Holiday accommodation with outdoor seating in Anna Maria

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Top-rated Holiday Houses with Outdoor Seating in Anna Maria

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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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

$6,397 AUD total

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 Sept

$4,188 AUD total

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

$5,298 AUD total

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

$6,427 AUD total

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 July – 7 Aug

$1,414 AUD total

Guest favourite

Home in Anna Maria

4.96 out of 5 average rating, 51 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.

10 – 17 Dec

$12,664 AUD total

Guest favourite

Apartment in Anna Maria

4.98 out of 5 average rating, 105 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

15 – 22 June

$6,421 AUD total

Guest favourite

Guesthouse in Bradenton Beach

5.0 out of 5 average rating, 121 reviews

Bradenton Beach Sunsets 1, Anna Maria Island, FL

Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.

10 – 17 Sept

$2,508 AUD total

Guest favourite

Apartment in Holmes Beach

4.95 out of 5 average rating, 172 reviews

Cabin 2 at Spinnakers Vacation Cottages

My place is close to the beach, family-friendly activities, the free AMI trolley, and nightlife. You’ll love my place because of the location and the ambiance. It is nestled in the lush tropical landscape of Spinnakers Vacation Cottages. You will find Cabin 2 is a perfect spot for an island getaway. My place is good for couples, solo adventurers, families (with kids), and certain size breed and weight dogs. Spa maintains same temperature as pool.

14 – 21 Dec

$3,250 AUD total

Guest favourite

Guest suite in Bradenton

4.97 out of 5 average rating, 121 reviews

Florida West Coast Get-Away

Enjoy Florida's beautiful West Coast in your own cozy, private apartment . One bedroom, living room, kitchenette with breakfast bar, attached bath with shower. Central air and heat. Free wi-fi. Private drive and gated entrance. Everything you will need is here just waiting for your arrival. You'll find this a beautiful place near everything you will need to enjoy your Florida vacation. Not available for guests with infants.

15 – 22 Apr

$917 AUD total

Guest favourite

Home in Bradenton

4.98 out of 5 average rating, 197 reviews

My Sunny home on the Bay.

My Sunny Mobile Home is located within a 2 min. walk from the Palma Sola Bay right across from Anna Maria Island. Sit and enjoy the views on the little beach right on the bay. 5 min. drive to the most beautiful Gulf beaches. Watch the dolphins swim and relax on the beach. Snorkeling, fishing and great restaurants near by. Very quiet neighborhood with houses and mobile homes and close to everything for a relaxing vacation.

16 – 23 June

$1,622 AUD total

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.

18 – 25 July

$1,298 AUD total