3 BR | 4 BA | Sleeps 8 | Quick View
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About this property
Escape to a tropical paradise at our stunning Anna Maria Island Villa! This magnificent property features a private pool with a breathtaking waterfall, as well as an elevator, lanai, and Tiki hut. Offering the ultimate island experience!The villa boasts 3 spacious bedrooms plus a wonderful tower room, ...
Property Type
Anna Maria Island Villa
Beautiful house and Celine is an excellent host. We stayed here a week for a family vacation and really enjoyed our time. House had everything we needed and more. Very clean and super close to the beach. ...
1 BR | 1 BA | Sleeps 4 | Quick View
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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
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. ...
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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
2 BR | 2 BA | Sleeps 4 | Quick View
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About this property
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 or enjoying the breathtaking Gulf views from indoors, this is the perfect retreat. And don't ...
Property Type
Anna Maria Island Condo
Key Amenities
About this property
Beach Bellini is a 3 bedroom/3 bathroom private home in Holmes Beach. Just an 8 minute walk to Beach 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 ...
Property Type
Anna Maria Island House
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.
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
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 ...
3 BR | 2 BA | Sleeps 6 | Quick View
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About this property
Live well at Luum at The Shore! A retreat that ushers in serenity and wellbeing from your first breath. You will be greeted by a home cleaned in natural products with custom essential oil blends. You can rest with ease knowing that the entire home was designed from the inside out to reduce toxic load. ...
Property Type
Anna Maria Island House
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!!!
3 BR | 2.5 BA | Sleeps 6 | Quick View
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About this property
If you are ready to put your "heels in the sand", look no further. Manna-Tee Beach House is the perfect vacation spot for relaxation on Anna Maria Island. This beautiful 3 bedroom/2.5 bath home located on Holmes Beach on Anna Maria Island has all the amenities for you. Top-of-the-line finishes ...
Property Type
Anna Maria Island House
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 bayfront complex that is less than a 1/2 block away from the beautiful beaches offering you all of the conveniences you would want in an island stay. The complex has a large heated ...
Property Type
Anna Maria Island Condo
4 BR | 4 BA | Sleeps 8 | Quick View
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About this property
VRC If Guest needs to shorten their stay or change to a different property, the normal cancellation policy applies. No changes are permitted during the stay. This stunningly built and decorated 4 bedroom + Bunk Den 4 bath home is just steps from the sparkling white sandy beaches of the Gulf of Mexico ...
Property Type
Anna Maria Island House
We rented this house for a family vacation. This house is everything you see & more. We found it to be perfectly located from beach/stores/restaurants in a quite neighborhood. The house was perfectly ...
Key Amenities
About this property
It is almost always summer on Anna Maria! Availability is updated frequently, so please check our calendar often. There are a smattering of weeks here and there still available!Peacock Place is a sprawling old-Florida style home with 4 bedrooms, 2 bathrooms, and plenty of space. It is ideal for ...
Property Type
Anna Maria Island House
My husband and I stayed in the Peacock house 2 years in a row and loved it. Denise is an excellent host and the house was amazingly roomy. The kitchen was outfitted with every item you could imagine. ...
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Located right across the street from the world-famous Anna Maria Island beaches, this two-bedroom condo is newly remodeled and updated and is less than 100 steps away from the warm turquoise gulf waters and sparkling white sand. Tropical Sunset #2 is one of only four units in the entire building and also ...
Property Type
Anna Maria Island Condo
Perfect location, beach was less busy because we were far enough away from the public beach area. Plenty of space to set up and not be on top of other people. The condo itself is good and had everything ...
4 BR | 4.5 BA | Sleeps 12 | 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 InsuranceSummer Retreat is an absolutely amazing, new, custom luxury home nestled in ...
Property Type
Anna Maria Island House
2 BR | 2 BA | Sleeps 4 | Quick View
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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
320 64th Street - Holmes Beach - FL - 34217 VRC Incredible 3 Bed 3 Bath bungalow, Minutes From The Beach With Backyard Oasis 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 ...
Property Type
Anna Maria Island Townhome
Perfect place to stay , no problems at all !! Backyard with heated pool and heated jacuzzi was a perfect place to relax !!
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
Key Amenities
About this property
This upper and lower unit duplex home is located steps from the Gulf of Mexico on historic Anna Maria Island. These Holmes Beach bungalows have a large heated pool and are rented in unison, perfect for friends and large families, as well. Both units are pet friendly. Only 1/2 mile from shops and restaurants ...
Property Type
Anna Maria Island House
Key Amenities
About this property
To Book Directly please visit: /gulf-shore-retreatIf 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:At A GlanceBe one of the very first to stay at this gorgeous new ...
Property Type
Anna Maria Island House
This house was incredible! Absolutely beautiful, well stocked, an amazing pool and outdoor setup, and so conveniently located! While it's not beach-front, it's just a house or two away from the beach entrance ...
Key Amenities
About this property
This 3 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
Key Amenities
About this property
VRC 107 78th street Holmes Beach 34217To Book Directly please visit: /chasing-wavesIf 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:“You are vacationing in ...
Property Type
Anna Maria Island House
2 BR | 2 BA | Sleeps 6 | Quick View
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About this property
Enjoy Anna Maria Island from this fresh and casual 2 bedroom, 2 bath poolside condo in Runaway Bay!Just steps from the beach and the bay, Runaway Bay has it all – a heated, salt water pool (the largest on the island!), tennis, bocce ball and shuffleboard courts, a work out room, clubhouse and ...
Property Type
Anna Maria Island Condo
Key Amenities
About this property
It’s all about location on vacation, and Reef Romance does not disappoint! Sail away to this beautiful four-bedroom, four-and-a-half-bathroom custom-built home for a dose of luxury at the beach. Located on the prestigious north end of Anna Maria Island, you’re just a few houses away from the ...
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
1 BR | 1 BA | Sleeps 4 | Quick View
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About this property
This amazing 1 bedroom house is directly across from the beach and offers full beach views from your huge deck, the living room and kitchen. Heck, you can even see the beach from your bed! We offer a clean house will all of the amenities you need and more! All linens, towels, dishes, washer and dryer, ...
Property Type
Anna Maria Island Cottage
This is our second time staying here. We loved it just as much this time as last. Beautiful setting and an awesome vibe is what this house has to offer. Situated right across the road from the beach,you ...
4 BR | 3.5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Ground Floor Luxury Home with Heated Pool/Spa, very close to BeachWelcome to the AMI Beach Home on beautiful Anna Maria Island ! Visit AMI Beach Home, a marvelous custom-built ground floor vacation rental home just a few steps from the white sandy beaches of Anna Maria Island on 201 69th Street. ...
Property Type
Anna Maria Island House
7 BR | 5 BA | Sleeps 14 | Quick View
Key Amenities
About this property
Welcome to AMI Beach Lagoon, your dream vacation on Anna Maria Island!In our lakefront luxury resort (12,500 sqft) we offer three separate ground level apartments with a large outdoor area that can be rented together or separately. Enjoy the privacy of your own entrance, fully equipped kitchen and ...
Property Type
Anna Maria Island Condo
Key Amenities
About this property
Welcome to The Blue Ark: “A Place of Refuge”.***7-night minimum, Saturday to Saturday Only.Amenities you’ll love:* Bay views from 3 stories * 0.2 mile walk to the beach and 0.1 mile walk to one of the island’s trolley stops * Elevator for easy access to all 3 floors * ...
Property Type
Anna Maria Island House
Key Amenities
About this property
2 bedroom 2 bath 1000 square feet condo with a beachfront view of the Gulf of Mexico on the quiet, peaceful Anna Maria Island. Walking distance to many restaurants and bars. 30 minutes away from the Sarasota/Bradenton airport. Free trolley to go anywhere on the island.
Property Type
Anna Maria Island Apartment
We had a great time. Kathy and Peter were amazing hosts who took care of our every need. We will be back again.
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
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. ...
1 BR | 1 BA | Sleeps 2 | Quick View
Key Amenities
About this property
Resort-Style Ground Floor Suite, Prime Location, Lakefront, Heated Pool & SpaIn our lakefront luxury resort (12,500 sqft) we offer three separate ground level apartments with a large outdoor area that can be rented together or separately. Enjoy the privacy of your own entrance, fully equipped ...
Property Type
Anna Maria Island Condo
3 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Welcome to paradise- AMI VILLA! When you come to Anna Maria Island for vacation, make this charming Mediterranean beach 3 bedroom & 3 bath villa your home away from home! With much to offer, this home will have your family wanting to return to Anna Maria Island year after year.Features include: -3 ...
Property Type
Anna Maria Island Villa
We just spent the week at AMI Villa and Loved it! Beautiful house! Loved all the balconies! The fenced in yard and pool area was perfect. The kitchen is well stocked. The pool is perfect. The sun hits it ...
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Welcome to the Pelican Suite of AMI Beach Lagoon on Anna Maria Island!In our lakefront luxury resort (12,500 sqft) we offer three separate ground level apartments with a large outdoor area that can be rented together or separately. Enjoy the privacy of your own entrance, fully equipped kitchen and ...
Property Type
Anna Maria Island Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Enjoy beautiful Anna Maria Island relaxing in a spacious ground floor condo unit with 2 bedrooms and 2 baths overlooking the heated community pool. This quiet slice of paradise has a large screened lanai off the living room with a pool view. Enjoy the amazing white sand beach and gorgeous sunsets within ...
Property Type
Anna Maria Island Apartment
Key Amenities
About this property
A guest had this to say: "Songbird is a cute little purple house on a quiet side street on Anna Maria Island. I referred to the house as little, it is really quite spacious & comfortable. This is our 6th stay at Songbird & we are looking forward to our next stay. This trip we were on side ...
Property Type
Anna Maria Island Cottage
Second time staying here and actually lucked out with a cancellation. 2 week stay and couldn’t have been better timing weather wise. Short couple block walk to the pristine white sand beaches. Easy haul ...
3 BR | 2.5 BA | Sleeps 6 | Quick View
Key Amenities
About this property
312 A 61st Street Holmes Beach, FL 34217 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 ...
Property Type
Anna Maria Island House
Key Amenities
About this property
It is almost always Summer on Anna Maria Island! Availability is updated frequently, so please check our calendar often. A good chunk of Summer 2024 is still available!Dolphin Cottage is a cozy, charming old-Florida home with 3 bedrooms and 1 full bathroom - perfect for a couple or family. It is very ...
Property Type
Anna Maria Island House
Everything you dream of for a relaxing , invigorating holiday is found just as you step inside Dolphin Cottage. Calm yourself in the outside shower under the stars listening to the palm trees singing ...
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
306 67th Street Unit B Holmes Beach, FL 34217 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 ...
Property Type
Anna Maria Island House
This home was exactly what we were looking for. It was a minute walk to the beach, 1 1/2 blocks. The home was equipped with everything we needed, including beach, chairs, umbrellas, and a cart to lug everything ...
5 BR | 3.5 BA | Sleeps 10 | Quick View
Key Amenities
About this property
Welcome to A Pirate’s Dream, a stunning canal-front vacation home with a private swimming pool and a private dock that is also just a five-minute walk to the warm sands of Holmes Beach! This four-bedroom, three-and-a-half-bathroom rental sleeps up to twelve guests. The open living area has large ...
Property Type
Anna Maria Island House
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Welcome to the Manatee Suite of AMI Beach Lagoon on Anna Maria Island!In our luxury resort (12,500 sqft) located right on Vista Lake we offer three separate ground level apartments with a large outdoor area that can be rented together or separately. Enjoy the privacy of your own entrance, fully equipped ...
Property Type
Anna Maria Island Condo
6 BR | 4.5 BA | Sleeps 12 | Quick View
Key Amenities
About this property
Prime Location! VERY CLOSE TO BEACH!!! Luxurious ground level home located at 124 50th Street, Holmes Beach, in the „Golden Triangle" of Anna Maria Island, FL, only few steps to the beach. 6 Bedrooms, 4,5 Bathrooms. Accommodates up to 12 people. Beds: 2 Kings, 2 Queen, 4 Twins, 1 Queen Sleeper ...
Property Type
Anna Maria Island House
4 BR | 4.5 BA | Sleeps 10 | Quick View
Key Amenities
About this property
Be one of the very first to stay in this LUXE, newly constructed custom home. Heated pool & spa, rooftop deck with GULF VIEWS. Grill, custome kitchen, wet bar on thrid level. ALL THE BELLS AND WHISTLES! This stunning 4 bedroom + bonus room (2 additional twin beds), 5 bathroom home only 2-minute ...
Property Type
Anna Maria Island House
This is an amazing property! Location and pool and lanai were awesome! Private and close to everything! There was a Publix right up the road also. We rented golf carts from zoom around and we could easily ...
Key Amenities
About this property
Welcome to paradise on beautiful Anna Maria Island! Sunbow Bay 209 is a newly furnished 2 bedroom 2 bath condo with new appliances and coastal decor overlooking a peaceful serene lagoon with kayak and canoe access directly to the intercoastal waterway.Enjoy stunning sunrises with a cup of coffee on ...
Property Type
Anna Maria Island Condo
3 BR | 3.5 BA | Sleeps 6 | Quick View
Key Amenities
About this property
306 Clark drive (B) Holmes Beach, FL 34217 VRC Dog Friendly! Beautiful open concept home. 3 king bedrooms with en suites and a den with 2 single bunk beds make this property perfect for multi-generational or multi-family vacations. This home is ideally located just down the street from the white sand ...
Property Type
Anna Maria Island Townhome
Visiting Anna Maria Island was amazing!! The weather was beautiful and the home was beautiful too!! I would definitely come back to visit this area.
2 BR | 1 BA | Sleeps 4 | Quick View
Distance to beach: 0.3 miles to Anna Maria Bay Front part
Key Amenities
About this property
This stunning waterfront condominium is a true gem, featuring 2 bedrooms and 1 bathroom on the ground floor and over 822 square feet, accommodating up to 4 people. The location is unbeatable, situated at the end of Pine Avenue and boasting breathtaking views of the surrounding area. From your private ...
Property Type
Anna Maria Island Apartment
This property is located in a beautiful area! Very quiet and comfortable. Nice and clean…I highly recommend this property to anyone! You won’t regret it .
4 BR | 4.5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
What You'll Love About This Home:Location! 3 Blocks to the Beach! 4 Bedrooms / 4 Bathrooms 3 King Beds, Two Sets of Bunk Beds with Twin Bed over Full Bed Lagoon Style Heated Pool w/ sundeck & Spa In Pool Umbrellas Pool Deck Lounge Chairs Poolside Covered Lounge with Patio Furniture, ...
Property Type
Anna Maria Island House
2 BR | 2 BA | Sleeps 4 | Quick View
Distance to beach: 0.5 miles to Manatee Beach
Key Amenities
About this property
2 bed/2bath condo on second floor, fits up to four guests, close to the gulf beach. Turnkey furnished and spruced by the owner. Shops and restaurants are close by. Trolley stop for free rides on the island is around the corner. Come and enjoy!Just remodeled and equipped with more than everything ...
Property Type
Anna Maria Island Condo
This condo was the PERFECT place for our family of three to enjoy Anna Maria Island! It was clean, cozy, and had everything we needed! Carla was a wonderful host who was very accommodating and gracious ...
Key Amenities
About this property
~ CHASING SUNSETS ~ At A Glance: Stunning 4 bedroom and 3 bathroom home 1 King bedroom, 1 queen, 1 room with 2 twin beds and one bunk bed Located WEST of Gulf Drive, no roads to cross to get to the beach Less than 1 block from the Gulf beaches Tropical private heated pool and spa Keyless ...
Property Type
Anna Maria Island House
FAQ
