Search Villas 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

Compare 41 Villas in Legacy Trail with updated reviews, rates, and availability.

Waterfront Mermaid's Retreat Delights!

9.8 out of 10, Exceptional, (52)
"All was great. Only want to point out that the door leading into bathroom was stuck and appears to be water damaged or rotted in the bottom. Also could not turn on the main light by living room/kitchen area. Not complaining, just thought you should know. "
Waterfront Mermaid's Retreat Delights!

Waterfront Villa Seaglass

10.0 out of 10, Exceptional, (73)
"Villa is very nice. Great location with beautiful view of Lemon Bay. Very quiet and relaxing. We will be back. "
Waterfront Villa Seaglass

Beautiful Villa, Perfect Small Getaway. Close to beach, beach gear provided!

10.0 out of 10, Exceptional, (109)
"Beach chairs were in bad shape, some unusable. Second bath shower to strong to use. Otherwise all was great."
Beautiful Villa, Perfect Small Getaway. Close to beach, beach gear provided!

Beachy 3-bedroom Villa on Siesta Key with WiFi, AC

10.0 out of 10, Exceptional, (2)
"Fully remodeled 3bedroom house walking distance (5-8min) to the beautiful beach. The house is spic-n-span clean, new appliances, dishes, towels, beach cooler, beach chairs, beach canopy. There is a beach cart available, which is very convenient. Beautiful warm pool within 1-2 min walk from the house. "
Beachy 3-bedroom Villa on Siesta Key with WiFi, AC

180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow

9.6 out of 10, Exceptional, (90)
"The property is just as described! It was incredible. The beach and stores were all walking distance. Definitely would stay there again."
The price is SAR 2,262
SAR 4,549 total
includes taxes & fees
23 Feb - 24 Feb
180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow

Venice Island / Venice Beach Luxury Villa

9.4 out of 10, Exceptional, (113)
"The property was in a great location to the beach. The unit was very clean and updated. I would recommend. "
Venice Island / Venice Beach Luxury Villa

6 BR Heated Pool, Mins from IMG and Anna Maria

3.0 star property
The price is SAR 1,162
SAR 3,111 total
includes taxes & fees
23 Feb - 24 Feb
6 BR Heated Pool, Mins from IMG and Anna Maria

Direct Beachfront Gulf with Amazing Views

9.8 out of 10, Exceptional, (90)
"Beautiful location. Quiet, relaxing spot on beach with excellent sunsets every evening. The condo is comfortable and well appointed. "
Direct Beachfront Gulf with Amazing Views

Clean & Modern, Close to Beach, Restaurants, Downtown SRQ!

10.0 out of 10, Exceptional, (12)
"We stayed in this rental for the month of Jan 2025. It was very comfortable and well equipped. We particularly enjoyed the large grill in the patio for cooking. The best feature was the convenient location - 12 minutes to Siesta Key Beach or downtown Sarasota, 15 minutes to St. Armands and Lido Beach, walking distance to grocery and drug stores, a few restaurants, and Barnes and Nobles. Our host Mark was very responsive and available for anything we needed throughout our visit. A very...
Clean & Modern, Close to Beach, Restaurants, Downtown SRQ!

Renovated 1 Bed / 1 Bath Condo on Siesta Beach!

10.0 out of 10, Exceptional, (6)
"This place exceeded our expectations! Everything was clean and the furniture was comfortable. The kitchen is perfect with the appliances and the washer dryer a huge plus! The location to the beach and other fun things to do! Communication was great, check in and check out was super easy! Hopefully we will be back again!!"
Renovated 1 Bed / 1 Bath Condo on Siesta Beach!

Casa Blanca Villa D08

9.4 out of 10, Exceptional, (16)
"Everything were perfect"
Casa Blanca Villa D08

Avail for Spring Break! Sea Site Retreat Unit A! Great amenities nearby! Short walk to the beach!

9.8 out of 10, Exceptional, (17)
"We enjoyed sunrises and sunsets! Great location! "
Avail for Spring Break! Sea Site Retreat Unit A! Great amenities nearby! Short walk to the beach!

Dog-friendly house with heated private pool, island views & nearby beach access

9.4 out of 10, Exceptional, (44)
"Great place not fancy has it all. Not enough wash clothes had to wash every day. The remote control fans interfere with each other. AC struggles to get below 75 so needed fans. Pocket doors go off tracks alot. Could use hooks to hang towels/suits out to dry. Id remove rugs for pet friendly. Great outdoor space. Yard worker sprayed roundup (Bad 4 all us & worse for furry friends). Overall love place & would return. Quiet street & beach area. Close to shops/restaurants. Bungalow style one level....
Dog-friendly house with heated private pool, island views & nearby beach access

"Pelican Nest"Private Beach & Bay access & Pool 4bedroom 3bath

10.0 out of 10, Exceptional, (9)
"The house is beautiful, beds are comfortable, kitchen is stocked beautifully!The pool is definitely on the small side, but our five grandchildren and two adults were all able to be in the pool at the same time and play together.The devastation of the hurricane was still all around us, but the cleanup process was going full speed, and the beach cleanup was very nicely done and still in progress.We were sad some of our favorite restaurants were still closed, but the Waverly restaurant was open and...
"Pelican Nest"Private Beach & Bay access & Pool 4bedroom 3bath

Siesta Key Palm Paradise with Heated Saltwater Pool

10.0 out of 10, Exceptional, (11)
"The property was amazing and beautiful. It had everything we needed for a weeks stay. Our stay was interrupted due to a Hurricane. Due to these unforeseen circumstances I did contact the property manager on several occasions and they could not have been more responsive to our needs. "
Siesta Key Palm Paradise with Heated Saltwater Pool

Ground Floor Luxury Villa Steps From Venice Beach

9.2 out of 10, Wonderful, (99)
"The location was great, short walk to beach and downtown. Rooms were spacious and living area was cozy. "
Ground Floor Luxury Villa Steps From Venice Beach

Beach Walk #2 Beach Side Villa

9.4 out of 10, Exceptional, (27)
"Loved the location of this property! Bed was comfortable and they had all the amenities needs for beach - umbrella, chairs, beach ball, towels, and a shell scooper! Easy to contact hosts as well."
Beach Walk #2 Beach Side Villa

Shared Pool, Bay Views! - Barefoot by the Bay at Bayside Bungalow

9.8 out of 10, Exceptional, (35)
"Location was great, right off Pine and very near great restaurants, ice cream, shops, pier and small Bay beach. Direct shot down to the bigger beach and easy to find street parking. Very clean, great space, unique layout but kids had no problem sleeping on the trendle and sleeper couch."
The price is SAR 2,457
SAR 4,625 total
includes taxes & fees
16 Mar - 17 Mar
Shared Pool, Bay Views! - Barefoot by the Bay at Bayside Bungalow

Luxury home 3 King suites,private setting, pool,1 mile to beach wi-fi,games room

9.6 out of 10, Exceptional, (71)
"The house was very nice with quiet neighbors. The pool was clean and inviting. All appliances were in working order. There was an issue with the garbage disposal but Gareth was there right away with the tool to fix it so there was no inconvenience. Would definitely stay again. Very nice having 3 king beds!"
Luxury home 3 King suites,private setting, pool,1 mile to beach wi-fi,games room

Steps to the Beach with Shared Heated Salt Pool and Private Backyard & Grill

9.8 out of 10, Exceptional, (125)
"Property was so handy to the beach. We had a few quirks when we first arrived which were immediately remedied. We appreciate the great service! "
Steps to the Beach with Shared Heated Salt Pool and Private Backyard & Grill
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, (4559)
"property was well kept and room was clean"
The price is SAR 960
SAR 1,169 total
includes taxes & fees
24 Feb - 25 Feb
Tropical Beach Resorts

Anna Maria Beach Resort

3.5 star property
9.4 out of 10, Exceptional, (188)
"All stay was friendly, very clean. Rooms cleaned daily. Would rate 5 "
The price is SAR 2,673
SAR 3,382 total
includes taxes & fees
23 Feb - 24 Feb
Anna Maria Beach Resort

Tiny House Siesta

2.0 star property
8.4 out of 10, Very Good, (215)
"Nice little spot close to Siesta Key Beach.Even has an outdoor stage.I like entertaining and it looks like a perfect place to practice.i really did not mind being in the Tiny House it kind of felt like a Hollywood prop.Anyway this is Hollywood and you are in my world.Love is everything."
The price is SAR 495
SAR 771 total
includes taxes & fees
10 Mar - 11 Mar
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.