Beach house holiday rentals in Anna Maria Island

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Top-rated beach house rentals in Anna Maria Island

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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!

5–12 Dec

$1,016 NZD per night

Guest favourite

Home in Anna Maria

4.92 out of 5 average rating, 49 reviews

White Pearl-New Premier AMI Home with Sunset Views

White Pearl is a brand new elevated custom home (2019) on the North end of Anna Maria. With over 2,100 square feet under air, 800 square feet of balconies and 700 square feet of outdoor space around the pool, this expansive, yet comfortable home, is contemporary and boosts a coastal modern decor. Located on one of the most enviable spots on Anna Maria Island, our exclusive home is on North Shore Drive - directly across from the beach which allows for beach views from the observatory balcony.

14–21 Sep

$1,890 NZD 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.

29 Aug – 5 Sep

$665 NZD 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.

23–30 Oct

$841 NZD 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

$1,021 NZD per night

Guest favourite

Home in Bradenton

5.0 out of 5 average rating, 11 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!

31 Jul – 7 Aug

$224 NZD per night

Guest favourite

Home in Anna Maria

4.96 out of 5 average rating, 28 reviews

Anna Maria Chateau. Private Pool home

Anna Maria Chateau is a well appointed coastal home located just a quick walk from the beach. Walk to the local pier or restaurants and shops. The heated pool is gorgeous and lined with large palm trees to provide privacy. Plenty of outdoor entertainment games, bar and large screen TV. This home offers 3 bedrooms and 2 full bathrooms. The living area provides plenty of Florida sunshine and a large outdoor covered lanai overlooking the pool. Sleeping :2 king bedrooms and 2 sets of twin bunks.

26 Aug – 2 Sep

$1,582 NZD per night

Guest favourite

Home in Holmes Beach

5.0 out of 5 average rating, 49 reviews

Private Luxurious Ground Level Home

"A Turtle's Nest" Anna Maria Island Luxurious Ground Level Private Home with Heated Pool. This 3 bed 2 bath home is 1 blocks away from the world class private beach of Anna Maria Island. Our private, tranquil beach home is an open concept, light and airy, beautifully furnished retreat. 5-8 min walk to Shopping, Dining, Bars, Pickle ball, Tennis courts, Basketball courts, Skate park, Playground and more. ***Early luggage drop off available for a small fee. Message owner for more details.

9–16 Nov

$805 NZD per night

Guest favourite

Home in Bradenton Beach

4.8 out of 5 average rating, 121 reviews

50 Steps to Beach. Hot Tub! 1bd modern cottage

Luxury Beach Cottage w/ HOT TUB, Fire Pit & BBQ. 1 bed/2bath sleeps 4 This is your chance to enjoy a unique getaway on the nicest beach! Stay in our newly remodeled beach cottage. White sandy beach & turquoise water is literally 50 ft from the door. Everything you need for a delightful & relaxing day at the beach is included. Chairs, beach towels, umbrella, snorkels, masks & a cooler. Enjoy the convenience of this premium location across Gulf blvd to Beach. One camera monitoring patio

6–13 Oct

$761 NZD per night

Guest favourite

Home in Anna Maria

4.96 out of 5 average rating, 56 reviews

My Private Beach

Key West style remodeled one level waterfront. Code supplied 3 days prior to arrival, no keys needed:) One level 4,571 sft home, heated pool on .8 acre, 120 ft wide private beach. Tesla charger, one 9.5 ft beam ( width) boat slip across street (last one on right) with a massive shared dock with lights for fishing, kayaking, boating. No SMOKING. Pack n Play, 2 Kayaks. Anna Maria law allows no backyard lights nor pool light as turtles falsely think that is where they should nest.

10–17 Nov

$2,237 NZD 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.

11–18 Apr

$1,710 NZD per night

Superhost

Home in Anna Maria

4.93 out of 5 average rating, 40 reviews

Gulf Coast Paradise

Located at the North End of Anna Maria Island 3 blocks from the beach and 1 block from the bay. Brand new heated swimming pool. Three bedrooms, 2 baths with open living & dining floor plan. A large screened porch for ping pong and dining. Perfect for entertaining your friends and family. House is equipped with beach chairs, beach towels, boogie boards and toys for your day at the beach. Children supplies available upon request. Pak n Play, crib etc.

6–13 Nov

$1,406 NZD per night