House - Rating 5 (9)

Calypso Cottage


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

  • Address: 515 42nd Street
  • Location: Holmes Beach
  • Type: House

Location Location

Description Description
Calypso Cottage by Anna Maria Vacations
515 42nd Street, Holmes Beach, FL 34217
VRC16-000622

Your island vacation starts at Calypso Cottage, a Mediterranean-inspired escape just a short stroll from Holmes Beach’s white sandy beaches on Anna Maria Island! This three-bedroom, three-bath home offers a private pool with a spa, a ping pong table, and tropical outdoor spaces perfect for fun and relaxation. Located in a desirable, vibrant neighborhood near shops and waterfront eateries, Calypso Cottage combines island charm with modern comforts, making it your perfect beachfront getaway.

Highlights
• 5-minute Walk to Holmes Beach
• 3 Bedroom / 3 Bath
• 2 Kings, 2 Twin Beds
• Private pool and heated spa
• Ping pong table
• Dog friendly
• Washer and Dryer
• Close to shops, restaurants, and local attractions for easy exploration
• 2 Parking spaces

Step outdoors into your lush backyard paradise, surrounded by tropical trees. Relax on sun loungers or Adirondacks, take a dip in the private pool or spa, or enjoy outdoor meals at the patio table. The outdoor space is perfect for fun, relaxation, and entertainment. Explore nearby shops, waterfront restaurants, or cruise the island on foot, bike, trolley, or golf cart, all just minutes from your door.

Inside, the home features an inviting open concept living area with a warm color palette, large windows, and tropical decor that brings the island vibe indoors. The fully equipped kitchen offers modern stainless-steel appliances, ample counter space, and everything needed to prepare island-inspired meals. The spacious dining table and tropical views create a perfect setting for family dinners or game nights, while the cozy sofas invite relaxing evenings after a day at the beach.

The primary bedroom offers a plush king-sized bed, a TV, a walk-in closet, and an ensuite bathroom with a walk-in shower and a luxurious tub, your private haven for unwinding. The second bedroom features a king bed, ample space for your vacation gear, and an ensuite bathroom with a walk-in shower. The third bedroom, ideal for kids or extra guests, has two twin beds and a TV. The hall bathroom includes a walk-in shower, and a laundry area with a washer and dryer adds convenience to your stay.

Room Details
• Primary Bedroom: King bed, ensuite bathroom
• Second Bedroom: King bed, ensuite bathroom
• Third Bedroom: Two Twin beds

Right in the heart of Holmes Beach, just around the corner from local favorites like The Feast, Vinny’s Italian Kitchen, and the island’s free trolley stop. This vacation rental provides an in-unit washer and dryer as well as two parking spaces, including one garage space.

Book Calypso Cottage today and experience a relaxing, fun-filled Anna Maria Island vacation! With its private pool, tropical outdoor spaces, proximity to the beach, and vibrant neighborhood, this home offers everything needed for a memorable seaside retreat!


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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 linens; including bedding, bath towels, wash cloths, 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.

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.

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Swipe Swipe for Availability

Bedding Bedding
Bedroom 1
1 King

Attached Bathroom

Bedroom 2
1 King

Bedroom 3
2 Twin


Amenities 71 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
  • Pets Allowed
  • Private Entrance
  • Required Stairs
  • Towels
  • Washer
  • Wifi
Exterior
  • BBQ Grill
  • Fenced Yard
  • Heated Pool
  • Hot Tub or Spa
  • Outdoor Dining Area
  • Outdoor Seating
  • Outdoor Shower
  • Patio
  • Private Pool
  • Sun Loungers
Fun and Entertainment
  • Board Games
  • Books and Reading Material
  • Game Room
  • Ping Pong Table
  • TV
  • TV with Cable
  • Video Game Console
Highlight
  • Virtual Tour
Home Safety
  • Carbon Monoxide Detector
  • Deadbolt Lock
  • Fire Extinguisher
  • Outdoor Lighting
  • Smoke Detector
Interior
  • Bathtub
  • Ceiling Fans
  • Clothes Hangers
  • Clothing Storage
  • Full Kitchen
  • Living Room
Kitchen
  • Baking Sheet
  • BBQ Utensils
  • Blender
  • Coffee Maker
  • Dining table
  • Dishes and Utensils
  • Dishwasher
  • Hot Water Kettle
  • Keurig Coffee Maker
  • Microwave
  • Oven
  • Pots and Pans
  • Refrigerator
  • Stove
  • Toaster
  • Wine Glasses
Location
  • 10-minute walk to the beach
  • Anna Maria Island
  • Beach Access Nearby
  • Holmes Beach
  • Residential Street
  • Walking Distance to Beach
Parking
  • One (1) Garage Space
  • Two (2) Parking Spaces

Reviews Rating 5 (9) Reviews
Rating 5
Great place to bring the family…walking distance to the beach
Loved it the whole time…only problem was one of the jets on the hot tub acted wonky when the blower was on and water would fly out. We still utilized it just without the jets blowing.
melissa E. - Posted: 6/6/2022
It was a pleasure hosting you, we look forward to welcoming you again soon! AMV
Anna Maria Vacations staff
Rating 5
Great family vacation.
Nice house, perfect location… rental company extremely responsive..
kimberly c. - Posted: 5/21/2022
Thank you, Kimberly, We would love to host you again! See you on island time! Anna Maria Vacations
Anna Maria Vacations staff
Rating 5
As described, clean and close to beach.
Great house and location. Just Change bulbs in foyer. Can't see at night when arriving after dark.
Alex C. - Posted: 5/5/2022
Amy, 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
Spring Vacation
Gorgeous property. 5 minute walk to beach . property manager available for any questions we had an resolved all !!!! We definitely will return!!!
Lza9L3faho8yzWdPKNpD9To7iRkL0Kq+g9gF9UPO24DfojbJhIjZWnVMrAAAAcDBuBgkqhkiG9w0BBwagYTBfAgEAMFoGCSqGSIb - Posted: 4/4/2021
Angie, thank you for letting us know about your stay at Calpyso Cottage! We are so happy that you enjoyed your time with us and that we were able to resolve any issues you had. We can't wait to welcome you back on your next visit to AMI!
Anna Maria Vacations staff
Rating 5
Familiare e riposante
Ottima isola, spiagge eccezionali e la casa a 3 mm dalla spiaggia e giusta per una famiglia che abbia bisogno di 3 stanze e spazzi dentro e fuori
Oscar B., Stati Uniti - Posted: 8/27/2020
Oscar, Grazie per la recensione a cinque stelle! Siamo così felici che tu abbia amato la nostra isola e la nostra casa! Pensiamo che anche le spiagge siano eccezionali! Speriamo di darti il ​​benvenuto presto!
Anna Maria Vacations staff
Rating 5
Great Vacation Getaway
This was a great spot for our small family for a one week beach vacation! Great location, a really nice pool (we’re Floridians so we only wish it was heated), and all the amenities. And it was also very clean, which was important to us.
Nereia C. - Posted: 7/20/2020
Thank you for the five-star review! That is what we strive for! We are so happy that you enjoyed your stay with us at Calypso Cottage. We do heat our pools during the cooler months (October - April) but when the temps are in the 90s and the heat index is 110, we let Mother Nature take her course with the pools. I hope you found it to be refreshing after a day at the beach! We hope to welcome you back as our guests!
Anna Maria Vacations staff
Rating 5
Great location
Great property. Had a couple of issues that the property manager handled immediately! Super location!
Brett O. - Posted: 7/1/2020
Thank you for leaving Anna Maria Vacations a 5 star review, Brett! We are so happy to hear that you enjoyed your stay and that our Team was able to assist you in a timely manner! We hope to welcome you back in the future when visiting AMI!
Anna Maria Vacations staff
Rating 5
Perfect
We couldn't have found a more perfect location for our stay. Centrally located to everything we wanted, a short 5 minute stroll to the beach, a short 5 minute stroll to the grocery store and restaurants within 5 to 10 minutes in either direction. The home was beautiful and clean and had the basics of everything we needed. We look forward to booking again at the Calypso Cottage on Anna Maria Island.
terrie s. - Posted: 1/20/2020
Thank you for the 5★ review, Terrie! We are glad that you enjoyed your stay at Calypso Cottage and the convenient location to shops, restaurants, and the beach! We are happy that this home was clean upon your arrival and had everything you needed! We look forward to welcoming you back to Anna Maria Island for future stays!
Anna Maria Vacations staff
Rating 5
May 2019 Stay
Calypso Cottage was the perfect house for our family! Would highly recommend! Great location.
April C. - Posted: 6/6/2019
Thank you for the kind review, April! We're thrilled to hear that Calypso Cottage was perfect for your family! We're glad you enjoyed the home and its great location! We would love to have you back!
Anna Maria Vacations staff
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