3 BR | 3 BA | Sleeps 6 | Quick View
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
2 BR | 2 BA | Sleeps 6 | Quick View
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 ...
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 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 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
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Paradise Found is a recently remodeled and renovated 2 bedroom/2 bath duplex with its own private heated pool & spa. This property is centrally located on Holmes Beach and only a few minute walk to the white sandy beaches. Upon entry, you have the living room with all new furnishings, where you can ...
Property Type
Anna Maria Island House
Key Amenities
About this property
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE BETWEEN and ! *Reservation must be booked after 9/19/23* All Drivers must be over the age of 21. Driver's must provide valid US Driver's License and US Vehicle InsuranceWelcome to Birds of Paradise! Beautiful, completely ...
Property Type
Anna Maria Island House
3 BR | 3 BA | Sleeps 7 | Quick View
Key Amenities
About this property
Nestled among the swaying palm trees at the Margaritaville-inspired One Particular Harbor Resort, Sunset Seacret is a brand-new condominium with a classic old Florida feel. From the moment you swing open the front door and view the sun-drenched living and dining areas, you'll know you've found ...
Property Type
Bradenton Condo
Truly an amazing resort and we loved staying in Sunset Seacret! Our family enjoyed every minute! We looked hard to find a beautiful, safe, clean, beachy condo with 2 king beds, as we were vacationing with ...
2 BR | 2.5 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Very few beachfront vacation homes will get you as close to the sand as Hidden Cove #1— a beautiful 2-bedroom condominium with exquisite views and unlimited access to the aquamarine Gulf of Mexico. Located within a charming coastal community that also offers a crystal-clear swimming pool, your family ...
Property Type
Anna Maria Island Condo
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 ! 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 Island, ...
Property Type
Anna Maria Island House
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
4 BR | 3 BA | Sleeps 12 | Quick View
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
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
1 BR | 1 BA | Sleeps 4 | Quick View
Key Amenities
About this property
This comfy, inviting 1 bedroom/1 bathroom condo is the perfect place to escape from it all. Villas By The Sea Unit 4 is located in the heart of Bradenton Beach and only a few short minutes to beach front access or Bridge Street, where you will find shops and restaurants. This Villa is located on the top ...
Property Type
Anna Maria Island Condo
Very clean and comfortable. Easy walk to everything you need and want to do. I would stay there again and highly recommend.
3 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Manatee Lookout is a charming 3 bedroom/3 bath home with private heated pool located on the sought after north end of Anna Maria Island. This home has everything you need for the perfect vacation and is only a short walk to the white sandy beaches. Upon entry, you have the living room where you can relax ...
Property Type
Anna Maria Island House
We enjoyed our trip to Anna Maria. Very quant, quiet beach. Beautiful clear water and amazing sunsets. Can’t wait to go back!!!
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
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Kokomo, formerly known as OHasis, is a 2 bedroom/2 bathroom bungalow with a heated pool and private, tropical backyard. Ideal location being steps from the Gulf of Mexico, Come relax & enjoy this oasis in Holmes Beach! Step inside and see the high cathedral ceilings with an open living space. An open-concept ...
Property Type
Anna Maria Island House
3 BR | 3 BA | Sleeps 7 | Quick View
Key Amenities
About this property
Swaying Palms is a 3 bedroom/3 bathroom condo located in One Particular Harbour. From the minute you open the door, this unit has a fresh coastal elegant vibe. Located on the third floor, this unit features an open concept complete with full-size kitchen, eat-in breakfast bar and everything you'll ...
Property Type
Bradenton Condo
3 BR | 2 BA | Sleeps 6 | Quick View
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 ...
Key Amenities
About this property
Sunset Landings Unit 5 is a spacious 2 bedroom/2.5 bath townhome with amazing views of the Gulf of Mexico. With just a few steps across the street, you can enjoy the white sandy beaches and numerous fishing piers. There are no buildings to obstruct your view of the beach!This beautiful townhouse sleeps ...
Property Type
Anna Maria Island Condo
Key Amenities
About this property
Come enjoy this 2 bedroom/2 bath duplex that can sleep up to 6 people with the add-on of the sleeper sofa. Blue Lagoon is located on North Shore which is just a few blocks from the renowned shopping and dining of Pine Avenue and features a large, shared heated pool. Upon entry, you will find the open ...
Property Type
Anna Maria Island House
We stayed at Blue Lagoon South on AMI!!!! This place was amazing for my children and I. Very clean and cozy!!! Modern!
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
4 BR | 2.5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Casa Del Mar is a beautiful Key West-style home featuring 4 bedrooms/2.5 bathrooms. This property is located on the north end of Holmes Beach close to shopping, restaurants and trolley stops. Best of all, this unit is within walking distance to the white sandy beaches. Amenities also include heated pool, ...
Property Type
Anna Maria Island House
This is a great place to stay! Easy walk to the beach. Super nice rental. Seabreeze was responsive to all questions and concerns.
2 BR | 2 BA | Sleeps 6 | Quick View
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
The condo and communications was perfect. NEVER had one issue. Would highly recommend. Clean pool and community activities.
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 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 InsuranceLooking for a great vacation location on beautiful Holmes Beach? Then look no ...
Property Type
Anna Maria Island House
2 BR | 2 BA | Sleeps 5 | Quick View
Key Amenities
About this property
Penthouse in Paradise at" One Particular Harbor by Margaritaville" offers resort-like amenities with a heated pool, splash pad, gas barbecue grills, and playground for the kids. This 2-bedroom/2 bath condo has everything you could ask for and more. Condo includes a fully-equipped kitchen for ...
Property Type
Bradenton Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Aqua Blu is a 2 bedroom/2 bathroom gulf front condo that offers everything you will need for a carefree getaway including a heated community pool and spa. From the moment you walk in, you are welcomed by stunning gulf views. Your private balcony will be the perfect resting place both day and night where ...
Property Type
Anna Maria Island Condo
2 BR | 2 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 B is separated by a fence so you have your own private retreat. This 2 bedroom/2 bathroom has a large living room with plenty of seating for you and your guests. ...
Property Type
Anna Maria Island House
3 BR | 3 BA | Sleeps 7 | Quick View
Key Amenities
About this property
Coastal Bliss is a 3 bedroom/3 bathroom condo located in One Particular Harbour. This penthouse unit boast all new coastal elegant furnishings with a picturesque view of the Sunshine Skyway Bridge/Tampa Bay from both the screened lanai and master bedroom. Located on the fourth floor, this unit features ...
Property Type
Bradenton Condo
2 BR | 1 BA | Sleeps 6 | Quick View
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 ...
4 BR | 4 BA | Sleeps 8 | Quick View
Key Amenities
About this property
6 PERSON GOLF CART INCLUDED ON ALL RESERVATIONS! All Drivers must be over the age of 21. Driver's must provide valid US Driver's License and US Vehicle InsuranceCome stay at SeaTurtle Escape in Anna Maria. This beachfront three-story European style home boasts 4 bedrooms/4 baths. Spread ...
Property Type
Anna Maria Island House
Key Amenities
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
3 BR | 3 BA | Sleeps 7 | Quick View
Key Amenities
About this property
Nestled among the swaying palm trees at the Margaritaville-inspired One Particular Harbor Resort is a recently updated condominium with a classic old Florida feel. From the moment you swing open the front door and view the sun-drenched living and dining areas, you'll know you've found the ultimate ...
Property Type
Bradenton Condo
5 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
Flip Flops Forever is a traditional Florida home just steps from the beach nestled in the quiet residential area in the heart of Holmes Beach. Offering 5 bedrooms/3 bathrooms, Flip Flops Forever is located in the perfect location for a great family vacation. Only a few seconds walk (around 200 steps) ...
Property Type
Anna Maria Island House
Love, Love, Love this beach house. I had reserved it a year in advance and was concerned about coming here during a pandemic but as soon as I arrived I was so happy and relieved to be here. The first ...
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
In the heart of Holmes Beach on Anna Maria Island rests this charming pet-friendly home just steps to the beaches. Misty Beach is a charming coastal home with a flamingo-shaded exterior, quickly moving you onto island time. The interior showcases island artwork, creating a welcoming and calming environment. ...
Property Type
Anna Maria Island House
3 BR | 3 BA | Sleeps 7 | Quick View
Key Amenities
About this property
Latitude Adjustment located in One Particular Harbour is a gorgeous coastal contemporary 3 bedroom/3 bath penthouse. This condo offers so many extra special touches. A fabulous built-in custom dining room complete with banquet and extra storage can seat at least 15. Upgraded kitchen tile and tiled knee ...
Property Type
Bradenton Condo
The house was very clean and had everything we wanted. There was everything from chairs-umbrellas beach toys for children. The nearest beach is 5 minutes away by car. We would like to come and stay again, ...
1 BR | 1 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Welcome to Island Retreat where you can enjoy the tranquility of listening to waves, watching dolphins, coastal birds and sunsets you'll remember for the rest of your life. This beautifully remodeled 1 bedroom/1 bathroom condo has everything you will need to make everlasting memories of adventure ...
Property Type
Anna Maria Island Townhome
Everything you would need for a beach vacation. The beach front cafe had live entertainment nightly, a perfect place for sunsets.
5 BR | 3 BA | Sleeps 10 | Quick View
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
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
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
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
3 BR | 2.5 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Conveniently located 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 ...
Property Type
Anna Maria Island House
4 BR | 2.5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS MADE AFTER 1/30/24 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 InsuranceKai Blue is located in Holmes Beach, just steps from the beautiful AMI beaches. ...
Property Type
Anna Maria Island House
Key Amenities
About this property
Bay Bliss is a 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 pool and spa. From ...
Property Type
Anna Maria Island Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Pelican Cove is a beautiful Gulf to Bay property with a prime location just steps to the beach, five-star restaurants, shops and more - it's the tropical vacation you've been dreaming of offering you all of the conveniences you would want in an island stay. This beautiful, condo was completely ...
Property Type
Anna Maria Island Condo
Clean, cute updated condo. Photos represent the property correctly. Great view of the bay, right on the water. Only a short walk across the street to the beach. Easy walk (5 blocks) to great shopping ...
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Looking for a prime location to vacation? Seagrass Flats Unit 1 is a 2 bedroom/2 bathroom condo that is located less than 75 steps to the Gulf and has a shared heated pool. This unit has been completely renovated both inside and out. Bathrooms and kitchen feature quartz countertops, vinyl plank flooring ...
Property Type
Anna Maria Island Condo
We enjoyed our stay at Seagrass Flats. Our unit was very clean, well furnished, and worked great for our vacation with the in-laws. Beds were comfy and we appreciated the little extras, like beach towels ...
Key Amenities
About this property
Seas The Day at ”One Particular Harbor by Margaritaville" offers resort-like amenities with a heated pool, splash pad, gas barbecue grills and playground for the kids. This 2 bedroom/2 bath condo has everything you could ask for and more. Condo includes a fully-equipped kitchen with granite ...
Property Type
Bradenton Condo
Stayed just minutes away from Ann Marie Island. The condo was very clean and very appealing to the eye. This is a gated area that we felt very safe in. The condo was very clean and was decorated very ...
3 BR | 3 BA | Sleeps 6 | Quick View
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
2 BR | 2.5 BA | Sleeps 4 | Quick View
Key Amenities
About this property
This beautiful 2 bedroom/2.5 bathroom condo sits right on the beach. Exquisite views from your living room and master bedroom. Located in Holmes Beach, the condo has a community pool and lounge chairs for you to relax and enjoy the sunshine. The floor plan is open and inviting with a sunken living room ...
Property Type
Anna Maria Island Condo
3 BR | 2.5 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 InsuranceAfter a day out on your boat or riding on your jet skis, you have plenty ...
Property Type
Anna Maria Island House
3 BR | 2.5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Casa Bonita is bright, inviting, and the perfect place for a wonderful vacation with family and friends in a tropical paradise. This home is located in the heart of Bradenton Beach, only a few short steps away from beachfront access and Bridge Street. You can lounge in the sun and enjoy a swim in your ...
Property Type
Anna Maria Island House
The house was absolutely perfect! It was so nice and the cleanest house we have ever rented. We had everything we needed. We would definitely recommend.
