Book Direct & Save - No Booking Fees
We have these last minute openings available at 75% off. Just Act FAST $150/night for 12/1 to 12/5!!
This home was great before but now it's undergone a 3+ year no expense spared renovation & expansion, making it exceptional in every way! Our newest 3 bedroom/3 full bathroom home is one of the most deluxe vacation rentals available on Anna Maria Island and located in most sought after part of island and only steps from beach!! You may love your stay with us so much that you wish to own a home or condo on our beautiful island. If that's the case let us know. Our Real estate division will assist you like no other Realtor can! We guarantee to negotiate best purchase price possible and our commission is the lowest anywhere! Please let me know if you need a stay that differs from this listing. If you deserve the best and would like to enjoy the best at introductory rates, read on!
Rest assured that before you arrive, every surface has been sanitized. You will even see a "fully sanitized" label confirming sanitized! We also provide air purification that eliminates airborne germs! So important in today's world! No need to pack your own sheets and towels etc. All towels and linens are expertly cleaned and dried at highest temps to eliminate any potential for germs! We exceed CDC cleaning standards! Don't settle for less!!
You can literally watch the sunset at beach within about a 30 second walk out our rear gate or from our covered balcony! Our beautiful beach home has undergone a complete makeover over the past 14 months, and now is available and booking fast!! Be one of the first to book this exquisite home since our elaborate make over!
Enjoy heated pool in your private resort style compound! Average pool temp is 86 degrees even in peak winter!! Brand new pool heater assures trouble free reliable pool heat! Beautiful new patio surrounds beautiful new custom pool! Relax in fully reclined chaise loungers under the palms. Enjoy flowering tropical hibiscus shrubs all around.
This gorgeous home has all the bells and whistles that are sure to make your vacation exceptionally enjoyable. Big screen TVs in every room, except bunk en-suite. Five wide screen TV's!! All with premium cable, Netflix and more! New HVAC systems to maximize comfort! Bonus pool room with fridge do you don't have to go upstairs for your cold drink. Everything is all brand new throughout!
Three full deluxe bathrooms with Italian tile floors and stone countertops Unlike most other rental, with just a shower, our master bathroom and central bathroom has big deluxe walk-in showers, and the other ensuite has a relaxing soaking tub, with antique sit in tub style shower handle sprayer. When you stay at our deluxe vacation home, you’ll enjoy a new deluxe kitchen, granite counters, Italian tile, solid cherry wood slow return cabinets, with premium new stainless appliances, and virtually every kitchen tool, like home, making the kitchen fully stocked. This home has premium washer and dryer in the home. No need to use shared equipment like at many other vacation rentals.
You’ll also enjoy three balconies! There's two large balconies. on main living floor. The biggest one is under roof so you can enjoy in virtually any weather!
Rate includes unlimited calling anywhere in USA and Canada, Wi-Fi, premium digital cable. FIVE WIDE screen TV's in the bedrooms, pool room, even outside by pool!!
You will love our white powder sand beach just steps away. Only about a 30 second walkout our rear gate! Unlike most other rentals, there's no busy roads to cross to access beach!! Take the free trolley to explore the area and enjoy live entertainment right on the water as well as dozens of great nearby restaurants and pubs! The trolley picks up and drops you off only about 60 feet from our home!! You can go anywhere on the island and can leave your car in our garage or one of the other 4 covered parking spaces! Enjoy fishing from Bridge St city dock or beach jetties.
Other unique extras include a large walk-in closet in master en-suite that doubles nicely as a dressing room, with long mirror and fluorescent lighting. Unlike most other places we offer reserved off road covered parking for up to 4 cars and a garage stocked with beach chairs, fishing gear, mobile cooler, beach cart and umbrella.
Our newest 3 bedroom/3 full bathroom is one of the most deluxe vacation rentals available on Anna Maria Island. You deserve the best and right now offering reduced introductory rates!! We look forward to having you as our guests!! We hope you will love this beautiful happy relaxing space so much you will want to return year after year.
Unique Benefits
Beach access about 30 second stroll away out our rear gate.
Heated pool.
Covered parking and two garages
Deluxe high end kitchen
Relaxing Soaking tub
Gas grill
High speed WiFi
Cable TV on 5 wide screen TV's!! Netflix included!
Beach toys, cart, umbrellas, beach chairs, canopy, boogie boards all included.
Free trolley service that picks you up 60 feet away! No need for a car! Brings you anywhere you want on our island.
Everything is new, immaculately clean, premium appliances, furnishings, decor!
Why Kids Love It
1: Hang at Coquina BEACH FRONT PARK & have a picnic. This park is right on the beach located on our south end of the island & is sure to entertain everyone. They have a PLAYGROUND, covered eating areas, & grills for all of your needs. Its within walking distance!
2: Go fishing from BRIDGE ST PIER or Jetties. Both located on the south end of the island, this pier is even lighted for nighttime fishing and sure to help you get some big fish. Buy your bait there or bring your own. You don’t even need a license. Just bring your gear that we provide to fish & there’s always someone to help you out.
3: Bring your skateboard and visit Bradenton Riverwalk which is just 20 minutes into Bradenton, Florida. For Anna Maria Island skating visit the HOLMES BEACH SKATE PARK.
4: Go for a round of mini golfing at the FISH HOLE on Bridge Street. Easy walk to this place, located on the Historic Bridge Street in Bradenton Beach & is tons of fun. With 18 different holes each named after a different fish, fun history, & fish feeding, the Fish Hole is a great place for a post-beach activity.
5: Play volleyball or build a sandcastle on the Coquina PUBLIC BEACH. This place is withing walking distance or take the free trolley. It has two volleyball courts in the sand, a playground, a cafe right on the beach, & a lifeguard on duty. It also has an ICE CREAM & Restaurant with all of your beach favorites.
6: RENT A KAYAK & explore the island waters. Many places on the island offer low-rate kayak renting prices with different styles & sizes, as well as the amount of time you can rent them. You can freely take your kayak out into the Gulf of Mexico & PADDLE along as you travel across the shore & see the sights. They will deliver and pick up the kayak right at one of the many nearby launch areas!
7: Search for unique & pretty shells on the SHORE near you. On the A.M.I. beaches you can find endless different types of shells, clams, & coquinas in many different shapes & colors. Some of the shells have holes in them, perfect for making a necklace, bracelet, or other JEWELRY. This multi-purpose task is loads of fun for everyone. Our beautiful beach is under a minute to walk to and called Cortez beach.
8: Play soccer, football, tennis or baseball at the HOLMES BEACH or COMMUNITY CENTER fields. These places offer the free use of their fields. All you need to bring is your sports gear & a good time. This is a fun way to spend your time, especially if you like sports.
9: Take the free trolley which picks you up on our street corner about 60 feet away! Take trolley down Pine Avenue & explore all the cool shops & attractions. Pine Avenue is known for its unique shops & HISTORIC SITES. With many BOUTIQUES, eateries, & history, the activities are endless. The activities include boccie ball outside of the Olive Oil Outpost, small festivities in front of the Flip-Flop Shop & Candy Stop. The Flip-Flop Shop is also a must-do for kid island vacationers that love sweets & small treats. Yum!
10: Have fun & enjoy your stay on A.M.I. Pick a beach & body surf, swim, or soak up the sun. With all of these activities to do & more, you’ll have so much fun.
Get ready for the vacation of a lifetime.
Location, Location, location. 30 second stroll to one of the best white sand beaches in USA! Walk, ride bikes, or take free trolley to all the activities and restaurants! See Nature preserves nearby with long boardwalks that wrap around bay for breathtaking views. Enjoy beach front restaurants where you can eat on the white powder sand. Visit nearby Marina's, huge fishing pier, parasailing, Segway rentals, pubs, entertainment, outdoor markets, and much more. Free trolley picks you up on our street corner and takes you anywhere on island and another brings you to see the sites of neighboring Sarasota! NO NEED FOR CAR!!
All the best shops and restaurants are within easy walking distance or 2 minute Trolley ride on historic Bridge St and Gulf Drive.?Take the free Trolley, that picks you up on our street corner and, let it take you anywhere on Island! Many of the local restaurants and pubs such as Island Time, Drift In, Gulf Cafe, are great places for dining right by the beach and enjoying nightly entertainment!
Play Mini golf on Bridge st!
Shop at all the boutique shops on Bridge St.
Go parasailing on our beach!
Walk, ride bikes, or take the trolley to the free Nature preserve about a 1 mile away! Walk along the boardwalk that wraps around the key and soak in the awesome scenery. Watch how the Osprey dive from the sky to catch fish.
Rental golf carts can be delivered to you and picked up. A spectacular way to see the island!
Take a short drive to St Armand's circle. A great way to spend the afternoon! Lots of boutique shops, great restaurants, entertainment, Homemade ice cream and candy shops, etc.
Drive an hour to Busch Gardens. Two hours to Disneyland.
Be sure to see Marie Selby Botanical Gardens in Sarasota. Breathtaking!
The Beach House Restaurant
Beachfront mainstay features seafood & island-inspired fare, plus deck seating.
Bradenton Beach, FL
Happy hour food · Late-night food · Happy hour drinks
Blue Marlin Seafood Restaurant
Gulf Coast seafood restaurant & wine bar with nautical decor & a courtyard featuring live music.
Bradenton Beach, FL
Comfort food · Outdoor seating · Small plates
Closed ⋅ Opens 5PM
Anna Maria Oyster Bar on the Pier
Casual, kid-friendly seafood spot sporting funky nautical accents & outdoor seating on the water.
Bradenton Beach, FL
Happy hour food · Happy hour drinks · Comfort food
Wicked Cantina Bradenton Beach
Modern, laid-back restaurant & happy-hour spot offering familiar Mexican grub, beer & margaritas.
Bradenton Beach, FL
Happy hour food · Happy hour drinks · Comfort food
Little Known Shipwrecks off the coast of Anna Maria Island
shipwrecks near Anna Maria Island
Regina Wreck
The Regina Wreck is one of the most famous shipwrecks in Florida. Throughout centuries of pirate dominance, epic storms, and tumultuous territory fighting and protecting of the barrier islands of Florida, numerous ships fell victims to the waters.
The Regina sunk with 350,000 gallons of molasses onboard in 1940 after four decades of active trade from Ireland to the United States. The boat sunk after a cold front and storm breached its hull.
But the Regina is hardly the only shipwreck in the history of Anna Maria Island and the surrounding area. Below are four lesser-known shipwrecks that have astonished historians for years with the stories they left behind.
Doc’s Barge
Doc’s Barge is a 150-foot barge broken in half and sunk to the waters. The history around this barge is murky at best. There is no clear origin for the wreck nor is there a reason for its “burial.” It is easily the most mysterious and shrouded shipwreck here. It is located about 18 miles from Long Boat Pass.
The barge is currently upside-down and makes for some incredible spear fishing. Visitors to the barge can find some kingfish, record-snapping snapper, grouper, and amberjack. Manta rays with 8-foot wingspans are commonly sighted in the area.
Nohab
The Nohab was originally intended as a luxury “pleasure boat” from the Germans. It was built in 1901 but sunk in 1926 due to a hurricane in Biscayne Bay.
A California businessman made the effort to revitalize the ship, only to have it towed to Tampa in 1928 and sunk again. Clearly, the Nohab was cursed, as it was resurrected from the sea by Tampa officials and sunk a third – and final – time.
The 142-foot x 23-foot boat was nothing but a disaster and has become a running joke for locals who are aware of it. Its flattened pieces lay scattered over a few acres, with big parts of the engine, boiler, and twin shafts resting eternally about 15 nautical miles off Egmont Key.
Gunsmoke
True to its “little known” status, the Gunsmoke is an oddity of the island shipwrecks. It was an old shrimping boat that was transformed into a drug smuggler. It was scuttled in 1977 by her crew and now sits in 80 feet of water off nearby St. Pete. It is likely the least-known of the local shipwrecks and the one with only a handful of local visitors every year at most
Fin Barge
Fin Barge is just massive. This 300-foot barge has two large-scaled fin-shaped keels near the stern. It sits upside down about 85 feet under the water 25 miles off Long Boat Pass.
The Fin Barge is unique in that it remains (mostly) structurally intact. An open door by the bow allows curious divers a deep peak through the 300 feet of the boat’s length.
Fin Barge is little known, but a number of local divers can attest to its jaw-dropping population of Goliath Grouper which are known to be potentially aggressive.
Our beautiful home just recently underwent a complete major remodel. This is now one of the most deluxe vacation rentals available on Anna Maria Island and located in most sought after part of island. You can literally watch the sunset from our covered balcony or within a 30 second walk out our rear gate to beach! Our deluxe home has all the bells and whistles including; heated pool, relaxing soaking tub, one large covered balcony overlooking gulf and our pool, in home washer and dryer room, $50K deluxe kitchen with premium stainless appliances, granite tops, solid walnut wood cabinets with slow returns, 3 full deluxe bathrooms with Italian marble tile and stone bathrooms, bonus pool room with fridge, all new flooring throughout. etc. If you deserve the best now's your chance to take advantage of one time intro rates!
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| Rate Period | Nightly | Weekend Night | Weekly | Monthly | Min Stay |
|---|---|---|---|---|---|
Oct 13 2025 - Aug 16 2026 | $499 | 3 nights | |||
Nov 21 - Dec 18 2025 | $195 | $2,599 | 3 nights | ||
Dec 19 - Dec 31 2025 | $899 | 3 nights | |||
Jan 01 - Jan 22 2026 | $499 | 3 nights | |||
Jan 23 - Jan 29 2026 | $569 | 3 nights |
Fees:
Notes:
House Rules
Check-in: 4:00 PM
Check-out: 10:00 AM
Absolutely No smoking inside this exquisite vacation rental
Absolutely No pets allowed inside or outside this exquisite vacation rental
No events or parties.
No shoes upstairs please. Note. Brand new floors and beach sand scratches new flooring. Thanks for helping us keep floors looking new for future guests.
Try out the free trolley service or Monkey bus to help keep our island "Green". If you bring a car we provide free off road parking for up to 3 cars. If you must bring a 3rd car please advise us in advance. There is a $35/night fee for 3rd car/vehicle. Help save environment by using Uber from airport and our free trolley transportation on the island once you arrive!
Add 10% for certain holidays including July 4th week. Christmas and New Years weeks, Columbus Day week, Labor Day week, Thanksgiving week.
Last updated on October 12, 2025
Kristine D.Excellent stay!!
This home was beautiful and spotless. Literally steps from the beach. It is my new favorite place to stay. The beach is beautiful. Mark was an amazing host and made us feel welcome. He is available for anything needed. Will definitely stay in his home again. This is just what we needed.
Stayed: September 2025 Submitted: October 23, 2025
Host response
"Thank you so much for your wonderful review! I'm happy to hear that you enjoyed your stay at our beach home and found it beautiful and spotless. It's great to know that the location and the beach exceeded your expectations. We truly appreciate your kind words and our number one goal is to always make guests feel at home. We look forward to welcoming you back for your next getaway!"
Lisa L.Excellent
This house is in a great location close to the beach, the pier and bridge street. The kitchen is probably one of then best stocked I have ever scene. I highly recommend this house. Great indoor and outdoor space.
Stayed: August 2021 Submitted: August 06, 2021
Host response
"Thanks for your great review. I appreciate your mention of our most sought after location and premium amenities! Most of all, thank you for highly recommending to other and for making plans to return as our guests!!"
Mark A.ABN’B
Stayed at the New Flamingo on Anna Marie Island for my youngest son’s beach wedding. My pastor and his wife came along as well and my oldest son and his wife. We had never stayed in an Airbnb before so didn’t know what to expect. Well this place could not have been better! One of the cleanest places I have stayed at with three great bedrooms and all the comforts of home. All six of us were greatly impressed. Plus right off the main road and walking distance to the beach in about a minute! We will be back and will want this same lodging unit from Mark. Tremendous experience! Thanks so much.
Stayed: June 2021 Submitted: June 19, 2021
Host response
"Thanks for your awesome review! Always love to hear our place could not have been cleaner or better! Most of all, I'm thankful that you will be renting this same lodging from us again! I look forward to having you back!"
Katherine S.Amazing place
Mark was an amazing host. Hands down the best vacation destination. Across the street from the beach, and the mariana. The house is beautiful, the city is great. I cant wait to come back. One of my favorite places. Coming back with my kids for sure.
Stayed: August 2020 Submitted: September 03, 2020
Host response
"Thanks for awesome review. Delighted that you rate as best vacation destination/location! Best compliment of all is knowing you are coming back!"
Steven N.Best vacation ever and best home we ever stayed.
This rental was the nicest place we ever stayed and Mark was always ready to answer any questions we had. The kids had fun fishing off the peer which as a one minute walk and the Gulf was right across the street. I would definitely rent here again that’s if Mark would have us again.
Stayed: July 2020 Submitted: August 06, 2020
Host response
"Delighted this was the nicest place you ever stayed, especially since you have stayed at so many different places on our island! I look forward to having you back to your new home away from home!!"
Brett W.In love
We have been staying in Mark's places for 7 years and his place was the best. Get job on the renovation. Every thing is beautiful. My Girl loved their rooms and there own bathroom on the 2nd floor. My wife and I had our owe space downstairs. Thanku mark see u next year
Stayed: June 2020 Submitted: August 01, 2020
Host response
"Thanks for your great review and for your 7th visit as our guests! Your kind words, our "place is the best"..."great renovation"..."everything is beautiful" etc. are greatly appreciated but, your repeat business is the best compliment of all! See you for visit #8 next summer!!"
Never any charge for your reserved off road parking space next to rental. We do ask that if you have visitors to have them park for free at the beach til 10:00 PM
No. We don't nickel and dime our guests. We even provide detergent.
Never. We provide gas
Not if you fish off city piers.
No. we provide so you can travel light!
No. We provide this as well as a beach cart.
Member since 2018
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