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About this property
Discover Serendipity: Your Pet-Friendly Beachfront Haven on Anna Maria Island Beachfront Bliss Awaits You Indulge in the enchantment of beachfront bliss at Serendipity, an exceptional 4-bedroom home perfectly positioned on the coveted North End of Anna Maria Island. This tranquil escape beckons you to ...
Property Type
Anna Maria Island House
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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
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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
4 BR | 3.5 BA | Sleeps 8 | Quick View
Distance to beach: 0.1 miles to Bean Point
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About this property
Views, views, views! Experience the peace and beauty of the North end of Anna Maria from this sprawling luxury home named for its spectacular porches and outdoor space.*Features include** Ultimate luxury vacation home with elevator^ * Private heated pool and backyard oasis * Poolside lounge, ...
Property Type
Anna Maria Island House
About this property
If you are travelling with another family or have a larger party than 6 people, we also offer the sister property to this unit at “BBC #234”Welcome to Bradenton Beach Club #246! Here is a great opportunity to enjoy an updated condo featuring 3 bedrooms and 2 full baths. Bradenton beach ...
Property Type
Anna Maria Island Apartment
This house was beautiful lovely layout with 3 bedrooms and 2 bathrooms. Just steps away from the manatee river! Can’t wait to come back
4 BR | 4 BA | Sleeps 8 | Quick View
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About this property
Private Beachfront Home - one block from Pine Avenue and the City Pier. Watch dolphins and manatees swim by from your back deck. Bike or take the golf cart (included) to explore the island and boutique shops and restaurants. Ground floor has a beachfront king bedroom with en-suite bathroom, second king ...
Property Type
Anna Maria Island House
4 BR | 4 BA | Sleeps 8 | Quick View
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About this property
Escape to Your Exclusive Tropical Retreat!Indulge in the privacy of your own backyard oasis, complete with a sprawling pool and a dedicated Beach Volleyball Court. Open the back gate and find yourself steps away from the pristine Gulf Beaches. This ground-floor haven offers unparalleled convenience, ...
Property Type
Anna Maria Island House
About this property
Need a GREAT AMI GETAWAY? Just steps from the bayfront park in the City of Anna Maria is a charming island beach house called “La Cocolia” lovingly translated as the "little crab". This property is ready to host you and your family as you enjoy this newly renovated and decorated ...
Property Type
Anna Maria Island House
We have rented many properties on Anna Maria Island and this one was my favorite! The home is wonderful with every amenity you can imagine and immaculate as far as cleanliness! It is completely updated ...
About this property
*VRC - CITY OF HOLMES BEACH VACATION RENTAL ORDINANCE REQUIRES 7-NIGHT MINIMUM STAYS. THIS PROPERTY REQUIRES A SATURDAY-TO-SATURDAY ARRIVAL/DEPARTURE**The Master Bathroom features a brand new Walk-In Shower!**There is a brand new Stackable Washer/Dryer for guest use!*Need a getaway? We have ...
Property Type
Anna Maria Island Apartment
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 0.1 miles to 30 seconds to your left
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About this property
This newly redesigned elevated 3 Bedroom, 2 Bathroom home is beautifully appointed throughout, with state of the art quartzite counter tops, stainless steel appliances and driftwood style hardwood floors and ceilings. Relax on the covered porch with direct views of the Gulf of Mexico and it's stunningly ...
Property Type
Anna Maria Island House
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.
3 BR | 2.5 BA | Sleeps 6 | Quick View
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About this property
This affordable & convenient 3 story home is one house off Holmes Beach. It has fantastic 2nd & 3rd level balcony beach views with no obstruction over the one story house in front of mine with no trees. The 3 bedroom 2.5 bath villa with 2 car garage accommodates 6 guests and is 150 feet from the ...
Property Type
Anna Maria Island House
What an awesome place. Lots of rooms to stretch out. The 2 car garage and big drive way were nice for ease of parking and to securely store things. The large shared pool is wonderful and perfect temp. ...
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About this property
Come experience Unit 204 at Sun Plaza West on beautiful Anna Maria Island. This 2 bedroom 2 bathroom Condo is located in the heart of Holmes Beach within walking distance to restaurants, shopping and the Islands Free Trolley. Sun Plaza West complex offers a secure entry, an elevator, heated pool and ...
Property Type
Anna Maria Island Condo
About this property
Welcome to the “Blue Pearl” one of our newest properties at Salty Mermaid Vacation Rentals. BIG NEWS: a brand new, full sized pool and spa was installed this fall and is ready for your use. This gorgeous beach house offers all the charm and comfort you will come to expect from staying at one ...
Property Type
Anna Maria Island House
The house was great! Close proximity to the trolly, which made exploring the island very easy!The beach is just a few minute walk, and was so convenient. Everyone loved the pool and hot tub, even though ...
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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
About this property
Welcome to "Luana Breeze" located at 208 68th Street, Holmes Beach. Find ease and relaxation the moment you arrive, this property is about 100 steps to the Gulf of Mexico and one of the best beaches on the West Coast of Florida.This ground level beach house offers 4 bedrooms, 3 bathrooms ...
Property Type
Anna Maria Island House
This is a true retreat any time of the year. The backyard and pool area is well designed and an oh so private area that includes a hot tub, a pool, ping pong table, mini golf and hammocks for relaxing. ...
About this property
WELCOME to “Island in the Sun” ...this newly renovated home on AMI offers charm, comfort, and luxury. Island in the Sun is located just one block south of Pine Ave and just a few flip flop steps away from the City Pier Bay Beach and the popular restaurant - The Waterfront. The City Pier Bay ...
Property Type
Anna Maria Island House
3 BR | 3 BA | Sleeps 6 | Quick View
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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
Corner Unit, Not 1 But 2 Private Balconies, Minimum 7 Day Stay. Saturday to Saturday Rentals Available, On Site Management Company for all Service Needs, Private Pool, Tennis Court, BBQ Area, Underneath Parking, Minutes from Longboat Key, Sarasota, Siesta Key and Bradenton!!
Property Type
Anna Maria Island Condo
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
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
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
1 BR | 1 BA | Sleeps 4 | Quick View
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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 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
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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 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
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
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
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
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
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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
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
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
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 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 ...
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
4 BR | 3.5 BA | Sleeps 8 | Quick View
Distance to beach: 0.1 miles to Beach Access 45th St
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About this property
Address of Areca Cove: 206 N Harbor Drive, Holmes Beach, FL 34217ARECA COVE - A bright and wonderful 4 bedroom/ 3.5 bath home just a 3-minute walk away from an astonishing white sand beach. With a heated pool in tropical and private surroundings, a covered patio by the pool area and multiple balconies ...
Property Type
Anna Maria Island House
4 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
202 81 st Street - Holmes Beach - Fl 34217 VRC Book with confidence: You may cancel your reservation up to 60 days before check-in for a full refund minus a $495 processing fee and less 3rd party travel insurance fees, if applicable. The refund will be made to the original payment method. After that ...
Property Type
Anna Maria Island Townhome
We enjoyed our stay. The access to the beach and other amenities was perfect for our family. The rental was very clean and well kept. Most everything you needed for the stay was available. The pool was ...
Key Amenities
About this property
The View at the Bradenton Beach Club offers panoramic views of the Gulf of Mexico and beautiful beaches from the living room, master suite or private screened balcony. The condo is part of the Bradenton Beach Club that provides the very best in vacation accommodations. Amenities at the BBC include two ...
Property Type
Anna Maria Island Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 0.1 miles to Beach Access 45th St
Key Amenities
About this property
Address of Manatee Watch: 205 N Harbor Drive, Holmes Beach, FL 34217MANATEE WATCH - A marvelous waterfront 3 bedroom/ 2 bath home just a short walk away from an astonishing white sand beach. Heated pool, hot tub and a spacious dock with beautiful views of the canal. Many months each year you can watch ...
Property Type
Anna Maria Island House
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
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
5 BR | 5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Bring your family and guests to this 2-unit house! About 40 steps to the beach entrance of Anna Maria white, sandy beach, this home combined boasts 5 bedrooms, 1 sleeper sofa and 5 bathrooms. Bean Point Unit A boasts 3 bedrooms/3 bathrooms, while Unit B has 2 bedrooms/2 bathrooms. Both units feature well-equipped ...
Property Type
Anna Maria Island House
3 BR | 2.5 BA | Sleeps 6 | Quick View
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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
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 | 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
6 BR | 6.5 BA | Sleeps 12 | Quick View
Key Amenities
About this property
401 42nd Street Holmes Beach, FL 34217 VRC Book with confidence: You may cancel your reservation up to 60 days before check-in for a full refund minus a $495 processing fee and less 3rd party travel insurance fees, if applicable. The refund will be made to the original payment method. After that time, ...
Property Type
Anna Maria Island House
We rented this home for time with our kids and grandkids. It worked great! The rooms were spacious and it was great that every room had a bathroom. We had no issues. The kitchen was well stocked. The backyard ...
Key Amenities
About this property
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 pool or lying on the beautiful beach, there's no shortage of conveniences ...
Property Type
Anna Maria Island House
4 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
VRC 21 Holmes Blvd Holmes Beach, FL 34217 At 4 bedrooms and 3 full bathrooms, this is a great option for one or two families to stay at. A few short blocks to the beach, and around the corner to restaurants, pubs & stores. Featuring a heated pool to relax in after your busy day, Starfish Isle is ...
Property Type
Anna Maria Island Bungalow
The home was absolutely wonderful with everything we needed to make our weeklong vacation a success! Everything was clean and well kept. The beds were comfortable and the best part was the pool and pool ...
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
This amazing beachfront 2 bedroom/2 bathroom condo is perfect for an island vacation. This unit features a fully-equipped kitchen, elevator, washer & dryer, cable TV/WiFi, shaded assigned parking and a shared heated pool & spa. But, it doesn't stop there; this unit has stunning views of the ...
Property Type
Anna Maria Island Condo
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