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) ![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) # 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 [30 Nov - 1 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2025-11-30&endDate=2025-12-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [1 Dec - 2 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2025-12-01&endDate=2025-12-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [5 Dec - 7 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [12 Dec - 14 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2025-12-12&endDate=2025-12-14&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) ![Aerial view](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/b209e6c0.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) ![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) ### The Retreat at Anna Maria Island Inn Bradenton Beach 9.4/10 Exceptional (32) "Beautiful room, convenient location, and excellent service! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bianca £368 includes taxes & fees 26 Dec - 27 Dec [](https://www.expedia.co.uk/Bradenton-Beach-Hotels-The-Retreat-At-Anna-Maria-Island-Inn.h83500895.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) ![Hallway](https://images.trvl-media.com/lodging/1000000/30000/24300/24258/bec0f0bb.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 (1010) "Great staff, great rooms. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adenike £72 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-Hilton-St-Petersburg-Bayfront.h24258.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) ![Premium Two Bedroom Suite | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/10000000/9690000/9681100/9681036/91496530.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) ### Siesta Key Beachside Villas Siesta Key Village 8.8/10 Excellent (894) "Excellent location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie £162 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Sarasota-Hotels-Siesta-Key-Beachside-Villas.h9681036.Hotel-Information) ![Outdoor pool, open 9 AM to 9 PM, pool loungers](https://images.trvl-media.com/lodging/1000000/10000/9600/9560/993b4c27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/1000000/10000/9600/9560/07bd382e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Siesta Bar Side ADA | Down duvets, individually furnished, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/10000/9600/9560/1731cc86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/9600/9560/22a880e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Key Beach Resort and Suites Siesta Key Village 9.0/10 Wonderful (1018) "Great location, excellent staff, clean and updated rooms. I would highly recommend this resort!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ann Marie [](https://www.expedia.co.uk/Sarasota-Hotels-Siesta-Key-Beach-Resort-Suites-Tiki-Pool.h9560.Hotel-Information) ![On the beach, beach cabanas, beach volleyball, 2 beach bars](https://images.trvl-media.com/lodging/1000000/910000/900100/900047/a5f3bce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/910000/900100/900047/13513276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 2 Queen Beds (Resort) | Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/910000/900100/900047/fded5666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed (Resort) | Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/910000/900100/900047/ef732d15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sirata St. Pete Beach St. Pete Beach 7.4/10 Good (2452) "Very nice stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debbie £139 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-Sirata-Beach-Resort-St-Pete-Beach.h900047.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8600/8544/37eb40ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/10000/8600/8544/e7f5b40f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/10000/8600/8544/e8f80777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/8600/8544/84f52a3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### RumFish Beach at TradeWinds St. Pete Beach 8.2/10 Very good (1528) "Wonderful stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) HOLLY £136 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-RumFish-Beach-Resort-By-TradeWinds.h8544.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) ![3 outdoor pools](https://images.trvl-media.com/lodging/103000000/102560000/102551300/102551255/fee34b14.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) ### Palmetto Marriott Resort & Spa Palmetto 9.2/10 Wonderful (346) "Excellent hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James £165 includes taxes & fees 7 Dec - 8 Dec [](https://www.expedia.co.uk/Palmetto-Hotels-Marriott-Palmetto.h102551255.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/912600/912573/2da17d8e.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/1000000/920000/912600/912573/977cacd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic Area](https://images.trvl-media.com/lodging/1000000/920000/912600/912573/2c2f6188.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/1000000/920000/912600/912573/b250ffeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Sarasota East - I-75 by IHG Sarasota 8.0/10 Very good (1016) "Great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristina £69 includes taxes & fees 8 Dec - 9 Dec [](https://www.expedia.co.uk/Sarasota-Hotels-Holiday-Inn-Express-Sarasota-East-I-75.h912573.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) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/900000/898100/898054/0cfa821c.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) ### Ponce De Leon Hotel Downtown St. Petersburg 7.0/10 Good (1030) "Great location and unique decor for an affordable stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-Ponce-De-Leon-Hotel.h898054.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9100/9021/15e04c3a.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) ![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 (910) "I had a fantastic stay at this Hilton. Clean rooms and an absolute perfect location. Would definitely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William £136 includes taxes & fees 8 Dec - 9 Dec [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-Hilton-Garden-Inn-St-Pete-Beach.h9021.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=2025-12-14&endDate=2025-12-15®ionId=553248622847118534&adults=2&room_amenities_group_explore=connecting_rooms_available&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_FR-DE-MX-UK_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Save up to 40% on select hotels. [Book now](https://expedia.co.uk/cheap-deals?rfrr=AFFINITY_BF_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 and great location " [](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 "Friendly staff & room was perfect! Room was exceptionally clean & functional. Love the private beach access with chairs & umbrellas waiting when you hit the beach." [](https://expedia.co.uk/Sarasota-Hotels-Silver-Surf-Gulf-Beach-Resort.h1045895.Hotel-Information) ![Palm Tree Villas](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/def997fa_y.jpg) ### Palm Tree Villas 10/10 Excellent "We had a great stay! The property was located within a short walk to the beach. We will be back!" [](https://expedia.co.uk/Sarasota-Hotels-Palm-Tree-Villas.h5411119.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 8.3, 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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