated on a main road and our room being roadside, it was nice and quiet inside. Only downside was the pool being situated right next to the road - though it does get the sun for the longest there. "
The price is SAR 564
SAR 638 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.