Title: Anna Maria Villas from CA $394 | Expedia.ca [Hotels in Anna Maria](https://expedia.ca/Anna-Maria-Hotels.d74028.Travel-Guide-Hotels)[Vacation Rentals in Anna Maria](https://expedia.ca/Anna-Maria-Vacation-Rentals.d74028.Travel-Guide-VacationRentals)[Flights to Anna Maria](https://expedia.ca/Cheap-Flights-To-Anna-Maria.d74028.Travel-Guide-Flights)[Anna Maria Car Rentals](https://expedia.ca/Car-Rentals-In-Anna-Maria.d74028.Car-Rental-Guide)[Anna Maria Vacation Packages](https://expedia.ca/Anna-Maria.d74028.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/94187c4286550925d08a3b828fbef802.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Anna Maria Villa Rentals from CA $394 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Anna Maria Villas ![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/558aecbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/5be467fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/716bb273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/ed3fe6a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Bungalow with Pool and Bay Views! - Barefoot by the Bay at Bayside Bun Anna Maria 9.8/10 Exceptional (36) "Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!" CA $226 CA $526 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Bungalow-With-Pool-And-Bay-Views-Barefoot-By-The-Bay-At-Bayside-Bun.h40281514.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/d1e1e9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/e6c3fd09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/8c20b0b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/4422e8b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av Anna Maria 9.2/10 Wonderful (59) "Modern, clean and cozy bungalow right across the street from the shore and great dining. Just a 10 minute walk from the beach. Perfect location and the ideal romantic getaway." CA $265 CA $573 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Island-Bungalow-With-Pool-Across-The-Street-From-Beach.h40280261.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/5d728169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/04256625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/e1aa7151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/b74f11a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Resort-Style Pool Steps from the Bay and Pine Ave! Anna Maria 9.6/10 Exceptional (51) "We had a great time here. Tiny apartment style. Great location. Loved it. Would definitely stay again." CA $249 CA $570 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Bungalow-Enjoy-Resort-Style-Pool-Steps-From-The-Bay-And-Pine-Ave.h40281750.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/5d18b318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/88bd85a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/880ec061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/00993199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayfront Bliss! Pool, BBQ and Dolphin Views! Anna Maria 9.6/10 Exceptional (93) "We had a nice time. The place was clean and had everything we needed. The windows with the view was nice. Walking distance to restaurants and shops. The beach across the street had no real beach just dropped into the water. We ended up driving up to bean point and going there. Next time I would look in that section for a place to just walk out. Overall we were happy with our stay with the exception of the absolutely shrill alarms that go off when you open the door. We would hit override but they... CA $537 CA $985 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Anna-Maria-Hotels-Bayfront-Bliss-Pool.h40281663.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281598/68ea063f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281598/5126ce38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281598/7c768c87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281598/01fb68f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining Anna Maria 9.6/10 Exceptional (71) "Everything was as in the pictures " CA $537 CA $986 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Anna-Maria-Hotels-Bayside-Retreat-With-Pool-And-Bay-Views-Near-Beaches.h40281598.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/a831cce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/281cf723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/06df27dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, computer monitors, printers](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/bac577ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches Bradenton 9.2/10 Wonderful (11) "The bedrooms and bathrooms were spacious and also the closets. The kitchen was well-equipped. Overall a very comfortable and safe place to stay." CA $209 CA $602 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Bradenton-Hotels-W-Bradenton-Country-Club-Estates.h108530119.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/38d2d677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/99e91ec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/b0cdaecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/be9dde33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Updated Downtown Sarasota Villa, 2b/2b Central Sarasota 9.6/10 Exceptional (7) "Would stay again " [](https://www.expedia.ca/Sarasota-Hotels-Updated-Downtown-Sarasota-Villa.h100287155.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/da7dca20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/af1841c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/c2c37344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/c2eb1618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly Bradenton 9.8/10 Exceptional (20) "This property is amazing!" CA $171 CA $395 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Bradenton-Hotels-Tropical-River-View-Villa-On-Riverwalk-Minutes-To-The-Beach.h99501985.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/95c16105.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/07b4f92d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/8e605469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/9e0c4116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly! Bradenton 10/10 Exceptional (29) "Enjoyed our stay." CA $171 CA $395 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Bradenton-Hotels-Tropical-Studio-Riverpark-Front-Villa-Only-Minutes-From-Beaches-Pet-Friendly.h99539178.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/36000000/35100000/35093800/35093744/23e0c0f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35100000/35093800/35093744/d59aabfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/36000000/35100000/35093800/35093744/a5adbfe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35100000/35093800/35093744/177ae5b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacay in Luxury! 2 mins to the Beach! Holmes Beach 9.8/10 Exceptional (65) "Great place to stay. The staff was very communicative & made the process very easy. Great place for a stay at the beach. Highly recommended. " CA $174 CA $447 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Holmes-Beach-Hotels-Vacay-In-Luxury-So-Close-To-The-Beach.h35093744.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/0c016412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/875c1979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/c93965d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/e1198d26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly Bradenton 10/10 Exceptional (21) "Lovely property and very, very nice hosts and family." CA $171 CA $394 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Bradenton-Hotels-Salty-Lime-Villa-2-River-View-W-Pool-On-Riverwalk.h99538320.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/36000000/35110000/35107100/35107053/b54dee97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/36000000/35110000/35107100/35107053/0c9ffaa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35110000/35107100/35107053/76fac0e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/36000000/35110000/35107100/35107053/c12d8de2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Villa! Pool, Porch, and 2-Min Walk to Beach! Holmes Beach 9.8/10 Exceptional (61) "Place us espectacular , one block to a beautiful beach, nice and clean pool, place was clean " CA $226 CA $542 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Holmes-Beach-Hotels-Gorgeous-Villa-At-Islands-West-Resort-Shared-Pool.h35107053.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33720000/33713000/33712964/0cf7d5aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33720000/33713000/33712964/688315c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33720000/33713000/33712964/a98aa7a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33720000/33713000/33712964/749be693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy AMI Villa! Pool, BBQ, and Beach Access! Holmes Beach 9.2/10 Wonderful (40) "Exceptionally well designed and maintained group of villas around a courtyard and pool. Really enjoyed our beach (and pool) vacation!!" CA $226 CA $521 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Holmes-Beach-Hotels-Luxury-Villa-At-Islands-West-Resort-Stunning-Close-To-Beach.h33712964.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/43000000/42340000/42332500/42332444/e83fc90d.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/43000000/42340000/42332500/42332444/8af00af2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42340000/42332500/42332444/e4b1eb9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/43000000/42340000/42332500/42332444/f4c9732c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Villa with Pool, Near Beach!! Holmes Beach 9.8/10 Exceptional (23) "Community pool, very close to the beach and shopping." CA $264 CA $594 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Holmes-Beach-Hotels-Luxury-Villa-At-Islands-West-Resort.h42332444.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/43000000/42340000/42335800/42335718/fbaeaccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42340000/42335800/42335718/f6a262ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42340000/42335800/42335718/868e4556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/43000000/42340000/42335800/42335718/c9c0b0ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lemon Fish Villa! Walk to Beach + Pool! Holmes Beach 9.4/10 Exceptional (34) "This property was perfect for the annual girls beach trip I take with my sister in law and teen niece. Perfectly located to everything on Anna Marie Island and walking distance to your own slice of heaven beach. Also had our own beautiful pool to relax around. This place had everything important to us…comfortable beds, great showers, walking distance to a cure coffee store and the beach! Would definitely stay here again. " CA $264 CA $594 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Holmes-Beach-Hotels-Embrace-Island-Living-At-Villa-8-AMI-Lemon-Fish-Steps-From-The-Gulf-Beach.h42335718.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33720000/33714600/33714573/bb88df1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/34000000/33720000/33714600/33714573/6ee679cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33720000/33714600/33714573/09aa86cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33720000/33714600/33714573/55e892df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island West Villa! Pool, BBQ, and Walk to Beach! Holmes Beach 9.8/10 Exceptional (44) "The place itself was very clean and had everything needed. The star of the show is the outdoor area which is where we wanted to hang out as it is very tranquil and the pool was very nice." CA $226 CA $521 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Holmes-Beach-Hotels-Amazing-Villa-At-Islands-West-Resort-Close-To-Beach-With-Pool.h33714573.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/b7f3242f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/19acc46c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/f151b85f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/a3474ea6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool Bradenton 9.0/10 Wonderful (4) "We had the best time. Our host Melissa was amazing. " CA $279 CA $970 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Bradenton-Hotels-Charming-3-Bd-2-Ba-Villa-In-Cool-Bradenton-WiFi.h102819352.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33720000/33713900/33713882/424f6ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33720000/33713900/33713882/781e4c33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33720000/33713900/33713882/0f7d22d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33720000/33713900/33713882/853e049e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachside Bliss! With Pool, Near Beach and Trolley! Holmes Beach 9.6/10 Exceptional (42) "Thoroughly enjoyed our stay. Property was perfect. Excellent location. Short walk to the beach, Publix, Beach Cafe, etc." CA $226 CA $521 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Holmes-Beach-Hotels-New.h33713882.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33720000/33714400/33714385/029f2851.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/34000000/33720000/33714400/33714385/5cc5db2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33720000/33714400/33714385/60d109e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33720000/33714400/33714385/4c7433a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa #4 Sand Dollar! Pool, Porch, Near the Beach! Holmes Beach 9.6/10 Exceptional (45) "would stay here again" CA $226 CA $521 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Holmes-Beach-Hotels-Relax-In-Style-At-Villa-4-Sand-Dollar-With-Shared-Pool-Steps-To-The-Beach.h33714385.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-24&endDate=2025-10-25®ionId=74028&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FAnna-Maria-Villas.d74028-aaVillas.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAnna-Maria-Villas.d74028-aaVillas.Travel-Guide-Accommodation) ## Top Anna Maria Hotel Reviews ![Canal Front Home with Private Dock, Saltwater Pool, Kayaks - Magnolia Breeze](//images.trvl-media.com/lodging/94000000/93350000/93344200/93344173/b7bd1505_y.jpg) ### Canal Front Home with Private Dock, Saltwater Pool, Kayaks - Magnolia Breeze 10/10 Excellent "The pool was amazing and where we spent most of our time. The dock is a great place to see manatees in the morning!" [](https://expedia.ca/Anna-Maria-Hotels-Canal-Front-Home-With-Private-Dock.h93344173.Hotel-Information) ![Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes](//images.trvl-media.com/lodging/33000000/32080000/32073900/32073855/w1690h1597x558y0-de1a7053_y.jpg) ### Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes 10/10 Excellent "The pool & Tiki Bar were amazing! Great place to relax." [](https://expedia.ca/Anna-Maria-Hotels-Bay-Canal-Waterfront-Tiki-Bar-5BR.h32073855.Hotel-Information) ![Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar](//images.trvl-media.com/lodging/108000000/107340000/107339600/107339516/w2128h1597x356y0-848f5085_y.jpg) ### Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar 10/10 Excellent "Our extended family gathered to celebrate my wife's retirement and couldn't have asked for a better place to get together for this special occasion. This was our first time at Anna Maria Island and we will definitely be reaching out to Carolyn and AMI Luxury Accommodations for our next stay. Carolyn was a fantastic host, answering all of our questions promptly via text and keeping us well informed prior to and throughout the stay. Everyone had an absolutely fabulous time at this beautiful 2-story house. There was more than enough room at this spacious six-bedroom house for our entire family of 14 (plus 1 cat) to comfortably stay. The property had a fantastic view of beautiful Anna Maria beach and provided everything we needed including beach towels, beach chairs, kayaks, bikes and kitchen utensils and supplies. The pool area had more than enough comfortable lounge chairs and the spa and amazing covered bar area were perfect for everyone to gather and chill after spending a great day at the beach, fishing, kayaking or tooling around town on the two amazing golf carts. We unanimously highly recommend this house. " [](https://expedia.ca/Anna-Maria-Hotels-New-Luxury-Waterfront-Views-WPrivate-Heated-PoolSpa-Cabana-Bar-Sleeps-16.h107339516.Hotel-Information) ![Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!](//images.trvl-media.com/lodging/69000000/68650000/68643000/68642988/5d2c9642_y.jpg) ### Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue! 10/10 Excellent "This little bungalow is on Pine Street, which is one of the last lateral streets on the top of AMI, there were shops, restaurants, and also shoes for sweets/candy/chocolate/ice cream. This property says back of the street and is secluded, and included a shed with washer/dryer and beach stuff. Note that the location " [](https://expedia.ca/Anna-Maria-Hotels-Naut-2-Shabby-Bungalow-A-Sweet-And-Cozy-Getaway-On-Pine-Avenue.h68642988.Hotel-Information) ![Charming cottage located close to beach - private heated pool](//images.trvl-media.com/lodging/94000000/93350000/93343600/93343538/ebe7c578_y.jpg) ### Charming cottage located close to beach - private heated pool 10/10 Excellent "Great location! Very comfy & clean! " [](https://expedia.ca/Anna-Maria-Hotels-Charming-Cottage-Located-Close-To-Beach-Private-Heated-Pool.h93343538.Hotel-Information) ![Charming cottage in quiet area, close to beach & bay. ](//images.trvl-media.com/lodging/35000000/34020000/34014000/34013973/w799h600x1y0-d977cc26_y.jpg) ### Charming cottage in quiet area, close to beach & bay. 10/10 Excellent "This place in my book absolute gem...wanna keep it a secret!" [](https://expedia.ca/Anna-Maria-Hotels-Charming-Cottage-In-Quiet-Area.h34013973.Hotel-Information) ![Bean Point Bungalow! Pet Friendly Home with Pool and Walk to Beach](//images.trvl-media.com/lodging/22000000/21320000/21319200/21319124/263a06bd_y.jpg) ### Bean Point Bungalow! Pet Friendly Home with Pool and Walk to Beach 10/10 Excellent "Great little house! It had everything we needed and is very close to the beach access. " [](https://expedia.ca/Anna-Maria-Hotels-Adorable-Beach-Cottage-Just-Steps-Bean-Point-Beach.h21319124.Hotel-Information) ![Book Magnolia Shores: Family-Friendly Getaway Near Beach with Pool & Mini Golf!](//images.trvl-media.com/lodging/114000000/113530000/113526900/113526831/d40f1296_y.jpg) ### Book Magnolia Shores: Family-Friendly Getaway Near Beach with Pool & Mini Golf! 10/10 Excellent "The house looks brand new inside, Great back yard, very nice pool, lots of outside seating, including screen in porch, nice grill and even a putting green. Short walk to the beach and they have, Chairs, umbrellas, coolers and a cart to pull everything. Walking distance to several Restaurants and local bars. We will definitely be back soon! We had a Great time! " [](https://expedia.ca/Anna-Maria-Hotels-Book-Magnolia-Shores-Family-Friendly-Getaway-Near-Beach-With-Pool-Mini-Golf.h113526831.Hotel-Information) ![Hidden Oasis - DIRECT BEACHFRONT DUPLEX - 1BR/1BA Anna Maria - By Island Real Es](//images.trvl-media.com/lodging/75000000/74730000/74728600/74728575/e7520404_y.jpg) ### Hidden Oasis - DIRECT BEACHFRONT DUPLEX - 1BR/1BA Anna Maria - By Island Real Es 10/10 Excellent "Great view, very comfortable, great location. Nothing to complain about." [](https://expedia.ca/Anna-Maria-Hotels-DIRECT-BEACHFRONT-DUPLEX-1BR1BA-Anna-Maria.h74728575.Hotel-Information) ## Find out more about Anna Maria ## Anna Maria Villas information | Number of reviews | 466 | | --- | --- | | Accommodation | 39 Villas | | Lowest Price | CA $394 | | Highest Price | CA $986 | ## Frequently asked questions ### How much do villas in Anna Maria cost? > Villas in Anna Maria cost between CA $394 and CA $986 per night. These stays offer the privacy of your own space at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### What are the best villas in Anna Maria? > There are multiple villas in Anna Maria with a total average guest review rating of 9.5. [Bridge 2 Bradenton Beach - 1 Bedroom Hotel Room](https://www.expedia.ca/Bridge-2-Bradenton-Beach-1-Br-Hotel-Room.h35205148.Hotel-Information) comes highly recommended by travellers. This 3-star stay has a terrace and clothes washing facilities. [Bridge 7 Bradenton Beach - 2 Bedroom Hotel Room](https://www.expedia.ca/Bridge-7-Bradenton-Beach-2-Br-Hotel-Room.h35205079.Hotel-Information) is another great option. It has a 3-star rating and amenities including a terrace and WiFi. ### How many villas are there in Anna Maria? > Reclaim your vacation days and choose from 39 villas in Anna Maria. For a family escape, a couple's getaway and everything in between, Expedia will help you find the ideal space in just a few clicks. ### What are the best cheap villas in Anna Maria? > With villas starting from CA $394 per night, you can afford to stay a little longer in Anna Maria! One property that's easy on your budget is [Bridge 4 Bradenton Beach - 1 Bedroom Hotel Room](https://www.expedia.ca/Bridge-4-Bradenton-Beach-1-Br-Hotel-Room.h35205072.Hotel-Information). It comes with the privacy and comfort you need as well as a terrace and a nearby beach. Another money-saving choice is [Pelican's Nest 3 Bedroom Villa](https://www.expedia.ca/Pelicans-Nest-3-Bedroom-Villa.h26498791.Hotel-Information). A swimming pool and a barbecue grill are just two of the many conveniences here. Taking advantage of free attractions in Anna Maria will stretch your travel budget even further. [Anna Maria Beach](https://www.expedia.ca/Anna-Maria-Beach-Florida.d553248635977261016.Vacation-Attraction) and [Coquina Beach](https://www.expedia.ca/Coquina-Beach-Bradenton-Beach.d6296222.Vacation-Attraction) are visitor favourites. With the money you save, you can keep on sightseeing! This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### Are there any family-friendly villas in Anna Maria? > Lots of visitors who are searching for a family-friendly villa in Anna Maria pick [Bridge 2 Bradenton Beach - 1 Bedroom Hotel Room](https://www.expedia.ca/Bridge-2-Bradenton-Beach-1-Br-Hotel-Room.h35205148.Hotel-Information). With a 3-star rating and handy amenities like an oven and WiFi, it'll get your crew's seal of approval. [Bridge 7 Bradenton Beach - 2 Bedroom Hotel Room](https://www.expedia.ca/Bridge-7-Bradenton-Beach-2-Br-Hotel-Room.h35205079.Hotel-Information) is a 3-star stay that's also well-frequented by vacationing families. An oven and WiFi help make it a comfy base for your Anna Maria getaway. Once you've checked in and dropped off your luggage, there's no shortage of family-friendly attractions to see around Anna Maria. [Anna Maria Beach](https://www.expedia.ca/Anna-Maria-Beach-Florida.d553248635977261016.Vacation-Attraction) and [Coquina Beach](https://www.expedia.ca/Coquina-Beach-Bradenton-Beach.d6296222.Vacation-Attraction) guarantee fun for young and old. ### Are there any 5-star villas in Anna Maria? > There are no 5-star villas in Anna Maria. However, there are some terrific 4-star accommodations here that'll suit your needs. Book a night or two at [Sapphire Beach House 3 Bedroom Villa By Redawning](https://www.expedia.ca/Sarasota-Hotels-Sapphire-Beach-3-Br-Villa.h36765852.Hotel-Information), approximately 2 kilometres from downtown. A spa tub and a swimming pool are two of the many amenities here. [Mangroves And Magnolias](https://www.expedia.ca/Sarasota-Hotels-Mangroves-And-Magnolias.h17169056.Hotel-Information) is another upmarket option featuring a villa and a separate sitting area. This property is located about 0.32 kilometres from central Anna Maria. ### Why book your villa in Anna Maria with Expedia? > Booking a villa in Anna Maria is as easy as clicking on your travel dates and choosing an option that suits your style. Seeking something inexpensive or upscale, or a property that also has a kitchen and laundry? Use Expedia's search filters to narrow your results and find your ideal pad. ### How can I find cheap villas in Anna Maria? > With Expedia's useful filter tool, comparing cheap villas in Anna Maria is a cinch. To find stays that will keep some cash in your pocket, refine your search by amenities, budget and star rating. ### What is there to do near my villa in Anna Maria? > You'll find loads of superb things to do and see in Anna Maria. Explore major attractions like [Anna Maria Island Museum and Historical Park](https://www.expedia.ca/Anna-Maria-Island-Museum-And-Historical-Park-Anna-Maria.d6295969.Vacation-Attraction), [Bean Point Beach](https://www.expedia.ca/Bean-Point-Beach-Florida.d6296220.Vacation-Attraction) and [Palmetto Avenue Beach](https://www.expedia.ca/Palmetto-Avenue-Beach-Anna-Maria.d553248635976194161.Vacation-Attraction). [Island Players](https://www.expedia.ca/Island-Players-Anna-Maria.d6296242.Vacation-Attraction), [Bayfront Park](https://www.expedia.ca/Bayfront-Park-Anna-Maria.d553248621563219957.Vacation-Attraction) and [Historic Green Village](https://www.expedia.ca/Historic-Green-Village-Anna-Maria.d553248621561884973.Vacation-Attraction) are also visitor favorites. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Anna Maria Island](https://www.expedia.ca/3Star-Anna-Maria-Island-Hotels.s30-0-d553248622847118534.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Anna Maria Island](https://www.expedia.ca/5Star-Anna-Maria-Island-Hotels.s50-0-d553248622847118534.Travel-Guide-Filter-Hotels) - [Hotels near Anna Maria Beach](https://www.expedia.ca/Anna-Maria-Beach-Hotels.0-l553248635977261016-0.Travel-Guide-Filter-Hotels) - [Hotels near Anna Maria City Pier](https://www.expedia.ca/Anna-Maria-City-Pier-Hotels.0-l553248635977255822-0.Travel-Guide-Filter-Hotels) - 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