Title: Holiday Rentals Legacy Trail from £103: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Legacy Trail Travel Guide](https://expedia.co.uk/Legacy-Trail.dx553248621532652531)[Hotels in Legacy Trail](https://expedia.co.uk/Legacy-Trail-Hotels.d553248621532652531.Travel-Guide-Hotels)[Flights to Legacy Trail](https://expedia.co.uk/Cheap-Flights-To-Legacy-Trail.d553248621532652531.Travel-Guide-Flights)[Legacy Trail Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Legacy-Trail.d553248621532652531.Car-Hire-Guide)[Legacy Trail Holidays](https://expedia.co.uk/Legacy-Trail.d553248621532652531.Holidays-City-Breaks) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495922-south-venice.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Holiday Rentals in Legacy Trail ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![bed illustration](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 [3 Oct - 5 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248621532652531&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [14 Nov - 16 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248621532652531&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [12 Dec - 14 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248621532652531&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [9 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=553248621532652531&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday Rentals in Legacy Trail ![Outdoor pool, a heated pool, open 8 AM to 10 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/28955014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite, 2 Bedrooms (Preferred Suite) | 1 bedroom, premium bedding, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/30b32834.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/7dc05471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Beach Resorts Siesta Key 9.4/10 Exceptional (4992) "A great little hotel, the beach is beautiful too, will be back, this is our 3rd year coming." £133 includes taxes & fees 22 Sept - 23 Sept [](https://www.expedia.co.uk/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information) ![Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, pool loungers](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/6ff58e07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch flat-screen TV with satellite channels, TV](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/4b30e45d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/f710e6e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed | Premium bedding, pillow-top beds, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/9e206b23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hibiscus Suites - Gateway to Siesta Key Sarasota 8.6/10 Excellent (2174) "Friendly staff, room was really clean!" [](https://www.expedia.co.uk/Sarasota-Hotels-Hibiscus-Suites-Gateway-To-Siesta-Key.h1212924.Hotel-Information) ![Front of property – evening/night](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3fe58375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Florida Family Single | Private kitchen | Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/06d7bc78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3d46ab53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Luxury Single | Private kitchenette | Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/13f03971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Captiva Beach Resort Siesta Key 9.0/10 Wonderful (1136) "2nd time and excellent as always..close to the beach and great surroundings " [](https://www.expedia.co.uk/Sarasota-Hotels-Captiva-Beach-Resort.h1163507.Hotel-Information) ![Deluxe Suite, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/62be52d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Room | 2 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/1e7203ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room | Terrace/patio](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/be5906a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Room | 2 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/9d53ae34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SeaSpray Resort Siesta Key 9.4/10 Exceptional (40) "I love everything about this place so beautiful with walking distance to the beach " £174 includes taxes & fees 25 Sept - 26 Sept [](https://www.expedia.co.uk/Siesta-Key-Hotels-SeaSpray-Resort.h114189452.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/4174e2ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe King Room | Living area | 55-inch Smart TV with digital channels, TV](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/12fee06e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/ce1b2724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 Bedroom King Suite | Living area | 55-inch Smart TV with digital channels, TV](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/9c445d8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pelican Post at Anna Maria Island Inn Bradenton Beach 9.2/10 Wonderful (301) "Place was very clean and perfect location for the beach/surrounding restaurants." [](https://www.expedia.co.uk/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/6000000/5460000/5453000/5452904/e9de80f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/6000000/5460000/5453000/5452904/278a5fae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/6000000/5460000/5453000/5452904/2c6b16f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/6000000/5460000/5453000/5452904/ed6dadf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ringling Beach House Siesta Key 9.0/10 Wonderful (325) "We liked the stay very much " [](https://www.expedia.co.uk/Sarasota-Hotels-The-Ringling-Beach-House.h5452904.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/88000000/87370000/87365400/87365320/5a12d0ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, Internet, bed sheets](https://images.trvl-media.com/lodging/88000000/87370000/87365400/87365320/be9fb020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87370000/87365400/87365320/c2ba7ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/88000000/87370000/87365400/87365320/f9b8957b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times Siesta Key Village 9.8/10 Exceptional (24) "Beatiful property, one block from the beach. Plenty of amenities" [](https://www.expedia.co.uk/Siesta-Key-Hotels-New-Luxury-Home-With-Private-Pool-And-Waterslide-1-Minute-Walk-To-The-Beach.h87365320.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/a71dc126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/74884b5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillow-top beds, free WiFi](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/bdd0449e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillow-top beds, free WiFi](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/da8fadd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seabreeze at Anna Maria Island Inn Bradenton Beach 9.0/10 Wonderful (38) "Awesome place to stay " [](https://www.expedia.co.uk/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information) ![On the beach, white sand](https://images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/8623a3bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio with Balcony | View from room](https://images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/7c582a96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/81bf853e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 2 Bedrooms, Partial Ocean View, Courtyard Area | View from room](https://images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/38876c4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Club I Beach Resort Longboat Key 9.2/10 Wonderful (324) "Amazing place, it’s the perfect place for relax and enjoy the beach. I love and I will come back again and again." [](https://www.expedia.co.uk/Sarasota-Hotels-Sea-Club-I-Beach-Resort.h8109251.Hotel-Information) ![Cabin (Tiny House - The Siesta) | Living area | Flat-screen TV, Netflix, streaming services](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/69212d51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin (Tiny House - Yellow Lifeguard Stand) | Living area | Flat-screen TV, Netflix, streaming services](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/a6eb001c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/d76cc0aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, 2 Bedrooms (Tiny House - Aqua Oasis) | 1 bedroom, individually decorated, individually furnished, soundproofing](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/8f76b808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tiny House Siesta Sarasota 8.4/10 Very good (325) "The location, size and price is just what we needed!" £108 includes taxes & fees 22 Sept - 23 Sept [](https://www.expedia.co.uk/Sarasota-Hotels-Tiny-House-Siesta.h21430911.Hotel-Information) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/7186dbd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, lunch, dinner served; seafood ](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/438d3231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 2 Bedrooms (Royal Palm) | 1 bedroom, premium bedding, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/2c5ac217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 2 Bedrooms (Royal Palm) | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/94684d97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bridgewalk Resort Bradenton Beach 9.2/10 Wonderful (745) "Great location and staff were knowledgeable about surrounding areas.. " £200 includes taxes & fees 13 Oct - 14 Oct [](https://www.expedia.co.uk/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/12000000/11900000/11897700/11897601/90d49a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/12000000/11900000/11897700/11897601/984b49c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom (123 Sea Spray) | In-room dining](https://images.trvl-media.com/lodging/12000000/11900000/11897700/11897601/d400f106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand, sun-loungers, beach umbrellas](https://images.trvl-media.com/lodging/12000000/11900000/11897700/11897601/ae35116d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Palms By the Beach Siesta Key 9.2/10 Wonderful (130) "An outstanding experience — a place that leaves you with a strong desire to return." [](https://www.expedia.co.uk/Sarasota-Hotels-Siesta-Palms-By-The-Beach.h11897601.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/a5a3d5ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch TV with cable channels, MP3 dock](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/2e2e6989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/876c7c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillow-top beds, in-room safe, free WiFi](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/w5097h3107x0y0-f4bbaa75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Residences at Siesta Key Beach by Hyatt Vacation Club Siesta Key 9.6/10 Exceptional (290) "We celebrated my daughter’s 30th birthday and it was perfect. I can’t wait to stay again. The beach was truly amazing. This place has everything you need. " £364 includes taxes & fees 29 Sept - 30 Sept [](https://www.expedia.co.uk/Siesta-Key-Hotels-The-Residences-At-Siesta-Key-Beach-By-Hyatt-Vacation-Club.h3819631.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90030000/90021900/90021825/78c2df61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90030000/90021900/90021825/58abfff3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-sized fridge, microwave, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/91000000/90030000/90021900/90021825/04923579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90030000/90021900/90021825/f58c5935.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kon Tiki Inn Venice 10/10 Exceptional (232) "Super clean and quiet. A very special place at a great price. The trail leading to the beach makes the location excellent. " [](https://www.expedia.co.uk/Venice-Hotels-Kon-Tiki-Inn.h90021825.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/109000000/108760000/108753100/108753056/w2398h1348x2y6-214d5e5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms | 2 bedrooms, individually decorated, individually furnished](https://images.trvl-media.com/lodging/109000000/108760000/108753100/108753056/2ec0e483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108760000/108753100/108753056/0104cf78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108760000/108753100/108753056/daf3f4ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bradenton Apartments by Landing Bradenton 7.4/10 Good (45) "Absolutely beautiful location has everything you need n makes you feel like home" [](https://www.expedia.co.uk/Bradenton-Hotels-Barsala-At-Champions-Walk.h108753056.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/118000000/117130000/117124700/117124622/6a763170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/118000000/117130000/117124700/117124622/a3ac2151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/118000000/117130000/117124700/117124622/ef360f70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117130000/117124700/117124622/ba30e550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Home Directly on Siesta Key Beach! Siesta Key 10/10 Exceptional (5) [](https://www.expedia.co.uk/Siesta-Key-Hotels-Private-Home-Directly-On-Siesta-Key-Beach.h117124622.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/8000000/7810000/7806300/7806268/ae9c7c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Large 2 Bedrooms, 1 Bath, Kitchen, Patio | Living area | 42-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/8000000/7810000/7806300/7806268/95eba461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/8000000/7810000/7806300/7806268/1ea9ff08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Large 2 Bedrooms, 1 Bath, Kitchen, Patio | Private kitchen | Full-sized fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/8000000/7810000/7806300/7806268/5c2f5058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Venice Beach Villas Venice 9.4/10 Exceptional (441) "I loved staying on the property. The unit was clean and walking distance to shopping, restaurants, a walking trail, and the beach! They also included all amenities you could possibly need!" £103 includes taxes & fees 23 Sept - 24 Sept [](https://www.expedia.co.uk/Sarasota-Hotels-Venice-Beach-Villas.h7806268.Hotel-Information) ![322 Calle Miramar, Siesta Key, FL W/pool | Private kitchen](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/aa15caa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![711 Beach Rd, Siesta Key, FL No Pool | 2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/5d33a805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![153 Beach Rd, Siesta Key, FL W/jacuzzi | Living area](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/fa023698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/9ff42f58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Key Island Rentals Siesta Key 9.6/10 Exceptional (48) "This place was incredible. We have traveled a lot with family and this was the best. Very comfortable and accommodating! I really cannot say enough good about this house. " £206 includes taxes & fees 22 Sept - 23 Sept [](https://www.expedia.co.uk/Siesta-Key-Hotels-Siesta-Key-Island-Rentals.h89714291.Hotel-Information) ![Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/1bfe228b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Cottage, 3 Bedroom 2 Bath (2 Kings, 1 Queen, 2 Twins) | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/b82b1f89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/e9ce27d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Cottage, 3 Bedroom 2 Bath (2 Kings, 1 Queen, 2 Twins) | Living area | 65-inch Smart TV with cable channels, TV, DVD player](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/14dfe9f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn On Siesta Key Siesta Key 10/10 Exceptional (183) "Great place to stay! " [](https://www.expedia.co.uk/Sarasota-Hotels-The-Inn-On-Siesta-Key.h9768901.Hotel-Information) ![Private beach nearby, sun-loungers, beach towels](https://images.trvl-media.com/lodging/2000000/1150000/1146400/1146353/6dd9a7bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/2000000/1150000/1146400/1146353/9d2e5693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tradewinds #23 | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/2000000/1150000/1146400/1146353/b52c7315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1150000/1146400/1146353/5e4ca6e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tradewinds Beach Resort Bradenton Beach 9.2/10 Wonderful (383) "Very cute place and easy to walk to beach " [](https://www.expedia.co.uk/Sarasota-Hotels-Tradewinds-Beach-Resort.h1146353.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.co.uk/Hotel-Search?startDate=2025-10-03&endDate=2025-10-04®ionId=553248621532652531&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FLegacy-Trail-Holiday-Rentals.d553248621532652531.Travel-Guide-HolidayRentals)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FLegacy-Trail-Holiday-Rentals.d553248621532652531.Travel-Guide-HolidayRentals) ## Top Legacy Trail Hotel Reviews ![DoubleTree by Hilton Sarasota Bradenton Airport](//images.trvl-media.com/lodging/3000000/2410000/2403800/2403753/eda954e7_y.jpg) ### DoubleTree by Hilton Sarasota Bradenton Airport 10/10 Excellent "Very nice hotel kind people" [](https://expedia.co.uk/Sarasota-Hotels-Holiday-Inn-Sarasota-Airport.h2403753.Hotel-Information) ![Carlisle Inn](//images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/9a1b0e30_y.jpg) ### Carlisle Inn 10/10 Excellent "Very clean and nice place. Huge room " [](https://expedia.co.uk/Sarasota-Hotels-Carlisle-Inn.h19761082.Hotel-Information) ![Hibiscus Suites - Gateway to Siesta Key](//images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/6ff58e07_y.jpg) ### Hibiscus Suites - Gateway to Siesta Key 10/10 Excellent "The location of this hotel is amazing. The rooms are so perfect for a family. And the price just makes it better " [](https://expedia.co.uk/Sarasota-Hotels-Hibiscus-Suites-Gateway-To-Siesta-Key.h1212924.Hotel-Information) ![Compass Hotel by Margaritaville Anna Maria Sound](//images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/8b0dc5d5_y.jpg) ### Compass Hotel by Margaritaville Anna Maria Sound 10/10 Excellent "Beautiful cozy room overlooking the Marina was one of the special highlights of this Birthday gift from my wife, the pool area and the amazing restaurants made this trip perfect! The free breakfast in the morning was the cherry on the top." [](https://expedia.co.uk/Sarasota-Hotels-Compass-Hotel-By-Margaritaville.h41961327.Hotel-Information) ![Tropical Beach Resorts](//images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c_y.jpg) ### Tropical Beach Resorts 10/10 Excellent "Great location, great spot for a vacation. Will be back soon. " [](https://expedia.co.uk/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information) ![Art Ovation Hotel, Autograph Collection](//images.trvl-media.com/lodging/20000000/19910000/19901000/19900973/w4000h2662x0y0-652c5c90_y.jpg) ### Art Ovation Hotel, Autograph Collection 10/10 Excellent "Service was excellent" [](https://expedia.co.uk/Sarasota-Hotels-Art-Ovation-Hotel.h19900973.Hotel-Information) ![Spark by Hilton Sarasota Siesta Key Gateway](//images.trvl-media.com/lodging/1000000/30000/26400/26397/18d283d6_y.jpg) ### Spark by Hilton Sarasota Siesta Key Gateway 10/10 Excellent "Nice rooms….awesome pool & bar and great breakfast. Enjoyed our stay!" [](https://expedia.co.uk/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.Hotel-Information) ![Kompose Boutique Hotel](//images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5_y.jpg) ### Kompose Boutique Hotel 10/10 Excellent "Everything was clean and perfect " [](https://expedia.co.uk/Sarasota-Hotels-Kompose-Hotel-Sarasota.h38215316.Hotel-Information) ![Golden Host Resort - Sarasota](//images.trvl-media.com/lodging/1000000/30000/21400/21331/125fc79b_y.jpg) ### Golden Host Resort - Sarasota 10/10 Excellent "Good price " [](https://expedia.co.uk/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information) ## Find out more about Legacy Trail **Everything you need to know about** **Legacy Trail** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Legacy Trail holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Legacy Trail holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Legacy Trail holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Legacy Trail. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Legacy Trail holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Legacy Trail holiday rentals we have selected for you start as low as £103 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Legacy Trail rentals** At Expedia, we put the best Legacy Trail holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Legacy Trail rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Legacy Trail holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Legacy Trail. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.co.uk - All accommodation types in Legacy Trail ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)