Title: TOP Hotels with Connecting Rooms in Anna Maria Island, FL for 2025 | 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) ![](https://mediaim.expedia.com/destination/1/6e0a40c600747ff11aa2868df9ff0b93.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Hotels with Connecting Rooms in Anna Maria Island ![](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 [12 Oct - 13 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2025-10-12&endDate=2025-10-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [13 Oct - 14 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [17 Oct - 19 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [24 Oct - 26 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Anna Maria Island Hotels with Connecting Rooms ![Aerial view](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/0ce71205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Aerial view](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/8927606c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/b209e6c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Retreat at Anna Maria Island Inn Bradenton Beach 9.2/10 Wonderful (25) "Great place " [](https://www.expedia.co.uk/Bradenton-Beach-Hotels-The-Retreat-At-Anna-Maria-Island-Inn.h83500895.Hotel-Information) ![2 outdoor pools, pool cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/af119682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, One Queen and One Sofa Bed, Beachfront | Living room | LCD TV](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/2cc38c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, cots/infant beds, bed sheets](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/414abed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/f353eb77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Barefoot Beach Club Madeira Beach 9.4/10 Exceptional (1056) "Right on the beach Great pool A lot of restaurants and shops near by " £134 includes taxes & fees 12 Nov - 13 Nov [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-Barefoot-Beach-Club.h1552360.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) ![Property grounds](https://images.trvl-media.com/lodging/10000000/9690000/9681100/9681036/6476d773.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) ![Studio, 1 Queen Bed | 1 bedroom, down duvets, individually decorated, individually furnished](https://images.trvl-media.com/lodging/10000000/9690000/9681100/9681036/554ce4b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Key Beachside Villas Siesta Key Village 8.8/10 Excellent (880) "Amazing place to stay" [](https://www.expedia.co.uk/Sarasota-Hotels-Siesta-Key-Beachside-Villas.h9681036.Hotel-Information) ![Serves lunch and dinner](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/7ee146c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves lunch and dinner](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/b7bacdeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/9034aec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves lunch and dinner](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/e307efcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Sarasota Central Sarasota 9.0/10 Wonderful (1105) "Very nice stay" £169 includes taxes & fees 13 Oct - 14 Oct [](https://www.expedia.co.uk/Sarasota-Hotels-The-Westin-Sarasota.h16818933.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/9100/9021/7dd043ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/9100/9021/65a5e5d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9100/9021/15e04c3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/9100/9021/a19af2de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn St. Pete Beach St. Pete Beach 9.2/10 Wonderful (884) "I love this place" £138 includes taxes & fees 28 Oct - 29 Oct [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-Hilton-Garden-Inn-St-Pete-Beach.h9021.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1580000/1577400/1577382/dc3c2bf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1580000/1577400/1577382/abed60b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1580000/1577400/1577382/36e32d60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1580000/1577400/1577382/be1ec05c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### voco Sarasota by IHG Central Sarasota 9.2/10 Wonderful (1006) "Great area and transportation from hotel " £133 includes taxes & fees 19 Oct - 20 Oct [](https://www.expedia.co.uk/Sarasota-Hotels-Voco-Sarasota.h1577382.Hotel-Information) ![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) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/9a51e3b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/c783cffb.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 North Trail 8.4/10 Very good (2123) "Great staff and the best tiki bar" [](https://www.expedia.co.uk/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/898100/898054/d675b6f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/900000/898100/898054/ad9d2bed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room | Individually decorated, individually furnished, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/900000/898100/898054/b07eb9ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/900000/898100/898054/0cfa821c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ponce De Leon Hotel Downtown St. Petersburg 7.0/10 Good (1006) "Room was clean, Staff super nice " £75 includes taxes & fees 19 Oct - 20 Oct [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-Ponce-De-Leon-Hotel.h898054.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/103000000/102560000/102551300/102551255/7f7c9364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/103000000/102560000/102551300/102551255/b449d45e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor treatment area, hydrotherapy, aromatherapy, deep-tissue massages](https://images.trvl-media.com/lodging/103000000/102560000/102551300/102551255/f7601eea.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) ### Palmetto Marriott Resort & Spa Palmetto 9.2/10 Wonderful (339) "Excellent hotel" £173 includes taxes & fees 19 Oct - 20 Oct [](https://www.expedia.co.uk/Palmetto-Hotels-Marriott-Palmetto.h102551255.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/24300/24258/12cb1f4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/24300/24258/3c0d2ec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/24300/24258/w3835h2103x5y11-077b2589.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Single Bed (Parlor, No Bed) | Premium bedding, down duvets, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/1000000/30000/24300/24258/28240463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton St. Petersburg Bayfront Downtown St. Petersburg 7.8/10 Good (1021) "The valet parking at this hotel is ridiculously expensive. Park at Camden Pier carpark directly behind the hotel for a third of the price. Very handy for the Rowdies ground which is opposite. Loved our stay here. " £92 includes taxes & fees 26 Oct - 27 Oct [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-Hilton-St-Petersburg-Bayfront.h24258.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=2025-10-26&endDate=2025-10-27®ionId=553248622847118534&adults=2&room_amenities_group_explore=connecting_rooms_available&sort=RECOMMENDED&openPlayBack=true) ## 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](//images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/7186dbd7_y.jpg) ### Bridgewalk Resort 10/10 Excellent "This resort is in a perfect location. Easy access to the beach, on-site pool, shopping, and dining. The staff is exceptional, from the front desk to the parking attendant. They are friendly, welcoming, informative and helpful. The rooms are spacious, clean, and stocked with all the essentials. We have stayed here many times and are never disappointed." [](https://expedia.co.uk/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information) ![Silver Surf Gulf Beach Resort](//images.trvl-media.com/lodging/2000000/1050000/1045900/1045895/12fa4f1f_y.jpg) ### Silver Surf Gulf Beach Resort 10/10 Excellent "This was the perfect place for a little getaway. Our room was clean, the staff was lovely, the amenities were great. It was wonderful to have access to the beach with included beach towels, chairs and umbrellas. We would absolutely come again! " [](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? > Glide straight into holiday mode and make the most of the extra space in one of Anna Maria Island's multiple hotels with connecting rooms. With a total average guest review rating of , there's something here for everyone's budget and taste. Many visitors to Bradenton Beach enjoy staying at [Bridgewalk A Landmark Resort](https://www.expedia.co.uk/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information), a 3.5-star option with connecting rooms, al fresco dining and an ocean view. Another top choice in this popular city is [TownePlace Suites by Marriott Sarasota Bradenton West](https://www.expedia.co.uk/Sarasota-Hotels-TownePlace-Suites-By-Marriott-Sarasota-Bradenton-West.h36287894.Hotel-Information). This 2.5-star escape comes with a barbecue grill and a terrace. ### Why book your hotel with connecting rooms in Anna Maria Island with Expedia? > Booking a hotel with connecting rooms in Anna Maria Island is as simple as working out your travel dates and selecting an option that meets your requirements. Looking for something upscale or budget friendly, or a stay that also offers a pool? Use Expedia's search filters to narrow your results even further and find the perfect pad. ### How can I find cheap hotels with connecting rooms in Anna Maria Island? > A great way to get cheap hotels with connecting rooms in Anna Maria Island is with Expedia's user-friendly filter tool. Narrow down your search by budget, star rating and amenities to access unbeatable bargains with only a few clicks. ## 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) - [Villas in Anna Maria](https://www.expedia.co.uk/Anna-Maria-Villas.d74028-aaVillas.Travel-Guide-Accommodation) - 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