Anna Maria Island is on the western coast of Florida, boasting a 7-mi (11.2 km) strip of white sand beaches and stunning sunrises and sunsets. Known to be one of the most scenic spots in the state of Florida, Anna Maria Island is a treat for anyone who is looking to spend a relaxing vacation in nature’s lap. You can sample fresh seafood at its wide range of seafront restaurants or engage in fun water activities including kayaking, paddleboard, and deep-sea fishing. You can also go for nature hikes, bike around the town, or soak up the sun on its beaches. Florida Maritime Museum is a 12-minute drive away. The gorgeous Holmes Beach dog park is perfect for a visit from you and your furry friends. Check out these affordable pet-friendly rentals in Anna Maria Island, Florida, for your next vacation.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and pet-friendly rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on April 13, 2024.
1. Dog-friendly villa with gorgeous sunset views (from USD 735)
This luxury property is strategically located across the ocean to give you the most breathtaking views of the sunset from your balcony. The rooms are designed carefully to offer maximum comfort to guests. What’s more? You can bring your pets too! All you need is the host’s approval and pay a fee of $250. This dog-friendly property is close to the beach and is located in a safe neighbourhood.
Don’t forget to use the in-house amenities, such as the pool and spa, for a relaxing holiday.
Top guest reviews
Amenities & Room:
large rooms comfortable beds and plenty of amenities including an elevatorwe loved the extra pool toys in the garage especially the whale and swan inflatablesa beautiful house that is in need of a major furniture cleaning and kitchen restockingCleanliness:
i cleaned it- property needs better tlcall the bathrooms were cleani had to clean and organize the paraphernalia in order to pull in the cars to parkHost:
ami vacations expertly handled the very few minor issues we had- friendly and professionalRead more reviewsLocation:
we loved the location close to the beach and a quiet and safe neighborhoodif you're going to anna maria this house is located in the perfect place
2. Dog-friendly island getaway with private pool (from USD 524)
Do you want to take a break from your daily grind and spend quality time with your loved ones? Visit the island of Anna Maria and book this property for a relaxing stay. This gorgeous property is a beach house with a private heated pool that allows you to bring your pup! Check with your hosts for pet fees before booking the property.
You are just 1.5 blocks away from the beach and also close to the shopping centres and local restaurants for a relaxing day of outdoor excursion. Activities such as jet skiing, water skiing and snorkelling await on the beach.
Top guest reviews
Amenities & Room:
the interior is very nice with a very functional and comfortable layoutpool is heated and great for an evening swimCleanliness:
the house is very clean and decorated nicelyRead more reviewsLocation:
the location is great for walking to nearby restaurants and shoppingexcellent property in great locationgreat property in a great location very private & comfortable backyardwalking distance to a lovely beach and a few restaurants
3. Island Pineapple (from USD 599)
Island Pineapple is a beach property located a short distance from the beaches of Anna Maria. The warm and welcoming vibe of this house has a relaxing vacation written all over it. The spacious house has an indoor air purification system, too.
What’s more? You can bring your furry friends, too! There is, however, a fee of $168 including taxes per dog. Just be sure to add your pets to the reservation while booking.
The guests and their pets can not only enjoy themselves outside the property but also inside. Engage in poolside air hockey or use the game room equipped with a ping-pong table, pool table and card table. You can also use the free island trolley to travel the entire length of the island, hopping on and off at your leisure.
Top guest reviews
Amenities & Room:
the pool area was incredible and the living space hugeHost:
the few times i reached out to the rental company they were responsive and helpfulRead more reviewsLocation:
it is only a five minute walk to a gorgeous white sand beachproperty was nice and good locationwe absolutely love the screened in pool area and the location is very close to the beach
4. Renovated pet-friendly property near Holmes Beach (from USD 179)
You can check with the host about bringing your furry friends to this renovated property as it is pet-friendly. The host allows you to bring a small pet on a case-to-case basis but be sure to check for approvals before booking.
This property is designed in such a way that you can spend quality time both indoors and outdoors. All the major attractions, such as Holmes Beach as well as galleries and a museum are located a short distance away.
You can sample the local cuisine of the island or whip up a quick meal in the spacious kitchen. The free island trolley can take you to the village of Anna Maria, known for its historic piers and plethora of restaurants.
Top guest reviews
Cleanliness:
clean quiet and close to the oceanRead more reviewsLocation:
not a bad place for the price
5. Vintage cottage with heated pool (from USD 318)
This charming cottage is located on the North End of the island, only a block away from Rod Reel fishing pier. This vintage property that allows pets has been tastefully designed to give the utmost comfort to its guests and quick access to beaches. Spend lazy afternoons in the property’s lush backyard and watch your pets play around in the fenced yard. If you are planning to stay indoors, be sure to use the heated pool for absolute relaxation.
Top guest reviews
Amenities & Room:
it has a nice outdoor grill and table and chairs to enjoy meals outsideCleanliness:
clean quiet and well stocked accommodationHost:
the owner has thought of everything you will need to enjoy your beach vacationRead more reviewsLocation:
just steps away from white sand beaches with crystal clear waters piers restaurants and shopsgreat location back yard is private and the highlight of the property
6. Canalfront home with private pool (from USD 401)
What good is a vacation that doesn’t leave you well-rested? This vacation property takes care of that. This private canal-front home comes with all the amenities and facilities, including a hot tub and a pool, to give its guests a relaxing time in Anna Maria. This property is dog-friendly as long as you get the host’s approval and pay the pet fee of $250.
You can also use the game room equipped with foosball, table tennis and a pool table. You are also a short distance from Bean Point Beach if you feel like some outdoor fun.
Top guest reviews
Cleanliness:
very clean and in walking distance to restaurants pier and beachRead more reviewsLocation:
great location to everything on north end of islandthe house is beautiful it is a short walk to many places
7. Premium beachfront condo with elevator (from USD 250)
Gulfsands is a luxury complex surrounded by well-manicured lawns and full-grown palm trees. As it is located right opposite the white sand beach of the Gulf of Mexico, you can get a front-row view of the seascapes and all its creatures. This recently refurbished condo offers new kitchen appliances, outdoor seating and the largest pool on the island!
This home is perfect for a small family with pets. Guests can enjoy a heated communal pool on the property or rent kayaks or canoes for some fun water activities. You can also take your dogs on a pleasant walk around the property!
Top guest reviews
Amenities & Room:
the pool was first class and view from the patio at sunset was beautifulloved the decor and my son loved having his own bedroom bathroom and tvRead more reviewsLocation:
literally steps to the beach amazing pool and so walkable to many restaurantsgreat location and property in anna maria iskand
8. Beach N Bay (from USD 376)
Beach N Bay is a rental property that has all the tropical flavours and comforts of a luxury holiday home. Amenities include a hot tub for a relaxing soak and activities such as yoga and pickleball, which are popular among tourists. Complimentary private parking is also offered.
This cheerful property allows you to bring your pets on vacation, too.
Top guest reviews
Amenities & Room:
we wish there were basic home necessities provided like trash bags bathroom essentials dishwashing detergent laundry detergentCleanliness:
even sent someone over after to clean the bathroom againgreat place clean nicely stocked kitchen appliances some good suggestions for local spots and very friendly team highly recommendHost:
the owners are so friendly kind and helpfulthe owners were amazingly accommodating and friendly but completely non-intrusiveRead more reviewsLocation:
great place to stay conveniently located to everythingthey take a ton of pride in this location and it showswhat a perfect place to stay it has everything you could possibly needthe location can't be beat and everyone in anna maria is so friendly and hospitablegreat location and pool very clean
9. Pastel-hued cottage on the beach (from USD 425)
If you want to spend your holiday in a peaceful and tranquil environment of a beach, then this dog-friendly rental is what you need. This island home located in the heart of Anna Maria’s Holmes Beach has quirky designs that fully encapsulate Florida’s beach vibes in its interiors. The rooms are comfortable and equipped with everything you need for a comfortable stay. The fenced backyard means your dog can freely prance around without venturing away too far. You can also take your pooch to the Scentral Park Dog Park nearby for a fun day outdoors.
Misty Beach is fairly close by, giving you quick access to the island’s free trolley service to enjoy all the nearby attractions with ease. If you are bringing your pet, be sure to check about additional fees from the hosts.
Top guest reviews
Amenities & Room:
the pool is amazing and the pool furniture is perfect for relaxing poolsidewe had a great stay and the girls loved the poolCleanliness:
place was very clean and warm beechy vibe loved the poolRead more reviewsLocation:
great location with the beach and many more within walking distanceonly 3 minute walk to the beach public access is close and easy to get toamazing house we enjoyed the heated pool and the quick walk to the beach across the street
10. AMI Boathouse (from USD 653)
AMI Boathouse is just 200 steps from Tampa Bay and all you need for a luxurious holiday. Equipped with even a private pool and a spa, this vacation rental has everything to become a home away from home. You can also bring your canine companions as this property allows certain breeds and sizes of dogs for a fee of $125.
While here, take a relaxing dip in the new pool or watch the birds from the new dock. You will also enjoy breathtaking views from every inch of this property, so feast your eyes!
Top guest reviews
Amenities & Room:
ami boathouse is a beautiful home with a great pool and view of the canalspacious bedrooms with comfortable mattresses/linensperfect for families and has a lot of room for entertaining and relaxingon the water great pool plenty of space for multiple familiesloved the pool patio decks and boat dockCleanliness:
clean and nicely decoratedthe house was impeccably clean when we arrivedthe house was amazingly clean and was in a perfect locationthe ami boathouse was very clean charming and well-equipped for a week at the beach for my familythe home is sparkling clean and decorated tastefullyHost:
kris and cam were amazing hosts they responded so quickly to any questions we hadkris and cam were wonderful hoststhank you kris for being a wonderful hostsuper nice accommodations and responsiveness from hosts they have worked hard to think of everythingkris was an excellent host offering lots of information and was quick to respond to any questions askedRead more reviewsLocation:
the location is fantasticgreat location and adorable housevery nice location in a very quiet neighborhoodwonderful location on the north side of the islandgreat location - you can walk to restaurants and the piers
Superhost
Explore the hidden gem of Florida with your pets
Feeling the winter blues and want to escape to a sunny island with sun-kissed beaches? If your answer is yes, then you have come to the right place. The state’s hidden gem, Anna Maria Island, is popular enough to give you all the comforts of a holiday destination without the crowds. Book your stay in one of these top pet-friendly rentals in Anna Maria Island, Florida, to give your loved ones an unforgettable holiday.
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