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35 Steps to the Sea at Runaway Bay 112 is a 1 bedroom/1 bath, ground floor condo that can sleep 4. Featuring the largest heated pool on the island, private beach access, gym, and an array of amazing amenities, this ground-floor condo is your perfect home base on the Gulf Coast. The fully-equipped kitchen ...
Property Type
Anna Maria Island Condo
This was a very nice condo. Clean and well kept. Very close to the beach and to the pool. Location was everything we wanted. Walking distance to restaurants and the heart of town. Great food, great people. ...
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About this property
35 Steps to the Beach at Runaway Bay 104 is a 1 bedroom/1 bath, ground floor condo that can sleep 4. Featuring the largest heated pool on the island, private beach access, gym, and an array of amazing amenities, this ground-floor condo is your perfect home base on the Gulf Coast. The fully-equipped kitchen ...
Property Type
Anna Maria Island Condo
First time to Anna Maria Island and we really enjoyed it. We usually stay in Siesta Key but I think we found a new favorite area. The pool was very nice at this property and the beach is right across ...
1 BR | 1 BA | Sleeps 4 | Quick View
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About this property
When it's time to run away— to escape to a tropical island oasis where the bright sun is shining and the gentle sea breezes are endless— then it's time to book a stay at Runaway Bay 117. This cozy coastal hideaway is tucked within one of the most exclusive Anna Maria Island communities ...
Property Type
Anna Maria Island Condo
We've been on Ana Maria Island before; it's a lovely area. This was a great location for us and the management was very prompt and considerate whenever we contacted them. Thank you so much!
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About this property
Welcome to Island Retreat where you can enjoy the tranquility of listening to waves, watching dolphins, coastal birds and sunsets you'll remember for the rest of your life. This beautifully remodeled 1 bedroom/1 bathroom condo has everything you will need to make everlasting memories of adventure ...
Property Type
Anna Maria Island Townhome
Everything you would need for a beach vacation. The beach front cafe had live entertainment nightly, a perfect place for sunsets.
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About this property
2 bedroom 2 bath 1000 square feet condo with a beachfront view of the Gulf of Mexico on the quiet, peaceful Anna Maria Island. Walking distance to many restaurants and bars. 30 minutes away from the Sarasota/Bradenton airport. Free trolley to go anywhere on the island.
Property Type
Anna Maria Island Apartment
We had a great time. Kathy and Peter were amazing hosts who took care of our every need. We will be back again.
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About this property
A guest had this to say: "Songbird is a cute little purple house on a quiet side street on Anna Maria Island. I referred to the house as little, it is really quite spacious & comfortable. This is our 6th stay at Songbird & we are looking forward to our next stay. This trip we were on side ...
Property Type
Anna Maria Island Cottage
Second time staying here and actually lucked out with a cancellation. 2 week stay and couldn’t have been better timing weather wise. Short couple block walk to the pristine white sand beaches. Easy haul ...
2 BR | 2 BA | Sleeps 4 | Quick View
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About this property
- 7 min. walk to beach, beach chairs, umbrellas, towels, beach wagon provided- sleeps 4, 2 bedroom/2 bath, very private and quiet- all linens provided, washer/dryer in unit- stores within short walk; Publix, Walgreens, CVS, Dollarama, Dunkin Donuts/ Baskin Robbins, beach stores, Ace Hardware, ...
Property Type
Anna Maria Island Condo
The unit was very clean and the location was secluded and quiet while also being a short walk to the beach, Publix, shops and restaurants. There is also a garage to park 2 cars. The center of Anna Marie ...
2 BR | 2 BA | Sleeps 6 | Quick View
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Welcome to Paradise!When you come to Anna Maria Island for vacation, make this charming and inviting two-bedroom condo your home away from home! You're sure to love the relaxed island attitude with amenities like a heated pool, private screened lanai, and easy access to the beach, dining, and ...
Property Type
Anna Maria Island Condo
We arrived, looking forward to a three day trip to the island. We were delighted to find this beautiful apartment was situated in a lovely quiet area but close to the free trolley bus stop and Publix supermarket. ...
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About this property
This spacious 2 bedroom condo is close to the beach and in the heart of it all. This stunning condo offers everything you want in a beach retreat. The unit has ample space your family. The open concept living area is perfect for entertaining, with a kitchen featuring all new appliances. You can also open ...
Property Type
Anna Maria Island Condo
My husband and I rented this condo, Sand & Surf, from Owner, Morgan Henderson, and we were completely pleased with the accommodations. Morgan was wonderful about replying immediately to any questions we ...
1 BR | 1 BA | Sleeps 4 | Quick View
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Smuggler’s Cove Resort is a family friendly timeshare property that offers studio and one-bedroom units. PLEASE INQUIRE AS TO AVAILABILITY OF UNIT TYPE, AS WE ARE UNABLE TO DELINEATE ON WEBSITE, THANKS! Each studio unit sleeps two with a queen-size bed and has a full kitchen. One-bedroom units ...
Property Type
Anna Maria Island Condo
Excellent place. Perfect for our needs. Easy access, everything was spotless and the owners were great.
2 BR | 1 BA | Sleeps 6 | Quick View
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About this property
Relax, unwind, and make the best beach memories in this beachy home! This home has a fully-equipped kitchen that will make preparing meals easy. Spend time grilling on the private patio after a day of fun on the beach.You are just a seashell's throw from the white sands of the Gulf of Mexico, it ...
Property Type
Anna Maria Island Condo
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About this property
My wood-frame beach cottage was built in 1936, and was originally part of 6-8 cottages and a lodge house. It is the only surviving cottage, many having been taken by hurricanes. (Forward of the cottage’s beach, a street and an entire city block of the old subdivision are submerged beneath the ...
Property Type
Anna Maria Island Cottage
So close to the water for someone with gait issues. We always enjoy our stay here. So close to restaurants and beach. Best of both worlds
2 BR | 2 BA | Sleeps 6 | Quick View
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About this property
Relax with the whole family at this peaceful place to stay.Endless Summer is two bedroom, two bath condo located on Anna Maria Island. Specifically, located in Runaway Bay on Bradenton Beach.We have beach wagon. umbrella, chairs and cooler for your use. This unit is ground level, no stairs!Endless ...
Property Type
Anna Maria Island Condo
My husband and I recently stayed at this condo while visiting family and friends. This was the perfect condo and perfect location for us. Unfortunately, the pool was down for repairs of some sort but we ...
1 BR | 1 BA | Sleeps 4 | Quick View
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Dans Florida Condos Sea Esta, located within Runaway Bay, a lovely private community on beautiful grounds with private beach access to the Gulf of Mexico.The highlight of our community is the largest heated salt water pool on the island! The condo grounds highlight tennis/pickleball courts, bocce ...
Property Type
Anna Maria Island Apartment
The location is great, right across street from beach. Trolly stop nearby to ride around the beach and get off at other stops for free. Places to eat within walking distance. Nice pool and tennis courts. ...
2 BR | 2 BA | Sleeps 4 | Quick View
Distance to beach: 0.5 miles to Manatee Beach
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About this property
2 bed/2bath condo on second floor, fits up to four guests, close to the gulf beach. Turnkey furnished and spruced by the owner. Shops and restaurants are close by. Trolley stop for free rides on the island is around the corner. Come and enjoy!Just remodeled and equipped with more than everything ...
Property Type
Anna Maria Island Condo
This condo was the PERFECT place for our family of three to enjoy Anna Maria Island! It was clean, cozy, and had everything we needed! Carla was a wonderful host who was very accommodating and gracious ...
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About this property
Welcome to paradise on beautiful Anna Maria Island! Sunbow Bay 209 is a newly furnished 2 bedroom 2 bath condo with new appliances and coastal decor overlooking a peaceful serene lagoon with kayak and canoe access directly to the intercoastal waterway.Enjoy stunning sunrises with a cup of coffee on ...
Property Type
Anna Maria Island Condo
2 BR | 2 BA | Sleeps 6 | Quick View
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About this property
This cozy beach condo has been updated and features a lovely open floor plan, 2 bedrooms/2 bathrooms as well as a lanai ideal for enjoying quality time together after a fun day at the beach. The outdoor closet offers beach chairs, a beach cart, beach umbrellas and toys for the littles ones to enjoy. Everything ...
Property Type
Anna Maria Island Condo
2 BR | 2 BA | Sleeps 6 | Quick View
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Run to the Sun is a 2 bedroom/2 bathroom updated condo located in the sought after Runaway Bay community and has breathtaking bay views. Everything you need to complete your ideal beach getaway, can be found at Runaway Bay! Runaway Bay is a Gulf to Bay complex that is less than a 1/2 block away from the ...
Property Type
Anna Maria Island Condo
2 BR | 2 BA | Sleeps 6 | Quick View
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Come relax and enjoy this stunning 2 bedroom/2 bathroom second level, recently updated condo at Runaway Bay. Runaway Bay is a bayfront complex that is less than a 1/2 block away from the beautiful beaches offering you all of the conveniences you would want in an island stay. The complex has a large heated ...
Property Type
Anna Maria Island Condo
2 BR | 2 BA | Sleeps 6 | Quick View
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Lazy Days at Runaway Bay is the perfect place to take time out and relax at your home away from home. This ground floor beach condo has been updated and features a lovely open-floor plan, 2 bedrooms/2 bathrooms, as well as a sheltered lanai with views out to the lush tropical garden and is only steps ...
Property Type
Anna Maria Island Condo
The condo and communications was perfect. NEVER had one issue. Would highly recommend. Clean pool and community activities.
2 BR | 2 BA | Sleeps 6 | Quick View
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About this property
Bay Bliss is a 2 bedroom/2 bathroom second level, recently updated condo at Runaway Bay. Runaway Bay is a bay front complex that is less than 1/2 block away from the beautiful beaches offering you all of the conveniences you would want in an island stay. The complex has a large heated pool. From the pool, ...
Property Type
Anna Maria Island Condo
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About this property
Runaway Bay condominium located on northern Bradenton Beach, is a comfortable 2 bedroom/2 bath second level condo located in a very popular complex. Runaway Bay is a bayfront complex, Unit 201, is only a few steps away from the beautiful beaches offering you all of the conveniences you would want in an ...
Property Type
Anna Maria Island Condo
Such a pleasant stay, great location for walking to restaurants, shops, steps from the beach. We loved staying on the island it's been years since we've been and really appreciated all that it has to offer. ...
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About this property
Perfect for a family vacation or a couple's retreat, this newly listed and newly updated, furnished 2 bedroom/2 bath duplex is located on the north end of desirable Holmes Beach. This home offers all the comforts of home and is just steps to the beautiful white sandy beach. The kitchen is fully equipped ...
Property Type
Anna Maria Island House
Great location in middle of Ana Marie Island; close to beach, not to far to shopping and restaurants.Rum Dog is a clean two bedroom pet friendly unit with wonderful deck for eating and socializingRental ...
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About this property
*** SPECIAL *** Book a 14 day stay and ONLY pay for 12Buckeye Haven s situated in one of the sought after community of Playa Encantada! Come enjoy this tropical beach front community on the white sandy beaches of Anna Maria Island! This popular destination is sure to please beach goers, as well as ...
Property Type
Anna Maria Island Condo
2 BR | 2.5 BA | Sleeps 6 | Quick View
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About this property
Sunset Landings Unit 5 is a spacious 2 bedroom/2.5 bath townhome with amazing views of the Gulf of Mexico. With just a few steps across the street, you can enjoy the white sandy beaches and numerous fishing piers. There are no buildings to obstruct your view of the beach!This beautiful townhouse sleeps ...
Property Type
Anna Maria Island Condo
2 BR | 2 BA | Sleeps 4 | Quick View
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About this property
Enjoy beautiful Anna Maria Island relaxing in a spacious ground floor condo unit with 2 bedrooms and 2 baths overlooking the heated community pool. This quiet slice of paradise has a large screened lanai off the living room with a pool view. Enjoy the amazing white sand beach and gorgeous sunsets within ...
Property Type
Anna Maria Island Apartment
2 BR | 2.5 BA | Sleeps 6 | Quick View
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About this property
Crisp, clean, and completely remodeled— this 2 bedroom townhome is the perfect spot to make unforgettable Anna Maria Island memories. The warm sand and turquoise water of the Gulf of Mexico are right across the street. You'll be steps away from the beach and a quick stroll or bike ride from ...
Property Type
Anna Maria Island Townhome
Great unit, excellent communication, comfortable beds! Kids utensils, pool/beach toys, pack n play, and toddler bed rail all there!
2 BR | 2.5 BA | Sleeps 6 | Quick View
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About this property
Crisp, clean, and completely remodeled— this 2 bedroom townhome is the perfect spot to make unforgettable Anna Maria Island memories. The warm sand and turquoise water of the Gulf of Mexico are right across the street. You'll be steps away from the beach and a quick stroll or bike ride from ...
Property Type
Anna Maria Island Condo
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About this property
Located on 5th Avenue in Holmes Beach this unit is out of the way on a dead end street. Seaduction offers a heated pool, and every amenity to make your stay here a comfortable one. There are only 4 units in the complex so to pool is "semi private".This beautiful unit sleeps six with a king ...
Property Type
Anna Maria Island Condo
My family enjoyed this vacation rental for a glorious week. The place was so comfy and inviting. They really thought of everything when it came to the overall experience. The property offers a nice peaceful ...
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About this property
Perfectly located 2 bedroom/2 bathroom condo is directly across the street from the gulf beaches. Pelican Cove is located in a small, private complex on a very unique part of the Island. It is one of the few condos with views of both the Gulf and the Bay. Pelican Cove is just 40 yards from one of the ...
Property Type
Anna Maria Island Condo
We were actually supposed to stay in # 3,but ended up in #2. The condo was really really clean and we'll stocked. The appliances are up to date,and everything works. Plenty of glasses,pots,pans,utensils ...
2 BR | 2 BA | Sleeps 6 | Quick View
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About this property
Come relax and enjoy this stunning 2 bedroom/2 bathroom, second level, recently updated condo at Runaway Bay. Runaway Bay is a bay front complex that is less than 1/2 block away from the beautiful beaches offering you all of the conveniences you would want in an island stay. The complex has a large heated ...
Property Type
Anna Maria Island Condo
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About this property
Welcome to “Barefoot Mermaid 4” a relaxed ground floor vacation rental located on the north end of gorgeous Anna Maria Island. The serene location of this property is just amazing. Located steps, less than 50 ft to white powder sand beaches of the Gulf of Mexico and less than a few flip flop ...
Property Type
Anna Maria Island Apartment
Perfect 1-bedroom apartment, only a steps away from the beach! Perfect location within walking distance to everything on Pine Street.
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About this property
Welcome to “Barefoot Mermaid 3” a relaxed ground floor vacation rental located on the north end of gorgeous Anna Maria Island. The serene location of this property is just amazing. Located steps, less than 50 ft to white powder sand beaches of the Gulf of Mexico and less than a few flip flop ...
Property Type
Anna Maria Island Condo
Spent a long weekend for our anniversary. Perfect location, just a few steps to the beach, food and stores. Condo was clean and beautiful. We had an amazing time.
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About this property
Looking for a prime location to vacation? Seagrass Flats Unit 1 is a 2 bedroom/2 bathroom condo that is located less than 75 steps to the Gulf and has a shared heated pool. This unit has been completely renovated both inside and out. Bathrooms and kitchen feature quartz countertops, vinyl plank flooring ...
Property Type
Anna Maria Island Condo
We enjoyed our stay at Seagrass Flats. Our unit was very clean, well furnished, and worked great for our vacation with the in-laws. Beds were comfy and we appreciated the little extras, like beach towels ...
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About this property
Looking for a prime location to vacation? Seagrass Flats Unit 2 is a 2 bedroom/2 bathroom condo that is located less than 75 steps to the Gulf and has a shared heated pool. This unit has been completely renovated both inside and out. Bathrooms and kitchen feature quartz countertops; vinyl plank flooring ...
Property Type
Anna Maria Island Condo
I want to start by saying the accommodations were nice and the location is excellent. We would stay here again. The rest of my comments or for the rental company, owner and future renters. The check in ...
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About this property
Perfect view of Beach from deck across the street, walk to all .
Property Type
Anna Maria Island Condo
2 BR | 2 BA | Sleeps 6 | Quick View
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View DetailsKey Amenities
About this property
Dans Florida Condos Sea Dream, located within Runaway Bay, a lovely private community on beautiful grounds with private beach access to the Gulf of Mexico.The highlight of our community is the largest heated salt water pool on the island! The condo grounds highlight tennis/pickleball courts, bocce ...
Property Type
Anna Maria Island Apartment
This is the first time we stayed at Dans Florida Condos. The condos were right across the street from the private beach access, and I could not have asked for a cleaner unit. Pictures tell the whole story. ...
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About this property
This is a two bedroom house on Anna Maria island, and faces the bay side. The water is literally 20 ft from your back door. Looking from your private dock to the north is the Manatee bridge, the Skyway bridge and a view of St Pete. Looking to the south you see the Cortez bridge and beyond to Sarasota. ...
Property Type
Anna Maria Island House
Great location. Great view. Great everything! Can't wait to come back. Terry is great and we appreciate the work that went in to the clean up after Hurricane Ian so we could fall in love with this place. ...
4 BR | 4 BA | Sleeps 12 | Quick View
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About this property
Ideal Location - Family Vacation Accommodation 2 Individual Villas, 4 Bedroom 4 Baths Sleeping for 8-12 Guests Pricing is for one villaDuring January February & March you can only rent 1 villa. During June & July you must rent both villas. Pricing on our site here is for only 1 villa.The ...
Property Type
Anna Maria Island Villa
We loved our stay at this unit. It was very comfortable, convenient to the beach and loved the roof top seating area with a beautiful view of the beach.