Are you looking for a different kind of beach experience? Then do visit Anna Maria Island, a favorite tourist destination on Florida’s Gulf Coast. It is famous for its pristine beaches with crystal clear waters, but there is a lot more to discover and explore on this barrier island. Around the area, you will find plenty of restaurants, museums, and boutiques. You can go hiking and get glimpses of local wildlife in Leffis Key Preserve. If you love sunsets, you can take a cruise around the island, and if you get lucky, you might witness some dolphins and manatees while sailing. Anna Maria Island Historical Society is the perfect place to learn about the island’s origin and first settlers. You can bring or rent a boat if you’re a keen sailor and enjoy your stay in one of these best vacation rentals with boat dock in Anna Maria Island, Florida.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on February 09, 2024.
1. Seaswept Mermaid (from USD 710)
Picturesque bay and canal views are what you will wake up to every morning in this relaxing waterfront home. It can accommodate eight people in its spacious bedrooms. It features a kitchen and a living room, TVs in all four bedrooms, and outdoor seating areas. You can either dine inside or outside the house.
If you have a boat, do not hesitate to bring it with you as the lodging has a private dock. There is a foosball table in the backyard and a Bocce Ball court too. You can use the kayak and SUP board to explore the canal.
Top guest reviews
Amenities & Room:
my only issue was that stocking the kitchen almost seemed like an afterthoughtCleanliness:
it was clean and spaciousthis property was very clean upon our arrivalthe house was very nice and cleanit was absolutely clean very new with comfortable living space and a well-stocked kitchenthe cleanliness decor and location were perfect the house is maintained beautifullyHost:
owners were very responsive and attentivekudos to the housekeeping staff we had the best time and got some much needed relaxation inthe owners are super quick to respond and are available if you need themnikki was easily reached for questions and very responsiveRead more reviewsLocation:
great house in a great locationalso loved the locationlocation was great to enjoy the islandthe house was in a perfect location for uswe very much enjoyed the property and the location
2. Superb villa with resort-style amenities (from USD 599)
Why stay in a hotel when you can have a resort of your own? This lovely abode is perfect for eight people and has an enormous screened porch with plenty of seating area. It features a gourmet kitchen and a big living room with a flat-screen television and cozy couches.
The lodging has a private dock where guests can go fishing. It also serves as a place for wildlife viewing. You can take a good swim in the heated swimming pool and get a relaxing water massage in the spa tub. Sunsets are a spectacular vision from the enormous pool deck. Feel free to use the kayak, beach toys, and gas grill. There are also umbrellas and beach chairs on the property.
Top guest reviews
Amenities & Room:
the screen porch was perfect for breakfast dinner coffee and wine in the eveningsback yard and pool was beautiful and relaxingthe house was comfortable and the kitchen was stocked well for cookingCleanliness:
very clean and well stockedbeds were comfortable with nice clean and comfy sheets and blanketsthe house was very clean and looked exactly like the pictures in the listingthe property was clean and spacious beautiful and so relaxingbathrooms both very clean with large showersHost:
eleanor was very responsive using the app(owner is super friendly and responsivegreat prices and the owners are so personal and friendly and accommodatingthe management agent were some of the fastest responding and friendliest i have experiencedRead more reviewsLocation:
the location is perfect easy to get to pine street where there yummy restaurants and cute shopsthis house is gorgeous and the location is perfectlocation is great for walking to rod and reel restaurant and to the beachvery close to the main street pier but yet very calm and peaceful - perfect placethe neighborhood was lovely to for morning walks
3. Casa Amiga (from USD 787)
Your ultimate beach vacation awaits you in this charming abode close to the pristine beaches of Bean Point. Pine Avenue, a place for shopping and dining, is also near the lodging. It has a kitchen, a fancy dining area, and a cozy living room with flat-screen television and lovely palm tree views.
Behind the house is a private dock for your boat. If you are traveling with kids, there are plenty of pool and beach toys to choose from. There are two kayaks that you can use and bicycles too. The accommodation has a heated pool and spa, a perfect spot to enjoy the sunny weather of Florida.
Top guest reviews
Amenities & Room:
beautiful home with heated pool and hot tub spacious kitchen and bedroomswe loved casa amiga plenty of room for 6 adults and 4 kidsCleanliness:
rental is clean and well maintainedhouse was well maintained and very cleanthe house was clean and was a great spot to get to everythinghouse was very clean and tastefully decorated not overboard floridathe house had everything we needed and was clean beautifully decorated and comfortableRead more reviewsLocation:
beautiful house in a good locationgreat experience and fantastic locationfabulous house is well appointed and in great locationthe neighborhood is quiet and an easy bike ride to pine the beach and restaurantsperfect location and the house was just as beautiful as the photos
4. Luxurious waterfront home with heated pool (from USD 366)
The beach is just a short walk away from this adorable three-bedroom home for six people. It features a spacious kitchen with modern appliances. You can enjoy your meals inside the house or on the private dock with scenic views of the beach. You may also try to catch a fish from the boat dock.
You can take the kayak and explore the island or hang out around the outdoor fire pit with family and friends. After a long day, the heated pool is a perfect spot to relax.
Top guest reviews
Amenities & Room:
the beds were super comfortable and the linens were high qualitywe enjoyed the pool and many meals on the deckkids loved the pool and fire pit outside space was great and neighbors were friendlykitchen was well stocked and beds were comfy - a great spoteverything you would need to stay comfortable was thereCleanliness:
it was very cleannice clean property on the canalhouse was clean and had everything neededit’s a bit worn but it’s very clean and comfortablekitchen and bedrooms were spacious and the place was extremely cleanRead more reviewsLocation:
enjoy the manatees right by the house and a short walk to the beachthe location is perfect … we rode bikes or took monkey bus where ever we needed to gogreat location and house very well equipped and only issue was maybe the pool being a little cleaner
5. Aqua Cove (from USD 490)
The aquamarine color of the walls and furniture give this lodging a beach vibe. It is a spacious canal-front home and is close to the Gulf Beaches. You can enjoy the sun in the outdoor pool and spa even in winter, as the pool is heated.
The property has a private boat dock and a spacious deck with a seating area. A ping pong and pool table are also available for additional entertainment. The house features a kitchen, a cozy living room, and a dining area. Shops and diners are also available near the accommodation.
Top guest reviews
Amenities & Room:
wonderful well stocked kitchen for cooking meals as we didn't dine out as we usually doHost:
management company was very helpfulRead more reviewsLocation:
great property and perfect locationgreat location to beach and restaurantswell appointed property and great location we really enjoyed our time at aqua cove
6. Sea Horse (from USD 565)
There is no place for boredom in this bright and peaceful home. It suits eight guests and has a heated pool perfect for relaxation. The living room features an enormous flat-screen television where you can watch your favorite movies while resting. It also has a kitchen and a cozy dining area.
The accommodation has a private dock, so you never have to worry about where to keep your boat. It is also a spot where you can launch your kayaks or go fishing. If you want to unwind and enjoy the scenic views, you can open a bottle of wine and lounge in the Adirondack chairs. There is also a screened patio with a seating area and a barbecue grill.
Top guest reviews
Amenities & Room:
the game room with pool table and video game was funenjoyed a game of pool in the guest house which i didn’t even notice in the initial photosthe enclosed pool is not large but it was fun to splash aroundCleanliness:
while the property is not perfect in every respect it is very clean nice and a good valuethe heated pool was so relaxing and everything was so clean a very special place for sureHost:
management company were responsive to a service inquiry regarding the washing machineRead more reviewsLocation:
location is perfect - short walk to beach shopping restaurantsgreat location house is well keptperfect location from pine street and the beachso close to the quiet end of the beach easy 5 minute walk to paradisethe best location by far just off famous pine st
7. Acacia Breeze (from USD 1124)
You can take a leisure walk in the Gulf Beaches every day when you stay in this stunning home that sleeps nine people. It has a heated pool and a spa where you can go for a swim and pamper yourself with a water massage. There are also sunbeds where you can rest and enjoy the fine weather.
If you have a boat, there is a private dock on the property. You can enjoy indoor sports like ping pong and foosball if you want to stay in. The sunroom is a delightful spot to dine in while enjoying the breathtaking views of the canal.
Top guest reviews
Cleanliness:
we had a great time house was clean and great for multiple familiesRead more reviewsLocation:
beautiful property and great locationloved the proximity to restaurants and shops and the beach a nice walk awayloved the location and the privacy that the landscape provided
8. Deluxe home close to beach (from USD 433)
This oasis in Lake LaVista can comfortably accommodate eight people in its relaxing rooms. It features a spacious, fully equipped kitchen and a large dining area perfect for families. It also has a heated pool where guests can unwind. Children can safely swim in the pool since both ends have shallow areas.
For travelers bringing a boat, a dock is available on the property. The house also features a boat lift. The property is close to beaches and restaurants.
Top guest reviews
Amenities & Room:
the only issue that management may wish to investigate is that the a/c seems to need an upgradeperfectly located well appointed beautiful views on the canal and probably the best pool on anna maria islandthe open plan living dining and kitchen space was excellent with plenty of seatingthe pool and dock were wonderfulCleanliness:
it was very clean and the property was beautifulfabulous house clean well stocked great locationHost:
i could not ask for a more accommodating and nicely stocked homeRead more reviewsLocation:
great location for this housethe location was greatwe loved the house and locationthe pool is amazing the location was close to everythinggreat location just north of pine with easy walking access to several of the best restaurants
9. Pelican Point
You can plunge into the heated pool or spoil yourself with relaxing water therapy in the spa in this two-bedroom vibrant home. It features a large living area with flat-screen television and a space where guests can enjoy foosball and ping pong. It also has a grill for barbecue nights, an equipped kitchen, and a dining area.
The property has a private dock to store your boat. It is also a place where you can go fishing or unwind while enjoying lovely canal views. You may spot a wild animal or two as well!
Anna Maria, Florida, United StatesAccommodates: 6
Top guest reviews
Cleanliness:
very clean quiet location and wonderful place to just relaxRead more reviewsLocation:
location is nice neighborhood quiet and privateeasy walk to beach and places to eat - real florida lifestyleabsolutely fabulous from start to finish easy walking distance to bean's point beach rod & reel pierthis home is in an ideal location on anna maria island on a canal that leads to the oceanproperty was immaculately clean and in a perfect location - looking forward to going back
Find your bliss in the beaches of Anna Maria Island
The waves, the clear blue sky, the sun, and the sand are things that you can look forward to when you stay on this lovely island. With water activities like snorkeling, kayaking, and fishing, you can unleash your love for the outdoors. Experience an ultimate beach vacation in the best vacation rentals with boat dock in Anna Maria, Island.
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