Title: Anna Maria Vacation Home Rentals from CA $388: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Anna Maria](https://expedia.ca/Anna-Maria-Hotels.d74028.Travel-Guide-Hotels)[Vacation Rentals in Anna Maria](https://expedia.ca/Anna-Maria-Vacation-Rentals.d74028.Travel-Guide-VacationRentals)[Flights to Anna Maria](https://expedia.ca/Cheap-Flights-To-Anna-Maria.d74028.Travel-Guide-Flights)[Anna Maria Car Rentals](https://expedia.ca/Car-Rentals-In-Anna-Maria.d74028.Car-Rental-Guide)[Anna Maria Vacation Packages](https://expedia.ca/Anna-Maria.d74028.Destination-Travel-Guides) ![View of the City Pier from the Beach, Anna Maria Island, Florida](https://images.trvl-media.com/place/74028/a3e09ec7-e952-4f8c-b473-2c4bd21cc8a9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Anna Maria 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 [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Anna Maria vacation homes ![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, offices](https://images.trvl-media.com/lodging/95000000/94670000/94663700/94663686/6bef6cab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/95000000/94670000/94663700/94663686/35fc891b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bo’s Beach Bungalow! Steps to Beach, Shops and Dining [](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Home-Near-The-Beach-Bos-Beach-Bungalow.h94663686.Hotel-Information) Anna Maria 9.0/10 Wonderful (6) "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!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie P. CA $117 CA $388 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Home-Near-The-Beach-Bos-Beach-Bungalow.h94663686.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) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/e257f6f4.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) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/f13cfd30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Emerald Shores East! Walk to Beach! [](https://www.expedia.ca/Anna-Maria-Hotels-1-Min-To-Beach.h107121352.Hotel-Information) Anna Maria 9.6/10 Exceptional (5) "It was good " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $193 CA $534 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Anna-Maria-Hotels-1-Min-To-Beach.h107121352.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) ![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) ![Interior](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/f3f38c83.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) ### Feelin' Salty-Pool Modern Beach House w/Pool/Spa [](https://www.expedia.ca/Anna-Maria-Hotels-Feelin-Salty-Pool-Beach-House.h114530175.Hotel-Information) Anna Maria 10/10 Exceptional (4) "Great pool and short walk to bay and beach!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric S. CA $150 CA $874 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Anna-Maria-Hotels-Feelin-Salty-Pool-Beach-House.h114530175.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) ![Dining](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/bfd9f428.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 [](https://www.expedia.ca/Anna-Maria-Hotels-Beachside-Duplex-W-Pool-Private-Suite.h107304567.Hotel-Information) Anna Maria 9.0/10 Wonderful (2) "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 $193 CA $534 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Anna-Maria-Hotels-Beachside-Duplex-W-Pool-Private-Suite.h107304567.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) ![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) ![Pool](https://images.trvl-media.com/lodging/63000000/62990000/62980500/62980483/4a5e386b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/63000000/62990000/62980500/62980483/a691adb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freshly Remodeled Island Suite w/ Pool & Pet Friendly [](https://www.expedia.ca/Anna-Maria-Hotels-Great-Beach-Retreat-WFull-Kitchen.h62980483.Hotel-Information) Anna Maria 8.2/10 Very good (29) "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 $117 CA $433 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Anna-Maria-Hotels-Great-Beach-Retreat-WFull-Kitchen.h62980483.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527755/c109b70e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527755/f8e3bce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, table tennis, offices](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527755/81f978c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, table tennis, offices](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527755/96e74f5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island Home with Private Pool, Oversized Front Porch, and Poolside Dining! [](https://www.expedia.ca/Anna-Maria-Hotels-Island-Home-With-Private-Pool.h73527755.Hotel-Information) Anna Maria 9.8/10 Exceptional (61) "Everything is just perfect,I love all about this house, ♥️♥️♥️" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katherine CA $234 CA $605 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Anna-Maria-Hotels-Island-Home-With-Private-Pool.h73527755.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/63000000/63000000/62999900/62999855/c29830e8.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) ![Interior](https://images.trvl-media.com/lodging/63000000/63000000/62999900/62999855/5077d51a.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) ### Freshly Remodeled Island Suite w/ Pool & Pet Friendly [](https://www.expedia.ca/Anna-Maria-Hotels-Convenient-Well-Equipped-Condo-WShared-Pool.h62999855.Hotel-Information) Anna Maria 8.4/10 Very good (34) "Loved access to the beaches and restaurants." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kenneth C. CA $117 CA $433 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Anna-Maria-Hotels-Convenient-Well-Equipped-Condo-WShared-Pool.h62999855.Hotel-Information) ![Smart TV, fireplace, foosball, offices](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527928/cfe099c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527928/f2fa5c6a.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) ![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! [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Hot-Tub.h73527928.Hotel-Information) Anna Maria 9.4/10 Exceptional (30) "Clean, nice open kitchen and living room, nice pool/hot tub and patio space, and great quiet location close to Bean Point! Excellent communication with property management group!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachelle S. CA $248 CA $591 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Hot-Tub.h73527928.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) ![Exterior](https://images.trvl-media.com/lodging/102000000/101090000/101082500/101082466/8d4b36ab.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) ### Cute Cottage Near Beach and Shops [](https://www.expedia.ca/Anna-Maria-Hotels-Welcome-To-Bikini-So-Tiny.h101082466.Hotel-Information) Anna Maria 10/10 Exceptional (4) "The place was great and as presented on the app. Having a designated parking space was very helpful. Close to many great restaurants, shops, the beach, etc. The north shore cafe and waterfront restaurant were both very good and very close in walking distance " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Justin B. CA $223 CA $511 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Anna-Maria-Hotels-Welcome-To-Bikini-So-Tiny.h101082466.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/74000000/73530000/73527900/73527817/ac5ce9b2.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 and City Pier [](https://www.expedia.ca/Anna-Maria-Hotels-Cottage-With-Private-Pool.h73527817.Hotel-Information) Anna Maria 9.8/10 Exceptional (54) "the place had all the amenities, and beautiful backyard, comfortable beds, good A/C." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Howard W. CA $260 CA $637 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Anna-Maria-Hotels-Cottage-With-Private-Pool.h73527817.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) ![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) ![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) ![Smart TV, table tennis, offices](https://images.trvl-media.com/lodging/74000000/73530000/73527400/73527399/883388c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Canal Home with Pool & Dock Near Beach [](https://www.expedia.ca/Anna-Maria-Hotels-Canal-Home-With-Private-Dock.h73527399.Hotel-Information) Anna Maria 9.6/10 Exceptional (8) "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 $266 CA $612 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Anna-Maria-Hotels-Canal-Home-With-Private-Dock.h73527399.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 [](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Cottage-Moments-To-Beach-W-Pool.h70579351.Hotel-Information) 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 $336 CA $882 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Cottage-Moments-To-Beach-W-Pool.h70579351.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/122000000/121930000/121929000/121928977/c7152571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121930000/121929000/121928977/b70d941d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/122000000/121930000/121929000/121928977/ec817168.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/122000000/121930000/121929000/121928977/041e0bca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hideaway - Less than a block from beach! [](https://www.expedia.ca/Anna-Maria-Hotels-The-Hideaway-Less-Than-A-Block-From-Beach.h121928977.Hotel-Information) Anna Maria CA $172 CA $995 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Anna-Maria-Hotels-The-Hideaway-Less-Than-A-Block-From-Beach.h121928977.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73527500/73527488/e3154829.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/74000000/73530000/73527500/73527488/0ea32170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73530000/73527500/73527488/85a83d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73530000/73527500/73527488/03fababc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Home 1 Block to Beach with Pool and Hot Tub! [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-1-Block-To-Beach-With-Pool-And-Hot-Tub.h73527488.Hotel-Information) Anna Maria 9.8/10 Exceptional (43) "Property was clean and comfortable. It was easy walking distance to the beach and restaurants. Very kid friendly. I recommend it. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen H. CA $317 CA $703 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-1-Block-To-Beach-With-Pool-And-Hot-Tub.h73527488.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) ![Dining](https://images.trvl-media.com/lodging/112000000/111610000/111609000/111608937/w1200h799x0y1-cc89fa5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111610000/111609000/111608937/w1200h799x0y1-0e6e6d77.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) ### Family-Friendly Canal Retreat with Pool and Steps to the Beach [](https://www.expedia.ca/Anna-Maria-Hotels-Family-Fun-Awaits-At-Coco-Cottage-Steps-To-The-Beach-And-Private-Pool.h111608937.Hotel-Information) 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!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara S. CA $413 CA $888 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Anna-Maria-Hotels-Family-Fun-Awaits-At-Coco-Cottage-Steps-To-The-Beach-And-Private-Pool.h111608937.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73640000/73638600/73638518/9eafa671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AMI Breeze! Relaxed Luxury Near the Gulf! [](https://www.expedia.ca/Anna-Maria-Hotels-Luxury-Home-With-Pool.h73638518.Hotel-Information) 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 $320 CA $685 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Anna-Maria-Hotels-Luxury-Home-With-Pool.h73638518.Hotel-Information) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579356/4cdda96b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579356/c80b7934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579356/7466e91f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579356/01966e82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Cottage 110 Traditional beach cottage, moments from the sand! [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110-Traditional-Beach-Cottage.h70579356.Hotel-Information) Anna Maria 9.6/10 Exceptional (34) "Great property and team to work with!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashlyn D. CA $371 CA $1,008 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110-Traditional-Beach-Cottage.h70579356.Hotel-Information) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579368/2a3332f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579368/66832e47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579368/f55218b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579368/5c2cbc4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Flirty Flamingo Cottage Updated beach cottage, moments from the sand, w/pool! [](https://www.expedia.ca/Anna-Maria-Hotels-Flirty-Flamingo-Cottage-Updated-Beach-Cottage.h70579368.Hotel-Information) Anna Maria 10/10 Exceptional (29) "Amazing place and location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Evelyn C. CA $399 CA $1,098 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Anna-Maria-Hotels-Flirty-Flamingo-Cottage-Updated-Beach-Cottage.h70579368.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) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579345/0ea09375.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! [](https://www.expedia.ca/Anna-Maria-Hotels-Sassy-Seagull-Classic-Beach-Cottage.h70579345.Hotel-Information) Anna Maria 10/10 Exceptional (25) "The cottage was clean, well appointed with great proximity to the beach. Would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa E. CA $384 CA $939 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Anna-Maria-Hotels-Sassy-Seagull-Classic-Beach-Cottage.h70579345.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527932/e04ab158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527932/47de7b6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527932/791b4f91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527932/47a28a0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Home with Pool and Game Room, 1 Block to Beach! - Dolphin Pointe [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Game-Room.h73527932.Hotel-Information) Anna Maria 9.6/10 Exceptional (30) "Amities were scarce. House holds 6 ppl, 4 beach chairs. One roll of tp and one hand soap for each bath including shower. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $364 CA $802 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Game-Room.h73527932.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=2025-12-28&endDate=2025-12-29®ionId=74028&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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-Private-Vacation-Homes.d74028-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAnna-Maria-Private-Vacation-Homes.d74028-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Anna Maria Hotel Reviews ![Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar](https://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 "Great location and amenities. Hosts were very responsive. I hope to stay again in the future." [](https://expedia.ca/Anna-Maria-Hotels-New-Luxury-Waterfront-Views-WPrivate-Heated-PoolSpa-Cabana-Bar-Sleeps-16.h107339516.Hotel-Information) ![Duplex on North End of Anna Maria Island! With Pool and Grill](https://images.trvl-media.com/lodging/94000000/93350000/93343600/93343505/757071ef_y.jpg) ### Duplex on North End of Anna Maria Island! With Pool and Grill 10/10 Excellent "Very spacious and clean rooms with kitchen appliances and equipment. It was close to walking distance to beach. " [](https://expedia.ca/Anna-Maria-Hotels-Short-Stays-Available-Located-On-North-End-Of-Island.h93343505.Hotel-Information) ![ANY WEEK AT 15% OFF! Gulf front, heated pool & hot tub. NO DAMAGE GUESTS WELCOME](https://images.trvl-media.com/lodging/35000000/34200000/34193900/34193829/e6e0254c_y.jpg) ### ANY WEEK AT 15% OFF! Gulf front, heated pool & hot tub. NO DAMAGE GUESTS WELCOME 10/10 Excellent "Location of the house is just on a perfect peace of the beach -sand is a structure of flour as in Maldives ;). Views from the house are maginificent! Highly recommend the haouse and owners (very good contact)." [](https://expedia.ca/Anna-Maria-Hotels-NEST-ON-THE-BEACH-IS-MAGICAL-Heated-Pool.h34193829.Hotel-Information) ![Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!](https://images.trvl-media.com/lodging/23000000/22130000/22127100/22127023/730b5d09_y.jpg) ### Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED! 10/10 Excellent "We were greeted by the very friendly host on arrival to give us a tour of the place which was nice. The home was equipped with everything you may need during your stay. The mini fridge out front was a great addition as well as the outdoor shower that we loved! The pool and hot tub were very enjoyable. The walk to the beach was very convenient and such a quick walk. We loved how quiet it was this time of year while sitting out front in the evenings. You could hear the ocean waves from there! Overall, this place had great hospitality and a great location! We are grateful for our stay." [](https://expedia.ca/Anna-Maria-Hotels-Castaway-Cottage-Beach-Heated-Private-Pool-Spa-R-R-Near-Bean-Point.h22127023.Hotel-Information) ![Lazy River! Mini Golf! Sleeps 16 Anna Maria Island - Nautical Situation](https://images.trvl-media.com/lodging/121000000/120500000/120490700/120490646/8f663433_y.jpg) ### Lazy River! Mini Golf! Sleeps 16 Anna Maria Island - Nautical Situation 10/10 Excellent "I cannot say enough good things about our stay. Cara was the most fantastic host. We traveled with kids, and she had a pack n play and a high chair we were able to borrow which made traveling that much easier. The house is absolutely beautiful and well appointed. It was a quick walk to the beach and we split our time between there and the pool. This property is a gem, and look forward to the day when we can come back." [](https://expedia.ca/Anna-Maria-Hotels-Lazy-River-Mini-Golf-Sleeps-16-Anna-Maria-Island.h120490646.Hotel-Information) ![Charming cottage located close to beach - Private heated pool!](https://images.trvl-media.com/lodging/94000000/93350000/93343600/93343538/ebe7c578_y.jpg) ### Charming cottage located close to beach - Private heated pool! 10/10 Excellent "I am extremely pleased with the accommodations, the place was perfectly suited for privacy, beach access and overall comfort. The staff went over and above to help us with access due to our less than competent internet skills. The staff handle things cheerfully and professionally. Will definitely visit again. I highly recommend this group." [](https://expedia.ca/Anna-Maria-Hotels-Charming-Cottage-Located-Close-To-Beach-Private-Heated-Pool.h93343538.Hotel-Information) ![Covey Cottage! Walk to Beach, Boutique Shops and City Pier](https://images.trvl-media.com/lodging/74000000/73530000/73527900/73527817/df850cd5_y.jpg) ### Covey Cottage! Walk to Beach, Boutique Shops and City Pier 10/10 Excellent "Everything was great! Highly recommended, we will be back!" [](https://expedia.ca/Anna-Maria-Hotels-Cottage-With-Private-Pool.h73527817.Hotel-Information) ![Felicity: Luxury Bayfront Home, Heated Pool, Hot tub and more!](https://images.trvl-media.com/lodging/22000000/21870000/21865400/21865372/7c2a5f69_y.jpg) ### Felicity: Luxury Bayfront Home, Heated Pool, Hot tub and more! 10/10 Excellent "The house was great, great communication wirh sato realty. " [](https://expedia.ca/Anna-Maria-Hotels-Bay-Breeze-4-BR.h21865372.Hotel-Information) ![Stunning 5 Bedroom Luxury Home, Pool and Spa, Beach Views!](https://images.trvl-media.com/lodging/33000000/32950000/32949400/32949379/4655731d_y.jpg) ### Stunning 5 Bedroom Luxury Home, Pool and Spa, Beach Views! 10/10 Excellent "We recently had a family get together on the island and spent almost a week on this property. The home was perfect - met all my expectations . Will surely go back in the near future ! " [](https://expedia.ca/Anna-Maria-Hotels-Stunning-5-Bedroom-Luxury-Home.h32949379.Hotel-Information) ## Find out more about Anna Maria ## Anna Maria Vacation Homes information | Number of reviews | 362 | | ----------------- | ------------------ | | Accommodation | 900 Vacation Homes | | Lowest Price | CA $388 | | Highest Price | CA $1,098 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Anna Maria Island ](https://www.expedia.ca/3Star-Anna-Maria-Island-Hotels.s30-0-d553248622847118534.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Anna Maria Island ](https://www.expedia.ca/5Star-Anna-Maria-Island-Hotels.s50-0-d553248622847118534.Travel-Guide-Filter-Hotels) - [Hotels near Anna Maria Beach ](https://www.expedia.ca/Anna-Maria-Beach-Hotels.0-l553248635977261016-0.Travel-Guide-Filter-Hotels) - [Hotels near Anna Maria City Pier ](https://www.expedia.ca/Anna-Maria-City-Pier-Hotels.0-l553248635977255822-0.Travel-Guide-Filter-Hotels) - 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