Pet-friendly vacation rentals in Anna Maria

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Anna Maria

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest favourite

Condo in Holmes Beach

4.99 out of 5 average rating, 125 reviews

Beach Escape - Make Memories on Anna Maria Island!

Relax and unwind at this updated beach condo with a heated pool and outdoor shower overlooking a peaceful park. Very short stroll through the park and then about 150 steps to the white sand beach. Quaint condo community with only 8 units total. Wonderful couple escape or family getaway. Sleeps 2-6 guests. Private, covered 2 car parking. Laundry in unit. Storage room with beach wagon, beach chairs, and Weber grill. Location is a hidden gem close to everything you need for a relaxing island stay.

Apr. 20 – 27

$615 CAD per night

Guest favourite

Home in Holmes Beach

4.95 out of 5 average rating, 158 reviews

Set AMI

This stylish and light home offers single-level private accommodations. The recently updated interior and private backyard oasis with plunge pool offers the perfect space for a truly relaxing and enjoyable vacation. Inside, the stylish and comfy space has room for everyone to spread out and relax while enjoying the two flat screen TVs. No expense was spared in designing and furnishing this home. The sleeper sofa pulls out to a memory foam queen bed, meaning the cottage can comfortably sleep 4.

Oct. 18 – 25

$445 CAD per night

Guest favourite

Home in Bradenton Beach

4.97 out of 5 average rating, 153 reviews

Paradise! Steps2 Private Beach & Tropical Yard!

Less than a 2 minute WALK from the white sand beaches of the Gulf, this 4 BR home comfortably sleeps 8. With large bedrooms & a spacious floor plan (the kitchen, dining and living rooms flow together), the house is perfect for families. The bedrooms are split 2+2 & paired with a bathroom on opposite ends of the house (a pocket door adds privacy). Private heated salt water pool sits amidst the lush tropical yard. Hop on the free A/C'ed trolley and explore Florida's gorgeous Anna Maria Island.

Dec. 7 – 14

$831 CAD per night

Guest favourite

Home in Holmes Beach

4.97 out of 5 average rating, 124 reviews

Twin Palms: Big House Steps to Beach w/Lush Pool

Twin Palms is home to NY Times best-selling food writer and chef and her tech husband. Infant/kid/pet-friendly (to 35 lbs) in a great location 5 min. walk to the beach. Private lagoon-style *heated* pool amid lush landscaping with gorgeous rock waterfall. Fully updated kitchen, 60-inch Sony HDTV, 55'' Samsung Frame TV, Italian leather reclining sofas, BBQ, beach gear, updated bathrooms, three king bedrooms. Classic Florida one-level home - no stairs. Managed directly by owners. No crazy fees!

Aug. 31 – Sep. 7

$744 CAD per night

Guest favourite

Guest suite in Sarasota

4.98 out of 5 average rating, 192 reviews

The Sapphire Suite 1Bed/1Bath

Beautifully elegant suite with a relaxing touch. A pleasant mix of Hispanic and Modern decor in a newly renovated living area complete with all necessities such as wifi, an outdoor patio and your own free parking. The suite is located MINUTES away from all of Sarasota's famous hotspots! It is down the street from Jungle Gardens. A 10minute walk to The Ringling Museum. 10minute drive to Downtown, 15 minute drive to both Siesta Key and St. Armand's Circle. It could not be located more ideally!

Nov. 18 – 25

$189 CAD per night

Guest favourite

Tiny homes in Bradenton

4.95 out of 5 average rating, 308 reviews

Tiny Carriage House-Pool, Riverwalk, Downtown

In the historic district of Bradenton's riverside downtown the 2nd story 1898 Carriage House Retreat is an intimate 1room studio for a romantic weekend, a friends' getaway or business travelers. Fully renovated with every modern amenity, yet preserving its antiquity, it nestles behind our 1898 Queen Anne Victorian where we live. Where the horse and buggy would have been kept, the Carriage House sits with it's own private driveway & within steps of downtown's eateries, pubs, shopping & more!

Feb. 2 – 9

$273 CAD per night

Guest favourite

Bungalow in Anna Maria

4.88 out of 5 average rating, 121 reviews

Bay Breeze Cottages #2

Bay Breeze Cottages is an Old Florida Charm Boutique Resort located on historic Anna Maria Island. Bask in the endless sun all year long, take a swim in our private heated pool with your favorite beverage, or head out anywhere on the island in our street legal gas powered golf carts to any of the local restaurants, piers, sand white sand beaches, and all other attractions the island has to offer. Come enjoy your own slice of paradise at Bay Breeze Cottages on Anna Maria Island.

Dec. 8 – 15

$467 CAD per night

Guest favourite

Guest suite in Bradenton

4.81 out of 5 average rating, 144 reviews

Lovely Studio near Anna Maria Island and UTC Mall

Lovely and cozy studio apartment minutes from white sandy beaches, IMG Academy, Sarasota, Theaters, dining and UTC Mall. Located in Bradenton, FL minutes from Sarasota and Tampa. The studio includes a private separate entrance, private bathroom, wifi, a kitchenette with full -size fridge, Keurig, and stove top. Minutes from Anna Maria Island, Coquina Beach, Bradenton Beach, Holmes Beach, award-winning Siesta Key Beach, LECOM Park and 15 minutes from St. Armand’s Circle.

Nov. 26 – Dec. 3

$128 CAD per night

Guest favourite

Apartment in Holmes Beach

4.95 out of 5 average rating, 172 reviews

Cabin 2 at Spinnakers Vacation Cottages

My place is close to the beach, family-friendly activities, the free AMI trolley, and nightlife. You’ll love my place because of the location and the ambiance. It is nestled in the lush tropical landscape of Spinnakers Vacation Cottages. You will find Cabin 2 is a perfect spot for an island getaway. My place is good for couples, solo adventurers, families (with kids), and certain size breed and weight dogs. Spa maintains same temperature as pool.

Jun. 29 – Jul. 6

$420 CAD per night

Guest favourite

Cottage in Bradenton

4.94 out of 5 average rating, 153 reviews

Cozy Cottage L-Steps to Riverwalk/Close to Beaches

Beautiful cottage style duplex located in Old Downtown West Bradenton in Historic Point Pleasant neighborhood - steps from Riverwalk! Close to beaches!!! Visit RealizeBradenton website for a listing of monthly events , Comfortably sleeps 4 - 1 bedroom with king size bed ,Living area has queen sleeper sofa, Kitchen: well equipped • Guest must disclose if they are bringing a pet and the pet breed • $50 per each 2-7 day stay - per pet

Jul. 22 – 29

$198 CAD per night

Guest favourite

Bungalow in Indian Shores

4.82 out of 5 average rating, 317 reviews

Cozy Unit #2 of a Two Unit Beach Bungalow

Our newly updated studio is just a few steps to the beach and walking distance to restaurants and attractions including Salt Rock Grill; The Dog and Parrot British Pub, (across the street); Ice Cream Shop; Surf Shop; Smuggler's Cove Adventure Golf and much more. The unit was recently fully updated. The adjoining unit is also available to rent from Airbnb with interior, (locking) door access.

Nov. 5 – 12

$227 CAD per night

Guest favourite

Home in Palmetto

4.9 out of 5 average rating, 139 reviews

Historic Home with Boat parking 0.6M of Boat Ramp

Newly renovated home close to everything. 3 bedroom two bath with kitchen, large master suite with smart TV, dressing area, living room & 3 outdoor spaces. Fenced very large private yard. 4K smart TV in Living room. Walking distance to REGATTA POINTE MARINA, Downtown Historic District, Publix and main street eating venues. Easy drive to beaches both Anna Maria Island and St Pete.

Jun. 6 – 13

$235 CAD per night