Title: Longboat Key Villas from CA $394 | 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) ![](https://mediaim.expedia.com/destination/1/ead9fbeb457abde1c17824ab53aacc80.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Longboat Key Villa Rentals from CA $394 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.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 Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![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 [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select 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) ![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) ![Exterior](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/06df27dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/634a4793.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches Bradenton 9.2/10 Wonderful (11) "The bedrooms and bathrooms were spacious and also the closets. The kitchen was well-equipped. Overall a very comfortable and safe place to stay." CA $209 CA $602 total includes taxes & fees Oct 11 - Oct 12 [](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) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/8e605469.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) ![Exterior](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/6eb440d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly! Bradenton 10/10 Exceptional (29) "Enjoyed our stay." CA $171 CA $395 total includes taxes & fees Oct 12 - Oct 13 [](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) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/c2c37344.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) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/af1841c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly Bradenton 9.8/10 Exceptional (20) "This property is amazing!" CA $171 CA $394 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Bradenton-Hotels-Tropical-River-View-Villa-On-Riverwalk-Minutes-To-The-Beach.h99501985.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) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/c93965d6.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) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/e1198d26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly Bradenton 10/10 Exceptional (21) "Lovely property and very, very nice hosts and family." CA $171 CA $394 total includes taxes & fees Oct 10 - Oct 11 [](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/36000000/35100000/35093800/35093744/23e0c0f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/36000000/35100000/35093800/35093744/a5adbfe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35100000/35093800/35093744/d59aabfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/36000000/35100000/35093800/35093744/2055d637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacay in Luxury! 2 mins to the Beach! Holmes Beach 9.8/10 Exceptional (65) "Great place to stay. The staff was very communicative & made the process very easy. Great place for a stay at the beach. Highly recommended. " CA $174 CA $447 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Holmes-Beach-Hotels-Vacay-In-Luxury-So-Close-To-The-Beach.h35093744.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) ![Interior](https://images.trvl-media.com/lodging/34000000/33720000/33713900/33713882/853e049e.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) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33720000/33713900/33713882/d52947c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachside Bliss! With Pool, Near Beach and Trolley! Holmes Beach 9.6/10 Exceptional (42) "Thoroughly enjoyed our stay. Property was perfect. Excellent location. Short walk to the beach, Publix, Beach Cafe, etc." CA $226 CA $521 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Holmes-Beach-Hotels-New.h33713882.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/43000000/42340000/42332500/42332444/e83fc90d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/43000000/42340000/42332500/42332444/f4c9732c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/43000000/42340000/42332500/42332444/e8e8c1d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42340000/42332500/42332444/e4b1eb9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Villa with Pool, Near Beach!! Holmes Beach 9.8/10 Exceptional (23) "Community pool, very close to the beach and shopping." CA $264 CA $594 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Holmes-Beach-Hotels-Luxury-Villa-At-Islands-West-Resort.h42332444.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35110000/35107100/35107053/efdd62a1.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) ![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) ### Beach Villa! Pool, Porch, and 2-Min Walk to Beach! Holmes Beach 9.8/10 Exceptional (61) "Place us espectacular , one block to a beautiful beach, nice and clean pool, place was clean " CA $226 CA $542 total includes taxes & fees Oct 13 - Oct 14 [](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/57000000/56030000/56027600/56027522/4d010c75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56030000/56027600/56027522/30992d72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/57000000/56030000/56027600/56027522/6ae10106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/57000000/56030000/56027600/56027522/4b0b2ff7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Bedroom/2 Bath Villa (Ground Level) - Unit 7 Casey Key 10/10 Exceptional (2) "Clean and updated cottage across the street from beach and walking distance to two restaurants. Responsive management and easy to work with. Quiet sleeping . Nice stay" CA $292 CA $514 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-2-Bed-2-Bath-Villa-K-Beds-7.h56027522.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/41000000/40290000/40281600/40281514/5be467fd.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) ![Beach nearby](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/716bb273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Bungalow with Pool and Bay Views! - Barefoot by the Bay at Bayside Bun Anna Maria 9.8/10 Exceptional (36) "Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!" CA $226 CA $526 total includes taxes & fees Oct 19 - Oct 20 [](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/34000000/33720000/33714600/33714573/bb88df1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/34000000/33720000/33714600/33714573/6ee679cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33720000/33714600/33714573/f29827b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33720000/33714600/33714573/55e892df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island West Villa! Pool, BBQ, and Walk to Beach! Holmes Beach 9.8/10 Exceptional (44) "The place itself was very clean and had everything needed. The star of the show is the outdoor area which is where we wanted to hang out as it is very tranquil and the pool was very nice." CA $226 CA $521 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Holmes-Beach-Hotels-Amazing-Villa-At-Islands-West-Resort-Close-To-Beach-With-Pool.h33714573.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/36000000/35190000/35185100/35185092/b8e0feb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35190000/35185100/35185092/d2a6f177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/36000000/35190000/35185100/35185092/f2e0fd03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/36000000/35190000/35185100/35185092/w1231h691x3y0-00be5a33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk South Village 9.4/10 Exceptional (51) "Stayed at the property prior to our cruise out of port canaveral. Was perfect for our needs - steps to the beach and close to many stores/cafes/etc. would definitely stay again. " CA $138 CA $419 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Siesta-Key-Hotels-Heated-Pool.h35185092.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/97000000/96270000/96267200/96267124/9c1a8c71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96270000/96267200/96267124/d15a8eac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96270000/96267200/96267124/df8da77d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/97000000/96270000/96267200/96267124/4021abbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet Friendly Tropical Villa, Heated Salt Pool Sarasota Springs 10/10 Exceptional (3) "We had a great vacation! We were happy with the cleanliness and the communication for our stay!" CA $442 CA $907 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Sarasota-Hotels-Pet-Friendly-Tropical-Villa.h96267124.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33720000/33714400/33714385/60d109e7.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 #4 Sand Dollar! Pool, Porch, Near the Beach! Holmes Beach 9.6/10 Exceptional (45) "would stay here again" CA $226 CA $521 total includes taxes & fees Oct 16 - Oct 17 [](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) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/b7f3242f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/f151b85f.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) ![Exterior](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/559f6800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool Bradenton 9.0/10 Wonderful (4) "We had the best time. Our host Melissa was amazing. " CA $279 CA $970 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Bradenton-Hotels-Charming-3-Bd-2-Ba-Villa-In-Cool-Bradenton-WiFi.h102819352.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/55c79603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/b07cceab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/b1dba35c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/e4e0411b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Completely Remodeled- 150 Yards to Beach and Restaurants! South Village 10/10 Exceptional (36) "Cute, Clean and Convenient!" CA $209 CA $579 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Siesta-Key-Hotels-Completely-Remodeled-150-Yards-To-Beach-And-Restaurants.h66937856.Hotel-Information) ![Miscellaneous](https://images.trvl-media.com/lodging/121000000/120230000/120223400/120223315/32c861bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Side-by-Side Villas for Groups Near Downtown Newtown CA $996 CA $4,381 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Sarasota-Hotels-Spacious-Double-Villas-15-Mins-From-Lido-Key-Beach-HOT-TUBDOUBLE-OUTDOOR-SHOWER.h120223315.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) ![Terrace/patio](https://images.trvl-media.com/lodging/43000000/42340000/42335800/42335718/ad43c39b.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) ![Smart TV](https://images.trvl-media.com/lodging/43000000/42340000/42335800/42335718/c9c0b0ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lemon Fish Villa! Walk to Beach + Pool! Holmes Beach 9.4/10 Exceptional (34) "This property was perfect for the annual girls beach trip I take with my sister in law and teen niece. Perfectly located to everything on Anna Marie Island and walking distance to your own slice of heaven beach. Also had our own beautiful pool to relax around. This place had everything important to us…comfortable beds, great showers, walking distance to a cure coffee store and the beach! Would definitely stay here again. " CA $264 CA $594 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Holmes-Beach-Hotels-Embrace-Island-Living-At-Villa-8-AMI-Lemon-Fish-Steps-From-The-Gulf-Beach.h42335718.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33720000/33713000/33712964/0cf7d5aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33720000/33713000/33712964/a98aa7a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33720000/33713000/33712964/688315c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33720000/33713000/33712964/4a1e349f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy AMI Villa! Pool, BBQ, and Beach Access! Holmes Beach 9.2/10 Wonderful (40) "Exceptionally well designed and maintained group of villas around a courtyard and pool. Really enjoyed our beach (and pool) vacation!!" CA $226 CA $521 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Holmes-Beach-Hotels-Luxury-Villa-At-Islands-West-Resort-Stunning-Close-To-Beach.h33712964.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/d1e1e9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/9646e95b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/8c20b0b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/e6c3fd09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av Anna Maria 9.2/10 Wonderful (59) "Modern, clean and cozy bungalow right across the street from the shore and great dining. Just a 10 minute walk from the beach. Perfect location and the ideal romantic getaway." CA $264 CA $571 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Island-Bungalow-With-Pool-Across-The-Street-From-Beach.h40280261.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=2025-10-23&endDate=2025-10-24®ionId=8409&adults=2&lodging=VILLA&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.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 ![Zota Beach Resort](//images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/277458de_y.jpg) ### Zota Beach Resort 10/10 Excellent "We had a wonderful stay at Zota Beach Resort on Longboat Key. The property is beautiful, right on the beach, with stunning Gulf views from our balcony. Our room was modern, well equipped, and very comfortable. The front desk staff were warm, kind, and professional, which made us feel welcome from the moment we arrived. In the evening, we relaxed by the pool under the stars and noticed a raccoon passing by at a safe distance away from the pool. When we mentioned it, the staff explained that the resort partners with rescue organizations to relocate them, though as part of Florida’s natural environment, new ones may appear. It did not take away from our experience, and we appreciated how proactive and transparent the staff were. Overall, the resort felt safe, peaceful, and high quality. A beautiful place for a relaxing getaway, and I would definitely return. " [](https://expedia.ca/Sarasota-Hotels-Zota-Beach-Resort.h15703469.Hotel-Information) ![Sea Club I Beach Resort](//images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/8623a3bb_y.jpg) ### Sea Club I Beach Resort 10/10 Excellent "What a treasure. Loved it. " [](https://expedia.ca/Sarasota-Hotels-Sea-Club-I-Beach-Resort.h8109251.Hotel-Information) ![The Resort at Longboat Key Club](//images.trvl-media.com/lodging/1000000/30000/27600/27542/97bea551_y.jpg) ### The Resort at Longboat Key Club 10/10 Excellent "The room and view was gorgeous. The accommodations are fantastic. The hotel is 20 minutes from our favorite Italian restaurant, Marcello’s. ❤️" [](https://expedia.ca/Sarasota-Hotels-The-Resort-At-Longboat-Key-Club.h27542.Hotel-Information) ![ Flash Sale Late Sept-early Oct Take a Peek 1fabulous unit.](//images.trvl-media.com/lodging/40000000/39610000/39600600/39600573/0bb5c5a9_y.jpg) ### Flash Sale Late Sept-early Oct Take a Peek 1fabulous unit. 10/10 Excellent "Had a great relaxing time with family. The property is right on a beautiful beach which is crowd free and clean. Plenty of chairs and umbrellas available for use. Please be aware that the location is at least 20 mins away from the restaurants and shops. But that is also the reason you can have a great time away with your loved ones without disturbances. " [](https://expedia.ca/Sarasota-Hotels-New-To-Homeaway-Gulf-Front-Reduced-Price-To-Get-Started-149-1-Bed-Or-Suite.h39600573.Hotel-Information) ![THE BEACH #107 Summer special 210 nite+fees Beachfront Full View](//images.trvl-media.com/lodging/36000000/35550000/35541700/35541645/9273c908_y.jpg) ### THE BEACH #107 Summer special 210 nite+fees Beachfront Full View 10/10 Excellent "We will definitely be back!" [](https://expedia.ca/Longboat-Key-Hotels-THE-BEACH.h35541645.Hotel-Information) ![Beach front 2 bed-2 bath private balcony, modern with Gulf front views](//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 "This unit is perfectly located on longboat key. Just steps to the beach, less than a mile to the grocery store and conveniently located near several excellent restaurants. The description of the unit was spot on and would definitely stay there again." [](https://expedia.ca/Longboat-Key-Hotels-Beach-Front-2-Bed-2-Bath-Private-Balcony.h111680669.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 "Great customer service, excell" [](https://expedia.ca/Longboat-Key-Hotels-The-St-Regis-Longboat-Key-Resort.h5487.Hotel-Information) ![Unforgettable Oceanfront Oasis-The Beach on Longboat Key #226 by RVA](//images.trvl-media.com/lodging/24000000/23140000/23133900/23133871/eb017046_y.jpg) ### Unforgettable Oceanfront Oasis-The Beach on Longboat Key #226 by RVA 10/10 Excellent "Stay was wonderful… forgot how peaceful the beach can actually be! Place was pristine and the view… spectacular! " [](https://expedia.ca/Sarasota-Hotels-The-Beach-On-Longboat-Key-226-Studio-1-BA-Resort-By-Rva.h23133871.Hotel-Information) ![Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.](//images.trvl-media.com/lodging/34000000/33750000/33740700/33740629/6f1448ad_y.jpg) ### Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available. 10/10 Excellent "We had a wonderful experience again at this unit. A few changes post hurricane, but all good! The new couch is comfortable and the fresh white paint looked great. Check in was easy and communication with property owner was quick. We loved the pool and beach and look forward to coming back. " [](https://expedia.ca/Longboat-Key-Hotels-Charming-Cabana-Beach-Club-8-Your-Coastal-Retreat-Awaits9-Also-Available.h33740629.Hotel-Information) ## Find out more about Longboat Key ## Longboat Key Villas information | Number of reviews | 429 | | --- | --- | | Accommodation | 10 Villas | | Lowest Price | CA $394 | | Highest Price | CA $4,427 | ## Frequently asked questions ### Why book your villa in Longboat Key with Expedia? > We think planning a vacation should be hassle-free, so if you're on the lookout for villas at the right price, Expedia has your back. Stick to the budget and select an all-inclusive stay, or splurge on a high-end villa to spoil your favorite people. Our search filters make it simple to find an escape in Longboat Key that suits your needs. ### How can I find cheap villas in Longboat Key? > Expedia can help you search for cheap villas in Longboat Key. 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[Sunny Shores Hotels](https://www.expedia.ca/Sunny-Shores-Bradenton-Hotels.0-n553248635976469851-0.Travel-Guide-Filter-Hotels) - [Flights from Toronto (YYZ) to Sarasota (SRQ)](https://www.expedia.ca/lp/flights/yyz/srq/toronto-to-sarasota) - [Visit Bayshore Gardens](https://www.expedia.ca/Bradenton-Bayshore-Gardens.dx553248623282278434) - [Coquina Baywalk](https://www.expedia.ca/Coquina-Baywalk-Bradenton-Beach.d6295818.Vacation-Attraction) - [Cortez Beach](https://www.expedia.ca/Cortez-Beach-Bradenton-Beach.d6128278.Vacation-Attraction) - [Historic Bridge Street Pier](https://www.expedia.ca/Historic-Bridge-Street-Pier-Bradenton-Beach.d6295814.Vacation-Attraction) - [Img Academy](https://www.expedia.ca/IMG-Academy-Bradenton.d6296268.Vacation-Attraction) - [Img Bollettieri Tennis Academy](https://www.expedia.ca/IMG-Bollettieri-Tennis-Academy-Bradenton.d6128286.Vacation-Attraction) - [Visit Longbeach Village](https://www.expedia.ca/Longboat-Key-Longbeach-Village.dx553248635976481697) - [Car rentals near Bayshore Gardens](https://www.expedia.ca/Car-Rentals-In-Bayshore-Gardens.d553248623282278434.Car-Rental-Guide) - [Cortez Vacation Rentals](https://www.expedia.ca/Cortez-Vacation-Rentals.d553248623461959293.Travel-Guide-VacationRentals) - [Book Villas in Longboat Key on Expedia.com](https://www.expedia.com/Longboat-Key-Villas.d8409-aaVillas.Travel-Guide-Accommodation)