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Penthouses at Gulf Stream

Anna Maria Island » Penthouses at Gulf Stream

The Penthouses at Gulf Stream are located on Anna Maria Island and is nestled between the Gulf of Mexico and Sarasota Bay. This resort is perfectly located to enjoy the white sandy beaches that Anna Maria Island is famous for and the area’s many cultural and amusement activities including 17 championship golf courses, museums, shopping, boating, kayaking and nature parks just to name a few. Sorry, no pets. Non-smoking units ONLY.

Resort Layout

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Unit Amenities

Each Penthouse Resort unit is comprised of two bedrooms and two bathrooms. The master bedroom has a king size bed and a private master bath. The second bedroom is outfitted with twin beds and a semi private bath. Each condo residence has a full size fully equipped kitchen which has a full size refrigerator freezer, stove, dishwasher, and microwave. Each kitchen has ample cookware and small appliances. If there is anything extra you need, just ask and we’ll get it to you. Every unit has its own washer and dryer. There are three televisions in each unit, one in each of the bedrooms and one in the living room that is accompanied by a DVD player and stereo CD player. A quick elevator ride to the first floor takes you out to the large heated pool and spa.  

Resort Activities and Amenities

During your stay with us you don't need to worry about beach chairs, beach Umbrellas,or beach towels. We provide them, along with wireless internet service, bicycles, games and a book exchange for you. All free of charge. Make sure to attend one or all of our weekly activities, whether it be one of our welcome breakfasts, Hot dog roast, chicken roast, shell hunting and crafting, learning about our island sea turtles, taking a tour of the island or sipping Florida Dreamsicles and playing trivia games by the pool with LouAnn, our activities director is always ready to help make your vacation truly memorable.

Resort Team Favorites

While you’re here, make sure to check out some of our staff’s favorite places. Anna Maria Island has a vast array of dining choices from barefoot beach places to five star haute cuisine and our staff all have their favorites. LouAnn and Mark both love the Rod and Reel Pier, located at the north end of the island. It is old Florida at its best. They have a great Grouper Rueben sandwich. The Rod and Reel is also a great fishing pier. Mark remembers fishing there with his dad when he was a little kid and now enjoys doing the same with his nephew. It is a great place to make memories.


Hands down, Lorilai’s favorite is the Sign of the Mermaid for incredibly interesting and sophisticated cuisine  and decadent desserts. You can’t beat the ambiance in this beautifully restored 1913 “island cracker” house.  

Gloria’s favorite is the Waterfront Restaurant which is a cozy place with an 1800’s fireplace and a great view of the skyway bridge. It offers a varied and delicious menu at a reasonable price point. Everyone agrees that if you’re looking to watch the sunset, go to the Sandbar Restaurant where they serve the best pina colada on the island and they have a sunset competition each night. If you guess the closet time of sunset, you win a bottle of champagne. After dinner, LouAnn says to make sure and take a quick trip to Tyler’s Ice cream shop in Cortez for the “yummiest” home made ice cream.



Tom aka TC enjoys a cool beverage at the Island Time Bar & Grill after work, and for breakfast Cortez Cafe is the best.



All of the shopping on the island is unique and interesting. You won’t find any chain shops on the island, just locally owned, wonderful and charming places. Lorilai loves the Sand Dollar for gifts, specialty clothing, candles and other fun stuff. Gloria is particularly fond of the shops on Bridge Street. She also loves the new Island Flea Market, an open air market under a canopy of chiki huts where, she says, your husband can enjoy a sandwich while you shop for local goods. Whether its art galleries, clothing shops or gift arcades, there’s a wonderful variety here on our Island.


Boating, jet skiing, kayaking, sailing and biking opportunities abound. Lorilai really enjoys kayaking on the north end of the island off bean point and at Robinson Preserve, where there is abundant wild life and flats fishing. Mark enjoys boating on the intracoastal and out to Egmont Key, where the box turtles and hundreds of bird species reside. Gloria really enjoys her bike rides on the island bike paths. There are several fishing captains and sunset sailing boats for your enjoyment as well. Stop by the office anytime to find out more about what the island has to offer.   




Resort News

If you are an owner at this resort, you can find updated information here.

 Owner Information


Calendar of Events

Sundays- Siesta Key Drum Circle

It’s got a life of its own. See for yourself, one hour before sunset, Sundays on the beach at Siesta Key in Sarasota near lifeguard stand No. 3.

Sundays and Wednesdays - Yoga Island Wellness has Yoga classes on the beach south of the BeachHouse Restaurant at 8:30am- offered by donations ($2- $10 suggested) A flat sheet works better than a yoga mat, bring water.

Mondays – Sarasota Ringling Museum
Once inside, remember to breathe and take it all in, and we do mean all. There are some 21 galleries filled with European, Asian and American artwork, plus traveling exhibitions. The best part? There’s no charge on Mondays. The John and Mable Ringling Museum of Art is one slice of a 66- acre enclave rich in history. Included on this sprawling property is the Cà d’Zan mansion, on sparkling Sarasota Bay, and the Circus Museum. While a fee is required for those two venues, something else you can do at no cost is take a walk on the estate grounds, passing cherubic statues on the path to Mable’s poetically beautiful rose garden.

Tuesday Nights Comedy Night at Swordfish Grill Dinner @ 8pm show @8:30pm Every Tuesday national comedians will perform dinner & show $20.00 just the show $5.00 with a 2 drink minimum 4628 119th Street West, Cortez (just off Anna Maria Island) 941-798-2035

Wednesdays, two hours before sunset, the city of Bradenton Beach hosts a sunset picnic with entertainer Mike Sales at Katie Pierola Sunset Park, 2200 block of Gulf Drive North, Bradenton Beach. Information 941-448-5798.

Wednesdays & Saturdays 9am - Players Pitch Horseshoes the pits at Anna Maria City Hall, 10005 Gulf Drive, Anna Maria. Information 941-708-6130

Manatee River Public Sunset Sails! Wednesday and Saturday Evening Departs: 6:30pm $25.00 per person 2 hours BYOB/Pack a picnic! reservations 941-780-8010

Thursday- Art After 5: Jazz on the Bay 5pm at The John and Mable Ringling Museum of Art Tickets $10. Call 941-359-5700

Fridays, 7pm to 10pm Drum Circle with Mike Sales and Scott Blum at Manatee Public Beach, 4000 Gulf Drive, Holmes Beach, Information 941-526-6789

Friday Evenings- Tampa Museum of Art
Part of the Curtis Hixon Waterfront Park, the building itself is the crowning glory, a modern vision houses contemporary works. ”Art on the House” free on Fridays, 4 p.m. to 8 p.m.

Third Friday of the month Pine Avenue Porch Party 5pm - 8pm to benefit Roser Food Pantry at Anna Maria Pine Avenue stores and boutiques. Information 941-896-3132

Sporting Events

National Football Tampa Bay Buccaneers schedule & tickets

Museum exhibits

SOUTH FLORIDA MUSEUM Adventures in Photography. Expeditions of the University of Pennsylvania Museam of Archaeology and Anthropology.

Local Island Events

Bridge Street Sunday Market  10am - 3pm


Bradenton Riverwalk is alive with free music every Friday evening, 6 to 8 pm for all ages. Bring your blankets and chairs and come enjoy the music. Food and beverages available for purchase.

Bradenton Riverwalk Mosaic Amphitheater is located at 452 3rd avenue West in downtowm Bradenton. For more information go to

Boat tour for museum

Paradise Boat Tours is offering a fundraising boat tour on Thursday, May 11, at 3 p.m. to benefit the Florida Maritime Museum (FMM). Participants will enjoy a 90-minute adventure through pristine intercoastal waterways aboard a spacious catamaran. Ninety-five percent of tours see dolphins, and other wildlife. Spotting includes manatees, rays, fish, and birds.

This is a unique opportunity to explore Florida's coastal heritage, and enjoy stories of authentic Cortez. Captain Sherman, a knowledgeable and enthusiastic guide, will be accompanied at the helm by FMM staff. Tickets are $30 for adults, $25 for seniors and $20 for children under 12. Guests are welcome to bring their own food and drinks aboard.

Paradise Boat Tours is donating all of the proceeds of this trip to support the efforts of the Friends of the Florida Maritime Museum to preserve and share Florida's rich maritime heritage! Call 941-708-6120 or visit the museum during regular business hours to make your reservation. Cash, credit card, or check accepted. The tour will leave from the Bridge Street Pier.

Basket weaving at Folk School

The Folk School at Florida Maritime Museum, 4415 119th St. W., Cortez, welcomes D.G. Stern, author, basket weaver, and graduate of Harvard College, to host a lightship basket weaving demonstration on Saturday, May 13, from 2 to 3 p.m.

This unique style of basket weaving originated more than 150 years ago by crews manning the lightships off the eastern U.S. coast near Nantucket Island, Mass. Lightships were not an uncommon sight off the coast of Florida, traveling as far south as the Keys. The crews used North American hardwoods (walnut and oak) and some exotic woods given to them by the whaling industry sailors as a thank you to the lightships for serving as guides. The resulting baskets are both strong and beautiful.

This will be a demonstration of lightship basket weaving along with a short lecture about the history of lightships. The demonstration has a fee of $20 which is due by May 12. No supplies are necessary for this demonstration.

To register, students should call 941-708-6120.

Gentle yoga taught

The Anna Maria Island Art League, 5312 Holmes Blvd. Holmes Beach hosts gentle chair yoga, with instructor Cindy Phillips on Mondays from 11 to 11:45 a.m. The last class will be May 22.

The cost is $12 per class. Space is limited.

Gentle chair yoga combines breathing with postures to help improve strength, flexibility, balance and tranquility. This class will focus on stretching to foster healing and soothing of the spirit and gaining an overall sense of well being, followed by balance and strengthening poses utilizing a chair as a prop.

Enjoy all the benefits of a regular yoga practice, without having to get down on the floor by using a traditional yoga mat, which makes it suitable for all levels and abilities.

For more information, call 941-778-2099 or visit Anna Maria Island Art League, 5312 Holmes Boulevard, Holmes Beach, Monday Wednesday and Friday from 10 a.m. to 2 p.m.


June 13 through June 29

This summer’s hair raising circus. Tickets are $15 for adults and $12 for kids 12 and younger.

Historic Asolo Theatre. 941-358-3180

Boating instruction for teensThe Anna Maria Island Sail and Power Squadron will offer America's Boating Course for Teens, a special basic boating safety course this summer for teenagers, over five sessions, June 19-23, from 9 a.m. to noon All classes will be held at the squadron's building located at 1200 71st St. N.W., Bradenton. Parents and family members are welcome to attend.

Any person born after Jan. 1, 1988, operating a vessel powered by a 10 hp or more motor must possess a Florida Boating Safety Identification Card. Completion of the course and a successful written exam certifies the student to receive their state boating ID and state of Florida Boating Certification. The exam will be given and scored on Friday. One adult is requested to attend with the student on Friday from 11:45 a.m. to noon to process state safe boating ID paperwork.

A limited number of full and partial scholarships will be provided to local teens to take the course. Scholarships will be awarded until the available funds are exhausted and reservations taken on a first come-first served basis. A full scholarship requires a $10 non-refundable registration fee to hold the student's place. A partial scholarship requires a $20 non-refundable registration fee. If no scholarship is requested and approved, the standard $55 non-refundable fee is required. A $30 manual is included in the cost, and it will belong to the student.

Class size is limited, and pre-registration is required. If there is enough demand, additional classes may be added. To register for the course or for more information, contact Dr. Janet Razze at or call 941-792-0394. If you e-mail, write "Teen Summer Course" in the subject line.


From the Desk of TC, Sales

Call Tom in sales for prices and detail on Penthouse of Gulf Stream at 941-778-6667

Bradenton top retirement spot says magazine & Sarasota's Van Wezel ranked as No. 1 performance hall by Venues Today

BRADENTON — The Friendly City continues to gain national attention as a great place to live, largely thanks to the vibrant, downtown arts scene. Selected by Where to Retire Magazine as a top retirement destination

The Houston-based publication launched in 1992 with the goal of helping its readers find the ideal place to retire.

“Boomers love the relaxing charm of Bradenton, and the residents live up to its motto – The Friendly City,” said Mary Lu Abbott, editor of Where to Retire, in a statement.

“Bradenton possesses qualities important to today’s retirees. They find plenty of action in the nationally recognized arts community, including the Manatee Players theater and the Village of the Arts, where they meet and mingle with dozens of artists living and working together in restored cottages.”

She also notes that with the $6.2 million transformation of the Bradenton Riverwalk, scheduled for completion in October, the downtown entertainment scene “will get even livelier.”

Last month, AmericanStyle Magazine issued a statement that its survey participants voted Bradenton the second-best small city arts destination in the country, up from No. 10 last year and No. 22 in 2010.

“Bradenton, a sunny locale 45 miles south of Tampa, may not be on your radar for arts destinations yet, but it should be,” reads the opening sentence of the blurb on page 66 of the new summer edition of the Baltimore-based publication. “It’s home to Florida’s largest art colony, the Village of the Arts.”

Wade Tatangelo, features writer, can be reached at 745-7057. Follow


Sarasota's Van Wezel ranked as No. 1 performance hall by Venues Today

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