SALTY PIRATE - Luxury Canalfront Home w Water Views, Pool Spa, Bikes, Kayak, SUP!

neighborhood of Anna Maria Vacation Rentals
  • Sleeps 11
  • 4 Bedrooms
  • 3 Bathrooms
  • 2512 sqft.

  • Boat Friendly


Welcome to Salty Pirate! On Anna Maria Island (Anna Maria, FL)Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated boutique vacation rental agency.2512 sq. ft.Need more room? Reserve the sister 4 bedroom home next door, Seaswept Mermaid (#1850215), to stay at The Pirate and His Mermaid homes for a total of 8 bedrooms!HIGHLIGHTS:- Open layout and spacious Kitchen, Dining, Living w/ TV, Plenty of Outdoor Deck spaces- 1 King Bedroom w/ TV, En-Suite Full Bathroom w/ Shower, Double Vanity, & Soaking Tub- 1 King Bedroom w/ TV, En-Suite Full Bathroom w/ Shower- 1 Queen Bedroom w/ TV, En-Suite Full Bathroom w/ Shower- 1 Triple Bunk Room & Queen Bedroom w/ TV & Xbox- Bonus Game Room off Pool/Patio Area & Backya...

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  • Balcony
  • Beach Chairs
  • Beach Towels
  • Bicycles
  • Deck / Patio
  • Kayak / Canoe
  • Lawn / Garden
  • Outdoor Furniture
  • Porch / Veranda
  • Water Sports Gear
  • Books
  • Game Room
  • Games
  • Ping Pong Table
  • Satellite / Cable
  • Stereo
  • Toys
  • TV
  • Video Games
  • Air Conditioning
  • Bed Linens Provided
  • Dryer
  • Hair Dryer
  • Heating
  • Iron & Board
  • Towels Provided
  • Washing Machine
  • Wireless Internet
  • Garage
  • Living Room
  • Parking
  • Blender
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Grill
  • Ice Maker
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Heated Pool
  • Pool
  • Private Pool
  • Boat Friendly
  • Children welcome
  • Luxury
  • Snowbird & Monthly Stay Rental
  • Beach Umbrellas
  • Cooking Utensils
  • Dining Area
  • Dock
  • Freezer
  • Hot Tub Spa
  • Keyless Entry System
  • Lanai / Gazebo
  • Outdoor Charcoal Grill
  • Outdoor Gas Grill
  • Terrace / Balcony

Location Info

Anna Maria Island, that seven-mile stretch of beautiful white-sand beaches, lively seafood restaurants and tiki bars (some of them literally perched on the sand), fishing piers, souvenir shops and mom-and-pop boutiques, is as Old Florida as you’re going to get in this region. Voted the 26th best island in the entire world in the Conde Nast Traveler Reader Choice Awards—the only Florida island to make the list—Anna Maria Island is a vacationer’s paradise, but many people who love the sand-in-your-shoes lifestyle still call it their permanent home.


Nightly rates range from $450.00 to $1,500.00


About Owner

We are Mike & Nikki Kaleta with Once Upon A Beach Vacation Rentals & Property Management, full-time island residents, and a husband and wife team who solely own and operate our boutique luxury vacation rental agency on Anna Maria Island, Florida. We currently manage 30+ throughout the island on behalf of our owners. We relocated here in 2016 after we fell in love with the small town feel of this beach island paradise and built our small business from the ground up with the passion to share this beloved island with others. It is our utmost goal to make every one of our guests instantly feel at home as a 'true local' in one of our unique, pristine, meticulously designed and luxurious accommodations. From small beachside bungalows to sprawling...

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Check-In Time : 04:00 PM
Check-Out Time : 10:00 AM
  • Suitable for Children

General Policies


Max Occupancy: 8 
Max Cars: 4 
City of Anna Maria VRC: VR19-000029 

​​​​​​​The information provided online, though deemed accurate is not guaranteed. It is subject to errors, omissions, change of price or withdrawal without notice.

House Rules

POLICIES: *Beach Gear Equipment (Provided by VayKLife Gear): Assorted beach gear items may be onsite but not guaranteed. Every reservation now includes a credit towards personalized beach gear rental included with your stay (chairs, cart, umbrella, bikes, coolers, games, and so much more). Simply make selections prior to your stay and we will have at your home for you!NO PETS. NO SMOKING.Registered Guest must provide copy of ID, be at least 25 years of age and be present throughout entire stay.Quiet Hours 10p-8a. 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 pr...

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Terms & Conditions

Cancellation Policy

CANCELLATION POLICY: Please review the details of our Cancellation Policy page or Terms & Conditions at booking. We encourage you to review as OUR POLICIES HAVE CHANGED as of MARCH 25, 2023. We continue to offer refunds of deposits for cancellations (for stays of 28 days or less) made greater than 60 days to arrival, however all cancellations are now subject to a non-refundable booking admin fee. We continue to offer our US Citizens guests (with exception to residents of NY and HI) the option of purchasing CSA Travel Insurance directly with us. We strongly encourage all guests to purchase Travel Insurance in the event of any unforeseen eventualities. Refunds or credits are not provided for COVID-19 related cancellations, weather...

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(Based on 10 reviews)
- 01/01/2022 -

Salty Pirate

"Great location and outstanding amenities. We had adequate space for 3 different adult groups and one infant. The separate rooms and baths allow for privacy and the large open living space and decks allow for great gathering spots. The spa was well used and the pool was cleaned while we were there. Very close to everything significant and walking distance from The Waterfront, which was the best overall restaurant we frequented. Easy access to the beach which was mostly "private" because we never ran into anyone on it. The bikes were a nice addition for our group. Very nice spot for large family on the quieter side of the island, but every good spot was readily accessible. Every kitchen essential you'd need and all equipment was functional. Very clean and updated. Would highly recommend."

Host Reply
Hi Scott, We thank you for taking the time to leave us a review of your most recent stay with us at Salty Pirate. We are pleased to know that you enjoyed the spacious layout of this home, the fully stocked kitchen, added amenities, and centralized location. Our goal is to provide a clean and comfortable home that meets or exceeds our guest expectations. Thank you for your recommendations. We hope to host you again in the future. Kind Regards, Once Upon A Beach Team
- 12/01/2021 -

Everything we could possibly need!

"This was the perfect family getaway home! It was so nice to have so many "toys" right on site! What a great value... no need to rent a kayak, paddle board, or bikes!! We loved all of the outdoor gathering areas as well. We only wish we had more time to enjoy this home"

Host Reply
Thank you, Amy! We loved hosting you all and would love to see you again in the future! Thank you for choosing Once Upon A Beach and for your feedback!
- 10/01/2021 -

Beautiful house - Great location

"This gorgeous house definitely exceeded our expectations! We chose this location because bikes, kayaks and paddleboards were included. With the beach across the street, my family was able to paddle along with a pod of dolphins on the first day. While sitting in the hot tub at night, dolphins came in to feed in the canal which was a treat. You could easily walk to the pier and many restaurants. Our family had an amazing vacation and enjoyed our stay immensely."

- 06/01/2021 -


"Loved the property! The property was well maintained and cleaned when we arrived. It is definitely a place we would stay at again in the future! The property owners were very flexible and accommodating to our needs throughout the entire process!!"

- 05/01/2021 -


"The place was wonderful!!! Our only disappointment would be that we couldn't really get hot water in the soaker tub which would have been really nice. Otherwise everything was so great! Within walking distance to the pier, great shops and restaurants!"

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