Title: Siesta Key, FL Guest Houses from $304 | Expedia.com [Siesta Key Travel Guide](https://expedia.com/Siesta-Key.dx6881)[Hotels in Siesta Key](https://expedia.com/Siesta-Key-Hotels.d6881.Travel-Guide-Hotels)[Vacation Rentals in Siesta Key](https://expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals)[Flights to Siesta Key](https://expedia.com/Cheap-Flights-To-Siesta-Key.d6881.Travel-Guide-Flights)[Things to do in Siesta Key](https://expedia.com/Things-To-Do-In-Siesta-Key.d6881.Travel-Guide-Activities)[Car Rentals in Siesta Key](https://expedia.com/Car-Rentals-In-Siesta-Key.d6881.Car-Rental-Guide)[Siesta Key Vacation Packages](https://expedia.com/Siesta-Key.d6881.Destination-Travel-Guides) ![Siesta Key Public Beach showing a sandy beach](https://images.trvl-media.com/place/6066003/d186efac-4013-4501-b81a-fe907f268f8f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6066003/d186efac-4013-4501-b81a-fe907f268f8f.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 [Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=6881&startDate=2026-02-20&endDate=2026-02-22&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=6881&startDate=2026-02-27&endDate=2026-03-01&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=6881&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=6881&startDate=2026-04-10&endDate=2026-04-12&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Siesta Key guest houses ![Beach](https://images.trvl-media.com/lodging/93000000/92080000/92071900/92071840/3267e6a7.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) ![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) ### 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. $304 nightly $304 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Magical-1-Bedroom-Guesthouse-1-Mi-From-SRQ-Airport.h92071840.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) ![Exterior](https://images.trvl-media.com/lodging/35000000/34110000/34108400/34108344/e0d364ad.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) ### 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. $618 nightly $689 total Feb 19 - Feb 20 Total with taxes and fees [](https://www.expedia.com/Anna-Maria-Hotels-Gulf-Front-Guest-House.h34108344.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 (18 reviews) "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 $388 nightly $410 total Mar 7 - Mar 8 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Siesta-Key-Guest-House-5-Star-On-The-Water-Private.h71059253.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=2026-02-25&endDate=2026-02-26®ionId=6881&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%2FSiesta-Key-Guest-Houses.d6881-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSiesta-Key-Guest-Houses.d6881-aaGuestHouses.Travel-Guide-Accommodation) ## Top Siesta Key Hotel Reviews ![Tropical Beach Resorts](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c_y.jpg) ### Tropical Beach Resorts 10/10 Excellent "It was perfect location it was beautiful clean hotel I would definitely at least stay there again" [](https://expedia.com/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information) ![Siesta Key Beach Resort and Suites](https://images.trvl-media.com/lodging/1000000/10000/9600/9560/993b4c27_y.jpg) ### Siesta Key Beach Resort and Suites 10/10 Excellent "Excellent location great staff and nice rooms. Can’t wait to return" [](https://expedia.com/Sarasota-Hotels-Siesta-Key-Beach-Resort-Suites-Tiki-Pool.h9560.Hotel-Information) ![Tropical Breeze Resort](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/9de12888_y.jpg) ### Tropical Breeze Resort 10/10 Excellent "Great location. Friendly staff " [](https://expedia.com/Sarasota-Hotels-Tropical-Breeze-Resort.h879629.Hotel-Information) ![The Residences at Siesta Key Beach by Hyatt Vacation Club](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/a5a3d5ce_y.jpg) ### The Residences at Siesta Key Beach by Hyatt Vacation Club 10/10 Excellent "Everything was wonderful" [](https://expedia.com/Siesta-Key-Hotels-The-Residences-At-Siesta-Key-Beach-By-Hyatt-Vacation-Club.h3819631.Hotel-Information) ![Captiva Beach Resort](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3fe58375_y.jpg) ### Captiva Beach Resort 10/10 Excellent "The front desk staff was professional and friendly. " [](https://expedia.com/Sarasota-Hotels-Captiva-Beach-Resort.h1163507.Hotel-Information) ![SeaSpray Resort](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/62be52d5_y.jpg) ### SeaSpray Resort 10/10 Excellent "Clean, comfortable, well stocked. Staff made our stay a breeze. Would definitely come back again." [](https://expedia.com/Siesta-Key-Hotels-SeaSpray-Resort.h114189452.Hotel-Information) ![The Capri at Siesta](https://images.trvl-media.com/lodging/2000000/1610000/1602500/1602499/7a1011ff_y.jpg) ### The Capri at Siesta 10/10 Excellent "Room was very clean and just adorable" [](https://expedia.com/Sarasota-Hotels-The-Capri-At-Siesta.h1602499.Hotel-Information) ![Siesta Key Beachside Villas](https://images.trvl-media.com/lodging/10000000/9690000/9681100/9681036/62df108c_y.jpg) ### Siesta Key Beachside Villas 10/10 Excellent "The room and grounds were well kept and clean. Proximity to beach and many restaurants was excellent. Pool was warm and clean. Use of chairs and beach towels was an awesome perk and free water bottles, ice and cooler (to use) was an added bonus. Only thing I was surprised about was no room cleaning, even mid-stay on 5 nights, and that might have been explained but I wasn’t aware until I asked. Would definitely stay again!" [](https://expedia.com/Sarasota-Hotels-Siesta-Key-Beachside-Villas.h9681036.Hotel-Information) ![3-bedroom 2-bathroom Siesta Key townhome close to beaches, city and airport.](https://images.trvl-media.com/lodging/120000000/120000000/119992300/119992278/f9cd6895_y.jpg) ### 3-bedroom 2-bathroom Siesta Key townhome close to beaches, city and airport. 10/10 Excellent "Great location, Billy the property manager is great and host was also good to work with." [](https://expedia.com/Siesta-Key-Hotels-3-Bedroom-Townhome-In-Siesta-Key-Close-To-Beaches.h119992278.Hotel-Information) ## Find out more about Siesta Key ## Siesta Key Guest Houses information | Number of reviews | 18 | | ----------------- | -------------- | | Accommodation | 2 Guest Houses | | Lowest Price | $304 | | Highest Price | $410 | ## Frequently asked questions ### What are the most popular guest houses in Siesta Key according to reviews? ### What is the nightly rate for a guest house in Siesta Key? ### What's the difference between a Siesta Key guest house and a B&B? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hilton Hotels in Siesta Key Village ](https://www.expedia.com/Siesta-Key-Village-Siesta-Key-Hotels-Hilton-Hotels.0-n6296072-0--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Hotels near Siesta Key Village ](https://www.expedia.com/Siesta-Key-Village-Siesta-Key-Hotels.0-n6296072-0.Travel-Guide-Filter-Hotels) - 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[Resorts in Lido Key ](https://www.expedia.com/Lido-Key-Resorts.d6138897-aaResorts.Travel-Guide-Accommodation) - [Villas in Lido Key ](https://www.expedia.com/Lido-Key-Villas.d6138897-aaVillas.Travel-Guide-Accommodation) - [Condo Resorts in Lido Key ](https://www.expedia.com/Lido-Key-Condominium-Resort.d6138897-aaCondominiumResort.Travel-Guide-Accommodation) - [Hotels near South Lido Park ](https://www.expedia.com/South-Lido-Park-Hotels.0-l6068721-0.Travel-Guide-Filter-Hotels) - [Hotels near Crescent Beach ](https://www.expedia.com/Crescent-Beach-Hotels.0-l553248621532652551-0.Travel-Guide-Filter-Hotels) - [Hotels near Siesta Key Marina ](https://www.expedia.com/Siesta-Key-Marina-Hotels.0-l6295966-0.Travel-Guide-Filter-Hotels) - [Beach Hotels in Lido Key ](https://www.expedia.com/Lido-Key-Hotels-Beach-Hotel.0-0-d6138897-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hilton Hotels in Lido Key ](https://www.expedia.com/Lido-Key-Hotels-Hilton-Hotels.0-0-d6138897--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Pet-friendly Hotels in Lido Key ](https://www.expedia.com/Lido-Key-Hotels-Pet-Friendly-Hotel.0-0-d6138897-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Lido Key Hotels ](https://www.expedia.com/Lido-Key-Hotels.d6138897.Travel-Guide-Hotels) - [Cheap Hotels in Lido Key ](https://www.expedia.com/Lido-Key-Hotels-Cheap-Hotels.0-0-d6138897-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Lido Key ](https://www.expedia.com/Lido-Key-Hotels-Luxury-Hotel.0-0-d6138897-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Resorts & Hotels with Spas in Lido Key ](https://www.expedia.com/Lido-Key-Hotels-Spa-Hotel.0-0-d6138897-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hotels near Point of Rocks ](https://www.expedia.com/Point-Of-Rocks-Hotels.0-l6295822-0.Travel-Guide-Filter-Hotels) - [Hotels with Restaurants in Lido Key ](https://www.expedia.com/Lido-Key-Hotels-Hotels-With-Restaurants.0-0-d6138897-tHotelswithRestaurants.Travel-Guide-Filter-Hotels) - [Marriott Hotels & Resorts in Lido Key ](https://www.expedia.com/Lido-Key-Hotels-Marriott-Hotels-Resorts.0-0-d6138897--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - 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