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
3 BR | 2.5 BA | Sleeps 7 | Quick View
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About this property
Welcome to Bodacious Oasis! This exquisite property boasts 3 bedrooms plus a Den and 2.5 baths, comfortably accommodating up to 7 guests. Families will revel in the spacious open floor plan, offering ample space to relax amidst stylish island furnishings and entertainment amenities.The guest rooms ...
Property Type
Anna Maria Island House
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About this property
Welcome to "Come Sail A Bay"! Bring your boat and gear because this charming single-level home boasts 3 bedrooms and 3 bathrooms, situated on the canal just a few homes away from the open bay! With a minimum stay of 30 nights, "Come Sail A Bay" offers stunning waterfront views the ...
Property Type
Anna Maria Island House
4 BR | 3 BA | Sleeps 8 | Quick View
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About this property
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE AFTER SEPTEMBER 23, 2023! All Drivers must be over the age of 21. Driver's must provide valid US Driver's License and US Vehicle InsuranceLooking for a great vacation location on beautiful Holmes Beach? Then look no ...
Property Type
Anna Maria Island House
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About this property
Welcome to “On the Rocks”! This professionally designed nautical themed home hosts 8 bedrooms and 8.5 bathrooms, plenty of space for large families or friends. This property has an elevator and is also pet-friendly. Bring your boat and fishing gear because On the Rocks is a waterfront home ...
Property Type
Anna Maria Island House
Key Amenities
About this property
Casa Del Mar is a beautiful Key West-style home featuring 4 bedrooms/2.5 bathrooms. This property is located on the north end of Holmes Beach close to shopping, restaurants and trolley stops. Best of all, this unit is within walking distance to the white sandy beaches. Amenities also include heated pool, ...
Property Type
Anna Maria Island House
This is a great place to stay! Easy walk to the beach. Super nice rental. Seabreeze was responsive to all questions and concerns.
Key Amenities
About this property
Manatee Lookout is a charming 3 bedroom/3 bath home with a private heated pool located on the sought after north end of Anna Maria Island. This home has everything you need for the perfect vacation and is only a short walk to the white sandy beaches. Upon entry, you have the living room where you can ...
Property Type
Anna Maria Island House
We enjoyed our trip to Anna Maria. Very quant, quiet beach. Beautiful clear water and amazing sunsets. Can’t wait to go back!!!
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About this property
Colorful and inviting with a vibrant tropical style, Carefree Cottage is a perfectly-named oasis in Holmes Beach where all of your cares melt away the moment you walk through the front door. Located on a quiet residential street that offers plenty of peace and privacy yet keeps you close to the beaches ...
Property Type
Anna Maria Island House
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
4 BR | 2 BA | Sleeps 10 | Quick View
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About this property
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE AFTER 11/23/24! All Drivers must be over the age of 21. Driver's must provide valid US Driver's License and US Vehicle InsuranceWelcome to Birds of Paradise! Beautiful, completely updated 4 bedroom/2 bathroom house ...
Property Type
Anna Maria Island House
2 BR | 2 BA | Sleeps 6 | Quick View
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About this property
This amazing beachfront 2 bedroom/2 bathroom condo is perfect for an island vacation. This unit is recently under new ownership and has been completely updated with new paint throughout, all new kitchen appliances and brand-new living room and dining room furniture. The unit features a fully-equipped ...
Property Type
Anna Maria Island Condo
This is our 3rd vacation on AMI and we love it! This condo is a perfect location with beautiful beach and water views. So close you can watch dolphins from the balcony! The rooms are good, master bed very ...
4 BR | 6.5 BA | Sleeps 8 | Quick View
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About this property
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS MADE AFTER April 29, 2024! All Drivers must be over the age of 21. Drivers must provide valid US Driver's License and US Vehicle InsuranceSurfer's Dream boasts 4 bedrooms, 6 full bathrooms, and 1 half bath, and is also pet-friendly! This ...
Property Type
Anna Maria Island House
2 BR | 2.5 BA | Sleeps 6 | Quick View
Key Amenities
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!
5 BR | 6 BA | Sleeps 12 | Quick View
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About this property
A 6-person electric golf cart is included with any new reservation for this property! You must be 21 years old and show proof of US driver's license and vehicle insurance. You'll fall in love with this incredible bay front 5 bedroom/6 full bathrooms home with a separate suite, having 2 full-size ...
Property Type
Anna Maria Island House
A time much needed . We so enjoyed our stay at 2311 ave.c that we hope to return every year . We just felt like we were at home .
5 BR | 3 BA | Sleeps 10 | Quick View
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About this property
Flip Flops Forever is a traditional Florida home just steps from the beach nestled in the quiet residential area in the heart of Holmes Beach. Offering 5 bedrooms/3 bathrooms, Flip Flops Forever is located in the perfect location for a great family vacation. Only a few seconds walk (around 200 steps) ...
Property Type
Anna Maria Island House
Love, Love, Love this beach house. I had reserved it a year in advance and was concerned about coming here during a pandemic but as soon as I arrived I was so happy and relieved to be here. The first ...
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
Key Amenities
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. ...
Key Amenities
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.
Key Amenities
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
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 ...
Key Amenities
About this property
Sunset Azul is a 2 bedroom/1 bath gulf-side ground level villa on the southern end of Holmes Beach. This unit has just been completely updated (October 2019) with all new floors, paint and beautiful coastal furnishings. It's quiet, yet close to shopping, restaurants and trolley stops. Best of all, ...
Property Type
Anna Maria Island Condo
This is a great condo!! Full kitchen, washer and dryer IN unit, comfortable bed and beautiful natural light throughout. Only a 2 minute walk to the Gulf beach, Walgreens and Public. 2 parking spots are ...
2 BR | 2 BA | Sleeps 4 | Quick View
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About this property
**The Anna Maria Island Club pool will be closed for maintenance from 8/26 - 9/16.**Welcome to Bella Luna, where you'll find a beachfront condo boasting two bedrooms and two bathrooms, complete with access to a heated community pool and spa. Whether you prefer basking in the sun on the beach ...
Property Type
Anna Maria Island Condo
3 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE AFTER SEPTEMBER 23, 2023! All Drivers must be over the age of 21. Driver's must provide valid US Driver's License and US Vehicle InsuranceWith the feel of a five-star luxury resort and the privacy of a secluded island ...
Property Type
Anna Maria Island House
Home was very nice. The whole backyard is like paradise. Overall great experience.Pool was not refreshing but probably expected this time of year in Florida. The hot tub flows over into pool when ...
4 BR | 3.5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS MADE AFTER 1/24/24 WITH A CHECK-IN DATE BETWEEN ! All Drivers must be over the age of 21. Driver's must provide valid US Driver's License and US Vehicle InsuranceCoastal Serenity has a rooftop deck, private pool and spa, and an EV Charger! ...
Property Type
Anna Maria Island House
3 BR | 2 BA | Sleeps 6 | Quick View
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About this property
Beautiful 3 bedrooms/2 baths, plus den condo is in the highly sought out Bradenton Beach Club community. It has quality finishes including wood cabinets, solid granite surfaces, stainless steel appliances and quality tile in the living and bathroom areas. So well-appointed with comfortable furniture, ...
Property Type
Anna Maria Island Condo
Key Amenities
About this property
Looking for a relaxing island retreat just steps from the soft white sand and turquoise waters in Bradenton Beach on Anna Maria Island? Look no further for your perfect vacation home for the whole family. Island Oasis is a custom-built spacious 8 bedroom/5 bathroom was professionally furnished to provide ...
Property Type
Anna Maria Island House
Very clean nice home enjoyed it...would consider renting again..thank you...talked with the owner and manager next door Great people
Key Amenities
About this property
Island Dream is a recently updated custom home nestled in the quiet residential area in the heart of Holmes Beach. Offering 3 bedrooms/2 bathrooms. You will find that this home has everything you need for your perfect Anna Maria Island vacation! From the brand new (2018) luxurious heated pool and spa, ...
Property Type
Anna Maria Island House
This was my family's first vacation to Anna Maria island. The house was beautiful and in a great location, convenient to all the hot-spots! The lay-out of the house was great, master bed and queen beds ...
5 BR | 4.5 BA | Sleeps 12 | Quick View
Key Amenities
About this property
Get ready to pack your bags because you'll be escaping to a tranquil oasis nestled within a lush tropical backyard, where a shimmering pool and soothing spa await your relaxation. Discover the serene charm of A Bean Point Paradise, a retreat boasting 5 bedrooms and 4.5 bathrooms with parking for ...
Property Type
Anna Maria Island House
7 BR | 6 BA | Sleeps 16 | Quick View
Key Amenities
About this property
6 PERSON GOLF CART INCLUDED ON ALL RESERVATIONS! All Drivers must be over the age of 21. Driver's must provide valid US Driver's License and US Vehicle InsuranceEndless Summer is the latest addition to SeaBreeze Vacation's portfolio. Pristine, newly constructed home features 7 beds/6 ...
Property Type
Anna Maria Island House
Key Amenities
About this property
Take one step into this home and you will think you are dreaming! It's the epitome of coastal living because it's absolutely breathtaking! Bring your boat! Look straight out the sliders in the kitchen and you'll see an amazing crystal blue pool with a sun deck, artificial turf with a putting ...
Property Type
Anna Maria Island House
5 BR | 6.5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Anna Maria Beach House offers a 5 bedroom and 6.5 bathroom, pet-friendly property, making it a perfect vacation retreat for your whole family. Situated close to the beach, shops, and restaurants, this property is an ideal choice. Just a brief stroll away from the beach, the house boasts a pool and hot ...
Property Type
Anna Maria Island House
8 BR | 6.5 BA | Sleeps 18 | Quick View
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About this property
Paradise Beach lives up to its name! Nestled directly on the pristine soft white sands of Bradenton Beach, this remarkable property boasts 8 bedrooms, 6.5 bathrooms, and is pet-friendly. Complete with an elevator, it comfortably accommodates up to 18 guests. Bring your family and friends along to experience ...
Property Type
Anna Maria Island House
Truly an amazing resort and we loved staying in Sunset Seacret! Our family enjoyed every minute! We looked hard to find a beautiful, safe, clean, beachy condo with 2 king beds, as we were vacationing with ...
Key Amenities
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 ...
Key Amenities
About this property
This is it - Paradise! This fabulous Key West style elevated 3 bedroom/2 bath single family home has so many wonderful features it is hard to list them all here. It offers cathedral ceilings, open floor plan, private heated pool & spa, private decks from every room, screened covered deck, ground level ...
Property Type
Anna Maria Island House
This house was everything and more. Way bigger than pictures. Had everything you could need. Would definitely stay there again.
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
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
3 BR | 2.5 BA | Sleeps 6 | Quick View
Key Amenities
About this property
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE AFTER SEPTEMBER 23, 2023! All Drivers must be over the age of 21. Driver's must provide valid US Driver's License and US Vehicle InsuranceDream Weaver is an amazing, custom luxury home nestled in the quiet residential ...
Property Type
Anna Maria Island House
Key Amenities
About this property
Beach Bellini is a 3 bedroom/3 bathroom private home in Holmes Beach. Just an 8 minute walk to the beach, pull into the paver driveway with a one-car garage and enter this light and airy home with wood floors and wood plank ceilings. The fully-stocked kitchen has stainless steel appliances, granite counters, ...
Property Type
Anna Maria Island House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
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
Key Amenities
About this property
Casa Bonita is bright, inviting, and the perfect place for a wonderful vacation with family and friends in a tropical paradise. This home is located in the heart of Bradenton Beach, only a few short steps away from beachfront access and Bridge Street. You can lounge in the sun and enjoy a swim in your ...
Property Type
Anna Maria Island House
The house was absolutely perfect! It was so nice and the cleanest house we have ever rented. We had everything we needed. We would definitely recommend.
Key Amenities
About this property
C-View is the perfect island getaway for your family vacation. Conveniently located within walking distance to Anna Maria's picturesque white sand beaches, Pine Avenue's restaurants and shops, and access to the free trolley. Be sure to bring your kayaks and paddle boards so you can take advantage ...
Property Type
Anna Maria Island House
1 BR | 1 BA | Sleeps 4 | Quick View
Key Amenities
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!
Key Amenities
About this property
Get ready to be swept off your feet by the charm and luxury of Winding Waves, your dream vacation spot right on the beautiful Anna Maria Island. This dazzling nine-bedroom, eight-and-a-half bathroom beachfront home is all about fun in the sun and upscale relaxation!Splash and Play Outdoors: Dive ...
Property Type
Anna Maria Island House
Key Amenities
About this property
**The Gulf Place Condo pool will be closed for maintenance from 8/19 - 8/23.**A picture is worth a thousand words, and you'll have plenty of photo-ops from your spacious, screened-in, second story balcony with unmatched up-close views of the ocean. Whether it's swimming in the shared heated ...
Property Type
Anna Maria Island House
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Drive through the gated driveway with a manatee on it and you'll enter Manatee Retreat. This duplex is a private getaway on a canal! Unit B is separated by a fence so you have your own private retreat. This 2 bedroom/2 bathroom has a large living room with plenty of seating for you and your guests. ...
Property Type
Anna Maria Island House
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Whether you are looking for a family-friendly vacation, winter getaway, IMG Academy visit, romantic retreat or you just want to relax and enjoy the Florida sun on the award-winning Gulf Coast beaches, then this condo might just be the right fit for you. This luxurious, beautifully renovated and fully-equipped ...
Property Type
Bradenton Condo
Was a beautiful condo - really well decorated and had everything you needed for an amazing stay. Would definitely book again. Thank you
4 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE BETWEEN and ! All Drivers must be over the age of 21. Driver's must provide valid US Driver's License and US Vehicle InsuranceStonehenge is a massive stone monument in southern England. Here in the U.S. on Anna Maria ...
Property Type
Anna Maria Island House
Key Amenities
About this property
Compass Rose, a captivating residence offering deluxe amenities including a lazy-river-style pool with a hot tub, a game room, an elevator and a rooftop deck boasting amazing views of the Gulf of Mexico. This 9 bedroom, 8.5 bathroom, pet-friendly abode is an ideal beach retreat suitable for multiple families ...
Property Type
Anna Maria Island House
Very clean and comfortable. Easy walk to everything you need and want to do. I would stay there again and highly recommend.
Key Amenities
About this property
Pelican Cove is a beautiful Gulf to Bay property with a prime location just steps to the beach, five-star restaurants, shops and more - it's the tropical vacation you've been dreaming of offering you all of the conveniences you would want in an island stay. This beautiful condo was completely ...
Property Type
Anna Maria Island Condo
Clean, cute updated condo. Photos represent the property correctly. Great view of the bay, right on the water. Only a short walk across the street to the beach. Easy walk (5 blocks) to great shopping ...
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
In the heart of Holmes Beach on Anna Maria Island rests this charming home just steps to the beaches. The home creates fun Florida island vibes with two bedrooms perfect for a family or a small group getaway. Anna Maria Hideaway lies within a stone's throw of the trolley stops for guests to hop on ...
Property Type
Anna Maria Island House
We enjoyed on our stay at this well-kept property on Anna Maria Island. It offered privacy with a good central location.
Key Amenities
About this property
Going Coastal is a 2 bedroom/2 bathroom home located on the north end of Anna Maria Island. This ground level canal front home has everything you need to make this your best Anna Maria Island vacation ever. This home offers a private heated pool overlooking the mangroves and canal, private boat deck, ...
Property Type
Anna Maria Island House
