Title: Holiday Rentals Anna Maria Island from £186: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Anna Maria Island Travel Guide](https://expedia.co.uk/Anna-Maria-Island.dx553248622847118534)[Hotels in Anna Maria Island](https://expedia.co.uk/Anna-Maria-Island-Hotels.d553248622847118534.Travel-Guide-Hotels)[Flights to Anna Maria Island](https://expedia.co.uk/Cheap-Flights-To-Anna-Maria-Island.d553248622847118534.Travel-Guide-Flights)[Things to do in Anna Maria Island](https://expedia.co.uk/Things-To-Do-In-Anna-Maria-Island.d553248622847118534.Travel-Guide-Activities)[Anna Maria Island Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Anna-Maria-Island.d553248622847118534.Car-Hire-Guide)[Anna Maria Island Holidays](https://expedia.co.uk/Anna-Maria-Island.d553248622847118534.Holidays-City-Breaks) ![](https://mediaim.expedia.com/destination/1/6e0a40c600747ff11aa2868df9ff0b93.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Holiday Rentals in Anna Maria Island - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 [28 Nov - 30 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [9 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [6 Feb - 8 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [6 Mar - 8 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday Rentals in Anna Maria Island ![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/ce1b2724.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/68000000/67680000/67676100/67676083/12fee06e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch Smart TV with digital channels, TV](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/2d6f0d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pelican Post at Anna Maria Island Inn Bradenton Beach 9.2/10 Wonderful (316) "Great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael £209 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information) ![Beach nearby, white sand, sun-loungers, beach towels](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/fc900ac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 Bedroom Queen Suite | 1 bedroom, premium bedding, pillow-top beds, individually decorated](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/1dc05c51.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) ![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/efe82ada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Haley's at The Anna Maria Island Inn Holmes Beach 8.6/10 Excellent (389) "Shampoos conditioners and lotions, beach towels, cleanliness freshness, thank you it was a good day" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen [](https://www.expedia.co.uk/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/7186dbd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 2 Bedrooms (Royal Palm) | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/a73a11ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 2 Bedrooms (Royal Palm) | 1 bedroom, premium bedding, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/2c5ac217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 2 Bedrooms (Royal Palm) | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/94684d97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bridgewalk Resort Bridge Street 9.4/10 Exceptional (759) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sufyan £244 includes taxes & fees 7 Dec - 8 Dec [](https://www.expedia.co.uk/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/a71dc126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillow-top beds, free WiFi](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/32e3bf8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillow-top beds, free WiFi](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/17000000/16010000/16001900/16001812/74884b5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seabreeze at Anna Maria Island Inn Bradenton Beach 9.0/10 Wonderful (51) "This property was clean and the staff was professional. Right from the back door to the beach in ten steps. View and the sunsets were magnificent. I would go back there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Larry £258 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93350000/93343300/93343285/e9cacf0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93350000/93343300/93343285/76eda8ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93350000/93343300/93343285/2c2f8b79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/94000000/93350000/93343300/93343285/f226aa16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayfront Home with Amazing Water Views! Private pool! – Breakaway Anna Maria 9.4/10 Exceptional (43) "Great location, great people, awsome hosts, very prompt and caring. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alban K. [](https://www.expedia.co.uk/Anna-Maria-Hotels-Bayfront-Home-With-Amazing-Water-Views-Private-Pool-Close-To-Rod-Reel-Pier.h93343285.Hotel-Information) ![Private beach nearby, sun-loungers, beach towels](https://images.trvl-media.com/lodging/2000000/1150000/1146400/1146353/6dd9a7bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1150000/1146400/1146353/5e4ca6e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1150000/1146400/1146353/7eae547b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/2000000/1150000/1146400/1146353/9d2e5693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tradewinds Beach Resort Bradenton Beach 9.2/10 Wonderful (383) "It was very quiet and beautiful place to vacation." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David [](https://www.expedia.co.uk/Sarasota-Hotels-Tradewinds-Beach-Resort.h1146353.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/115000000/114280000/114278600/114278550/9568c1b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114280000/114278600/114278550/50e7ee56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114280000/114278600/114278550/c68bb6b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114280000/114278600/114278550/a5796544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Pool & Hot Tub - House close to Beach & Bridge Street Bradenton Beach 10/10 Exceptional (3) "Wonderful property that is comfortably close to beach. Everything at the property was what we needed and the downstairs area was super nice. This really is a hidden gem next to cortez beach. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angel B. [](https://www.expedia.co.uk/Bradenton-Beach-Hotels-Private-Pool-Hot-Tub-House-Close-To-Beach-And-Bridge-Street.h114278550.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57360000/57357000/57356969/d40e4d7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57360000/57357000/57356969/8f2f41d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/58000000/57360000/57357000/57356969/67b05020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57360000/57357000/57356969/ab0ce13d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Sunsets - studio Bradenton Beach 9.0/10 Wonderful (227) "Condo was very clean but small. A few issues but nothing major. Worth the price. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) CHRISTY £186 includes taxes & fees 16 Nov - 17 Nov [](https://www.expedia.co.uk/Sarasota-Hotels-Anna-Maria-Sunsets-Studio.h57356969.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/108000000/107340000/107339600/107339516/w2128h1597x356y0-848f5085.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107340000/107339600/107339516/e78a45a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107340000/107339600/107339516/9763f675.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107340000/107339600/107339516/aa3e112d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar Anna Maria 9.6/10 Exceptional (16) "Wonderful visit, an excellent venue for a family. Fantastic pool area, with sunshine all day. Enjoyable gulf views.Clean and inviting home." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jon M. [](https://www.expedia.co.uk/Anna-Maria-Hotels-New-Luxury-Waterfront-Views-WPrivate-Heated-PoolSpa-Cabana-Bar-Sleeps-16.h107339516.Hotel-Information) ![Sun-loungers](https://images.trvl-media.com/lodging/102000000/101220000/101211900/101211865/274f3f75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101220000/101211900/101211865/42871b83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101220000/101211900/101211865/2b4a3305.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101220000/101211900/101211865/08f9d849.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Love Shack on the Water Most desirable location on AMI Anna Maria 10/10 Exceptional (40) "Great spot for our last minute vacation! Beautiful views and short walk to anything up Pine Avenue and to the beaches. The place is as nice as pictured. Would definitely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura H. [](https://www.expedia.co.uk/Anna-Maria-Hotels-Love-Shack-On-The-Water-Most-Desirable-Location-On-AMI.h101211865.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/33000000/32080000/32073900/32073855/w1690h1597x558y0-de1a7053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/33000000/32080000/32073900/32073855/w962h1080x506y0-c203d4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32080000/32073900/32073855/w2836h1597x4y0-cb1f8fe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/33000000/32080000/32073900/32073855/20fdbc48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes Anna Maria 9.8/10 Exceptional (122) "We had so much fun at our stay at AMI. There were so many beautiful beach's (not crowded) and delicious restaurants. A great place to relax and watch sunrise and sunset." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fran M. [](https://www.expedia.co.uk/Anna-Maria-Hotels-Bay-Canal-Waterfront-Tiki-Bar-5BR.h32073855.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/102000000/101590000/101589000/101588984/20a963cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101590000/101589000/101588984/49f77177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101590000/101589000/101588984/23a2a527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101590000/101589000/101588984/e0d7fa33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayfront Escape with Stunning Water Views and Steps to Bean Point Anna Maria 9.4/10 Exceptional (12) "Very nice property with a great view great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gerry C. [](https://www.expedia.co.uk/Anna-Maria-Hotels-Luxury-Bayfront-Home-Stunning-Views-Throughout-Easy-Walk-To-Nearby-Attractions.h101588984.Hotel-Information) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/22000000/21320000/21319200/21319124/263a06bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21320000/21319200/21319124/b35acf1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/22000000/21320000/21319200/21319124/38929a27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21320000/21319200/21319124/7a669048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bean Point Bungalow! Pet Friendly Home with Pool and Walk to Beach Anna Maria 9.8/10 Exceptional (70) "Perfect home for a family getaway " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael M. £390 includes taxes & fees 18 Nov - 19 Nov [](https://www.expedia.co.uk/Anna-Maria-Hotels-Adorable-Beach-Cottage-Just-Steps-Bean-Point-Beach.h21319124.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) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/23e5431b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/33da3e6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/4caa2fcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palm Tree Villas Holmes Beach 9.2/10 Wonderful (172) "Liked everything about the property! Great location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jane £253 includes taxes & fees 14 Nov - 15 Nov [](https://www.expedia.co.uk/Sarasota-Hotels-Palm-Tree-Villas.h5411119.Hotel-Information) ![Microwave, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598339/w1277h849x3y3-a3c2a21c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598339/w1280h883x0y4-eee96a66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598339/w1277h849x0y3-19829802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598339/w1274h849x3y3-91d44045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Steps from Beach and Local Hotspots! Stay at Sunny Side Down! Bradenton Beach 9.8/10 Exceptional (11) "This beach house was everything we hoped for and more! The space was clean and felt like a true home away from home. The kitchen was well-stocked, the beds were comfortable, and the bathrooms are spacious. The location couldn’t have been better—a very short walk to the beach. The hosts were incredibly kind and responsive, making the entire stay seamless from start to finish. We made so many great memories here and can’t wait to come back. Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexis A. [](https://www.expedia.co.uk/Bradenton-Beach-Hotels-Steps-From-Beach-Trolley-To-Local-Hotspots-Stay-At-Sunny-Side-Down.h108598339.Hotel-Information) ![On the beach, sun-loungers, beach towels](https://images.trvl-media.com/lodging/78000000/77150000/77145900/77145829/w1799h1200x1y1-e1f771a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/78000000/77150000/77145900/77145829/7f5553a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/78000000/77150000/77145900/77145829/297191e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/78000000/77150000/77145900/77145829/8cf7663e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ~ BEACHFRONT ~ YES, THAT'S YOUR VIEW! ~ FALL/WINTER SPECIALS ~ Bradenton Beach 10/10 Exceptional (99) "Updated and clean place to stay. Located right on the beach." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amandalee M. [](https://www.expedia.co.uk/Bradenton-Beach-Hotels-SPECIAL-RATES-BEACHFRONT-Condo-Updated-PoolSpa-Area.h77145829.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/72000000/71730000/71728700/71728669/w2047h1364x1y1-d16e7f99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/72000000/71730000/71728700/71728669/092080b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/72000000/71730000/71728700/71728669/w2047h1364x1y1-bc3b1b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, ping pong, books, offices](https://images.trvl-media.com/lodging/72000000/71730000/71728700/71728669/w2047h1364x1y1-7e9cc98a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachfront - 2 Masters with Beachfront Views! Pool - Games! Anna Maria Island 10/10 Exceptional (30) "We can't say enough good things about this house and the owners! The location, amenities, cleanliness, and communication were all A.We will definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chad S. [](https://www.expedia.co.uk/Anna-Maria-Hotels-Beachfront-New.h71728669.Hotel-Information) ![Sun-loungers, beach towels](https://images.trvl-media.com/lodging/121000000/120060000/120054300/120054280/93659e01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/121000000/120060000/120054300/120054280/w1289h845x1y0-57646a74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120060000/120054300/120054280/w1289h851x1y0-eb45ba84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120060000/120054300/120054280/w1289h842x1y0-6ab7d2d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Thanksgiving Availability! Amazing 6 bed house on Anna Maria! Putt putt Anna Maria 10/10 Exceptional (3) "Beautiful place, host is very responsive and overall fantastic to work with. We had a great time! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather W. [](https://www.expedia.co.uk/Anna-Maria-Hotels-Amazing-6-Bed-House-On-Anna-Maria.h120054280.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33500600/33500504/9db123c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33510000/33500600/33500504/fb1cd245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33510000/33500600/33500504/629c9237.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33510000/33500600/33500504/9180bb46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NOVEMBER SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog Anna Maria 9.6/10 Exceptional (190) "Stayed 4 nights and overall it was fantastic! Roomy, a great patio area and the backyard is literally the beach. Private parking for 4 cars was a great benefit. And for us dog lovers, being able our precious pooch was a huge plus! Highly recommend for your next beach trip…you won’t be disappointed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andre P. £578 includes taxes & fees 17 Nov - 18 Nov [](https://www.expedia.co.uk/Anna-Maria-Hotels-Beachfront-Paradise-W-Totally-PRIVATE-BEACH-ON-THE-WATERFRONT.h33500504.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/38000000/37990000/37987200/37987122/09d768f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37990000/37987200/37987122/f0131352.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/38000000/37990000/37987200/37987122/cfb06d6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37990000/37987200/37987122/5727da1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable Cottage ONLY STEPS to Anna Maria Beach, No Roads to Cross! FREE WiFi & Trolley Anna Maria 9.2/10 Wonderful (24) "The location of this property combined with its affordability make it a no brainer. The property itself is basic and cute but it is one house from the beach and withing easy walking distance to the Pine Ave shopping and restaurants. It is perfect for the family that is looking for a place to rest, eat, and clean up between beach time and island time. We would definitely stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Travis N. [](https://www.expedia.co.uk/Anna-Maria-Hotels-Adorable-Cottage-ONLY-STEPS-To-Anna-Maria-Beach.h37987122.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.co.uk/Hotel-Search?startDate=2025-11-27&endDate=2025-11-28®ionId=553248622847118534&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Find holiday rentals that suit your style Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-02-11&d1=2026-02-11&endDate=2026-02-14&d2=2026-02-14&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-02-11&d1=2026-02-11&endDate=2026-02-14&d2=2026-02-14&lodging=APART_HOTEL) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-02-11&d1=2026-02-11&endDate=2026-02-14&d2=2026-02-14&lodging=CONDO) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-02-11&d1=2026-02-11&endDate=2026-02-14&d2=2026-02-14&lodging=APARTMENT) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-02-11&d1=2026-02-11&endDate=2026-02-14&d2=2026-02-14&lodging=VILLA) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-02-11&d1=2026-02-11&endDate=2026-02-14&d2=2026-02-14&lodging=COTTAGE) Houseboats [](https://www.expedia.co.uk/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-02-11&d1=2026-02-11&endDate=2026-02-14&d2=2026-02-14&lodging=HOUSE_BOAT) Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America®ionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-02-11&d1=2026-02-11&endDate=2026-02-14&d2=2026-02-14&lodging=CABIN) ![](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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FAnna-Maria-Island-Holiday-Rentals.d553248622847118534.Travel-Guide-HolidayRentals)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAnna-Maria-Island-Holiday-Rentals.d553248622847118534.Travel-Guide-HolidayRentals) ## Top Anna Maria Island Hotel Reviews ![Tortuga Inn Beach Resort](//images.trvl-media.com/lodging/2000000/1060000/1054200/1054101/b1d10d73_y.jpg) ### Tortuga Inn Beach Resort 10/10 Excellent "The room was very nice, clean and well decorated. It had everything we needed. Absolutely perfect except for the shades on the windows and door. They let in WAY too much light at nighttime." [](https://expedia.co.uk/Sarasota-Hotels-Tortuga-Inn-Beach-Resort.h1054101.Hotel-Information) ![Driftwood at Anna Maria Island Inn](//images.trvl-media.com/lodging/95000000/95000000/94993900/94993833/288b4afd_y.jpg) ### Driftwood at Anna Maria Island Inn 10/10 Excellent "Clean comfortable modernized rooms !" [](https://expedia.co.uk/Holmes-Beach-Hotels-Driftwood-At-Anna-Maria-Island-Inn.h94993833.Hotel-Information) ![Seabreeze at Anna Maria Island Inn](//images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/a71dc126_y.jpg) ### Seabreeze at Anna Maria Island Inn 10/10 Excellent "This property was clean and the staff was professional. Right from the back door to the beach in ten steps. View and the sunsets were magnificent. I would go back there again. " [](https://expedia.co.uk/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information) ![Bali Hai Beachfront Resort and Spa](//images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/5084dcca_y.jpg) ### Bali Hai Beachfront Resort and Spa 10/10 Excellent "By far our best stay down here so far!! " [](https://expedia.co.uk/Sarasota-Hotels-Bali-Hai-Beach-Resort.h36286167.Hotel-Information) ![Pelican Post at Anna Maria Island Inn](//images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/4174e2ab_y.jpg) ### Pelican Post at Anna Maria Island Inn 10/10 Excellent "Great location! Parking was good too!!! Hot tub and pool was great! Only issue was the coffee maker. " [](https://expedia.co.uk/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information) ![Captain's Quarters at Anna Maria Island Inn](//images.trvl-media.com/lodging/60000000/59790000/59789500/59789467/651a8200_y.jpg) ### Captain's Quarters at Anna Maria Island Inn 10/10 Excellent "Very clean new place great location" [](https://expedia.co.uk/Sarasota-Hotels-Captains-Quarters-By-AMI-Locals.h59789467.Hotel-Information) ![Anna Maria Beach Resort](//images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/aebd1d61_y.jpg) ### Anna Maria Beach Resort 10/10 Excellent "Great staff! Very accommodating. Jose in the office was amazing. The room was fabulous, spacious, and clean! Beautiful sandy beach.We would definitely go back!" [](https://expedia.co.uk/Holmes-Beach-Hotels-Anna-Maria-Beach-Resort.h73250924.Hotel-Information) ![Silver Surf Gulf Beach Resort](//images.trvl-media.com/lodging/2000000/1050000/1045900/1045895/12fa4f1f_y.jpg) ### Silver Surf Gulf Beach Resort 10/10 Excellent "Rene was awesome! but they were all great!" [](https://expedia.co.uk/Sarasota-Hotels-Silver-Surf-Gulf-Beach-Resort.h1045895.Hotel-Information) ![Seaside at Anna Maria Island Inn](//images.trvl-media.com/lodging/36000000/35620000/35615900/35615805/2e87b391_y.jpg) ### Seaside at Anna Maria Island Inn 10/10 Excellent "Yes" [](https://expedia.co.uk/Sarasota-Hotels-Seaside-Inn.h35615805.Hotel-Information) ## Find out more about Anna Maria Island **Everything you need to know about** **Anna Maria Island** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Anna Maria Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Anna Maria Island holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Anna Maria Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Anna Maria Island holiday rentals we have selected for you start as low as £186 per night. Entering your travel dates in the search wizard 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 holiday 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 holiday. 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.co.uk - All accommodation types in Anna Maria Island ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - 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