Title: Anna Maria Vacation Home Rentals from CA $476: 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) ![The day comes to a close over the Gulf of Mexico. Bean Point Beach is at the Northwest end of Anna Maria Island. A nice wide beach with fine white sand. A little more secluded than some of the other beaches nearby.](https://images.trvl-media.com/place/74028/8bf298b4-fe4b-49ec-a6ce-565760a5baca.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by throwingsofas ![](https://images.trvl-media.com/place/74028/8bf298b4-fe4b-49ec-a6ce-565760a5baca.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 In two weeks [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-06-05&endDate=2026-06-07&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 ![Pool](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/cb2673a8.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) ![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) ![Dining](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/w3000h1796x0y0-89266bcd.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 (5 reviews) "Great pool and short walk to bay and beach!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric S. CA $228 CA $987 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Anna-Maria-Hotels-Feelin-Salty-Pool-Beach-House.h114530175.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/10bdccb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/52a17463.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) ![Exterior](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/a5b3da6b.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 9.4/10 Exceptional (3 reviews) "Amazing relaxing time, perfect accommodations for our budget" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandi L. CA $315 CA $1,142 total includes taxes & fees Feb 13 - Feb 14 [](https://www.expedia.ca/Anna-Maria-Hotels-Beachside-Duplex-W-Pool-Private-Suite.h107304567.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) ![Smart TV](https://images.trvl-media.com/lodging/102000000/101090000/101082500/101082466/e00a1d77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101090000/101082500/101082466/6c0970f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101090000/101082500/101082466/205d071f.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 reviews) "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 $251 CA $802 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Anna-Maria-Hotels-Welcome-To-Bikini-So-Tiny.h101082466.Hotel-Information) ![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/e6cce12d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball](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/74000000/73530000/73528000/73527928/2ef3cd60.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 9.2/10 Wonderful (32 reviews) "The location was great! Close to the beach and plenty of privacy. We appreciated having access to beach chairs, umbrellas, and beach towels. Overall, great! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Phil L. CA $244 CA $971 total includes taxes & fees Feb 16 - Feb 17 [](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/108000000/107130000/107121400/107121352/f96f6503.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) ![TV, offices](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/60795038.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 9.8/10 Exceptional (6 reviews) "Excellently done everything was perfect " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Luis Alberto C. CA $327 CA $1,146 total includes taxes & fees Feb 20 - Feb 21 [](https://www.expedia.ca/Anna-Maria-Hotels-1-Min-To-Beach.h107121352.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/121000000/120450000/120443900/120443802/d79aef16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120450000/120443900/120443802/9f6ac989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120450000/120443900/120443802/8b00a707.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120450000/120443900/120443802/e046214a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW! Blue Pearl\~Heated Pool/Spa\~Walkable Pine Ave! [](https://www.expedia.ca/Anna-Maria-Hotels-NEW-Blue-PearlHeated-PoolSpaWalkable-Pine-Ave-Guest-House-For-Added-Space.h120443802.Hotel-Information) Anna Maria 10/10 Exceptional (1 review) "Beautiful house! It’s an older home that has been remodeled so it has lots of charm and character with all the modern conveniences of a new house. The backyard is the highlight! We loved the pool and hot tub (just be sure to start the heater in the hot tub an hour prior to use it because it takes time to warm up). The location is absolutely perfect! It’s a short walk to the beach, and the hostess provides nice pool chairs, umbrella and a wagon. Lots of restaurants and stores that are walking... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ana Cynthia P. CA $407 CA $1,494 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Anna-Maria-Hotels-NEW-Blue-PearlHeated-PoolSpaWalkable-Pine-Ave-Guest-House-For-Added-Space.h120443802.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/54820e50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/3d538ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/b18d8140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/09e81533.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-Well-Appointed-Beach-Condo-With-Pool-Access.h62992152.Hotel-Information) Anna Maria 8.2/10 Very good (43 reviews) "Everything about the property was great, especially the location, which is walking distance away from restaurants and island shops." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ron H. CA $194 CA $476 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Anna-Maria-Hotels-Well-Appointed-Beach-Condo-With-Pool-Access.h62992152.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527934/1a4de489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527934/02af3450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527934/a3876670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527934/c6c6c94a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite! [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Hot-Tub.h73527934.Hotel-Information) Anna Maria 9.4/10 Exceptional (37 reviews) "My husband and I had a great week staying here. We had everything that we needed for our stay, the house was very comfortable. We loved spending time in the pool and spa!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jesse Z. CA $302 CA $1,175 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Hot-Tub.h73527934.Hotel-Information) ![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/dce4b057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/63000000/63000000/62999900/62999855/b30e1a81.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 reviews) "Loved access to the beaches and restaurants." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kenneth C. CA $221 CA $511 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/Anna-Maria-Hotels-Convenient-Well-Equipped-Condo-WShared-Pool.h62999855.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) ![Smart TV](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579351/4fb13f46.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/fb5aa1f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579351/e17e2719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill [](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Cottage-Moments-To-Beach-W-Pool.h70579351.Hotel-Information) Anna Maria 9.8/10 Exceptional (14 reviews) "Really nice cottages, and mgt on-site and super responsive and helpful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jerry A. CA $577 CA $1,211 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Cottage-Moments-To-Beach-W-Pool.h70579351.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/118000000/117790000/117786900/117786855/58daaf09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/118000000/117790000/117786900/117786855/82465d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117790000/117786900/117786855/65f4566c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/118000000/117790000/117786900/117786855/5f544a3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seaside Magnolia\~1 Block to Pine Ave, Heated Pool! [](https://www.expedia.ca/Anna-Maria-Hotels-Spacious-7-Bedroom-Home-In-Anna-Maria-Putt-Putt.h117786855.Hotel-Information) Anna Maria 9.6/10 Exceptional (10 reviews) "Well maintained propert and enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mathew S. CA $543 CA $1,898 total includes taxes & fees Feb 20 - Feb 21 [](https://www.expedia.ca/Anna-Maria-Hotels-Spacious-7-Bedroom-Home-In-Anna-Maria-Putt-Putt.h117786855.Hotel-Information) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73530000/73527400/73527399/4abd4fc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73530000/73527400/73527399/65aea630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/74000000/73530000/73527400/73527399/bd060c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73530000/73527400/73527399/627944b8.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-Pool-Dock-Near-Beach.h73527399.Hotel-Information) Anna Maria 9.6/10 Exceptional (8 reviews) "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 $548 CA $1,379 total includes taxes & fees Mar 6 - Mar 7 [](https://www.expedia.ca/Anna-Maria-Hotels-Canal-Home-With-Pool-Dock-Near-Beach.h73527399.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/94000000/93350000/93342900/93342891/5ac077f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/94000000/93350000/93342900/93342891/d15ab1eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93350000/93342900/93342891/84a7d1b2.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/94000000/93350000/93342900/93342891/62d2e124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elevated North-End Home Near the Beach! [](https://www.expedia.ca/Anna-Maria-Hotels-Elevated-North-End-Home-Near-The-Beach.h93342891.Hotel-Information) Anna Maria 9.4/10 Exceptional (3 reviews) "Premiere location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter I. CA $453 CA $1,441 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Anna-Maria-Hotels-Elevated-North-End-Home-Near-The-Beach.h93342891.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/88000000/87710000/87701400/87701354/f5cafa4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/88000000/87710000/87701400/87701354/af0fed1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/88000000/87710000/87701400/87701354/65a9dbb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87710000/87701400/87701354/1e002247.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Beach Retreat with Rooftop Deck and Pool in Anna Maria! - Hip Nautic [](https://www.expedia.ca/Anna-Maria-Hotels-New-Home-With-Pool.h87701354.Hotel-Information) Anna Maria 9.8/10 Exceptional (15 reviews) "We had a great time and the accommodations were great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara B. CA $587 CA $2,009 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Anna-Maria-Hotels-New-Home-With-Pool.h87701354.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/126000000/125730000/125720900/125720859/8d68688b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/126000000/125730000/125720900/125720859/88a3ef31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/126000000/125730000/125720900/125720859/w1200h716x0y0-f3db202c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/126000000/125730000/125720900/125720859/0985b498.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coast is Clear! Heated pool/spa\~Close to shops [](https://www.expedia.ca/Anna-Maria-Hotels-Coast-Is-Clear-Heated-PoolspaClose-To-Shops.h125720859.Hotel-Information) Anna Maria CA $475 CA $1,326 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Anna-Maria-Hotels-Coast-Is-Clear-Heated-PoolspaClose-To-Shops.h125720859.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/75000000/74870000/74869800/74869730/f95344cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74870000/74869800/74869730/2740e6ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/75000000/74870000/74869800/74869730/a549479c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74870000/74869800/74869730/186349ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Escape! Pool, Spa, and Canal Views - Our Tern [](https://www.expedia.ca/Anna-Maria-Hotels-Quiet-Canal-Home.h74869730.Hotel-Information) Anna Maria 10/10 Exceptional (11 reviews) "Very Quiet area, beautiful home, great views from dock" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Grace D. [](https://www.expedia.ca/Anna-Maria-Hotels-Quiet-Canal-Home.h74869730.Hotel-Information) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/29000000/28880000/28873500/28873478/67577168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/29000000/28880000/28873500/28873478/96f3b971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/29000000/28880000/28873500/28873478/c4f6027e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/29000000/28880000/28873500/28873478/35e2dde4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool! [](https://www.expedia.ca/Anna-Maria-Hotels-Shell-We-Dance-Charming-Bungalow-With-Fabulous-Location-And-Private-Pool.h28873478.Hotel-Information) Anna Maria 9.8/10 Exceptional (177 reviews) "Perfect. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary Suzanne CA $618 CA $1,158 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Anna-Maria-Hotels-Shell-We-Dance-Charming-Bungalow-With-Fabulous-Location-And-Private-Pool.h28873478.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) ![Terrace/patio](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579345/w2992h1996x0y0-df718578.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) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579345/d5286194.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 reviews) "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 $577 CA $1,210 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Anna-Maria-Hotels-Sassy-Seagull-Classic-Beach-Cottage.h70579345.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/126000000/125730000/125720900/125720892/11e07114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/126000000/125730000/125720900/125720892/w1200h799x0y1-4e34f409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/126000000/125730000/125720900/125720892/e351fac6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/126000000/125730000/125720900/125720892/w1199h800x1y0-80304d29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palm Paradise\~Steps to Shops/Beach\~Best location! [](https://www.expedia.ca/Anna-Maria-Hotels-Palm-ParadiseSteps-To-ShopsBeachBest-Location.h125720892.Hotel-Information) Anna Maria CA $543 CA $1,426 total includes taxes & fees Mar 11 - Mar 12 [](https://www.expedia.ca/Anna-Maria-Hotels-Palm-ParadiseSteps-To-ShopsBeachBest-Location.h125720892.Hotel-Information) ![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) ![Smart TV, books, offices](https://images.trvl-media.com/lodging/112000000/111610000/111609000/111608937/w1199h799x1y1-6901e4b7.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/w1200h795x0y1-cbc0b100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111610000/111609000/111608937/w1199h799x1y1-ba71917c.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-Friendly-Canal-Retreat-With-Pool-And-Steps-To-The-Beach.h111608937.Hotel-Information) Anna Maria 10/10 Exceptional (1 review) "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 $576 CA $1,714 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Anna-Maria-Hotels-Family-Friendly-Canal-Retreat-With-Pool-And-Steps-To-The-Beach.h111608937.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=2026-02-26&endDate=2026-02-27®ionId=74028&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_74028) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America®ionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=VACATION_HOME) Condos [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America®ionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=CONDO) Villas [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America®ionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=VILLA) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America®ionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=COTTAGE) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America®ionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America®ionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=APARTMENT) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America®ionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=HOUSE_BOAT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America®ionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=CABIN) Residences [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America®ionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=RESIDENCE) ![](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 ![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 had an absolutely wonderful experience here! From the moment we arrived, it was clear that the hosts truly care about their guests. They were incredibly responsive, welcoming, and thoughtful providing clear instructions, local recommendations, and making sure we had everything we needed for a smooth and relaxing stay.The highlight of the property was hands-down the breathtaking sunset views. Each evening felt like a private show, with gorgeous colors lighting up the sky. Whether enjoying dinner on the patio or simply relaxing with a drink, the views made every moment special.The amenities were top-notch and exactly as described clean, and well-maintained. The home was fully stocked with everything we needed, from kitchen essentials to comfortable linens and cozy seating areas. It truly felt like a home away from home.We would absolutely stay here again and highly recommend this property to anyone looking for a peaceful getaway with incredible views and attentive hosts. Thank you for such a memorable stay!" [](https://expedia.ca/Anna-Maria-Hotels-Castaway-Cottage-Beach-Heated-Private-Pool-Spa-GOLF-CART-INCLUDED.h22127023.Hotel-Information) ![Love Shack on the Water Most desirable location on AMI](https://images.trvl-media.com/lodging/102000000/101220000/101211900/101211865/274f3f75_y.jpg) ### Love Shack on the Water Most desirable location on AMI 10/10 Excellent "We had a wonderful time and your place is lovely and in the most perfect location with a nice walk to the Gulf and easy steps to see the sun rise on the Bay. " [](https://expedia.ca/Anna-Maria-Hotels-Love-Shack-On-The-Water-Most-Desirable-Location-On-AMI.h101211865.Hotel-Information) ![Escape to Anna Maria Island!](https://images.trvl-media.com/lodging/43000000/42700000/42695300/42695203/c2cea46b_y.jpg) ### Escape to Anna Maria Island! 10/10 Excellent "Great place, great experience and amazing communication! Cannot wait to return! " [](https://expedia.ca/Sarasota-Hotels-Escape-To-Island-Getaway.h42695203.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 "Great location near Bean Point. Loved the screened in porch. Plenty of room in the house. " [](https://expedia.ca/Anna-Maria-Hotels-Charming-Cottage-Located-Close-To-Beach-Private-Heated-Pool.h93343538.Hotel-Information) ![Bayfront Home with Amazing Water Views! Private pool! – Breakaway](https://images.trvl-media.com/lodging/94000000/93350000/93343300/93343285/e9cacf0a_y.jpg) ### Bayfront Home with Amazing Water Views! Private pool! – Breakaway 10/10 Excellent "The house was very clean and the view was awesome. It was close to restaurants and shops. The pool was great and water temperature was perfect. " [](https://expedia.ca/Anna-Maria-Hotels-Bayfront-Home-With-Amazing-Water-Views-Private-Pool-Close-To-Rod-Reel-Pier.h93343285.Hotel-Information) ![Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!](https://images.trvl-media.com/lodging/58000000/57390000/57388300/57388213/26aa1514_y.jpg) ### Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both! 10/10 Excellent "Great communication. Wonderful location, super clean." [](https://expedia.ca/Anna-Maria-Hotels-Naut-2-Shabby-Cottage-Next-Level-Pool-Area.h57388213.Hotel-Information) ![Moondance- Breathtaking views and beachfront with steps from the beach](https://images.trvl-media.com/lodging/83000000/82070000/82068600/82068569/4abefb3a_y.jpg) ### Moondance- Breathtaking views and beachfront with steps from the beach 10/10 Excellent "Just can’t beat that view from the deck - efficiently sized 2BR worked perfectly for us. It’s the second floor not top floor - but still a lot of steps FYI. But we didn’t mind to get that view, wow. Even a couple dolphins swimming by. Amazing spot and Sandbar right nearby to get cocktails and drinks! Five stars" [](https://expedia.ca/Anna-Maria-Hotels-Moondance-Breathtaking-Views-And-Beachfront-With-Steps-From-The-Beach.h82068569.Hotel-Information) ![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 "Beautiful home - host was very responsive " [](https://expedia.ca/Anna-Maria-Hotels-New-Luxury-Waterfront-Views-WPrivate-Heated-PoolSpa-Cabana-Bar-Sleeps-16.h107339516.Hotel-Information) ![Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!](https://images.trvl-media.com/lodging/69000000/68650000/68643000/68642988/5d2c9642_y.jpg) ### Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue! 10/10 Excellent "The host was available for all our needs. Very Charming little home and location. One of our best stays on the island.Stacy" [](https://expedia.ca/Anna-Maria-Hotels-Naut-2-Shabby-Bungalow-A-Sweet-And-Cozy-Getaway-On-Pine-Avenue.h68642988.Hotel-Information) ## Find out more about Anna Maria ## Anna Maria Vacation Homes information | Number of reviews | 386 | | ----------------- | ------------------ | | Accommodation | 916 Vacation Homes | | Lowest Price | CA $476 | | Highest Price | CA $2,009 | ## 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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