Entire home

Pirates Lookout by Beach Boutique Rentals

Photo gallery for Pirates Lookout by Beach Boutique Rentals

Welcome to Pirates Lookout
Dining room with views
Modern and funky carriage house
Adorable coffee bar area
Fully equipped kitchen
Reviews
8.0 out of 10 Very good
3 bedrooms2 bathroomsSleeps 6139.4 sq m

Popular amenities

  • Pet-friendlyPet-friendlyPet-friendly
  • KitchenKitchenKitchen
  • Barbecue grillBarbecue grillBarbecue grill
  • Free WiFiFree WiFiFree WiFi
  • Air conditioningAir conditioningAir conditioning
  • WasherWasherWasher

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

3 bedrooms (sleeps 6)

Bedroom 2

1 Double Bed

Bedroom 3

1 Double Bed

Master Bedroom

1 King Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Dining Area

About this property

Pirates Lookout by Beach Boutique Rentals

Welcome to Pirates Lookout, a slice of island paradise. This eclectic, surfer-chic carriage house is nestled on Anna Maria's North end.

*Features include*

* Chic and newly renovated carriage house with water views
* Direct access to Bay beach
* Kayak and SUP
* 3 bedrooms and 2 full bathrooms
* Sleeps six
* Close proximity to shops and restaurants on Pine Avenue
* Beach chairs, umbrella and cart
* Pet friendly!

Perfect for families, couples, or close-knit friends, Pirates Lookout is a stylish and fun retreat for up to 6 guests. Ascend the outdoor stairs and enter the main living space that will beckon you with its cozy nooks and funky decor. The kitchen is fully remodeled and features coffee bar equipped with a Keurig and drip coffee maker. Take in glimpses of the water from the dining area and outdoor deck. 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 a full size washer and dryer as well as all the amenities you need to bring to the beach!

Pirates Lookout offers all the modern amenities such as Wi-Fi, cable TV in each room, and tile throughout for a refreshing feel. Outside enjoy the private beach path, kayaks, SUP, and gas grill. 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 wall.

Pirates Lookout 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. In front of this property is “Pirates Bay” - a stunning two bedroom waterfront pool house - although no amenities are shared when you rent Pirates Lookout, you can rent both units for a 5-bedroom family retreat, ideal 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

Kitchen
Washer
Dryer
Pet-friendly
Free WiFi
Water view

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.

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

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 waterfront. 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

Is Pirates Lookout by Beach Boutique Rentals pet-friendly?

Yes, pets are allowed at this property.

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

Check-in begins at 4:00 PM.

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

Checkout is at 10:00 AM.

Where is Pirates Lookout by Beach Boutique Rentals located?

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

Reviews

8.0

Very good

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 0 out of 1 reviews" "
Rating 8 - Good. 1 out of 1 reviews" "
Rating 6 - Okay. 0 out of 1 reviews" "
Rating 4 - Poor. 0 out of 1 reviews" "
Rating 2 - Terrible. 0 out of 1 reviews" "

10/10

Cleanliness

6.0/10

Check-in

6.0/10

Communication

8.0/10

Location

4.0/10

Listing accuracy

Reviews

8/10 Good

Alyssa J.

Liked: Cleanliness, location
Disliked: Listing accuracy
Cute Place
The house was nice but the downstairs toilet leaked. The main reason why I am not rating this property a 5 is because it said this was a beachfront property which is not true you are behind a house that has steps to get directlt in the ocean. You can not put chairs down or an unbrella.
Stayed 4 nights in May 2024

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
They consistently provide great experiences for their guests
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