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Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.

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Beach nearby, sun-loungers, beach towels
Fridge, microwave, oven, stovetop
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Property grounds
Beach nearby, sun-loungers, beach towels

Reviews

10 out of 10
Exceptional

Entire condo

2 bedrooms1 bathroomSleeps 665 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View in a map
Holmes Beach, FL
  • Place, Bradenton Beach
    ‪2 min walk‬
  • Place, Anna Maria Sound
    ‪6 min walk‬
  • Place, Manatee Public Beach
    ‪12 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪38 min drive‬

Room options

About this property

Entire place

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

Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.

VRC16-000018

Cottage By the Sea is a (no smoking) Unit within the charming Sea Pirate condo complex located on a tranquil and desirable stretch of Gulf Drive in Holmes Beach, Florida. It is tucked away right across the street (less than 100 ft.) from the turquoise waters of the Gulf of Mexico and the expansive uncrowded and unspoiled white sands of Holmes beach.

This completely renovated, and beautifully decorated unit with new furniture and linens for the bedrooms, ceramic tile floors, and a new kitchen, new appliances, has 2 bedrooms and 1 bathroom and can accommodate comfortably five guests; sorry no pets allowed. Master bedroom has king size bed with Smart TV. In the 2nd bedroom, also with Smart TV, are 3 twin size beds.
The spacious living room is furnished with 2 leather sofas, and also has a Smart TV.

Amenities include dishes, cook ware, utensils, dishwasher, microwave, toaster, coffee maker, on-site coin operated laundry, linens, central air conditioning/heat, free cable TV, free Wi-Fi, BBQ grill, a spacious private (gated) patio to soak in more sunshine, and relaxation and for al fresco dining. A refreshing dip in the large, heated pool is just steps from your front door. One parking space is assigned to the unit, second car can be parked right behind or in a guest spot.

Provided at arrival
a. Bathroom:
shampoo, body wash, hand soap, TP (3 rolls), bath towels, wash cloths, hair dryer
b. Kitchen:
Dishwasher pods, trash bags, paper towels (1 roll), coffee, sugar, tea, various
spices.
c. Beach:
Beach towels (6)
Beach chairs (3)
Beach wagon
Beach umbrella
Beach toys for kids
Small cooler

Cottage By the Sea is within walking distance to shopping and restaurants where you'll find a full grocery store, pharmacy, beach shops, and restaurants - you can shop for souvenir items of choice and have dinner at any of the restaurants or you can take a sightseeing tour around Anna Maria Island on the free trolley making stops on the north side up to the historic Anna Maria Pier and southwards down to the historic Bridge Street in Bradenton Beach and further down to the Coquina Beach.

City of Holmes Beach Vacation Rental License: VRC16-000018
Max Occupancy: 5 Guests | Max Vehicles: 1
Quiet Hours: 10 p.m. - 7 a.m. - please respect your neighbors
Min stay requirements by city ordinance are 7 nights.

For security purposes, a Ring doorbell is present at the front door. There are no other cameras present in or outside the building or on the property. Monitoring of Ring is inactivated when guests are present.
During your stay at this condo building, you're just a quick walk from Bradenton Beach. Enjoy features like free WiFi in public areas, plus an outdoor pool and laundry facilities. The condo offers free WiFi and a kitchen.
  • Air-conditioned condo with kitchen, washing machine and balcony or patio
  • Free WiFi
  • Take a swim in the outdoor pool
  • Amenities include laundry facilities
  • On-site recreation includes a playground
  • Steps from Bradenton Beach and 9 minutes by car from Anna Maria Beach
Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room. offers its guests an outdoor pool, barbecue grills, and laundry facilities. WiFi is free in public spaces.

This Holmes Beach condo is smoke free.

Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Pool/Spa

  • Communal pool
  • Heated pool
  • Outdoor pool

Internet

  • Available in the condo: Free WiFi

Parking and transport

  • Car recommended
  • Wheelchair-accessible parking available

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Games
  • Smart TV with cable channels

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Front entrance ramp
  • No lift (single-level property)
  • Pool access ramp on site
  • Single level property
  • Tile flooring in public areas
  • Well-lit path to entrance
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible pool
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • Near a health/beauty spa
  • Near an outlet shopping centre
  • Near the marina

Things to do

  • Heated pool
  • Birdwatching nearby
  • Casino nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Scuba diving 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)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • At least 80% lighting from LEDs
  • Double-glazed windows
  • Unit size: 700 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 21

Check-out

Check-out before 10:00 AM
Contactless check-out

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

Rules

The reservation will be canceled if second (or final) payment is not received by due date.
Travelers are strongly advised to purchase 'Cancel for any reason" travel insurance
Absolutely no smoking in the apartment. Violators are subjects to eviction.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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, a first aid kit and a deadlock
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.
Property Registration Number Cnd5105153

Property is also known as

Family Friendly Cottage Sea Anna Maria Island Beach Chairs Incl
Sea Pirate 8 Family Friendly Cottage Sea Anna Maria Island Condo
Sea Pirate 8 Family Friendly Cottage Sea Anna Maria Island Condo
Sea Pirate 8 Family Friendly Cottage Sea Anna Maria Island

Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room. Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 244 out of 257 reviews
Rating 8 - Good. 13 out of 257 reviews
Rating 6 - Okay. 0 out of 257 reviews
Rating 4 - Poor. 0 out of 257 reviews
Rating 2 - Terrible. 0 out of 257 reviews

9.8/10

Cleanliness

8.0/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Elizabeth A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place - exactly as described. The proximity to the beach and heated pool were the highlights!
Stayed 8 nights in Dec 2025
Verified

10/10 Excellent

Judy T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice, great location, Anna was always prompt on returning my messages. I loved how everything was stocked TP,Paper towel, shampoo, cream rinse etc.
Stayed 8 nights in Jan 2026
Verified

10/10 Excellent

Richard B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was in contact week prior to our arrival and provided a complete listing of items available on the property. Kitchen totally equipped. Property decorated nicely and is spotless clean. Most enjoyable VRBO stay we have had.
Stayed 13 nights in Jan 2026
Verified

10/10 Excellent

Lori T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay so close to the beach & a great Host! Had a fantastic time on AMI
Stayed 7 nights in Oct 2025
Verified

10/10 Excellent

Maribeth T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Relax and unwind along the shore of Holmes Beach. Sunny skies, soft sand beneath your toes, and breathtaking sunsets are the perfect escape.
Stayed 14 nights in Nov 2025
Verified

10/10 Excellent

Ashley K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was the perfect location!! This little condo had everything we needed and was absolutely the best!
Stayed 10 nights in Jul 2025
Verified

10/10 Excellent

Trisha N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beach access was perfect. We felt the location was centrally located to all we wanted to do/see. Pool was nice.
Stayed 5 nights in Jul 2025
Verified

10/10 Excellent

Tracy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The condo was very clean, comfortable and has everything you need. The location couldn’t be better - so close to the beach and short walking distance to restaurants, grocery, shops and free trolley. Anna was great to deal with. Our second time on AMI at this location and we will be back!
Stayed 4 nights in Oct 2025
Verified

10/10 Excellent

Patrick S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect stay! Anna was a wonderful host - so helpful and kind. We loved the place so much we could have moved in! The beach is just steps away and shops are within walking distance. Truly a perfect vacation rental. Thank you, Anna, for a wonderful time
Stayed 11 nights in Sep 2025
Verified

10/10 Excellent

Lois B.

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

Wonderful place to stay

We usually come every year and it’s a great place and owner is great!
Stayed 7 nights in Jun 2023
Verified

10/10 Excellent

Kathleen W.

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

Great place very close to the beach

We had a great time at sea pirate 8. Everything we needed was there and the location couldn’t be any better. We really enjoyed our stay and will definitely return for future vacations.
Stayed 10 nights in Apr 2025
Verified

10/10 Excellent

Trenton K.

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

#1 on AMI

Hands down best place on AMI that we’ve stayed so far. Super clean, easy check in/check out process, excellent location, great host. Will stay again.
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

nate s.

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

Great place

Easy check in, nice amenities, super location, nice efficient pool.
Stayed 4 nights in May 2024
Verified

10/10 Excellent

Cory

Liked: Cleanliness, amenities, property conditions & facilities, communication
Condo was very clean, conveniently located, and would definitely stay here again.
Stayed 4 nights in Aug 2024
Verified

10/10 Excellent

Barry D.

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

Perfect location on AMI

Perfect location to beach, shopping and groceries. Very clean place with all new beds and furniture,host answered all questions,would definitely stay again
Stayed 7 nights in Apr 2025
Verified

10/10 Excellent

Corey C.

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

Great stay

Perfect location on AMI Convenient to everything Clean, great pool and just as advertised
Stayed 4 nights in Apr 2023
Verified

10/10 Excellent

Carl F.

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

Great Stay

Great location , clean space and the owner was easy to communicate with We will Return!
Stayed 7 nights in Sep 2023
Verified

10/10 Excellent

Leslie

Liked: Cleanliness, property conditions & facilities, communication
Location was perfect. Short distance to the beach! Loved it!
Stayed 7 nights in May 2024
Verified

10/10 Excellent

Cindy V.

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

Loved our experience

The condo is a very nice place to stay. I would stay here again.
Stayed 7 nights in May 2024
Verified

8/10 Good

Eva A.

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

Great vacation

Location location location!
Stayed 7 nights in Sep 2024
Verified

10/10 Excellent

Alina S.

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

Great location!

Loved this location. Easy beach access!
Stayed 7 nights in Jun 2024
Verified

10/10 Excellent

Marla L.

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

Wonderful property!

The property was clean and very convenient to the beach! Will definitely stay again.
Stayed 4 nights in May 2023
Verified

10/10 Excellent

Madalyn V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for our family of 4, with kids ages 3&5. We loved the heated pool and being steps from the beach. Great location, within close walking distance to grocery and restaurants. Host was very responsive, as was the property manager. Will book again!
Stayed 5 nights in Apr 2025
Verified

10/10 Excellent

William C.

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

Sea Pirate

Wonderful place to stay on Holmes Beach!
Stayed 14 nights in Feb 2025
Verified

10/10 Excellent

Taryn P.

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

Family Vacation

Wonderful place to stay! Great hosts and communication! Clean and so close to the beach! Definitely would recommend!
Stayed 7 nights in Aug 2024