House holiday rentals in Anna Maria Island

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Top-rated house 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

£143 per night

Guest favourite

Home in Anna Maria

4.93 out of 5 average rating, 152 reviews

Private 30' Pool and Boat Dock - Rated best on AMI

* It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the beach. * Enjoy the large 16' x 30' private pool in a picturesque tropical landscape along with a 30' fishing/boat dock. * Within walking distance of Pine Avenue, City Pier, Two Scoops, Waterfront Restaurant, Galati's Marina, and Island Ocean Star Restaurant. * There's no better way to unwind and forget all your troubles than staying at Sunshine Cottage, located in the City of Anna Maria!

6–13 Nov

£486 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

£287 per night

Guest favourite

Home in Bradenton

4.94 out of 5 average rating, 153 reviews

Peaceful Braden River Oasis: Cottage

Come get away to this river retreat just outside of Lakewood Ranch. This property has three separate rental units on it including this charming single bedroom cottage with access to the river. It comes with everything you need to enjoy a wonderful vacation! The other units on this property are the Guest House, a larger studio unit 1 bed/1 bath sleeps 2 (Search Peaceful Braden River Oasis: Guest House) and the Main House, a 2 bed/2 bath sleeps 7 (search Peaceful Braden River Oasis: Main House).

27 Mar – 3 Apr

£106 per night

Guest favourite

Home in Anna Maria

5.0 out of 5 average rating, 13 reviews

Lamantin- 2 bed/2bath North End, beach 2 min walk

Welcome to the Lamantin, duplex on the North End of Anna Maria directly across from the beach with direct beach access 2 properties away. Relax at this updated 2 bed/2 bath tropical unit that has everything you could ask for. Rent one unit or both. Perfect for a group of extended family and friends. The master features a queen-size bed and ensuite bathroom. The second bedroom has a king-size bed. The updated kitchen is equipped with all the basics, including pots/pans to make a delicious meal.

6–13 Sept

£363 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

£488 per night

Guest favourite

Home in Bradenton

5.0 out of 5 average rating, 10 reviews

The "Love shack" Bungalow

The "Love Shack" Bungalow is the Perfect Place for a Couples Getaway! It's also great for someone who is looking for a Nice Peaceful Relaxation Spot. Approx 1.5 Miles to the Beach. It's Very Secluded with a Privacy Fence Surrounding it. Beautifully Updated Inside with Granite Counters & Blue Colorful Epoxy Floors. Super-Fast Wi-Fi & 50" Smart TV with Free Movies & Apps. There's a Large Screened in Lanai with a Table, A Gas BBQ Grill, Washer & Dryer & a Big Fenced in Yard. We are Pet Friendly!

8–15 Mar

£122 per night

Guest favourite

Home in Bradenton Beach

4.89 out of 5 average rating, 238 reviews

Ohana Beachside 2 BR Bungalow - 150 ft from beach

Aloha and welcome to our Island Home. "Ohana" is Hawaiian for family and that is who you are when you stay with us. Our home is designed for the best beach vacation. There are 2 bedrooms and 1.5 baths. An open kitchen and living space make the home feel comfy and roomy. We have a 3rd floor deck guests utilize to watch the sun sink into the earth over the Gulf of Mexico or enjoy soaking up the sun. You are 150 feet from stepping into the pristine white sands and turquoise waters of the Gulf.

8–15 Sept

£223 per night

Guest favourite

Home in Anna Maria

4.96 out of 5 average rating, 50 reviews

Steps to the Beach! Pool/spa! Golf Cart Included!!

Newly renovated elevated home on the prestigious north end of the island. There is over 2100 sq. ft of living area in addition to the expansive outdoor space including a large saltwater pool/spa, outdoor TV and seating area, outdoor dining area for 10, lawn games and numerous balconies both covered & uncovered. The house is across the street from the Bayfront Park and a 7 minute walk to the world renowned Bean Point. We have also included bikes & a 6 person golf cart for your stay.

14–21 Sept

£986 per night

Guest favourite

Home in Bradenton Beach

5.0 out of 5 average rating, 10 reviews

New! Sunset Beach View/Trolley/Bridge Street!

🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

7–14 Jan

£684 per night

Guest favourite

Home in Bradenton

5.0 out of 5 average rating, 7 reviews

Great Times & Tan Lines

Make memories in your gorgeous waterfront townhome with 2 bedrooms and 1 ½ baths. An intimate community with 20 units ideally located 3 miles from the laid-back beach life of Anna Maria Island or 4 miles from the energy of downtown Bradenton and Manatee Riverwalk. Walk to Palma Sola Causeway Park and boat ramp where you rent paddle boards, jet skis, kayaks, plus horseback riding in the water. Relax at home, fish off the dock or watch for visiting manatees and stingrays.

10–17 Nov

£117 per night

Guest favourite

Home in Bradenton

4.96 out of 5 average rating, 193 reviews

Cozy Cottage R-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

8–15 Aug

£103 per night