Title: Anna Maria Island Vacation Rentals from $294: 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 3 - Apr 5](https://www.expedia.com/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 two months [May 15 - May 17](https://www.expedia.com/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) In three months [Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=553248622847118534&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=553248622847118534&startDate=2026-07-10&endDate=2026-07-12&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 ![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) ![On the beach](https://images.trvl-media.com/lodging/64000000/63350000/63343100/63343037/8d1d398f.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) ![Smart TV](https://images.trvl-media.com/lodging/64000000/63350000/63343100/63343037/725f65de.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. $706 nightly $786 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Holmes-Beach-Hotels-Poolside-Unit-At-The-Coconuts-Beachside-Complex.h63343037.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) ![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) ![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) ### 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 8.8/10 Excellent (6 reviews) "Everything was great! Would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Todd $256 nightly $285 total Mar 25 - Mar 26 Total with taxes and fees [](https://www.expedia.com/Bradenton-Beach-Hotels-Cozy-1-Bedroom-Condo-With-AC-In-Bradenton-Beach.h124518433.Hotel-Information) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/2b81b23e.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) ### 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 (440 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 $332 nightly $375 total Apr 21 - Apr 22 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.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) ![Sabal Palm One Bedroom | Premium bedding, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/538b5f28.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) ### Bridgewalk Resort [](https://www.expedia.com/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information) Bridge Street 9.4/10 Exceptional (787 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 $260 nightly $294 total Apr 16 - Apr 17 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.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) ![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) ![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) ![Exterior](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/a71dc126.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 (86 reviews) "Very nice room with great beachside gulf views." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) PEGGY $385 nightly $435 total Apr 20 - Apr 21 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/54820e50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/09e81533.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/3d538ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/b18d8140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 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 8.2/10 Very Good (43 reviews) "Everything about the property was great, especially the location, which is walking distance away from restaurants and island shops." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ron H. $327 nightly $366 total Mar 26 - Mar 27 Total with taxes and fees [](https://www.expedia.com/Anna-Maria-Hotels-Well-Appointed-Beach-Condo-With-Pool-Access.h62992152.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980565/a95e1b75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980565/dcd0e58b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980565/4ef31794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980565/1cd9b0be.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-Well-Located-Condo-WShared-WasherDryer.h62980565.Hotel-Information) Anna Maria 8.0/10 Very Good (29 reviews) "Great location, will come back again. Very clean..." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) albert V. $254 nightly $283 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Anna-Maria-Hotels-Convenient-Well-Located-Condo-WShared-WasherDryer.h62980565.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) ![Deluxe King Room | Minibar, individually decorated, individually furnished](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/ac1ab701.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) ![Garden](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/facf9397.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 (380 reviews) "Room clean - great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth $303 nightly $342 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/101000000/100890000/100886800/100886783/816a13f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100890000/100886800/100886783/bf3a7420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100890000/100886800/100886783/2c70e471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100890000/100886800/100886783/574e804a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury 7BR|Gulf & Bay Views +1 min Walk to Beach [](https://www.expedia.com/Bradenton-Beach-Hotels-Short-Stays-Available-View-From-The-Top.h100886783.Hotel-Information) Bradenton Beach 10/10 Exceptional (12 reviews) "Good location ,gorgeous house." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sabah N. $2,112 nightly $2,305 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Bradenton-Beach-Hotels-Short-Stays-Available-View-From-The-Top.h100886783.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) ![Interior](https://images.trvl-media.com/lodging/84000000/83400000/83391600/83391543/50da3fe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83400000/83391600/83391543/57ef73f7.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) ### 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. $557 nightly $620 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Holmes-Beach-Hotels-Mello-On-The-Beach-Shore-Enuff.h83391543.Hotel-Information) ![Beach nearby, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/e8c660d2.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) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/23e5431b.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) ### 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) ![Dining](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/65c20287.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 (40 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 $627 nightly $700 total Apr 19 - Apr 20 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) ![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) ![Interior](https://images.trvl-media.com/lodging/79000000/78220000/78211400/78211391/de60145e.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) ### 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) "We really enjoyed our brief stay here. Very clean. Great location. Very helpful staff/owner. Great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Drew N. $576 nightly $642 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Anna-Maria-Hotels-Beach-Dont-Kill-My-Vibe-By-Beach-Boutique-Rentals.h78211391.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. $606 nightly $676 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) ![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/052fa09b.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) ![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/121000000/120120000/120114200/120114144/8e2ea5a1.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 [](https://www.expedia.com/Holmes-Beach-Hotels-Alamanda-Villas.h120114144.Hotel-Information) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/d13cc66c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/3651a6cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, offices](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/ef694e8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/6ba32c6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill [](https://www.expedia.com/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109a-Old-Florida-Beach-Cottage.h70579352.Hotel-Information) Anna Maria 9.6/10 Exceptional (22 reviews) "Mom and I just stayed for one night and had a lovely trip. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brittany B. $584 nightly $651 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109a-Old-Florida-Beach-Cottage.h70579352.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980554/a97f0fce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980554/b431caa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980554/8c637972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980554/1839194a.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-Friendly-Condo-W-Shared-Pool-In-Great-Location-W-WasherDryer.h62980554.Hotel-Information) Anna Maria 8.8/10 Excellent (41 reviews) "Everything was clean, quiet, beautiful, definitely we will come back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Percy O. $319 nightly $356 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Anna-Maria-Hotels-Friendly-Condo-W-Shared-Pool-In-Great-Location-W-WasherDryer.h62980554.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) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/04e8465a.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) ### 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 (44 reviews) "Location was perfect" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael S. $509 nightly $568 total Apr 14 - Apr 15 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/84000000/83400000/83391600/83391541/41718248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/84000000/83400000/83391600/83391541/b9ca2ca1.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. $555 nightly $618 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) ![Beach](https://images.trvl-media.com/lodging/63000000/63000000/62999900/62999855/736d7dc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/63000000/63000000/62999900/62999855/dce4b057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/63000000/63000000/62999900/62999855/5dcb6f39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/63000000/63000000/62999900/62999855/b30e1a81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freshly Remodeled Island Suite w/ Pool & Pet Friendly [](https://www.expedia.com/Anna-Maria-Hotels-Convenient-Well-Equipped-Condo-WShared-Pool.h62999855.Hotel-Information) Anna Maria 8.4/10 Very Good (36 reviews) "Great communication, space was exactly as described and was clean/ready for us! Thank you!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Larry R. $295 nightly $329 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Anna-Maria-Hotels-Convenient-Well-Equipped-Condo-WShared-Pool.h62999855.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=2026-04-04&endDate=2026-04-05®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=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&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=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=CONDO) 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=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=COTTAGE) 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=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=VILLA) 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=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&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=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=APARTMENT) 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=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=CABIN) 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=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=HOUSE_BOAT) 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=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&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 ![Anna Maria Beach Resort](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/1ab72d21_y.jpg) ### Anna Maria Beach Resort 8/10 Good "Hats off to the staff who were very kind, attentive and welcoming. Very attentive to ours and everyone's needs/requests....biggest complaint has nothing to do with staff or really much of anyone's fault, but the location waa a bit isolated from stores, shopping, restaurants, etc - basically nothing within walking distance. However, the trade off is a beautiful beach location and well maintained establishment. As long as you have a golf cart for your trip, that changes everything, as you can get to most anything you might need, within a 5 minute trip. But overall, we enjoyed our stay at the Anna Maria Beach Resort. Great pool and hot tub, we also reserved their cabanas for a couple days, and those were very nice/enjoyable. I would certainly consider staying here again in the future. " [](https://expedia.com/Holmes-Beach-Hotels-Anna-Maria-Beach-Resort.h73250924.Hotel-Information) ![Bali Hai Beachfront Resort and Spa](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/03108394_y.jpg) ### Bali Hai Beachfront Resort and Spa 6/10 Okay "It was just ok at best. The beach is not private. For the expense, it was not worth it. The staff was very nice. It seemed advertised as something it is not. The truth is on and near Anna Maria island there is endless beach access points which is fine. However that isn’t what they advertised. Many mornings I would pull up a beach chair to look at the ocean and relax only to have a large family pop up a tent and 20 beach chairs and play their music right in front of me. That’s the vibe. Also it’s tough to walk the beach because people pull their chairs, sand toys, fishing poles, umbrellas,ect, ect right to the shoreline so no one can obstruct their view." [](https://expedia.com/Sarasota-Hotels-Bali-Hai-Beach-Resort.h36286167.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 10/10 Excellent "Private heated pool at The Retreat is perfect for a relaxing swim" [](https://expedia.com/Bradenton-Beach-Hotels-The-Retreat-At-Anna-Maria-Island-Inn.h83500895.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 "Close to beach. " [](https://expedia.com/Sarasota-Hotels-Tortuga-Inn-Beach-Resort.h1054101.Hotel-Information) ![Bridgewalk Resort](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/438d3231_y.jpg) ### Bridgewalk Resort 10/10 Excellent "Phenomenal location with awesome guest services. Our place was clean and had everything needed from beach towels, chairs and umbrella. We loved it and booked again for the fall. " [](https://expedia.com/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information) ![Haley's at The Anna Maria Island Inn](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/5701c57f_y.jpg) ### Haley's at The Anna Maria Island Inn 8/10 Good "Clean room. Convenient. Room was very small" [](https://expedia.com/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.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 "Room clean - great location" [](https://expedia.com/Sarasota-Hotels-Pelican-Post.h67676083.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 "Great location and everything very close by. The beach was a 5 min walk, the onsite pool was great and there are lots of options for charter boats right outside the front door! " [](https://expedia.com/Sarasota-Hotels-Waterline-Marina-Resort-Beach-Club.h15739491.Hotel-Information) ![Captain's Quarters at Anna Maria Island Inn](https://images.trvl-media.com/lodging/60000000/59790000/59789500/59789467/5f1d6b2b_y.jpg) ### Captain's Quarters at Anna Maria Island Inn 4/10 Poor "We had our kids sleeping in the pullout couch in the sitting area and the door had frosted glass. There was an outside light shining so brightly into the room it looked like daytime all night and our kids barely slept. It was miserable" [](https://expedia.com/Sarasota-Hotels-Captains-Quarters-By-AMI-Locals.h59789467.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 $294 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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