Entire home

Pirates Bounty by Beach Boutique Rentals

Photo gallery for Pirates Bounty by Beach Boutique Rentals

Private heated pool on the water
Spectacular views
Dine in style
Step inside the welcoming living space
Floor to ceiling windows
5 bedrooms4 bathroomsSleeps 82600 sq ft

Popular amenities

  • Pool
    PoolPool
  • Pet-friendly
    Pet-friendlyPet-friendly
  • Kitchen
    KitchenKitchen
  • Barbecue grill
    Barbecue grillBarbecue grill
  • Air conditioning
    Air conditioningAir conditioning
  • Washer
    WasherWasher

Check-in time

4:00 PM

Check-out time

10:00 AM

Explore the area

Map
Anna Maria, FL
  • Popular LocationAnna Maria Beach1 min walk
  • Popular LocationBean Point Beach7 min walk
  • Popular LocationAnna Maria City Pier12 min walk
  • AirportSarasota, FL (SRQ-Sarasota-Bradenton Intl.)46 min drive

Rooms & beds

5 bedrooms (sleeps 8)

Lookout Guest 1

1 Double Bed

Lookout Guest 2

1 Double Bed

Lookout Master

1 King Bed

Pirates Bay Guest

1 King Bed

Pirates Bay Master

1 King Bed

4 bathrooms

Pirates Bay Bath 2

Bathtub or shower · Toilet

Pirates Bay Bath 2

Toilet · Shower only

Pirates Bay Master Bay

Toilet · Shower only

Pirates Lookout Bath 1

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Dining Area

About this property

Pirates Bounty by Beach Boutique Rentals

The ultimate 5 bedroom beachfront retreat on the secluded and desirable North end of Anna Maria. Only steps to the Rod and Reel Pier!

*Features include*

* Amazing beachfront retreat with private pool
* 5 total bedrooms and 4 full bathrooms
* 2 bedrooms located in beachfront ground level home
* 3 bedrooms in the newly renovated carriage house with water views
* Direct access to Bay beach
* Kayaks and SUPs
* Close proximity to shops and restaurants on Pine Avenue
* Beach chairs, umbrella and cart
* Pet friendly!

Pirates Bounty is an exclusive waterfront escape on Anna Maria Island! This 5-bedroom, 4-bath vacation rental offers panoramic water views, a private heated pool, and serene outdoor deck for a truly memorable stay. Set up as 2 private units - a 2 bedroom waterfront retreat with 3 bedroom carriage house right behind - Pirates Bounty offers togetherness and privacy for your extended family and friends getaway.

First, step inside the waterfront home known as “Pirates Bay” to find a fully equipped kitchen and open floor plan. The spacious great room and dining area are adorned with floor-to-ceiling windows, capturing every bit of the spectacular Bay views. In the evening, experience the magic of the moonlit bay and the distant glow of the Sunshine Skyway bridge - an idyllic scene to unwind and reflect.

This portion of the rental property features two king bedrooms and two full baths, one ensuite. You will find plenty of amenities, including a laundry area with full-sized washer and dryer, games, books, Wi-Fi, cable TV in each room, and tile throughout for a refreshing feel.

Next, ascend the outdoor stairs and head up to the 3 bedroom carriage house “Pirates Lookout”. The living space will beckon you with its cozy nooks and funky decor. The kitchen is fully remodeled and features a coffee bar equipped with a Keurig and drip coffee maker. On this main elevated level you will also find a comfy king bedroom and full bath accessible from the hallway.

Downstairs you will find 2 additional queen guest bedrooms connected by a Jack and Jill full bathroom. A small spiral staircase leads the way from inside the home, or you may also enter through the ground level door inside the garage. In the garage there is another full size washer and dryer as well as all the amenities you need to bring to the beach!

The true highlight of Pirates Bounty is the expansive waterfront pool deck that leads to a sandy beach and calm waters perfect for wading or swimming. Take one of the provided kayaks or stand up paddleboards out for a little exploring. It's important to note that due to recent hurricanes, the sandy beach in front of the seawall has changed and may continue to change with the tides. At high tide the water will come up to the deck.

Pirates Bounty is conveniently located steps from the Rod and Reel Pier. Indulge yourself with refreshing drinks, fresh seafood, fishing, and dolphin or manatee spotting from the pier. This 5-bedroom family retreat is your ideal spot for larger gatherings and shared memories.

PAYMENT AND CANCELLATION TERMS WHEN BOOKING ON VRBO

At the time of booking your credit card will be charged by BEACH BOUTIQUE RENTALS for your deposit payment. You will also see a separate charge by VRBO for their service fee.

We require an initial 25% deposit with final payment due 60 days prior to your arrival date. Full payment will be due immediately if the arrival date is within 60 days.

Although the VRBO policy states no refunds, we will refund in the event that you need to cancel your reservation prior to 60 days before your arrival date. We will implement our Beach Boutique cancellation policy as indicated on the rental agreement. This allows for a refund of the deposit paid minus a $250 cancellation fee and the original management fee. Within 60 days of arrival there are no refunds.

PET POLICY:

We are DOG FRIENDLY! A fee of $150 + tax is required in advance for each dog you are bringing.

2 pets maximum unless granted an exception. Weight limit of 75 lbs maximum per pet.

Due to property insurance policies and liability concerns NO dangerous breeds or aggressive animals are allowed. The following breeds (purebred or crossbred) are not permitted:

Pit Bull, Akita, Rottweiler, German Shepherd, Siberian Husky, Malamute, Doberman Pinscher, Chows, Any Wolf-dog hybrid, Any other dog that has been known to have bitten anyone

ADDITIONAL INFORMATION

We generally require a minimum stay during the high season. We are more flexible in the off season so please send us a message if your dates appear unavailable. We may be able to accommodate you!

Housekeeping will provide a starter supply of toilet paper, soap, and garbage bags but guests will likely need to replenish the supply during their stay.

Our cleaning fee includes a professional linen service. When you stay with us you can rest assured that you will have high quality linens such as those at a fine hotel. We also provide plenty of luxury bath and beach towels.

Anna Maria Island is a family community and the city imposes a strict noise ordinance. Please adhere to our good neighbor policy and observe the local quiet hours between 10 pm and 8 am. No loud music or use of the pool is allowed during these hours along with any other noise which may disturb the neighbors.

Property manager

Beach Boutique Rentals
Premier Host
Premier Host

Amenities

Pool
Kitchen
Washer
Dryer
Pet-friendly
Free WiFi

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
Minimum age to rent: 25 - Valid ID must be submitted to rental agent for property access.
Upon booking, a rental agreement will be emailed to you for your electronic signature confirming that you acknowledge and accept the house rules.
A fee of $150 + tax will be collected for each pet included on the reservation.

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

We should mention

A car is recommended for transport to and from this property

About the area

Anna Maria

Located in Anna Maria, this holiday home is on the beach. The area's natural beauty can be seen at Anna Maria Beach and Bean Point Beach. AMI Paddleboard Adventures and Fish Hole Adventure Golf are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Anna Maria, FL

What's nearby

  • Anna Maria Beach - 1 min walk
  • Bean Point Beach - 7 min walk
  • Bradenton Beach - 7 min walk
  • Anna Maria City Pier - 12 min walk
  • Anna Maria Island Museum and Historical Park - 16 min walk

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 46 min drive

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬9 min drive
  • ‪The Waterfront Restaurant - ‬13 min walk
  • ‪Sandbar Seafood & Spirits - ‬4 min drive
  • ‪The Ugly Grouper - ‬7 min drive
  • ‪Harry's Grill - ‬3 min drive

Frequently asked questions

Does Pirates Bounty by Beach Boutique Rentals have a pool?

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

Is Pirates Bounty by Beach Boutique Rentals pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Pirates Bounty by Beach Boutique Rentals?

Check-in begins at 4:00 PM.

What time is check-out at Pirates Bounty by Beach Boutique Rentals?

Checkout is at 10:00 AM.

Where is Pirates Bounty by Beach Boutique Rentals located?

Nestled on the beach, this Anna Maria holiday home is within a 10-minute walk of Anna Maria Beach and Bean Point Beach. Bradenton Beach and Bayfront Park are also within 10 minutes.

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About the host

Hosted by Beach Boutique Rentals

Host profile image
Beach Boutique Rentals on Anna Maria Island is your key to an unforgettable vacation on the beautiful Florida Gulf Coast. We offer an array of vacation rentals throughout Anna Maria Island and the greater area, one of the most sought after Florida getaways. Choose from our selection of scenic view condos, charming cottages and luxury homes. Please don't hesitate to reach out to us if you have questions about this island that we call paradise!

Premier Host

Premier Host
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