Title: TOP Hotels with Connecting Rooms in Anna Maria Island, FL for 2026 | Expedia.co.uk [Anna Maria Island Travel Guide](https://expedia.co.uk/Anna-Maria-Island.dx553248622847118534)[Hotels in Anna Maria Island](https://expedia.co.uk/Anna-Maria-Island-Hotels.d553248622847118534.Travel-Guide-Hotels)[Holiday Rentals in Anna Maria Island](https://expedia.co.uk/Anna-Maria-Island-Holiday-Rentals.d553248622847118534.Travel-Guide-HolidayRentals)[Flights to Anna Maria Island](https://expedia.co.uk/Cheap-Flights-To-Anna-Maria-Island.d553248622847118534.Travel-Guide-Flights)[Things to do in Anna Maria Island](https://expedia.co.uk/Things-To-Do-In-Anna-Maria-Island.d553248622847118534.Travel-Guide-Activities)[Anna Maria Island Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Anna-Maria-Island.d553248622847118534.Car-Hire-Guide)[Anna Maria Island Holidays](https://expedia.co.uk/Anna-Maria-Island.d553248622847118534.Holidays-City-Breaks) ![Anna Maria Island, FL Pier ](https://images.trvl-media.com/place/553248622847118534/f6726703-de53-4942-875e-504e17e1a1f7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248622847118534/f6726703-de53-4942-875e-504e17e1a1f7.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 availability on Anna Maria Island Hotels with Connecting Rooms Tonight [2 Mar - 3 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2026-03-02&endDate=2026-03-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [3 Mar - 4 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2026-03-03&endDate=2026-03-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [6 Mar - 8 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [13 Mar - 15 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Anna Maria Island hotels with connecting rooms ![King Island | View from room](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/e4cee807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/e64ffac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Suite | Premium bedding, pillow-top beds, minibar, individually decorated](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/abcd5a45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/1ce50260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Retreat at Anna Maria Island Inn [](https://www.expedia.co.uk/Bradenton-Beach-Hotels-The-Retreat-At-Anna-Maria-Island-Inn.h83500895.Hotel-Information) Bradenton Beach 9.2/10 Wonderful (59 reviews) "Clean room & excellent location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mary £280 includes taxes & fees 4 Mar - 5 Mar [](https://www.expedia.co.uk/Bradenton-Beach-Hotels-The-Retreat-At-Anna-Maria-Island-Inn.h83500895.Hotel-Information) ![Beach bar](https://images.trvl-media.com/lodging/1000000/20000/15200/15134/2093544e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15200/15134/da3c1dee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach bar](https://images.trvl-media.com/lodging/1000000/20000/15200/15134/18c1ff25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/15200/15134/ff0468b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SkyBeach Resort [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-Skybeach-Hotel-And-Marina.h15134.Hotel-Information) Greater Pinellas Point 8.6/10 Excellent (534 reviews) "Place was great and the guy who checked us in was super helpful !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jaden £165 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-Skybeach-Hotel-And-Marina.h15134.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/103000000/102560000/102551300/102551255/2b6eb69a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/103000000/102560000/102551300/102551255/44a795a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 outdoor pools](https://images.trvl-media.com/lodging/103000000/102560000/102551300/102551255/e7f536c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/103000000/102560000/102551300/102551255/3685b045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palmetto Marriott Resort & Spa [](https://www.expedia.co.uk/Palmetto-Hotels-Marriott-Palmetto.h102551255.Hotel-Information) Palmetto 9.4/10 Exceptional (368 reviews) "Every aspect of stay was wonderful from room, staff and amenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Walter £158 includes taxes & fees 22 Mar - 23 Mar [](https://www.expedia.co.uk/Palmetto-Hotels-Marriott-Palmetto.h102551255.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/69000000/68110000/68108100/68108097/83ca9e01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/69000000/68110000/68108100/68108097/57eea8a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/69000000/68110000/68108100/68108097/e6107b3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/69000000/68110000/68108100/68108097/6007b22f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Manatee Palms [](https://www.expedia.co.uk/Bradenton-Hotels-Manatee-Palms.h68108097.Hotel-Information) Bradenton 8.8/10 Excellent (137 reviews) "Clean spacious room. Good staff, nice property. Recommend it." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian [](https://www.expedia.co.uk/Bradenton-Hotels-Manatee-Palms.h68108097.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/edd6ba5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/9a1b0e30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/65187748.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe 2 Queen Beds | Premium bedding, soundproofing, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/8f8d0280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carlisle Inn [](https://www.expedia.co.uk/Sarasota-Hotels-Carlisle-Inn.h19761082.Hotel-Information) Pinecraft 10/10 Exceptional (2,226 reviews) "Clean room, delicious pastries on breakfast buffet, all around excellent experience. Will stay here again when visiting the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Martin £203 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Sarasota-Hotels-Carlisle-Inn.h19761082.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/73680e5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite, 2 Bedrooms, Partial Ocean View | Living area | LCD TV](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/04f8bc20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/9c6614fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LCD TV](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/266de197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Barefoot Beach Club [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-Barefoot-Beach-Club.h1552360.Hotel-Information) Madeira Beach 9.4/10 Exceptional (1,185 reviews) "Great view, wonderful staff and close to everything!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tania £258 includes taxes & fees 24 Mar - 25 Mar [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-Barefoot-Beach-Club.h1552360.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/6dc32504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/ac0f26dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/125fc79b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/0817b12f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Golden Host Resort - Sarasota [](https://www.expedia.co.uk/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information) North Trail 8.4/10 Very good (2,309 reviews) "Really nice hotel! Clean and very comfortable beds! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gerson £103 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information) ![Beach nearby, white sand, beach towels](https://images.trvl-media.com/lodging/10000000/9690000/9681100/9681036/62df108c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Two Bedroom Suite | Private kitchen | Coffee/tea maker, toaster, cleaning supplies, paper towels](https://images.trvl-media.com/lodging/10000000/9690000/9681100/9681036/7e82f55f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 1 Bedroom, Pool Access | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/10000000/9690000/9681100/9681036/64ae8633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden view](https://images.trvl-media.com/lodging/10000000/9690000/9681100/9681036/6cf5b6dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Key Beachside Villas [](https://www.expedia.co.uk/Sarasota-Hotels-Siesta-Key-Beachside-Villas.h9681036.Hotel-Information) Siesta Key Village 9.0/10 Wonderful (928 reviews) "Our stay was great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karla [](https://www.expedia.co.uk/Sarasota-Hotels-Siesta-Key-Beachside-Villas.h9681036.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/10000/2000/1914/6868cdf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 outdoor pools, pool loungers](https://images.trvl-media.com/lodging/1000000/10000/2000/1914/w4997h2814x0y0-e3634ae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gulf Front View with Balcony 2 Queen Beds | Pillow-top beds, in-room safe, desk, blackout curtains](https://images.trvl-media.com/lodging/1000000/10000/2000/1914/1e0ff87f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/2000/1914/e4a7c1f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island Grand at TradeWinds [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-TradeWinds-Island-Grand.h1914.Hotel-Information) St. Pete Beach 7.6/10 Good (1,023 reviews) "Staff was wonderful, very clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heidi Lynn £288 includes taxes & fees 4 Mar - 5 Mar [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-TradeWinds-Island-Grand.h1914.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/1000000/20000/19500/19410/f08593f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/1000000/20000/19500/19410/6f9a727b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast ](https://images.trvl-media.com/lodging/1000000/20000/19500/19410/a0d727aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 7:00 AM to 9:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/20000/19500/19410/23fa1759.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Ellenton Bradenton Area [](https://www.expedia.co.uk/Sarasota-Hotels-Super-8-By-Wyndham-Ellenton-Bradenton-Area.h19410.Hotel-Information) Ellenton 7.8/10 Good (1,005 reviews) "Room was clean, bed was comfortable, staff was friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Meria £106 includes taxes & fees 8 Mar - 9 Mar [](https://www.expedia.co.uk/Sarasota-Hotels-Super-8-By-Wyndham-Ellenton-Bradenton-Area.h19410.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=2026-03-16&endDate=2026-03-17®ionId=553248622847118534&adults=2&room_amenities_group_explore=connecting_rooms_available&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=AFFINITY_SPRING_PROMO_553248622847118534) ## Find out more about Anna Maria Island ### Discover top Anna Maria Island attractions Anna Maria Island, a picturesque gem off Florida's Gulf Coast, offers a blend of relaxation and adventure perfect for discerning travellers. Begin your exploration at the stunning Bean Point, where soft white sands and gentle waves create a serene environment for families to enjoy a day of sunbathing or beachcombing. For a taste of local culture, the Anna Maria Island Historical Society Museum showcases the island's rich history and heritage, making it a delightful stop for curious minds. Thrill-seekers can embark on a kayaking adventure in the mangroves of the Leffis Key Preserve, where wildlife abounds and the tranquil waters provide a unique perspective of the island's natural beauty. Don’t miss the vibrant Pine Avenue, lined with charming boutiques and eateries, perfect for an afternoon of shopping and indulging in fresh seafood. To enhance your stay, the area around Holmes Beach offers an array of upscale accommodations with attentive service, ensuring a pampered experience after a day of exploration. From beachfront resorts to boutique hotels, visitors will find exceptional value and comfort, making every moment spent on Anna Maria Island memorable. ## Top Anna Maria Island Hotel Reviews ![Bridgewalk Resort](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/7186dbd7_y.jpg) ### Bridgewalk Resort 10/10 Excellent "Clean! Updated! Close to shopping, restaurants, bars & beach!" [](https://expedia.co.uk/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information) ![Silver Surf Gulf Beach Resort](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045895/12fa4f1f_y.jpg) ### Silver Surf Gulf Beach Resort 10/10 Excellent "Perfect location. Easy access to the beach and the bay, excellent for sunsets and sunrises. The free trolley stop was just outside, so very convenient. Close to Smoqehouse - excellent bbq sandwiches! The hotel provided beach chairs, loungers and umbrellas on the beach. The room was excellent and comfortable and had tons of storage. Really comfy bed and brilliant shower. Definitely you could see it had all been newly renovated with love and care about every detail. Lovely cheerful staff. We loved our stay and would definitely return. " [](https://expedia.co.uk/Sarasota-Hotels-Silver-Surf-Gulf-Beach-Resort.h1045895.Hotel-Information) ## Frequently asked questions ### What are the best hotels with connecting rooms in Anna Maria Island? ### Why book your hotel with connecting rooms in Anna Maria Island with Expedia? ### How can I find cheap hotels with connecting rooms in Anna Maria Island? ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - More ways to book - [5 Star Hotels in Anna Maria ](https://www.expedia.co.uk/5Star-Anna-Maria-Hotels.s50-0-d74028.Travel-Guide-Filter-Hotels) - [Beach Resorts & in Anna Maria ](https://www.expedia.co.uk/Anna-Maria-Hotels-Beach-Hotels.0-0-d74028-tBeachHotels.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Anna Maria ](https://www.expedia.co.uk/Anna-Maria-Hotels-Gay-Friendly-Hotel.0-0-d74028-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Anna Maria Hotels ](https://www.expedia.co.uk/Anna-Maria-Hotels.d74028.Travel-Guide-Hotels) - [Holiday Homes in Anna Maria ](https://www.expedia.co.uk/Anna-Maria-Private-Holiday-Homes.d74028-aaPrivateHolidayHomes.Travel-Guide-Accommodation) - 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