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 ![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 prices for these dates Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [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 months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Anna Maria Island Vacation Homes ![Interior](https://images.trvl-media.com/lodging/121000000/120930000/120926800/120926742/245555ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120930000/120926800/120926742/4f8e72c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/121000000/120930000/120926800/120926742/ef10b36c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120930000/120926800/120926742/11644cc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage - POOL HOME! 3/3 Anna Maria CA $325 CA $1,127 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Anna-Maria-Hotels-Cozy-Cottage-POOL-HOME-33.h120926742.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/a444b7bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/60795038.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) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/e257f6f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Emerald Shores East! Walk to Beach! Anna Maria 9.4/10 Exceptional (3) "Enjoyed the convenience of being so close to the beach. Pool area below east side is in desperate need of attention. A little scary when we saw all the electrical wires just hanging from the deck. Pool was cloudy. " CA $265 CA $634 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Anna-Maria-Hotels-1-Min-To-Beach.h107121352.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) ![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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/719f766e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachside Duplex w/ Pool & 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. " CA $250 CA $614 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Anna-Maria-Hotels-Beachside-Duplex-W-Pool-Private-Suite.h107304567.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) ![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) ![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 (11) "Loved how the cottage is wqlking distance to the beach and also restaurants." CA $333 CA $874 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Cottage-Moments-To-Beach-W-Pool.h70579351.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 (11) "Awesome little house right by the beach, central to EVERYTHING!" CA $213 CA $549 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Anna-Maria-Hotels-Dog-Friendly-And-Located-In-The-Heart-Of-Anna-Maria-Near-The-Beach.h93343057.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115020000/115014000/115013985/e6c0d9f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/116000000/115020000/115014000/115013985/5850af68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis](https://images.trvl-media.com/lodging/116000000/115020000/115014000/115013985/47bd37e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/116000000/115020000/115014000/115013985/e6945384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castaway Cove - Short stays! AMI gem! Anna Maria CA $226 CA $1,129 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Anna-Maria-Hotels-Castaway-Cove-New-To-Rental-Market-AMI-Gem.h115013985.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/102000000/101090000/101082500/101082466/4f454277.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) ![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 (2) "Beautiful home! So close to the beach, coffee, and shops. Will be back!" CA $226 CA $510 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Anna-Maria-Hotels-Welcome-To-Bikini-So-Tiny.h101082466.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/63000000/63000000/62999900/62999855/c29830e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/63000000/63000000/62999900/62999855/5dcb6f39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/63000000/63000000/62999900/62999855/5077d51a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/63000000/63000000/62999900/62999855/736d7dc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freshly Remodeled Island Suite w/ Pool & Pet Friendly Anna Maria 8.4/10 Very good (32) "Loved access to the beaches and restaurants." CA $180 CA $519 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Anna-Maria-Hotels-Convenient-Well-Equipped-Condo-WShared-Pool.h62999855.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118980000/118970700/118970601/6f32201a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118980000/118970700/118970601/a8ebfe8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/119000000/118980000/118970700/118970601/1e49f7b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118980000/118970700/118970601/46e3ada0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachside Condo, Anna Maria FL, King Bed 2nd Floor Holmes Beach CA $278 CA $678 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Holmes-Beach-Hotels-Beachfront-Condo-Anna-Maria-FL-King-Bed-Unit-5.h118970601.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/121000000/120690000/120682400/120682367/25570ae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120690000/120682400/120682367/f39aa747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/121000000/120690000/120682400/120682367/a3c6b3e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/121000000/120690000/120682400/120682367/837d361d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mermaid’s Purse - Private Pool! 40 steps to beach! Anna Maria CA $423 CA $1,237 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Anna-Maria-Hotels-Mermaids-Purse-Private-Pool-40-Steps-To-Beach.h120682367.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) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/63c85541.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) ### 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! " CA $209 CA $968 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Anna-Maria-Hotels-Feelin-Salty-Pool-Beach-House.h114530175.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114730000/114726500/114726436/571ebd73.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/115000000/114730000/114726500/114726436/7dccc2e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114730000/114726500/114726436/12c09ff4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/115000000/114730000/114726500/114726436/3d27564c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Cottage Near Bay and Beach Anna Maria 10/10 Exceptional (3) "Great stay! No complaints. Close to everything!" CA $175 CA $458 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Anna-Maria-Hotels-Twin-Dolphins-Cottage-Updated-Anna-Maria-Rental-Near-Shops-And-Dining.h114726436.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/107000000/106950000/106949700/106949691/7b12e622.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/107000000/106950000/106949700/106949691/f2ef59f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106950000/106949700/106949691/36ec279a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106950000/106949700/106949691/15b32022.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunset View Pet Friendly w/Pool Beach Home Bradenton Beach 10/10 Exceptional (24) "You cant ask for a better location with sunset views and a private pool the kids went back and froth from the beach to the pool all day the outdoor amenities were spot on for lunches and dinners while enjoying the pool and beach the dual entertainment areas let the kids have a space with a tv and the adults we will make this a regular stop on our yearly florida travels " CA $419 CA $1,227 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Sunset-View-32-Pet-Friendly.h106949691.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) ![Interior](https://images.trvl-media.com/lodging/104000000/103550000/103544100/103544047/3241f9a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/104000000/103550000/103544100/103544047/638488ca.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 (7) "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." CA $209 CA $535 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Bayfront-Home-With-Shared-Dock-Near-Attractions-Seaside-Serenity.h103544047.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) ![Exterior](https://images.trvl-media.com/lodging/74000000/73530000/73527900/73527817/ac5ce9b2.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) ![Dining](https://images.trvl-media.com/lodging/74000000/73530000/73527900/73527817/9bd688ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Covey Cottage! Walk to Beach, Boutique Shops & City Pier Anna Maria 9.8/10 Exceptional (50) "Great location. The cottage was very clean and well equipped. Would definitely stay there again." [](https://www.expedia.ca/Anna-Maria-Hotels-Cottage-With-Private-Pool.h73527817.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94670000/94663700/94663686/1596962f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/95000000/94670000/94663700/94663686/5bf63d1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/95000000/94670000/94663700/94663686/d06bcc93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/95000000/94670000/94663700/94663686/6bef6cab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bo’s Beach Bungalow! Steps to Beach, Shops & Dining Anna Maria 8.6/10 Excellent (4) "Nice quiet area. About a block from beach! Short walk to Pine Ave with many restaurants and shops. House was nothing fancy but clean and comfortable. Had everything we needed. Only compliant was could use some more silverware. Hope it's available for us next year!" CA $216 CA $523 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Home-Near-The-Beach-Bos-Beach-Bungalow.h94663686.Hotel-Information) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579345/9606ad76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579345/112142a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579345/6da8d96f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579345/ebb255c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool! Anna Maria 10/10 Exceptional (25) "The cottage was clean, well appointed with great proximity to the beach. Would definitely stay here again. " CA $458 CA $1,036 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Anna-Maria-Hotels-Sassy-Seagull-Classic-Beach-Cottage.h70579345.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) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83330000/83325700/83325608/6e891ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83330000/83325700/83325608/a530989f.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 (12) "Clean property, great location, smooth check in. Nice for small family." CA $235 CA $605 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Chic-Bungalow-Near-The-Beach-Featured-On-HGTV.h83325608.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/112000000/111610000/111609000/111608937/5baf4761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111610000/111609000/111608937/w1199h799x1y1-5437c6a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111610000/111609000/111608937/w1200h799x0y1-cc89fa5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, offices](https://images.trvl-media.com/lodging/112000000/111610000/111609000/111608937/w1200h799x0y1-1b11eb90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family-Friendly Canal Retreat with Pool and Steps to the Beach Anna Maria 10/10 Exceptional (1) "It was wonderful..did have to call to figure out how to get in..but home was wonderful and in a great location!" CA $498 CA $1,012 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Anna-Maria-Hotels-Family-Fun-Awaits-At-Coco-Cottage-Steps-To-The-Beach-And-Private-Pool.h111608937.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57950000/57945300/57945262/b0d28a75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/58000000/57950000/57945300/57945262/5bfa617b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57950000/57945300/57945262/90-cbc385a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/58000000/57950000/57945300/57945262/9d56c667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Condo 1/1 Bradenton Beach 9.8/10 Exceptional (188) "Excellent location, great condo, good local restaurants. " CA $174 CA $469 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Beach-Condo-11.h57945262.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=2025-10-18&endDate=2025-10-19®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 ![Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar](//images.trvl-media.com/lodging/108000000/107340000/107339600/107339516/w2128h1597x356y0-848f5085_y.jpg) ### Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar 10/10 Excellent "Our extended family gathered to celebrate my wife's retirement and couldn't have asked for a better place to get together for this special occasion. This was our first time at Anna Maria Island and we will definitely be reaching out to Carolyn and AMI Luxury Accommodations for our next stay. Carolyn was a fantastic host, answering all of our questions promptly via text and keeping us well informed prior to and throughout the stay. Everyone had an absolutely fabulous time at this beautiful 2-story house. There was more than enough room at this spacious six-bedroom house for our entire family of 14 (plus 1 cat) to comfortably stay. The property had a fantastic view of beautiful Anna Maria beach and provided everything we needed including beach towels, beach chairs, kayaks, bikes and kitchen utensils and supplies. The pool area had more than enough comfortable lounge chairs and the spa and amazing covered bar area were perfect for everyone to gather and chill after spending a great day at the beach, fishing, kayaking or tooling around town on the two amazing golf carts. We unanimously highly recommend this house. " [](https://expedia.ca/Anna-Maria-Hotels-New-Luxury-Waterfront-Views-WPrivate-Heated-PoolSpa-Cabana-Bar-Sleeps-16.h107339516.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 "Rooms new renovated and clean the staff was super nice friendly and helpful. Wis it had an on site restaurant but everything is close and great " [](https://expedia.ca/Sarasota-Hotels-Bali-Hai-Beach-Resort.h36286167.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 "Staff awesome! On the water. Room very clean. Enjoyed our stay very much!" [](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 "Lovely property. Our 2 bed/2 bath condo was clean, well appointed and the kitchen was well stocked with essentials. The grounds are beautiful with direct beach access. There is a trolley stop on front of the property making travel very convenient. Would definitely book another stay. " [](https://expedia.ca/Sarasota-Hotels-Tortuga-Inn-Beach-Resort.h1054101.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 "Wonderful stay can’t wait too come back" [](https://expedia.ca/Sarasota-Hotels-Silver-Surf-Gulf-Beach-Resort.h1045895.Hotel-Information) ![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 "We loved the property, room, amenities, and close proximity to Bradenton Beach, as well as our favorite shops and restaurants! Our rental car easily got us around to the other beaches, nature preserves, and outskirts! There is a free island trolley as well!" [](https://expedia.ca/Sarasota-Hotels-Pelican-Post.h67676083.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 "This place is amazing! What a view! We will definitely be back!" [](https://expedia.ca/Holmes-Beach-Hotels-Anna-Maria-Beach-Resort.h73250924.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 "Muy linda la habitación. El personal de trabajo muy amable. Céntrico muy buena locación. " [](https://expedia.ca/Sarasota-Hotels-Seaside-Inn.h35615805.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 2/10 Terrible "I can not answer any questions on this hotel as we did not make our stay die to a family emergency " [](https://expedia.ca/Sarasota-Hotels-Tropic-Isle-At-Anna-Maria-Island-Inn.h1602498.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) - 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