Title: Anna Maria Island Vacation Home Rentals : Search Top Private Vacation Homes for Rent | 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) # Anna Maria Island Vacation Rentals ![](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 prices for these dates Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Anna Maria Island Vacation Homes ![Exterior](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/a444b7bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/e257f6f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/f13cfd30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/19614960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Emerald Shores East! Walk to Beach! Anna Maria 9.6/10 Exceptional (4) "It was good " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $196 CA $543 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Anna-Maria-Hotels-1-Min-To-Beach.h107121352.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93350000/93343100/93343057/201e4d71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93350000/93343100/93343057/00f7ec5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93350000/93343100/93343057/b1618ce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/94000000/93350000/93343100/93343057/481c4915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hideaway! Beach Block, Near Pine Avenue! Anna Maria 9.4/10 Exceptional (12) "Awesome little house right by the beach, central to EVERYTHING!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria R. CA $175 CA $497 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Anna-Maria-Hotels-Dog-Friendly-And-Located-In-The-Heart-Of-Anna-Maria-Near-The-Beach.h93343057.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/a69ab543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/719f766e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/08b5f4cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/78faeab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachside Duplex w/ Pool and Private Suite Anna Maria 8.0/10 Very good (1) "We have stayed here over the years and have enjoyed the perfect location to the beach. The house is a bit dated and needs a few upgrades but overall the house was very clean and comfortable. Please note there were no beach umbrellas supplied but did have plenty of beach chairs. You may want to plan on alternate shade options once there as the sun is intense and can be challenging. We would stay there again as the price was very affordable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark T. CA $196 CA $543 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Anna-Maria-Hotels-Beachside-Duplex-W-Pool-Private-Suite.h107304567.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73780000/73773600/73773534/57afa2e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73780000/73773600/73773534/c0e9c959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73780000/73773600/73773534/41a5cb58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73780000/73773600/73773534/17c42608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dog friendly cottage - One block to the Bay! Anna Maria 9.4/10 Exceptional (9) "Check in and out process very easy!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly G. CA $175 CA $446 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Anna-Maria-Hotels-Dog-Friendly-Cottage-One-Block-To-The-Bay.h73773534.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/102000000/101090000/101082500/101082466/0ffd1156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101090000/101082500/101082466/9c50b6b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101090000/101082500/101082466/cb2d929c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101090000/101082500/101082466/8d4b36ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cute Cottage Near Beach and Shops Anna Maria 10/10 Exceptional (3) "The cottage is just beautiful. It's very historic and true to Old Florida while being impeccably beautiful inside. The renovation done is an impressive feat of retaining the historic charm while providing all the modern amenities. Cottage is squeaky clean, bed was so comfortable, and it was nice for us to be able to spread out a bit in the evening to our own decompression spaces. There is seating galore, but not at all cluttered. We loved the coastal modern furniture and decor. Layout is nice to... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie S. CA $227 CA $519 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Anna-Maria-Hotels-Welcome-To-Bikini-So-Tiny.h101082466.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/106000000/105180000/105177400/105177342/37713c6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/106000000/105180000/105177400/105177342/fd7d7d76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/106000000/105180000/105177400/105177342/0923d7b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105180000/105177400/105177342/2d7563f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island Breeze! Direct to beach access! Bradenton Beach 10/10 Exceptional (1) "Such a beautiful place. I would definitely recommend staying here. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle s. CA $154 CA $805 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Island-Breeze-Direct-To-Beach-Access.h105177342.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112080000/112073700/112073628/877e1e58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112080000/112073700/112073628/0e9098fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112080000/112073700/112073628/d4269215.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112080000/112073700/112073628/dcb0b1b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Sunrise Villa! Outdoor Dining, Beach Cart & Gulf Breezes Bradenton Beach 9.6/10 Exceptional (8) "Perfect size unit for my husband and I. Unit is in a great location, right across the street from the beach. Easy to walk to restaurants or little driving too. Great vacation! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jamie S. CA $140 CA $428 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Escape-To-Beach-Sunrise-Villa-1-Min-Walk-To-Bradenton-Beach.h112073628.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) ![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) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579351/2afae4fd.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) ### Adorable Cottage moments to beach w/ pool, beach gear, bikes Anna Maria 9.8/10 Exceptional (12) "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 $289 CA $814 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Cottage-Moments-To-Beach-W-Pool.h70579351.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/104000000/103550000/103544100/103544047/6a4ffc43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/104000000/103550000/103544100/103544047/b27244b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103550000/103544100/103544047/3241f9a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103550000/103544100/103544047/c7952098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayfront Villa: Dock, Walk to Beach and Bridge Street Bradenton Beach 10/10 Exceptional (8) "We have stayed here multiple times and it is exactly as described and what we want. Great location and views. Close to restaurants, beaches and free shuttle." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike C. CA $210 CA $535 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Bayfront-Home-With-Shared-Dock-Near-Attractions-Seaside-Serenity.h103544047.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/63000000/62990000/62980500/62980483/1bbbc0d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/63000000/62990000/62980500/62980483/4a5e386b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/63000000/62990000/62980500/62980483/4aa124d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/63000000/62990000/62980500/62980483/2a29200f.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 (28) "For our small family of 3 this was the perfect little condo that is located in my favorite area of the island. Everything we needed was a short bike ride away. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda D. CA $181 CA $523 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Anna-Maria-Hotels-Great-Beach-Retreat-WFull-Kitchen.h62980483.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/989c9b8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/f3f38c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/w2998h1788x0y1-e076d41e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/w1177h708x23y0-92c774e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Feelin' Salty-Pool Modern Beach House w/Pool/Spa Anna Maria 10/10 Exceptional (4) "We had a great stay at Feelin Salty. The pool and hot tub were an awesome touch. Would recommend to stay! " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Natalia R. CA $189 CA $943 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Anna-Maria-Hotels-Feelin-Salty-Pool-Beach-House.h114530175.Hotel-Information) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/22000000/21320000/21319200/21319124/263a06bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/22000000/21320000/21319200/21319124/9ead900f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21320000/21319200/21319124/b35acf1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21320000/21319200/21319124/7a669048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bean Point Bungalow! Pet Friendly Home with Pool and Walk to Beach Anna Maria 9.8/10 Exceptional (67) "Perfect home for a family getaway " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael M. CA $245 CA $586 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Beach-Cottage-Just-Steps-Bean-Point-Beach.h21319124.Hotel-Information) ![Smart TV, foosball](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527928/cfe099c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527928/0bd3cb15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527928/e99c97be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527928/2633890b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Home with Pool and Hot Tub, just 5 Houses to the Water! Anna Maria 9.4/10 Exceptional (29) "Wow!! This place had everything we needed for the perfect beach vacation! The management company was amazing! We loved everything about the property! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carrie J. CA $287 CA $648 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Hot-Tub.h73527928.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73527400/73527399/9dcdc0d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73530000/73527400/73527399/95b0d9c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73527400/73527399/b74c7f16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73530000/73527400/73527399/b9e6b055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Canal Home with Pool & Dock Near Beach Anna Maria 9.6/10 Exceptional (7) "The only negative I can say is that my trip wasn't longer. This property is fantastic. Great location and had everything we needed. I would highly recommend it and can't wait to book it again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela R. CA $301 CA $663 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Anna-Maria-Hotels-Canal-Home-With-Private-Dock.h73527399.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73527900/73527817/df850cd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73530000/73527900/73527817/b2730c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/74000000/73530000/73527900/73527817/9bd688ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73527900/73527817/1627b2b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Covey Cottage! Walk to Beach, Boutique Shops and City Pier Anna Maria 9.8/10 Exceptional (52) "Great location. The cottage was very clean and well equipped. Would definitely stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andy H. CA $264 CA $647 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Anna-Maria-Hotels-Cottage-With-Private-Pool.h73527817.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35120000/35115400/35115338/w1920h1258x0y22-f82aae01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35120000/35115400/35115338/56bde009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/36000000/35120000/35115400/35115338/a97e8003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35120000/35115400/35115338/dbe51e26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury bungalow with pool and spa! Canal front with dock! Anna Maria 9.8/10 Exceptional (36) "Great stay. Pool & spa fantastic." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frank CA $287 CA $643 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Anna-Maria-Hotels-Luxury-Bungalow-With-Pool-And-Spa-Canal-Front-With-Dock.h35115338.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73530000/73527400/73527303/832d9b38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73527400/73527303/9bbdbfa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73527400/73527303/53b01a41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/74000000/73530000/73527400/73527303/9d98b455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seaside Manor! Pool, Spa & Beach Walk! Bradenton Beach 9.4/10 Exceptional (38) "The little yellow home is a renovated cottage..." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gina M. CA $280 CA $663 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Newly-Renovated-Cottage-With-Resort-Style-Pool.h73527303.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/74000000/73640000/73638600/73638518/15e5fac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73640000/73638600/73638518/e66302e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/74000000/73640000/73638600/73638518/347e59e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73640000/73638600/73638518/12742cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AMI Breeze! Relaxed Luxury Near the Gulf! Anna Maria 9.6/10 Exceptional (9) "Location, location, location!! Great weekend getaway destination. Close to restaurants, shops and the beach!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim B. CA $378 CA $768 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Anna-Maria-Hotels-Luxury-Home-With-Pool.h73638518.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/84000000/83330000/83325700/83325608/b420afbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/84000000/83330000/83325700/83325608/62688565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83330000/83325700/83325608/6e891ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83330000/83325700/83325608/65d6d2d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic Bungalow near Gulf Beaches, Featured on HGTV - Coastal Hideaway Bradenton Beach 8.8/10 Excellent (13) "Clean property, great location, smooth check in. Nice for small family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rick C. CA $195 CA $547 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Chic-Bungalow-Near-The-Beach-Featured-On-HGTV.h83325608.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33500600/33500504/9db123c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33510000/33500600/33500504/629c9237.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33510000/33500600/33500504/b7f558bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33510000/33500600/33500504/fb1cd245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NOVEMBER SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog Anna Maria 9.6/10 Exceptional (190) "Bay view was nice " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $377 CA $1,002 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Anna-Maria-Hotels-Beachfront-Paradise-W-Totally-PRIVATE-BEACH-ON-THE-WATERFRONT.h33500504.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=2025-11-08&endDate=2025-11-09®ionId=553248622847118534&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FAnna-Maria-Island-Private-Vacation-Homes.d553248622847118534-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAnna-Maria-Island-Private-Vacation-Homes.d553248622847118534-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Anna Maria Island Hotel Reviews ![Pelican Post at Anna Maria Island Inn](//images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/4174e2ab_y.jpg) ### Pelican Post at Anna Maria Island Inn 10/10 Excellent "Couldn't of asked for a better location, everything was walking distance. Room was modern and very clean. Parking was assigned (which was great) All the restaurants and shop were just a block away. The beach was beautiful, clear water. The pool was the perfect temperature. " [](https://expedia.ca/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information) ![Bali Hai Beachfront Resort and Spa](//images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/5084dcca_y.jpg) ### Bali Hai Beachfront Resort and Spa 10/10 Excellent " Short stay but was fantasy!!" [](https://expedia.ca/Sarasota-Hotels-Bali-Hai-Beach-Resort.h36286167.Hotel-Information) ![Bridgewalk Resort](//images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/7186dbd7_y.jpg) ### Bridgewalk Resort 10/10 Excellent "Looks like a beautiful renovated space. Perfect location right on Bridge Street. Staff was friendly and helpful. Only item is parking, one car per space. If you want to rent a golf cart, you have to move your parked car to a sister location, its about a few minutes away. But aside from I would definitely come here again and recommend to everyone!" [](https://expedia.ca/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.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 "Front office staff were very friendly and the place was very clean." [](https://expedia.ca/Sarasota-Hotels-Tortuga-Inn-Beach-Resort.h1054101.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 "Love it it was our second time in a month " [](https://expedia.ca/Sarasota-Hotels-Cedar-Cove-Resort-And-Cottages.h8099611.Hotel-Information) ![Seaside at Anna Maria Island Inn](//images.trvl-media.com/lodging/36000000/35620000/35615900/35615805/2e87b391_y.jpg) ### Seaside at Anna Maria Island Inn 10/10 Excellent "Everything was wonderful and the ground floor room that we had at its own patio right onto the beach The only negative is there should’ve been a dedicated parking space But other than that, it was wonderful" [](https://expedia.ca/Sarasota-Hotels-Seaside-Inn.h35615805.Hotel-Information) ![The Retreat at Anna Maria Island Inn](//images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/0ce71205_y.jpg) ### The Retreat at Anna Maria Island Inn 10/10 Excellent "Beautiful room, convenient location, and excellent service! " [](https://expedia.ca/Bradenton-Beach-Hotels-The-Retreat-At-Anna-Maria-Island-Inn.h83500895.Hotel-Information) ![Anna Maria Beach Resort](//images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/aebd1d61_y.jpg) ### Anna Maria Beach Resort 10/10 Excellent "The property was clean and not crowded because there are only 40 units. Staff was very friendly. We used the free bikes, and beach chairs with umbrellas. A free trolly runs by this property every 20 minutes to take you around the island and to restaurants. " [](https://expedia.ca/Holmes-Beach-Hotels-Anna-Maria-Beach-Resort.h73250924.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 "Love the Silver Surf! Friendly staff, spacious clean rooms, and beautiful beach. We stay there every time we go to AMI!" [](https://expedia.ca/Sarasota-Hotels-Silver-Surf-Gulf-Beach-Resort.h1045895.Hotel-Information) ## Find out more about Anna Maria Island ## Anna Maria Island Vacation Homes information | Number of reviews | | | --- | --- | | Accommodation | Vacation Homes | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Farmstay in Anna Maria](https://www.expedia.ca/Anna-Maria-Agritourism.d74028-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Anna Maria](https://www.expedia.ca/Anna-Maria-Apart-Hotels.d74028-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Anna Maria](https://www.expedia.ca/Anna-Maria-Bed-And-Breakfast.d74028-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Anna Maria](https://www.expedia.ca/Anna-Maria-Chalets.d74028-aaChalets.Travel-Guide-Accommodation) - [Cottages in Anna Maria](https://www.expedia.ca/Anna-Maria-Cottages.d74028-aaCottages.Travel-Guide-Accommodation) - 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