Condo
Private Home with large private pool. Pet Friendly! New Renovations!
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Reviews
9.0 out of 10
Wonderful
3 bedrooms 3 bathrooms Sleeps 6
Popular amenities
Explore the area

Holmes Beach, FL
- West Coast Surf Shop5 min walk
- Manatee Public Beach8 min walk
- Holmes Beach Beaches12 min walk
- Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)31 min drive
Rooms & beds
3 bedrooms (sleeps 6)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
2 Single Beds
3 bathrooms
Bathroom 1
Bathroom 2
Bathroom 3
Spaces
About this property
Private Home with large private pool. Pet Friendly! New Renovations!
Calypso Cottage by Anna Maria Vacations
Home in Holmes Beach, Fl. 34217
VRC16-000622
Your island vacation awaits at Calypso Cottage- A Mediterranean inspired vacation home with a spectacular amenities including a private pool with a spa, and a ping pong table! This three-bedroom and three-bath home is just a quick stroll away from the soft white sugary sands of the Gulf of Mexico beaches and is located near shops and restaurants.
Highlights
• Less than a 10-minute walk to the beach
• Private pool and spa
• Near restaurants and shops
• Ping Pong table
• Pet friendly
The spacious kitchen has stainless steel appliances, essentials including pots, pans, and utensils, and plenty of counterspace to allow multiple cooks in the kitchen. There is a dining room table and an inviting living area with sofas and a TV.
Just off the living area is the primary bedroom with crisp, plush bedding, a TV, walk-in closet, and an ensuite bathroom with a walk-in shower and tub. The second bedroom has a luxurious King bed, plenty of space for beach bags, and an ensuite bathroom with a walk-in shower. Ideal for the younger guests in tow, the third bedroom has two twin beds and a tv. There is a hallway bathroom with a walk-in shower and a laundry room with a washer and dryer available.
Room Details
- Primary Bedroom: King bed and ensuite bathroom with a walk-in shower and tub
- Second Bedroom: King and ensuite bathroom with walk in shower
- Third Bedroom: Two Twins
The ground floor is the perfect indoor hang out spot with a recreation room that has seating and a ping pong table! The backyard. Oversized and surrounded by walls of luscious, tropical trees, the pool and spa are perfect for play and relaxation.
Calypso Cottage is located in a desirable, popular part of Anna Maria Island just a minutes' walk from the beach, shops, and local eateries. Explore this great 7-mile island by trolley, foot, bicycle, or golf cart and make memories that will last a lifetime!
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.
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. This property requires a 7 night minimum stay as set forth by Holmes Beach’s Land Development Code. Occupancy may not exceed 6.
Home in Holmes Beach, Fl. 34217
VRC16-000622
Your island vacation awaits at Calypso Cottage- A Mediterranean inspired vacation home with a spectacular amenities including a private pool with a spa, and a ping pong table! This three-bedroom and three-bath home is just a quick stroll away from the soft white sugary sands of the Gulf of Mexico beaches and is located near shops and restaurants.
Highlights
• Less than a 10-minute walk to the beach
• Private pool and spa
• Near restaurants and shops
• Ping Pong table
• Pet friendly
The spacious kitchen has stainless steel appliances, essentials including pots, pans, and utensils, and plenty of counterspace to allow multiple cooks in the kitchen. There is a dining room table and an inviting living area with sofas and a TV.
Just off the living area is the primary bedroom with crisp, plush bedding, a TV, walk-in closet, and an ensuite bathroom with a walk-in shower and tub. The second bedroom has a luxurious King bed, plenty of space for beach bags, and an ensuite bathroom with a walk-in shower. Ideal for the younger guests in tow, the third bedroom has two twin beds and a tv. There is a hallway bathroom with a walk-in shower and a laundry room with a washer and dryer available.
Room Details
- Primary Bedroom: King bed and ensuite bathroom with a walk-in shower and tub
- Second Bedroom: King and ensuite bathroom with walk in shower
- Third Bedroom: Two Twins
The ground floor is the perfect indoor hang out spot with a recreation room that has seating and a ping pong table! The backyard. Oversized and surrounded by walls of luscious, tropical trees, the pool and spa are perfect for play and relaxation.
Calypso Cottage is located in a desirable, popular part of Anna Maria Island just a minutes' walk from the beach, shops, and local eateries. Explore this great 7-mile island by trolley, foot, bicycle, or golf cart and make memories that will last a lifetime!
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.
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. This property requires a 7 night minimum stay as set forth by Holmes Beach’s Land Development Code. Occupancy may not exceed 6.
Property manager
Anna Maria Vacations
Premier Host
Languages
English
Add dates for prices
Amenities
Pool
Hot tub
Pet-friendly
Air conditioning
Parking available
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Great Villa! Just updated, private pool and 1 block to the beach!
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- Kitchen
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9.6 out of 10, (25 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
About the area
Holmes Beach
Located in Holmes Beach, this condo is near the beach. The area's natural beauty can be seen at Bean Point Beach and Coquina Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or Longboat Key Public Tennis Center. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with ecotours and cycling.

Holmes Beach, FL
What's nearby
- Anna Maria Sound - 3 min walk - 0.3 km
- West Coast Surf Shop - 5 min walk - 0.4 km
- Manatee Public Beach - 8 min walk - 0.7 km
- Holmes Beach Beaches - 12 min walk - 1.1 km
- Anna Maria Beach - 11 min drive - 6.5 km
Getting around
Restaurants
- Anna Maria Island Beach Cafe - 7 min walk
- Wicked Cantina - 4 min drive
- Anna Maria Oyster Bar on the Pier - 6 min drive
- Beach House Waterfront Restaurant - 5 min drive
- Skinny's Place - 7 min walk
Frequently asked questions
About the host
Hosted by Anna Maria Vacations

Languages:
English
Premier Host
They consistently provide great experiences for their guests
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