Title: Anna Maria Vacation Home Rentals from CA $991: 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) ![](https://mediaim.expedia.com/destination/1/94187c4286550925d08a3b828fbef802.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Anna Maria 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 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2025-10-03&endDate=2025-10-05&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Anna Maria Vacation Homes ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/118000000/117660000/117654600/117654597/77d3cd13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/118000000/117660000/117654600/117654597/cb992136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/118000000/117660000/117654600/117654597/a642c10e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117660000/117654600/117654597/3bd1e97c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tortuga Bay~Canal & Waterslide Putt Putt! KAYAKS & TIKI HUT Anna Maria 10/10 Exceptional (1) "The house is beautiful!! Plenty of room for a family, and plenty to do!The owner was readily available through messages and the phone if we had any questions. It was an easy process, and an excellent experience!!!I highly recommend this house if you just feel like hanging out, or exploring Anna Maria, it’s a beautiful location!!And don’t forget to go down the slide!! " CA $768 CA $2,078 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Anna-Maria-Hotels-Tortuga-BayCanal-Waterslide-Putt-Putt-TIKI-HUT.h117654597.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/27000000/26940000/26935300/26935212/788c901c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/27000000/26940000/26935300/26935212/8f1a23f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/27000000/26940000/26935300/26935212/67c52866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/27000000/26940000/26935300/26935212/bd314cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful cottage w/ heated private pool - walk to beach, dining, Bayfront Park Anna Maria 9.8/10 Exceptional (90) "Excellent place for relaxing beach vacation" [](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Cottage-W-Heated-Private-Pool-Walk-To-Beach.h26935212.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33500600/33500504/9db123c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33510000/33500600/33500504/b7f558bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33510000/33500600/33500504/fb1cd245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33510000/33500600/33500504/9180bb46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SEPT,-OCT. SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog Anna Maria 9.6/10 Exceptional (186) "Bay view was nice " CA $372 CA $991 total includes taxes & fees Sep 26 - Sep 27 [](https://www.expedia.ca/Anna-Maria-Hotels-Beachfront-Paradise-W-Totally-PRIVATE-BEACH-ON-THE-WATERFRONT.h33500504.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/35000000/34150000/34144600/34144584/9aa543e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/35000000/34150000/34144600/34144584/d883710b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34150000/34144600/34144584/110e94cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/35000000/34150000/34144600/34144584/f9d5882b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LOCATION, COMPLETE REHAB 1/1. Great pool, close to beaches, twin family rooms! Anna Maria 9.4/10 Exceptional (134) "This house worked perfectly for our annual girls trip! Beautifully remodeled - had everything we needed! Great pool/hot tub! We enjoyed ourselves!!" [](https://www.expedia.ca/Anna-Maria-Hotels-LOCATION.h34144584.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/118000000/117790000/117786900/117786855/35940a2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117790000/117786900/117786855/w1179h700x0y10-ccde3295.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/w1179h701x0y2-2dc09477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117790000/117786900/117786855/w1179h704x0y2-6f6f8452.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 7-bedroom home in Anna Maria~ Putt Putt, Ping Pong, 3 blocks to beach! Anna Maria 9.0/10 Wonderful (4) "Well maintained propert and enjoyed our stay." CA $795 CA $2,243 total includes taxes & fees Sep 30 - Oct 1 [](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/22000000/21320000/21319200/21319124/263a06bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21320000/21319200/21319124/7a669048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21320000/21319200/21319124/b35acf1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/22000000/21320000/21319200/21319124/9ead900f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bean Point Bungalow! Pet Friendly Home with Pool and Walk to Beach Anna Maria 9.8/10 Exceptional (62) "Perfect home for a family getaway " [](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Beach-Cottage-Just-Steps-Bean-Point-Beach.h21319124.Hotel-Information) ![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/35000000/34200000/34193900/34193829/e6e0254c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34200000/34193900/34193829/d7e797a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34200000/34193900/34193829/18d35260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, printers](https://images.trvl-media.com/lodging/35000000/34200000/34193900/34193829/6431091b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spoil yourself! Gulf front, heated pool, hot tub. Front row for sunsets-perfect! Anna Maria 10/10 Exceptional (134) "We had a great time at this property. The set up is is perfect. They supply beach chairs, tent and a cart which made everything so easy with having 3 little kids. We would definitely come back. " [](https://www.expedia.ca/Anna-Maria-Hotels-NEST-ON-THE-BEACH-IS-MAGICAL-Heated-Pool.h34193829.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42700000/42695300/42695203/c2cea46b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/43000000/42700000/42695300/42695203/63e681d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42700000/42695300/42695203/4b2fe31b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/43000000/42700000/42695300/42695203/ffb5c009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Escape to Anna Maria Island! Anna Maria Island 10/10 Exceptional (121) "Wonderful stay as usual. Our 4th visit and we’ll keep coming back! " [](https://www.expedia.ca/Sarasota-Hotels-Escape-To-Island-Getaway.h42695203.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/79000000/78400000/78393100/78393017/00733746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/79000000/78400000/78393100/78393017/89eb15ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/79000000/78400000/78393100/78393017/c61c7012.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/79000000/78400000/78393100/78393017/ab4aeaf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wave n Sea - Close to the Beach with Pool - Anna Maria Island - By Island Real E Anna Maria 9.6/10 Exceptional (22) "This home was absolutely beautiful! Everything was very clean, nicely taken care of, and the backyard and pool were fantastic. It was walking distance to lots of great shops and even to the beach, which was fantastic. We would definitely be back!" [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Pool-Home-Close-To-The-Beach-Anna-Maria-Island.h78393017.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/120000000/119330000/119320400/119320314/da134b1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/120000000/119330000/119320400/119320314/457cefda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/120000000/119330000/119320400/119320314/3e0c8cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis](https://images.trvl-media.com/lodging/120000000/119330000/119320400/119320314/78ed5698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Huge Fall Discounts! New Breathtaking Canal front Home on Best street in AMI! Anna Maria 10/10 Exceptional (2) "Great place! Highly recommend." [](https://www.expedia.ca/Anna-Maria-Hotels-Brand-New-Breathtaking-Waterfront-Home.h119320314.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/94000000/93350000/93344200/93344173/b7bd1505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93350000/93344200/93344173/fc37f3bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93350000/93344200/93344173/8aff12a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/94000000/93350000/93344200/93344173/daaa75e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Canal Front Home with Private Dock, Saltwater Pool, Kayaks - Magnolia Breeze Anna Maria 9.6/10 Exceptional (21) "Awesome location, quiet neighborhood with amazing views. Will stay again soon " [](https://www.expedia.ca/Anna-Maria-Hotels-Canal-Front-Home-With-Private-Dock.h93344173.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/33000000/32080000/32073900/32073855/w1690h1597x558y0-de1a7053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32080000/32073900/32073855/w2836h1597x4y0-cb1f8fe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/33000000/32080000/32073900/32073855/w962h1080x506y0-c203d4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32080000/32073900/32073855/a48f9790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes Anna Maria 9.8/10 Exceptional (120) "Such a beautiful property! We can't wait to go back!" [](https://www.expedia.ca/Anna-Maria-Hotels-Bay-Canal-Waterfront-Tiki-Bar-5BR.h32073855.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21870000/21865400/21865372/7c2a5f69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21870000/21865400/21865372/a1fb397c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21870000/21865400/21865372/6b660cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21870000/21865400/21865372/6fdd1b6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### September Golf Cart Special Anna Maria 10/10 Exceptional (40) "Amazing stay in an amazing property. The pictures can’t do the view justice, truly amazing." [](https://www.expedia.ca/Anna-Maria-Hotels-Bay-Breeze-4-BR.h21865372.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/29000000/28880000/28873500/28873478/c43fe459.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/29000000/28880000/28873500/28873478/954ccd73.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) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/29000000/28880000/28873500/28873478/c820f6bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool! Anna Maria 9.8/10 Exceptional (169) "We had an amazing week at Don & Sally’s place. This is our 4th trip to AMI and Shell We Dance is by far the best place we have stayed. The decor is so chic & beachy, they thought of everything! Just a 5 min walk to beautiful Bean Point for a beach day or to catch the sunset. The backyard is a tropical oasis, the pool was perfect and the fenced yard is super private and allowed us to bring our pups. We would definitely stay here again." CA $559 CA $1,081 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Anna-Maria-Hotels-Charming-Bungalow-With-Fabulous-Location-And-Private-Pool.h28873478.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/28000000/27140000/27131700/27131603/bb905d87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/28000000/27140000/27131700/27131603/570d8782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27140000/27131700/27131603/w1907h1080x13y0-11656355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/28000000/27140000/27131700/27131603/429e629e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Upscale Beach Home Gulf of Mexico, Private Heated Pool/Spa. Opt. Golfcart Anna Maria 10/10 Exceptional (125) "Always enjoy stay at this location. Easy access to everything, good communication if any issues and an extremely short walk to the beach." [](https://www.expedia.ca/Anna-Maria-Hotels-Luxury-Upscale-Beach-Home-Steps-From-Gulf-Of-Mexico.h27131603.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/94000000/93350000/93343600/93343538/ebe7c578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/94000000/93350000/93343600/93343538/acbd58e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/94000000/93350000/93343600/93343538/e2fb1221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93350000/93343600/93343538/17313480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming cottage located close to beach - private heated pool Anna Maria 9.4/10 Exceptional (97) "Excellent location.. clean.. also prompt w a minor plumbing issue. Would stay there again and again " [](https://www.expedia.ca/Anna-Maria-Hotels-Charming-Cottage-Located-Close-To-Beach-Private-Heated-Pool.h93343538.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/58000000/57390000/57388300/57388213/26aa1514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/58000000/57390000/57388300/57388213/5ebef5fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57390000/57388300/57388213/1ded52b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57390000/57388300/57388213/f9b35e15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both! Anna Maria 9.6/10 Exceptional (71) "We had a blast and will definitely be back!" [](https://www.expedia.ca/Anna-Maria-Hotels-Naut-2-Shabby-Cottage-Next-Level-Pool-Area.h57388213.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21440000/21432600/21432575/1f295646.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21440000/21432600/21432575/w1329h876x0y6-7253c22e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21440000/21432600/21432575/231f092e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21440000/21432600/21432575/a7807f44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### North end AMI, 5\* luxury home in one of the prettiest towns on gulf coast! Anna Maria 9.8/10 Exceptional (207) "We have stayed here previously and will be booking again. The property is great proximity to Bean Point beach and all north island activities. Communicating with the owner was easy and very responsive. Can’t wait to stay again! " [](https://www.expedia.ca/Sarasota-Hotels-Bean-Point-Gem-Awaits-Your-Stay.h21432575.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/42000000/41280000/41271400/41271395/445bc136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/42000000/41280000/41271400/41271395/5c18c0a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/42000000/41280000/41271400/41271395/5af8f866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/42000000/41280000/41271400/41271395/d8bac5fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Impressive Luxury Home steps to the Beach! Great Pool and Spa! - Grande Haven Anna Maria 8.4/10 Very good (18) "Great property!" [](https://www.expedia.ca/Anna-Maria-Hotels-Impressive-Luxury-Home-Steps-To-The-Beach-Great-Pool-And-Spa-Grande-Haven.h41271395.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/58000000/57720000/57713800/57713770/f987807d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/58000000/57720000/57713800/57713770/17819687.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57720000/57713800/57713770/8128cfb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/58000000/57720000/57713800/57713770/eab9d418.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Angel Fish Cottage, Sweet 2 BR 1 B, Private Pool, Steps to Gulf and Bay Anna Maria 9.8/10 Exceptional (96) "This property is perfection. It is absolutely spotless and has everything you need for a great vacation. A very short walk to the beach and a great outdoor space with a pool. We lived our stay and will definitely return!" [](https://www.expedia.ca/Anna-Maria-Hotels-Angel-Fish-Cottage.h57713770.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=2025-10-08&endDate=2025-10-09®ionId=74028&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-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 ![Charming cottage in quiet area, close to beach & bay. ](//images.trvl-media.com/lodging/35000000/34020000/34014000/34013973/w799h600x1y0-d977cc26_y.jpg) ### Charming cottage in quiet area, close to beach & bay. 10/10 Excellent "Super clean and felt like home. Cindy provides everything you need. Easy walk to the beach." [](https://expedia.ca/Anna-Maria-Hotels-Charming-Cottage-In-Quiet-Area.h34013973.Hotel-Information) ![Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!](//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 "Cute, quaint, little cottage! Good for four people. Clean, walk to the beach within minutes, near eateries and restaurants with the use of the golf cart which is included. Everything you need for home, is already here!" [](https://expedia.ca/Anna-Maria-Hotels-Castaway-Cottage-Beach-Heated-Private-Pool-Spa-R-R-Near-Bean-Point.h22127023.Hotel-Information) ![Huge Fall Discounts! New Breathtaking Canal front Home on Best street in AMI!](//images.trvl-media.com/lodging/120000000/119330000/119320400/119320314/da134b1b_y.jpg) ### Huge Fall Discounts! New Breathtaking Canal front Home on Best street in AMI! 10/10 Excellent "Pool was amazing the views from the roof wonderful ! Clean and very nicely decorated felt like Home ! Would stay here again and again for a great getaway. Host is super friendly .Thank you for all that you do our family created great memories ." [](https://expedia.ca/Anna-Maria-Hotels-Brand-New-Breathtaking-Waterfront-Home.h119320314.Hotel-Information) ![Tortuga Bay~Canal & Waterslide Putt Putt! KAYAKS & TIKI HUT](//images.trvl-media.com/lodging/118000000/117660000/117654600/117654597/77d3cd13_y.jpg) ### Tortuga Bay~Canal & Waterslide Putt Putt! KAYAKS & TIKI HUT 10/10 Excellent "The house is beautiful!! Plenty of room for a family, and plenty to do!The owner was readily available through messages and the phone if we had any questions. It was an easy process, and an excellent experience!!!I highly recommend this house if you just feel like hanging out, or exploring Anna Maria, it’s a beautiful location!!And don’t forget to go down the slide!! " [](https://expedia.ca/Anna-Maria-Hotels-Tortuga-BayCanal-Waterslide-Putt-Putt-TIKI-HUT.h117654597.Hotel-Information) ![Bean Point Bungalow! Pet Friendly Home with Pool and Walk to Beach](//images.trvl-media.com/lodging/22000000/21320000/21319200/21319124/263a06bd_y.jpg) ### Bean Point Bungalow! Pet Friendly Home with Pool and Walk to Beach 10/10 Excellent "The home was nice and clean. Great neighborhood without all the tourist junk around. Bean point beach is fantastic. It’s super clean and private. Wish I could have stayed longer. " [](https://expedia.ca/Anna-Maria-Hotels-Adorable-Beach-Cottage-Just-Steps-Bean-Point-Beach.h21319124.Hotel-Information) ![Bayfront home with amazing water views! Private pool!! Close to Rod & Reel Pier!](//images.trvl-media.com/lodging/94000000/93350000/93343300/93343285/e9cacf0a_y.jpg) ### Bayfront home with amazing water views! Private pool!! Close to Rod & Reel Pier! 10/10 Excellent "House was beautiful, maybe needed a more comfortable LR furniture for parents but overall must give a 10/10" [](https://expedia.ca/Anna-Maria-Hotels-Bayfront-Home-With-Amazing-Water-Views-Private-Pool-Close-To-Rod-Reel-Pier.h93343285.Hotel-Information) ![September Golf Cart Special](//images.trvl-media.com/lodging/118000000/117200000/117196800/117196726/w2047h1364x1y1-0f188821_y.jpg) ### September Golf Cart Special 10/10 Excellent "I can’t say enough amazing things about this home. Newly renovated, stylish, very clean, homey and comfortable. Short walk to the beach and a short drive to the shops. Stay, I promise you won’t regret it! " [](https://expedia.ca/Anna-Maria-Hotels-Ground-Level-2BR2BA-At-Barefoot-Bungalow-Near-Pine-Avenue.h117196726.Hotel-Information) ![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 "Had fun " [](https://expedia.ca/Anna-Maria-Hotels-New-Luxury-Waterfront-Views-WPrivate-Heated-PoolSpa-Cabana-Bar-Sleeps-16.h107339516.Hotel-Information) ![Angel Fish Cottage, Sweet 2 BR 1 B, Private Pool, Steps to Gulf and Bay](//images.trvl-media.com/lodging/58000000/57720000/57713800/57713770/f987807d_y.jpg) ### Angel Fish Cottage, Sweet 2 BR 1 B, Private Pool, Steps to Gulf and Bay 10/10 Excellent "Thank you, we had a great week!" [](https://expedia.ca/Anna-Maria-Hotels-Angel-Fish-Cottage.h57713770.Hotel-Information) ## Find out more about Anna Maria ## Anna Maria Vacation Homes information | Number of reviews | 1,582 | | --- | --- | | Accommodation | 885 Vacation Homes | | Lowest Price | CA $991 | | Highest Price | CA $2,243 | ## 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) - [Farmstay in Anna Maria Island](https://www.expedia.ca/Anna-Maria-Island-Agritourism.d553248622847118534-aaAgritourism.Travel-Guide-Accommodation) - 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