House - Rating 5 (30)

Castaway Cottage


Bedroom 3 bedrooms
Bathroom 2 baths
Guests 6 guests
Pets Allowed Pets Allowed

  • Address: 307 59th St, Unit A-1
  • Location: Holmes Beach
  • Type: House

Location Location

Description Description
Castaway Cottage by Anna Maria Vacations
Home in Holmes Beach, Florida
VRC17-000189

Welcome to Castaway Cottage, a three bedroom, two bath vacation home with a private pool, game room, and plenty of family-friendly amenities! Located less than a 10-minute walk to the white sand Gulf beaches, this Holmes Beach retreat is also close to shops, restaurants, parks, and the Anna Maria Island trolley stop, making it the perfect home base for your island getaway!

Highlights
• 7-minute walk to Holmes Beach
• 3 Bedrooms / 2 Bathrooms
• 1 King, 1 Queen, 2 Twin beds
• Private heated pool
• Screened-in patio
• Game room with Ping Pong table and TV
• BBQ grill
• Dog friendly
• Professional linen program
• 2 Parking spaces

Spend sunny days lounging by your private heated pool, seasonally heated, or dining on the screened patio. Fire up the BBQ grill for family cookouts, then head downstairs to the game room for a ping pong match and movie night. With its combination of relaxation and entertainment, Castaway Cottage is designed to keep everyone happy.

Inside, the home offers a welcoming open layout. The living room includes two sofas, side chairs, and a TV, while sliding glass doors lead you to a balcony with outdoor dining. The fully equipped kitchen has all the cookware essentials, plenty of storage, and a dining table for family meals.

The primary suite is a cozy retreat with a king bed, closet space, and ensuite bathroom with a shower/tub combo. The second bedroom includes a queen bed, and the third bedroom has two twin beds, both with access to a hallway bathroom that also has a shower/tub combo. Each bedroom is decorated in bright, coastal tones to enhance your island vibe.

Room Details
• Primary Bedroom, 2nd floor: King bed, ensuite bathroom with shower/tub combo
• Second Bedroom, 2nd floor: Queen bed, shares hall bath
• Third Bedroom, 2nd floor: Two Twin beds, shares hall bath

This home includes a washer and dryer, Wi-Fi, smart TVs, two parking spots, and access to our professional linen program with high-quality bedding and towels. Guests are within walking distance of dog parks, tennis courts, basketball courts, a skate park, and the free Anna Maria Island trolley for exploring shops, dining, and attractions.

With its private pool, game room, and short walk to the beach, Castaway Cottage is the perfect family-friendly Holmes Beach vacation rental. Book your stay today and start making memories on beautiful Anna Maria Island!

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Please note that there are external security cameras at this property.

This property participates in our Professional Linen Program. In Anna Maria Vacation's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high-quality Comphy linens; including bedding, bath towels, washcloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology.

With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Anna Maria Vacations Rental Policies for full details.

2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

This home is managed by Anna Maria Vacations, an Anna Maria Island property management company.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.

Please see our Anna Maria Vacations Rental Policies for full details.

Please Remember: "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." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Availability Calendar Availability Calendar
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Bedding Bedding
User User
Bedroom 1
Sleeps: 2
1 King

Attached Bathroom

User User
Bedroom 2
Sleeps: 2
1 Queen

User User
Bedroom 3
Sleeps: 2
2 Twin


Amenities 75 Amenities
Essentials
  • Air Conditioning
  • Beach Chairs Provided
  • Beach Towels Included
  • Bed Linens
  • Dryer
  • Free Wifi
  • Hair Dryer
  • Heating
  • Hospital Close By
  • Hot Water
  • Iron and Ironing Board
  • Long Term Stays Allowed
  • Pack 'n Play
  • Pets Allowed
  • Private Entrance
  • Required Stairs
  • Towels
  • Washer
  • Wifi
Exterior
  • Balcony
  • BBQ Area
  • BBQ Grill
  • Fenced Yard
  • Hammock
  • Heated Pool
  • Outdoor Dining Area
  • Outdoor Seating
  • Outdoor TV
  • Private Pool
  • Screened-In Lanai
  • Sun Loungers
Fun and Entertainment
  • Bicycles Included
  • Game Room
  • Ping Pong Table
  • Smart TV
  • TV
Highlight
  • Virtual Tour
Home Safety
  • Carbon Monoxide Detector
  • Contactless Check-In
  • Deadbolt Lock
  • Fire Extinguisher
  • Security Camera Present
  • Smoke Detector
Interior
  • Ceiling Fans
  • Clothes Hangers
  • Clothing Storage
  • Full Kitchen
  • Living Room
  • Second Fridge
Kitchen
  • Baking Sheet
  • BBQ Utensils
  • Blender
  • Coffee Maker
  • Dining table
  • Dishes and Utensils
  • Dishwasher
  • Freezer
  • Keurig Coffee Maker
  • Kitchen Island
  • Microwave
  • Oven
  • Pots and Pans
  • Refrigerator
  • Stove
  • Toaster
  • Wine Glasses
Location
  • 1 mile to the beach
  • 10-minute walk to the beach
  • Anna Maria Island
  • Beach Access Nearby
  • Holmes Beach
  • Less than a 15-minute walk to the beach
  • Residential Street
  • Walking Distance to Beach
Parking
  • Two (2) Parking Spaces

Reviews Rating 5 (30) Reviews
Rating 5
The property was great and convenient to everything I needed.
Penny - Posted: 5/15/2026
It’s always nice when everything is close by and easy to get to, Penny. We’re glad Castaway Cottage by Anna Maria Vacations was a great fit and provided a convenient home base for your island stay. Thanks for staying with us we’d love to welcome you back anytime!
Anna Maria Vacations staff
Rating 5
We had a great time and the house is in a great location! We could walk to shoppes, restaurants, and the beach. This is a property that we will want to come back to!
Jill - Posted: 4/30/2026
Sounds like you found a great home base, Jill! We’re so glad Castaway Cottage by Anna Maria Vacations made it easy to walk to the beach, shops, and restaurants that’s what island life is all about. We’d love to have you back anytime for another fun and easy getaway!
Anna Maria Vacations staff
Rating 5
The place was located close to restaurants and shops. It had a pool and very clean property! Had upstairs and downstairs! Also pets are allowed! Would stay there again!!
Julie - Posted: 1/9/2026
Thank you, Julie, for your wonderful review about your stay at Castaway Cottage! We're thrilled to hear that you enjoyed its convenient location near restaurants and shops, as well as the clean property and pool. It’s great that the layout with both upstairs and downstairs suited your needs, and we’re glad you appreciated our pet-friendly policy! We would love to welcome you back for another enjoyable stay with Anna Maria Vacations!
Anna Maria Vacations staff
Rating 5
Very clean! Love the layout! Everything thing you need in the house and more!
Julie - Posted: 1/5/2026
Rating 5
Great vacation
Everything was clean, easy and we really enjoy our stay.
Megan - Posted: 8/10/2025
Thank you for your positive review, Megan! We're so happy to hear that you found everything in our home clean and enjoyed your stay with us. We look forward to welcoming you back in the future! Thank you, Anna Maria Vacations
Anna Maria Vacations staff
Rating 5
This place was so relaxing and clean. Had everything you need. Not a bad walk to the beach. Enjoyed the pool and close to shops. Will be back.
Sharon - Posted: 5/17/2025
Rating 5
Relaxing
This place was so relaxing and clean. Had everything you need. Not a bad walk to the beach. Enjoyed the pool and close to shops. Will be back.
Sharon - Posted: 5/17/2025
Thank you for choosing us for your recent stay! Every review and every star you give us makes a huge difference to our success. If you enjoyed your stay, we'd love your 5-star review! We hope to host you again in the future!
Anna Maria Vacations staff
Rating 5
Perfect for Us
House is clean, well furnished and had a great supply of amenities especially the kitchen cookware and utensils. Providing more toilet paper (4 rolls) paper towels (2 small rolls)and trash bags would have been nice. Pool was also great and well maintained. Overall it was a great place for a week for our family.
Charles R. - Posted: 3/5/2025
Thank you for the detailed review of your stay. We appreciate the feedback and are glad to hear that you found the house clean, well-furnished, and well-equipped, particularly in the kitchen. We will certainly take note of your suggestions. We're pleased that the pool was also enjoyable for your family, and we look forward to hosting you again in the future.
Anna Maria Vacations staff
Rating 5
House is clean, well furnished and had a great supply of amenities especially the kitchen cookware and utensils. Providing more toilet paper (4 rolls) paper towels (2 small rolls)and trash bags would have been nice. Pool was also great and well maintained. Overall it was a great place for a week for our family.
Anonymous - Posted: 3/5/2025
Rating 5
Walk to dog park, restaurants and beach
Very nice home excellent location has all the beach equipment and backyard totally private around the pool The
Patrick K. - Posted: 5/10/2024
Patrick, we're thrilled to hear that you found our home very nice and in an excellent location! It's wonderful that you appreciated the beach equipment and the private backyard around the pool. Thank you for choosing to stay with us, and we hope to welcome you back again soon for another fantastic stay! If there's anything else we can do to make your next visit even better, please don't hesitate to let us know.
Anna Maria Vacations staff
Rating 5
Anonymous - Posted: 5/10/2024
Rating 5
Sunshine Awesome
Great location! Such an amazing vacation! Great house and pool!!!!!
Joyce M. - Posted: 11/10/2023
Thank you for taking the time to share your wonderful experience, Joyce. We are glad you enjoyed your stay and hope to welcome you back soon!
Anna Maria Vacations staff
Rating 5
We actually canceled a previous listing after finding this one. We got so much more of a value for our stay here than we would've anywhere else. Having a pool to yourself is something we really look for when vacationing. Pet friendly rentals are so hard to find and we were so grateful to have been able to bring our pup! This place was impeccably clean...cleaner than my own house maybe haha. The host was extremely responsive and even gave us a heads up about upcoming events and road closures. The location is so close to many shops and restaurants and a quiet public beach. We couldn't have asked for a better stay.
Ciera - Posted: 5/5/2023
Thank you for taking the time to share your wonderful experience with us, Ciera. We are thrilled you enjoyed the home, pool, location, and communication with our team. You were terrific guests, and we hope to welcome you all back again soon!
Anna Maria Vacations staff
Rating 5
Great House!
Had everything we needed perfect for our family of 4. Kids loved the pool and we loved being able to walk to restaurants. One issue with a rodent but it was quickly taken care of (outside and not in the house thankfully!). We will be back!
Jessie A. - Posted: 4/15/2023
Thanks for taking the time share your experience with us, see you again soon! Prime Vacations
Anna Maria Vacations staff
Rating 5
We were excited to escape the midwest winters at the Castaway Cottage. This was a return visit for us as we enjoyed all of the amenities that this house offers as well as its great location close to the beach, fun restaurants, shops and of course our favorite ice cream store. My husband and I like to cook, and the well equipped kitchen had all of the necessary tools and appliances along with the gas grill which we used a lot. We had a visit from some of our family with young children during our stay. They enjoyed the large lower level area with a refrigerator, ping pong table, play area and TV. The screened in porch has a large table for dining and other projects. Of course the private pool was where they spent a lot of time. There are all of the necessary items in the garage area needed for a day at the beach….backpack chairs, a large black wagon, a cooler and more. We love AMI and look forward to our next visit to the Castaway Cottage.
Anonymous - Posted: 4/5/2023
Rating 5
Nice place. Many restaurants within walking distance.
Good experience overall.
terry z. - Posted: 12/4/2022
Terry, we are thrilled to hear you enjoyed your stay and the nearby restaurants. We hope to host you again sometime soon!
Anna Maria Vacations staff
Rating 5
Anna Marie Fall 2022
The property was beautiful and exactly as listed. We had a great stay.
Tracy J. - Posted: 10/25/2022
Tracy, thank you for taking the time to share your experience with us. We are happy to hear you enjoyed your stay, and we hope to host you again soon!
Anna Maria Vacations staff
Rating 5
Muy amena ,la casa tiene todo lo necesario para unas vacaciones espectacualres
Rocio - Posted: 9/3/2022
Rocio, we are thrilled to hear you enjoyed your stay. We hope to host you again sometime soon!
Anna Maria Vacations staff
Rating 5
We had an incredible vacation
The property and location made for a great and relaxing vacation. Minutes walk to a beautiful beach and a great pool to enjoy as a family. We never needed to drive as great restaurants within walking distance and of course the free trolley. Our kids loved the game room which kept them very entertained. Extremely clean and had everything you could need for your stay.
Fernando S. - Posted: 9/2/2022
Fernando, thank you for taking the time to share your experience with us. We are happy to hear you enjoyed your stay, and we hope to host you again soon!
Anna Maria Vacations staff
Rating 5
Perfect Beach House for Families
This house had it all, an amazing pool, game room, bikes and all the beach gear you could need! Great floor plan, and totally stocked with everything we needed for a weeks stay! Very clean, and well decorated. Our family felt perfectly at home there for the week. Location to beach is great- 8 minute walk. Or a 2 minute gulf cart ride. We would absolutly stay here again!
Amber M. - Posted: 6/11/2022
Amber, thank you for taking the time to share your experience with us. We are happy to hear you enjoyed your stay, and we hope to host you again soon!
Anna Maria Vacations staff
Rating 5
We had a great spring break! The house had everything we needed for an amazing week at the beach. The house was extremely clean when we arrived, and there was plenty of space for our family. We had one rainy day and the kids had a blast playing ping pong and card games while I read a book on the screened-in porch. It was nice to have this extra space where we could all still spend the rainy day relaxing outside enjoying the warm weather on the porch. The rest of the week was spent outside by the pool or at the beach. The backyard was very quiet and private. So relaxing! My kids loved the big pool. We really enjoyed walking around the island and having so much so close with restaurants and shops. We can't wait to go back!
Anonymous - Posted: 4/13/2022
Rating 5
We had the best week in AMI. The house made our trip so easy. This house is fully stocked with everything you need for a week at the beach. There was so much space to spread out. We spent most of our time downstairs by the pool. The downstairs space makes this house!!! Having the extra space to spread out with the extra refrigerator, TV and ping pong table right off the pool was great. The pool area is amazing! Extremely private, quiet and relaxing with a very large lanai to eat meals! They had all you need for a day at the beach (umbrella, beach chairs, toys, cooler, bikes, etc.) and it was handy to have it all stored in the garage. After a long day at the beach it was easy to pull it all in the garage and not have to drag it inside or upstairs. The location of the house is perfect. Very easy walk to the beach on quiet roads. The street is so quiet yet within a 4-5 minute walk you can be at all the best restaurants and shops on the island. We walked or used the bikes in the garage and never needed to drive the entire week. We will be back!
Anonymous - Posted: 11/18/2021
Rating 5
Great place to vacation !
This was one of the best places I have ever printed. Everything about the house was spot on. The location was perfect to the beach to restaurants to bars to shopping to everything. The set up of the house with the bedrooms in the game room downstairs in the pool area and the Lanai that was screened in was perfect. The Kitchen was very well stocked and have an extra refrigerator freezer downstairs was perfect. The rental was stocked with all the beach supplies you could need. Would highly recommend this rental for anyone looking for a great great vacation.
Heidi W. - Posted: 8/22/2021
We are pleased you enjoyed your stay with us and your vacation. We will be happy to assist you on your next vacation to Anna Maria Island!
Anna Maria Vacations staff
Rating 5
Great location and awesome house
Walk to beach was .3 miles (only a 5 minute walk). House is cute and comfy, with extras provided (bikes, wagon, chairs, ping pong, coolers, etc.). Restaurants and trolley stops were also close, making it a very convenient stop. If you want to drive to a beach, they are close too! We will stay here again for sure!
Maria T. - Posted: 7/30/2021
Maria, thank you for taking the time to let us know about your stay at Castaway Cottage. We are so happy that you enjoyed your stay and look forward to your next trip to Anna Maria!
Anna Maria Vacations staff
Rating 5
Fully stocked house!!
This house is so well equipped! It’s got all the beach stuff/ toys, bikes, air compressor, tools, seriously… anything you need! It’s a good spot with about a 7 minute walk to the beach. I do recommend booking a golf cart if you can. It was great to load everyone up & go to some quite beach spots on the island. The pool was fantastic, but bring mosquito spray/ candles/ incense, voodoo, anything to keep them away. This was an absolutely awesome family vacation!!
Karen H. - Posted: 7/11/2021
Thank you for taking the time to let us know about your stay at Castaway Cottage! We strive for all of our guests to have a five-star experience and are so happy that was your experience. Not too many people have suggested voodoo to control the mosquitos and noseeums, but it’s as good an idea as any! Unfortunately, summer in the subtropics comes with some bugs as well as beautiful beaches and sunsets, but I’m glad that you still had an awesome family vacation. We look forward to welcoming you back on your next trip to AMI!
Anna Maria Vacations staff
Rating 5
Newly retired we decided to get away from our snowy home for a few weeks. Castaway Cottage was great. The house was clean and inviting. It had everything we needed. The kitchen was fully stocked, and we enjoyed having a Keurig. We loved how secluded and quiet the pool area was. The entire backyard is engulfed by tall palm trees that make you feel like you are in your own private tropical oasis. The Hammock Chair was my comfy reading/napping nook! We enjoyed daily walks on the beach and biking around the island. Loved that the house had backpack beach chairs in the garage for our nightly beach walks for sunset. We hope to bring our grandchildren next time who will love the ping pong table and TV area right off the pool.
Anonymous - Posted: 4/28/2021
Rating 5
My family and I decided to have a last minute getaway and reserved this home not really knowing the location. We said, Why not? Our kids are distance learning on line and we are working remotely. It turned out to be the best! We were so close to restaurants, shopping, the trolley and more. This is a great house with a fantastic outdoor area, game room and a nice floorplan. The fridge downstairs was perfect to put extra drinks and snacks in. The dining room table was a classroom part of the day and an office the other time. It worked out for everyone. It was clean, neat and up to date. The kitchen was well stocked with a nice grilling area too. We did eat out several times but fully used the kitchen too. We liked it so much, we have decided to come back later in the year for another fun trip. Thanks for a great stay and we will be back soon.
Anonymous - Posted: 3/5/2021
Rating 5
A perfect family house for a post-holiday getaway! Our family of 4 enjoyed plenty of space and great amenities. The home was very clean, comfy beds, well-stocked kitchen and lots of beach gear available for guests. The lower level rec room was a plus for our kids as well and offered a separate space for them to spread out when we weren’t at the beach or enjoying the pool. The huge screened in porch was a great spot for evening meals outside by the pool. We loved the quiet neighborhood, easy walk to the beach and central location within walking distance to many popular AMI restaurants and ice cream for the kids! We will be back for sure!
Anonymous - Posted: 2/26/2021
Rating 5
With myself working remote and the kids on e-learning this was a welcome reprieve from the northern climate of Michigan. We loved the beach walks, pool time, and exploring. Thanks.
Anonymous - Posted: 1/11/2021
Rating 5
Quarantine Beach Style
With myself working remote and the kids on e-learning this was a welcome reprieve from the northern climate of Michigan. We loved the beach walks, pool time, and exploring. Thanks.
Tony S. - Posted: 12/24/2020
Tony, we are thrilled that you were able to break up your quarantine with a visit to Castaway Cottage. It is definitely a great winter escape from the midwestern climate this time of year. We hope that we will be able to welcome you back to AMI soon so that you can continue to explore all that the island has to offer!
Anna Maria Vacations staff
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