Fall & Holiday Deals! NEWLY Remodeled Oceanside Townhouse!!! Pets Pools Bikes!

***Check out and take advantage of our gap deals and fall special pricing!***

Major renovations completed! Lots of new comfortable furniture and design updates! All new furniture, flooring, paint, kitchen updates, rugs, bedding, linens, and patio furniture in the past year!

The holidays are the best time of year in St. Augustine!! Enjoy a comfortable and festive stay at Portside and experience the world famous Nights of Lights! Come see the magical sights in the Nation's Oldest City with over 3 million sparkling lights! National Geographic magazine named the display one of the 10 best locations in the world to see holiday lights! Nights of Lights begins November 22, 2026 to January 18, 2027. Portside is decorated with a tree and ready for all of our winter guests!

Welcome to Portside, your sun-soaked, boho-inspired beach escape in St. Augustine. Just steps from the sand and 10 minutes from the heart of the nation's oldest city, this end-unit townhome offers a tropical, design-forward vibe that’s relaxed, playful, and totally unforgettable.

If you like the vibe of a breezy mix of sunshine, rattan, and sea air, this is it. Portside is just off the beach in St. Augustine Beach, a light-filled end-unit townhouse with an ocean view and that’s quiet and private. It’s not overly styled or trying too hard. It’s relaxed, colourful, and full of natural textures that make you feel like you’ve really arrived somewhere worth slowing down for.

Our sister property right across the driveway, Anchors Aweigh, is directly oceanfront and can be rented with Portside to sleep a total of 15 people combined! Portside has a vibe of its own- brighter, vibrant, and a bit more funky. We know you'll love it too. If you have a larger group and want to rent 2 units to travel with family or a group of friends, book Portside and Anchors Aweigh together to give you a 4 bedroom, 4 bath combination with plenty of room to spread out and have fun gatherings paired with privacy. Message Kim with any questions, and check out the link for more information and lots of 5 star reviews! https://www.vrbo.com/3890258

Inside the Space:

This stylish townhouse is 1180 square feet with 2 bedrooms, 2 bathrooms, and a private garage. Both bedrooms are upstairs, and each has its own balcony, allowing for maximum privacy and comfort. One full bathroom is downstairs. The primary bedroom has a king bed and a private balcony where you can feel the breeze and spot the ocean in the distance. The second bedroom has 2 double beds and a twin bunk bed nook, which works great for families! This room's balcony has a beautiful view of the pool. Both bedrooms have TVs, but don’t be surprised if you forget they’re even there.

Designed with a fresh coastal palette, rattan accents, and soft natural textures, Portside feels like a boutique resort tucked into the dunes. As an end unit, it’s filled with natural light and added privacy. Relax on the back patio, or play a game of bocce ball or cornhole in the backyard. Sip your coffee enjoying views of the ocean and pools from your bedroom balconies.

The kitchen is boho chic with newer stainless appliances. It’s stocked with what you need to cook a nice meal, plus a few extras we like to keep around just in case. The open living and dining area is filled with light, thanks to the extra windows in this end unit. It’s the kind of space where you can stretch out, kick your shoes off, and not worry about anything for a while.

Easy, Elevated Living:

- Open-concept layout where the kitchen, dining, and living areas all flow together with coastal ease.
- Breezy patio and plush, grassy yard, perfect for morning yoga or happy hour.
- Only a two-minute walk to the sand. No car needed. Just grab the beach chairs or hop on one of the beach cruisers provided and go.
- Pull into the private garage and you’ll find everything you need: beach chairs, 2 beach cruiser bikes, beach umbrella, cornhole boards, bocce ball, beach toys and games, and a charcoal grill.
- Full access to the washing machine and dryer included so you're always fresh for the next adventure.
- Just a short stroll on the boardwalk to the sand!

The Area:

This isn’t just St. Augustine. It’s laid-back Anastasia Island and St. Augustine Beach, where every day starts with a salty breeze and ends with a sunset stroll. Enjoy the 2 refreshing pools in Ponce Landing. The pools are heated when seasonally appropriate. The Ponce Landing community grounds are meticulously maintained and feature a private boardwalk to the beach with an area to relax and enjoy the breeze and views. Local cafes, taco joints, and surf shops are all nearby, and downtown’s rich history is just 5 miles away. It’s the kind of spot where you can do a lot or do absolutely nothing, and either one feels like the right move.

Portside is pet friendly! One pet (50 lbs or less) is allowed with an additional cleaning fee, owner approval, and agreement to the HOA pet rules for Ponce Landing. Please indicate you have 1 pet (under the number of adults and children) when booking, and owner will email pdf of the pet rules after guest provides email address when booking.

Portside is playful, peaceful, and full of personality. It's the perfect end-unit hideaway for dreamers, families, and design lovers alike. Portside is easygoing, sunlit, and quietly stylish. Come experience the brighter side of the beach. We know you'll feel right at home!