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

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Enjoy dining al fresco at Skinny's Place, where a palm tree and wooden furnishings create a charming atmosphere.
Stroll along the picturesque pathway, lined with lush greenery and white picket fences.
Enjoy a serene beach experience with calm seas and soft sand.
Enjoy meals in this kitchen with a dining area featuring an oven, refrigerator, and table with chairs.
Relax by the pool surrounded by comfortable lounge chairs and lush greenery.

Reviews

10 out of 10
Exceptional

Entire condo

2 bedrooms1 bathroomSleeps 6700 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Air conditioning
  • Outdoor Space

Explore the area

Map
Holmes Beach, FL
  • West Coast Surf Shop
    ‪6 min walk‬
  • Manatee Public Beach
    ‪11 min walk‬
  • Anna Maria Sound
    ‪1 min drive‬
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪30 min drive‬

Room options

About the neighborhood

Holmes Beach

Close to the beach.Your stay at this Holmes Beach condo places you within a 10-minute walk of Bradenton Beach and AMI Paddleboard Adventures. West Coast Surf Shop and Anna Maria Sound are also within half a mile (1 km).
View more Condo Rentals in Holmes BeachOpens in a new window

What's nearby

  • West Coast Surf Shop - 6 min walk - 0.4 miles
  • Manatee Public Beach - 11 min walk - 0.6 miles
  • Holmes Beach Beaches - 17 min walk - 0.9 miles
  • Anna Maria Sound - 1 min drive - 0.3 miles
  • Coquina Beach - 8 min drive - 3.7 miles

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 26 min drive

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬9 min walk
  • ‪Wicked Cantina - ‬3 min drive
  • ‪Anna Maria Oyster Bar on the Pier - ‬5 min drive
  • ‪Beach House Waterfront Restaurant - ‬4 min drive
  • ‪Skinny's Place - ‬7 min walk

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.


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.

Other 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.

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.
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.

Property manager

Anna

Languages

English

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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 transportation

  • Car recommended
  • Wheelchair-accessible parking available

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • 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 elevator (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
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • Near a health/beauty spa
  • Near an outlet shopping mall
  • 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
  • Snorkeling 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 available
Minimum check-in age: 21

Check-out

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

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

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

Frequently asked questions

How close is Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room. to the airport?

This condo is 16.2 mi (26-min drive) away from the Sarasota-Bradenton Intl. Airport (SRQ) airport, the closest popular airport to the property.

Does Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room. have an airport shuttle?

Airport shuttle services are not available at this condo.

How close is Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room. to the beach?

This condo is a short 1-minute walk from Bradenton Beach and 10-minute walk from Manatee Public Beach. Don't forget your sunscreen!

Does Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room. offer free breakfast?

This condo does not offer free breakfast.

Is there a casino at Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.?

No, there is no casino at this condo.

What time is check-in at Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.?

Check-in begins at 3:00 PM.

Is there free parking at Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.?

Free parking is not available at this condo.

Does Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room. have a pool?

This condo features an outdoor pool.

Does Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room. have a spa?

There are no spa services available at this condo.

How close is Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room. to downtown Holmes Beach?

This condo is 0.2 mi away from Holmes Beach.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 229 out of 241 reviews
Rating 8 - Good. 12 out of 241 reviews
Rating 6 - Okay. 0 out of 241 reviews
Rating 4 - Poor. 0 out of 241 reviews
Rating 2 - Terrible. 0 out of 241 reviews

9.8/10

Cleanliness

8.0/10

Amenities

10/10

Property conditions & facilities

8.0/10

Eco-friendliness

Reviews

10/10 Excellent

Amanda F.

Liked: Cleanliness

Amazing!

This exceeded all of our expectations. Short walk to the beach. Was provided a wagon, umbrella, beach towels, toys for the kids, a cooler, beach chairs, and so much more. Couldn’t have asked for a better stay.
Stayed 4 nights in Jun 2025

10/10 Excellent

Trenton K.

Liked: Cleanliness

#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

10/10 Excellent

Madalyn V.

Liked: Cleanliness
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

10/10 Excellent

Barry D.

Liked: Cleanliness

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

10/10 Excellent

Tanya A.

Liked: Cleanliness

Wonderful Week

We had a great week! Being right across from the beach was perfect. And we had the pool to ourselves as well. The kitchen was probably the best stocked we’ve seen in terms of appliances, utensils, and seasonings. Communication with the owner was great. We would love to stay again in the future.
Stayed 7 nights in Apr 2025

10/10 Excellent

Kathleen W.

Liked: Cleanliness

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

10/10 Excellent

Daisy K.

Liked: Cleanliness

Book this place!

Excellent location. Right next to the beach. Yes there is a road in between. However it’s close. Do not let that deter you. Condo was great all redone. Excellent amenities. This unit is located right next to the pool. Which is great for kids
Stayed 7 nights in Mar 2025

10/10 Excellent

William C.

Liked: Cleanliness

Sea Pirate

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

10/10 Excellent

Aaron K.

Liked: Cleanliness

Great host, location, and accommodations

The property was really great and the host superb. We were staying there the week of Hurricane Helene, and unfortunately were required to evacuate after just a few days into our stay. The host was so amazingly gracious and helpful! She gave us regular updates as to the status of the hurricane, and when the emergency order came to evacuate, she notified us to make sure we were aware. She graciously gave us a 100% refund due to the extenuating circumstances. I'm sad to think that the place we stayed at probably got battered pretty badly during the storm surge of the hurricane. I hope they are able to rebuild and continue to offer this great Vrbo.
Stayed 5 nights in Sep 2024

8/10 Good

grady g.

Liked: Cleanliness

1st Wedding Anniversary

We love AMI. The heads up on the pool being out of service and the choice of full cancellation or the partial refund was appreciated. However, we were not informed that our unit was right beside the pool and that workers would be running gas powered water pumps and jack hammers starting early in the mornings.This was right behind the livingroom and master bedroom walls and made late sleep in and day time relaxing on the patio impossible. If this unit was located anywhere else on the property this would have not been an issue. We did meet two of the property owners of other units during our stay and they were terrific people. I was told that the owners of our unit are too. By most appearances of the property, we can see the pride they take in their property and the desire to have happy tnents. The only suggestion is to please clean better under the king bed in the master. In my final inspection I found several pills lost by previous tenants and quite a bit of dust and dirt bunnys hiding out there. Overall, when the pool is repaired I'm sure we will be coming back to this location and will have the perfect experiance. Thank You. In the end, the home had everything we needed to enjoy our tstay Grady and Trina Gordonbackrepairedhutenantstebissue
Stayed 7 nights in Sep 2024

10/10 Excellent

Mandy H.

Liked: Cleanliness

Perfect place right next to the beach!

My now husband and I stayed here on the week he proposed. So, it will always be one of my favorite places.<3 The condo was super cute and comfortable, had everything we needed. The pool is right next to this condo unit. We enjoyed meeting the other families staying there.
Stayed 7 nights in Jul 2024

8/10 Good

Eva A.

Liked: Cleanliness

Great vacation

Location location location!
Stayed 7 nights in Sep 2024

10/10 Excellent

Cory

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

10/10 Excellent

Taryn P., Ohio

Liked: Cleanliness

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

8/10 Good

Igor K.

Liked: Cleanliness
Stayed 7 nights in May 2024

10/10 Excellent

Jodi L.

Liked: Cleanliness

AMI Girls Trip

We were in AMI for a week long beach vacation. The Sea Pirate was the perfect location, pool was bigger than we expected, patio area was great & kitchen well stocked. Would definitely stay again!☀️🏖️
Stayed 7 nights in Jun 2024

10/10 Excellent

Kristi H.

Liked: Cleanliness

Aarrrgh!

We have a very nice time. Enjoyed your condo!! Love Holmes Beach
Stayed 5 nights in Jun 2024

10/10 Excellent

Alina S.

Liked: Cleanliness

Great location!

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

10/10 Excellent

Leslie

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

10/10 Excellent

Cindy V.

Liked: Cleanliness

Loved our experience

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

10/10 Excellent

nate s.

Liked: Cleanliness

Great place

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

10/10 Excellent

Mary W.

Liked: Cleanliness

Cute Cottage close to beach

Nicely decorated comfortable beach cottage. Liked location to beach. Very clean. Enjoyed beach and pool. Nice quiet area.
Stayed 4 nights in May 2024

10/10 Excellent

Barbara D.

Liked: Cleanliness

cozy

Property was clean and comfortable. The kids enjoyed the pool and the patio to with the grill was nice for cooking out. Easy access to beach and all the accessories were in excellent shape and were great for the beach.
Stayed 7 nights in Apr 2024

10/10 Excellent

Gloria W., Jacksonville

Liked: Cleanliness

Awesome VRBO!

Anna's place was outstanding in amenities and location. The unit has everything you need. We even cooked out on the grill and enjoyed the pool area. As always, we appreciated access to the beach area being so near and also shopping and restaurants. You won't go wrong by booking this beautiful unit.
Stayed 4 nights in Apr 2024

10/10 Excellent

Ashley L.

Liked: Cleanliness

Excellent location

We enjoyed our stay! Everything was convenient and the beach access and heated pool were awesome to have. It was just the right size condo for our family of 3. Hope to return!
Stayed 7 nights in Mar 2024