Title: Longboat Key Guest Houses from CA $303 | 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) ![1_140312352](https://images.trvl-media.com/place/8409/5148e343-e0bb-499a-bdf6-afb169532e5b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Guest Houses in Longboat Key from CA $303 - ![](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 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Longboat Key Guest Houses ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/66000000/65550000/65549500/65549419/4ffe13e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/66000000/65550000/65549500/65549419/f28582f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/66000000/65550000/65549500/65549419/w4000h2196x0y0-722bffee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/66000000/65550000/65549500/65549419/7f7b2ea4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Close to Siesta Key beach with a hot tub and a large garden Sarasota 9.8/10 Exceptional (111) "This place is a must stay we could not fault the place they have thought of everything. Highly recommend this place." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Danny P. CA $158 CA $340 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Sarasota-Hotels-5-Minutes-To-Siesta-And-Cresent-Beaches-In-Sarasota.h65549419.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151105/e83f78dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151105/4b1e2213.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151105/b6f59dd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151105/3170a6e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Cottage in Pass-A-Grille Beach, Dogs Ok Pass-a-Grille 9.6/10 Exceptional (31) "my sister and I enjoyed the space very much. the dogs enjoyed the nice fenced yard. thank you! lovely area!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liz E. CA $164 CA $418 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Charming-Cottage-In-Pass-A-Grille-Beach.h66151105.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/91000000/90350000/90345700/90345607/2550bef6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90350000/90345700/90345607/baa92889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90350000/90345700/90345607/c634db4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90350000/90345700/90345607/3d9028d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quick and Easy Walk Downtown - Tons of Amenities Central Sarasota 9.8/10 Exceptional (120) "Great stay! Convenient location, clean, comfortable, and well stocked. Would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristin CA $189 CA $303 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Sarasota-Hotels-Quick-And-Easy-Walk-Downtown-Tons-Of-Amenities.h90345607.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/118000000/117960000/117958600/117958566/7482b240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/118000000/117960000/117958600/117958566/caacd44f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/118000000/117960000/117958600/117958566/5b675d8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117960000/117958600/117958566/205b45a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes Pass-a-Grille CA $166 CA $345 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Charming-PaG-Studio-Sunsets-Steps-2-Sand-Bikes.h117958566.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/93000000/92080000/92071900/92071840/3267e6a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92080000/92071900/92071840/ed70386e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board](https://images.trvl-media.com/lodging/93000000/92080000/92071900/92071840/e3a8d43c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/93000000/92080000/92071900/92071840/4a7b0053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Magical Guesthouse 1 mi from SRQ airport Whitfield Estates 10/10 Exceptional (3) "This house was absolutely charming! I caught myself In complete awe of every detail - from the fun decor, to the thoughtful inclusion of all kitchen supplies to make a full meal, to the soft shower towels and the incredibly comfortable bed, bedding and pillows! Fantastic stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alyssa D. CA $179 CA $344 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Sarasota-Hotels-Magical-1-Bedroom-Guesthouse-1-Mi-From-SRQ-Airport.h92071840.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71060000/71059300/71059253/f52cf6cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71060000/71059300/71059253/9b40207f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71060000/71059300/71059253/85eef7c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/72000000/71060000/71059300/71059253/c4961f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta key Guest House 5 star on the water Private South Sarasota 9.0/10 Wonderful (18) "House was really comfortable, everything worked fine and was cozy. About 15 mins away from Siesta Key Beach..Would def come back. Highly recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Giancarlo CA $210 CA $488 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Sarasota-Hotels-Siesta-Key-Guest-House-5-Star-On-The-Water-Private.h71059253.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151104/99cce29d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151104/67c6db3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151104/80ebd0fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151104/0f28edae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok! Pass-a-Grille 9.4/10 Exceptional (15) " Very close to the beach, several diners, safe and beautiful area. Highly recommend if you have a small group on your getaway, doesn’t get much better" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Justin R. CA $236 CA $529 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Hidden-Gem-Steps-To-Pass-A-Grille-Beach.h66151104.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=2025-12-18&endDate=2025-12-19®ionId=8409&adults=2&lodging=GUEST_HOUSE&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-Guest-Houses.d8409-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FLongboat-Key-Guest-Houses.d8409-aaGuestHouses.Travel-Guide-Accommodation) ## Top Longboat Key Hotel Reviews ![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 "Very nice" [](https://expedia.ca/Longboat-Key-Hotels-The-St-Regis-Longboat-Key-Resort.h5487.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) ![Zota Beach Resort](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/277458de_y.jpg) ### Zota Beach Resort 10/10 Excellent "Beautiful spacious room with a view of beach and sunsets! " [](https://expedia.ca/Sarasota-Hotels-Zota-Beach-Resort.h15703469.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) ![Right on the beach.Renovated ground Floor unit 63.](https://images.trvl-media.com/lodging/69000000/68160000/68153900/68153868/73b3f930_y.jpg) ### Right on the beach.Renovated ground Floor unit 63. 10/10 Excellent "Wonderful property as advertised! Definitely recommend!" [](https://expedia.ca/Sarasota-Hotels-Beach-Front-Condo-Paradise-Ground-Floor.h68153868.Hotel-Information) ![THE BEACH CONDO #107 BEACHFRONT FULL VIEW](https://images.trvl-media.com/lodging/36000000/35550000/35541700/35541645/9273c908_y.jpg) ### THE BEACH CONDO #107 BEACHFRONT FULL VIEW 10/10 Excellent "Best location right on the beach! The host was incredibly nice and always quick to respond. Thank you!" [](https://expedia.ca/Longboat-Key-Hotels-THE-BEACH.h35541645.Hotel-Information) ![ Flash sale 5-floor penthouse 60 feet from water, 150+ reviews](https://images.trvl-media.com/lodging/33000000/32810000/32806800/32806785/9e2f14c8_y.jpg) ### Flash sale 5-floor penthouse 60 feet from water, 150+ reviews 10/10 Excellent "The condo was great ! Very clean and wonderful upgrades. The view was amazing! " [](https://expedia.ca/Sarasota-Hotels-Penthouse-5th-Floor-Drop-Dead-Gorgeous-Private-Island-Beach-100reviews.h32806785.Hotel-Information) ![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 "All good!!" [](https://expedia.ca/Sarasota-Hotels-The-Resort-At-Longboat-Key-Club.h27542.Hotel-Information) ![Charming 1-bedroom, beachfront condo in marvelous Longboat Key](https://images.trvl-media.com/lodging/112000000/111710000/111700300/111700208/d6a766cd_y.jpg) ### Charming 1-bedroom, beachfront condo in marvelous Longboat Key 10/10 Excellent "Easy check in and the condo was exactly what we were expecting. " [](https://expedia.ca/Longboat-Key-Hotels-Charming-1-Bedroom.h111700208.Hotel-Information) ## Find out more about Longboat Key ## Longboat Key Guest Houses information | Number of reviews | 288 | | ----------------- | -------------- | | Accommodation | 0 Guest Houses | | Lowest Price | CA $303 | | Highest Price | CA $529 | ## 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) - [Adults Only Resorts & in Bayshore Gardens ](https://www.expedia.ca/Bayshore-Gardens-Bradenton-Hotels-Adults-Only-Resorts.0-n553248623282278434-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - 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