Title: Top Guest Houses in Anna Maria in 2026 | Expedia.co.uk [Anna Maria Travel Guide](https://expedia.co.uk/Anna-Maria.dx74028)[Hotels in Anna Maria](https://expedia.co.uk/Anna-Maria-Hotels.d74028.Travel-Guide-Hotels)[Holiday Rentals in Anna Maria](https://expedia.co.uk/Anna-Maria-Holiday-Rentals.d74028.Travel-Guide-HolidayRentals)[Flights to Anna Maria](https://expedia.co.uk/Cheap-Flights-To-Anna-Maria.d74028.Travel-Guide-Flights)[Anna Maria Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Anna-Maria.d74028.Car-Hire-Guide)[Anna Maria Holidays](https://expedia.co.uk/Anna-Maria.d74028.Holidays-City-Breaks) ![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__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 [20 Feb - 22 Feb](https://www.expedia.co.uk/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 two weeks [27 Feb - 1 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=74028&startDate=2026-02-27&endDate=2026-03-01&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [13 Mar - 15 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=74028&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=74028&startDate=2026-04-10&endDate=2026-04-12&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 cot, 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/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) ### Gulf Front Guest House [](https://www.expedia.co.uk/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. £505 includes taxes & fees 19 Feb - 20 Feb [](https://www.expedia.co.uk/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) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/31000000/30250000/30249600/30249599/1ea66312.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.co.uk/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. £112 includes taxes & fees 16 Feb - 17 Feb [](https://www.expedia.co.uk/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) ![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/108000000/107970000/107961700/107961678/5156e17c.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.co.uk/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 £203 includes taxes & fees 9 Mar - 10 Mar [](https://www.expedia.co.uk/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) ![Exterior detail](https://images.trvl-media.com/lodging/100000000/99110000/99105000/99104982/231a68a7.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) ![TV](https://images.trvl-media.com/lodging/100000000/99110000/99105000/99104982/5986a429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tree Top Getaway- Sleeps 4 [](https://www.expedia.co.uk/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. £174 includes taxes & fees 12 Feb - 13 Feb [](https://www.expedia.co.uk/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) ![Interior](https://images.trvl-media.com/lodging/118000000/117960000/117958600/117958566/7e3e3bf5.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) ![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) ### Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes [](https://www.expedia.co.uk/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. £252 includes taxes & fees 15 Feb - 16 Feb [](https://www.expedia.co.uk/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) ![Exterior](https://images.trvl-media.com/lodging/93000000/92080000/92071900/92071840/dd5f1123.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) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92080000/92071900/92071840/ed70386e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Magical Guesthouse 1 mi from SRQ airport [](https://www.expedia.co.uk/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. £230 includes taxes & fees 2 Mar - 3 Mar [](https://www.expedia.co.uk/Sarasota-Hotels-Magical-1-Bedroom-Guesthouse-1-Mi-From-SRQ-Airport.h92071840.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) ![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89680000/89675700/89675683/4c84de66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89680000/89675700/89675683/b0dbfba3.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.co.uk/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. £239 includes taxes & fees 19 Feb - 20 Feb [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-Cozy.h89675683.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.co.uk/Hotel-Search?startDate=2026-02-25&endDate=2026-02-26®ionId=74028&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=AA_SPRING_PROMO_74028) ![](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.co.uk/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.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAnna-Maria-Guest-Houses.d74028-aaGuestHouses.Travel-Guide-Accommodation) ## Top Anna Maria Hotel Reviews ![Escape to Anna Maria Island!](https://images.trvl-media.com/lodging/43000000/42700000/42695300/42695203/c2cea46b_y.jpg) ### Escape to Anna Maria Island! 10/10 Excellent "Great place, great experience and amazing communication! Cannot wait to return! " [](https://expedia.co.uk/Sarasota-Hotels-Escape-To-Island-Getaway.h42695203.Hotel-Information) ![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.co.uk/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.co.uk/Anna-Maria-Hotels-Charming-Cottage-Located-Close-To-Beach-Private-Heated-Pool.h93343538.Hotel-Information) ![Bayfront Home with Amazing Water Views! Private pool! – Breakaway](https://images.trvl-media.com/lodging/94000000/93350000/93343300/93343285/e9cacf0a_y.jpg) ### Bayfront Home with Amazing Water Views! Private pool! – Breakaway 10/10 Excellent "The house was very clean and the view was awesome. It was close to restaurants and shops. The pool was great and water temperature was perfect. " [](https://expedia.co.uk/Anna-Maria-Hotels-Bayfront-Home-With-Amazing-Water-Views-Private-Pool-Close-To-Rod-Reel-Pier.h93343285.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.co.uk/Anna-Maria-Hotels-Naut-2-Shabby-Cottage-Next-Level-Pool-Area.h57388213.Hotel-Information) ![Moondance- Breathtaking views and beachfront with steps from the beach](https://images.trvl-media.com/lodging/83000000/82070000/82068600/82068569/4abefb3a_y.jpg) ### Moondance- Breathtaking views and beachfront with steps from the beach 10/10 Excellent "Just can’t beat that view from the deck - efficiently sized 2BR worked perfectly for us. It’s the second floor not top floor - but still a lot of steps FYI. But we didn’t mind to get that view, wow. Even a couple dolphins swimming by. Amazing spot and Sandbar right nearby to get cocktails and drinks! Five stars" [](https://expedia.co.uk/Anna-Maria-Hotels-Moondance-Breathtaking-Views-And-Beachfront-With-Steps-From-The-Beach.h82068569.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.co.uk/Anna-Maria-Hotels-New-Luxury-Waterfront-Views-WPrivate-Heated-PoolSpa-Cabana-Bar-Sleeps-16.h107339516.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.co.uk/Anna-Maria-Hotels-Love-Shack-On-The-Water-Most-Desirable-Location-On-AMI.h101211865.Hotel-Information) ![Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!](https://images.trvl-media.com/lodging/69000000/68650000/68643000/68642988/5d2c9642_y.jpg) ### Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue! 10/10 Excellent "The host was available for all our needs. Very Charming little home and location. One of our best stays on the island.Stacy" [](https://expedia.co.uk/Anna-Maria-Hotels-Naut-2-Shabby-Bungalow-A-Sweet-And-Cozy-Getaway-On-Pine-Avenue.h68642988.Hotel-Information) ## Find out more about Anna Maria ## Anna Maria Guest Houses information | Number of reviews | 62 | | ----------------- | -------------- | | Accommodation | 1 Guest Houses | | Lowest Price | £112 | | Highest Price | £252 | ## Explore a world of travel with Expedia - More ways to book - [Book Guest Houses in Anna Maria on Expedia.com ](https://www.expedia.com/Anna-Maria-Guest-Houses.d74028-aaGuestHouses.Travel-Guide-Accommodation)