Anna Maria Island, on the west coast of Florida, is an island with the Gulf of Mexico and Tampa Bay as its neighbours - an island that attracts many visitors who come for its relaxed vibe, broad beaches with snow-white sand, and crystal blue waters. Once you are here, you can choose to stay in either of its three cosy towns: Bradenton Beach in the south, Anna Maria in the north, or Holmes Beach in between.
If you’re in Anna Maria, you’ll find so many things to do, including browsing at Pine Avenue, the shopping district of this small resort city. Lined with galleries, restaurants, and eateries, it has everything you need. Pop into the Anna Maria Island Historical Society Museum, a restored 1920s cottage, or step onto the nearby City Pier that dates back to 1911. If you stay in Bradenton Beach City, have fun shopping at the Bridge Street Market, which sells food, art, and jewellery. For a leisurely night, go to the dive bars at Holmes Beach and chill out with local surfers. On Anna Maria Island, outdoor sports, like fishing, kayaking, hiking, and bike riding, are all great activities to do! It’s easy to get here - just book a ticket to Sarasota Bradenton International Airport and drive or bike to either of the three towns. Are you thinking of visiting this sweet, small island with your pets? Not to worry, there are a number of vacation rentals available! Check out our list of pet-friendly Vrbo vacation rentals on Anna Maria Island, Florida.
“Rest Ashore” is a cosy, updated cottage with two bedrooms. A sleeper sofa is in the living room as well, so this cottage can easily accommodate up to six guests. There is Wi-Fi, a washer and dryer, air conditioning, and cable TV. Pets are welcome at this rental.
The accommodation is decorated to remind guests of the beach, with granite flooring and ocean blue walls. The fenced backyard deck has a heated pool, surrounded by tropical landscaping. Beach chairs are provided to lounge around the pool and towels and an outdoor grill is also provided. Parking is available here.
Rest A Shore: Adorable North End Cottage, Heated Pool, Close to Beach & Piers!Anna Maria, FL, US
Top guest reviewsThe cottage was exactlyas the pictures depictedA wonderful beach that is hardly ever crowdedThe outdoor shower was a huge bonusThe fenced back yard and pool area is very cozy and private Bikes beach chairs/umbrellas andThere was everything you could ever need in the garage coolers pool toys bikes beach toys and tons of towels making it so easy to pack light and enjoythe pool and yard were great" The pictures are very accurateHouse was just as pictured beachy and quaint
Host:We hope to return next yearThere was even an information bag with rental agencies restaurants and morethe only cure is to return next yearIn the other direction is the wonderful Pine Ave And all its lovely shops and boutiques as well as restaurantsOn the windy days the beautiful (and heated) pool and backyard provided us with the perfect escapeRead more reviewsVery safe neighborhood quiet Easy enteringOnly about 3 blocks walk up to the dunes and white sands of Bean Point and just around the corner from the Rod and Reel PierAwesome get away Thanks againLoved the short walk to the beach and being at the quiet end of the IslandRode bikes walked on the beach played in the water and swam in the pool Lots of local places to eat very close
This is described as a dream vacation cottage. Indeed, this charming cottage is decorated in different shades of blue and has cream-coloured furniture, in line with the beach theme. Your dog is welcome at this rental for a small fee. The cottage is only 200 steps from the beach. Outside, there is a pool with lounge chairs, perfect for watching the sunset, under the swaying palms.
A beautiful vacation home with Wi-Fi, cable TV, and a washer and dryer, you’ll definitely feel like you’re in a dream vacation house here. Hop on the free Island Trolley to shop on Pine Avenue, where you’ll find the best boutique, vintage, and local shops on Anna Maria.
Colorful beach cottage w/ heated private pool, grill area, & more-dog-friendlyAnna Maria, FL, US
Top guest reviewspersonally is one bedroom had 2 twin beds rather than a queen bed But for families with children the twin beds would be idealvery well equipped private close to the beachThe only down side for our stayLoved the privacy and short walk to the beach Nice private poolIt was fine until I got out:)Up to date and very clean
Host:the road was not heavily traveled homeAnd the back outdoor area with the pool was wonderfulespecially the close proximity to the beachso glad we could bring our dog tooWe loved everything about our stayRead more reviewsThere are several restaurants nearby and ice creams shopsThe location is near to the beach and in a quiet areasteps to the beach quiet north end neighborhoodThe house was located in the perfect spot for us right near the ocean and not a busy streetWe liked Anna Maria and the house
This newly remodelled beach house is furnished with brand new furnishings throughout. A three-bedroom, two-bath villa, there is an outdoor pool and a private outdoor patio for guests to get their new tan. The beach is just a block away and shops and restaurants are reachable on foot. Amenities include a washer, dryer, TV, air conditioning, and heater. If you’re travelling with your dog, this property is pet-friendly!
Ainsley Beach House: Awesome Villa, Private Heated Pool, Tiki Table, Waterfall!!Holmes Beach, FL, US
Top guest reviewsThe beds and pillows could use an upgradea large TV in the living room and one in each bedroom all of them in HDThe chairs in the living room are on the little side when your husband is 6'3The heated pool was cozy and privateThe table was a fold down table and the food nestled in the fold was disturbingAlso it was very clean and updatedAinsley Beach House was decorated very tastefully and extremely cleanThe house was nicely furnished and clean and had everything we needed for a relaxing getawayThe heated pool was really appreciated as the temps in the ocean were COLD and the air temps were barely in the 60sGorgeous outdoor setting in back very private and everything very clean House
Host:other direction is ice cream eateries and marinaThe rental agency was very accommodating with assistance on restaurants and having answers for all of our questionsvery nice but living area smallAnd everyone we encountered on the island was very friendly and pleasant to talk withWe had a few issues with light bulbs being out one key not working and the Ainsley Beach house management staff were very quick to respondRead more reviewsRestaurants are within easy walking distanceSeveral restaurants are a 2 minute walk away Quiet house on a quiet streetthe location in Holmes Beach was perfect for walking to shops restaurantsPerfect location Absolutely loved the backyard and pool ThanksI loved the quiet little island
Stay on quiet Holmes Beach in this quirky little complex and be just across the street from the beaches. This lovely Vrbo rental has a heated pool where guests can swim or lounge around on the deck chairs. There is also a gas grill for guests to cook on the outdoor patio. The house has a fully-equipped kitchen, complete with a dishwasher. The cosy living room, with its vaulted ceiling, cable TV, and free Wi-Fi, invite you to relax after a long day out in the sun.
Dogs are welcome at this property. Anna Maria Island shopping centre is a quick walk away and there are two provided parking spaces.
Dog-friendly beach cottage moments from the gulf with shared pool, near trolley!Holmes Beach, FL, US
Top guest reviewsAnd even though there are 4 units with a shared pool it still felt like my own private paradiseThe apartment received an A+ in all areas of cleanliness in the bathroom kitchen and overall Supplies such as dishes and cookware were all goodEnough towels and beach towels and very comfortable : the washing machine and dryerthere is nothing not to like about this placeMy only complain would be the Mattress in the Master BedroomThe unit was clean and quiet and a super close to the beachThe location of the property is fantastic and it was very comfortable for the three of usThe bedrooms and bathrooms are very generous and the kitchen was much better equipped than the previous rental we had
Host:They also allow pets and the pool is super refreshingWe wanted a relaxing laid-back vacation and Starfish 4 was ideal Steps to Beach nice pool very quietOur only issues were figuring out to the TV and the HVAC thermostat - detailed instructions would be super helpfulclean and comfortable Overall exceeded expectationsVacasa staff was amazing and the owner of the unit Rusty is a great guy too Close to shopsRead more reviewsLoved the location and decor Need better cleaning and bedsMet a lot of great people in the neighborhoodGreat location
Great set upthe beach is a short walk awayWe enjoyed staying at Starfish#4 Home away from home Perfect walking distance to the beach and very close to so many good places to shop and eat
Would highly recommend it
This vintage home, reminiscent of a Florida 1950s cottage, has sea-blue walls, hardwood floors, and cute, kitschy touches all over the apartment, making it perfect for a romantic getaway. An adorable house with updated amenities and a beach theme, amenities include a large flat-screen TV and DVD players, Wi-Fi, air conditioning, and heating. You can cook your meals in the attached kitchen with a washer and dryer.
The pool outside is heated, and guests can lounge around on the beach chairs, or fire up the gas grill on the sundeck and dine alfresco. Relax and watch the sunset! Pets are welcome at this cottage, and you can take your furry friend to Paw Playground on Holmes Beach, which is just a stroll away.
Adorable, vintage cottage w/ private, heated pool & sundeck - walk to the beach!Bradenton Beach, FL, US
Top guest reviewsThe only downside - the master bed mattress was hardkitchen was not stocked well at allIt was close to everything we wanted to donice overall just disappointed there was not more supplies in the kitchenWe had one small issue with the shower
Host:We got into the home when the maintenance person was there and he helped us with some TV and pool questions and was very friendlyThe home comes with a few floats beach chairs and toys for the kids to take to the beachShort walk to the beach with a great poolWe could not have had a more cozy well-appointed vintage beach cottage From the awesome swimming pool to the fully stocked kitchenOur favorite spot was to sit outside with our family in the mornings and have breakfast next to the pool in the backRead more reviews4 min to Walgreens and Publix2 min walk to the beachGreat location on the island with a short walk to the beach Close to restaurantsA Pirate's Cove was perfect for our needs Close to the beach access and Island Trolleythat it took - minute to go out the door and across the street
This one-bedroom retreat has a fenced backyard, perfect for your dog to roam around. There is also a heated pool, with lounge chairs and patio tables around the pool. The air-conditioned house has all-new cabinets, flooring, shower, and finishes. Amenities include heating, a washer and dryer, Wi-Fi, and cable TV.
There are four units for rental here. From the apartment, you can watch sunsets and sunrise from your front yard. Or, walk just a few minutes to the sandy white beaches and the shops and restaurants. There is a gas grill and barbecue area for outdoor cooking.
GULF VIEW, FULL RENO 2019-GRANITE, QUEEN-HTD POOLSIDE 1 BR RETREATBradenton Beach, FL, US
This two-level condominium in Runaway Bay has amazing amenities - new flooring, new ceiling fans in the bedrooms, and full-sized beds in each of the rooms. There is also a fully-remodelled new bathtub and shower in the master bedroom. The attached kitchen comes with brand new appliances, such as a toaster, coffee maker, microwave, kitchen utensils, and so on. There is also a washer and dryer and Wi-Fi is available throughout the property. If you’re planning to have your dog travel with you, this rental allows pets for an additional 100 USD fee, but dogs cannot be heavier than 20 pounds (9.1 kg).
Runaway Bay has a large heated swimming pool and a tennis court. The beach is just across from the resort and has jet skis for rental, but do note that most beaches are not dog-friendly, so if you wish to go to the beach with your pet, a nearby dog-friendly spot is Palma Sola Causeway Park. The Island Trolley brings you around Anna Maria Island and restaurants are close enough to reach on foot or bicycle.
Amazing Condo; 50 steps to the Gulf/ W heated pool and tennis courtBradenton Beach, FL, US
Top guest reviewsThe condo was spacious with two good sized bedrooms and a large through kitchen / dining lounge areaThe condo was super spotless great location beds super comfortable kitchen had everything you need and more we would recommend to allThe condo had everything we would need including beach chairs and a beach cart and lots of great kitchen appliancesThere were plenty of extra sheets and towels in the linen closet and an assortment of pillows that we could choose from for our individual comfort levelswell equipped Ceiling fans in both bedrooms and two double beds in guest room kept our family of four comfortable There are beach umbrellas beach chairs plenty of beach towels and a beach cart...Grounds around the condo were very clean and beautiful
Host:recieved no communicationfrom rental agentprior to check in had to initiate myself after that it was a totally wonderful experiencethe pool area was always cleanEileen was very easy to work with We will be backLoved our stay Condo was excellent and owner was helpful and easy to work with Everything was as advertised Highly recommendGreat experience Already booked for next yearRead more reviewsA few steps from the beach LoveAlthough across the street from the beachIt is situated on a beautiful island ( Anna Marie) and located within a quiet complex with a reasonable size poolBeach access is just across the street I would recommend it to anybodyWe LOVED our little back balconies that looked out on the pool and a cute little moat that meandered around the complex
Beach House Resort in Bradenton Beach is a lovely condominium that faces the shore. You can relax and watch cable TV on one of the two flat-screen TVs provided or brew a morning coffee and cook up a storm in the fully-equipped kitchen, equipped with all the kitchen utensils and appliances you’ll need. A washer and dryer are also included and the place has air conditioning and a heater.
There is a balcony for you to watch the sunsets, you can walk to the Gulf Drive Cafe, located next door for your meals, or ride on the free Island Trolley to visit the other towns. The trolley stop is located conveniently outside your house. Pets are definitely welcome at this rental, and guests also get an assigned parking space.
Dog-friendly, waterfront condo w/ private hot tub & furnished balcony
Top guest reviewsSome cons were difficult parking inability to open windows or door for air-flow and a vert squeaky bedThe view was great and being right on the beach was wonderful Nice space for 2you can take out to the beachbut that is part of the issue on the entire beach as there isnt enough parkingand we have thoroughly enjoyed it each timeThe condo was very clean and directly on the beach
Host:We arrived after office hours and we appreciated the staff staying behind just a bit to help us get organized with paperwork and directionshave the sand shoveled and path redoneWish there was screening along the deck to keep them out The landing area and concrete needsFelt that the outside maintenanceStaff was great View was beautiful and location was greatRead more reviewsYou're directly on the beach and in walking distance to restaurants and barsRight on the beach Perfect for beach vacationblowing sand from concrete patio and steps was lackingClose to Bradenton Beach stores (1/2 mi) Chairs and umbrellasI have never stayed anywhere that I was literally steps away from the sand and
Book your dream vacation on Anna Maria Island, Florida
If sunny beaches and windy sea breezes tick your getaway boxes, then pack your suitcase and bring your fur-kid along. Beautiful Anna Maria Island is a place where both two-legged and four-legged friends will definitely rejoice, with plenty of space to roam around freely. So, book your dream vacation in one of our adorable apartments or even a luxury Airbnb.
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