House vacation rentals in Anna Maria Island

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Top-rated house rentals in Anna Maria Island

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Guest favorite

Home in Bradenton Beach

4.91 out of 5 average rating, 234 reviews

Ohana Beachside 2 Br Gulf view - 150 ft from Beach

Aloha and welcome to our island home. "Ohana" is Hawaiian for family & that is who you are when you stay w/ us. The 2 bedroom 1 bath suite is located on the second floor w/ picturesque views of the Gulf from the living room, 2nd bedroom & your outside deck. 4 PPL ONLY! We also 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 & turquoise waters of the Gulf.

Dec 12 – 19

$165 per night

Guest favorite

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!

Sep 2 – 9

$414 per night

Guest favorite

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.

Sep 14 – 21

$828 per night

Guest favorite

Home in Holmes Beach

4.95 out of 5 average rating, 158 reviews

Sea 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 20 – 27

$241 per night

Guest favorite

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).

Aug 20 – 27

$81 per night

Guest favorite

Home in Bradenton

4.94 out of 5 average rating, 17 reviews

Little Love Shack by the Beach

Cute little newly remodeled mobile home on a quiet street in a safe neighborhood that's perfect for couples or singles wanting a nice getaway to Florida's most beautiful beaches. Only 2 miles from the sandy white beaches of Anna Maria Island. Open floor plan, 1 bedrm, 1 full bath and 2 screened in patios to enjoy the beautiful warm Florida weather. Sunny Shores community park is in the neighborhood which is on Palma Sola Bay where you can sit and watch the dolphins or go fishing or have a BBQ.

Jul 14 – 21

$123 per night

Guest favorite

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

$449 per night

Guest favorite

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!

Oct 29 – Nov 5

$107 per night

Guest favorite

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.

Oct 23 – 30

$950 per night

Guest favorite

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.

Jan 28 – Feb 4

$736 per night

Guest favorite

Home in Bradenton

4.96 out of 5 average rating, 201 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

Oct 1 – 8

$131 per night

Guest favorite

Home in Anna Maria

4.92 out of 5 average rating, 91 reviews

Charming house w/heated pool,steps to beach-Unit A

Location! North end of Anna Maria Island . This charming two story duplex- each unit has two bedrooms , one bathroom. Rent one unit or both. Perfect for a group of extended family and friends. Steps to the Bean Point Beach . Includes beach chairs, umbrellas and all you need for a perfect day at the beach! Heated pool , private seating, grilling areas, bicycles and much more available.MAX Occupancy - 4 people including children of any age.

Sep 26 – Oct 3

$361 per night