Title: Anna Maria Island Vacation Home Rentals from CA $816: 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 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-05-29&endDate=2026-05-31&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) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/125000000/124520000/124519100/124519069/dcc8787b.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) ### Adorable 1-bedroom condo in beautiful Bradenton Beach with AC [](https://www.expedia.ca/Bradenton-Beach-Hotels-Adorable-1-Bedroom-Condo-In-Beautiful-Bradenton-Beach-With-AC.h124519069.Hotel-Information) Bradenton Beach 10/10 Exceptional (1 review) "Very nice condo, had everything we needed for our stay. The bed was very comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer M. CA $197 CA $434 total includes taxes & fees Feb 17 - Feb 18 [](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/113000000/112080000/112073700/112073628/1779e3ce.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) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112080000/112073700/112073628/54deb08b.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) ### Beach Sunrise Villa! Outdoor Dining, Beach Cart and Gulf Breezes [](https://www.expedia.ca/Bradenton-Beach-Hotels-Beach-Sunrise-Villa-Outdoor-Dining.h112073628.Hotel-Information) Bradenton Beach 9.6/10 Exceptional (19 reviews) "Amazing property and great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris M. [](https://www.expedia.ca/Bradenton-Beach-Hotels-Beach-Sunrise-Villa-Outdoor-Dining.h112073628.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121810000/121806200/121806197/2419a79c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/122000000/121810000/121806200/121806197/5680f718.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121810000/121806200/121806197/e0ebe02a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121810000/121806200/121806197/c3f453d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AMI Sunset Beach - Pool Side Retreat w/ Pool +Deck [](https://www.expedia.ca/Bradenton-Beach-Hotels-AMI-Sunset-Beach-Pool-Side-Retreat-W-Pool-Deck.h121806197.Hotel-Information) Bradenton Beach 9.8/10 Exceptional (202 reviews) "The pool side retreat was great. The property was clean, check-in and communication were great, and everything we need was there. Location was amazing - basically a block from the beach. Would definitely consider staying again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan G. [](https://www.expedia.ca/Bradenton-Beach-Hotels-AMI-Sunset-Beach-Pool-Side-Retreat-W-Pool-Deck.h121806197.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) ![Interior](https://images.trvl-media.com/lodging/104000000/103550000/103544100/103544047/6b7ee9b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/104000000/103550000/103544100/103544047/d3b3aee2.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) ### Bayfront Villa: Dock, Walk to Beach and Bridge Street [](https://www.expedia.ca/Bradenton-Beach-Hotels-Bayfront-Home-With-Shared-Dock-Near-Attractions-Seaside-Serenity.h103544047.Hotel-Information) Bradenton Beach 9.8/10 Exceptional (16 reviews) "Good view with easy walk to shops & beach." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mindy M. CA $206 CA $881 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Bayfront-Home-With-Shared-Dock-Near-Attractions-Seaside-Serenity.h103544047.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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/1db349d4.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 $268 CA $1,046 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/123000000/122250000/122240500/122240436/012e94bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122250000/122240500/122240436/795d2b15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/123000000/122250000/122240500/122240436/0f869b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/123000000/122250000/122240500/122240436/775f3df9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AMI Sunset Beach - Gulf View Retreat w/ Pool+Decks [](https://www.expedia.ca/Bradenton-Beach-Hotels-AMI-Sunset-Beach-Gulf-View-Retreat-W-PoolDecks.h122240436.Hotel-Information) Bradenton Beach 10/10 Exceptional (192 reviews) "Great location, we enjoy our stay in this location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carlos E. [](https://www.expedia.ca/Bradenton-Beach-Hotels-AMI-Sunset-Beach-Gulf-View-Retreat-W-PoolDecks.h122240436.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) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/9f9fe635.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) ### 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 $234 CA $1,035 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Anna-Maria-Hotels-Beachside-Duplex-W-Pool-Private-Suite.h107304567.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527934/66a78c84.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 $272 CA $1,141 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Hot-Tub.h73527934.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95060000/95050500/95050438/803b64b0.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/96000000/95060000/95050500/95050438/126c0898.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/96000000/95060000/95050500/95050438/03c6bae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/96000000/95060000/95050500/95050438/26c53d4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heated Pool & spa! 5 minute walk to beach access! [](https://www.expedia.ca/Bradenton-Beach-Hotels-Last-Minute-Summer-Getaway-2-Blocks-To-Beach.h95050438.Hotel-Information) Bradenton Beach 9.6/10 Exceptional (11 reviews) "It was great, very spacious and great location to to the water" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marc B. CA $415 CA $1,367 total includes taxes & fees Feb 13 - Feb 14 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Last-Minute-Summer-Getaway-2-Blocks-To-Beach.h95050438.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) ![TV, offices](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/19614960.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) ### 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 $368 CA $1,209 total includes taxes & fees Feb 20 - Feb 21 [](https://www.expedia.ca/Anna-Maria-Hotels-1-Min-To-Beach.h107121352.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/74000000/73530000/73528000/73527928/2ef3cd60.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) ### 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 $247 CA $980 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Hot-Tub.h73527928.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598339/w1280h883x0y4-eee96a66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598339/w1277h849x3y3-a3c2a21c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Steps from Beach and Local Hotspots! Stay at Sunny Side Down! [](https://www.expedia.ca/Bradenton-Beach-Hotels-Steps-From-Beach-Trolley-To-Local-Hotspots-Stay-At-Sunny-Side-Down.h108598339.Hotel-Information) Bradenton Beach 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 $360 CA $1,062 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Steps-From-Beach-Trolley-To-Local-Hotspots-Stay-At-Sunny-Side-Down.h108598339.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) ![Dining](https://images.trvl-media.com/lodging/74000000/73530000/73527400/73527399/bd060c2e.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) ![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73527400/73527399/5d9788d5.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 $250 CA $970 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Anna-Maria-Hotels-Canal-Home-With-Pool-Dock-Near-Beach.h73527399.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/125000000/124760000/124753000/124752981/w1200h718x0y0-fbeb0082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/125000000/124760000/124753000/124752981/6741603f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/125000000/124760000/124753000/124752981/de88640d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/125000000/124760000/124753000/124752981/f22b9046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New! Heated Pool! Sreps to the Beach! Islands West [](https://www.expedia.ca/Holmes-Beach-Hotels-New-Heated-Pool-Sreps-To-The-Beach-Islands-West.h124752981.Hotel-Information) Holmes Beach CA $205 CA $683 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Holmes-Beach-Hotels-New-Heated-Pool-Sreps-To-The-Beach-Islands-West.h124752981.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) ![Exterior](https://images.trvl-media.com/lodging/121000000/120450000/120443900/120443802/8b00a707.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/121000000/120450000/120443900/120443802/w1200h716x0y0-42669ed6.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 $410 CA $1,496 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) ![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/bd6f32cd.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) ### Luxury 5 BDR! 200 steps to beach access! Short stays [](https://www.expedia.ca/Bradenton-Beach-Hotels-Beach-Bliss-Walk-To-Beach.h96704873.Hotel-Information) Bradenton Beach 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 $376 CA $1,481 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Beach-Bliss-Walk-To-Beach.h96704873.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) ![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) ![Game room](https://images.trvl-media.com/lodging/106000000/105180000/105177400/105177342/fd7d7d76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 250 feet to beach access! Private heated pool/spa [](https://www.expedia.ca/Bradenton-Beach-Hotels-Island-Breeze-Direct-To-Beach-Access.h105177342.Hotel-Information) Bradenton Beach 10/10 Exceptional (5 reviews) "Such a beautiful place. I would definitely recommend staying here. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle s. CA $489 CA $1,253 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Island-Breeze-Direct-To-Beach-Access.h105177342.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/123000000/122230000/122224600/122224585/w1200h716x0y0-a6fd2e5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/123000000/122230000/122224600/122224585/fbccc2b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/123000000/122230000/122224600/122224585/73279012.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/123000000/122230000/122224600/122224585/4b761a9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachfront Complex! Heated Pool\~Pool View! Updated [](https://www.expedia.ca/Holmes-Beach-Hotels-Beachfront-Complex-Heated-PoolPool-View-Updated.h122224585.Hotel-Information) Holmes Beach 10/10 Exceptional (1 review) "The place was adorable. The host was very accommodating. The only downfall was that the pool was cold. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah R. CA $343 CA $816 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Holmes-Beach-Hotels-Beachfront-Complex-Heated-PoolPool-View-Updated.h122224585.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) ![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) ![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) ### 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 $298 CA $874 total includes taxes & fees Feb 7 - Feb 8 [](https://www.expedia.ca/Anna-Maria-Hotels-Welcome-To-Bikini-So-Tiny.h101082466.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) ![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) ![Smart TV](https://images.trvl-media.com/lodging/122000000/121930000/121929000/121928977/02e80a2a.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) ### The Hideaway - Less than a block from beach! [](https://www.expedia.ca/Anna-Maria-Hotels-The-Hideaway-Less-Than-A-Block-From-Beach.h121928977.Hotel-Information) Anna Maria CA $478 CA $1,510 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Anna-Maria-Hotels-The-Hideaway-Less-Than-A-Block-From-Beach.h121928977.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=2026-02-20&endDate=2026-02-21®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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CONDO) 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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VILLA) 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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APART_HOTEL) 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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=COTTAGE) 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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=HOUSE_BOAT) 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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&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-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 ![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 "Yes the room was spotless. Incredible!! Great lodging experience! Beautiful room, very comfortable bedding. Wonderful bathroom. Great location to boot. Keep up the good work and we will visit again for sure. We'll be sure to tell our friends and family as well." [](https://expedia.ca/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information) ![Anna Maria Beach Resort](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/aebd1d61_y.jpg) ### Anna Maria Beach Resort 10/10 Excellent "Beautiful beach, pool, room" [](https://expedia.ca/Holmes-Beach-Hotels-Anna-Maria-Beach-Resort.h73250924.Hotel-Information) ![Bali Hai Beachfront Resort and Spa](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/5084dcca_y.jpg) ### Bali Hai Beachfront Resort and Spa 10/10 Excellent "Very clean room. Helpful staff. " [](https://expedia.ca/Sarasota-Hotels-Bali-Hai-Beach-Resort.h36286167.Hotel-Information) ![Tortuga Inn Beach Resort](https://images.trvl-media.com/lodging/2000000/1060000/1054200/1054101/b1d10d73_y.jpg) ### Tortuga Inn Beach Resort 10/10 Excellent "Room was so clean and fresh. The entire place was clean and staff was very friendly. I’d definitely stay again!!" [](https://expedia.ca/Sarasota-Hotels-Tortuga-Inn-Beach-Resort.h1054101.Hotel-Information) ![Captain's Quarters at Anna Maria Island Inn](https://images.trvl-media.com/lodging/60000000/59790000/59789500/59789467/651a8200_y.jpg) ### Captain's Quarters at Anna Maria Island Inn 10/10 Excellent "Great location, very clean, huge shower, beautiful heated pool. We just wish it was warmer to enjoy the beach and pool, bad timing on our part. We will definitely come again." [](https://expedia.ca/Sarasota-Hotels-Captains-Quarters-By-AMI-Locals.h59789467.Hotel-Information) ![Waterline Villas & Marina, Autograph Collection](https://images.trvl-media.com/lodging/16000000/15740000/15739500/15739491/c50d8ef8_y.jpg) ### Waterline Villas & Marina, Autograph Collection 10/10 Excellent "The room was beautiful and the staff very friendly. It’s also in an excellent location to walk to the beach and local shops/places to eat" [](https://expedia.ca/Sarasota-Hotels-Waterline-Marina-Resort-Beach-Club.h15739491.Hotel-Information) ![Bridgewalk Resort](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/7186dbd7_y.jpg) ### Bridgewalk Resort 10/10 Excellent "Staff were exceptionally friendly, rooms were super clean. Updated rooms. Great location." [](https://expedia.ca/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information) ![Seabreeze at Anna Maria Island Inn](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/a71dc126_y.jpg) ### Seabreeze at Anna Maria Island Inn 10/10 Excellent "The room was clean, the beds were comfy, and the view was incredible!" [](https://expedia.ca/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.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 "Super friendly staff, check in a breeze, maid service was excellent and the whole place was outstanding " [](https://expedia.ca/Sarasota-Hotels-Silver-Surf-Gulf-Beach-Resort.h1045895.Hotel-Information) ## Find out more about Anna Maria Island ## Anna Maria Island Vacation Homes information | Number of reviews | 513 | | ----------------- | ------------------- | | Accommodation | 1468 Vacation Homes | | Lowest Price | CA $816 | | Highest Price | CA $1,510 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Farmstay in Anna Maria ](https://www.expedia.ca/Anna-Maria-Agritourism.d74028-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Anna Maria ](https://www.expedia.ca/Anna-Maria-Apart-Hotels.d74028-aaApartHotels.Travel-Guide-Accommodation) - 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