Title: Legacy Trail Villas from CA $324 | Expedia.ca [Legacy Trail Travel Guide](https://expedia.ca/Legacy-Trail.dx553248621532652531)[Hotels in Legacy Trail](https://expedia.ca/Legacy-Trail-Hotels.d553248621532652531.Travel-Guide-Hotels)[Vacation Rentals in Legacy Trail](https://expedia.ca/Legacy-Trail-Vacation-Rentals.d553248621532652531.Travel-Guide-VacationRentals)[Flights to Legacy Trail](https://expedia.ca/Cheap-Flights-To-Legacy-Trail.d553248621532652531.Travel-Guide-Flights)[Legacy Trail Car Rentals](https://expedia.ca/Car-Rentals-In-Legacy-Trail.d553248621532652531.Car-Rental-Guide)[Legacy Trail Vacation Packages](https://expedia.ca/Legacy-Trail.d553248621532652531.Destination-Travel-Guides) ![Legacy Trail showing a garden](https://images.trvl-media.com/place/553248635975846806/d70ae022-0498-403c-94d8-dc8f29b7750f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248635975846806/d70ae022-0498-403c-94d8-dc8f29b7750f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 10 - Jul 12](https://www.expedia.ca/Hotel-Search?regionId=553248621532652531&startDate=2026-07-10&endDate=2026-07-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Legacy Trail villas ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100180000/100179900/100179816/4606af30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/101000000/100180000/100179900/100179816/61ef8108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/101000000/100180000/100179900/100179816/072eb709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/101000000/100180000/100179900/100179816/6e3f9197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Englewood East [](https://www.expedia.ca/Port-Charlotte-Hotels-Beautiful-House-With-Lake-View.h100179816.Hotel-Information) 10/10 Exceptional (11 reviews) "Amazing beautiful place , very spacious , very easy to book. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amara D. CA $201 CA $324 total includes taxes & fees Apr 11 - Apr 12 [](https://www.expedia.ca/Port-Charlotte-Hotels-Beautiful-House-With-Lake-View.h100179816.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/65356120.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/743edcc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/c4e22d0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/97e655f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in South Bradenton [](https://www.expedia.ca/Bradenton-Hotels-Mi-Pequena-Casa-22-On-A-Lake.h122182334.Hotel-Information) 8.0/10 Very good (2 reviews) "I just want to say the place is nice, but it needs more cleaning. There was a lot of pet hair, and the floor was dirty. These are small things, but if they paid a little more attention to those details, it would be absolutely fantastic, a perfect 100\. If you asked me if I would recommend it, my answer would be yes. As I said before, the place is very nice, comfortable, and cozy, and the neighborhood is very quiet. Would I go back? Of course I would, just please, more cleaning!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria I CA $155 CA $355 total includes taxes & fees Apr 14 - Apr 15 [](https://www.expedia.ca/Bradenton-Hotels-Mi-Pequena-Casa-22-On-A-Lake.h122182334.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/67000000/66040000/66039900/66039846/118fe0f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/67000000/66040000/66039900/66039846/65b5bde8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/67000000/66040000/66039900/66039846/w1712h1284x533y0-9d726239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/67000000/66040000/66039900/66039846/e8abc585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Oakland Hills [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Boundary-Vacation-Home-Villa.h66039846.Hotel-Information) 9.8/10 Exceptional (66 reviews) "The property was as expected, easy to find and welcoming. The property manager was very responsive. We enjoyed our stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dana H. CA $209 CA $525 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Boundary-Vacation-Home-Villa.h66039846.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/6eb440d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/033b13db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/07b4f92d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/9e0c4116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Bradenton [](https://www.expedia.ca/Bradenton-Hotels-Tropical-Studio-Riverpark-Front-Villa-Only-Minutes-From-Beaches-Pet-Friendly.h99539178.Hotel-Information) 10/10 Exceptional (34 reviews) "Such a great place to stay! So clean and so welcoming. Will stay there again if in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris H. CA $267 CA $514 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Bradenton-Hotels-Tropical-Studio-Riverpark-Front-Villa-Only-Minutes-From-Beaches-Pet-Friendly.h99539178.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76670000/76660400/76660375/e19d0ed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/77000000/76670000/76660400/76660375/5220b066.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/77000000/76670000/76660400/76660375/bf330827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/77000000/76670000/76660400/76660375/b3a3c491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Sarasota [](https://www.expedia.ca/Sarasota-Hotels-Bright-Spacious-Villa-With-A-Pool-15-Min-From-Siesta-Beach-1-Beach-In-The-USA.h76660375.Hotel-Information) 9.6/10 Exceptional (18 reviews) "Such a relaxing villa just 15 minutes from Siesta Key! We had such a wonderful time relaxing, hanging at the pool, and visiting the local shops. If you’re looking for a place to stay, choose this condo, you will not regret 😊" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sommer CA $271 CA $630 total includes taxes & fees Apr 14 - Apr 15 [](https://www.expedia.ca/Sarasota-Hotels-Bright-Spacious-Villa-With-A-Pool-15-Min-From-Siesta-Beach-1-Beach-In-The-USA.h76660375.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/9549f3e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/9b8ca1d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/647f798f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/039b75f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Bradenton [](https://www.expedia.ca/Bradenton-Hotels-Tranquil-Tide-Villa-Riverview-Wpool-On-Riverwalk.h99501985.Hotel-Information) 9.8/10 Exceptional (23 reviews) "This property is amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather R. CA $267 CA $514 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Bradenton-Hotels-Tranquil-Tide-Villa-Riverview-Wpool-On-Riverwalk.h99501985.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/57000000/56840000/56833500/56833487/88dcea9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/57000000/56840000/56833500/56833487/396ffa8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56840000/56833500/56833487/6cd9aa80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/57000000/56840000/56833500/56833487/2473d6b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Manasota Key [](https://www.expedia.ca/Englewood-Hotels-Flamingos-Nest-At-The-Beach-Shack-Just-One-Block-From-The-Beach.h56833487.Hotel-Information) 10/10 Exceptional (41 reviews) "Location was great, property condition is excellent!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mabel CA $361 CA $680 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Englewood-Hotels-Flamingos-Nest-At-The-Beach-Shack-Just-One-Block-From-The-Beach.h56833487.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584797/14cf5129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584797/4c4d818f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584797/224f0e2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584797/a97d489f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Manasota Key [](https://www.expedia.ca/Englewood-Hotels-Turtle-Cay-At-The-Beach-Shack-Come-On-Down.h76584797.Hotel-Information) 10/10 Exceptional (44 reviews) "This was such a cute place to stay rhat is conveniently located via walking diatance to the beach and local restaurants. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Renay S. CA $361 CA $680 total includes taxes & fees Apr 2 - Apr 3 [](https://www.expedia.ca/Englewood-Hotels-Turtle-Cay-At-The-Beach-Shack-Come-On-Down.h76584797.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121910000/121901500/121901421/58bbb344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121910000/121901500/121901421/2b7a3be7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/122000000/121910000/121901500/121901421/d531feba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/122000000/121910000/121901500/121901421/edcc9552.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Englewood East [](https://www.expedia.ca/Port-Charlotte-Hotels-Lake-Marlin-Villa-2.h121901421.Hotel-Information) 10/10 Exceptional (7 reviews) "Beautiful and clean! My Wife and I really enjoyed our stay in this elegant and clean home and would not hesitate to book again when we are back in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Murray G. CA $174 CA $324 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Port-Charlotte-Hotels-Lake-Marlin-Villa-2.h121901421.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/558aecbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/0d3bae69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/9c7447b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/716bb273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Anna Maria [](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Bungalow-With-Pool-And-Bay-Views-Barefoot-By-The-Bay-At-Bayside-Bun.h40281514.Hotel-Information) 9.6/10 Exceptional (40 reviews) "Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michel CA $380 CA $1,018 total includes taxes & fees Apr 14 - Apr 15 [](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Bungalow-With-Pool-And-Bay-Views-Barefoot-By-The-Bay-At-Bayside-Bun.h40281514.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/69000000/68480000/68478800/68478742/c73f6e22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/69000000/68480000/68478800/68478742/85521ae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/69000000/68480000/68478800/68478742/8280f79f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/69000000/68480000/68478800/68478742/42045d4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Manasota Key [](https://www.expedia.ca/Englewood-Hotels-Seaglass-Inn-At-The-Beach-Shack-Just-One-Block-From-The-Beach.h68478742.Hotel-Information) 10/10 Exceptional (24 reviews) "The host was more than accommodating! The place was so clean and had all the amenities you could want at the beach. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katy D. CA $544 CA $970 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Englewood-Hotels-Seaglass-Inn-At-The-Beach-Shack-Just-One-Block-From-The-Beach.h68478742.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105680000/105676300/105676202/580af972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105680000/105676300/105676202/1e606bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105680000/105676300/105676202/2ee9be96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105680000/105676300/105676202/af0c4d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Oakland Hills [](https://www.expedia.ca/Rotonda-West-Hotels-Waterview-Vacation-Retreat-Close-To-Ocean.h105676202.Hotel-Information) 9.8/10 Exceptional (10 reviews) "The accommodations were quite nice and comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Troy P. CA $246 CA $570 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Rotonda-West-Hotels-Waterview-Vacation-Retreat-Close-To-Ocean.h105676202.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/92000000/91370000/91367400/91367351/3a0178cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/92000000/91370000/91367400/91367351/6b05780c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91370000/91367400/91367351/de2d100c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/92000000/91370000/91367400/91367351/45998580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Port Charlotte [](https://www.expedia.ca/Port-Charlotte-Hotels-The-Ultimate-Luxury-4-BR3-BA.h91367351.Hotel-Information) 9.8/10 Exceptional (15 reviews) "We were in town for a wedding near by! The house was a great place to relax between events!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janet B. CA $431 CA $1,064 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Port-Charlotte-Hotels-The-Ultimate-Luxury-4-BR3-BA.h91367351.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/dc81d918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/cc2c3005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/b5b3d937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/d1a6aa79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Bradenton [](https://www.expedia.ca/Bradenton-Hotels-Salty-Lime-Villa-2-River-View-W-Pool-On-Riverwalk.h99538320.Hotel-Information) 10/10 Exceptional (26 reviews) "We had an amazing stay at Salty Lime Villa. It was incredibly cute, clean, and well-stocked. Theresa was incredibly communicative and welcoming. Highly recommend & would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Theresa M. CA $267 CA $514 total includes taxes & fees Apr 9 - Apr 10 [](https://www.expedia.ca/Bradenton-Hotels-Salty-Lime-Villa-2-River-View-W-Pool-On-Riverwalk.h99538320.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/124000000/123600000/123598800/123598711/164840ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/124000000/123600000/123598800/123598711/dfd9b963.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/124000000/123600000/123598800/123598711/4b7f4204.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/124000000/123600000/123598800/123598711/573722dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Oakland Hills [](https://www.expedia.ca/Rotonda-West-Hotels-Waterview-Villa-With-Heated-Pool.h123598711.Hotel-Information) 10/10 Exceptional (1 review) "Our host was very good at responding to our questions. The home was great! Very clean with everything you could need." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara H. CA $267 CA $640 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Rotonda-West-Hotels-Waterview-Villa-With-Heated-Pool.h123598711.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/77000000/76030000/76020200/76020148/0573f5b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/77000000/76030000/76020200/76020148/75cd6d6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/77000000/76030000/76020200/76020148/d4f77fe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/77000000/76030000/76020200/76020148/9a5311ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in North Port [](https://www.expedia.ca/North-Port-Hotels-Pool-Villa-In-North-Port.h76020148.Hotel-Information) 10/10 Exceptional (30 reviews) "Loved staying here! Everything was perfect and clean. We will definitely be back! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nina A. CA $301 CA $732 total includes taxes & fees Apr 3 - Apr 4 [](https://www.expedia.ca/North-Port-Hotels-Pool-Villa-In-North-Port.h76020148.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122230000/122225700/122225657/15a35812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/123000000/122230000/122225700/122225657/8fc88978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122230000/122225700/122225657/e81c3179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/123000000/122230000/122225700/122225657/d51780de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Holmes Beach [](https://www.expedia.ca/Holmes-Beach-Hotels-Beachfront-Paradise-Ground-Level-With-Heated-Pool.h122225657.Hotel-Information) 10/10 Exceptional (1 review) "Great place. We loved it!!!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jill T. CA $411 CA $1,072 total includes taxes & fees Apr 15 - Apr 16 [](https://www.expedia.ca/Holmes-Beach-Hotels-Beachfront-Paradise-Ground-Level-With-Heated-Pool.h122225657.Hotel-Information) ![Flat-screen TV, books](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027252/f891d14d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027252/a5036b05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027252/46b1585f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027252/d2522b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Casey Key [](https://www.expedia.ca/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-DA-1-K-Bed-Villa-8.h56027252.Hotel-Information) 10/10 Exceptional (4 reviews) "Had a very relaxing time. Nice short walk to the beach" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mitch K. [](https://www.expedia.ca/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-DA-1-K-Bed-Villa-8.h56027252.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584800/3a125d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584800/2d646a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584800/26adc2ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584800/e60f8ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Manasota Key [](https://www.expedia.ca/Englewood-Hotels-Seashell-Shanty-At-The-Beach-Shack-Come-On-Down.h76584800.Hotel-Information) 10/10 Exceptional (43 reviews) "Wonderful place and a great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew C. CA $361 CA $680 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Englewood-Hotels-Seashell-Shanty-At-The-Beach-Shack-Come-On-Down.h76584800.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/128000000/127130000/127120700/127120666/44a4c130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/128000000/127130000/127120700/127120666/321bd894.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/128000000/127130000/127120700/127120666/d283b360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/128000000/127130000/127120700/127120666/d6bd708c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Englewood South [](https://www.expedia.ca/Englewood-Hotels-4-Min-To-Beach-Spacious-3BR-Home-4-Beds-Private-Gym-Large-Backyard.h127120666.Hotel-Information) CA $238 CA $647 total includes taxes & fees Apr 14 - Apr 15 [](https://www.expedia.ca/Englewood-Hotels-4-Min-To-Beach-Spacious-3BR-Home-4-Beds-Private-Gym-Large-Backyard.h127120666.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-04-01&endDate=2026-04-02®ionId=553248621532652531&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Legacy+Trail%2C+Florida%2C+United+States+of+America®ionId=553248621532652531&latLong=27.230443%2C-82.473488&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Legacy+Trail%2C+Florida%2C+United+States+of+America®ionId=553248621532652531&latLong=27.230443%2C-82.473488&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Legacy+Trail%2C+Florida%2C+United+States+of+America®ionId=553248621532652531&latLong=27.230443%2C-82.473488&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=CABIN) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Legacy+Trail%2C+Florida%2C+United+States+of+America®ionId=553248621532652531&latLong=27.230443%2C-82.473488&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=VACATION_HOME) Condos [](https://www.expedia.ca/Hotel-Search?destination=Legacy+Trail%2C+Florida%2C+United+States+of+America®ionId=553248621532652531&latLong=27.230443%2C-82.473488&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=CONDO) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Legacy+Trail%2C+Florida%2C+United+States+of+America®ionId=553248621532652531&latLong=27.230443%2C-82.473488&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=HOUSE_BOAT) Villas [](https://www.expedia.ca/Hotel-Search?destination=Legacy+Trail%2C+Florida%2C+United+States+of+America®ionId=553248621532652531&latLong=27.230443%2C-82.473488&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=VILLA) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Legacy+Trail%2C+Florida%2C+United+States+of+America®ionId=553248621532652531&latLong=27.230443%2C-82.473488&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=COTTAGE) Residences [](https://www.expedia.ca/Hotel-Search?destination=Legacy+Trail%2C+Florida%2C+United+States+of+America®ionId=553248621532652531&latLong=27.230443%2C-82.473488&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=RESIDENCE) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FLegacy-Trail-Villas.d553248621532652531-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FLegacy-Trail-Villas.d553248621532652531-aaVillas.Travel-Guide-Accommodation) ## Top Legacy Trail Hotel Reviews ![Golden Host Resort - Sarasota](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/6dc32504_y.jpg) ### Golden Host Resort - Sarasota 8/10 Good "Clean room, comfy bed, convenient location. Fun vintage decor. Bar on property. " [](https://expedia.ca/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information) ![Kompose Boutique Hotel](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/3006ffef_y.jpg) ### Kompose Boutique Hotel 10/10 Excellent "Very nice rooms. Breakfast was very good but didn't realize it was included. " [](https://expedia.ca/Sarasota-Hotels-Kompose-Boutique-Hotel.h38215316.Hotel-Information) ![Siesta Key Palms Resort](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/0ef16925_y.jpg) ### Siesta Key Palms Resort 10/10 Excellent "Very sweet young lady working BOTH the check-in AND the TIKI bar!" [](https://expedia.ca/Sarasota-Hotels-Siesta-Key-Palms-Resort.h15191010.Hotel-Information) ![Lido Beach Resort](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/d0399e0e_y.jpg) ### Lido Beach Resort 6/10 Okay "The day was so so. Staff outside at the bar was Great. Staff bring items to the room never happened. For the price rooms not up to standard AC would not run properly " [](https://expedia.ca/Sarasota-Hotels-Lido-Beach-Resort.h34597.Hotel-Information) ![Casey Key Resorts - Mainland](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/93021f2f_y.jpg) ### Casey Key Resorts - Mainland 6/10 Okay "I'm not sure what was deluxe about our room, although that's what I booked. In the description it read balcony and black out curtains. Neither were true. We had flimsy blinds that hardly kept out the light from the light on the door. The bed and pillows were sub par. " [](https://expedia.ca/Sarasota-Hotels-Casey-Key-Resorts-Mainland.h6619300.Hotel-Information) ![Spark by Hilton Sarasota Siesta Key Gateway](https://images.trvl-media.com/lodging/1000000/30000/26400/26397/18d283d6_y.jpg) ### Spark by Hilton Sarasota Siesta Key Gateway 8/10 Good "Decent place, nothing fancy but meets needs. " [](https://expedia.ca/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.Hotel-Information) ![DoubleTree by Hilton Sarasota Bradenton Airport](https://images.trvl-media.com/lodging/3000000/2410000/2403800/2403753/eda954e7_y.jpg) ### DoubleTree by Hilton Sarasota Bradenton Airport 10/10 Excellent "Staff was very courteous and kind" [](https://expedia.ca/Sarasota-Hotels-Holiday-Inn-Sarasota-Airport.h2403753.Hotel-Information) ![Tropical Beach Resorts](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/f85b62a5_y.jpg) ### Tropical Beach Resorts 10/10 Excellent "Clean rooms." [](https://expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information) ![Compass Hotel by Margaritaville Anna Maria Sound](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/e1f2d8a8_y.jpg) ### Compass Hotel by Margaritaville Anna Maria Sound 10/10 Excellent "Pool was very nice. Had some hardware issues that prevented a pool food order to be missed. Printer was down and so no tickets were hand written. One employee was very rude… forgot who the customer was and made excuses instead of apologies. She was a black spot on the one night stay. Front desk was awesome. " [](https://expedia.ca/Sarasota-Hotels-Compass-Hotel-By-Margaritaville.h41961327.Hotel-Information) ## Find out more about Legacy Trail ## Legacy Trail Villas information | Number of reviews | 400 | | ----------------- | --------- | | Accommodation | 42 Villas | | Lowest Price | CA $324 | | Highest Price | CA $1,072 | ## Explore a world of travel with Expedia - Lodging - Packages - More ways to book - [Apartments in Cape Coral ](https://www.expedia.ca/Cape-Coral-Apartments.d6521-aaApartments.Travel-Guide-Accommodation) - [Cabin Rentals in Cape Coral ](https://www.expedia.ca/Cape-Coral-Cabins.d6521-aaCabins.Travel-Guide-Accommodation) - [Chalets in Cape Coral ](https://www.expedia.ca/Cape-Coral-Chalets.d6521-aaChalets.Travel-Guide-Accommodation) - [Cottages in Cape Coral ](https://www.expedia.ca/Cape-Coral-Cottages.d6521-aaCottages.Travel-Guide-Accommodation) - [Country Houses in Cape Coral ](https://www.expedia.ca/Cape-Coral-Country-House.d6521-aaCountryHouse.Travel-Guide-Accommodation) - 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