Title: Longboat Key Villas from CA $342 | Expedia.ca [Longboat Key Travel Guide](https://expedia.ca/Longboat-Key.dx8409)[Hotels in Longboat Key](https://expedia.ca/Longboat-Key-Hotels.d8409.Travel-Guide-Hotels)[Vacation Rentals in Longboat Key](https://expedia.ca/Longboat-Key-Vacation-Rentals.d8409.Travel-Guide-VacationRentals)[Flights to Longboat Key](https://expedia.ca/Cheap-Flights-To-Longboat-Key.d8409.Travel-Guide-Flights)[Things to do in Longboat Key](https://expedia.ca/Things-To-Do-In-Longboat-Key.d8409.Travel-Guide-Activities)[Longboat Key Car Rentals](https://expedia.ca/Car-Rentals-In-Longboat-Key.d8409.Car-Rental-Guide)[Longboat Key Vacation Packages](https://expedia.ca/Longboat-Key.d8409.Destination-Travel-Guides) ![On the tip of Longboat Key, at the channel that connects the Gulf of Mexico with the Sarasota Bay, there exists a chunk of sandy paradise known colloquially as Beer Can Island. The landscape of this beach is decorated with the remnants of countless fallen Australian Pines (Casuarina). An invasive tree that even after its death lingers. The death of many a chainsaw blade is blamed on its incredibly hard wood. The pure white sand with tree stumps protruding at various angles and entire trees fallen out into the Gulf, makes for a more adventurous beach endeavor.](https://images.trvl-media.com/place/8409/1d0b614f-8c02-41d8-afa7-1b057d73ecfd.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by throwingsofas # Search Longboat Key Villa Rentals from CA $342 - ![](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 Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Longboat Key villas ![Property grounds](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/a831cce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/06df27dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, computer monitors, printers](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/bac577ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/281cf723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Bradenton [](https://www.expedia.ca/Bradenton-Hotels-W-Bradenton-Country-Club-Estates.h108530119.Hotel-Information) 9.2/10 Wonderful (12) "Perfect spot for golf tournament. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy K. CA $207 CA $594 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Bradenton-Hotels-W-Bradenton-Country-Club-Estates.h108530119.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/95c16105.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) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/8e605469.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 (30) "Enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathan H. CA $203 CA $422 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Bradenton-Hotels-Tropical-Studio-Riverpark-Front-Villa-Only-Minutes-From-Beaches-Pet-Friendly.h99539178.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/da7dca20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/c2eb1618.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) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/af1841c2.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 (20) "This property is amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather R. CA $203 CA $422 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Bradenton-Hotels-Tranquil-Tide-Villa-Riverview-Wpool-On-Riverwalk.h99501985.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/38d2d677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/be9dde33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/c3fe8fb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/99e91ec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Central Sarasota [](https://www.expedia.ca/Sarasota-Hotels-Updated-Downtown-Sarasota-Villa.h100287155.Hotel-Information) 9.6/10 Exceptional (7) "Would stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Josh R. CA $193 CA $443 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Sarasota-Hotels-Updated-Downtown-Sarasota-Villa.h100287155.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/0c016412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/875c1979.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 dining](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/c93965d6.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 (24) "We LOVED this villa! It was so perfect for our little vacation here. This location had everything you could want - from perfect location of beaches to the host providing everything for a sweet little getaway. Whether you’re an adventurer destined to be out and about or looking for a peaceful lazy vacation, this is perfect for you. We will be staying again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hannah R. CA $237 CA $475 total includes taxes & fees Dec 22 - Dec 23 [](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/41000000/40290000/40281600/40281514/558aecbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/6b536dc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/e425bec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/ed3fe6a6.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) 9.8/10 Exceptional (37) "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 $322 CA $934 total includes taxes & fees Jan 13 - Jan 14, 2026 [](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/84000000/83750000/83744100/83744020/4f471692.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/84000000/83750000/83744100/83744020/241d20c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board](https://images.trvl-media.com/lodging/84000000/83750000/83744100/83744020/7ef93201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, toaster](https://images.trvl-media.com/lodging/84000000/83750000/83744100/83744020/024c53de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Central Sarasota [](https://www.expedia.ca/Sarasota-Hotels-Downtown-Sarasota-Villa-2-Bedrooms-Sleeps-6-Updated-In-22.h83744020.Hotel-Information) 8.2/10 Very good (10) "Enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greg M. CA $193 CA $443 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Sarasota-Hotels-Downtown-Sarasota-Villa-2-Bedrooms-Sleeps-6-Updated-In-22.h83744020.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027252/78f56739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027252/412cb606.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/f5f2631b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, books](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027252/ebe9f5a9.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) "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. CA $242 CA $358 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-DA-1-K-Bed-Villa-8.h56027252.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/a4b50094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/f6b6e3a1.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) ![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) CA $152 CA $342 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Bradenton-Hotels-Mi-Pequena-Casa-22-On-A-Lake.h122182334.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33720000/33714400/33714385/029f2851.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/34000000/33720000/33714400/33714385/5cc5db2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33720000/33714400/33714385/4c7433a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33720000/33714400/33714385/09c26bc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Holmes Beach [](https://www.expedia.ca/Holmes-Beach-Hotels-Relax-In-Style-At-Villa-4-Sand-Dollar-With-Shared-Pool-Steps-To-The-Beach.h33714385.Hotel-Information) 9.6/10 Exceptional (47) "would stay here again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard H. CA $279 CA $844 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Holmes-Beach-Hotels-Relax-In-Style-At-Villa-4-Sand-Dollar-With-Shared-Pool-Steps-To-The-Beach.h33714385.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/36000000/35110000/35107100/35107053/b54dee97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/36000000/35110000/35107100/35107053/0c9ffaa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/36000000/35110000/35107100/35107053/c12d8de2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35110000/35107100/35107053/76fac0e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Holmes Beach [](https://www.expedia.ca/Holmes-Beach-Hotels-Gorgeous-Villa-At-Islands-West-Resort-Shared-Pool.h35107053.Hotel-Information) 9.8/10 Exceptional (62) "Place us espectacular , one block to a beautiful beach, nice and clean pool, place was clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Enis CA $413 CA $1,099 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Holmes-Beach-Hotels-Gorgeous-Villa-At-Islands-West-Resort-Shared-Pool.h35107053.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/b7f3242f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/a3474ea6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/19acc46c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/559f6800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Bradenton [](https://www.expedia.ca/Bradenton-Hotels-Charming-3-Bd-2-Ba-Villa-In-Cool-Bradenton-WiFi-AC-Laundry-Lanai-Community-Pool.h102819352.Hotel-Information) CA $276 CA $965 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Bradenton-Hotels-Charming-3-Bd-2-Ba-Villa-In-Cool-Bradenton-WiFi-AC-Laundry-Lanai-Community-Pool.h102819352.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33720000/33713900/33713882/424f6ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33720000/33713900/33713882/781e4c33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33720000/33713900/33713882/853e049e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33720000/33713900/33713882/0f7d22d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Holmes Beach [](https://www.expedia.ca/Holmes-Beach-Hotels-New.h33713882.Hotel-Information) 9.6/10 Exceptional (42) "Thoroughly enjoyed our stay. Property was perfect. Excellent location. Short walk to the beach, Publix, Beach Cafe, etc." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William A. CA $280 CA $849 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Holmes-Beach-Hotels-New.h33713882.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122270000/122269100/122269025/w1200h719x0y2-60f0551e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122270000/122269100/122269025/310d377d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122270000/122269100/122269025/w1200h720x0y0-ceea8366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122270000/122269100/122269025/eb040b7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Holmes Beach [](https://www.expedia.ca/Holmes-Beach-Hotels-NEW-Beach-FrontHeated-Pool-Coconuts-107.h122269025.Hotel-Information) CA $276 CA $689 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Holmes-Beach-Hotels-NEW-Beach-FrontHeated-Pool-Coconuts-107.h122269025.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/43000000/42340000/42335800/42335718/fbaeaccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/43000000/42340000/42335800/42335718/c9c0b0ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42340000/42335800/42335718/f6a262ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42340000/42335800/42335718/868e4556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Holmes Beach [](https://www.expedia.ca/Holmes-Beach-Hotels-Embrace-Island-Living-At-Villa-8-AMI-Lemon-Fish-Steps-From-The-Gulf-Beach.h42335718.Hotel-Information) 9.4/10 Exceptional (35) "Place itself was fine, clean. Very short walk to supermarket and beach. There is a terrible situation with the alarm that goes off when you open the door to the pool. Also the very late check in and insulting check out times would stop me from going back there. But the place itself was clean and efficient. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $423 CA $1,122 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Holmes-Beach-Hotels-Embrace-Island-Living-At-Villa-8-AMI-Lemon-Fish-Steps-From-The-Gulf-Beach.h42335718.Hotel-Information) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/105000000/104410000/104406100/104406010/62727d8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104410000/104406100/104406010/a06bd95f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104410000/104406100/104406010/8fbb583a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/105000000/104410000/104406100/104406010/e080be57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Siesta Key [](https://www.expedia.ca/Siesta-Key-Hotels-Crescent-Arms-Villa-11-Siesta-Key-Florida.h104406010.Hotel-Information) [](https://www.expedia.ca/Siesta-Key-Hotels-Crescent-Arms-Villa-11-Siesta-Key-Florida.h104406010.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/a543b33f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/367eb462.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/3926e1ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/214f63a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in South Bradenton [](https://www.expedia.ca/Bradenton-Hotels-Heated-Pool-And-Spa-Outdoor-KitchenTheaterGames.h122811944.Hotel-Information) CA $391 CA $1,096 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Bradenton-Hotels-Heated-Pool-And-Spa-Outdoor-KitchenTheaterGames.h122811944.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122230000/122225700/122225657/981e9fd8.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/123000000/122230000/122225700/122225657/8fc88978.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) CA $276 CA $682 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Holmes-Beach-Hotels-Beachfront-Paradise-Ground-Level-With-Heated-Pool.h122225657.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/105000000/104410000/104406000/104405976/b391e476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104410000/104406000/104405976/a78bb08e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104410000/104406000/104405976/af6dfb2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/105000000/104410000/104406000/104405976/125460be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Sarasota [](https://www.expedia.ca/Siesta-Key-Hotels-Crescent-Arms-Villa-2-Siesta-Key-Florida.h104405976.Hotel-Information) CA $411 CA $780 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Siesta-Key-Hotels-Crescent-Arms-Villa-2-Siesta-Key-Florida.h104405976.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027278/0254bd94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027278/0861e15c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027278/f67f2d30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027278/0f42b863.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-3-Bed-2-Bath-3K-Beds-Villa-5.h56027278.Hotel-Information) 10/10 Exceptional (1) "The escape at Casey key was a great place to stay , was clean rooms were nice and updated and look forward to next Memorial Day weekend" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roger B. CA $390 CA $677 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-3-Bed-2-Bath-3K-Beds-Villa-5.h56027278.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=2026-01-03&endDate=2026-01-04®ionId=8409&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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FLongboat-Key-Villas.d8409-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FLongboat-Key-Villas.d8409-aaVillas.Travel-Guide-Accommodation) ## Top Longboat Key Hotel Reviews ![The Resort at Longboat Key Club](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/12e41aae_y.jpg) ### The Resort at Longboat Key Club 10/10 Excellent "Everything Perfect!" [](https://expedia.ca/Sarasota-Hotels-The-Resort-At-Longboat-Key-Club.h27542.Hotel-Information) ![Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views](https://images.trvl-media.com/lodging/39000000/38190000/38188700/38188629/966a6d0f_y.jpg) ### Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views 10/10 Excellent "Nice welcome letter with clear instructions. Great location, beautiful pool, amazing beach, clean grounds and property. Will definitely be back!" [](https://expedia.ca/Longboat-Key-Hotels-AMAZING-OCEAN-VIEWS-FROM-PRIVATE-BALCONY.h38188629.Hotel-Information) ![Beach front 2 bed-2 bath private balcony, modern with Gulf front views](https://images.trvl-media.com/lodging/112000000/111690000/111680700/111680669/b8fb2c4f_y.jpg) ### Beach front 2 bed-2 bath private balcony, modern with Gulf front views 10/10 Excellent "Had a great stay and will definitely come back. THANK YOU!!!" [](https://expedia.ca/Longboat-Key-Hotels-Beach-Front-2-Bed-2-Bath-Private-Balcony.h111680669.Hotel-Information) ![Zota Beach Resort](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/277458de_y.jpg) ### Zota Beach Resort 10/10 Excellent "Esta hermoso y muy buena la atención y la comida y tiene una playa hermosa donde puedes ver un bello atardecer " [](https://expedia.ca/Sarasota-Hotels-Zota-Beach-Resort.h15703469.Hotel-Information) ![The St. Regis Longboat Key Resort](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/1e787841_y.jpg) ### The St. Regis Longboat Key Resort 10/10 Excellent "Everything was new, clean and the service was amazing! The best part is how many activities there are for kids. This is perfect for families to enjoy and relax! We'll be back very soon!" [](https://expedia.ca/Longboat-Key-Hotels-The-St-Regis-Longboat-Key-Resort.h5487.Hotel-Information) ![Oceanfront Oasis – Longboat Key 226 by RVA](https://images.trvl-media.com/lodging/24000000/23140000/23133900/23133871/eb017046_y.jpg) ### Oceanfront Oasis – Longboat Key 226 by RVA 10/10 Excellent "We had a beautiful trip, the Oceanfront Oais is phenomenal!" [](https://expedia.ca/Sarasota-Hotels-The-Beach-On-Longboat-Key-226-Studio-1-BA-Resort-By-Rva.h23133871.Hotel-Information) ![Sea Club I Beach Resort](https://images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/8623a3bb_y.jpg) ### Sea Club I Beach Resort 10/10 Excellent "Beautiful property " [](https://expedia.ca/Sarasota-Hotels-Sea-Club-I-Beach-Resort.h8109251.Hotel-Information) ![Luxury Beach Condo - Ocean View w/ Fireplace. 2br/2ba. Full Kitchen](https://images.trvl-media.com/lodging/34000000/33400000/33394700/33394696/37c505c6_y.jpg) ### Luxury Beach Condo - Ocean View w/ Fireplace. 2br/2ba. Full Kitchen 10/10 Excellent "We were very happy with our 5 nights at this condo. Unbelievable view from the back patio of the beach and ocean...we loved sitting on the porch and just chilling with a glass of wine or cup of coffee in the morning. Everything was provided that was needed and the condo was very clean as well." [](https://expedia.ca/Longboat-Key-Hotels-Luxury-Beach-Condo-Ocean-View-W-Fireplace-2br2ba-Full-Kitchen.h33394696.Hotel-Information) ![Breathtaking Beach Front Property Ground Floor Condo](https://images.trvl-media.com/lodging/35000000/34350000/34340100/34340034/1169efc3_y.jpg) ### Breathtaking Beach Front Property Ground Floor Condo 10/10 Excellent "Steps to both the pool and the beach! " [](https://expedia.ca/Sarasota-Hotels-November-And-December-Savings.h34340034.Hotel-Information) ## Find out more about Longboat Key ## Longboat Key Villas information | Number of reviews | 312 | | ----------------- | --------- | | Accommodation | 10 Villas | | Lowest Price | CA $342 | | Highest Price | CA $1,122 | ## Frequently asked questions ### Why book your villa in Longboat Key with Expedia? ### How can I find cheap villas in Longboat Key? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Family Hotels in Bay Isles ](https://www.expedia.ca/Bay-Isles-Longboat-Key-Hotels-Family-Hotel.0-n553248635976473218-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Bay Isles ](https://www.expedia.ca/Bay-Isles-Longboat-Key-Hotels-Oceanfront-Hotels.0-n553248635976473218-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Bay Isles Hotels ](https://www.expedia.ca/Bay-Isles-Longboat-Key-Hotels.0-n553248635976473218-0.Travel-Guide-Filter-Hotels) - 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