Title: Book the Best ROMANTIC Hotels in Anna Maria Island, FL from CA $404 - 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) ![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) # Find Romantic Hotels in Anna Maria Island, FL from CA $404 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](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 [Dec 2 - Dec 3](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-12-02&endDate=2025-12-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Dec 3 - Dec 4](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-12-03&endDate=2025-12-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Top Anna Maria Island Romantic Hotels ![Living area](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/5084dcca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool View 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) ![Exterior](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/14f9d1d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 8:00 PM, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/9cd29b87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bali Hai Beachfront Resort and Spa Holmes Beach 8.6/10 Excellent (639) "Awesome views, friendly staff, clean room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley CA $689 CA $873 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Sarasota-Hotels-Bali-Hai-Beach-Resort.h36286167.Hotel-Information) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/b018f64f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/933a3ccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/ebba9faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/6db8dfc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand! Anna Maria 9.8/10 Exceptional (36) "Location was perfect" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael S. CA $277 CA $719 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110b-Updated-Studio-Beach-Cottage.h70579361.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/66000000/65370000/65363000/65362983/44bbf295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/66000000/65370000/65363000/65362983/4d05286a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/66000000/65370000/65363000/65362983/cb55385f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/66000000/65370000/65363000/65362983/9330d1b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freshly Remodeled Island Suite w/ Pool & Pet Friendly Anna Maria 9.2/10 Wonderful (39) "We loved the location. It was walking distance to the beach and local shops." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tamra N. CA $125 CA $449 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Anna-Maria-Hotels-Ground-Floor-Suite-WFull-Kitchen.h65362983.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980554/a97f0fce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980554/8c637972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980554/b45ac8bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980554/b431caa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freshly Remodeled Island Suite w/ Pool & Pet Friendly Anna Maria 8.8/10 Excellent (41) "Wonderful relaxing place to be, and very private" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christy L. CA $119 CA $404 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Anna-Maria-Hotels-Friendly-Condo-W-Shared-Pool-In-Great-Location-W-WasherDryer.h62980554.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/0bb008eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/23712015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/66a4783c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/3b6455bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Updated bayside condo with heated pool - across the street from the beach Anna Maria 9.2/10 Wonderful (99) "Very comfortable and modern, great location across the street from bay side beach, a block to restaurant/coffee/ice cream" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey B. CA $69 CA $355 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Anna-Maria-Hotels-Updated-Bayside-Condo-With-Heated-Pool-Across-The-Street-From-The-Beach.h32736045.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 pool, a heated pool](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/ca968fa8.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) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/f8337cf2.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 (33) "Great place for a beach stay on Anna Maria!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John F. CA $284 CA $746 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109G-Old-Florida-Beach-Cottage.h70579354.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/63000000/62990000/62988900/62988899/8557487d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/63000000/62990000/62988900/62988899/10984b15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/63000000/62990000/62988900/62988899/68f058e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/63000000/62990000/62988900/62988899/bab896a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freshly Remodeled Island Suite w/ Pool & Pet Friendly Anna Maria 8.2/10 Very good (35) "It was a wonderful little beach stay :)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hannah G. CA $119 CA $440 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Anna-Maria-Hotels-Remodeled-Coastal-Retreat-In-Anna-Maria.h62988899.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/0a89d66d.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) ![Orchid Cottage | Private kitchen](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/2f400385.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) ### Cedar Cove Resort and Cottages Holmes Beach 9.2/10 Wonderful (485) "I loved that the beach was right behind here we stayed easy access " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bridgett CA $380 CA $498 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Sarasota-Hotels-Cedar-Cove-Resort-And-Cottages.h8099611.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/22000000/21710000/21709700/21709690/fc5c24d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21710000/21709700/21709690/4b7dc0d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/22000000/21710000/21709700/21709690/89c47d9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21710000/21709700/21709690/7a09bc4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Do you love the beach? Anna Maria 10/10 Exceptional (149) "Nice place. Clean. Accessible. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) J R. CA $322 CA $756 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Anna-Maria-Hotels-Memories-Are-Made-In-Flip-Flops.h21709690.Hotel-Information) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579351/339be2ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579351/c5d2dbca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579351/4fb13f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579351/3adf92de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable Cottage moments to beach w/ pool, beach gear, bikes Anna Maria 9.8/10 Exceptional (14) "Loved how the cottage is wqlking distance to the beach and also restaurants." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pamela CA $320 CA $870 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Cottage-Moments-To-Beach-W-Pool.h70579351.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=2025-12-16&endDate=2025-12-17®ionId=553248622847118534&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_553248622847118534) ## 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.ca/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information) ![Tortuga Inn Beach Resort](https://images.trvl-media.com/lodging/2000000/1060000/1054200/1054101/b1d10d73_y.jpg) ### Tortuga Inn Beach Resort 10/10 Excellent "The room was absolutely spotless. It was perfect for the 2 of us. This resort is smack dab in the middle of everything and the staff is top notch. We couldn't have asked for a better stay. We'll be coming back year after year! " [](https://expedia.ca/Sarasota-Hotels-Tortuga-Inn-Beach-Resort.h1054101.Hotel-Information) ![Cedar Cove Resort and Cottages](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/0a89d66d_y.jpg) ### Cedar Cove Resort and Cottages 10/10 Excellent "Nice little cottage, very clean and comfortable." [](https://expedia.ca/Sarasota-Hotels-Cedar-Cove-Resort-And-Cottages.h8099611.Hotel-Information) ![Tropic Isle at Anna Maria Island Inn](https://images.trvl-media.com/lodging/2000000/1610000/1602500/1602498/d3036c76_y.jpg) ### Tropic Isle at Anna Maria Island Inn 10/10 Excellent "Very nice stay! Quiet, walk out onto sand. Clean room, comfy bed. Bathroom was very nice. Shower was big and new. The mini fridge is very small. No microwave or stove. Also, no iron. However, I enjoyed my stay and would comeback. " [](https://expedia.ca/Sarasota-Hotels-Tropic-Isle-At-Anna-Maria-Island-Inn.h1602498.Hotel-Information) ![Seabreeze at Anna Maria Island Inn](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/a71dc126_y.jpg) ### Seabreeze at Anna Maria Island Inn 10/10 Excellent "Balcony was great! It was wonderful to be able to walk right out on the beach instead of having to drive and find a parking spot. " [](https://expedia.ca/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.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." 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