Title: Longboat Key Villas from CA $337 | 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 $337 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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) ![Beach nearby](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/634a4793.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) ### W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches Bradenton 9.2/10 Wonderful (11) "Perfect spot for golf tournament. " CA $210 CA $604 total includes taxes & fees Oct 13 - Oct 14 [](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) ![Exterior](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/6eb440d2.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) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/8e605469.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 $172 CA $396 total includes taxes & fees Oct 13 - Oct 14 [](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) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/af1841c2.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) ### Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly Bradenton 9.8/10 Exceptional (20) "This property is amazing!" CA $172 CA $396 total includes taxes & fees Oct 13 - Oct 14 [](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) ![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) ### 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 $175 CA $401 total includes taxes & fees Oct 24 - Oct 25 [](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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35100000/35093800/35093744/177ae5b1.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) ### 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 $175 CA $449 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/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) ![TV](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/57ca76e3.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 $227 CA $528 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/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) ![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) ![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) ### Completely Remodeled- 150 Yards to Beach and Restaurants! South Village 10/10 Exceptional (36) "Cute, Clean and Convenient!" CA $189 CA $555 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) ![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) ![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) ![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) ### 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 $227 CA $544 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Holmes-Beach-Hotels-Gorgeous-Villa-At-Islands-West-Resort-Shared-Pool.h35107053.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/57000000/56030000/56027500/56027498/b6e143ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Books](https://images.trvl-media.com/lodging/57000000/56030000/56027500/56027498/bea73121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56030000/56027500/56027498/99ec3b64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/57000000/56030000/56027500/56027498/5ec32e1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A Casey Key 10/10 Exceptional (1) "Perfect getaway" CA $293 CA $516 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-2-Bed-2-Bath-2-K-Beds-Villa-4.h56027498.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) ![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) ![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) ### 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 $139 CA $424 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Siesta-Key-Hotels-Heated-Pool.h35185092.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) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33720000/33714600/33714573/09aa86cd.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) ### 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 $227 CA $523 total includes taxes & fees Oct 14 - Oct 15 [](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/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) ![Exterior detail](https://images.trvl-media.com/lodging/34000000/33720000/33714400/33714385/5cc5db2e.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 $227 CA $523 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) ![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) ![Smart TV](https://images.trvl-media.com/lodging/97000000/96270000/96267200/96267124/4021abbf.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) ### 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 $444 CA $922 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Sarasota-Hotels-Pet-Friendly-Tropical-Villa.h96267124.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](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) ![Terrace/patio](https://images.trvl-media.com/lodging/43000000/42340000/42335800/42335718/ad43c39b.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 $265 CA $596 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/43000000/42340000/42332500/42332444/e83fc90d.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) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/43000000/42340000/42332500/42332444/8af00af2.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 $265 CA $596 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Holmes-Beach-Hotels-Luxury-Villa-At-Islands-West-Resort.h42332444.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) ![Exterior](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/559f6800.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) ### 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 $280 CA $974 total includes taxes & fees Oct 13 - Oct 14 [](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/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) ![Exterior](https://images.trvl-media.com/lodging/34000000/33720000/33713900/33713882/0f7d22d5.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 $227 CA $523 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/34000000/33720000/33713000/33712964/0cf7d5aa.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) ![Exterior](https://images.trvl-media.com/lodging/34000000/33720000/33713000/33712964/749be693.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 $227 CA $523 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) ![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 $1,035 CA $4,445 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Sarasota-Hotels-Spacious-Double-Villas-15-Mins-From-Lido-Key-Beach-HOT-TUBDOUBLE-OUTDOOR-SHOWER.h120223315.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) ![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) ![Flat-screen TV, books](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027252/9774e114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8 Casey Key 10/10 Exceptional (4) "Had a very relaxing time. Nice short walk to the beach" CA $224 CA $337 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-DA-1-K-Bed-Villa-8.h56027252.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=2025-10-26&endDate=2025-10-27®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 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 "Had a wonderful time at this condo. It was a great location and was kept very clean. The owner was very nice and helpful. 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 "Great stay. The rental was perfect" [](https://expedia.ca/Longboat-Key-Hotels-Beach-Front-2-Bed-2-Bath-Private-Balcony.h111680669.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 "My wife and I had a perfect stay at this appartment , view of the beach and the clear blue waters from the appartment was breathtaking , Jim is a wonderful host " [](https://expedia.ca/Sarasota-Hotels-New-To-Homeaway-Gulf-Front-Reduced-Price-To-Get-Started-149-1-Bed-Or-Suite.h39600573.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 "Short 4 night break, in from UK. 2nd time at Longboat Key Resort and would come again for sure. Bldg3 5th floor room. Well equipped, nothing to complain about. Didn’t use the Spa or gym on this trip." [](https://expedia.ca/Sarasota-Hotels-The-Resort-At-Longboat-Key-Club.h27542.Hotel-Information) ![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) ![Right on the beach.Renovated ground Floor unit 63.](//images.trvl-media.com/lodging/69000000/68160000/68153900/68153868/bfde9855_y.jpg) ### Right on the beach.Renovated ground Floor unit 63. 10/10 Excellent "The beach was absolutely beautiful and the fact pool was extremely clean and close to the room was a bonus." [](https://expedia.ca/Sarasota-Hotels-Beach-Front-Condo-Paradise-Ground-Floor.h68153868.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 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) ## Find out more about Longboat Key ## Longboat Key Villas information | Number of reviews | 467 | | --- | --- | | Accommodation | 10 Villas | | Lowest Price | CA $337 | | Highest Price | CA $4,445 | ## 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)