About this property
*A Brand new Pool/Spa has been installed and is ready for guest use! New Pool pictures are at the end of the photo list*Come Relax and Unwind at the "North Shore" on gorgeous Anna Maria Island. This ground level, newly renovated and professionally decorated 3 bedroom, 3 bath beach house ...
Property Type
Anna Maria Island House
We stayed at Gertie's East and had a great vacation. Perfect duplex for 2. Very clean and cute. Very close to Publix and to the beach. Pool was very clean and a perfect size. Patio with a propane grill ...
5 BR | 2 BA | Sleeps 10 | Quick View
Key Amenities
About this property
One of the highest rated vacation homes on Anna Maria Island with more than 150 five-star ratings from Airbnb/VRBO!Stay at the home of a NY Times best-selling food writer! Big 5-bedroom house, pet friendly, lots of space and charm, great location (5-min walk to beach) with private lagoon-style heated ...
Property Type
Anna Maria Island House
We were attending a beach wedding and made a vacation out if it. I connected with the owner Kath immediately. She was generous, attentive, available and without a doubt the best host we have ever met. ...
2 BR | 2 BA | Sleeps 6 | Quick View
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About this property
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. ...
Key Amenities
About this property
This 2 bedroom condo sits close to the Gulf Beaches at Gulf Place Condominium. Sit on the lanai and drink your coffee looking out onto the Gulf.
Property Type
Anna Maria Island Apartment
3 BR | 3 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Welcome to Gone Coastal 3! This quaint three bedroom, two bathrooms plus a half bath vacation home is located just a short walk from Anna Maria Island’s sugar white sands and crystal clear waters! Beach towels, six beach chairs, and a beach wagon are provided to ensure your days spent in the sun ...
Property Type
Anna Maria Island House
Key Amenities
About this property
To Book Directly please visit: /its-miller-time If you are looking for something other than a 7 night stay, please give our office a call and we will do our very best to accommodate you! Beach Retreats Reservations Team: This custom 4 bed 4.5 bath home was built with no expense spared! Custom kitchen ...
Property Type
Anna Maria Island House
2 BR | 2 BA | Sleeps 5 | Quick View
Key Amenities
About this property
Anna Maria Island 2bd/2ba freshly renovated FL condo, heated pool, water views from every room, water views from both balconies, private beach access, digital remote locks, exclusive digital guest guide and heated pool.Witness a hibiscus-pink sunrise on a seascape the color of abalone shell from your ...
Property Type
Anna Maria Island Condo
Key Amenities
About this property
Pine Avenue HideAway is a secluded Beach Bungalow tucked away on Historic Pine Avenue on Anna Maria's North End. Conveniently located in the heart of it all, and just a short stroll to the beach, restaurants, boutiques, Anna Maria City Pier and a trolley stop to explore Anna Maria the islanders way!. ...
Property Type
Anna Maria Island Bungalow
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Your Own Oasis on Anna Maria Island awaits you and your family with this custom built island retreat. The large, central great room is a wonderful place to gather to share a meal or play a game, while the split bedroom configuration creates privacy. Hand scraped hardwood floors and 11' ceilings complete ...
Property Type
Anna Maria Island House
1 BR | 1 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Sailfish Gulf Suites is a Gulf front, Old Florida style ground level accommodation which guarantees your most memorable beach vacation!Sailfish Gulf Suites is comprised of 4 separate suites. Suite 4 has garden views and is just a few steps to the beach.It features 1 bedroom with king size ...
Property Type
Anna Maria Island Cottage
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Moon Shadow South's location can't be beat with views of Passage Key in Tampa Bay from the Primary Ensuite. You are just steps away to the bay beach access located directly across the street; walking distance to the Rod and Reel Pier, Bay Front Park and the popular white sandy beach of Bean ...
Property Type
Anna Maria Island House
Key Amenities
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
1 BR | 1 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Sailfish Gulf Suites is a Gulf front, Old Florida style ground level accommodation which guarantees your most memorable beach vacation!Sailfish Gulf Suites is comprised of 4 separate suites. Suite 2 has direct views of the Gulf of Mexico and is just a few steps to the beach.It features 1 ...
Property Type
Anna Maria Island Cottage
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
SPECIAL ** Book 14 days ONLY pay for 12 **Shell Game has been transformed into a fun and stunning tropical retreat that offers 1,154 sq. ft. of spacious living area with a newly upgraded kitchen. Located in the sought after complex of Playa Encantada; Shell Game is a tropical beach front community ...
Property Type
Anna Maria Island Condo
2 BR | 2 BA | Sleeps 5 | Quick View
Key Amenities
About this property
This beachfront property is absolutely charming.! The unit offers a lovely 2 bedroom, 2 bath first floor walk out condo. Enjoy the open deck right to the sandy beach. Off the living room is a sliding glass door to the front deck. Inside you will find an open kitchen, a very classy living and dining room ...
Property Type
Anna Maria Island Condo
I love this condo! It is in the perfect location directly on the beach. It is in walking distance to great restaurants and shops. The beds are so comfortable, and it’s great to have 2 bathrooms. This ...
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
North End Escape is a 2,300 sq. ft. Newly Built 3 bedroom 2 ½ bathroom Custom Home featuring a 400 sq. ft. Rooftop Covered Gazebo; 750 sq. ft. of Covered Outdoor Living Area with Travertine flooring and a Heated Pool.This spacious home has wide plank hardwood flooring throughout; open concept ...
Property Type
Anna Maria Island House
1 BR | 1 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Sailfish Gulf Suites is a Gulf front, Old Florida style ground level accommodation which guarantees your most memorable beach vacation!Sailfish Gulf Suites is comprised of 4 separate suites. Suite 3 has garden views and is just a few steps to the beach.It features 1 bedroom with king size ...
Property Type
Anna Maria Island Cottage
Key Amenities
About this property
The Beach Sands condo is completely surrounded by water with the Gulf of Mexico to the west, the Intra-Coastal Waterway to the east, Tampa Bay to the north and Sarasota Bay to the south. The Beach Sands offers the best location on Anna Maria Island where the island is only 150 yards wide. Our complex ...
Property Type
Anna Maria Island Condo
2 BR | 2 BA | Sleeps 5 | Quick View
Key Amenities
About this property
Click on calendar for available 2024 dates. Book now before they are gone! CALL FOR UNBELIEVABLE SAVINGS. ONLY PHONE CALLS GET DISCOUNTS.TWO WEEK MINIMUM STAY. No exceptions. No Pets. Sorry.20 STEPS TO THE SAND - GREAT VIEW Last minute deals don’t last long, we price to rent. We are ...
Property Type
Anna Maria Island Condo
️ love this area one of my favorite places to stay AnnaMaria island.. love it .. can’t wait to go o back
1 BR | 1 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Sailfish Gulf Suites is a Gulf front, Old Florida style ground level accommodation which guarantees your most memorable beach vacation!Sailfish Gulf Suites is comprised of 4 separate suites. Suite 1 has direct views of the Gulf of Mexico and is just a few steps to the beach.It features 1 ...
Property Type
Anna Maria Island Cottage
Key Amenities
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 4 | Quick View
Key Amenities
About this property
Welcome to SURF’S UP! Located one block from the sugary white sand beaches on the desirable north end of the Anna Maria. SURF’S UP is a 2 bedroom, 2 bath cottage that has been completely and lovingly renovated from top to bottom and is gorgeously decorated, meticulously maintained and ready ...
Property Type
Anna Maria Island Cottage
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Centrally located in Holmes Beach, this elevated two bedroom/two bath half duplex has its own private heated salt water pool and outdoor bbq area! It also has an outside shower for showering off after your trips to the beach.Inside it has a split plan with a king sized bedroom and a second bedroom ...
Property Type
Anna Maria Island House
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Centrally located in Holmes Beach, this elevated two bedroom/two bath half duplex has its own private heated salt water pool and outdoor bbq area! It also has an outside shower for showering off after your trips to the beach. Inside it has a split plan with a king sized bedroom and a second bedroom with ...
Property Type
Anna Maria Island House
This duplex includes stunning beachy interior decorating, great location (quiet neighborhood with an easy walk to a white sands beach) with a bonus heated pool with outdoor shower, which was ideal after ...
Key Amenities
About this property
Perfect view of Beach from deck across the street, walk to all .
Property Type
Anna Maria Island Condo
4 BR | 2.5 BA | Sleeps 8 | Quick View
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
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 ...
Key Amenities
About this property
Come enjoy this 2 bedroom/2 bath duplex that can sleep up to 6 people with the add-on of the sleeper sofa. Blue Lagoon is located on North Shore which is just a few blocks from the renowned shopping and dining of Pine Avenue and features a large, shared heated pool. Upon entry, you will find the open ...
Property Type
Anna Maria Island House
We stayed at Blue Lagoon South on AMI!!!! This place was amazing for my children and I. Very clean and cozy!!! Modern!
1 BR | 1 BA | Sleeps 4 | Quick View
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.
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS MADE AFTER 3/12/24 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 InsuranceParadise Palms is a recently renovated and remodeled 2 bedroom/2 bath duplex ...
Property Type
Anna Maria Island House
3 BR | 3 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Book with confidence: Cancellations up to 30 days prior to arrival result in a refund of 70% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 45 days prior to arrival in order to receive 70% of the grand total.Villa by the Sea is an ...
Property Type
Anna Maria Island Condo
3 BR | 2.5 BA | Sleeps 8 | Quick View
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.
3 BR | 3.5 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Costa Lotta is "home away from home”. All the amenities you will need in this 2,100 sq. ft. home. Costa Lotta is the perfect vacation spot for relaxation on Anna Maria Island! Just 200 steps and you are on a gorgeous, white sandy beach looking at the spectacular Gulf of Mexico! Walking distance ...
Property Type
Anna Maria Island House
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Bradenton Beach Club is a beautiful Gulf to Bay property that is 1/2 a block away from the sandy white beaches offering you all of the conveniences you would want in an island stay. This beautiful condo sleeps up to eight people with 3 bedrooms, 2 bathrooms, washer/dryer, elevator from the covered/lighted ...
Property Type
Anna Maria Island Condo
Key Amenities
About this property
LimeFish is a luxurious newly remodeled 3 bedroom (1 king-sized, 1 queen-sized, and a bunk room)/3 bathroom single level home right on the sands of Anna Maria Island. Additional sleeping accommodations can be added with the sleeper sofa in the living room. It is a perfect destination for a trip with family ...
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!
3 BR | 3 BA | Sleeps 6 | Quick View
Key Amenities
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
3 BR | 3.5 BA | Sleeps 6 | Quick View
Key Amenities
About this property
306 (A) Clark St - Holmes Beach - FL 34217VRC Book with confidence: Cancellations up to 30 days prior to arrival result in a refund of 70% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 45 days prior to arrival in order to receive ...
Property Type
Anna Maria Island Townhome
This was our perfect getaway. The house is beautifully decorated inspired by the blue glistening water and white sandy beaches of Ana Maria Island. The kitchen was fully equipped with everything we needed ...
3 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Manatee Lookout is a charming 3 bedroom/3 bath home with 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 relax ...
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!!!
Key Amenities
About this property
Breathtaking sunset views atop your own expansive and elevated deck await at this spacious single story home on gorgeous Anna Maria Island! This home features 4 large bedrooms, each with its own private en suite bathroom, a large kitchen, living room, additional sitting area plus two separate dining spaces. ...
Property Type
Anna Maria Island House
Key Amenities
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. ...
Key Amenities
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 6 | Quick View
Key Amenities
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
Gulf Beach Front 3 bedroom/3 bathroom home and separate 1/1 cottage Sunset's from your back deck and morning shell searches out your back door. All bedrooms are King Bed en-suite. Located on the North End of Anna Maria Island. Gas BBQ on the lower deck. TV are located in all bedrooms. Plenty of space ...
Property Type
Anna Maria Island House
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
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
3 BR | 4 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Located at the north end of Anna Maria Island, this 3 bedroom/3.5 bath home offers unique and well-appointed surroundings to make your trip memorable. Custom finishes, light fixtures, and furnishings were all handpicked to make this home truly one of a kind. The main level offers two guest suites, a living ...
Property Type
Anna Maria Island House
3 BR | 2.5 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Completely updated 3 bedroom/2.5 bath townhome located in the Bermuda Bay Community. Bermuda Bay is a beautiful Gulf to Bay property that is located directly across the street from the white sandy 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 Townhome
2 BR | 1 BA | Sleeps 6 | Quick View
Key Amenities
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
3 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
This is where you will make Island Memories! Situated less than a 2 minute walk to the white, sandy beaches of Anna Maria, The 3-bedroom, 2-bathroom layout is perfect for families or groups of friends, accommodating up to 8 people comfortably. Step inside and you'll know you're on vacation with ...
Property Type
Anna Maria Island House
2 BR | 2 BA | Sleeps 5 | Quick View
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 ...
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