Pet-friendly holiday rentals in Anna Maria Island

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Top-rated pet-friendly home rentals in Anna Maria Island

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Guest favourite

Apartment 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.

20–27 Apr

$522 SGD per night

Guest favourite

Flat in Indian Rocks Beach

4.93 out of 5 average rating, 119 reviews

Vintage Florida Beach Efficiency

Just a short walk to the beach, this a great beach getaway for couples or families with one child. On your way stop at the Cooky Coconut for lunch, an awesome milkshake or a variety of snacks. With a totally new renovation in 2022, this unit is updated, very clean & worry free. This cottage is located in a quiet residential neighborhood and a great place to relax. Laundry on shared screened porch. Dogs allowed ($35 extra) add them on # of guests page . Easy refund policy. Level 2 EV charger

25 Sep – 2 Oct

$121 SGD 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.

12–19 Aug

$456 SGD per night

Guest favourite

Flat in Holmes Beach

4.97 out of 5 average rating, 185 reviews

Crows Nest at Spinnakers Vacation Cottages

Close to the beach, family-friendly activities, nightlife, and the free AMI trolley. You’ll love the location, the ambiance, and the high ceilings. Located in the lush tropical paradise of Spinnakers Vacation Cottages. Offers a spacious living area, with the bedroom and bathroom on the living floor with a spiral staircase leading to a loft with two twin beds. Great for couples, families and dogs (with small pet fee) Great private deck for star gazing! Spa maintains same temperature as pool

3–10 Aug

$419 SGD 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.

7–14 Dec

$719 SGD per night

Guest favourite

Guest suite in Sarasota

4.98 out of 5 average rating, 191 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!

29 Dec – 5 Jan

$179 SGD per night

Guest favourite

Tiny home in Bradenton

4.95 out of 5 average rating, 307 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!

31 Mar – 7 Apr

$247 SGD per night

Guest favourite

Bungalow in Anna Maria

4.88 out of 5 average rating, 120 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.

3–10 Jan

$480 SGD per night

Guest favourite

Apartment in Madeira Beach

4.88 out of 5 average rating, 136 reviews

Awesome Madeira Beach Location Close To It all!!!

JUST ACROSS THE STREET FROM THE BEACH!!! Enjoy a great vacation stay in Madeira Beach! This is a 1 bedroom 1 bath condo, one floor, easily accessible unit. (One Queen Bed in bedroom, One pull out couch, one Queen murphy bed in living room). I have provided Beach Toys, Beach Cart, Coolers, Chairs Close to Beach Acess, Intercoastal Access, and lots of Restaurants and Bars. Johns Pass is less than a mile away. Madeira Beach is South of Clearwater and North of St Pete Beach

31 Dec – 7 Jan

$160 SGD 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.

18–25 Apr

$118 SGD per night

Guest favourite

Home in Bradenton

4.96 out of 5 average rating, 200 reviews

Home near Anna Maria Beach - Hot Tub + Fire Pit

Come find a space away in this 1 bedroom Guest House with a private patio and inflatable hot tub located less than 15 Minutes away from Anna Maria Island Beach. Enjoy all that the area has to offer, and come home to the private ambience of an outdoor fire pit and relaxing hot tub, or play a fun game of corn-hole on the back patio. The home is in a safe and friendly neighborhood, great for an early morning walk less than a mile away from an open view of the water

4–11 Jan

$289 SGD per night

Guest favourite

Cottage in Nokomis

4.98 out of 5 average rating, 123 reviews

Staycation Sanctuary - 100% Smoke-Free Property

Bella Vita! (The Good Life!)…that feeling when you wake up each day in this little slice of Paradise. This is the spot to enjoy a warm peaceful getaway from the rest of the world...just arrive with your bathing suit/flip flops and walk 1.5 blocks to the warm Gulf waters. Tranquillity of beach life, beautiful sunsets and lazy days of fishing and bird watching. Visit the Jetties, where you can see dolphins, manatees and rays, is only 1/2 mile away.

11–18 Aug

$167 SGD per night