The Harbor is a newly renovated townhome that's nestled amongst giant oaks hidden away in a safe, secluded neighborhood 5 minutes from Madeira Beach. It's upper level king bedroom, has an outdoor porch and an en suite shower bathroom. (Full disclosure, the shower is a prefab stall which are typically on the small side so it might not be comfortable for some. Please view listed pictures) The Harbor has a brand new fully equipped kitchen with a full size stove, microwave and refrigerator. This unit includes high-speed WiFi, cable and there is a new washer & dryer in a separate (shared) laundry room. There are also beach chairs, towels and coolers provided for your time on the sand.
The Fred Marquis Trail is 1 block away. This super smooth trail is a cyclists' dream. It was created along 38 miles of abandoned railroad tracks and it provides a unique, protected greenspace for walking, jogging, skating, and biking. You'll find Blossom Lake Park within walking distance. There is an exercise track, active basketball court and open field great for football/soccer or kites, as well as rest areas, water fountains and benches. There is a large pond with a water feature and LOTS of ducks! Take a bag of frozen peas to feed them and relax.
The new Seminole WaterFront Park saw the opening of a public kayak launch. This will drop you into calm intercoastal waters that are teaming with wildlife. This new city park is less than 10 minutes away.
The Harbor is centrally located to anything you want to do in Pinellas county. Whether you want the shopping and nightlife of downtown Saint Petersburg or the relaxation of warm waters and sugar sands of TripAdvisor's #1 ranked U.S. beaches - Saint Petersburg & Clearwater Beach The Harbor House takes you there!
No smoking, No drugs or loud parties. No more than 3 occupants and overnight guests must get approval. Owners live next door should you need any assistance during your stay.
Come dock at the Harbor House and have a whale of a time. (That's not too cheesy is it?)
Our prices include all fees. No hidden fees.
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No animals of any kind are allowed. We go through great lengths to provide a low allergen stay. ESAs are not ADA recognised and are not permitted.
Booking adults must be present at check in and must occupy the rental for the duration of the stay.
No subletting.
No parties.
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
About the area
St. Petersburg
Located in Bay Pines, a neighbourhood in St. Petersburg, this cottage is near theme parks and on a lake. Shoppers can check out John's Pass Village & Boardwalk, while everyone can enjoy the natural beauty of St. Petersburg - Clearwater Beaches and Tampa Bay. Looking to enjoy an event or a game while in town? See what's happening at St. Pete's Historic Coliseum or Jack Russell Stadium. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with horse riding and ecotours.
Bay Pines VA Medical Center - 5 min drive - 1.8 km
War Veteran Memorial Park - 5 min drive - 2.4 km
Treasure Island Fun Center - 7 min drive - 2.1 km
Lake Seminole Park - 7 min drive - 2.1 km
John's Pass Village & Boardwalk - 11 min drive - 7.9 km
Getting around
St. Petersburg, FL (PIE-St. Petersburg-Clearwater Intl.) - 24 min drive
Restaurants
Wawa - 4 min drive
Chick-fil-A - 4 min drive
McDonald's - 4 min drive
Texas Roadhouse - 3 min drive
Starbucks - 4 min drive
Frequently asked questions
Is Drop anchor with the one you love pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Drop anchor with the one you love?
As of 3 Apr 2026, prices found for a 1-night stay for 2 adults at Drop anchor with the one you love on 5 Apr 2026 start from £933, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Drop anchor with the one you love?
On-site parking is available at the property.
What time is check-in at Drop anchor with the one you love?
Check-in begins at 4:00 PM.
What time is check-out at Drop anchor with the one you love?
Checkout is at 11:00 AM.
Where is Drop anchor with the one you love located?
Located in Bay Pines, this cottage is within 1 mile (2 km) of Bay Pines VA Medical Center and War Veteran Memorial Park. Treasure Island Fun Center and Lake Seminole Park are also within 3 miles (5 km).
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Wonderful landing spot for all the great beaches! We did Madereria, St. Pete Beach, and Clearwater and all were close by. Property owners are fantastic!
Meghan D.
Stayed 5 nights in Apr 2022
Response from VrboOwner on 20 May 2022
It was our pleasure to host you. Thank you so much for treating our home like it was yours. We'd love to have you back!
For our purposes the location was great, near family and activities that we wanted to participate in. There were only two of us so the one bedroom was perfect. The property was very clean, well appointed with everything that we needed. It was quiet, but the host was nearby if anything was needed. Would highly recommend this property.
Location is in a private neighborhood - quiet and secluded yet close to shopping, restaurants, and beaches. Bike trail practically in the backyard!. Shannon is very accommodating. Condo was comfortable with plenty of room. We enjoyed our stay!
Daryl R.
Stayed 4 nights in Feb 2024
Response from VrboOwner on 15 Feb 2024
We would absolutely host Daryl again. Great communication. Clean, quiet and respectful of property.
Our second time staying at one of Shannon’s properties and it was just right, as usual. She’s the most accommodating host I’ve ever encountered. The apartment is larger than it looks in the photos and beautifully decorated. It Has everything you need, comfy bed, washer/dryer, coffee maker.
Proximity to beaches and the Pinellas Trail are A++! Highly recommend and will be visiting again!
Talia S.
Stayed 3 nights in Sep 2022
Response from VrboOwner on 20 Sept 2022
It was our pleasure to host your family again. Thanks for taking the time to review us and for being a great guest.
This an adorable two story bungalow that was perfect for the two of us. The bed was comfy and plenty of room in the bedroom to unpack and spread out. Bathroom and kitchen well stocked and clean. It is close to many things we like to do and places where we love to eat. I would highly recommend this place. The owner is nearby and responds to texts quickly. She was very helpful and eager to make our stay comfortable. Hope y ok return again soon.
Dianna B.
Stayed 10 nights in Feb 2024
Response from VrboOwner on 31 Mar 2024
Thank you for the great review. I took hope you visit again!
Verified
8/10 Good
Thomas K.
5 Apr 2024
Liked: Cleanliness, check-in, communication
OK, but not a great choice
The place is advertised as quiet. It is not. The rental is not actually a whole house, but one unit of a shared house. The owners have two other holiday homes on the same property and also run “El Cheapo Tree Service” on the same property, including a large fleet of cars and trucks that drive past the property all day. The owners, who are very friendly and accommodating, also live on the property. So there is a constant coming and going. Under the small balcony of the unit is the air conditioning for both flats, which is incredibly loud.
Overall, the apartment is pretty, but with a few flaws. The bathroom is fitted with a carpet, even around the toilet, which we found rather disgusting. There is no dishwasher and the barbecue (with a faulty burner) has to be shared. The apartment is located in Seminole so it is a min. 40 minute drive to all the major attractions such as St Petersburg Pier, Clearwater, etc.
Thomas K.
Stayed 4 nights in Mar 2024
Response from VrboOwner on 11 Apr 2024
The Harbor and the Hideaway only share the laundry room and are considered private listings per VRBO. I hear your concerns though and I'll update the description to make it more clear for other travelers.
I'm so sorry we had to make so much noise during your stay. Unfortunately we unexpectedly had to replace the clutch in our crane. Had this been a scheduled service I would not have booked visitors.
We have a commercial property that the business is run out of so our big trucks and workers are very rarely here.
Almost all of my other reviews talk about how quiet it is. I'm truly sorry you didn't get the same experience.
Thank you for telling me about the noise from the AC units. I'll see if they need repair like the grill does and if there's a way I can dampen the noise from them.
We plan on gutting the bathroom to widen the shower this winter so laying the carpet into the bathroom was a temporary fix. (I told my flooring guy it was weird lol) but I promise I wash all the bath rugs in between each guest! Sorry you thought it was gross.
I appreciate your honest review. As a host I strive to provide a great experience for every guest. Knowing where I fall short and where I should make changes is appreciated.
About the host
Hosted by Shannon Pereira
Your hosts are Monty and Shannon Pereira. With 20+ years in the service and hospitality industries, they understand what it takes to make your experience special.
Why they chose this property
At this property you get to experience natural Florida. The neighborhood is a sleepy little hidden gem that most locals are unaware of. You'll be amazed how quiet it is being surrounded by huge oak trees, tall Australian pines and a variety of beautiful palms. Depending on when your stay is, you may be gifted with fresh Valencia pride mangoes or coconuts!
What makes this property unique
Your hosts live onsite in the back half of the sprawling property. Far enough to not be a bother but close enough to handle any concern that may arise. They both grew up in this neighborhood and can tell you all the cool local places you don't want to miss.