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Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night

Beachfront holiday home with kitchen and balcony

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Anna Maria Island Gulf Lookout Beach House
Anna Maria Island Gulf Lookout Beach House
Anna Maria Island Gulf Lookout Beach House
Anna Maria Island Gulf Lookout Beach House
Anna Maria Island Gulf Lookout Beach House

Reviews

9.6 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 6130.1 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Air conditioning
  • Outdoor space
  • Barbecue grill

Explore the area

View map
Bradenton Beach, Fl
  • Place, Cortez Beach
    ‪3 min walk‬
  • Place, Historic Bridge Street Pier
    ‪9 min walk‬
  • Place, Coquina Beach
    ‪1 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪24 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Primary Bedroom

1 King Bed

Second Bedroom

1 Queen Bed

Third Bedroom

1 Queen Bed

2 bathrooms

En-Suite Washroom

Second Washroom

Spaces

Deck or patio
Kitchen
Balcony
Dining area

About this property

Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night

We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most flexible cancellation policy in Anna Maria Island!
100% refund if canceled at least 30 days before check-in; 50% refund if canceled 14-30 days before check-in.

Experience 24/7 Live Customer Service
Private Beach Access
Heated Pool

Enchanting, seashell-pink, Gulf-front 3br/2ba vacation getaway on Anna Maria Island. This freshly renovated 1,032 sq ft, Key West-style single-family home was originally built in 1940, and still glows with all the charm of a quintessential “old Florida” beach cottage. Yet, it’s been beautifully renovated inside and out; transformed into a sleek, stylish, contemporary seaside paradise.

Located in the Cortez neighborhood at the South end of Bradenton Beach, this dream home is just twenty steps from the white sand beach. It’s perfect for families, couples, snowbirds, boaters, beach lovers, and small groups of friends. Nestled beside a row of graceful pines, and bordered by beautiful tropical landscaping; banana trees, frangipani, coconut palms, and hibiscus, this setting is soothing and serene.

The private rooftop terrace is a highlight of this island home. Relax in a rooftop Adirondack chair, and sip your morning coffee or freshly squeezed citrus juice as the sun rises over the bay and palm fronds dance in the breeze. Ocean-view sunsets are also dreamy! Unlimited panoramic vistas stretch every direction.

Living Spaces:
The living area has soothing, warm-neutral walls just the color of sun-warmed beach sand. Luxury laminate flooring throughout the home is the hue of weathered oak. A tray ceiling with recessed lighting adds elegance to the living room. A Hamptons-blue sofa and loveseat are embellished with tasteful coastal-themed throw pillows featuring prints of coral and starfish.
This tasteful living room also has an upholstered coral-print armchair, a beachy area rug, and modern, aqua-blue rocking chairs, all nicely arranged around a wall-mounted SmartTV. Cozy up here to stream your favorite movies or shows, after a long day of water sports or sightseeing.

Kitchen/Dining:
The open-design kitchen/dining area makes for easy, convenient cooking, dining, and entertaining. The chef’s kitchen has stainless steel appliances including a French Door fridge/freezer combo with ice maker, electric range, oven, dishwasher, and microwave.

Stylish, white cabinets and kitchen island are enhanced with beautiful light-hued granite countertops with swirling veins of white, gray, and beige reminiscent of ocean waves in motion. The granite breakfast bar offers stool seating for four, below glass pendant chandeliers that resemble champagne flutes. These professional interior decor details invoke an enchanting ambiance of underwater waves, currents, and bubbles, dancing through sunlit space
The dining area, situated between the kitchen and living room, has a natural driftwood hue cafe-style table with Hamptons-blue upholstered seating for four. Fix a fresh fruit salad for lunch, grill some fish tacos for dinner. The charm of this dinette is the window views; it’s like dining in the tropical treetops, with views of the sparkling sapphire gulf of Mexico! Watch silvery dolphins and sailboats right from your dining table.

Bedrooms/Baths:
This 3 bedroom/2 bath beach home sleeps six guests total. Water views from bedroom windows will ensure a peaceful night's sleep. Bedrooms all have luxurious mattresses and sumptuous bedding. Bathrooms are stocked with plush towels, hairdryers, and toiletries. A state-of-the-art stackable washer/dryer is hidden by a pocket door.

Bedroom Overview:
Primary Suite: King Bed, matching nightstands and reading lamps, ceiling fan, wall mounted SmartTV, large walk-in closet, ensuite bathroom with single-sink granite vanity and custom tiled, walk-in, glass door shower.
Bedroom #2: Full Bed, matching nightstands and reading lamps, large closet.
Bedroom #3: King Bed, matching nightstands and reading lamps, large closet, and large seating area. Ensuite bathroom with single-sink granite vanity and custom tiled, walk-in, glass door shower.

What’s included in my stay?

*With our continued desire to provide a superior guest experience, we offer all our guests a professional linen service which includes freshly laundered sheets, pillowcases, bath towels, hand towels, beach towels, washcloths, dishcloths, and bath mats.*

KITCHEN AND LAUNDRY
• Sponge
• Dishwasher Tablets
• Dish Soap
• Kitchen Cleaning Wipes
• Laundry Tablets
FULL BATH
• Shampoo
• Conditioner
• Body Lotion
• Make-up wipes
• Massage Body Bar
• Bath Salts
Our Lux packaging is made from recycled cardboard with matching tissue paper. Sealed with a Sojo sticker so guests know the products are unused.
SCENTS
• White tea & coconut
• Fresh citrus
• Lavender
ADDITIONAL AMMENITIES
• 2 rolls toilet paper per bathroom
• 2 rolls paper towel per kitchen
• 1 roll of 3 kitchen trash bags
• 1 roll of 5 room trash bags
Beach Chairs
• Beach chairs are provided for every guest.

Add-On Services provided by our Exclusive Concierge Service at a 10% discounted rate for all guests of Anna Maria Island Beach Rentals!

• Golf Cart Rentals
• Bike Rentals
• Kayak Rentals
• Paddle Board Rentals
• Beach Wagon Rentals
• Canopy Rentals
• Beach Toys Rentals
• Beach Cooler Rentals
• Children’s Life Jackets Rentals
• Corn Hole Rentals
• Skim Board Rentals
• Beach Cart Rentals
• Beach Wheelchair Rentals
• Crib rentals
• Highchair Rentals
• Child Safety Gate
• Children’s Car Seat Rentals
• Pack N’ Play
• And more!

Outdoor Amenities:
The beaches of Anna Maria flaunt the prettiest seashells in Florida. Anna Maria is also a top US location for rare seashells. Once you arrive at this island-style vacation home with direct beach access, you’ll agree, the home itself is a rare treasure to discover! Swim in the turquoise Gulf of Mexico where dolphins play daily. Bring your fishing gear to cast a line off the pier, or rent a boat to get out on deep water and fish.

Relax in an Adirondack chair and sip a mimosa on the large, private rooftop patio. This paradise nestled amidst palms and tropical plantings is truly a serene spot to savor Florida sunsets in every hue of pink, violet, orange, and gold.

At dusk, gather your friends or family for a BBQ. Grill burgers, portobellos, steaks, or fresh-caught seafood! Add tropical flavor with some grilled pineapple, a dash of mango or citrus, or some homemade guacamole. Serve up a gourmet meal alfresco on the rooftop. The rooftop is also a dreamy place to stargaze or watch the moonrise.

Guests will appreciate the covered parking (below the cottage) that keeps cars shaded and cool on hot days. The cottage is built on pillars, with parking below. The paver parking area is beautifully landscaped with native plants. Guests can park 2 cars as well as boats/trailers. Stairs from the parking area lead up to the front entry (No elevator.)

The Neighborhood:
Swim in the turquoise Gulf of Mexico where dolphins play daily. Bring your fishing gear to cast a line off the pier, or rent a boat to get out on deep water and fish. Walk to 14 different restaurants! Prime location offers an easy stroll to boutiques, entertainment, grocery market, and pharmacy. Nearby are boat rentals, sunset cruises, as well as jet ski, bike, paddleboard, scooter, and kayak rentals.

This seven-mile barrier island is Florida’s best-kept secret. There’s a saying here; “when you're on Anna Maria Island, you don’t go to the beach… because on Anna Maria Island, you’re already at the beach.”

The Island in the Sun is Florida’s best-kept secret. With Gulf temperatures averaging 84 degrees and 360 days of sunshine per year the surrounding waters of AMI are known as “the nursery” because of the large number of dolphins that raise their young here.

With the island’s laid-back charm and leisurely unhurried living, speed limits are restricted to 25 mph - 35 mph throughout most of the island. This tropical paradise also offers free trolley service for both tourists and residents.

Be sure to visit Anna Maria City Pier! Built in the early 1900s, this 700-foot-long pier provides a great vantage point for watching sunrises and sunsets, bird watching, dolphin watching, and provides views of Tampa Bay and the Sunshine Skyway Bridge. You can also fish off this pier.

Bridge Street Pier, located on the southern end of the island in Bradenton Beach, honors the past while still embracing the future with its ‘Old Florida’ charm mixed with new restaurants, shops, galleries, and more.

Enjoy the architecture and charm of Historic Green Village. Most of the restored buildings now run on solar panels and other modern energy-saving methods.

The island, surrounded by water and interlaced with canals, is host to many amazing sea creatures - among them are Loggerhead Turtles, Manatees, and dolphins. Loggerhead turtles are a protected species and we have the Turtle Watch - a group of wonderful folks who search the beaches for nests and protect those nests until the eggs hatch (it is illegal for anyone to tamper with the nests). Manatees are also protected here in Florida - they are commonly seen in the summer when they leave their winter warm waters and migrate south.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
Ocean view

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House Rules

Check in after 3:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property

We should mention

A car is not required for transport to and from this property

About the area

Bradenton Beach

Located in Bradenton Beach, this holiday home is in a rural area and on the beach. Shoppers can check out St. Armands Circle, while everyone can enjoy the natural beauty of Coquina Beach and Lido Beach. Looking to enjoy an event or a game while in town? See what's happening at Longboat Key Public Tennis Center or IMG Bollettieri Tennis Academy. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Bradenton Beach, Fl

What's nearby

  • Cortez Beach - 3 min walk - 0.3 km
  • Historic Bridge Street Pier - 9 min walk - 0.8 km
  • Bradenton Beach Marina - 13 min walk - 1.1 km
  • Coquina Baywalk - 16 min walk - 1.3 km
  • Coquina Beach - 1 min drive - 1.4 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 31 min drive

Restaurants

  • ‪Circle K - ‬9 min walk
  • ‪Wicked Cantina - ‬15 min walk
  • ‪Anna Maria Oyster Bar on the Pier - ‬13 min walk
  • ‪Beach House Waterfront Restaurant - ‬11 min walk
  • ‪Daquiri Deck Bradenton Beach - ‬8 min walk

Frequently asked questions

Is Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night?

Check-in begins at 3:00 PM.

What time is check-out at Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night?

Checkout is at 10:00 AM.

Where is Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night located?

Nestled on the beach, this Bradenton Beach holiday home is within 1 mi (2 km) of Bradenton Beach and Coquina Beach. Historic Bridge Street Pier and Coquina Gulfside Park are also within 10 minutes.

Reviews

9.6

Exceptional

9.8/10

Cleanliness

9.8/10

Check-in

9.4/10

Communication

10/10

Location

9.4/10

Listing accuracy
Rating 10 - Excellent. 65 out of 81 reviews
Rating 8 - Good. 12 out of 81 reviews
Rating 6 - Okay. 3 out of 81 reviews
Rating 4 - Poor. 0 out of 81 reviews
Rating 2 - Terrible. 1 out of 81 reviews

Reviews

10/10 Excellent

John W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing view

The view and location really blew us away. Nice layout and comfortable for everyone.
Stayed 5 nights in Jan 2025

10/10 Excellent

Paula B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spring break get away

My family loved everything about AMI! The house was perfect! Being right across the street from the beach, amazing! Super clean
Stayed 5 nights in Mar 2025

8/10 Good

Vicki M.

Liked: Cleanliness, check-in, communication, location

great location

location and cleanliness is what makes this a great place.
Stayed 2 nights in Jan 2024

8/10 Good

Sheri B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beach view

The proximity to the beach was our favorite! Walkable to restaurants and shops. Had to buy ice and bottled water; minor inconvenience. Beds were squeaky.
Stayed 4 nights in Apr 2025

10/10 Excellent

Manuel C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Beach House

Very nice house, perfect organized, clean, nice, great host
Stayed 4 nights in Jul 2024

8/10 Good

Michele B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing ocean views

We had a great vacation and enjoyed the beautiful condo and its amazing views. Lookout deck is definitely worth it all! Thank you for hosting
Stayed 4 nights in Dec 2024

10/10 Excellent

Lindsey K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family beach getaway

Great location across the street from the beach with all the beach accessories you could want. The house was super clean and well stocked and within walking distance to shops and restaurants. We would definitely stay again!
Stayed 4 nights in Aug 2022

10/10 Excellent

lisa b., Glen Head, USA

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely Beachy Home

Perfect location across from the beach. Beautiful sunset
Stayed 4 nights in Feb 2023

10/10 Excellent

Sheila F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

First Time For Bradenton

We would rate this house 11 stars if possible. The location is fantastic, and the rooftop is spectacular. We loved being close to Bridge Street and Coquina Beach. We’re already planning to return. Terry and his team responded quickly and thoroughly to our questions and were attentive to a few minor issues we encountered. Their maintenance person was also very responsive and pleasant. Thank you for a great stay!!
Stayed 14 nights in Mar 2025

10/10 Excellent

Patricia N., Somerset, KY

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic view

Property is walking distance from the beaches, restaurants and shops. Place is clean.
Stayed 5 nights in Oct 2022

10/10 Excellent

Heidi B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful location, beautiful interior, rooftop!

We really enjoyed our stay here! The rooftop was a perfect place to see sunrise/sunset. Perfect place to drink your morning coffee. The interior was beautiful, updated, and had everything we needed from towels to toiletries. The location is beachfront and a quick walk to restaurants, shops, and bars. Would definitely stay again!
Stayed 4 nights in Nov 2023

10/10 Excellent

Ashley D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Birthday weekend in AMI

We absolutely LOVED this property. Went for my 30th birthday weekend and it couldn’t have been better. The closeness to the beach, the cleanliness of the house, and the rooftop terrace were perfect. Definitely plan to stay again!
Stayed 2 nights in Jan 2023

10/10 Excellent

Jake K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Location, location, location

You can't beat the location with this rental. Steps out the door to the beach and only a few blocks down from bridge st. We had a great stay and also enjoyed the views from the rooftop.
Stayed 7 nights in Mar 2022

10/10 Excellent

kim e.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome place!

The house was just as described and shown in the photos. The location was perfect. The short walk to the restaurants and shops at the pier was ideal. The rooftop deck was the best part by far. We will definitely be back!
Stayed 4 nights in Jan 2023

10/10 Excellent

Timothy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely Stay on Anna Marie Island

Our Stay was relatively short—Sunday February 25 through Friday March 1. The Condo, which is right on the Gulf, was clean and Very accommodating. It has spectacular views, very convenient access to the Gulf and close to great restaurants and stores. It has a beautiful roof deck and our late February week had stunning weather.Everything about the property is beautiful. We enjoyed ourselves immensely and would love to return!
Stayed 5 nights in Feb 2024

8/10 Good

Eileen C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A home with a perfect view.

The location of this home is fantastic! The views are breathtaking! The only drawback was that there was no dresser space .
Stayed 9 nights in Mar 2022

10/10 Excellent

Lori L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

On the Beach

The house was fine. It was cool after a long day at the beach. It was nice to have the car and golf cart right under the house. The beds were comfortable.
Stayed 7 nights in Jul 2023

10/10 Excellent

Alex J., Medfield, MA, USA

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved it here!

Property was exactly as it looks. Excellent condition, phenomenal location directly across the street from beach, and steps to all these little shops and great restaurants. We were a family of 6 (2 adults, 2 teenagers and 2 kids 9/7...they loved everything about the house and location. Sunsets on the roof deck were incredible! We will definitely be back!
Stayed 3 nights in Nov 2021

6/10 Okay

Traci s.

Liked: Cleanliness, check-in, communication

Spring break 2025

The home is renovated and up to date. Very clean and offers many amenities. As described the views of the gulf are beautiful. The roof top was very nice. The front is not like the picture. There is a lot of debris by the parking (due to fall hurricanes?) and I would be nervous to have younger children near it. Also, the road is extremely busy. When it is not backed up, trucks, semis, and cars fly by. You cannot hear the ocean due to the traffic, even during the night. The beach is beautiful and just across the street but there is limited space due to public parking all along the road. It is awesome Florida provides so much public access for people! The ocean was beautiful and we did see dolphins. It is convenient to walk to some restaurants, ice cream and shops but if you want to drive somewhere be sure to take into account the traffic. The owners were nice and responsive.
Stayed 5 nights in Mar 2025

6/10 Okay

Verified traveller

Liked: Check-in, communication, location
The location is great. Right across the street from the beach. Walkable to Bridge street restaurants and shops. The interior needs some TLC and living room furniture needs to be replaced. It is smaller than expected, but okay. Supplies are very limited, enough for a day or two stay. The rooftop patio is spectacular (sunrise / sunset views). Air conditioning worked great and appreciated ceiling fans in the room. Host responsiveness was good. Overall we enjoyed the stay.
Stayed 4 nights in Aug 2025

10/10 Excellent

Stephanie F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a great house in a wonderful location. The walk to the beach is very quick and easy. The views are impeccable, especially from the rooftop. We found the house very clean and with all the amenities we needed. The instructions to access the house were very clear and the communication with the host was fast and easy. The house is within walking distance to nearby restaurants and bars. Highly recommend a stay here!
Stayed 4 nights in Jul 2025

10/10 Excellent

Jeff A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was great. It was right across from the beach. It had beautiful views. The only downside was the showers had very low flow and we had three fishing poles stolen from the driveway. Neither of those problems would stop us from going back!
It’s the pink house
Stayed 5 nights in Jun 2025

10/10 Excellent

SHANE S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great time.

Very Nice!!
Stayed 4 nights in Apr 2025

10/10 Excellent

Bridget L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Sunsets!

This house is in a great location. Right across the street from a beautiful beach and walking distance to Bridge Street and all the shopping/restaurants/bars in that area. The house was very clean, had beautiful views from all areas and had a fabulous roof deck with Adirondack chairs. The beds were comfortable however very squeaky when you roll over at night. The house is nicely decorated however wish they had bureau’s in the 3 bedrooms or at least coat hangers to hang clothes. We did eventually buy some clothes hangers so we didn’t need to live out of our suitcases for the week that we were there. Came fully equipped with sheets, bedding, shower towels and beach towels and had a washer and dryer which was helpful. The owner was very responsive when there are questions regarding the house and they also provided 6 beach chairs . We rented umbrellas which was cheap. As a landlord of renting my Cape Cod beach house I just have a few suggestions… pot holders in the kitchen, broom to sweep all the sand that is brought into the house (we bought one of those also and left in the closet), definitely bureau’s. Would definitely stay here again and recommend others to stay there. The owner was also great and gave us a discount when we extended our stay by one night. Thank you!!
Stayed 8 nights in Apr 2025

8/10 Good

Ken E.

Liked: Check-in, location
Disliked: Cleanliness

Anna Maria Island vaca

Loved location Awesome view. Parking was great. Water pressure left much to be desired. Mold in showers and moldy smell Noise bed
Stayed 5 nights in Apr 2025

About the host

Hosted by Terry or Sandy

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests