8 Best Pet-Friendly Vrbo Vacation Rentals On Anna Maria Island, Florida - Updated 2021

vrbo anna maria island pet friendly

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.

1. Rest in an adorable cottage named "Rest Ashore" (from USD 171)

“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
35 reviews
cottage 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
The cottage was exactlyas the pictures depicted
A wonderful beach that is hardly ever crowded
The outdoor shower was a huge bonus
The fenced back yard and pool area is very cozy and private Bikes beach chairs/umbrellas and
There 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 enjoy
the pool and yard were great
" The pictures are very accurate
House was just as pictured beachy and quaint
We hope to return next year
There was even an information bag with rental agencies restaurants and more
the only cure is to return next year
In the other direction is the wonderful Pine Ave And all its lovely shops and boutiques as well as restaurants
On the windy days the beautiful (and heated) pool and backyard provided us with the perfect escape
Very safe neighborhood quiet Easy entering
Only about 3 blocks walk up to the dunes and white sands of Bean Point and just around the corner from the Rod and Reel Pier
Awesome get away Thanks again
Loved the short walk to the beach and being at the quiet end of the Island
Rode bikes walked on the beach played in the water and swam in the pool Lots of local places to eat very close
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2. Dream vacation cottage near the beach (from USD 206)

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-friendly
Anna Maria, FL, US
56 reviews
cabin 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
personally is one bedroom had 2 twin beds rather than a queen bed But for families with children the twin beds would be ideal
very well equipped private close to the beach
The only down side for our stay
Loved the privacy and short walk to the beach Nice private pool
It was fine until I got out:)
Up to date and very clean
the road was not heavily traveled home
And the back outdoor area with the pool was wonderful
especially the close proximity to the beach
so glad we could bring our dog too
We loved everything about our stay
There are several restaurants nearby and ice creams shops
The location is near to the beach and in a quiet area
steps to the beach quiet north end neighborhood
The house was located in the perfect spot for us right near the ocean and not a busy street
We liked Anna Maria and the house
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3. Awesome villa with its own private, heated pool (from USD 314)

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
36 reviews
villa 3 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
The beds and pillows could use an upgrade
a large TV in the living room and one in each bedroom all of them in HD
The chairs in the living room are on the little side when your husband is 6'3
The heated pool was cozy and private
The table was a fold down table and the food nestled in the fold was disturbing
Also it was very clean and updated
Ainsley Beach House was decorated very tastefully and extremely clean
The house was nicely furnished and clean and had everything we needed for a relaxing getaway
The heated pool was really appreciated as the temps in the ocean were COLD and the air temps were barely in the 60s
Gorgeous outdoor setting in back very private and everything very clean House
other direction is ice cream eateries and marina
The rental agency was very accommodating with assistance on restaurants and having answers for all of our questions
very nice but living area small
And everyone we encountered on the island was very friendly and pleasant to talk with
We had a few issues with light bulbs being out one key not working and the Ainsley Beach house management staff were very quick to respond
Restaurants are within easy walking distance
Several restaurants are a 2 minute walk away Quiet house on a quiet street
the location in Holmes Beach was perfect for walking to shops restaurants
Perfect location Absolutely loved the backyard and pool Thanks
I loved the quiet little island
Read more reviews

4. Quaint beach cottage in Holmes Beach (from USD 162)

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
35 reviews
condo 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
And even though there are 4 units with a shared pool it still felt like my own private paradise
The apartment received an A+ in all areas of cleanliness in the bathroom kitchen and overall Supplies such as dishes and cookware were all good
Enough towels and beach towels and very comfortable : the washing machine and dryer
there is nothing not to like about this place
My only complain would be the Mattress in the Master Bedroom
The unit was clean and quiet and a super close to the beach
The location of the property is fantastic and it was very comfortable for the three of us
The bedrooms and bathrooms are very generous and the kitchen was much better equipped than the previous rental we had
They also allow pets and the pool is super refreshing
We wanted a relaxing laid-back vacation and Starfish 4 was ideal Steps to Beach nice pool very quiet
Our only issues were figuring out to the TV and the HVAC thermostat - detailed instructions would be super helpful
clean and comfortable Overall exceeded expectations
Vacasa staff was amazing and the owner of the unit Rusty is a great guy too Close to shops
Loved the location and decor Need better cleaning and beds
Met a lot of great people in the neighborhood
Great location
Great set up
the beach is a short walk away
We 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
Read more reviews

5. Vintage, cosy cottage with a private pool (from USD 178)

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
39 reviews
House 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
The only downside - the master bed mattress was hard
kitchen was not stocked well at all
It was close to everything we wanted to do
nice overall just disappointed there was not more supplies in the kitchen
We had one small issue with the shower
We got into the home when the maintenance person was there and he helped us with some TV and pool questions and was very friendly
The home comes with a few floats beach chairs and toys for the kids to take to the beach
Short walk to the beach with a great pool
We could not have had a more cozy well-appointed vintage beach cottage From the awesome swimming pool to the fully stocked kitchen
Our favorite spot was to sit outside with our family in the mornings and have breakfast next to the pool in the back
4 min to Walgreens and Publix
2 min walk to the beach
Great location on the island with a short walk to the beach Close to restaurants
A Pirate's Cove was perfect for our needs Close to the beach access and Island Trolley
that it took - minute to go out the door and across the street
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6. One-bedroom retreat with a gorgeous view of the Gulf (from USD 172)

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.

Bradenton Beach, FL, US
1 Bedroom 1 Bathroom

7. Amazing condo with heated pool and tennis court (from USD 200)

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 court
Bradenton Beach, FL, US
38 reviews
condo 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
The condo was spacious with two good sized bedrooms and a large through kitchen / dining lounge area
The condo was super spotless great location beds super comfortable kitchen had everything you need and more we would recommend to all
The condo had everything we would need including beach chairs and a beach cart and lots of great kitchen appliances
There 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 levels
well 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
recieved no communicationfrom rental agentprior to check in had to initiate myself after that it was a totally wonderful experience
the pool area was always clean
Eileen was very easy to work with We will be back
Loved our stay Condo was excellent and owner was helpful and easy to work with Everything was as advertised Highly recommend
Great experience Already booked for next year
A few steps from the beach Love
Although across the street from the beach
It is situated on a beautiful island ( Anna Marie) and located within a quiet complex with a reasonable size pool
Beach access is just across the street I would recommend it to anybody
We LOVED our little back balconies that looked out on the pool and a cute little moat that meandered around the complex
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8. Waterfront condo furnished with a private hot tub

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
32 reviews
condo 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
Some cons were difficult parking inability to open windows or door for air-flow and a vert squeaky bed
The view was great and being right on the beach was wonderful Nice space for 2
you can take out to the beach
but that is part of the issue on the entire beach as there isnt enough parking
and we have thoroughly enjoyed it each time
The condo was very clean and directly on the beach
We arrived after office hours and we appreciated the staff staying behind just a bit to help us get organized with paperwork and directions
have the sand shoveled and path redone
Wish there was screening along the deck to keep them out The landing area and concrete needs
Felt that the outside maintenance
Staff was great View was beautiful and location was great
You're directly on the beach and in walking distance to restaurants and bars
Right on the beach Perfect for beach vacation
blowing sand from concrete patio and steps was lacking
Close to Bradenton Beach stores (1/2 mi) Chairs and umbrellas
I have never stayed anywhere that I was literally steps away from the sand and
Read more reviews

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.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Avid travelor, real-life educator, and part-time adult ballerina, this late bloomer finds beauty in the things she sees and is always looking for new places to explore and good food to eat.She...Read more

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