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About this property
Longing for an island vacation? This unit with its PRIVATE entrance is part of a 3 unit complex. These units only share pool and grilling area. Just steps outside your door you will find our beautiful beaches; many local eateries; FREE rides on the Island trolley; unique boutique shopping or you can stay ...
Property Type
Anna Maria Island Condo
Key Amenities
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
Featured review
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
Anna Maria Island Beach Palace offers incredible views in every direction because it’s situated in the best location on the entire island! The island is only 150 yards wide where this 3-story condo is located. The Gulf of Mexico is merely 75 yards to the west, and Florida’s Intracoastal Waterway ...
Property Type
Anna Maria Island House
Key Amenities
About this property
Condo-cottage with Old Florida charm..... Welcome to paradise.....This updated cottage is within a small resort, just steps from a beautiful private gulf beach. Drive into the Tradewinds Resort, and you will find quaint, pastel colored cottages on both sides of you hidden behind lush tropical foliage. ...
Property Type
Anna Maria Island Cottage
Featured review
Stayed at Tradewinds Resort located at 1603 Gulf Rd and what a beautiful cozy place. One bedroom, with a pullout couch in the living room (overall can easily fit 4). Kitchen and dining area was roomy. ...
Key Amenities
About this property
Vacations can be exciting and so overwhelming. Don’t worry, we’re here to help. Pack your bags and get ready to enjoy our beautiful island. This unit with its PRIVATE entrance is part of a 3 unit complex. These units only share pool and grilling area. Just steps outside your door you will ...
Property Type
Anna Maria Island Condo
Key Amenities
About this property
Less than a minute's walk to the beach! Watch the sunset from the house! PARKING FOR ALL...Bring your boat or RV...Invite guests... There's room for everyone! Shell House is a two-story, 3-bed, 2-bath, multi-level fun-house on a large shady lot in a quiet residential neighborhood ...
Property Type
Anna Maria Island House
Featured review
I lived in Holmes Beach for many years. It was always my favorite place to be. When I needed to move I promised myself I would rent and come as often as I could. SunPlaza West has always been my go to ...
Distance to beach: 100 yards to Manatee Beach
Key Amenities
About this property
Welcome to our home away from home on the breathtaking Anna Maria Island in the charming town of Holmes Beach Florida. Anna Maria is a barrier island on the Gulf of Mexico with an old time feel.Its only 7 miles long by 3 miles wide.Our condo is on the beach roughly 200 yds from the Gulf.We ...
Property Type
Anna Maria Island Condo
Featured review
We have stayed here several times over the last years. It is always immaculate inside. The kitchen is well stocked. The beds are very comfortable. It’s become our home away from home. The ocean is ...
About this property
Welcome to Sea'Esta on gorgeous Anna Maria Island! Sea'Esta is a ground level Home that offers all the luxuries and comfort you will come to expect from staying at one of our vacation rentals on Anna Maria Island. This 2 Bed/2 Bath sweet and cozy beach home is located on North Shore Drive right ...
Property Type
Anna Maria Island House
Key Amenities
About this property
We have developed a comprehensive Safety / Cleaning / Sanitation Plan and work with an amazing team to ensure the home & pool are sparkling clean for all of our guests. Our home goes through rigorous cleaning per CDC guidelines using only EPA approved detergent and highest MERV 13 A/C filters changed ...
Property Type
Anna Maria Island House
Featured review
We had a remarkable time at this house. The location, pool and house exceeded our expectations. We'll come back.
Key Amenities
About this property
Mia Bella Mia Bella has been completely restored and updated, creating one of the most unique and spacious residential properties on Anna Maria Island. The property is located on a deep water canal with over 80 feet of private patio running alongside mature mangroves. A new heated swimming pool is ...
Property Type
Anna Maria Island House
Featured review
Salty Mermaid Vacation Rental in Anna Maria Island- Even before arriving to Mia Bella, the communication with both Bella and David was incredible. They both go above and beyond to make you feel comfortable ...
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About this property
Treat yourself to “Crescent Palms” on the north end of Anna Maria Island. This ground level, newly renovated and professionally decorated 3 bedroom, 2 bath beach house offers comfort, luxury, and relaxation. Crescent Palms is located on a quiet street- north of Pine Ave and just a few flip ...
Property Type
Anna Maria Island House
Featured review
We were looking for a quiet spot for the family and hit the bullseye at Max and Denise's place on Northern Anna Maria island. Centrally located, 3 blocks either way, between the Gulf of Mexico or Tampa ...
Key Amenities
About this property
Stunning new home on Anna Maria Island. This beauty boasts 4 bedrooms with en suite bedrooms and one extra half bath. Spacious kitchen with great island invites for family gatherings, as well as cozy living room and spacious pool area, with heated spa and pool. Completely new building, fully furnished ...
Property Type
Anna Maria Island House
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
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
Featured review
Loved the old Florida vibe! A hop and skip to the beach - just what we were looking forward to! Sure beats a condo high rise!
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 34217 MANATEE 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
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
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
Distance to beach: 45 feet to Gulf of Mexico
Key Amenities
About this property
Newly remodeled! Directly Across the Street from the Gulf of Mexico! 2 BR + Sleeper Sofa and 1.5 BA, + Outdoor Shower, fully stocked kitchen with bar, warm and inviting great room for family movie nights, second-level cottage. This beautiful cozy cottage home has everything you need to have a relaxing ...
Property Type
Anna Maria Island House
Distance to beach: 0.1 miles to Beach Access 45th St
Key Amenities
About this property
Address of Areca Cove: 206 N Harbor Drive, Holmes Beach, FL 34217 ARECA 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
Featured review
Olaf and Marissa were wonderful hosts - welcoming and responsive. Their home was absolutely perfect for a family get together with mixed ages. They have everything you need for a beach stay and the space ...
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
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
Featured review
It's so amazing to step off your porch right onto the sand.. Oh the condo it's self was great too. Clean and beds were comfortable. Everything we needed was there. Tropical storm Debby hit and we still ...
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
Featured review
️ love this area one of my favorite places to stay AnnaMaria island.. love it .. can’t wait to go o back
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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
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
Featured review
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 ...
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About this property
6605 Gulf Drive Holmes Beach, FL 34217 VRC19-00290 Right across the street from the beach and the Beach Bistro! Gulf Views available from this beautiful home. This custom 4 bed 4.5 bath home was built with no expense spared! Custom kitchen with gas stove, wine bar, roof top deck with sweeping views ...
Property Type
Anna Maria Island House
Featured review
The property was great, and worked really well with our family-which includes a 4 year old and a 9 month old, so having the bedrooms in different areas and private baths, made everything much easier. Centrally ...
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About this property
Looking for the perfect beach destination? Well, it doesn't get better than this! This 2 bedroom/2 bath condo, recently updated, is centrally located on Holmes Beach and is only steps from the sparkling gulf waters and white sandy beaches. New floors, new furnishings and decor - this place is your ...
Property Type
Anna Maria Island Condo
Featured review
Location is where it's at! Close to everything, yet on a quiet street. We had a great time celebrating 5 years post cancer! Loved the Island and everyone on it. We didn't want to leave! Loved the way ...
Key Amenities
About this property
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE AFTER SEPTEMBER 5, 2023! All Drivers must be over the age of 21. Driver's must provide valid US Driver's License and US Vehicle Insurance Located just steps away from the sugary, soft sand and clear ocean water, Salty ...
Property Type
Anna Maria Island House
Key Amenities
About this property
Mintfish is a tropical hideaway that blends high-end decor with natural beauty. This 4 bedroom, 4 bath ground-level luxury vacation home has recently been remodeled to combine natural and sustainable materials with decadent living. The single-floor layout makes the home easily accessible to people of ...
Property Type
Anna Maria Island House
Key Amenities
About this property
Brimming with historic character, this charming ground level 1 bedroom/1 bath cottage has a bright modern, organic feel–and is merely steps from the white sandy beaches. With dramatic vaulted ceilings and secluded garden settings, The Cozzi Cottage offers everything you'd want in a beach vacation. ...
Property Type
Anna Maria Island Condo
Key Amenities
About this property
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS 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 Insurance. Endless Summer is the latest addition to SeaBreeze Vacation's portfolio. Pristine, newly ...
Property Type
Anna Maria Island House
Key Amenities
About this property
Kai Blue is located in Holmes Beach, just steps from the beautiful AMI beaches. This 4 bedroom/2.5 bathroom with an elevator also has a private backyard with a pool. Kai Blue gives you the dreamy coastal vibe and it's close to restaurants, Island stores and right next to the free trolley stop. Pull ...
Property Type
Anna Maria Island House
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About this property
128 49th St Holmes Beach VRC 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, or for reservations made on or less ...
Property Type
Anna Maria Island House
Featured review
We spent Thanksgiving week at Sunset and Sand and it delivered on all our expectations. The home is clean, beautifully decorated and functional. The kids absolutely loved the heated pool and Spa and Its ...
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About this property
213 76th St. Bradenton Beach, Fl 34217 VRC “You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property” We ...
Property Type
Anna Maria Island House
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 Insurance Coastal Serenity has a rooftop deck, private pool and spa, and an EV Charger! ...
Property Type
Anna Maria Island House
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
Featured review
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
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
Featured review
The condo and communications was perfect. NEVER had one issue. Would highly recommend. Clean pool and community activities.
Key Amenities
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
Key Amenities
About this property
Unwind in this beachfront retreat! Just steps from the sand, this modern 2BR/2BA condo boasts stunning ocean views. Relax on the cozy turf patio with smart TVs and high-speed WiFi. The fully equipped kitchen is perfect for meals, and 2 dedicated parking spots add convenience. Unique touches: Unwind ...
Property Type
Anna Maria Island Apartment
Key Amenities
About this property
Paradise Palms is a recently renovated and remodeled 2 bedroom/2 bath duplex with its own private heated pool & spa. This property is centrally located on Holmes Beach and only a few minutes walk to the white sandy beaches. Upon entry, you have the living room where you can relax and read a book or ...
Property Type
Anna Maria Island House
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
Featured review
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 ...
Key Amenities
About this property
Beachfront, North End, large 2 bedroom with expansive views of the dolphins frolicking in the azure waters of the North End of Anna Maria Island. BBQ grill, bikes, paddle boards, and kayaks are all included. Your backyard is a beautiful view of Egmont Key & the Skyway Bridge and your front yard is ...
Property Type
Anna Maria Island House
Key Amenities
About this property
Big Luxury 6 bdrm, Pool, Spa, Bikes, Kayak, Reviews, Beach! Come enjoy a large family and friends gathering at this spacious luxury home just a few minutes stroll to the beach. One of the larger homes on the island, with 6 bedrooms and 4.5 bathrooms and 3400 sq. ft, this home has plenty of room for ...
Property Type
Anna Maria Island House
Key Amenities
About this property
If you're looking for the perfect spot to drop anchor on Anna Maria Island— look no further than this spacious four-bedroom oasis. Located on the idyllic north end, Anchor Splash is a short stroll from the white sandy beaches and warm, aquamarine gulf waters. It's also within walking distance ...
Property Type
Anna Maria Island House
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
Key Amenities
About this property
Villa by the Sea is an immaculate beach retreat in the exclusive beachfront La Plage condominium complex which offers a gated community, pool, hot tub, covered parking and elevators. Villa by the Sea is a bright and airy 3-bedroom 3-bathroom condo with 10 foot ceilings and open concept living. The ...
Property Type
Anna Maria Island Condo
Key Amenities
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 Insurance Surfer's Dream boasts 4 bedrooms, 6 full bathrooms, and 1 half bath, and is also pet-friendly! This ...
Property Type
Anna Maria Island House
Key Amenities
About this property
Nestled in a tranquil coastal community in beautiful Holmes Beach, the aptly named Holmes Sweet Holmes is the ideal spot for your family's next escape to the shore. Featuring three blissful bedrooms and lots of communal living space, this picture-perfect home base allows everyone to have their own ...
Property Type
Anna Maria Island House
Featured review
We visited Anna Maria Island with the family and had a great time staying in this beautiful house.The property is spacious, nicely decorated, clean and very well equipped. It is nested in what seems to ...
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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
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 Gulf of Mexico ...
Property Type
Anna Maria Island Condo
FAQ
