Entire home

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

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

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

  • Beach view
  • Parking available
  • Dryer
  • Washer
  • Air conditioning
  • Outdoor space

Explore the area

Map
Bradenton Beach, Fl
  • Historic Bridge Street Pier
    ‪10 min walk‬
  • Cortez Beach
    ‪13 min walk‬
  • Coquina Beach
    ‪19 min walk‬
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪25 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!
​Cancel 14 days prior to arrival receive 100% refund
Cancel 7-13 days prior to arrival receive 50% refund

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.

Property manager

Terry or Sandy
Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Air conditioning
Outdoor space
Beach view

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

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

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

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. Mote Marine Laboratory & Aquarium is a popular attraction and the area's natural beauty can be seen at Cortez Beach and Coquina Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or Sarasota Kennel Club. 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

  • Historic Bridge Street Pier - 10 min walk - 0.9 km
  • Cortez Beach - 13 min walk - 1.1 km
  • Bradenton Beach Marina - 13 min walk - 1.1 km
  • Coquina Baywalk - 14 min walk - 1.2 km
  • Coquina Beach - 19 min walk - 1.7 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 25 min drive

Restaurants

  • ‪Wicked Cantina - ‬16 min walk
  • ‪Anna Maria Oyster Bar on the Pier - ‬13 min walk
  • ‪Beach House Waterfront Restaurant - ‬11 min walk
  • ‪Seafood Shack - ‬3 min drive
  • ‪Island Time Bar And Grill - ‬9 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 a 15-minute walk of Bradenton Beach and Cortez Beach. Historic Bridge Street Pier and Coquina Gulfside Park are also within 10 minutes.

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 59 out of 71 reviews
Rating 8 - Good. 10 out of 71 reviews
Rating 6 - Okay. 1 out of 71 reviews
Rating 4 - Poor. 0 out of 71 reviews
Rating 2 - Terrible. 1 out of 71 reviews

9.8/10

Cleanliness

9.8/10

Check-in

9.4/10

Communication

10/10

Location

9.4/10

Listing accuracy

Reviews

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

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

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

Danielle L.

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

Lasell Getaway

Anna Maria Island is a family favorite! By far, this property was our favorite! It was modern, up-to-date and presentable! The communication and accommodating behavior from the owner himself was heartwarming and genuine. There was plenty of linens, beach chairs and space available. We would highly recommend staying at this property!
Stayed 7 nights in Feb 2025

10/10 Excellent

Michelle S.

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

Beautiful view of the Gulf

Beautiful location across from the beach. House is well-appointed and questions we had were answered quickly. Rooftop deck is amazing. We enjoyed a beautifully sunny and warm week at AMI Lookout.
Stayed 8 nights in Feb 2025

10/10 Excellent

Kenneth H.

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

Lovely Experience

Considering all the devastation from two hurricanes, Anna Maria Island does a good job of welcoming visitors in parallel to their rebuilding. The beaches are beautiful. Their trolly service is fabulous for getting around. The accommodations were perfect for our small family. The property manager reached out multiple times to see if we needed anything and quickly responded to questions.
Stayed 6 nights in Jan 2025

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

Garrick C.

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

Christmas 2025

We spent a wonderful week over Christmas! The property has an excellent location. The views from inside the home are spectacular and the roof top deck is phenomenal. We enjoyed coffee on the deck in the morning and cocktails for sunset! The beach is great and so close! We would definitely come back in the future!
Stayed 5 nights in Dec 2024

8/10 Good

Jen M.

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

Location

The area is in recovery but beaches and businesses are opening and need to be supported. We had an issue with an uncapped sewage pipe that was just off the stairs. The company was very responsive but I don’t think the issue was fixed until after we left. Most of the houses surrounding this one are being repaired and the beach wasn’t open yet if you want to stay in one place. Work is being done.
Stayed 4 nights in Dec 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

8/10 Good

J C.

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

AMI Gulf Lookout Property

Comfortable with good amenities. Interior furnishings seem dated and cheap. The entire rental smelled of mold and was musty. If you are sensitive to this, not a place you would want to rent. Master bath sink had no water pressure. For the price I think it could have been a bit nicer living room area.
Stayed 4 nights in Aug 2024

10/10 Excellent

Rhonda S.

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

Beautiful Property

We had an amazing experience. Terry was amazing to work with. Property was very clean and close to shops and restaurants. Beach access was easy to come and go. Trail right across the street for a morning run. Love the property and will visit again.
Stayed 3 nights in Jul 2024

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

10/10 Excellent

Jessica M.

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

Wow!

This place was everything we thought it would be and more! It’s rare to find listings that actually match up with the pictures provided but this one was exactly like it! We were so pleased with our stay. It’s in the perfect location!
Stayed 5 nights in Jun 2024

10/10 Excellent

Nikki M.

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

Location

The location of the house was perfect as it was steps to the beautiful beach. It was very clean and spacious that adequately accommodated our group! Communication with the property manager was also quick and sincere. We throughly enjoyed our stay! Thank you!
Stayed 4 nights in Jun 2024

10/10 Excellent

Jaime D.

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

Gorgeous

Amazing views and steps away from the beach! Would recommend!
Stayed 3 nights in Jun 2024

8/10 Good

Shayle G.

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

Perfect location with a perfect view

Property location is super convenient to the beach and local shops and restaurants. The view from the rooftop is amazing perfect place for watching perfect sunsets!!! However the cleanliness of the home was less than appealing. There were a couple of deceased cockroaches in the master bathroom and the floors were disgusting. I
Stayed 4 nights in Jun 2024

10/10 Excellent

Jessica S.

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

Very nice

Nice, clean, and beautiful view
Stayed 3 nights in Jun 2024

10/10 Excellent

Robin J.

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

We will be back!

It was the perfect location and house for us!
Stayed 4 nights in May 2024

10/10 Excellent

Mary F.

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

Relaxation at its finest

All was great except the traffic on the road directly outside the home but should be overlooked because of the beauty of beach/gulf just a few feet away from the front door!
Stayed 6 nights in Apr 2024

10/10 Excellent

Nikki D.

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

Great location!

We had the most relaxing week at Anna Maria Island. This location was perfect as it allowed us to walk to many restaurants and the beach. We would highly recommend staying at this location.
Stayed 5 nights in Mar 2024

10/10 Excellent

Lisa C.

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

Awesome views

Rooftoo deck was great
Stayed 7 nights in Mar 2024

10/10 Excellent

Ryan c.

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

Spring break

Place was awesome. Right across from the beach. Roof top deck was amazing.
Stayed 2 nights in Mar 2024

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

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

About the host

Hosted by Terry or Sandy

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests