Entire home

Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! 🌞

Photo gallery for Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! 🌞

A pool with a thatched roof and lounge chairs.
A two-story house with a covered driveway, palm trees, and a golf cart parked in front.
A modern kitchen with white cabinets, a stainless steel refrigerator, and a central island with two woven chairs.
A modern living room with a blue sofa set, a wooden coffee table, and a ceiling fan.
A bedroom with a bed, nightstands, a painting, and a view of greenery.

Reviews

10 out of 10
Exceptional

Highlights

  • Room to spread out

    Enjoy spacious layout that give everyone more room to relax.
  • Centrally-located

    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks

    Near Bradenton Beach
2 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Patio
  • Private pool
  • Dog-friendly
  • Outdoor barbecue
  • Air-conditioning
  • Refrigerator

Explore the area

View map
Holmes Beach, FL
  • Place, Bradenton Beach
    ‪8 min walk‬
  • Place, Holmes Beach Beaches
    ‪17 min walk‬
  • Place, Manatee Public Beach
    ‪2 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪36 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 Double Sofa Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

2 bathrooms

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen
Separate dining area
Outdoor play area
Dining area

About this property

Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! 🌞

"Calypso" is a Newly remodeled cottage with a lush tropical backyard, which boasts a Private Heated pool with Waterfall, Swim-up Tiki Table, Weber Grill, and New Patio Bar with 55" Outdoor Smart TV! Calypso is outfitted with a very cozy Coastal decor, to make you feel right at home during your stay on Anna Maria Island. The fully stocked kitchen offers white quartz countertops with Stainless Steel appliances. The Living Room- as well as both Bedrooms, are equipped with large Flat screen TV's for your viewing pleasure. The living room/tv area has a Queen size Sleeper sofa, which make this Awesome Villa sleep up to 6 Beachgoers. Driveway Parking for two vehicles. This is a perfect central Holmes Beach location, easy walking distance to several Restaurants, Taverns, shops, and recreational rentals!
* Bedroom 1: King with TV and Ensuite Bath + Private Patio on Floor 1 * Bedroom 2: King with TV + Private Patio on Floor 1 * Living Room: Queen Sleeper Sofa and regular sofa.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

Check in after 4:00 PM

Minimum age to rent: 23

Check out before 10:00 AM

default

Children

Children allowed: ages 0–17

Kids should be supervised by the pool at all times

default

Events

No events allowed

default

Pets

Pets allowed: dogs less than 9 kg per pet (limit one pet total)

Small dogs only. Less than 20 lbs, no cats

default

Smoking

Smoking is not permitted

*No music outdoors after 10pm *No loud music indoors after 10pm *Pets not allowed on beds or sofas *No parking on the grass

*No diving into the pool *No running around the pool deck *No tampering with pool equipment or temperature settings *Please turn off pool light

Important information

You need to know

Property # 2393523vb
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Holmes Beach

Located in Holmes Beach, this villa is near the beach. The area's natural beauty can be seen at Bradenton Beach and Bean Point Beach. Fish Hole Adventure Golf and Florida Maritime Museum at Cortez are also worth visiting. Kayaking and snorkelling offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and horse riding nearby.
Map
Holmes Beach, FL

What's nearby

  • Bradenton Beach - 8 min walk - 0.7 km
  • Holmes Beach Beaches - 17 min walk - 1.5 km
  • Manatee Public Beach - 2 min drive - 1.4 km
  • Anna Maria Sound - 3 min drive - 1.8 km
  • West Coast Surf Shop - 3 min drive - 2.1 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 39 min drive

Restaurants

  • ‪The Sandbar Restaurant - ‬5 min drive
  • ‪Anna Maria Island Beach Cafe - ‬20 min walk
  • ‪The Ugly Grouper - ‬2 min walk
  • ‪Ginny's & Jane E's - ‬5 min drive
  • ‪The Waterfront Restaurant - ‬7 min drive

Frequently asked questions

Does Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! 🌞 have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! 🌞?

As of 12 Sept 2026, prices found for a 1-night stay for 2 adults at Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! 🌞 on 31 Oct 2026 start from AU$3,881, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! 🌞 pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 9 kg per pet. Some restrictions may apply, so please contact the property for more details.

How much is parking at Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! 🌞?

On-site parking is available at the property.

What time is check-in at Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! 🌞?

Check-in begins at 4:00 PM.

What time is check-out at Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! 🌞?

Checkout is at 10:00 AM.

Where is Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! 🌞 located?

Situated by the sea, this villa is within 1 mile (2 km) of Bradenton Beach, Holmes Beach Beaches and Manatee Public Beach. West Coast Surf Shop and AMI Paddleboard Adventures are also within 1 mile (2 km).

About the host

Hosted by Craig McLaren

Host profile image

Languages:

English

Tell us how we can improve our siteShare feedback