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Private Home with Private Pool, Spa, and Ping Pong! New Renovations, Close to Be

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A swimming pool with a curved edge, surrounded by a brick patio and lush greenery.
A kitchen with white cabinetry, a granite countertop, and a dining area with white chairs.
A covered patio area with a pool, outdoor seating, and a ceiling fan.
A kitchen with white cabinetry, a granite countertop, a dishwasher, and a large island with a sink.
A spacious living area with a large sofa, a coffee table, and a dining table. There is a kitchen area with white cabinets and a ceiling fan.

Reviews

9.2 out of 10
Wonderful

Entire home

3 bedrooms3 bathroomsSleeps 6148 sq m

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

Explore the area

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

Room options

About the area

Holmes Beach

A family-friendly stay in Holmes Beach awaits you at this holiday home. Within just a 10-minute stroll, you'll find Bradenton Beach and Anna Maria Sound. Highlights at this holiday home include a kitchen, a private pool and a washing machine. .Home features free WiFi, 3 bathrooms and a patio. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A living room, a fenced private garden and a TV are also available. .This pet-friendly holiday home offers a games room and barbecues. Additionally, you'll find a hot tub. .Attractions within a 10-minute drive of this Holmes Beach holiday home include Coquina Beach and Bean Point Beach.
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What's nearby

  • Anna Maria Sound - 5 min walk - 0.4 km
  • Bradenton Beach - 6 min walk - 0.5 km
  • West Coast Surf Shop - 6 min walk - 0.6 km
  • Manatee Public Beach - 8 min walk - 0.7 km
  • Holmes Beach Beaches - 12 min walk - 1.1 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 35 min drive

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬7 min walk
  • Anna Maria Oyster Bar on the Pier
  • ‪The Ugly Grouper - ‬20 min walk
  • Daquiri Deck Bradenton Beach
  • ‪Wicked Cantina - ‬4 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Private Home with Private Pool, Spa, and Ping Pong! New Renovations, Close to Be

Calypso Cottage by Anna Maria Vacations
Home in Holmes Beach, Florida
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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  • Free Wi-Fi
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The price is AU$250
includes taxes & fees
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The Retreat at Anna Maria Island Inn

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Games
  • TV with cable/satellite channels
  • Video games

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Patio

Laundry

  • Laundromat nearby
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping centre
  • Near the marina
  • Near the sea

Things to do

  • Arcade/game room
  • Heated pool
  • Table tennis
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Snorkelling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 1,590 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • Pets are welcome
    • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.

Events

No events 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
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. 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. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector and a deadbolt lock in all accommodation.

Property is also known as

807

Frequently asked questions

Are there any beaches close to Private Home with Private Pool, Spa, and Ping Pong! New Renovations, Close to Be?

Yep, Private Home with Private Pool, Spa, and Ping Pong! New Renovations, Close to Be is a short 7-minute walk from Bradenton Beach. Fun beach activities include jet skiing, snorkelling and body boarding. You can also find motor boats.

Does Private Home with Private Pool, Spa, and Ping Pong! New Renovations, Close to Be have a pool?

Private Home with Private Pool, Spa, and Ping Pong! New Renovations, Close to Be has a heated pool and a pool.

What luxury perks are available at Private Home with Private Pool, Spa, and Ping Pong! New Renovations, Close to Be?

This property features a heated pool, as well as a private pool and a living room.

What makes Private Home with Private Pool, Spa, and Ping Pong! New Renovations, Close to Be a romantic place to stay?

1 hot tub, private pools, and private patios all help set the scene for a sizzling getaway at Private Home with Private Pool, Spa, and Ping Pong! New Renovations, Close to Be.

Is Private Home with Private Pool, Spa, and Ping Pong! New Renovations, Close to Be family-friendly?

You bet! With amenities such as an arcade and a BBQ, it's no surprise that Private Home with Private Pool, Spa, and Ping Pong! New Renovations, Close to Be is a hit with families.

Is there a private hot tub at Private Home with Private Pool, Spa, and Ping Pong! New Renovations, Close to Be?

Yep, there is a hot tub.

Is there a free airport shuttle available at Private Home with Private Pool, Spa, and Ping Pong! New Renovations, Close to Be?

No, Private Home with Private Pool, Spa, and Ping Pong! New Renovations, Close to Be does not offer an airport shuttle service.

What time are check-in & check-out at Private Home with Private Pool, Spa, and Ping Pong! New Renovations, Close to Be?

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

Private Home with Private Pool, Spa, and Ping Pong! New Renovations, Close to Be Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 12 out of 18 reviews
Rating 8 - Good. 5 out of 18 reviews
Rating 6 - Okay. 0 out of 18 reviews
Rating 4 - Poor. 1 out of 18 reviews
Rating 2 - Terrible. 0 out of 18 reviews

9.0/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Heather Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay. The pool/hot tub area was one of the nicest we've experienced on the island and the location is super convenient. Communication with the host was excellent and they were super responsive. Highly recommend!
Stayed 7 nights in Mar 2026
Verified review

10/10 Excellent

Jessica G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay here with our boys and dogs for spring break! Communication was top notch! Thank you for hosting us!
Stayed 7 nights in Apr 2026
From a partner site

10/10 Excellent

April C.

May 2019 Stay

Calypso Cottage was the perfect house for our family! Would highly recommend! Great location.
Verified review

8/10 Good

richard p.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Another great vacation

Fantastic property we have stayed here several times. Great location to every thing we needed. Only thing i would like to see is the master bed was not comfortable, needs a smart/roku tv in main area, the sleeper sofa has seen better days and the window in eating area facing the pool needs to be repaired, it has not locked in 2 years and now its dangerous for our grand baby. Im sure we will be back next year or even this year.
Stayed 7 nights in Jun 2024
Verified review

10/10 Excellent

melissa E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 6 nights in May 2022
Verified review

10/10 Excellent

kimberly c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great family vacation.

Nice house, perfect location… rental company extremely responsive..
Stayed 7 nights in May 2022
Verified review

10/10 Excellent

Alex C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 7 nights in Apr 2022
Verified review

4/10 Poor

Eddie B.

Liked: Check-in, communication
Disliked: Cleanliness, listing accuracy

Not Great!

Arrived late and found every bed had dirty unsanitary linens. It was so bad our youngest begged to sleep in the car after just completing a 7hr trip. You pay a cleaning fee and expect to have a clean place to stay, the property was not as clean as you would expect especially with everything going on, and the pool looked like it hadn't been cleaned in some time. The only real positive about our stay was the management company. They responded to our concerns immediately and had someone address our issues promptly, however, the person who responded did not seem to treat the situation seriously when she arrived and had a very cavalier attitude. The linen situation was taken care of but the whole experience put a damper on the weekend as we had unfit rest upon arrival and spent half a day waiting to get issues taken care of. The property has wonderfull potential as it is set up for entertaining and is in a not bad location, but closer attention needs to be paid to maintenance and house keeping.
Stayed 3 nights in Sep 2021
Verified review

8/10 Good

Jim C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice place.

We enjoyed our time. Anna Marie Island is a great place.
Stayed 7 nights in Jul 2021
Verified review

8/10 Good

Emily F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family beach trip

The location was pretty good. Easy walk to the beach. Quiet street. The house itself had some issues, woodwork was broken, a giant TV was just sitting in the living room not even plugged in, the pool shut off at the end. We originally rented this last year but due to covid could not go. The island literally closed to visitors so we could not go, and the rental company was pretty difficult to work with. They made us stay with the same house even though we would have 3 extra people (I was pregnant last year, so would have another child this year). In the end it was ok, but I’m not sure we would stay here again.
Stayed 7 nights in Apr 2021
Verified review

10/10 Excellent

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Liked: Cleanliness, check-in, communication, location, listing accuracy

Spring Vacation

Gorgeous property. 5 minute walk to beach . property manager available for any questions we had an resolved all !!!! We definitely will return!!!
Stayed 7 nights in Mar 2021
Verified review

8/10 Good

Verified traveller

Liked: Cleanliness, communication, location

Spa/pool and supplies

House was very clean and nice. Hard to get key out of lockbox. We had no extra trash bags or dish towels and no iron. I called and was told there should be a welcoming bag but there wasn’t one. They were very quick to respond but received wrong size trash bags. The pool wasn’t very warm and the spa was unusable. The jet caps were broken off and sprayed water up and over the sides and water was only warm. Told pool boy, who comes at noon and adds chemicals and tells you not to use pool for 3 hours. Ruined 2 days of pool usage, he acted like he knew already about the spa and would put in a work order. Great walking location to beach and stores.
Stayed 7 nights in Mar 2021
Verified review

8/10 Good

Emma D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Stay In a Great Location

The location was great and the house itself was very clean and wonderful to stay at. A lot of amenities and the beds were very comfortable. The staff was great and helped us along the way. The only reason I give it 4 stars was that we couldn't use the pool after day 2. The pump went out and was making a screeching noise so loud the neighbors came over to complain. I called and they sent the pool company over but they simply turned off the pool which meant no heat. It was sad to hear all the neighbors playing in their pool all day when we couldn't because it was too cold. I think it was just our bad luck, but still a disappointment.
Stayed 8 nights in Dec 2020
Verified review

10/10 Excellent

Oscar B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Stayed 8 nights in Aug 2020
Verified review

10/10 Excellent

Nereia C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 7 nights in Jul 2020
Verified review

10/10 Excellent

Brett O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Great property. Had a couple of issues that the property manager handled immediately! Super location!
Stayed 7 nights in Jun 2020
Verified review

10/10 Excellent

terrie s.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 7 nights in Jan 2020