Title: Longboat Key Villas from CA $338 | 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 $338 ![](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 [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=8409&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) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-12-19&endDate=2025-12-21&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/100000000/99540000/99539200/99539178/95c16105.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) ![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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathan H. CA $171 CA $396 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Bradenton-Hotels-Tropical-Studio-Riverpark-Front-Villa-Only-Minutes-From-Beaches-Pet-Friendly.h99539178.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/a831cce6.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) ![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) ### W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches Bradenton 9.2/10 Wonderful (11) "Perfect spot for golf tournament. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy K. CA $210 CA $606 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Bradenton-Hotels-W-Bradenton-Country-Club-Estates.h108530119.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) ![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) ![Dining](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/875c1979.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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jim A. CA $171 CA $397 total includes taxes & fees Oct 25 - Oct 26 [](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/101000000/100290000/100287200/100287155/38d2d677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/b0cdaecb.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) ![TV](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/99e91ec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Updated Downtown Sarasota Villa, 2b/2b Central Sarasota 9.6/10 Exceptional (7) "Would stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Josh R. CA $138 CA $396 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Sarasota-Hotels-Updated-Downtown-Sarasota-Villa.h100287155.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) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/af1841c2.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) ### Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly Bradenton 9.8/10 Exceptional (20) "This property is amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather R. CA $171 CA $396 total includes taxes & fees Oct 26 - Oct 27 [](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/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) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35100000/35093800/35093744/d59aabfd.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) "Very nice, very close to beach. Only negative was no dresser or shelf for clothes. Had to live out of suitcase. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin H. CA $175 CA $448 total includes taxes & fees Oct 27 - Oct 28 [](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) ![TV](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/57ca76e3.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) ![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) ### 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!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michel CA $242 CA $548 total includes taxes & fees Oct 26 - Oct 27 [](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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/e1476281.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) ![Exterior detail](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/b07cceab.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!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) wendy h. CA $189 CA $554 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Siesta-Key-Hotels-Completely-Remodeled-150-Yards-To-Beach-And-Restaurants.h66937856.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) ![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) ![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/57000000/56030000/56027300/56027252/9774e114.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" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mitch K. CA $224 CA $338 total includes taxes & fees Oct 30 - Oct 31 [](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/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) ![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) ### 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 " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Enis CA $227 CA $543 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Holmes-Beach-Hotels-Gorgeous-Villa-At-Islands-West-Resort-Shared-Pool.h35107053.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825137/2f89251d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825137/de4e9e84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825137/b85ca332.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825137/830e3a09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Key Village, Pool, Beach Access 4-min. Walk, 3bdr Siesta Key Village 10/10 Exceptional (4) "Great location with plenty of space for a family 6 to be comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren P. CA $1,927 CA $2,422 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Siesta-Key-Hotels-Siesta-Key-Village-2-Story-Townhouse-With-Heated-Pool.h102825137.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) ![Exterior detail](https://images.trvl-media.com/lodging/34000000/33720000/33714400/33714385/5cc5db2e.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 (46) "would stay here again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard H. CA $227 CA $521 total includes taxes & fees Oct 26 - Oct 27 [](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) ![Smart TV](https://images.trvl-media.com/lodging/97000000/96270000/96267200/96267124/4021abbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96270000/96267200/96267124/04a734fe.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) ### 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!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bre C. CA $443 CA $919 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Sarasota-Hotels-Pet-Friendly-Tropical-Villa.h96267124.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) ![Exterior](https://images.trvl-media.com/lodging/34000000/33720000/33714600/33714573/55e892df.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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James S. CA $227 CA $521 total includes taxes & fees Oct 26 - Oct 27 [](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/43000000/42340000/42335800/42335718/fbaeaccd.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) ![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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott S. CA $264 CA $595 total includes taxes & fees Oct 26 - Oct 27 [](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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/43000000/42340000/42332500/42332444/e8e8c1d3.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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hindy R. CA $264 CA $595 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Holmes-Beach-Hotels-Luxury-Villa-At-Islands-West-Resort.h42332444.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!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raymond D. CA $227 CA $521 total includes taxes & fees Oct 26 - Oct 27 [](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/34000000/33720000/33713900/33713882/424f6ef0.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) ![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) ### 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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William A. CA $227 CA $522 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Holmes-Beach-Hotels-New.h33713882.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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/19acc46c.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 CA $280 CA $980 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Bradenton-Hotels-Charming-3-Bd-2-Ba-Villa-In-Cool-Bradenton-WiFi-AC-Laundry-Lanai-Community-Pool.h102819352.Hotel-Information) ![Indoor spa tub](https://images.trvl-media.com/lodging/121000000/120230000/120223400/120223315/w1206h793x0y0-32c38549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![10 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120230000/120223400/120223315/8bbd23da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120230000/120223400/120223315/72163994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120230000/120223400/120223315/71673d39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Side-by-Side Villas for Groups Near Downtown Newtown CA $994 CA $4,565 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) 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=2025-11-07&endDate=2025-11-08®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 ![Beach Cottage with a Private Hot Tub](//images.trvl-media.com/lodging/78000000/77940000/77930200/77930138/7f3f70d9_y.jpg) ### Beach Cottage with a Private Hot Tub 10/10 Excellent "Great place for a couple to stay" [](https://expedia.ca/Longboat-Key-Hotels-Longboat-Relaxing-Beach-Cottage-With-Private-Hot-Tub-Pet-Friendly.h77930138.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 "Clean room, quiet and safe, right on the beach. " [](https://expedia.ca/Sarasota-Hotels-Sea-Club-I-Beach-Resort.h8109251.Hotel-Information) ![Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach](//images.trvl-media.com/lodging/112000000/111710000/111700700/111700640/e8d93a47_y.jpg) ### Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach 10/10 Excellent "This was amazing ! It was just as pictured! Everything was new and clean on the property and the beach was 10 feet outside your door. " [](https://expedia.ca/Longboat-Key-Hotels-Charming-1-Bedroom.h111700640.Hotel-Information) ![THE BEACH CONDO #107 BEACHFRONT FULL VIEW](//images.trvl-media.com/lodging/36000000/35550000/35541700/35541645/9273c908_y.jpg) ### THE BEACH CONDO #107 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) ![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/69000000/68160000/68153900/68153868/73b3f930_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) ![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) ## Find out more about Longboat Key ## Longboat Key Villas information | Number of reviews | 462 | | --- | --- | | Accommodation | 10 Villas | | Lowest Price | CA $338 | | Highest Price | CA $4,565 | ## 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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[Lodges in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Lodges.d9113-aaLodges.Travel-Guide-Accommodation) - [Motels in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Motels.d9113-aaMotels.Travel-Guide-Accommodation) - [Rv Parks in Pinellas Park](https://www.expedia.ca/Pinellas-Park-RV-Parks.d9113-aaRVParks.Travel-Guide-Accommodation) - [Riads in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Riads.d9113-aaRiads.Travel-Guide-Accommodation) - [Lodges in Polk City](https://www.expedia.ca/Polk-City-Lodges.d6154853-aaLodges.Travel-Guide-Accommodation) - [Riads in Polk City](https://www.expedia.ca/Polk-City-Riads.d6154853-aaRiads.Travel-Guide-Accommodation) - [Adults Only Resorts & in Sunny Shores](https://www.expedia.ca/Sunny-Shores-Bradenton-Hotels-Adults-Only-Resorts.0-n553248635976469851-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Sunny Shores](https://www.expedia.ca/Sunny-Shores-Bradenton-Hotels-Couples-Resorts-Hotels.0-n553248635976469851-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [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)