Title: Book the Best ROMANTIC Hotels in Anna Maria Island, FL - Anna Maria Island Romantic Getaways | Expedia.ca [Anna Maria Island Travel Guide](https://expedia.ca/Anna-Maria-Island.dx553248622847118534)[Hotels in Anna Maria Island](https://expedia.ca/Anna-Maria-Island-Hotels.d553248622847118534.Travel-Guide-Hotels)[Vacation Rentals in Anna Maria Island](https://expedia.ca/Anna-Maria-Island-Vacation-Rentals.d553248622847118534.Travel-Guide-VacationRentals)[Flights to Anna Maria Island](https://expedia.ca/Cheap-Flights-To-Anna-Maria-Island.d553248622847118534.Travel-Guide-Flights)[Things to do in Anna Maria Island](https://expedia.ca/Things-To-Do-In-Anna-Maria-Island.d553248622847118534.Travel-Guide-Activities)[Anna Maria Island Car Rentals](https://expedia.ca/Car-Rentals-In-Anna-Maria-Island.d553248622847118534.Car-Rental-Guide)[Anna Maria Island Vacation Packages](https://expedia.ca/Anna-Maria-Island.d553248622847118534.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/6e0a40c600747ff11aa2868df9ff0b93.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Romantic Hotels in Anna Maria Island, FL ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 Romantic Hotels Tonight [Sep 24 - Sep 25](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-09-24&endDate=2025-09-25&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 25 - Sep 26](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-09-25&endDate=2025-09-26&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-09-26&endDate=2025-09-28&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-10-03&endDate=2025-10-05&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Anna Maria Island Romantic Hotels ![2 outdoor pools, a heated pool](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/86bd1cda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/ead20e24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/5717bd96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard Studio Suite (1 Queen Bed and 1 Sofabed)](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/caf0a3e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Key Palms Resort Sarasota 9.2/10 Wonderful (1006) "Great property for short term stay. Would go again!" CA $77 CA $157 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Sarasota-Hotels-Siesta-Key-Palms-Resort.h15191010.Hotel-Information) ![2 outdoor pools, 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) ![2 bedrooms, iron/ironing board, cribs/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) ![Studio, One Queen and One Sofa Bed, Beachfront | Living room](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/2cc38c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Barefoot Beach Club Madeira Beach 9.4/10 Exceptional (1053) "Great location, nice beachfront views and pool/hot tub area, comfortable bed, furnished kitchen, handheld showerhead, and friendly service" CA $118 CA $181 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Barefoot-Beach-Club.h1552360.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/41500/41455/f2cefc4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/50000/41500/41455/11a97df5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/50000/41500/41455/070c9960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![37-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/50000/41500/41455/d8dda15a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Sarasota - I-75 Bee Ridge Sarasota 8.4/10 Very good (270) "Hotel was very clean and convenient " CA $121 CA $136 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Sarasota-Hotels-Hampton-Inn-Sarasota-I-75-Bee-Ridge.h41455.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/5084dcca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Beachside 1 Bedroom King Suite | Living area](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/37def3a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/f990b212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/14f9d1d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bali Hai Beachfront Resort and Spa Holmes Beach 8.6/10 Excellent (607) "Clean, professional, the beautiful beach is right at your feet" CA $354 CA $449 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Sarasota-Hotels-Bali-Hai-Beach-Resort.h36286167.Hotel-Information) ![Beach Front King Suite | Beach/ocean view](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/7751c173.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Key Lime Cottage | Terrace/patio](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/ae9fb65b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Violet Cottage | Living area](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/0b291150.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Key Lime Cottage | Private kitchen](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/0e109230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cedar Cove Resort and Cottages Holmes Beach 9.2/10 Wonderful (468) "Beautiful beach. Clean and convenient cottages that are a short walk to the beach and close to restaurants and shopping. Enjoyed our stay." CA $301 CA $395 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Sarasota-Hotels-Cedar-Cove-Resort-And-Cottages.h8099611.Hotel-Information) ![Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/16000000/15740000/15739500/15739491/c50d8ef8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/16000000/15740000/15739500/15739491/adf109a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, table tennis](https://images.trvl-media.com/lodging/16000000/15740000/15739500/15739491/0dfb3f28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/16000000/15740000/15739500/15739491/w2662h4000x0y0-d9388718.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterline Villas & Marina, Autograph Collection Holmes Beach 9.6/10 Exceptional (85) "Perfect location , villas are great well equipped and very clean, walkable distance to the beach." CA $529 CA $597 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Sarasota-Hotels-Waterline-Marina-Resort-Beach-Club.h15739491.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/24000000/23140000/23134800/23134788/80bdf124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23140000/23134800/23134788/5d83e89a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23140000/23134800/23134788/ec6b014b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23140000/23134800/23134788/5e700a53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stay Steps from the Shore – Beach Club at Anna Maria Island #14 Resort by RVA Bradenton Beach 9.4/10 Exceptional (90) "Love it" CA $187 CA $423 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Beach-Club-At-Anna-Maria-Island-14-Resort-By-RVA.h23134788.Hotel-Information) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/f4e43d59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/f8337cf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/b44b7d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/bc5a8235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand! Anna Maria 9.6/10 Exceptional (31) "Great location, cool little property and cabin. Perfect for a long weekend getaway!" CA $281 CA $721 total includes taxes & fees Sep 27 - Sep 28 [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109G-Old-Florida-Beach-Cottage.h70579354.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/24000000/23980000/23973300/23973290/d8713236.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/24000000/23980000/23973300/23973290/8332e0dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23980000/23973300/23973290/e805814f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, stereo, offices](https://images.trvl-media.com/lodging/24000000/23980000/23973300/23973290/f118026d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island Life Starts Here - Beach Club at Anna Maria Island #7 Resort by RVA Bradenton Beach 9.2/10 Wonderful (83) "We have enjoyed our stay here. It’s quiet. The beach is so close, right across the street from us. It has been very relaxing." CA $194 CA $433 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Beach-Club-At-Anna-Maria-Island-7-Resort-By-RVA.h23973290.Hotel-Information) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/40de95d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/eb486336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/35eb4794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/2fefe87e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes Anna Maria 10/10 Exceptional (27) "Had all the essentials. Loved the location." CA $275 CA $713 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Updated-Studio-Moments-From-The-Sand-W-Pool.h70579349.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=2025-10-08&endDate=2025-10-09®ionId=553248622847118534&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Anna Maria Island Hotel Reviews ![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 "Newly renovated, very ciean and a super-short walk across the street to the beach. Very nice continental beeakfast and loved the beach chair/umbrella setup service! Room has the perfect kitchenette stocked with all the basics items you might need and there are even 2 large outdoor propane BBQs and picnic tables where you can dine alfresco! Pool was clean and private at the rear of property. Would definitely visit again!" [](https://expedia.ca/Sarasota-Hotels-Silver-Surf-Gulf-Beach-Resort.h1045895.Hotel-Information) ![Cedar Cove Resort and Cottages](//images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/7751c173_y.jpg) ### Cedar Cove Resort and Cottages 10/10 Excellent "Property was gorgeous. Beautiful area to watch sunsets! The room was super comfortable. Beautiful view! Staff was amazing" [](https://expedia.ca/Sarasota-Hotels-Cedar-Cove-Resort-And-Cottages.h8099611.Hotel-Information) ![Bridgewalk Resort](//images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/7186dbd7_y.jpg) ### Bridgewalk Resort 10/10 Excellent "As soon as we walked in we wanted to come back" [](https://expedia.ca/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information) ![Seabreeze at Anna Maria Island Inn](//images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/a71dc126_y.jpg) ### Seabreeze at Anna Maria Island Inn 10/10 Excellent "Great location. Room rate was a bargain even for first week of local offseason. No hassle walk from room to a nice beach in 5-10 steps. Great island for a long weekend unwind. Room was newly renovated and clean. Excellent find. " [](https://expedia.ca/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information) ![Tortuga Inn Beach Resort](//images.trvl-media.com/lodging/2000000/1060000/1054200/1054101/b1d10d73_y.jpg) ### Tortuga Inn Beach Resort 10/10 Excellent "Nice area great beach " [](https://expedia.ca/Sarasota-Hotels-Tortuga-Inn-Beach-Resort.h1054101.Hotel-Information) ![Tradewinds Beach Resort](//images.trvl-media.com/lodging/2000000/1150000/1146400/1146353/6dd9a7bc_y.jpg) ### Tradewinds Beach Resort 10/10 Excellent "Very cute place and easy to walk to beach " [](https://expedia.ca/Sarasota-Hotels-Tradewinds-Beach-Resort.h1146353.Hotel-Information) ![Tropic Isle at Anna Maria Island Inn](//images.trvl-media.com/lodging/2000000/1610000/1602500/1602498/d3036c76_y.jpg) ### Tropic Isle at Anna Maria Island Inn 10/10 Excellent "Property is in disrepair. Good enough for the price " [](https://expedia.ca/Sarasota-Hotels-Tropic-Isle-At-Anna-Maria-Island-Inn.h1602498.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - More ways to book - [Adults Only Resorts & in Anna Maria](https://www.expedia.ca/Anna-Maria-Hotels-Adults-Only-Resorts.0-0-d74028-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Anna Maria](https://www.expedia.ca/Anna-Maria-Hotels-All-Inclusive-Hotel.0-0-d74028-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Anna Maria](https://www.expedia.ca/Anna-Maria-Hotels-Beach-Hotel.0-0-d74028-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Anna Maria](https://www.expedia.ca/Anna-Maria-Hotels-Boutique-Hotel.0-0-d74028-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Anna Maria](https://www.expedia.ca/Anna-Maria-Hotels-Cheap-Hotels.0-0-d74028-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Anna Maria](https://www.expedia.ca/Anna-Maria-Hotels-Family-Hotel.0-0-d74028-tFamilyHotel.Travel-Guide-Filter-Hotels) - 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