Title: Longboat Key, FL Guest Houses from $240 | Expedia.com [Longboat Key Travel Guide](https://expedia.com/Longboat-Key.dx8409)[Hotels in Longboat Key](https://expedia.com/Longboat-Key-Hotels.d8409.Travel-Guide-Hotels)[Vacation Rentals in Longboat Key](https://expedia.com/Longboat-Key-Vacation-Rentals.d8409.Travel-Guide-VacationRentals)[Flights to Longboat Key](https://expedia.com/Cheap-Flights-To-Longboat-Key.d8409.Travel-Guide-Flights)[Things to do in Longboat Key](https://expedia.com/Things-To-Do-In-Longboat-Key.d8409.Travel-Guide-Activities)[Car Rentals in Longboat Key](https://expedia.com/Car-Rentals-In-Longboat-Key.d8409.Car-Rental-Guide)[Longboat Key Vacation Packages](https://expedia.com/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) ![](https://images.trvl-media.com/place/8409/5148e343-e0bb-499a-bdf6-afb169532e5b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates Next weekend [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-03-27&endDate=2026-03-29&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-04-03&endDate=2026-04-05&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-04-17&endDate=2026-04-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-05-15&endDate=2026-05-17&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Longboat Key guest houses ![Beach nearby](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151104/2f948a5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151104/1478588f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151104/794b0fce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151104/4fddad33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok! [](https://www.expedia.com/St-Petersburg-Clearwater-Hotels-Hidden-Gem-Steps-To-Pass-A-Grille-Beach.h66151104.Hotel-Information) Pass-a-Grille 9.4/10 Exceptional (15 reviews) "Beautiful apartment. Very clean and well appointed. Easy check in. Perfect location. Host very accommodating. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Colleen F. $478 nightly $535 total Apr 21 - Apr 22 Total with taxes and fees [](https://www.expedia.com/St-Petersburg-Clearwater-Hotels-Hidden-Gem-Steps-To-Pass-A-Grille-Beach.h66151104.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71060000/71059300/71059253/d4dbcc79.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) ![Beach nearby](https://images.trvl-media.com/lodging/72000000/71060000/71059300/71059253/bbc3fdb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/72000000/71060000/71059300/71059253/753a219a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta key Guest House 5 star on the water Private [](https://www.expedia.com/Sarasota-Hotels-Siesta-Key-Guest-House-5-Star-On-The-Water-Private.h71059253.Hotel-Information) South Sarasota 9.0/10 Wonderful (19 reviews) "Property and amenities were wonderful and Roy was very helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dar C. $343 nightly $360 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Siesta-Key-Guest-House-5-Star-On-The-Water-Private.h71059253.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151105/0b7522db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151105/7090e9f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151105/3f39cedd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151105/f96f469a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Cottage in Pass-A-Grille Beach, Dogs Ok [](https://www.expedia.com/St-Petersburg-Clearwater-Hotels-Charming-Cottage-In-Pass-A-Grille-Beach.h66151105.Hotel-Information) Pass-a-Grille 9.6/10 Exceptional (33 reviews) "Great place for the two of us. Would stay there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tommy M. $346 nightly $386 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/St-Petersburg-Clearwater-Hotels-Charming-Cottage-In-Pass-A-Grille-Beach.h66151105.Hotel-Information) ![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) ![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) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/66000000/65550000/65549500/65549419/w3998h2258x0y0-57eeb69f.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 [](https://www.expedia.com/Sarasota-Hotels-5-Minutes-To-Siesta-And-Cresent-Beaches-In-Sarasota.h65549419.Hotel-Information) Sarasota 9.8/10 Exceptional (119 reviews) "The entire stay was awesome and there was nothing we needed! Beautiful property, awesome hosts! We will definitely stay there again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christie D. $225 nightly $252 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-5-Minutes-To-Siesta-And-Cresent-Beaches-In-Sarasota.h65549419.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/91000000/90350000/90345700/90345607/735bde6b.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/91000000/90350000/90345700/90345607/8c8fe8bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball [](https://www.expedia.com/Sarasota-Hotels-Quick-And-Easy-Walk-Downtown-Tons-Of-Amenities.h90345607.Hotel-Information) Central Sarasota 9.8/10 Exceptional (125 reviews) "Great location, very comfortable and loved the extras. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert B. $214 nightly $240 total Apr 20 - Apr 21 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Quick-And-Easy-Walk-Downtown-Tons-Of-Amenities.h90345607.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/35000000/34110000/34108400/34108344/ffd1ceae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34110000/34108400/34108344/c41c7e48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34110000/34108400/34108344/bba81ab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34110000/34108400/34108344/e0d364ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gulf Front Guest House [](https://www.expedia.com/Anna-Maria-Hotels-Gulf-Front-Guest-House.h34108344.Hotel-Information) Anna Maria 9.4/10 Exceptional (3 reviews) "The open stairway as you step out of the bathroom seemed hazardous. Perhaps a built-in gate at the top of the stairs would be helpful. Beautiful spot, beach!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia W. $793 nightly $884 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Anna-Maria-Hotels-Gulf-Front-Guest-House.h34108344.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) ![Dining](https://images.trvl-media.com/lodging/93000000/92080000/92071900/92071840/384f8979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92080000/92071900/92071840/3a05ea33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Magical Guesthouse 1 mi from SRQ airport [](https://www.expedia.com/Sarasota-Hotels-Magical-1-Bedroom-Guesthouse-1-Mi-From-SRQ-Airport.h92071840.Hotel-Information) Whitfield Estates 10/10 Exceptional (3 reviews) "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. $249 nightly $249 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Magical-1-Bedroom-Guesthouse-1-Mi-From-SRQ-Airport.h92071840.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.com/Hotel-Search?startDate=2026-04-04&endDate=2026-04-05®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.com/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.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FLongboat-Key-Guest-Houses.d8409-aaGuestHouses.Travel-Guide-Accommodation) ## Top Longboat Key Hotel Reviews ![Zota Beach Resort](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/928bedb0_y.jpg) ### Zota Beach Resort 10/10 Excellent "Clean rooms, easy check in. The easy access to the beach and pool was perfect for our family and just what we were hoping for. Staff at the pool and beach were helpful and efficient. Only complaint was during our dinner: service was slow and the air conditioner condensation was dripping from the ceiling onto our table. Overall, we would be happy to stay here again! " [](https://expedia.com/Sarasota-Hotels-Zota-Beach-Resort.h15703469.Hotel-Information) ![Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.](https://images.trvl-media.com/lodging/112000000/111680000/111672200/111672131/9ed1865d_y.jpg) ### Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand. 10/10 Excellent "Excellent place to stay. " [](https://expedia.com/Longboat-Key-Hotels-Charming-1-Bedroom.h111672131.Hotel-Information) ![Charming 1-bedroom, beachfront condo in marvelous Longboat Key](https://images.trvl-media.com/lodging/112000000/111710000/111700300/111700208/665e1235_y.jpg) ### Charming 1-bedroom, beachfront condo in marvelous Longboat Key 10/10 Excellent "Clean- great view- need sharper knives!" [](https://expedia.com/Longboat-Key-Hotels-Charming-1-Bedroom.h111700208.Hotel-Information) ![Country Club Long Boat Key Beach Villa 2B 3BA Pool](https://images.trvl-media.com/lodging/33000000/32670000/32660300/32660283/51ecc90f_y.jpg) ### Country Club Long Boat Key Beach Villa 2B 3BA Pool 10/10 Excellent "Beautifully appointed townhouse. Great communications with owner. Cedars East is a favorite of ours. " [](https://expedia.com/Longboat-Key-Hotels-Country-Club-Long-Boat-Key-Beach-Villa-2B-3BA-PoolNo-Hurricane-Damage.h32660283.Hotel-Information) ![Beachfront Bliss on Longboat Key- Steps to the sand](https://images.trvl-media.com/lodging/117000000/116550000/116546700/116546614/83643405_y.jpg) ### Beachfront Bliss on Longboat Key- Steps to the sand 10/10 Excellent "Excellent location. Perfect unit for a couple, any additional guests would make for tight quarters. Couch was tiny, but we sat outdoors most of the time so it wasn’t a problem. Would definitely go back. " [](https://expedia.com/Longboat-Key-Hotels-Beachfront-Bliss-On-Longboat-Key-Steps-To-The-Sand.h116546614.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 "Awesome location, clean, friendly and helpful staff. Loved it!" [](https://expedia.com/Sarasota-Hotels-Beach-Front-Paradise-And-The-Most-Beautiful-Sunset-Ground-Floor.h68153868.Hotel-Information) ![Sun- Kissed Memories!](https://images.trvl-media.com/lodging/58000000/57670000/57669800/57669720/bba1574f_y.jpg) ### Sun- Kissed Memories! 10/10 Excellent "Amazing unobstructed ocean view with all the amenities needed. Host Heidi is the best. Checking in to be sure everything was good and making us feel so welcome. We will DEFINITELY be staying here again! " [](https://expedia.com/Sarasota-Hotels-Beachfront-Condo-On-Beautiful-Longboat-Key.h57669720.Hotel-Information) ![Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views](https://images.trvl-media.com/lodging/39000000/38190000/38188700/38188629/9db501af_y.jpg) ### Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views 10/10 Excellent "We absolutely loved our stay. You couldn't get any closer to having a Florida beachfront experience. Host was responsive, staff was friendly, facility was spotless." [](https://expedia.com/Longboat-Key-Hotels-AMAZING-OCEAN-VIEWS-FROM-PRIVATE-BALCONY.h38188629.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 "It was lovely! It was the perfect location right on the beach. We so enjoyed eating on the patio with a beautiful view, then walking just steps to either the pool or gulf. We will be back!" [](https://expedia.com/Longboat-Key-Hotels-THE-BEACH.h35541645.Hotel-Information) ## Find out more about Longboat Key ## Longboat Key Guest Houses information | Number of reviews | 317 | | ----------------- | -------------- | | Accommodation | 0 Guest Houses | | Lowest Price | $240 | | Highest Price | $884 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hotels near Cannons Marina ](https://www.expedia.com/Cannons-Marina-Hotels.0-l6295961-0.Travel-Guide-Filter-Hotels) - [Anna Maria Island Hotels ](https://www.expedia.com/Anna-Maria-Island-Hotels.d553248622847118534.Travel-Guide-Hotels) - [Gay friendly Hotels in Longbeach Village ](https://www.expedia.com/Longbeach-Village-Longboat-Key-Hotels-LGBT-Welcoming-Hotel.0-n553248635976481697-0-tLGBTWelcomingHotel.Travel-Guide-Filter-Hotels) - [Hotels near Longbeach Village ](https://www.expedia.com/Longbeach-Village-Longboat-Key-Hotels.0-n553248635976481697-0.Travel-Guide-Filter-Hotels) - 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