Pirates Lookout
3 Bedrooms 2 Bathrooms House in Anna Maria
from $350 per /nt
4 nt min

Property Details

Spiral staircase leading from the 2 downstairs bedrooms up to the kitchen, living area and master bedroom Stairs leading to upper deck and the main entrance to the home.  There is also an entrance from the garage.

Property Description

Enjoy island life--surfer chic bungalow, private beach path, kayak, bikes, grill, and dog friendly too. The perfect getaway!

Property Details

On the North end of Anna Maria, this well appointed home sleeps 6 and has everything for a fun, laid-back family vacation, couples' getaway or friends' trip. There are two queen bedrooms and a full bath on the first floor. Upstairs is the main living area with plenty of comfy seating. A fully equipped kitchen has a separate coffee bar that includes a Keurig and a drip coffee maker. The dining area and outdoor deck have partial water views. There's also a second full bath and a king bedroom. A spiral staircase goes between floors inside and there are outside stairs off of the deck. This home comes equipped with a full size washer and dryer, wifi, cable, TV's in each room, gas grill and beach essentials. This home is carpet and rug free, it is tile throughout.

Head down the private beach path and you are steps from the Rod and Reel pier to your right and Bean Point, where the Gulf meets the Bay, on your left. Kayak out to spot dolphins that like to hang out at the pier in the afternoon. Bike over to the shops and restaurants along Pine Ave and the fantastic Anna Maria Island community center for everything from fitness, art and children's activities. This is the absolute perfect place to relax and recharge.

It's your vacation so there's no worries about late arrivals. We offer a keyless entry system so you can easily open and lock your door without having to be concerned with keys while you're out on the beach or enjoying the island.

Combine this home with Pirates Bay (a separate pool home on the property) for a 5 bedroom family retreat with space to spread out and plenty of opportunities to make lasting family holiday memories. Please note that the two properties are not connected and do not share amenities or space.

Professionally managed by Portfolio Vacations

This property has
  • Bedroom #1: King Bed (1)
  • Bedroom #2: Queen Bed (1)
  • Bedroom #3: Queen Bed (1)


  • Bay
  • Health Beauty Spa
  • Marina
  • Museums
  • Parks
Cleaning or safety practice
  • All towels and bedding washed in hot water that’s at least 60ºC/140ºF
  • Contactless check-in and checkout is available
  • Disinfectant is used when cleaning the property
  • Enhanced cleaning practices are used
  • High-touch surfaces cleaned with disinfectant (like countertops, light switches, handles, and faucets)
  • Regional standard for sanitation practice
  • Books
  • Games
  • Satellite / Cable
  • Television
  • Air Conditioning
  • Central Heat
  • Clothes Dryer
  • Hair Dryer
  • Heating
  • Internet - Hi Speed
  • Internet - Wifi
  • Iron and Board
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided
  • Washing Machine
  • Dining Table
  • Free wifi
  • Smart TV
  • Coffee Maker
  • Cookware
  • Dining Area
  • Dining Highchair
  • Dining Room
  • Dining Spices
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Antiquing
  • Bird Watching
  • Boating
  • Eco Tourism
  • Outlet Shopping
  • Shopping
  • Water Sports
  • Wildlife Viewing
  • Beach
  • Near Ocean
  • Ocean View
  • Water View
  • Balcony
  • Bicycle
  • Deck/Patio
  • Gas Grill
  • Kayak
  • Carbon Monoxide Detector
  • Deadbolt Lock
  • Fire Emergency Contact
  • Fire Extinguisher
  • First Aid Kit
  • Outdoor Lighting
  • Police Emergency Contact
  • Smoke Detector
  • Biking
  • Deep Sea Fishing
  • Fishing
  • Fishing Bay
  • Fishing Fly
  • Golf Optional
  • Jet Skiing
  • Kayaking
  • Parasailing
  • Pier Fishing
  • Sailing
  • Scuba or Snorkeling
  • Snorkeling
  • Swimming
  • Family
  • Romantic

Guest Reviews

Great beach stay! by Jennifer P 08/18/2020
We enjoyed our stay at the house. The living space is comfortable for relaxing and the bedrooms were comfy for sleeping. The house is just behind a house right on the beach and you have easy access out to the beach. We appreciated the toys and beach chairs and even took the kayak out for a spin. Thank you for a nice visit.
Fun in the sun by Jennifer R. 03/09/2020
Loved our stay! Great location to everything we needed. Golf cart was a wonderful bonus. Can’t wait to come back.
Perfect by Marcie C 02/19/2020
Perfect beach house ! Room for all of us (6 adults) . We found Anna Maria to be beautiful !


Daily Rate: $350 - $375 per night
4 nt min
- Rate varies due to seasonality and holidays.
- Please select your dates on our online booking calendar for an exact quote.

Availability & Booking Calendar


Florida State Tax - 7.00%
Manatee County Tourist Tax - 5.00%
Processing Fee - 3.00% - Tax Exempt
Booking Fee - $60.00
Cleaning Fee - $350.00
Pet Fee - $200.00
Accidental Damage Protection $1500 Coverage - $59.00 - Tax Exempt
Cancellation Policy
CANCELLATION: Cancellations must be received in writing and are subject to the following terms: Cancellations more than 90 days prior to arrival will receive a refund, less $325 plus 3.5% of the deposit. Cancellations made 60-90 days prior to arrival, will receive a refund of 50% of the full reservation amount. For cancellations made less than 60 days of arrival, no refund will be offered unless Portfolio is able to re-book the canceled dates at the same rate. Trip Cancellation insurance is offered and recommended.
Last updated 10/15/2021
Deposit Policy
At the time of booking, 25% of the total rental amount is due. This is your deposit on the total cost of the reservation. For reservations made within 90 days of arrival, the full payment is due at the time of booking. Final payments are due 90 days prior to arrival. Final payment not received by the due date may result in cancellation of the reservation. Canceled reservations for non-payment are not entitled to any refund of deposit.
Last updated 10/15/2021

Property Location

Back To Top