Search Vacation Homes in Legacy Trail

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Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Vacation Homes in Legacy Trail

Siesta Key Island Rentals
Room amenity

Siesta Key Island Rentals

3.0 star property
9.6 out of 10, Exceptional, (35)
"Great vacation stay "
Siesta Key Island Rentals
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, (234)
"The property was in a quiet area and was very pleasant and comfortable. "
Tropical Villas of Venice Beach
Cozy Cottage
Private kitchen

Cozy Cottage

9.8 out of 10, Exceptional, (8)
Cozy Cottage
Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool
Pool

Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool

9.2 out of 10, Wonderful, (10)
"We had a great stay at this property! We had five adults and one infant with plenty of room to be comfortable. We enjoyed the short walk to the beach and that beach chairs were provided by the HOA (umbrellas are not but there was one at the property). The owners were wonderful, fast responses to any messages and made sure we had everything we needed to have a great time! Definitely recommend this property if you’re in Siesta Key and looking to be very close to the beach!"
Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool
Experience paradise steps away from Siesta Key Beach
Beach nearby, beach towels

Experience paradise steps away from Siesta Key Beach

9.8 out of 10, Exceptional, (199)
"It was clean and beautiful. We had a great time!!!"
Experience paradise steps away from Siesta Key Beach
Dogs and cats friendly renovated duplex 5 min drive from the beach
Interior

Dogs and cats friendly renovated duplex 5 min drive from the beach

10.0 out of 10, Exceptional, (56)
"Zoe and Nick's house was perfect! Great location, beautiful duplex . We had a great time! Thank you "
Dogs and cats friendly renovated duplex 5 min drive from the beach
Spacious 5-bedroom house in lovely Rotonda West with fast WiFi and Private Pool
Smart TV, books

Spacious 5-bedroom house in lovely Rotonda West with fast WiFi and Private Pool

2.0 star property
10.0 out of 10, Exceptional, (11)
"This was a great place to stay! Plenty of space for a large group, well stocked, easy communication! "
Spacious 5-bedroom house in lovely Rotonda West with fast WiFi and Private Pool
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite
Terrace/patio

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

9.4 out of 10, Exceptional, (60)
"We had a great time very quiet and hosts were awesome "
The price is SAR 394
SAR 584 total
includes taxes & fees
19 Jun - 20 Jun
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite
Anna Maria Beach Condo 1/1
Property grounds

Anna Maria Beach Condo 1/1

9.8 out of 10, Exceptional, (178)
"This condominium was quite nice - plenty of room, clean, fully equipped kitchen, easy in-and-out, "
The price is SAR 750
SAR 1,580 total
includes taxes & fees
28 Jun - 29 Jun
Anna Maria Beach Condo 1/1
Comfy private home In Venice, Florida - Heated Pool, Minutes From the Beach
Smart TV

Comfy private home In Venice, Florida - Heated Pool, Minutes From the Beach

9.8 out of 10, Exceptional, (147)
"Wonderful home and host. Just minutes from beaches. Great time had by all. "
Comfy private home In Venice, Florida - Heated Pool, Minutes From the Beach
Beach+Dock+Pool+2 SUPs+2 Kayaks+Fishing+Water Views,Duplex,140 steps to Beach
A heated pool

Beach+Dock+Pool+2 SUPs+2 Kayaks+Fishing+Water Views,Duplex,140 steps to Beach

9.8 out of 10, Exceptional, (102)
"Amazing location, comfortable beds, loved being in walking distance to fun restaurants and shopping, the pool was perfectly warm for the cool weather. Highly recommend! "
Beach+Dock+Pool+2 SUPs+2 Kayaks+Fishing+Water Views,Duplex,140 steps to Beach
Beachfront - New Listing!
A heated pool

Beachfront - New Listing!

10.0 out of 10, Exceptional, (23)
"Great property and location! Nicole was amazing to work with in planning our vacation and throughout our stay!"
Beachfront - New Listing!
Private Bayside Property -- With Private Fishing/Boating Pier/Remote Office
Property grounds

Private Bayside Property -- With Private Fishing/Boating Pier/Remote Office

9.6 out of 10, Exceptional, (58)
"We checked into the property and there was an issue with the property. The owner was in communication with us and issued us a full refund."
Private Bayside Property -- With Private Fishing/Boating Pier/Remote Office
Beautiful 3 BR pool home minutes from Siesta Key - Blue Dolphin
Fridge, microwave, oven, stovetop

Beautiful 3 BR pool home minutes from Siesta Key - Blue Dolphin

9.2 out of 10, Wonderful, (18)
"Safe, plenty of kitchen utensils, and excellent communication with the rental company. Everything was excellent, especially the location of the property."
Beautiful 3 BR pool home minutes from Siesta Key - Blue Dolphin
1.3 Acres PETS Waterfront FUN! Caged/Heated Pool, 100' Pier, CANOES Kayaks incl!
A heated pool

1.3 Acres PETS Waterfront FUN! Caged/Heated Pool, 100' Pier, CANOES Kayaks incl!

9.4 out of 10, Exceptional, (80)
"We enjoyed the spacious house, heated pool, large backyard, fishing pier, kayaks for use, and close proximity to many beaches, parks and walking paths, pickleball courts, restaurants, breweries, farmers market, shopping.We stayed 4 weeks and had plenty of room for family one week and friends another week. The beds were very comfortable. Thanks!"
The price is SAR 747
SAR 1,695 total
includes taxes & fees
13 Jul - 14 Jul
1.3 Acres PETS Waterfront FUN! Caged/Heated Pool, 100' Pier, CANOES Kayaks incl!
Longboat Key beach house - 5 min walk to the beaches and top local restaurants
Outdoor dining

Longboat Key beach house - 5 min walk to the beaches and top local restaurants

9.6 out of 10, Exceptional, (22)
"Had a wonderful time at Longboat Key. House was perfect for the 2 of us and communication with the property manager was excellent. So close to beautiful beaches and great restaurants. The peacocks were a beautiful attraction! "
Longboat Key beach house - 5 min walk to the beaches and top local restaurants
Private Oasis in Sarasota Florida
Indoor pool

Private Oasis in Sarasota Florida

10.0 out of 10, Exceptional, (34)
"Everything was perfect, great location too! "
Private Oasis in Sarasota Florida
120 steps to beach! Safely on the beach side of the road!
Property grounds

120 steps to beach! Safely on the beach side of the road!

9.8 out of 10, Exceptional, (172)
"Very nice accommodations in a very comfortable area. Easy beach access and within walking distance to restaurants."
The price is SAR 908
SAR 1,857 total
includes taxes & fees
2 Jul - 3 Jul
120 steps to beach! Safely on the beach side of the road!
Beachfront estate near Sarasota with spectacular gulf views
A heated pool

Beachfront estate near Sarasota with spectacular gulf views

8.6 out of 10, Excellent, (20)
"We couldn’t have been happier with this home"
Beachfront estate near Sarasota with spectacular gulf views
Sunny Beach to Bay Condo W/ Shared Pool, Free WiFi, Washer/Dryer, Garage Parking
Terrace/patio

Sunny Beach to Bay Condo W/ Shared Pool, Free WiFi, Washer/Dryer, Garage Parking

9.4 out of 10, Exceptional, (47)
"Nice unit in a good location. "
Sunny Beach to Bay Condo W/ Shared Pool, Free WiFi, Washer/Dryer, Garage Parking
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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