3BR 2BR House - Rating 4.8 (19)

AMI Gulf Lookout-Views Of The Gulf From Every Room-Rooftop Terrace


Bedroom 3 bedrooms
Bathroom 2 baths
Guests 6 guests
Pets Not Allowed Pets Not Allowed

  • Address: 1103 Gulf Dr. S.
  • Location: Bradenton Beach
  • Type: 3BR 2BR House
  • View: Sunrise Views

Location Location

Description Description
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.
The combination of tropical setting, beachside location, plus cosmopolitan convenience is the essence of this home. Park your car (two covered parking spaces provided) and explore the small, charming, historic island by foot, bicycle, golf cart, or trolley. Trolley tours stop right out front, as does the Monkey Bus (island bus transportation). Walk to restaurants, cafes, boutiques, and grocery markets. Nearby are boat rentals, sunset cruises, as well as jet ski, bike, paddleboard, scooter, and kayak rentals.
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.
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.)
No Smoking/No parties.
Smoke detectors, carbon monoxide detector, fire extinguisher, and first aid kits.
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.
Anna Maria Island is located on Florida’s Gulf coast 40 miles south of Tampa Bay and 7 miles west of Bradenton Florida. The island is the northernmost of a string of barrier islands that stretch along the coast in a southerly direction.
Anna Maria Island Florida is accessed by 3 draw bridges; two from the mainland and one from Longboat Key. Many residents leave their cars in their garages and travel to Anna Maria Island by bicycle, scooter or boat.
Anna Maria Island is Close to St. Armands Circle and LongBoat Key - Airport: Sarasota-Bradenton International Airport (14 miles away). A car is not necessary on this small island. A FREE island trolley and “Monkey Bus” offer public transportation. Golf cars, scooters and bicycles are popular modes of island transportation.
When you rent from us you’ll receive a digital welcome package and a 14-page digital travel guide. Prior to your arrival, we’ll deliver both packages directly to your phone, tablet or computer containing all the information you’ll need for your vacation. Packages include: directions to the home, your 6-digit code to the remote keyless lock, instructions on how to work the A/C, television, and appliances, a guide to our favorite restaurants, shopping guide, things to do, and more. Information you need is at your fingertips! We are always available by phone or through messaging on rental platforms!

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Swipe Swipe for Availability

Rates Rates
Start Date End Date Nightly
05/28/2024 05/28/2024 $325.00
05/29/2024 05/29/2024 $325.00
05/30/2024 05/30/2024 $325.00
05/31/2024 05/31/2024 $325.00
06/01/2024 06/01/2024 $325.00
06/02/2024 06/02/2024 $325.00
06/03/2024 06/03/2024 $325.00
06/04/2024 06/04/2024 $325.00
06/05/2024 06/05/2024 $325.00
06/06/2024 06/06/2024 $325.00
06/07/2024 06/07/2024 $325.00
06/08/2024 06/08/2024 $328.00
06/09/2024 06/09/2024 $325.00
06/10/2024 06/10/2024 $325.00
06/11/2024 06/11/2024 $325.00
06/12/2024 06/12/2024 $325.00
06/13/2024 06/13/2024 $355.00
06/14/2024 06/14/2024 $370.00
06/15/2024 06/15/2024 $370.00
06/16/2024 06/16/2024 $342.00
06/17/2024 06/17/2024 $338.00
06/18/2024 06/18/2024 $362.00
06/19/2024 06/19/2024 $353.00
06/20/2024 06/20/2024 $364.00
06/21/2024 06/21/2024 $385.00
06/22/2024 06/22/2024 $420.00
06/23/2024 06/23/2024 $407.00
06/24/2024 06/24/2024 $403.00
06/25/2024 06/25/2024 $379.00
06/26/2024 06/26/2024 $382.00
06/27/2024 06/27/2024 $638.00
06/28/2024 06/28/2024 $657.00
06/29/2024 06/29/2024 $582.00
06/30/2024 06/30/2024 $376.00
07/01/2024 07/01/2024 $400.00
07/02/2024 07/02/2024 $399.00
07/03/2024 07/03/2024 $503.00
07/04/2024 07/04/2024 $514.00
07/05/2024 07/05/2024 $519.00
07/06/2024 07/06/2024 $476.00
07/07/2024 07/07/2024 $397.00
07/08/2024 07/08/2024 $402.00
07/09/2024 07/09/2024 $390.00
07/10/2024 07/10/2024 $401.00
07/11/2024 07/11/2024 $405.00
07/12/2024 07/12/2024 $436.00
07/13/2024 07/13/2024 $443.00
07/14/2024 07/14/2024 $445.00
07/15/2024 07/15/2024 $383.00
07/16/2024 07/16/2024 $391.00
07/17/2024 07/17/2024 $393.00
07/18/2024 07/18/2024 $426.00
07/19/2024 07/19/2024 $463.00
07/20/2024 07/20/2024 $434.00
07/21/2024 07/21/2024 $412.00
07/22/2024 07/22/2024 $388.00
07/23/2024 07/23/2024 $398.00
07/24/2024 07/24/2024 $386.00
07/25/2024 07/25/2024 $420.00
07/26/2024 07/26/2024 $434.00
07/27/2024 07/27/2024 $412.00
07/28/2024 07/28/2024 $371.00
07/29/2024 07/29/2024 $360.00
07/30/2024 07/30/2024 $368.00
07/31/2024 07/31/2024 $355.00
08/01/2024 08/01/2024 $373.00
08/02/2024 08/02/2024 $386.00
08/03/2024 08/03/2024 $350.00
08/04/2024 08/04/2024 $338.00
08/05/2024 08/05/2024 $328.00
08/06/2024 08/06/2024 $334.00
08/07/2024 08/07/2024 $326.00
08/08/2024 08/08/2024 $336.00
08/09/2024 08/09/2024 $343.00
08/10/2024 08/10/2024 $336.00
08/11/2024 08/11/2024 $325.00
08/12/2024 08/12/2024 $325.00
08/13/2024 08/13/2024 $325.00
08/14/2024 08/14/2024 $325.00
08/15/2024 08/15/2024 $325.00
08/16/2024 08/16/2024 $325.00
08/17/2024 08/17/2024 $325.00
08/18/2024 08/18/2024 $325.00
08/19/2024 08/19/2024 $325.00
08/20/2024 08/20/2024 $325.00
08/21/2024 08/21/2024 $325.00
08/22/2024 08/22/2024 $325.00
08/23/2024 08/23/2024 $325.00
08/24/2024 08/24/2024 $325.00
08/25/2024 08/25/2024 $325.00
08/26/2024 08/26/2024 $325.00
08/27/2024 08/27/2024 $325.00
08/28/2024 08/28/2024 $325.00
08/29/2024 08/29/2024 $325.00
08/30/2024 08/30/2024 $333.00
08/31/2024 08/31/2024 $334.00
09/01/2024 09/01/2024 $331.00
09/02/2024 09/02/2024 $325.00
09/03/2024 09/03/2024 $325.00
09/04/2024 09/04/2024 $325.00
09/05/2024 09/05/2024 $325.00
09/06/2024 09/06/2024 $325.00
09/07/2024 09/07/2024 $325.00
09/08/2024 09/08/2024 $325.00
09/09/2024 09/09/2024 $325.00
09/10/2024 09/10/2024 $325.00
09/11/2024 09/11/2024 $325.00
09/12/2024 09/12/2024 $325.00
09/13/2024 09/13/2024 $325.00
09/14/2024 09/14/2024 $325.00
09/15/2024 09/15/2024 $325.00
09/16/2024 09/16/2024 $325.00
09/17/2024 09/17/2024 $325.00
09/18/2024 09/18/2024 $325.00
09/19/2024 09/19/2024 $325.00
09/20/2024 09/20/2024 $325.00
09/21/2024 09/21/2024 $325.00
09/22/2024 09/22/2024 $325.00
09/23/2024 09/23/2024 $325.00
09/24/2024 09/24/2024 $325.00
09/25/2024 09/25/2024 $325.00
09/26/2024 09/26/2024 $325.00
09/27/2024 09/27/2024 $325.00
09/28/2024 09/28/2024 $325.00
09/29/2024 09/29/2024 $325.00
09/30/2024 09/30/2024 $325.00
10/01/2024 10/01/2024 $325.00
10/02/2024 10/02/2024 $325.00
10/03/2024 10/03/2024 $325.00
10/04/2024 10/04/2024 $325.00
10/05/2024 10/05/2024 $325.00
10/06/2024 10/06/2024 $325.00
10/07/2024 10/07/2024 $325.00
10/08/2024 10/08/2024 $331.00
10/09/2024 10/09/2024 $340.00
10/10/2024 10/10/2024 $325.00
10/11/2024 10/11/2024 $331.00
10/12/2024 10/12/2024 $332.00
10/13/2024 10/13/2024 $376.00
10/14/2024 10/14/2024 $358.00
10/15/2024 10/15/2024 $364.00
10/16/2024 10/16/2024 $374.00
10/17/2024 10/17/2024 $395.00
10/18/2024 10/18/2024 $346.00
10/19/2024 10/19/2024 $325.00
10/20/2024 10/20/2024 $325.00
10/21/2024 10/21/2024 $325.00
10/22/2024 10/22/2024 $325.00
10/23/2024 10/23/2024 $325.00
10/24/2024 10/24/2024 $325.00
10/25/2024 10/25/2024 $325.00
10/26/2024 10/26/2024 $325.00
10/27/2024 10/27/2024 $325.00
10/28/2024 10/28/2024 $325.00
10/29/2024 10/29/2024 $325.00
10/30/2024 10/30/2024 $325.00
10/31/2024 10/31/2024 $325.00
11/01/2024 11/01/2024 $325.00
11/02/2024 11/02/2024 $335.00
11/03/2024 11/03/2024 $352.00
11/04/2024 11/04/2024 $348.00
11/05/2024 11/05/2024 $338.00
11/06/2024 11/06/2024 $346.00
11/07/2024 11/07/2024 $361.00
11/08/2024 11/08/2024 $383.00
11/09/2024 11/09/2024 $390.00
11/10/2024 11/10/2024 $392.00
11/11/2024 11/11/2024 $337.00
11/12/2024 11/12/2024 $325.00
11/13/2024 11/13/2024 $325.00
11/14/2024 11/14/2024 $361.00
11/15/2024 11/15/2024 $366.00
11/16/2024 11/16/2024 $360.00
11/17/2024 11/17/2024 $325.00
11/18/2024 11/18/2024 $325.00
11/19/2024 11/19/2024 $325.00
11/20/2024 11/20/2024 $330.00
11/21/2024 11/21/2024 $342.00
11/22/2024 11/22/2024 $347.00
11/23/2024 11/23/2024 $409.00
11/24/2024 11/24/2024 $408.00
11/25/2024 11/25/2024 $390.00
11/26/2024 11/26/2024 $386.00
11/27/2024 11/27/2024 $428.00
11/28/2024 11/28/2024 $429.00
11/29/2024 11/29/2024 $430.00
11/30/2024 11/30/2024 $429.00
12/01/2024 12/01/2024 $325.00
12/02/2024 12/02/2024 $325.00
12/03/2024 12/03/2024 $325.00
12/04/2024 12/04/2024 $325.00
12/05/2024 12/05/2024 $325.00
12/06/2024 12/06/2024 $325.00
12/07/2024 12/07/2024 $325.00
12/08/2024 12/08/2024 $325.00
12/09/2024 12/09/2024 $325.00
12/10/2024 12/10/2024 $325.00
12/11/2024 12/11/2024 $325.00
12/12/2024 12/12/2024 $325.00
12/13/2024 12/13/2024 $325.00
12/14/2024 12/14/2024 $335.00
12/15/2024 12/15/2024 $337.00
12/16/2024 12/16/2024 $325.00
12/17/2024 12/17/2024 $337.00
12/18/2024 12/18/2024 $351.00
12/19/2024 12/19/2024 $364.00
12/20/2024 12/20/2024 $475.00
12/21/2024 12/21/2024 $605.00
12/22/2024 12/22/2024 $617.00
12/23/2024 12/23/2024 $619.00
12/24/2024 12/24/2024 $624.00
12/25/2024 12/25/2024 $598.00
12/26/2024 12/26/2024 $599.00
12/27/2024 12/27/2024 $791.00
12/28/2024 12/28/2024 $792.00
12/29/2024 12/29/2024 $792.00
12/30/2024 12/30/2024 $793.00
12/31/2024 12/31/2024 $793.00
01/01/2025 01/01/2025 $794.00
01/02/2025 01/02/2025 $795.00
01/03/2025 01/03/2025 $431.00
01/04/2025 01/04/2025 $397.00
01/05/2025 01/05/2025 $371.00
01/06/2025 01/06/2025 $365.00
01/07/2025 01/07/2025 $348.00
01/08/2025 01/08/2025 $337.00
01/09/2025 01/09/2025 $347.00
01/10/2025 01/10/2025 $366.00
01/11/2025 01/11/2025 $365.00
01/12/2025 01/12/2025 $353.00
01/13/2025 01/13/2025 $343.00
01/14/2025 01/14/2025 $358.00
01/15/2025 01/15/2025 $356.00
01/16/2025 01/16/2025 $387.00
01/17/2025 01/17/2025 $409.00
01/18/2025 01/18/2025 $397.00
01/19/2025 01/19/2025 $383.00
01/20/2025 01/20/2025 $376.00
01/21/2025 01/21/2025 $368.00
01/22/2025 01/22/2025 $376.00
01/23/2025 01/23/2025 $400.00
01/24/2025 01/24/2025 $329.00
01/25/2025 01/25/2025 $345.00
01/26/2025 01/26/2025 $432.00
01/27/2025 01/27/2025 $411.00
01/28/2025 01/28/2025 $407.00
01/29/2025 01/29/2025 $404.00
01/30/2025 01/30/2025 $444.00
01/31/2025 01/31/2025 $456.00
02/01/2025 02/01/2025 $518.00
02/02/2025 02/02/2025 $504.00
02/03/2025 02/03/2025 $490.00
02/04/2025 02/04/2025 $512.00
02/05/2025 02/05/2025 $546.00
02/06/2025 02/06/2025 $550.00
02/07/2025 02/07/2025 $559.00
02/08/2025 02/08/2025 $543.00
02/09/2025 02/09/2025 $534.00
02/10/2025 02/10/2025 $510.00
02/11/2025 02/11/2025 $509.00
02/12/2025 02/12/2025 $499.00
02/13/2025 02/13/2025 $615.00
02/14/2025 02/14/2025 $614.00
02/15/2025 02/15/2025 $614.00
02/16/2025 02/16/2025 $640.00
02/17/2025 02/17/2025 $604.00
02/18/2025 02/18/2025 $621.00
02/19/2025 02/19/2025 $588.00
02/20/2025 02/20/2025 $596.00
02/21/2025 02/21/2025 $694.00
02/22/2025 02/22/2025 $615.00
02/23/2025 02/23/2025 $584.00
02/24/2025 02/24/2025 $618.00
02/25/2025 02/25/2025 $641.00
02/26/2025 02/26/2025 $687.00
02/27/2025 02/27/2025 $672.00
02/28/2025 02/28/2025 $569.00
03/01/2025 03/01/2025 $580.00
03/02/2025 03/02/2025 $588.00
03/03/2025 03/03/2025 $588.00
03/04/2025 03/04/2025 $572.00
03/05/2025 03/05/2025 $584.00
03/06/2025 03/06/2025 $584.00
03/07/2025 03/07/2025 $612.00
03/08/2025 03/08/2025 $613.00
03/09/2025 03/09/2025 $594.00
03/10/2025 03/10/2025 $591.00
03/11/2025 03/11/2025 $575.00
03/12/2025 03/12/2025 $592.00
03/13/2025 03/13/2025 $601.00
03/14/2025 03/14/2025 $638.00
03/15/2025 03/15/2025 $671.00
03/16/2025 03/16/2025 $657.00
03/17/2025 03/17/2025 $637.00
03/18/2025 03/18/2025 $656.00
03/19/2025 03/19/2025 $661.00
03/20/2025 03/20/2025 $667.00
03/21/2025 03/21/2025 $669.00
03/22/2025 03/22/2025 $757.00
03/23/2025 03/23/2025 $800.00
03/24/2025 03/24/2025 $806.00
03/25/2025 03/25/2025 $972.00
03/26/2025 03/26/2025 $852.00
03/27/2025 03/27/2025 $814.00
03/28/2025 03/28/2025 $707.00
03/29/2025 03/29/2025 $706.00
03/30/2025 03/30/2025 $695.00
03/31/2025 03/31/2025 $685.00
04/01/2025 04/01/2025 $706.00
04/02/2025 04/02/2025 $708.00
04/03/2025 04/03/2025 $706.00
04/04/2025 04/04/2025 $667.00
04/05/2025 04/05/2025 $705.00
04/06/2025 04/06/2025 $766.00
04/07/2025 04/07/2025 $732.00
04/08/2025 04/08/2025 $722.00
04/09/2025 04/09/2025 $718.00
04/10/2025 04/10/2025 $658.00
04/11/2025 04/11/2025 $649.00
04/12/2025 04/12/2025 $515.00
04/13/2025 04/13/2025 $498.00
04/14/2025 04/14/2025 $467.00
04/15/2025 04/15/2025 $456.00
04/16/2025 04/16/2025 $482.00
04/17/2025 04/17/2025 $487.00
04/18/2025 04/18/2025 $922.00
04/19/2025 04/19/2025 $919.00
04/20/2025 04/20/2025 $916.00
04/21/2025 04/21/2025 $417.00
04/22/2025 04/22/2025 $399.00
04/23/2025 04/23/2025 $414.00
04/24/2025 04/24/2025 $448.00
04/25/2025 04/25/2025 $473.00
04/26/2025 04/26/2025 $493.00
04/27/2025 04/27/2025 $456.00
04/28/2025 04/28/2025 $423.00
04/29/2025 04/29/2025 $398.00
04/30/2025 04/30/2025 $410.00
05/01/2025 05/01/2025 $443.00
05/02/2025 05/02/2025 $464.00
05/03/2025 05/03/2025 $531.00
05/04/2025 05/04/2025 $482.00
05/05/2025 05/05/2025 $458.00
05/06/2025 05/06/2025 $484.00
05/07/2025 05/07/2025 $462.00
05/08/2025 05/08/2025 $457.00
05/09/2025 05/09/2025 $523.00
05/10/2025 05/10/2025 $503.00
05/11/2025 05/11/2025 $487.00
05/12/2025 05/12/2025 $444.00
05/13/2025 05/13/2025 $427.00
05/14/2025 05/14/2025 $416.00
05/15/2025 05/15/2025 $462.00
05/16/2025 05/16/2025 $505.00
05/17/2025 05/17/2025 $529.00
05/18/2025 05/18/2025 $483.00
05/19/2025 05/19/2025 $426.00
05/20/2025 05/20/2025 $431.00
05/21/2025 05/21/2025 $441.00
05/22/2025 05/22/2025 $500.00
05/23/2025 05/23/2025 $642.00
05/24/2025 05/24/2025 $640.00
05/25/2025 05/25/2025 $639.00
05/26/2025 05/26/2025 $435.00
05/27/2025 05/27/2025 $403.00
05/28/2025 05/28/2025 $400.00
05/29/2025 05/29/2025 $436.00
05/30/2025 05/30/2025 $460.00
05/31/2025 05/31/2025 $515.00
06/01/2025 06/01/2025 $474.00
06/02/2025 06/02/2025 $425.00
06/03/2025 06/03/2025 $381.00
06/04/2025 06/04/2025 $388.00
06/05/2025 06/05/2025 $406.00
06/06/2025 06/06/2025 $422.00
06/07/2025 06/07/2025 $465.00
06/08/2025 06/08/2025 $426.00
06/09/2025 06/09/2025 $410.00
06/10/2025 06/10/2025 $402.00
06/11/2025 06/11/2025 $416.00
06/12/2025 06/12/2025 $426.00
06/13/2025 06/13/2025 $482.00
06/14/2025 06/14/2025 $485.00
06/15/2025 06/15/2025 $449.00
06/16/2025 06/16/2025 $436.00
06/17/2025 06/17/2025 $426.00
06/18/2025 06/18/2025 $438.00
06/19/2025 06/19/2025 $436.00
06/20/2025 06/20/2025 $463.00
06/21/2025 06/21/2025 $490.00
06/22/2025 06/22/2025 $448.00
06/23/2025 06/23/2025 $452.00
06/24/2025 06/24/2025 $444.00
06/25/2025 06/25/2025 $457.00
06/26/2025 06/26/2025 $450.00
06/27/2025 06/27/2025 $481.00
06/28/2025 06/28/2025 $507.00
06/29/2025 06/29/2025 $455.00
06/30/2025 06/30/2025 $464.00
07/01/2025 07/01/2025 $451.00
07/02/2025 07/02/2025 $464.00
07/03/2025 07/03/2025 $587.00
07/04/2025 07/04/2025 $587.00
07/05/2025 07/05/2025 $587.00
07/06/2025 07/06/2025 $450.00
07/07/2025 07/07/2025 $449.00
07/08/2025 07/08/2025 $443.00
07/09/2025 07/09/2025 $456.00
07/10/2025 07/10/2025 $463.00
07/11/2025 07/11/2025 $499.00
07/12/2025 07/12/2025 $493.00
07/13/2025 07/13/2025 $452.00
07/14/2025 07/14/2025 $433.00
07/15/2025 07/15/2025 $435.00
07/16/2025 07/16/2025 $434.00
07/17/2025 07/17/2025 $455.00
07/18/2025 07/18/2025 $483.00
07/19/2025 07/19/2025 $470.00
07/20/2025 07/20/2025 $450.00
07/21/2025 07/21/2025 $427.00
07/22/2025 07/22/2025 $436.00
07/23/2025 07/23/2025 $426.00
07/24/2025 07/24/2025 $454.00
07/25/2025 07/25/2025 $479.00
07/26/2025 07/26/2025 $447.00
07/27/2025 07/27/2025 $433.00
07/28/2025 07/28/2025 $416.00
07/29/2025 07/29/2025 $425.00
07/30/2025 07/30/2025 $412.00
07/31/2025 07/31/2025 $434.00
08/01/2025 08/01/2025 $447.00
08/02/2025 08/02/2025 $423.00
08/03/2025 08/03/2025 $408.00
08/04/2025 08/04/2025 $397.00
08/05/2025 08/05/2025 $403.00
08/06/2025 08/06/2025 $394.00
08/07/2025 08/07/2025 $408.00
08/08/2025 08/08/2025 $412.00
08/09/2025 08/09/2025 $392.00
08/10/2025 08/10/2025 $372.00
08/11/2025 08/11/2025 $364.00
08/12/2025 08/12/2025 $365.00
08/13/2025 08/13/2025 $359.00
08/14/2025 08/14/2025 $377.00
08/15/2025 08/15/2025 $384.00
08/16/2025 08/16/2025 $372.00
08/17/2025 08/17/2025 $348.00
08/18/2025 08/18/2025 $335.00
08/19/2025 08/19/2025 $332.00
08/20/2025 08/20/2025 $332.00
08/21/2025 08/21/2025 $354.00
08/22/2025 08/22/2025 $369.00
08/23/2025 08/23/2025 $351.00
08/24/2025 08/24/2025 $336.00
08/25/2025 08/25/2025 $325.00
08/26/2025 08/26/2025 $325.00
08/27/2025 08/27/2025 $325.00
08/28/2025 08/28/2025 $333.00
08/29/2025 08/29/2025 $394.00
08/30/2025 08/30/2025 $394.00
08/31/2025 08/31/2025 $392.00
09/01/2025 09/01/2025 $325.00
09/02/2025 09/02/2025 $325.00
09/03/2025 09/03/2025 $325.00
09/04/2025 09/04/2025 $328.00
09/05/2025 09/05/2025 $354.00
09/06/2025 09/06/2025 $354.00
09/07/2025 09/07/2025 $343.00
09/08/2025 09/08/2025 $325.00
09/09/2025 09/09/2025 $325.00
09/10/2025 09/10/2025 $325.00
09/11/2025 09/11/2025 $325.00
09/12/2025 09/12/2025 $341.00
09/13/2025 09/13/2025 $352.00
09/14/2025 09/14/2025 $334.00
09/15/2025 09/15/2025 $326.00
09/16/2025 09/16/2025 $325.00
09/17/2025 09/17/2025 $325.00
09/18/2025 09/18/2025 $328.00
09/19/2025 09/19/2025 $340.00
09/20/2025 09/20/2025 $350.00
09/21/2025 09/21/2025 $325.00
09/22/2025 09/22/2025 $325.00
09/23/2025 09/23/2025 $325.00
09/24/2025 09/24/2025 $325.00
09/25/2025 09/25/2025 $326.00
09/26/2025 09/26/2025 $340.00
09/27/2025 09/27/2025 $354.00
09/28/2025 09/28/2025 $330.00
09/29/2025 09/29/2025 $326.00
09/30/2025 09/30/2025 $325.00
10/01/2025 10/01/2025 $329.00
10/02/2025 10/02/2025 $335.00
10/03/2025 10/03/2025 $349.00
10/04/2025 10/04/2025 $361.00
10/05/2025 10/05/2025 $342.00
10/06/2025 10/06/2025 $328.00
10/07/2025 10/07/2025 $325.00
10/08/2025 10/08/2025 $334.00
10/09/2025 10/09/2025 $346.00
10/10/2025 10/10/2025 $395.00
10/11/2025 10/11/2025 $394.00
10/12/2025 10/12/2025 $393.00
10/13/2025 10/13/2025 $325.00
10/14/2025 10/14/2025 $325.00
10/15/2025 10/15/2025 $330.00
10/16/2025 10/16/2025 $349.00
10/17/2025 10/17/2025 $361.00
10/18/2025 10/18/2025 $356.00
10/19/2025 10/19/2025 $336.00
10/20/2025 10/20/2025 $325.00
10/21/2025 10/21/2025 $325.00
10/22/2025 10/22/2025 $325.00
10/23/2025 10/23/2025 $345.00
10/24/2025 10/24/2025 $360.00
10/25/2025 10/25/2025 $355.00
10/26/2025 10/26/2025 $335.00
10/27/2025 10/27/2025 $325.00
10/28/2025 10/28/2025 $325.00
10/29/2025 10/29/2025 $325.00
10/30/2025 10/30/2025 $355.00
10/31/2025 10/31/2025 $373.00
11/01/2025 11/01/2025 $381.00
11/02/2025 11/02/2025 $360.00
11/03/2025 11/03/2025 $343.00
11/04/2025 11/04/2025 $333.00
11/05/2025 11/05/2025 $355.00
11/06/2025 11/06/2025 $380.00
11/07/2025 11/07/2025 $444.00
11/08/2025 11/08/2025 $443.00
11/09/2025 11/09/2025 $442.00
11/10/2025 11/10/2025 $442.00
11/11/2025 11/11/2025 $336.00
11/12/2025 11/12/2025 $371.00
11/13/2025 11/13/2025 $390.00
11/14/2025 11/14/2025 $399.00
11/15/2025 11/15/2025 $415.00
11/16/2025 11/16/2025 $371.00
11/17/2025 11/17/2025 $363.00
11/18/2025 11/18/2025 $339.00
11/19/2025 11/19/2025 $383.00

Bedding Bedding
Room Beds Baths TVs Comments
En-Suite Washroom
Primary Bedroom King Attached Bathroom
Second Bedroom Queen
Second Washroom
Third Bedroom Queen

Amenities 117 Amenities
Beach /Bay Proximity
  • Bay View
  • Beach Front
  • Beach View
  • Gulf View
  • Near Ocean
  • Ocean Front
  • Ocean View
  • Sunset Views
  • Water Front
  • Water View
Experience
  • Adventure
  • Away From It All
  • Bay
  • Family
  • Golf
  • Historic
  • Marina
  • Not Necessary
  • Photography
  • Romantic
  • Rural
  • Sunrise Views
  • Village
Extras
  • Hangers
  • Luggage Dropoff Allowed
  • Towels
Nearby Activities
  • Antiquing
  • Beach Combing
  • Bird Watching
  • Boating
  • Churches
  • Cinemas
  • Cycling
  • DeepSea Fishing
  • Festivals
  • Fishing
  • Fishing - Bay
  • Fishing - Fly
  • Fishing - Freshwater
  • Fishing - Surf
  • Fitness Center
  • Health Beauty Spa
  • Hiking
  • Horseback Riding
  • Horseshoes
  • Hospital
  • Jet Skiing
  • Library
  • Live Theater
  • Massage Therapist
  • Medical Services
  • Miniature Golf
  • Outlet Shopping
  • Paddle Boating
  • Para-gliding
  • Para-sailing
  • Pier Fishing
  • Rec Center
  • Restaurants
  • Roller Blading
  • Sailing
  • Scenic Drives
  • Shelling
  • Shopping
  • Shuffleboard
  • Sight Seeing
  • Snorkeling
  • Sports Activities
  • Swimming
  • Tennis
  • Tourist Attractions
  • Walking
  • Water Tubing
  • Wildlife Viewing
  • Wind Surfing
Property Features
  • Air Conditioning
  • ATM/Bank
  • Balcony
  • BBQ Area
  • Bed Linens
  • Budget
  • Cable
  • Coffee Maker
  • Cooking Basics
  • Deck Patio Uncovered
  • Dishes & Silverware
  • Dishwasher
  • Dryer
  • Essentials
  • Fire Extinguisher
  • Free Parking
  • Garage
  • Grill
  • Groceries
  • Hair Dryer
  • Heating
  • Hot Water
  • Iron & Ironing Board
  • Kitchen
  • Living Room
  • Lock on Bedroom Door
  • Microwave
  • Oven
  • Parking
  • Patio or Balcony
  • Private Entrance
  • Private Living Room
  • Refrigerator
  • Satellite or Cable
  • Shampoo
  • Smoke Detector
  • Stove
  • Television
  • Toaster
  • Washer
  • Wireless Internet
Property Policy
  • Long Term Stays Allowed

Reviews Rating 4.8 (19) Reviews
Rating 5
Great location!
Source: VRBO Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night Reservation ID #25933368 We had dive 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.
Nikki D - Posted: 4/6/2024
Rating 5
Awesome views
Source: VRBO Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night Reservation ID #25932731 Rooftop deck was great
Lisa C - Posted: 3/28/2024
Rating 5
Lovely Stay on Anna Maria Island
Source: VRBO Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night Reservation ID #25933264 Our Stay was relatively short—Sunday February 25 divrough 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!
Timothy B - Posted: 3/14/2024
Rating 4
great location
Source: VRBO Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night Reservation ID #25933421 location and cleanliness is what makes divis a great place.
Vicki M - Posted: 2/12/2024
Rating 5
A bit of Heaven on Earth
Source: VRBO Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night Reservation ID #25933176 Location...perfect! Ocean view/ocean access..perfect! Rooftop for coffee and start of day..rooftop for wine and sunset end of day...perfect!
K&B K - Posted: 2/12/2024
Rating 5
Prime location
Source: VRBO Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night Reservation ID #25932766 Excellent location and super comfordiv house. Would definitely stay here again.
Elizabeth I - Posted: 1/13/2024
Rating 4
Ideal location
Source: VRBO Reservation ID #25933478 Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night Quick divip where house location was key. Location is ideal to beach and just 100 steps away.
Ryan S - Posted: 1/6/2024
Rating 5
Fabulous views
Source: VRBO Reservation ID #25932843 Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night We were so excited to see dive views matched the posting! The home was beautiful and perfect for the 4 of us. The weather didn’t cooperate but we enjoyed the views and walking beach. Beautiful, clean, safe!
Jennifer D - Posted: 1/5/2024
Rating 5
December Getaway
Source: VRBO Reservation ID #25933416 Property was really nice, widiv a great view of the beach from three sides of the house. Really enjoyed the beachfront itself, very few people and beautiful sand and room to spread out and run around. Beach chairs were a definite plus! House was great, everything that we needed. Loved being able to walk to the little Downtown area for breakfast and coffee and dinner one night.
Kimberly l - Posted: 12/30/2023
Hi Kimberly, Thank you for your awesome 5 star review and thank you again for being our guests. It has been a pleasure working with you and we hope you will be our guests again on Anna Maria Island. Nothing makes us happier than returning guests and we hope you will be our guests again soon on Anna Maria Island. Terry, Sandy & Family
Anna Maria Island Beach Rentals staff
Posted: 12/30/2023
Rating 5
Wonderful location, beautiful interior, rooftop!
Source: VRBO: Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night Reservation ID #25932332 Star Star Star Star Star 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 everydiving we needed from towels to toiledivies. The location is beachfront and a quick walk to restaurants, shops, and bars. Would definitely stay again! Date of arrival - November 15, 2023
Heidi H - Posted: 12/1/2023
Rating 5
Anna Maria Island
Source VRBO: Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night Reservation ID #25932783 Star Star Star Star Star We had a good stay. The property manager was quick to reply widiv a small issue we had. Would stay at this property again. Date of arrival - October 11, 2023
Kelly B - Posted: 10/19/2023
Rating 5
Great Spot
Source VRBO: Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night Reservation ID #25932194 Star Star Star Star Star Wonderful family spot. Date of arrival - July 20, 2023
Anne A - Posted: 9/5/2023
Rating 5
Beach front property
Source VRBO: Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night Reservation ID #25932199 Star Star Star Star Star Very clean, great beach access and great communication widiv the host! Would definitely stay there again! Date of arrival - August 2, 2023
Brittnie S - Posted: 8/10/2023
Rating 5
On The Beach
Source VRBO: Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night Reservation ID #25932111 Star Star Star Star Star The house was fine. It was cool after a long day at dive beach. It was nice to have the car and golf cart right under the house. The beds were comfordiv. Date of arrival - July 25, 2023
Lori L - Posted: 8/5/2023
Rating 5
Gerdes getaway
Source VRBO: Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night Reservation ID #25932272 Star Star Star Star Star This property was everydiving Terry described it to be. It was our first time visiting Anna Maria Island, and we already can't wait to go back! At first we were wondering if we stayed in the right spot (Bradenton Beach), but after checking out the rest of the Island, we knew that we had chosen the perfect location. It was like we had our own private beach and were so close to Bridge Sdiveet where we could eat and shop. This definitely was a memorable vacation! Date of arrival - June 26, 2023
Sheila G - Posted: 7/26/2023
Rating 5
Location, Location
Source VRBO: Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night Reservation ID #25932207 Star Star Star Star Star This house is very convenient to dive beach and the surrounding communities. The rooftop patio is a wonderful place to watch the amazing sunsets. The covered parking is espcially appreciated at this time of year when the temps are so high. The home was very clean and furnishings are adequate. The only issue we had was a lack of space for groceries . Date of arrival - July 13, 2023
Carol C - Posted: 7/25/2023
Rating 5
Friends Getaway

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

 
 
 
Star
Star
Star
Star
Star
 
 

Absolutely loved the location and house. Clean and one block to beach. House has everything you need. Would go back and o am a resident.

 

Date of arrival - April 23, 2023

Anonymous from Anna Maria Island - Posted: 5/3/2023

Hi Clorinda, 

Thank you for your review and thank you again for being our guests. It has been a pleasure working with you and we hope you will be our guests again on Anna Maria Island. Nothing makes us happier than returning guests and we hope you will be our guests again soon on Anna Maria Island. 

 

Terry, Sandy & Family  

Anna Maria Island Beach Rentals staff
Rating 5
Perfect Beach House Stay

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

 
 
 
Star
Star
Star
Star
Star
 
 

This was a wonderfully property. The location was excellent - right across the street from the beach. Easy to catch island trolley to get to more places on the island. Wonderful walking on the beach and sidewalks. The inside of the house was clean and very cutely decorated. My favorite feature was the roof top deck. Great for the views both for morning coffee and evening beverages. The property manager Terry was always available if needed for questions. I would definitely stay here again.

 

Date of arrival - February 7, 2023

Anonymous from Anna Maria Island - Posted: 2/25/2023

Hi Mary, 

Thank you for your 5 star review and thank you again for being our guests. It has been a pleasure working with you and we hope you will be our guests again on Anna Maria Island. Nothing makes us happier than returning guests and we hope you will be our guests again soon on Anna Maria Island. 

 

Terry, Sandy & Family  

Anna Maria Island Beach Rentals staff
Rating 5
Birthday weekend in AMI

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

 
 
 
Star
Star
Star
Star
Star
 
 

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!

 

Date of arrival - January 28, 2023

Anonymous from Anna Maria Island - Posted: 2/1/2023

Hi Ashley, 

Thank you for your 5 star review and thank you again for being our guests. It has been a pleasure working with you and we hope you will be our guests again on Anna Maria Island. Nothing makes us happier than returning guests and we hope you will be our guests again soon on Anna Maria Island. 

 

Terry, Sandy & Family  

Anna Maria Island Beach Rentals staff
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Want to know specifics? Ask anything in reference to vacationing at this property that you would like to know...

Example: "Are fresh linens provided?"

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