Title: Anna Maria Guest Houses from CA $204 | Expedia.ca [Hotels in Anna Maria](https://expedia.ca/Anna-Maria-Hotels.d74028.Travel-Guide-Hotels)[Vacation Rentals in Anna Maria](https://expedia.ca/Anna-Maria-Vacation-Rentals.d74028.Travel-Guide-VacationRentals)[Flights to Anna Maria](https://expedia.ca/Cheap-Flights-To-Anna-Maria.d74028.Travel-Guide-Flights)[Anna Maria Car Rentals](https://expedia.ca/Car-Rentals-In-Anna-Maria.d74028.Car-Rental-Guide)[Anna Maria Vacation Packages](https://expedia.ca/Anna-Maria.d74028.Destination-Travel-Guides) ![The day comes to a close over the Gulf of Mexico. Bean Point Beach is at the Northwest end of Anna Maria Island. A nice wide beach with fine white sand. A little more secluded than some of the other beaches nearby.](https://images.trvl-media.com/place/74028/8bf298b4-fe4b-49ec-a6ce-565760a5baca.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by throwingsofas ![](https://images.trvl-media.com/place/74028/8bf298b4-fe4b-49ec-a6ce-565760a5baca.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-02-20&endDate=2026-02-22&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-03-06&endDate=2026-03-08&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-04-03&endDate=2026-04-05&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Anna Maria guest houses ![Beach nearby](https://images.trvl-media.com/lodging/35000000/34110000/34108400/34108344/ffd1ceae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34110000/34108400/34108344/bcfb0ebf.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) ![Exterior](https://images.trvl-media.com/lodging/35000000/34110000/34108400/34108344/c41c7e48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gulf Front Guest House [](https://www.expedia.ca/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. CA $548 CA $939 total includes taxes & fees Feb 19 - Feb 20 [](https://www.expedia.ca/Anna-Maria-Hotels-Gulf-Front-Guest-House.h34108344.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30250000/30249600/30249599/34daee16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30250000/30249600/30249599/c91510d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/31000000/30250000/30249600/30249599/4bf8a91f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30250000/30249600/30249599/9fbb5f0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### With Oasis Shared Backyard [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-With-Oasis-Shared-Backyard.h30249599.Hotel-Information) Lake Maggiore Shore 8.4/10 Very good (35 reviews) "My stay was enjoyable. The owner was helpful with everything. Was great for the price." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) william a. CA $129 CA $204 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-With-Oasis-Shared-Backyard.h30249599.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/108000000/107970000/107961700/107961678/b5771bbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107970000/107961700/107961678/w1280h848x0y0-13f75f8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107970000/107961700/107961678/716349a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/108000000/107970000/107961700/107961678/018533ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Plush K&Q Beds w/ Hot Tub near St Pete & Beaches [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Plush-KQ-Beds-W-Hot-Tub-Near-St-Pete-Beaches.h107961678.Hotel-Information) St. Petersburg 9.4/10 Exceptional (6 reviews) "Beautiful stay, very clean and comfy. Easy access. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $178 CA $379 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Plush-KQ-Beds-W-Hot-Tub-Near-St-Pete-Beaches.h107961678.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99110000/99105000/99104982/604d7cf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/100000000/99110000/99105000/99104982/5986a429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/100000000/99110000/99105000/99104982/998d21f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/100000000/99110000/99105000/99104982/7ceb5cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tree Top Getaway- Sleeps 4 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Tree-Top-Getaway-Sleeps-4.h99104982.Hotel-Information) Gulfport 9.6/10 Exceptional (7 reviews) "Fun little property for a weekend getaway!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charlotte C. CA $188 CA $321 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Tree-Top-Getaway-Sleeps-4.h99104982.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/118000000/117960000/117958600/117958566/be6fbf72.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/c2b5f41b.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/ae630df0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Charming-PaG-Studio-Sunsets-Steps-2-Sand-Bikes.h117958566.Hotel-Information) Pass-a-Grille 10/10 Exceptional (2 reviews) "Perfect little space. Clean, comfortable and you just can't beat the location. Lisa was a joy to work with. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura P. CA $209 CA $413 total includes taxes & fees Feb 8 - Feb 9 [](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/90000000/89680000/89675700/89675683/8f2325eb.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/90000000/89680000/89675700/89675683/8ea9462e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89680000/89675700/89675683/4c84de66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/90000000/89680000/89675700/89675683/9478ba1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cozy.h89675683.Hotel-Information) Historic Old Northeast 9.6/10 Exceptional (14 reviews) "Great location!!Small space, but worked well for my wife and I.We had a great time, so no complaints." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph F. CA $182 CA $354 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cozy.h89675683.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) ![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.ca/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. CA $262 CA $442 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Sarasota-Hotels-Magical-1-Bedroom-Guesthouse-1-Mi-From-SRQ-Airport.h92071840.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) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90350000/90345700/90345607/8c8fe8bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90350000/90345700/90345607/f5a286c0.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) ### Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball [](https://www.expedia.ca/Sarasota-Hotels-Quick-And-Easy-Walk-Downtown-Tons-Of-Amenities.h90345607.Hotel-Information) Central Sarasota 9.8/10 Exceptional (123 reviews) "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 $369 CA $533 total includes taxes & fees Mar 6 - Mar 7 [](https://www.expedia.ca/Sarasota-Hotels-Quick-And-Easy-Walk-Downtown-Tons-Of-Amenities.h90345607.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=2026-02-20&endDate=2026-02-21®ionId=74028&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%2FAnna-Maria-Guest-Houses.d74028-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAnna-Maria-Guest-Houses.d74028-aaGuestHouses.Travel-Guide-Accommodation) ## Top Anna Maria Hotel Reviews ![Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!](https://images.trvl-media.com/lodging/23000000/22130000/22127100/22127023/730b5d09_y.jpg) ### Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED! 10/10 Excellent "The host was excellent very nice extremely helpful if you needed the amenities were nothing I have seen before. We have been traveling to Florida and staying at places all over for probably 14 years and this is the only place that really had the amenities and made you feel welcome we stayed at places with heated pools but well if the weather wasn’t good it wasn’t heated not this place. They said heated pool. We were unfortunately there when the temperatures dropped to the low 50s and he kept the pool heated into the 80s, which was great. We had a brief power outage while we were there but I wasn’t worried about it at all, but as soon as the power went out, the host texted us right away reminded us where lights were lanterns, flashlights the tentativeness of the host is remarkable." [](https://expedia.ca/Anna-Maria-Hotels-Castaway-Cottage-Beach-Heated-Private-Pool-Spa-GOLF-CART-INCLUDED.h22127023.Hotel-Information) ![Charming cottage located close to beach - Private heated pool!](https://images.trvl-media.com/lodging/94000000/93350000/93343600/93343538/ebe7c578_y.jpg) ### Charming cottage located close to beach - Private heated pool! 10/10 Excellent "Great location near Bean Point. Loved the screened in porch. Plenty of room in the house. " [](https://expedia.ca/Anna-Maria-Hotels-Charming-Cottage-Located-Close-To-Beach-Private-Heated-Pool.h93343538.Hotel-Information) ![🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬](https://images.trvl-media.com/lodging/35000000/34340000/34336600/34336528/w903h633x0y7-a3413d4c_y.jpg) ### 🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬 10/10 Excellent "Home was excellent. Frankie answered all ??? timely" [](https://expedia.ca/Anna-Maria-Hotels-AMIs-Local-LANDMARKThe-BLUE-HOUSE-On-PINE-Casa-Calienta.h34336528.Hotel-Information) ![Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!](https://images.trvl-media.com/lodging/58000000/57390000/57388300/57388213/26aa1514_y.jpg) ### Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both! 10/10 Excellent "Great communication. Wonderful location, super clean." [](https://expedia.ca/Anna-Maria-Hotels-Naut-2-Shabby-Cottage-Next-Level-Pool-Area.h57388213.Hotel-Information) ![Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/b018f64f_y.jpg) ### Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand! 10/10 Excellent "This is our second time staying in this cottage, and it won’t be our last. Everything you need and nothing you don’t. Plus, they had the room ready 3 hours before “check in time”. The weather cooperated given this was a late January visit and we got to spend 6 sunny days on the beach. " [](https://expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110b-Updated-Studio-Beach-Cottage.h70579361.Hotel-Information) ![Beautifully Updated Home North End of Island, Screen lanai Grill and beach gear](https://images.trvl-media.com/lodging/117000000/116400000/116399300/116399246/efffb73f_y.jpg) ### Beautifully Updated Home North End of Island, Screen lanai Grill and beach gear 10/10 Excellent "The house was very clean and prepared well for our arrival. Great location, the island is beautiful!Cannot wait to return!" [](https://expedia.ca/Anna-Maria-Hotels-Beautifully-Updated-Home-North-End-Of-Island.h116399246.Hotel-Information) ![Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar](https://images.trvl-media.com/lodging/108000000/107340000/107339600/107339516/w2128h1597x356y0-848f5085_y.jpg) ### Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar 10/10 Excellent "Beautiful home - host was very responsive " [](https://expedia.ca/Anna-Maria-Hotels-New-Luxury-Waterfront-Views-WPrivate-Heated-PoolSpa-Cabana-Bar-Sleeps-16.h107339516.Hotel-Information) ![Bella Vista: Bay front with gorgeous views and outdoor living space.](https://images.trvl-media.com/lodging/68000000/67410000/67403900/67403882/947b14f0_y.jpg) ### Bella Vista: Bay front with gorgeous views and outdoor living space. 10/10 Excellent "Great location overlooking the bay. The outdoor chaise lounges had mildew on them.Fry pans could use a refresh. Beach chairs would have been nice to have.Otherwise a good house" [](https://expedia.ca/Bella-Vista-Bay-Front-With-Gorgeous-Views-And-Outdoor-Living-Space.h67403882.Hotel-Information) ![Love Shack on the Water Most desirable location on AMI](https://images.trvl-media.com/lodging/102000000/101220000/101211900/101211865/274f3f75_y.jpg) ### Love Shack on the Water Most desirable location on AMI 10/10 Excellent "Kitchen was stocked with all utensils. Property had travel cleaning products and bathroom toiletries as well. Right on Pine Ave, and very walkable to shops/restaurants. Also directly in front of a trolley stop which is very helpful. Would most definitely stay here again, and highly recommend! " [](https://expedia.ca/Anna-Maria-Hotels-Love-Shack-On-The-Water-Most-Desirable-Location-On-AMI.h101211865.Hotel-Information) ## Find out more about Anna Maria ## Anna Maria Guest Houses information | Number of reviews | 178 | | ----------------- | -------------- | | Accommodation | 1 Guest Houses | | Lowest Price | CA $204 | | Highest Price | CA $533 | ## Frequently asked questions ### What are the most popular guest houses in Anna Maria according to reviews? ### What is the nightly rate for a guest house in Anna Maria? ### What's the difference between a Anna Maria guest house and a B&B? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Anna Maria Island ](https://www.expedia.ca/3Star-Anna-Maria-Island-Hotels.s30-0-d553248622847118534.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Anna Maria Island ](https://www.expedia.ca/5Star-Anna-Maria-Island-Hotels.s50-0-d553248622847118534.Travel-Guide-Filter-Hotels) - 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