Title: Anna Maria Island Vacation Rentals from $286: Search Short-Term Rentals | Expedia.com [Anna Maria Island Travel Guide](https://expedia.com/Anna-Maria-Island.dx553248622847118534)[Hotels in Anna Maria Island](https://expedia.com/Anna-Maria-Island-Hotels.d553248622847118534.Travel-Guide-Hotels)[Flights to Anna Maria Island](https://expedia.com/Cheap-Flights-To-Anna-Maria-Island.d553248622847118534.Travel-Guide-Flights)[Things to do in Anna Maria Island](https://expedia.com/Things-To-Do-In-Anna-Maria-Island.d553248622847118534.Travel-Guide-Activities)[Car Rentals in Anna Maria Island](https://expedia.com/Car-Rentals-In-Anna-Maria-Island.d553248622847118534.Car-Rental-Guide)[Anna Maria Island Vacation Packages](https://expedia.com/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_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=553248622847118534&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=553248622847118534&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=553248622847118534&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 31 - Aug 2](https://www.expedia.com/Hotel-Search?regionId=553248622847118534&startDate=2026-07-31&endDate=2026-08-02&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 rentals ![Beach nearby, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/5701c57f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Room | Garden view](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/222a0692.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 Bedroom King Suite | Premium bedding, pillowtop beds, free minibar items](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/e544b582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/53c59f19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Haley's at The Anna Maria Island Inn [](https://www.expedia.com/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information) Holmes Beach 8.6/10 Excellent (442 reviews) "Incredible location, great room! Loved everything! Would def come back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laís Fernanda $304 nightly $343 total May 5 - May 6 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information) ![Premium bedding, pillowtop beds, minibar, free cribs/infant beds](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/bdd0449e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/a71dc126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury King Suite | Bathroom | Shower, free toiletries, towels](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/d1ed3392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, minibar, free cribs/infant beds](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/32e3bf8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seabreeze at Anna Maria Island Inn [](https://www.expedia.com/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information) Bradenton Beach 9.0/10 Wonderful (90 reviews) "The view was beautiful! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer $373 nightly $421 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/125000000/124520000/124518500/124518433/954e05d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124520000/124518500/124518433/5191bb76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/125000000/124520000/124518500/124518433/95cfa757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/125000000/124520000/124518500/124518433/c03c0e9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 1-bedroom condo with AC in Bradenton Beach [](https://www.expedia.com/Bradenton-Beach-Hotels-Cozy-1-Bedroom-Condo-With-AC-In-Bradenton-Beach.h124518433.Hotel-Information) Bradenton Beach 9.2/10 Wonderful (10 reviews) "Everything was great! Would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Todd $299 nightly $333 total Apr 16 - Apr 17 Total with taxes and fees [](https://www.expedia.com/Bradenton-Beach-Hotels-Cozy-1-Bedroom-Condo-With-AC-In-Bradenton-Beach.h124518433.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/052fa09b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/2a87e8d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, white sand](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/0d4c4896.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/459a56f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Alamanda Villas [](https://www.expedia.com/Holmes-Beach-Hotels-Alamanda-Villas.h120114144.Hotel-Information) Holmes Beach 9.0/10 Wonderful (8 reviews) "Very clean and the perfect location! Close to the beach, restaurants, and the grocery! We loved the heated pool in February. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert $469 nightly $508 total May 4 - May 5 Total with taxes and fees [](https://www.expedia.com/Holmes-Beach-Hotels-Alamanda-Villas.h120114144.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63350000/63343100/63343037/17de2747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/64000000/63350000/63343100/63343037/725f65de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63350000/63343100/63343037/dec79828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63350000/63343100/63343037/969e98d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Condo with Pool Near Holmes Beach! [](https://www.expedia.com/Holmes-Beach-Hotels-Poolside-Unit-At-The-Coconuts-Beachside-Complex.h63343037.Hotel-Information) Holmes Beach 9.0/10 Wonderful (39 reviews) "Everything was as expected and the location is great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas T. $698 nightly $778 total Apr 24 - Apr 25 Total with taxes and fees [](https://www.expedia.com/Holmes-Beach-Hotels-Poolside-Unit-At-The-Coconuts-Beachside-Complex.h63343037.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/4174e2ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/facf9397.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe King Room | Living area | 55-inch Smart TV with digital channels, TV](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/8aab0088.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Island Room | Minibar, individually decorated, individually furnished](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/641604d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pelican Post at Anna Maria Island Inn [](https://www.expedia.com/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information) Bradenton Beach 9.2/10 Wonderful (388 reviews) "Love this place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leeanne $302 nightly $341 total May 5 - May 6 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/0bb008eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/4936afb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/23712015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/fd760a5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Updated bayside condo with heated pool - across the street from the beach [](https://www.expedia.com/Anna-Maria-Hotels-Updated-Bayside-Condo-With-Heated-Pool-Across-The-Street-From-The-Beach.h32736045.Hotel-Information) Anna Maria 9.2/10 Wonderful (102 reviews) "What a great place! Trolly pickup was two blocks away Walking distance to shops, restaurants and the beach. Can’t wait to visit again soon " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rhonda k. $262 nightly $293 total Apr 29 - Apr 30 Total with taxes and fees [](https://www.expedia.com/Anna-Maria-Hotels-Updated-Bayside-Condo-With-Heated-Pool-Across-The-Street-From-The-Beach.h32736045.Hotel-Information) ![Beach nearby, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/def997fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/8d74afd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Condo, Garden View | Pillowtop beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/129b6c58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Condo, Garden View | Private kitchen | Fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/59d10900.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palm Tree Villas [](https://www.expedia.com/Sarasota-Hotels-Palm-Tree-Villas.h5411119.Hotel-Information) Holmes Beach 9.2/10 Wonderful (173 reviews) "We had a great stay! The property was located within a short walk to the beach. We will be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveler $636 nightly $699 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Palm-Tree-Villas.h5411119.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/716bb273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/0d3bae69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/9c7447b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/94307be0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Bungalow with Pool and Bay Views! [](https://www.expedia.com/Anna-Maria-Hotels-Beautiful-Bungalow-With-Pool-And-Bay-Views-Barefoot-By-The-Bay-At-Bayside-Bun.h40281514.Hotel-Information) Anna Maria 9.6/10 Exceptional (41 reviews) "Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michel $582 nightly $650 total May 5 - May 6 Total with taxes and fees [](https://www.expedia.com/Anna-Maria-Hotels-Beautiful-Bungalow-With-Pool-And-Bay-Views-Barefoot-By-The-Bay-At-Bayside-Bun.h40281514.Hotel-Information) ![2 restaurants, lunch, dinner served; seafood](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/438d3231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sabal Palm One Bedroom | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/ae082181.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Royal Palm Two Bedroom Townhome | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/3ba3b136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Royal Palm Two Bedroom Townhome | Premium bedding, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/c1732e7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bridgewalk Resort [](https://www.expedia.com/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information) Bridge Street 9.4/10 Exceptional (788 reviews) "So nice to walk to restaurants and shops. Very walkable. Clean. Updated and relaxing atmosphere. Parking was really convenient and accessible. Would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah $263 nightly $297 total Apr 16 - Apr 17 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/63000000/62990000/62980700/62980630/bc837381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/63000000/62990000/62980700/62980630/c29f14b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/63000000/62990000/62980700/62980630/0215f6a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/63000000/62990000/62980700/62980630/47c8dd34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freshly Remodeled Island Suite w/ Pool & Pet Friendly [](https://www.expedia.com/Sarasota-Hotels-Well-Furnished-Beach-Condo-Wshared-Swimming-Pool.h62980630.Hotel-Information) Anna Maria 8.2/10 Very Good (47 reviews) "Great vacation spot location is perfect. Walk to every thing . I will be back next year " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim S. $292 nightly $326 total Apr 26 - Apr 27 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Well-Furnished-Beach-Condo-Wshared-Swimming-Pool.h62980630.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/54820e50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/b18d8140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/09e81533.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/59f71aef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freshly Remodeled Island Suite w/ Pool & Pet Friendly [](https://www.expedia.com/Anna-Maria-Hotels-Well-Appointed-Beach-Condo-With-Pool-Access.h62992152.Hotel-Information) Anna Maria 8.4/10 Very Good (44 reviews) "Everything about the property was great, especially the location, which is walking distance away from restaurants and island shops." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ron H. $290 nightly $324 total Apr 29 - Apr 30 Total with taxes and fees [](https://www.expedia.com/Anna-Maria-Hotels-Well-Appointed-Beach-Condo-With-Pool-Access.h62992152.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/cc175788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/50f9a3da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/b018f64f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/49159291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand! [](https://www.expedia.com/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110b-Updated-Studio-Beach-Cottage.h70579361.Hotel-Information) Anna Maria 9.8/10 Exceptional (47 reviews) "Location was perfect" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael S. $455 nightly $507 total May 6 - May 7 Total with taxes and fees [](https://www.expedia.com/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110b-Updated-Studio-Beach-Cottage.h70579361.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/84000000/83400000/83391600/83391543/e5386341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/84000000/83400000/83391600/83391543/b41801cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/84000000/83400000/83391600/83391543/55f79faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83400000/83391600/83391543/50da3fe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mello on the Beach - Shore Enuff [](https://www.expedia.com/Holmes-Beach-Hotels-Mello-On-The-Beach-Shore-Enuff.h83391543.Hotel-Information) Holmes Beach 10/10 Exceptional (22 reviews) "Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: a nice, laid-back stayproperty was very well cared for" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ellan B. $492 nightly $548 total May 6 - May 7 Total with taxes and fees [](https://www.expedia.com/Holmes-Beach-Hotels-Mello-On-The-Beach-Shore-Enuff.h83391543.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/84000000/83400000/83391600/83391541/41718248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/84000000/83400000/83391600/83391541/b0b93530.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83400000/83391600/83391541/cfad90d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83400000/83391600/83391541/3b06243b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mello on the Beach - Sea Duced [](https://www.expedia.com/Holmes-Beach-Hotels-Mello-On-The-Beach-Sea-Duced.h83391541.Hotel-Information) Holmes Beach 9.6/10 Exceptional (24 reviews) "Rating Details: The property manager was very helpful. The vacation rental was very clean. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a wonderful time staying at Mello for Fathers Day weekend with our two toddlers. We will definitely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) kelly g. $532 nightly $592 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Holmes-Beach-Hotels-Mello-On-The-Beach-Sea-Duced.h83391541.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74060000/74052800/74052706/bb1f0af8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74060000/74052800/74052706/925e60c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74060000/74052800/74052706/da68f983.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74060000/74052800/74052706/a04e16fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### One Bedroom Condo at Beachfront Resort! [](https://www.expedia.com/Holmes-Beach-Hotels-1-Bedroom-Condo-At-Beachfront-Resort.h74052706.Hotel-Information) Holmes Beach 9.2/10 Wonderful (22 reviews) "Great beach access. Quiet area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Travis S. $592 nightly $662 total Apr 15 - Apr 16 Total with taxes and fees [](https://www.expedia.com/Holmes-Beach-Hotels-1-Bedroom-Condo-At-Beachfront-Resort.h74052706.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/63000000/62990000/62982000/62981960/627f1c1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/63000000/62990000/62982000/62981960/a0744740.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free internet, bed sheets](https://images.trvl-media.com/lodging/63000000/62990000/62982000/62981960/45433fd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/63000000/62990000/62982000/62981960/e60c0a47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freshly Remodeled Island Suite w/ Pool & Pet Friendly [](https://www.expedia.com/Anna-Maria-Hotels-Convenient-Condo-Near-The-Beach-WShared-Pool.h62981960.Hotel-Information) Anna Maria 9.2/10 Wonderful (62 reviews) "We appreciated that the property was pet friendly and such a cozy place for our party of four. Property was clean and a pleasant stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cindy $321 nightly $358 total Apr 20 - Apr 21 Total with taxes and fees [](https://www.expedia.com/Anna-Maria-Hotels-Convenient-Condo-Near-The-Beach-WShared-Pool.h62981960.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78220000/78211400/78211391/83800e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, streaming services](https://images.trvl-media.com/lodging/79000000/78220000/78211400/78211391/0c52d5b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/79000000/78220000/78211400/78211391/w1024h765x0y3-1b46321c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78220000/78211400/78211391/750872ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Don't Kill My Vibe by Beach Boutique Rentals [](https://www.expedia.com/Anna-Maria-Hotels-Beach-Dont-Kill-My-Vibe-By-Beach-Boutique-Rentals.h78211391.Hotel-Information) Anna Maria 10/10 Exceptional (17 reviews) "Location was absolutely perfect. Place was clean. The amenities were just enough for our short stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David W. $499 nightly $557 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Anna-Maria-Hotels-Beach-Dont-Kill-My-Vibe-By-Beach-Boutique-Rentals.h78211391.Hotel-Information) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579363/85dc8704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579363/7ecf21b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, offices](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579363/w2995h1993x3y0-46d287a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579363/6a1e2aa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear! [](https://www.expedia.com/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110G-Updated-Beach-Cottage.h70579363.Hotel-Information) Anna Maria 9.4/10 Exceptional (27 reviews) "We had such an amazing stay. The place was beautiful and clean, staff was so friendly, and the most amazing location. Steps from the beach! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cara E. $525 nightly $586 total May 5 - May 6 Total with taxes and fees [](https://www.expedia.com/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110G-Updated-Beach-Cottage.h70579363.Hotel-Information) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/f4e43d59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/0c26865c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/b88de622.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/7b6ada29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand! [](https://www.expedia.com/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109G-Old-Florida-Beach-Cottage.h70579354.Hotel-Information) Anna Maria 9.6/10 Exceptional (44 reviews) "very nice, clean, comfortable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew $468 nightly $523 total May 3 - May 4 Total with taxes and fees [](https://www.expedia.com/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109G-Old-Florida-Beach-Cottage.h70579354.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.com/Hotel-Search?startDate=2026-04-22&endDate=2026-04-23®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.com/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&lodging=VACATION_HOME) Condos [](https://www.expedia.com/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&lodging=CONDO) Villas [](https://www.expedia.com/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&lodging=VILLA) Cottages [](https://www.expedia.com/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&lodging=COTTAGE) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&lodging=APART_HOTEL) Apartments [](https://www.expedia.com/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&lodging=APARTMENT) Houseboats [](https://www.expedia.com/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&lodging=HOUSE_BOAT) Cabins [](https://www.expedia.com/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&lodging=CABIN) Residences [](https://www.expedia.com/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FAnna-Maria-Island-Vacation-Rentals.d553248622847118534.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAnna-Maria-Island-Vacation-Rentals.d553248622847118534.Travel-Guide-VacationRentals) ## Top Anna Maria Island Hotel Reviews ![Silver Surf Gulf Beach Resort](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045895/52b03ebe_y.jpg) ### Silver Surf Gulf Beach Resort 8/10 Good "Clean room, excellent staff, perfect for beach which is straight across the road. Rooms are small especially if you are travelling with kids but are perfectly ok for couples. Breakfast is a limited buffet but a nice option to grab and go. Would recommend on the whole" [](https://expedia.com/Sarasota-Hotels-Silver-Surf-Gulf-Beach-Resort.h1045895.Hotel-Information) ![Tortuga Inn Beach Resort](https://images.trvl-media.com/lodging/2000000/1060000/1054200/1054101/b1d10d73_y.jpg) ### Tortuga Inn Beach Resort 8/10 Good "We reserved 268 and it was great. Way bigger than needed for 2 adults and 1 teen boy. My only suggestion is having laundry soap there would have been nice. Also, the coffee brand is extremely weak. I drink black and my husband drinks it with cream and sugar. Bed was super comfortable and my son liked the pull out sofa. The cushions could use a steam clean. Overall with close access to the beach and back pier for fishing great location. Try Salt for dinner 5 minute drive delicious. " [](https://expedia.com/Sarasota-Hotels-Tortuga-Inn-Beach-Resort.h1054101.Hotel-Information) ![Bali Hai Beachfront Resort and Spa](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/03108394_y.jpg) ### Bali Hai Beachfront Resort and Spa 4/10 Poor "The first floor, under our room #13 was under renovation. Lots of noise including on Saturday April 4\. The hallway in front of our room was very dirty; it had stains from food spills that could have been easily cleaned. The bathroom and kitchen in our suite were old, from the 80's or 70's. Very disappointing experience for almost $1,000 / night. " [](https://expedia.com/Sarasota-Hotels-Bali-Hai-Beach-Resort.h36286167.Hotel-Information) ![Tradewinds Beach Resort](https://images.trvl-media.com/lodging/2000000/1150000/1146400/1146353/4645be15_y.jpg) ### Tradewinds Beach Resort 10/10 Excellent "The unit was better than listed photos showed, beautiful beachey decor . check in process was quick and easy, front desk was extremely polite .Great location across the street from beach. The only slight issue was the pillows which were hard . Would definitely stay again ." [](https://expedia.com/Sarasota-Hotels-Tradewinds-Beach-Resort.h1146353.Hotel-Information) ![Seaside at Anna Maria Island Inn](https://images.trvl-media.com/lodging/36000000/35620000/35615900/35615805/4142ed75_y.jpg) ### Seaside at Anna Maria Island Inn 10/10 Excellent "The staff was so kind! Clean and comfy beds! Slept the best ever. Great views of the sunset. Umbrellas and. Lounge chairs available and we just open doors to face the ocean. Loved it!" [](https://expedia.com/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 "Excellent location for proximity to beach and restaurants...all within walking distance. Pool and hot tub were great. No ice available onsite ." [](https://expedia.com/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information) ![The Retreat at Anna Maria Island Inn](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/e4cee807_y.jpg) ### The Retreat at Anna Maria Island Inn 4/10 Poor "Room was clean and nice. No issues with the room. The problem was the retreat isn’t what was pictured and the pool was 2 blocks away. Need better pictures of the actual building you’re staying in. " [](https://expedia.com/Bradenton-Beach-Hotels-The-Retreat-At-Anna-Maria-Island-Inn.h83500895.Hotel-Information) ![Driftwood at Anna Maria Island Inn](https://images.trvl-media.com/lodging/95000000/95000000/94993900/94993833/0a78afbb_y.jpg) ### Driftwood at Anna Maria Island Inn 6/10 Okay "Rooms are clean and updated. They are not dark at night though if you like a dark room. Walls are paper thin so you can hear everything. Overall the stay was just fine. " [](https://expedia.com/Holmes-Beach-Hotels-Driftwood-At-Anna-Maria-Island-Inn.h94993833.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 "Loved our stay at the Cottages, intentional and attentive staff, quiet and semi secluded units on a busy island. Rooms were clean, fit the descriptions accurately and had everything we needed. The beach itself makes this the hidden gem. Walking up and down the rest of the beach we began to realize just how special our beach area was. Other beaches were crowded and small, but not Cedar Cove! One other note, our refrigerator was making a grinding noise, we notified management and within an hour they told us they would have a new one delivered and installed. Wow! Thanks and we will be back. " [](https://expedia.com/Sarasota-Hotels-Cedar-Cove-Resort-And-Cottages.h8099611.Hotel-Information) ## Find out more about Anna Maria Island **Everything you need to know about Anna Maria Island vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Anna Maria Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on. There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Anna Maria Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Anna Maria Island vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Anna Maria Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Anna Maria Island in high season. Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $286 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals! **How to find incredible deals on Anna Maria Island rentals** At Expedia, we put the best Anna Maria Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. To find some top Anna Maria Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Anna Maria Island vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Anna Maria Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. ## Explore a world of travel with Expedia - Trending destinations on Expedia.com - All accommodation types in Anna Maria Island ### Trending destinations on Expedia.com - [Destin Vacation Rentals ](https://www.expedia.com/Destin-Vacation-Rentals.d6906.Travel-Guide-VacationRentals) - [Panama City Vacation Rentals ](https://www.expedia.com/Panama-City-Beach-Vacation-Rentals.d8021.Travel-Guide-VacationRentals) - [Hilton Head Vacation Rentals ](https://www.expedia.com/Hilton-Head-Island-Vacation-Rentals.d601684.Travel-Guide-VacationRentals) - [Gulf Shores Vacation Rentals ](https://www.expedia.com/Gulf-Shores-Vacation-Rentals.d603078.Travel-Guide-VacationRentals) - [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals) - [Gatlinburg Vacation Rentals ](https://www.expedia.com/Gatlinburg-Vacation-Rentals.d7474.Travel-Guide-VacationRentals) - 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