Key Amenities
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
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
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 ...
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
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 ...
Key Amenities
About this property
Perfect for a family vacation or a couple's retreat, this newly listed and newly updated, furnished 2 bedroom/2 bath duplex is located on the north end of desirable Holmes Beach. This home offers all the comforts of home and is just steps to the beautiful white sandy beach. The kitchen is fully equipped ...
Property Type
Anna Maria Island House
Great location in middle of Ana Marie Island; close to beach, not to far to shopping and restaurants.Rum Dog is a clean two bedroom pet friendly unit with wonderful deck for eating and socializingRental ...
Key Amenities
About this property
Large 4 bedroom/2 bathroom Ocean view home with screened porches in the front and back. Elevator to the main level. Beach is right across the street. Bikes, Paddle Boards and a golf cart included. We are pet friendly! Pre-approved pet's , a signed pet agreement and pet fee paid in full will be needed. ...
Property Type
Anna Maria Island House
Key Amenities
About this property
Casa Del Mar is a beautiful Key West-style home featuring 4 bedrooms/2.5 bathrooms. This property is located on the north end of Holmes Beach close to shopping, restaurants and trolley stops. Best of all, this unit is within walking distance to the white sandy beaches. Amenities also include heated pool, ...
Property Type
Anna Maria Island House
This is a great place to stay! Easy walk to the beach. Super nice rental. Seabreeze was responsive to all questions and concerns.
Key Amenities
About this property
Welcome to “On the Rocks”! This professionally designed nautical themed home hosts 8 bedrooms and 8.5 bathrooms, plenty of space for large families or friends. This property is also pet-friendly. Bring your boat and fishing gear because On the Rocks is a waterfront home with a boat dock.Step ...
Property Type
Anna Maria Island House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
This cozy beach condo has been updated and features a lovely open floor plan, 2 bedrooms/2 bathrooms as well as a lanai ideal for enjoying quality time together after a fun day at the beach. The outdoor closet offers beach chairs, a beach cart, beach umbrellas and toys for the littles ones to enjoy. Everything ...
Property Type
Anna Maria Island Condo
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 ...
Key Amenities
About this property
Enjoy this 2 bedroom/2 bath duplex. Located in Holmes Beach, this home is a five minute walk from the sandy white beaches. Open floor plan, the fully-function kitchen has stainless steel appliances. Enjoy your meals at the high-top table and chairs looking at the TV hanging right there. Both bedrooms ...
Property Type
Anna Maria Island House
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
Key Amenities
About this property
VRC19 5th Ave Holmes Beach, FL 34217 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. We do our ...
Property Type
Anna Maria Island House
House was very comfortable. Everything was as advertised. Pool heater was not working when we checked in. They offered us the use of the pool next door. It was very kind and made our trip perfect.
5 BR | 5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Beach Front/Heated Pool/Hot Tub/ 4 bedroom plus den North End of Anna Maria Island. Professionally decorated and finished with all King Beds and En-Suite Bathrooms. Chef's Kitchen with a 48inch gas range. Wine Cooler on two levels and a private covered porch to enjoy the sunsets on the upper levels. ...
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
Key Amenities
About this property
35 Steps to the Sea at Runaway Bay 112 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
This was a very nice condo. Clean and well kept. Very close to the beach and to the pool. Location was everything we wanted. Walking distance to restaurants and the heart of town. Great food, great people. ...
4 BR | 3.5 BA | Sleeps 8 | Quick View
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 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
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
Key Amenities
About this property
C-View is the perfect island getaway for your family vacation. Conveniently located within walking distance to Anna Maria's picturesque white sand beaches, Pine Avenue's restaurants and shops, and access to the free trolley. Be sure to bring your kayaks and paddle boards so you can take advantage ...
Property Type
Anna Maria Island House
Key Amenities
About this property
Located just a few sandy steps from the turquoise Gulf of Mexico, Seaglass Cottage is the Anna Maria Island beach house you've been dreaming about. This quintessential beachfront bungalow has a footpath across the street that leads directly to the sugary white sand of Bean Point — one of the ...
Property Type
Anna Maria Island Cottage
Super cozy! Great place for a perfect vacation! Definitely will be one of my choices when we plan our next vacation!
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: 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% ...
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 ...
2 BR | 2 BA | Sleeps 6 | Quick View
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
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
3 BR | 4 BA | Sleeps 8 | Quick View
Key Amenities
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. ...
Key Amenities
About this property
Located on the tranquil beaches of Anna Maria Island, Sandy Turtle is mere steps away from the beach and offers picturesque views of the Gulf of Mexico. The only thing distancing the balcony from the sand is a large, heated, shared swimming pool. This condo is one of the few originals left on the island ...
Property Type
Anna Maria Island Condo
3 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE AFTER SEPTEMBER 23, 2023! All Drivers must be over the age of 21. Driver's must provide valid US Driver's License and US Vehicle InsuranceWith the feel of a five-star luxury resort and the privacy of a secluded island ...
Property Type
Anna Maria Island House
Home was very nice. The whole backyard is like paradise. Overall great experience.Pool was not refreshing but probably expected this time of year in Florida. The hot tub flows over into pool when ...
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
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
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
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
For our beachgoer guests, the beach entrance to Anna Maria's sandy, white beaches are approximately 40 steps away. Bean Point Unit B, the lower level of a two-unit home, offers 2 bedrooms and 2 bathrooms. Modern amenities include stainless steel appliances and up-to-date kitchen cabinets. The eat-in ...
Property Type
Anna Maria Island Villa
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
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
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. ...
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
302 60th Street Holmes Beach, FL 34217 VRC At 3 bedrooms and 2 full bathrooms, this is a beautiful choice for your next Anna Maria Island getaway! Two 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 ...
Property Type
Anna Maria Island Townhome
My husband and I had the best time at the home we rented on Anna Maria Island. It was spacious and we had far more room than we needed for just the two of us. When we arrived, everything was clean and easy ...
Key Amenities
About this property
Take one step into this home and you will think you are dreaming! It's the epitome of coastal living because it's absolutely breathtaking! Bring your boat! Look straight out the sliders in the kitchen and you'll see an amazing crystal blue pool with a sun deck, artificial turf with a putting ...
Property Type
Anna Maria Island House
3 BR | 2.5 BA | Sleeps 6 | Quick View
Key Amenities
About this property
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE AFTER SEPTEMBER 23, 2023! All Drivers must be over the age of 21. Driver's must provide valid US Driver's License and US Vehicle InsuranceDream Weaver is an amazing, custom luxury home nestled in the quiet residential ...
Property Type
Anna Maria Island House
Key Amenities
About this property
Compass Rose, a captivating residence offering deluxe amenities including a lazy-river-style pool with a hot tub, a game room, and a rooftop deck boasting amazing views of the Gulf of Mexico. Situated just a brief stroll from the powdery white sands of the Gulf, this 9 bedroom, 8.5 bathroom, pet-friendly ...
Property Type
Anna Maria Island House
Very clean and comfortable. Easy walk to everything you need and want to do. I would stay there again and highly recommend.
Key Amenities
About this property
Colorful and inviting with a vibrant tropical style, Carefree Cottage is a perfectly-named oasis in Holmes Beach where all of your cares melt away the moment you walk through the front door. Located on a quiet residential street that offers plenty of peace and privacy yet keeps you close to the beaches ...
Property Type
Anna Maria Island House
Key Amenities
About this property
Island Dream is a recently updated custom home nestled in the quiet residential area in the heart of Holmes Beach. Offering 3 bedrooms/2 bathrooms. You will find that this home has everything you need for your perfect Anna Maria Island vacation! From the brand new (2018) luxurious heated pool and spa, ...
Property Type
Anna Maria Island House
This was my family's first vacation to Anna Maria island. The house was beautiful and in a great location, convenient to all the hot-spots! The lay-out of the house was great, master bed and queen beds ...
4 BR | 6.5 BA | Sleeps 8 | Quick View
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. Driver's must provide valid US Driver's License and US Vehicle InsuranceSurfer's Dream boasts 4 bedrooms, 6 full bathrooms, and 2 half baths, and is also pet-friendly! ...
Property Type
Anna Maria Island House
2 BR | 3 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Drive through the gated driveway with a manatee on it and you'll enter Manatee Retreat. This duplex is a private getaway on a canal! Unit A is separated by a fence so you have your own private retreat. This 2 bedroom/3 bathroom home has a mid-century modern vibe as you walk in to a large living room ...
Property Type
Anna Maria Island House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Run to the Sun is a 2 bedroom/2 bathroom updated condo located in the sought after Runaway Bay community and has breathtaking bay views. Everything you need to complete your ideal beach getaway, can be found at Runaway Bay! Runaway Bay is a Gulf to Bay complex that is less than a 1/2 block away from the ...
Property Type
Anna Maria Island Condo
4 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
210 65th Street Holmes Beach, FL 34216 VRC 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% ...
Property Type
Anna Maria Island Bungalow
Location was good with only a short walk to the beach and in a quiet location. House was clean and there was plenty of room for the group. Lots of pool and beach toys for us and the kids. The pool needed ...
5 BR | 6.5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Anna Maria Beach House offers a 5 bedroom and 6.5 bathroom, pet-friendly property, making it a perfect vacation retreat for your whole family. Situated close to the beach, shops, and restaurants, this property is an ideal choice. Just a brief stroll away from the beach, the house boasts a pool and hot ...
Property Type
Anna Maria Island House
5 BR | 5.5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Come stay at From Dusk 'Til Dune! This home is a recently built beach residence offering rooftop water views just one block away from the Gulf of Mexico beaches. This 5 bedroom, 5.5 bathroom, pet-friendly vacation haven is brimming with amenities. Its stunning backyard features a private pool, hot ...
Property Type
Anna Maria Island House
The condo was only surpassed by the view, which included a nightly explosion of sunset glory over the sound. If one wanted to be closer to the sun from the beach, the club directly on the gulf was only ...
2 BR | 2.5 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Crisp, clean, and completely remodeled— this 2 bedroom townhome is the perfect spot to make unforgettable Anna Maria Island memories. The warm sand and turquoise water of the Gulf of Mexico are right across the street. You'll be steps away from the beach and a quick stroll or bike ride from ...
Property Type
Anna Maria Island Townhome
Great unit, excellent communication, comfortable beds! Kids utensils, pool/beach toys, pack n play, and toddler bed rail all there!
3 BR | 2.5 BA | Sleeps 6 | Quick View
Key Amenities
About this property
411 79th Street Holmes Beach, Fl 34217 VRC 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% ...
Property Type
Anna Maria Island House
We really enjoyed this vacation rental home. Excellent location with close proximity to the beach and restaurants. Also, house located on a quiet street. Amenities were great including the pool and the ...
9 BR | 10 BA | Sleeps 18 | Quick View
Key Amenities
About this property
Gather your family and friends and head to Swanky Bubbles! Swanky Bubbles can accommodate 18 people! This exquisite 9-bedroom, 11-bathroom, pet-friendly residence is ideally situated. Just steps away from the beach and within walking distance of shopping and restaurants, you'll have ample entertainment ...
Property Type
Anna Maria Island House
2 BR | 2.5 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Crisp, clean, and completely remodeled— this 2 bedroom townhome is the perfect spot to make unforgettable Anna Maria Island memories. The warm sand and turquoise water of the Gulf of Mexico are right across the street. You'll be steps away from the beach and a quick stroll or bike ride from ...
Property Type
Anna Maria Island Condo
FAQ
