Title: Holiday Rentals Legacy Trail from £99: 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 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](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 Tonight [7 Nov - 8 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248621532652531&startDate=2025-11-07&endDate=2025-11-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [8 Nov - 9 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248621532652531&startDate=2025-11-08&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [7 Nov - 9 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248621532652531&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [14 Nov - 16 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248621532652531&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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) ![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) ![Courtyard](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/ab658cfb.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 South Village 9.4/10 Exceptional (5080) "Clean, comfortable, and friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John £141 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.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) ![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) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/4d68eb6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Captiva Beach Resort South Village 9.0/10 Wonderful (1153) "Very good stay, clean, safe, and steps from the beach" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandon [](https://www.expedia.co.uk/Sarasota-Hotels-Captiva-Beach-Resort.h1163507.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 (2191) "Excellent location! Friendly staff, clean and updated rooms." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elba £99 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Sarasota-Hotels-Hibiscus-Suites-Gateway-To-Siesta-Key.h1212924.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) ![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) ![Garden](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/ce1b2724.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) ### Pelican Post at Anna Maria Island Inn Bradenton Beach 9.2/10 Wonderful (314) "Great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael £201 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Sarasota-Hotels-Pelican-Post.h67676083.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) ![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) ![Superior Studio Suite | 2 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/c5bfb01f.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 (61) "Pleasant stay, walk to beach and the Village. Good size mini apartment " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa L £206 includes taxes & fees 18 Nov - 19 Nov [](https://www.expedia.co.uk/Siesta-Key-Hotels-SeaSpray-Resort.h114189452.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) ![Outdoor pool, a heated pool, open 7:00 AM to 9:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/6000000/5460000/5453000/5452904/e9c999e3.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) ![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 (334) "Clean, friendly and beach!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary [](https://www.expedia.co.uk/Sarasota-Hotels-The-Ringling-Beach-House.h5452904.Hotel-Information) ![Beach nearby, white sand, sun-loungers, beach towels](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/fc900ac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/2b81b23e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/fca051b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/879653ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Haley's at The Anna Maria Island Inn Holmes Beach 8.6/10 Excellent (386) "Shampoos conditioners and lotions, beach towels, cleanliness freshness, thank you it was a good day" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen [](https://www.expedia.co.uk/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.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) ![Outdoor pool, free pool cabanas](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) ![Property grounds](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/417808cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Residences at Siesta Key Beach by Hyatt Vacation Club South Village 9.6/10 Exceptional (294) "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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tammy £395 includes taxes & fees 4 Dec - 5 Dec [](https://www.expedia.co.uk/Siesta-Key-Hotels-The-Residences-At-Siesta-Key-Beach-By-Hyatt-Vacation-Club.h3819631.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) ![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) ![Townhome, 2 Bedrooms (Royal Palm) | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/a73a11ff.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) ### Bridgewalk Resort Bridge Street 9.4/10 Exceptional (759) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sufyan £244 includes taxes & fees 12 Nov - 13 Nov [](https://www.expedia.co.uk/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.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/da8fadd1.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/17000000/16010000/16001900/16001812/32e3bf8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seabreeze at Anna Maria Island Inn Bradenton Beach 8.8/10 Excellent (48) "Recommended " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jose £259 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.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) ![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) ![Cabin (Tiny House Blue Lifeguard Stand) | 1 bedroom, individually decorated, individually furnished, soundproofing](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/aa6fce22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tiny House Siesta Sarasota 8.4/10 Very good (337) "Excelente" ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) Carlis £157 includes taxes & fees 7 Dec - 8 Dec [](https://www.expedia.co.uk/Sarasota-Hotels-Tiny-House-Siesta.h21430911.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" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ervin m. [](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) ![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) ![Economy Studio | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/75543294.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) ### Sea Club I Beach Resort Longboat Key 9.2/10 Wonderful (330) "Our room was on the beach! Beds and furniture were very comfortable!! Lots of outdoor seating and extremely close to the water!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle [](https://www.expedia.co.uk/Sarasota-Hotels-Sea-Club-I-Beach-Resort.h8109251.Hotel-Information) ![On the beach, white sand](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/d13a0271.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beachside One Bedroom Suite | Private kitchen | Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/55fa2e0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beachside Efficiency | Bathroom | Shower, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/8ce15104.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beachside One Bedroom Suite | Premium bedding, pillow-top beds, individually decorated](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/31f9068d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Beach Retreat Casey Key 9.2/10 Wonderful (568) "Perfect location beachfront room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzette £143 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Sarasota-Hotels-A-Beach-Retreat.h1533163.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) ![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) ![Double Room, 2 Double Beds | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90030000/90021900/90021825/c0cd244a.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 Island 10/10 Exceptional (241) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brad £140 includes taxes & fees 2 Dec - 3 Dec [](https://www.expedia.co.uk/Venice-Hotels-Kon-Tiki-Inn.h90021825.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) ![Room amenity](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/9ff42f58.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/90000000/89720000/89714300/89714291/08963d61.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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julianna [](https://www.expedia.co.uk/Siesta-Key-Hotels-Siesta-Key-Island-Rentals.h89714291.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) ![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) ![Condo, 2 Bedrooms (225 Sea Escape) | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/12000000/11900000/11897700/11897601/c5e64875.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) ### Siesta Palms By the Beach South Village 9.4/10 Exceptional (136) "Comfy and clean, nice and close to the beach. Pool was very clean. Quiet, safe area. Would highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynn [](https://www.expedia.co.uk/Sarasota-Hotels-Siesta-Palms-By-The-Beach.h11897601.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) ![Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/83aeeea9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Cabana, 2 Bedroom 2 Bath (1 King, 2 Twins) | Balcony view](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/e6c99f5d.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/10000000/9770000/9769000/9768901/66da17bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn On Siesta Key Siesta Key 10/10 Exceptional (188) "This property was great and it is a quick walk to the beach and village. The Cabana suited our family of four. We had enough space to spread out and relax. If we return to Siesta Key, we would stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brooke £230 includes taxes & fees 18 Nov - 19 Nov [](https://www.expedia.co.uk/Sarasota-Hotels-The-Inn-On-Siesta-Key.h9768901.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) ![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 | 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) ![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 Island 9.4/10 Exceptional (458) "Always enjoy my stay here as it is close to everything. Friendly and helpful staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alicia [](https://www.expedia.co.uk/Sarasota-Hotels-Venice-Beach-Villas.h7806268.Hotel-Information) ![Beach nearby, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/38000000/37880000/37877900/37877891/2173fe57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/38000000/37880000/37877900/37877891/b9fb6ae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/38000000/37880000/37877900/37877891/262d7ae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/38000000/37880000/37877900/37877891/5a507f37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Villas of Venice Beach Venice Island 9.6/10 Exceptional (239) "Nice unique property, room size was great, clean and comfortable. Liked that we had access to beach towels and equipment as well as laundry. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rosa [](https://www.expedia.co.uk/Sarasota-Hotels-Tropical-Villas-Of-Venice-Beach.h37877891.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=2025-11-21&endDate=2025-11-22®ionId=553248621532652531&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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 ![Kompose Boutique Hotel](//images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5_y.jpg) ### Kompose Boutique Hotel 10/10 Excellent "Great experience and will be back again very clean nice humble employees caring show empathy very social and beautiful views and everything near by " [](https://expedia.co.uk/Sarasota-Hotels-Kompose-Hotel-Sarasota.h38215316.Hotel-Information) ![Tropical Beach Resorts](//images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c_y.jpg) ### Tropical Beach Resorts 10/10 Excellent "This was our 2nd time here & we were able to stay in a " [](https://expedia.co.uk/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information) ![The St. Regis Longboat Key Resort](//images.trvl-media.com/lodging/1000000/10000/5500/5487/1e787841_y.jpg) ### The St. Regis Longboat Key Resort 10/10 Excellent "Can’t be better! Just a greatest experience " [](https://expedia.co.uk/Longboat-Key-Hotels-The-St-Regis-Longboat-Key-Resort.h5487.Hotel-Information) ![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 "Was great " [](https://expedia.co.uk/Sarasota-Hotels-Holiday-Inn-Sarasota-Airport.h2403753.Hotel-Information) ![Comfort Suites Sarasota - Siesta Key](//images.trvl-media.com/lodging/6000000/5640000/5637500/5637457/a4f997ef_y.jpg) ### Comfort Suites Sarasota - Siesta Key 10/10 Excellent "Yes." [](https://expedia.co.uk/Sarasota-Hotels-Comfort-Suites-Sarasota-Siesta-Key.h5637457.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 "Room was very clean and all amenities were there as expected. " [](https://expedia.co.uk/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.Hotel-Information) ![Extended Stay America Premier Suites - Bradenton](//images.trvl-media.com/lodging/112000000/112000000/111997000/111996951/92d26979_y.jpg) ### Extended Stay America Premier Suites - Bradenton 10/10 Excellent "Friendly Staff Very clean " [](https://expedia.co.uk/Bradenton-Hotels-Extended-Stay-America-Premier-Suites-Bradenton.h111996951.Hotel-Information) ![Carlisle Inn](//images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/9a1b0e30_y.jpg) ### Carlisle Inn 10/10 Excellent "Best hotel! It is my go to in the area! Super clean, quiet, friendly, and every time I walk through the affirmative doors" [](https://expedia.co.uk/Sarasota-Hotels-Carlisle-Inn.h19761082.Hotel-Information) ![Tropical Breeze Resort](//images.trvl-media.com/lodging/1000000/880000/879700/879629/9de12888_y.jpg) ### Tropical Breeze Resort 10/10 Excellent "Hotel was in a great location. Staff was nice and the room was very clean. The pool and hot tub were also a nice" [](https://expedia.co.uk/Sarasota-Hotels-Tropical-Breeze-Resort.h879629.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 £99 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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