Title: Anna Maria Island Vacation Home Rentals from CA $665: Search Top Private Vacation Homes for Rent | Expedia.ca [Anna Maria Island Travel Guide](https://expedia.ca/Anna-Maria-Island.dx553248622847118534)[Hotels in Anna Maria Island](https://expedia.ca/Anna-Maria-Island-Hotels.d553248622847118534.Travel-Guide-Hotels)[Vacation Rentals in Anna Maria Island](https://expedia.ca/Anna-Maria-Island-Vacation-Rentals.d553248622847118534.Travel-Guide-VacationRentals)[Flights to Anna Maria Island](https://expedia.ca/Cheap-Flights-To-Anna-Maria-Island.d553248622847118534.Travel-Guide-Flights)[Things to do in Anna Maria Island](https://expedia.ca/Things-To-Do-In-Anna-Maria-Island.d553248622847118534.Travel-Guide-Activities)[Anna Maria Island Car Rentals](https://expedia.ca/Car-Rentals-In-Anna-Maria-Island.d553248622847118534.Car-Rental-Guide)[Anna Maria Island Vacation Packages](https://expedia.ca/Anna-Maria-Island.d553248622847118534.Destination-Travel-Guides) ![Anna Maria Island, FL Pier ](https://images.trvl-media.com/place/553248622847118534/f6726703-de53-4942-875e-504e17e1a1f7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248622847118534/f6726703-de53-4942-875e-504e17e1a1f7.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 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&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) In two months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-05-15&endDate=2026-05-17&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 Island vacation homes ![Pool](https://images.trvl-media.com/lodging/125000000/124520000/124519100/124519069/3e29f2fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124520000/124519100/124519069/260c2cd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/125000000/124520000/124519100/124519069/d6eea000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124520000/124519100/124519069/5c3fc778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Bradenton Beach [](https://www.expedia.ca/Bradenton-Beach-Hotels-Adorable-1-Bedroom-Condo-In-Beautiful-Bradenton-Beach-With-AC.h124519069.Hotel-Information) CA $153 CA $372 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Adorable-1-Bedroom-Condo-In-Beautiful-Bradenton-Beach-With-AC.h124519069.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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/9f9fe635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Anna Maria [](https://www.expedia.ca/Anna-Maria-Hotels-Beachside-Duplex-W-Pool-Private-Suite.h107304567.Hotel-Information) 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 $186 CA $971 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Anna-Maria-Hotels-Beachside-Duplex-W-Pool-Private-Suite.h107304567.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/120000000/120000000/119994400/119994327/8bd9a497.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/120000000/120000000/119994400/119994327/b136e7cc.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/120000000/120000000/119994400/119994327/97356361.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/120000000/119994400/119994327/de33ac4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Anna Maria [](https://www.expedia.ca/Anna-Maria-Hotels-Tiny-Tides-Adorable-Cozy-House.h119994327.Hotel-Information) 10/10 Exceptional (2 reviews) "This place was amazing. It was very clean and had everything you needed. It’s not a huge place but perfect for singles, couples and small families. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Josh H. CA $122 CA $665 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Anna-Maria-Hotels-Tiny-Tides-Adorable-Cozy-House.h119994327.Hotel-Information) ![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/74000000/73530000/73527800/73527755/8516a5c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527755/db34b587.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/74000000/73530000/73527800/73527755/290c19fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Anna Maria [](https://www.expedia.ca/Anna-Maria-Hotels-Island-Home-With-Private-Pool.h73527755.Hotel-Information) 9.8/10 Exceptional (62 reviews) "Overall great location within the island. Walking distance to the beach, shops and restaurants. House was well maintained and had plenty of room for our family. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan C. CA $185 CA $1,025 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Anna-Maria-Hotels-Island-Home-With-Private-Pool.h73527755.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/95000000/94670000/94663700/94663686/35fc891b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/95000000/94670000/94663700/94663686/6bef6cab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94670000/94663700/94663686/86c7c9c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/95000000/94670000/94663700/94663686/bc30e000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Anna Maria [](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Home-Near-The-Beach-Bos-Beach-Bungalow.h94663686.Hotel-Information) 9.4/10 Exceptional (8 reviews) "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 $242 CA $882 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Home-Near-The-Beach-Bos-Beach-Bungalow.h94663686.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598339/w1277h849x3y3-660afa27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598339/w1277h849x3y3-91181ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598339/w1280h883x0y4-eee96a66.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/109000000/108600000/108598400/108598339/w1277h849x3y3-1aec311c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Bradenton Beach [](https://www.expedia.ca/Bradenton-Beach-Hotels-Steps-From-Beach-Trolley-To-Local-Hotspots-Stay-At-Sunny-Side-Down.h108598339.Hotel-Information) 9.2/10 Wonderful (20 reviews) "Wonderful stay ! Our family loved it ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel CA $179 CA $813 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Steps-From-Beach-Trolley-To-Local-Hotspots-Stay-At-Sunny-Side-Down.h108598339.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73780000/73773600/73773534/57afa2e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73780000/73773600/73773534/6a0ef616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73780000/73773600/73773534/41a5cb58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73780000/73773600/73773534/27653641.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Anna Maria [](https://www.expedia.ca/Anna-Maria-Hotels-Dog-Friendly-Cottage-One-Block-To-The-Bay.h73773534.Hotel-Information) 9.4/10 Exceptional (10 reviews) "Great stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mandy R. CA $185 CA $750 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Anna-Maria-Hotels-Dog-Friendly-Cottage-One-Block-To-The-Bay.h73773534.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/f96f6503.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/e257f6f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/f13cfd30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/60795038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Anna Maria [](https://www.expedia.ca/Anna-Maria-Hotels-1-Min-To-Beach.h107121352.Hotel-Information) 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 $173 CA $953 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Anna-Maria-Hotels-1-Min-To-Beach.h107121352.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103550000/103544100/103544047/d77df7c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103550000/103544100/103544047/decedb10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/104000000/103550000/103544100/103544047/3693da0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103550000/103544100/103544047/6b7ee9b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Bradenton Beach [](https://www.expedia.ca/Bradenton-Beach-Hotels-Bayfront-Home-With-Shared-Dock-Near-Attractions-Seaside-Serenity.h103544047.Hotel-Information) 9.8/10 Exceptional (14 reviews) "Beautiful property. Very well kept. Walking distance from Bridge Street. Bright and well maintained house. We’ll stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margo J. CA $205 CA $880 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Bayfront-Home-With-Shared-Dock-Near-Attractions-Seaside-Serenity.h103544047.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) ![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) ### Vacation Home in Anna Maria [](https://www.expedia.ca/Anna-Maria-Hotels-Welcome-To-Bikini-So-Tiny.h101082466.Hotel-Information) 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 $222 CA $767 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Anna-Maria-Hotels-Welcome-To-Bikini-So-Tiny.h101082466.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/113000000/112080000/112073700/112073628/1779e3ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112080000/112073700/112073628/54deb08b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112080000/112073700/112073628/877e1e58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112080000/112073700/112073628/fac26dfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Bradenton Beach [](https://www.expedia.ca/Bradenton-Beach-Hotels-Beach-Sunrise-Villa-Outdoor-Dining.h112073628.Hotel-Information) 9.6/10 Exceptional (18 reviews) "Amazing property and great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris M. CA $184 CA $809 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Beach-Sunrise-Villa-Outdoor-Dining.h112073628.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/106000000/105180000/105177400/105177342/37713c6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/106000000/105180000/105177400/105177342/f31cca49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105180000/105177400/105177342/2d7563f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/106000000/105180000/105177400/105177342/bf756478.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Bradenton Beach [](https://www.expedia.ca/Bradenton-Beach-Hotels-Island-Breeze-Direct-To-Beach-Access.h105177342.Hotel-Information) 10/10 Exceptional (4 reviews) "Our host Amanda was wonderful!! The cottage is so cute, pool was wonderful made our trip perfect! Can't wait to stay again next year!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzanne C. CA $324 CA $1,029 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Island-Breeze-Direct-To-Beach-Access.h105177342.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/cb2673a8.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) ![Interior](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/f3f38c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/1db349d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Anna Maria [](https://www.expedia.ca/Anna-Maria-Hotels-Feelin-Salty-Pool-Beach-House.h114530175.Hotel-Information) 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 $173 CA $920 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Anna-Maria-Hotels-Feelin-Salty-Pool-Beach-House.h114530175.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/125000000/124760000/124753000/124752989/f7ca826c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124760000/124753000/124752989/e7b8d0cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124760000/124753000/124752989/0b641264.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124760000/124753000/124752989/5fd42eb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Holmes Beach [](https://www.expedia.ca/Holmes-Beach-Hotels-Perfect-Location-Steps-To-BeachHeated-Pool.h124752989.Hotel-Information) CA $205 CA $641 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Holmes-Beach-Hotels-Perfect-Location-Steps-To-BeachHeated-Pool.h124752989.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) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579351/e17e2719.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) ### Vacation Home in Anna Maria [](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Cottage-Moments-To-Beach-W-Pool.h70579351.Hotel-Information) 9.8/10 Exceptional (14 reviews) "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 $337 CA $883 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Cottage-Moments-To-Beach-W-Pool.h70579351.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121930000/121929000/121928977/97d20c37.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) ![Smart TV](https://images.trvl-media.com/lodging/122000000/121930000/121929000/121928977/02e80a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121930000/121929000/121928977/w1200h720x0y0-828f0f79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Anna Maria [](https://www.expedia.ca/Anna-Maria-Hotels-The-Hideaway-Less-Than-A-Block-From-Beach.h121928977.Hotel-Information) CA $171 CA $1,089 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Anna-Maria-Hotels-The-Hideaway-Less-Than-A-Block-From-Beach.h121928977.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) ![Dining](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527928/a65c1bd4.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) ### Vacation Home in Anna Maria [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Hot-Tub.h73527928.Hotel-Information) 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 $247 CA $967 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Hot-Tub.h73527928.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) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579356/52202a1d.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) ![TV, DVD player, offices](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579356/b709ba6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Anna Maria [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110-Traditional-Beach-Cottage.h70579356.Hotel-Information) 9.6/10 Exceptional (35 reviews) "The cottage was cute and rooms/bathrooms were clean. It's on a nice quiet side street with a very short walk to the beach. Would definitely stay here again and would recommend to others." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sherri g. CA $299 CA $906 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110-Traditional-Beach-Cottage.h70579356.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/97000000/96710000/96704900/96704873/f60ed74f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96710000/96704900/96704873/ba958cc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96710000/96704900/96704873/c6b86108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/97000000/96710000/96704900/96704873/206929ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Bradenton Beach [](https://www.expedia.ca/Bradenton-Beach-Hotels-Beach-Bliss-Walk-To-Beach.h96704873.Hotel-Information) 9.8/10 Exceptional (6 reviews) "The Property, Pool and Location were great. Host was very attentive and responsive to all inquires. Our family enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher H. CA $377 CA $1,485 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Beach-Bliss-Walk-To-Beach.h96704873.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35120000/35115400/35115338/dbe51e26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/36000000/35120000/35115400/35115338/dac637db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/36000000/35120000/35115400/35115338/a44acef5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/36000000/35120000/35115400/35115338/93b283ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Anna Maria [](https://www.expedia.ca/Anna-Maria-Hotels-Luxury-Bungalow-With-Pool-And-Spa-Canal-Front-With-Dock.h35115338.Hotel-Information) 9.8/10 Exceptional (40 reviews) "Great stay. Pool & spa fantastic." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frank CA $281 CA $1,005 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Anna-Maria-Hotels-Luxury-Bungalow-With-Pool-And-Spa-Canal-Front-With-Dock.h35115338.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=2026-02-08&endDate=2026-02-09®ionId=553248622847118534&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-04-25&d1=2026-04-25&endDate=2026-04-28&d2=2026-04-28&lodging=VACATION_HOME) Condos [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-04-25&d1=2026-04-25&endDate=2026-04-28&d2=2026-04-28&lodging=CONDO) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-04-25&d1=2026-04-25&endDate=2026-04-28&d2=2026-04-28&lodging=APART_HOTEL) Villas [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-04-25&d1=2026-04-25&endDate=2026-04-28&d2=2026-04-28&lodging=VILLA) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-04-25&d1=2026-04-25&endDate=2026-04-28&d2=2026-04-28&lodging=APARTMENT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-04-25&d1=2026-04-25&endDate=2026-04-28&d2=2026-04-28&lodging=COTTAGE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-04-25&d1=2026-04-25&endDate=2026-04-28&d2=2026-04-28&lodging=CABIN) Residences [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-04-25&d1=2026-04-25&endDate=2026-04-28&d2=2026-04-28&lodging=RESIDENCE) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-04-25&d1=2026-04-25&endDate=2026-04-28&d2=2026-04-28&lodging=HOUSE_BOAT) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FAnna-Maria-Island-Private-Vacation-Homes.d553248622847118534-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAnna-Maria-Island-Private-Vacation-Homes.d553248622847118534-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Anna Maria Island Hotel Reviews ![Anna Maria Beach Resort](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/aebd1d61_y.jpg) ### Anna Maria Beach Resort 10/10 Excellent "The room was clean and smelled great when we arrived. The pool and grounds are so clean and well maintained. " [](https://expedia.ca/Holmes-Beach-Hotels-Anna-Maria-Beach-Resort.h73250924.Hotel-Information) ![Bridgewalk Resort](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/7186dbd7_y.jpg) ### Bridgewalk Resort 10/10 Excellent "Excellent place to stay. Great location, spacious spotless rooms, great customer service. We will be back!" [](https://expedia.ca/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information) ![Seaside at Anna Maria Island Inn](https://images.trvl-media.com/lodging/36000000/35620000/35615900/35615805/2e87b391_y.jpg) ### Seaside at Anna Maria Island Inn 10/10 Excellent "The room was perfect. The location was perfect. The room opened right onto the beach, and we had a great time. The staff was very responsive as well." [](https://expedia.ca/Sarasota-Hotels-Seaside-Inn.h35615805.Hotel-Information) ![Pelican Post at Anna Maria Island Inn](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/4174e2ab_y.jpg) ### Pelican Post at Anna Maria Island Inn 10/10 Excellent "Parking was extremely easy with our own spot, pool was clean, nice pool area. Staff was nice when checking in. Our place was nice, large and exactly what I expected from photos on website. We could walk anywhere we needed to go." [](https://expedia.ca/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information) ![Haley's at The Anna Maria Island Inn](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/fc900ac2_y.jpg) ### Haley's at The Anna Maria Island Inn 10/10 Excellent "Very good only problem was the WiFi very spotty " [](https://expedia.ca/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information) ![Cedar Cove Resort and Cottages](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/0a89d66d_y.jpg) ### Cedar Cove Resort and Cottages 10/10 Excellent "Room was clean and staff was friendly" [](https://expedia.ca/Sarasota-Hotels-Cedar-Cove-Resort-And-Cottages.h8099611.Hotel-Information) ![Silver Surf Gulf Beach Resort](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045895/12fa4f1f_y.jpg) ### Silver Surf Gulf Beach Resort 10/10 Excellent "I loved my stay !! Everything was perfect about it " [](https://expedia.ca/Sarasota-Hotels-Silver-Surf-Gulf-Beach-Resort.h1045895.Hotel-Information) ![The Retreat at Anna Maria Island Inn](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/0ce71205_y.jpg) ### The Retreat at Anna Maria Island Inn 10/10 Excellent "Friendly staff." [](https://expedia.ca/Bradenton-Beach-Hotels-The-Retreat-At-Anna-Maria-Island-Inn.h83500895.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 "This home is beautiful, and in a wonderful location. The pictures looked like the beach was more beach rather than rocky, but overall it was very amazing. We got to see a pod of dolphins swim by a couple times one day. It was a pleasure being able to use for the week " [](https://expedia.ca/Anna-Maria-Hotels-Bayfront-Home-With-Amazing-Water-Views-Private-Pool-Close-To-Rod-Reel-Pier.h93343285.Hotel-Information) ## Find out more about Anna Maria Island ## Anna Maria Island Vacation Homes information | Number of reviews | 258 | | ----------------- | ------------------- | | Accommodation | 1468 Vacation Homes | | Lowest Price | CA $665 | | Highest Price | CA $1,485 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Farmstay in Anna Maria ](https://www.expedia.ca/Anna-Maria-Agritourism.d74028-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Anna Maria ](https://www.expedia.ca/Anna-Maria-Apart-Hotels.d74028-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Anna Maria ](https://www.expedia.ca/Anna-Maria-Bed-And-Breakfast.d74028-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Anna Maria ](https://www.expedia.ca/Anna-Maria-Chalets.d74028-aaChalets.Travel-Guide-Accommodation) - 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