Title: Best Cottages in Anna Maria Island in 2026 | 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)[Holiday Rentals in Anna Maria Island](https://expedia.co.uk/Anna-Maria-Island-Holiday-Rentals.d553248622847118534.Travel-Guide-HolidayRentals)[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) ![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__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 [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [22 May - 24 May](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [19 Jun - 21 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [17 Jul - 19 Jul](https://www.expedia.co.uk/Hotel-Search?regionId=553248622847118534&startDate=2026-07-17&endDate=2026-07-19&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 cottages ![Exterior](https://images.trvl-media.com/lodging/74000000/73530000/73527600/73527575/326f581a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73527600/73527575/95b97511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73527600/73527575/01da71cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73530000/73527600/73527575/3b6db26f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Guest House Near the Beach with Private Pool! [](https://www.expedia.co.uk/Anna-Maria-Hotels-Beautiful-Guest-House-Near-The-Beach-With-Private-Pool.h73527575.Hotel-Information) Anna Maria 8.8/10 Excellent (35 reviews) "Beautiful home perfectly located near the beach, bars and restaurants. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bibiana G. [](https://www.expedia.co.uk/Anna-Maria-Hotels-Beautiful-Guest-House-Near-The-Beach-With-Private-Pool.h73527575.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527703/34769f2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527703/81d3478d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527703/56d1e366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527703/f23fe3bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Condo on Pine Ave, 2 Blocks to Beach [](https://www.expedia.co.uk/Anna-Maria-Hotels-Beautiful-Condo-On-Pine-Ave.h73527703.Hotel-Information) Anna Maria 8.8/10 Excellent (26 reviews) "Great location, clean, and spacious. Pool didn’t work fir a couple of days but they got it fixed the day before we left " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paris K. £844 includes taxes & fees 27 Mar - 28 Mar [](https://www.expedia.co.uk/Anna-Maria-Hotels-Beautiful-Condo-On-Pine-Ave.h73527703.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108550000/108542900/108542882/f63d2f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/109000000/108550000/108542900/108542882/a41d4a18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108550000/108542900/108542882/e3386d90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/109000000/108550000/108542900/108542882/w1920h764x0y0-c22fef67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Romantic Island Getaway! Just Steps from the Beach [](https://www.expedia.co.uk/Bradenton-Beach-Hotels-Romantic-Island-Getaway-Just-Steps-From-The-Beach.h108542882.Hotel-Information) Bradenton Beach 8.8/10 Excellent (3 reviews) "It was great! Check in was super easy and anything you would need is nearby. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas N. £537 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Bradenton-Beach-Hotels-Romantic-Island-Getaway-Just-Steps-From-The-Beach.h108542882.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33580000/33572000/33571947/a721b76e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach towels](https://images.trvl-media.com/lodging/34000000/33580000/33572000/33571947/a9373087.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, DVD player, streaming services](https://images.trvl-media.com/lodging/34000000/33580000/33572000/33571947/79beefda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/34000000/33580000/33572000/33571947/c70bf7ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay [](https://www.expedia.co.uk/Anna-Maria-Hotels-Newly-Renovated-Sea-Breeze-Cottage-With-Private-Dock.h33571947.Hotel-Information) Anna Maria 9.6/10 Exceptional (123 reviews) "Great place and great location........" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) chris w. £621 includes taxes & fees 12 Apr - 13 Apr [](https://www.expedia.co.uk/Anna-Maria-Hotels-Newly-Renovated-Sea-Breeze-Cottage-With-Private-Dock.h33571947.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/128000000/127550000/127541500/127541473/2f9d4e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/128000000/127550000/127541500/127541473/1ea2a64e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/128000000/127550000/127541500/127541473/b7f141ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/128000000/127550000/127541500/127541473/bbb3d906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bridge Street Beach House | Wi-Fi | Center of All [](https://www.expedia.co.uk/Bradenton-Beach-Hotels-Bridge-Street-Beach-House-Wi-Fi-Center-Of-All.h127541473.Hotel-Information) Bridge Street £447 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Bradenton-Beach-Hotels-Bridge-Street-Beach-House-Wi-Fi-Center-Of-All.h127541473.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119720000/119717000/119716938/e977907f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/120000000/119720000/119717000/119716938/a9349684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119720000/119717000/119716938/ac814582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/120000000/119720000/119717000/119716938/46fc9707.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SunSalt Cottage\~5 min to Beach, Shops & Restaurants\~PrivatePool [](https://www.expedia.co.uk/Anna-Maria-Hotels-SunSalt-Cottage5-Min-To-Beach.h119716938.Hotel-Information) Anna Maria 10/10 Exceptional (1 review) "Absolutely lovely place to stay. The four of us were SO comfortable. The place was clean and beautiful. Very well maintained. You can tell by the high quality finishes that this is someone’s home and they maintain it as such. There was an unforeseen circumstance that popped up with the island doing some work that affected the house while we were there. I messaged the owner and within minutes he had replied and had all the necessary people on the way to fix it. They fixed it all while we were at... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Devon F. £1,379 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Anna-Maria-Hotels-SunSalt-Cottage5-Min-To-Beach.h119716938.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/126000000/125200000/125192200/125192112/1cbee306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125200000/125192200/125192112/90cc31e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125200000/125192200/125192112/32c93334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125200000/125192200/125192112/d30a16ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Fun: Ping Pong, Bbq, Walk to Park Nearby [](https://www.expedia.co.uk/Sarasota-Hotels-Family-Fun-Ping-Pong.h125192112.Hotel-Information) Fruitville £357 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Sarasota-Hotels-Family-Fun-Ping-Pong.h125192112.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100770000/100762400/100762365/920c998b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/101000000/100770000/100762400/100762365/d8fcba0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100770000/100762400/100762365/7beefd4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100770000/100762400/100762365/35e9b7a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The "Grouper" [](https://www.expedia.co.uk/Bradenton-Hotels-The-Grouper.h100762365.Hotel-Information) Sunny Shores 9.4/10 Exceptional (55 reviews) "The hosts were responsive and the bed was very comfy. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dawn E. £160 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Bradenton-Hotels-The-Grouper.h100762365.Hotel-Information) ![House (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/126000000/125110000/125108200/125108188/fac30399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/126000000/125110000/125108200/125108188/5d526509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/126000000/125110000/125108200/125108188/44ce967a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/126000000/125110000/125108200/125108188/1c73c73b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Steps to Riverwalk! Dtwn Bradenton Snowbird Haven [](https://www.expedia.co.uk/Bradenton-Hotels-Steps-To-Riverwalk-Dtwn-Bradenton-Snowbird-Haven.h125108188.Hotel-Information) Bradenton £369 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Bradenton-Hotels-Steps-To-Riverwalk-Dtwn-Bradenton-Snowbird-Haven.h125108188.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119220000/119218800/119218723/48baa852.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/120000000/119220000/119218800/119218723/ca750835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119220000/119218800/119218723/68953436.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119220000/119218800/119218723/4cdc81ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 7mi to Anna Maria Newly Renovated Private Cottage [](https://www.expedia.co.uk/Bradenton-Hotels-7mi-To-Anna-Maria-Newly-Renovated-Private-Cottage.h119218723.Hotel-Information) Bradenton 10/10 Exceptional (4 reviews) "Place was clean, cozy and cute! Host communication was friendly, clear and concise. Would absolutely recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracee Candace L. £239 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Bradenton-Hotels-7mi-To-Anna-Maria-Newly-Renovated-Private-Cottage.h119218723.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105470000/105465300/105465281/9191ae4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105470000/105465300/105465281/ddaf569b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105470000/105465300/105465281/1e09df54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/106000000/105470000/105465300/105465281/019281da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Dolphin Cottage steps from the beach [](https://www.expedia.co.uk/Siesta-Key-Hotels-Blue-Dolphin-Cottage-Steps-From-The-Beach.h105465281.Hotel-Information) Siesta Key Village [](https://www.expedia.co.uk/Siesta-Key-Hotels-Blue-Dolphin-Cottage-Steps-From-The-Beach.h105465281.Hotel-Information) ![Balcony view](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/c4a745ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/e9ce27d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Cottage, 3 Bedroom 2 Bath (2 Kings, 1 Queen, 2 Twins) | Living area | 65-inch Smart TV with cable channels, TV, DVD player](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/c6eb17ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/6a5e6aff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn On Siesta Key [](https://www.expedia.co.uk/Sarasota-Hotels-The-Inn-On-Siesta-Key.h9768901.Hotel-Information) Siesta Key 10/10 Exceptional (195 reviews) "Great place to stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carlos £496 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Sarasota-Hotels-The-Inn-On-Siesta-Key.h9768901.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/21000000/20140000/20139300/20139242/d296bf67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/21000000/20140000/20139300/20139242/89874f88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/21000000/20140000/20139300/20139242/1d038a2d.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/21000000/20140000/20139300/20139242/eaf7ced7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village [](https://www.expedia.co.uk/Siesta-Key-Hotels-Siesta-Key-Beachside-Getaway-Cottage-Walking-Distance-To-Beach-And-Village.h20139242.Hotel-Information) Sarasota 9.2/10 Wonderful (181 reviews) "Wonderful property with an excellent location! Beach access was across the street and the trolley pick-up was at the end of the block. The village was within walking distance as well. The property was very clean and the beds were comfortable. The washer and dryer is located right outside of the unit and beach chairs and a cooler were provided. We look forward to booking this property again in the future! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alison B. £433 includes taxes & fees 12 Apr - 13 Apr [](https://www.expedia.co.uk/Siesta-Key-Hotels-Siesta-Key-Beachside-Getaway-Cottage-Walking-Distance-To-Beach-And-Village.h20139242.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100010000/100005500/100005416/7c5e23ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100010000/100005500/100005416/a36947f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100010000/100005500/100005416/904bf92e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100010000/100005500/100005416/d993b6a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### St Pete/gulfport Tiny little small home [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-St-Petegulfport-Tiny-Little-Small-Home.h100005416.Hotel-Information) St. Petersburg 10/10 Exceptional (4 reviews) "Really nice place to stay and host communication was excellent " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan D. £275 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-St-Petegulfport-Tiny-Little-Small-Home.h100005416.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/f6368248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/a614e725.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/146fca07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/d5dcc7db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed [](https://www.expedia.co.uk/Siesta-Key-Hotels-Siesta-Key-Sanctuary-Pool-Kayaks-TikiHut-King-Bed.h100405851.Hotel-Information) Siesta Key 9.6/10 Exceptional (8 reviews) "We really enjoyed the cleanliness and location. Pool was great. Having our own deck was nice. Great views. Highly recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rolly N. £413 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Siesta-Key-Hotels-Siesta-Key-Sanctuary-Pool-Kayaks-TikiHut-King-Bed.h100405851.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/36000000/35190000/35183800/35183711/5122da99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/36000000/35190000/35183800/35183711/34efc24b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35190000/35183800/35183711/acf4cc49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/36000000/35190000/35183800/35183711/72c0bdc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk. [](https://www.expedia.co.uk/Siesta-Key-Hotels-Heated-Pool.h35183711.Hotel-Information) South Village 9.6/10 Exceptional (85 reviews) "Great stay - flexible early check-in!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jill P. £252 includes taxes & fees 13 Apr - 14 Apr [](https://www.expedia.co.uk/Siesta-Key-Hotels-Heated-Pool.h35183711.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18990000/18980200/18980120/8fab23d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18990000/18980200/18980120/ec468328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/19000000/18990000/18980200/18980120/49ddd283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/18990000/18980200/18980120/a91f1f1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Steps 2 Beach- Cottage w/king bd +2bikes +parking [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-Steps-2-Beach-Island-Cottage-Wking-Bd2bikeparking.h18980120.Hotel-Information) Pass-a-Grille 9.8/10 Exceptional (46 reviews) "Quiet neighborhood away from the tourist areas. 50 steps to a beautiful white sandy beach:) charming little place, very clean and comfortable. sunsets were beautiful and almost no rain all week:)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James C. £407 includes taxes & fees 14 Apr - 15 Apr [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-Steps-2-Beach-Island-Cottage-Wking-Bd2bikeparking.h18980120.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120980000/120979100/120979087/11b164a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/121000000/120980000/120979100/120979087/13a6ee5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, music library](https://images.trvl-media.com/lodging/121000000/120980000/120979100/120979087/b3cc758c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun-loungers, beach towels](https://images.trvl-media.com/lodging/121000000/120980000/120979100/120979087/e0d4cce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Escape near Siesta Key with Hot Tub, BBQ, and Fire pit [](https://www.expedia.co.uk/Sarasota-Hotels-Gulf-Gate-Escape-Near-Siesta.h120979087.Hotel-Information) Sarasota 8.8/10 Excellent (3 reviews) "Perfect vacation get away. Host are very good to work with. Everything was exactly as we wanted it! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kara F. [](https://www.expedia.co.uk/Sarasota-Hotels-Gulf-Gate-Escape-Near-Siesta.h120979087.Hotel-Information) ![House (4 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/124000000/124000000/123993900/123993818/9399b430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/124000000/123993900/123993818/41623b12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/124000000/123993900/123993818/348c0ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/124000000/123993900/123993818/9af30f64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4 Mi to Dtwn St Pete! Pet-friendly Home w/ Yard [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-4-Mi-To-Dtwn-St-Pete-Pet-Friendly-Home-W-Yard.h123993818.Hotel-Information) St. Petersburg £404 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-4-Mi-To-Dtwn-St-Pete-Pet-Friendly-Home-W-Yard.h123993818.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/51000000/50920000/50919500/50919454/15639e6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/51000000/50920000/50919500/50919454/3111efa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/51000000/50920000/50919500/50919454/7fc84ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/51000000/50920000/50919500/50919454/dca37942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunny PaG Island rental w/bikes-just steps2beach [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-Townhome.h50919454.Hotel-Information) Pass-a-Grille 9.0/10 Wonderful (19 reviews) "Short walk to the beach and well-kept property. Very neat area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily M. £353 includes taxes & fees 19 Apr - 20 Apr [](https://www.expedia.co.uk/St-Petersburg-Clearwater-Hotels-Townhome.h50919454.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=2026-04-09&endDate=2026-04-10®ionId=553248622847118534&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=VACATION_HOME) 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=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=CONDO) 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=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=APART_HOTEL) 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=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=VILLA) 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=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=APARTMENT) 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=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&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=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=HOUSE_BOAT) Residences [](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=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=RESIDENCE) 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=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&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-Cottages.d553248622847118534-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAnna-Maria-Island-Cottages.d553248622847118534-aaCottages.Travel-Guide-Accommodation) ## 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 10/10 Excellent "Everything was great. If I had to give constructive criticism it would be to possibly have a few mornings with a hot breakfast. " [](https://expedia.co.uk/Sarasota-Hotels-Silver-Surf-Gulf-Beach-Resort.h1045895.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 8/10 Good "What breakfast?" [](https://expedia.co.uk/Sarasota-Hotels-Bali-Hai-Beach-Resort.h36286167.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 10/10 Excellent "Perfect location, steps away from beach and shops" [](https://expedia.co.uk/Holmes-Beach-Hotels-Driftwood-At-Anna-Maria-Island-Inn.h94993833.Hotel-Information) ![Seabreeze at Anna Maria Island Inn](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/bdd0449e_y.jpg) ### Seabreeze at Anna Maria Island Inn 2/10 Terrible "No ammenities. The pool is the size of a hot tub. They messed up my reservation and had me in a city view room when i booked a luxury beachfront room. They did fix it but i was unhappy that I was not on the ground floor as promised and we had to share a deck with the guests next door. This was so uncomfortable because we had the next doir guests walking by our room windows, therefore we had to keep the curtains closed when we were relaxing in our room. This was surpose to be a romantic weekend getaway and I was so uncomfortable. We couldnt even sit on our deck because the guests sharing our deck were outside with their kids. There was no complimentary water in the room. There was sand all over the floor. There was no room service, no complimentary bikes or beach chairs and umbrellas." [](https://expedia.co.uk/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.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 4/10 Poor "When we got to Haley’s our efficiency reeked of smoke. We went back to reception and explained to the nice person there, we could not stay I. That room. Lucky for us they had another property in Holmes Beach, up in the residential area behind Hurricane Hanks. That set of efficiencies was AWESOME! I would pick there over Haley’s any time. Driftwood Efficiency/ go there! " [](https://expedia.co.uk/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.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 "Easy check in process. The property is directly across the street from the beach. " [](https://expedia.co.uk/Bradenton-Beach-Hotels-The-Retreat-At-Anna-Maria-Island-Inn.h83500895.Hotel-Information) ![Bridgewalk Resort](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/438d3231_y.jpg) ### Bridgewalk Resort 10/10 Excellent "Everything was perfect! I’ll be back!" [](https://expedia.co.uk/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information) ![Anna Maria Beach Resort](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/1ab72d21_y.jpg) ### Anna Maria Beach Resort 10/10 Excellent "This is a most perfect vacation spot We loved it!" [](https://expedia.co.uk/Holmes-Beach-Hotels-Anna-Maria-Beach-Resort.h73250924.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 "Our room was perfect! Beachside and clean! Highly recommend this place!!!!" [](https://expedia.co.uk/Sarasota-Hotels-Seaside-Inn.h35615805.Hotel-Information) ## Find out more about Anna Maria Island ## Anna Maria Island Cottages information | Number of reviews | 750 | | ----------------- | ----------- | | Accommodation | 61 Cottages | | Lowest Price | £160 | | Highest Price | £1,379 | ## Frequently asked questions ### What are the best cottages in Anna Maria Island? ### What are the best cheap cottages in Anna Maria Island? ### Are there any family-friendly cottages in Anna Maria Island? ### Why book your cottage in Anna Maria Island with Expedia? ### How can I find cheap cottages in Anna Maria Island? ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - More ways to book - [3 Star Hotels in Longboat Key ](https://www.expedia.co.uk/3Star-Longboat-Key-Hotels.s30-0-d8409.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Longboat Key ](https://www.expedia.co.uk/4Star-Longboat-Key-Hotels.s40-0-d8409.Travel-Guide-Filter-Hotels) - 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