Kid-friendly holiday rentals in Anna Maria Island

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Top-rated family-friendly rentals in Anna Maria Island

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Guest favourite

Home in Bradenton

4.87 out of 5 average rating, 205 reviews

Sunny Oasis Near Beaches With Pool

Shore's Oasis is minutes to Anna Maria Island and the gulf beaches. Our modern beach-style home features a lovely pool, barbecue area, porches, comfortable furnishings and fun decor. We are located close to the Cortez Fishing Village, restaurants, shopping, live music, rental shops, tours and Florida fun! As Bradenton, Florida natives we are happy to guide you towards a unique experience in our local community so that you don't miss a thing while you are visiting. Safe travels and see you soon!

6–13 May

₹11,178 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.

22–29 Nov

₹25,769 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

₹43,083 per night

Guest favourite

Flat in Treasure Island

4.92 out of 5 average rating, 162 reviews

Treasure Island Beach Apartment #1

Location! Situated on Gulf Blvd, directly across from the 123rd Street beach access in Treasure Island. Walk to John's Pass for restaurants, shopping, bars and music, boat trips and fishing. Two bedroom, one bath private apartment, with all the amenities you need for a great beach vacation - beach chairs, umbrella, cooler, barbecue, bicycles. Master bedroom has queen bed, and Roku tv. Smaller bedroom has twin trundle bed, perfect for the kids. Full kitchen. Off street parking for one car.

14–21 Apr

₹10,597 per night

Guest favourite

Guest suite in Bradenton

4.93 out of 5 average rating, 136 reviews

Live and Enjoy Arlet’s Dream

Enjoy the simplicity of this quiet and central accommodation from which you can easily access exquisite restaurants, fast food place, airports, shopping malls, cultural and recreational centers as well as the beautiful beaches that characterize this city .Feel the warmth and enjoy the great sunset of Ana Maria Island and Coquina beach.Walk along the white and fine sand of a set of beaches that will be within your reach due to the central and privileged location of this accommodation.

11–18 Jul

₹8,391 per night

Guest favourite

Flat in Anna Maria

4.98 out of 5 average rating, 104 reviews

Beach Don't Kill My Vibe by Beach Boutique Rentals

*Features include* * Brand new vacation rental directly on Pine Ave! * King bedroom with TV * Queen bedroom with TV * Modern bathroom with walk in shower * Kitchenette with Full size refrigerator * Private deck with table and umbrella * Private back yard with putting green and outdoor seating * Trolley stop across the street * Steps to the beach! * Walkable to all shops and restaurants on Pine Avenue * Beach chairs, umbrella and cart * Off-street parking for one vehicle

27 Oct – 3 Nov

₹36,535 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.

7–14 Dec

₹24,540 per night

Guest favourite

Apartment in Indian Shores

4.96 out of 5 average rating, 143 reviews

1 BR direct beachfront! Now avail. 8/29-9/11.

Our condo is directly on the beach!! It is close to restaurants and dining, mini-golf, Clearwater and St. Pete's Beach. About 25 miles from Tampa, Florida for the Buccaneers NFL football and Lightning NHL hockey! We are about 37 miles from Busch Gardens. Only 95 miles to Disney World in Orlando! Mini-golf right across the street! You’ll love my place because of the neighborhood. My place is good for couples, small families, solo adventurers, and business travelers.

4–11 Dec

₹12,221 per night

Guest favourite

Apartment in Holmes Beach

4.96 out of 5 average rating, 116 reviews

Beautiful beachfront condo for perfect vacation

Beautiful, cozy, elegantly furnished, spacious (1350 sqf with a large terrace), beachfront, 2 bedroom - 2 bathroom condominium, in the best managed, boutique-style gulf front residential complex on Anna Maria Island in Florida for an ideal vacation. Heated pool and hot tub, 2 tennis courts, 2 elevators, top floor unit, high speed internet, washer/dryer in unit, beach chairs, close to supermarket (Publix) and restaurants, free island trolley, rich cultural life.

20–27 Jul

₹21,328 per night

Guest favourite

Guest suite in Bradenton

5.0 out of 5 average rating, 187 reviews

Off Anna Maria Island ~10min to beach w/salt pool

Stay close to the beach and like a local at Off Anna Maria, a cozy, private guest suite attached to our home with separate entrance, saltwater pool, and shaded outdoor patio. Located ~10 mins from Anna Maria Island, 45 mins from Siesta Key, 1 hr from Tampa in a quiet suburban neighborhood. Your interior space is completely separate from ours. The pool and patio are shared with us. *Travel time estimates depend on traffic.

3–10 Jul

₹10,968 per night

Guest favourite

Cottage in Anna Maria

4.98 out of 5 average rating, 207 reviews

Turtle Cottage - Anna Maria Island

Great 1 bedroom, 1 bathroom cottage on the quiet north end of the island. The house is conveniently located and within walking distance (two short blocks) to the beach and close to the intersection of Gladiolus Street/Alamanda Road. Spectacular sunrises are just a short walk away at the Rod and Reel Pier, and the sunsets at Bean Point Beach are second to none, just a few blocks away. This great getaway sleeps up to 4.

22–29 Dec

₹47,733 per night

Guest favourite

Townhouse in Holmes Beach

5.0 out of 5 average rating, 124 reviews

Relax & Unwind! Beautiful home 700 ft from beach!

Beautiful home less than 2 blocks from the beach! Well-appointed 3 bedroom home with modern decor in quiet beach community. Shared heated pool and less than 5 minute walk to the powder white sand beaches of Anna Maria Island! Perfect house for families. Saturday to Saturday rental only during peak season (Jan-Aug). 7 night minimum due to city ordinance .

11–18 Jan

₹36,031 per night