Entire home
NEW Listing! Book FALL & HOLIDAY Specials! Newly Renovated End Unit Townhouse!!
Family-friendly holiday home in St. Augustine with an outdoor pool
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2 bedrooms2 bathroomsSleeps 6110.0 sq m
Popular amenities
Explore the area
St. Augustine, FL
- Place, St. Augustine Beach1 min walk
- Place, St. Johns County Ocean Pier2 min drive
- Place, Anastasia State Park6 min drive
- Airport, St. Augustine, FL (UST-Northeast Florida Regional)21 min drive
Rooms & beds
2 bedrooms (sleeps 6)
Bedroom 1
2 Double Beds
Bedroom 2
1 King Bed
2 bathrooms
Bathroom 1
Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer
Bathroom 2
Soap · Towels provided · Bathtub or shower · Toilet · Shampoo
Spaces
Deck or patio
Kitchen
Balcony
Outdoor play area
Garden
Dining area
About this property
NEW Listing! Book FALL & HOLIDAY Specials! Newly Renovated End Unit Townhouse!!
***NEW OWNERSHIP and NEW VRBO LISTING!*** All new flooring, paint, kitchen updates, rugs, bedding, linens, and patio furniture! Major renovations just completed in September! Lots of new comfortable furniture and design updates completed! Take advantage of LOW PRICING for this new listing now before prices go up!!! Owner and host, Kim, is a Vrbo Premier Host! Owners also have 2 other properties (in St. Augustine, Florida and Lenoir City, Tennessee) with 27 excellent reviews and an overall 10.0 rating!
The holidays are the most wonderful time of the year in St. Augustine!! Enjoy a winter getaway to 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 15, 2025 and continues nightly through January 11, 2026. Portside will be decorated 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 5 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, colorful, 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. 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:
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, and you’ll catch a beautiful ocean view from the windows and upstairs balcony.
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 will have twin bunks added this winter, which works great for families or small groups. Both bedrooms have TVs, but don’t be surprised if you forget they’re even there.
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 a beach cruiser and go.
- Pull into the private garage and you’ll find everything you need: beach chairs, a beach umbrella, beach toys and games, and a grill.
- Full access to the washer and dryer so you're always fresh for the next adventure.
- Just a short stroll on the boardwalk to the sand!
The Neighborhood:
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. One pool is heated when seasonally appropriate. 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 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!
The holidays are the most wonderful time of the year in St. Augustine!! Enjoy a winter getaway to 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 15, 2025 and continues nightly through January 11, 2026. Portside will be decorated 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 5 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, colorful, 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. 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:
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, and you’ll catch a beautiful ocean view from the windows and upstairs balcony.
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 will have twin bunks added this winter, which works great for families or small groups. Both bedrooms have TVs, but don’t be surprised if you forget they’re even there.
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 a beach cruiser and go.
- Pull into the private garage and you’ll find everything you need: beach chairs, a beach umbrella, beach toys and games, and a grill.
- Full access to the washer and dryer so you're always fresh for the next adventure.
- Just a short stroll on the boardwalk to the sand!
The Neighborhood:
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. One pool is heated when seasonally appropriate. 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 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!
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Amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
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- Kitchen
- Washer
- Dryer
- Pet-friendly
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs less than 23 kg per pet (limit one pet total)
Smoking
Smoking is not permitted
Check-out instructions
The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
Please make sure you start the dishwasher and return the parking pass and garage door opener to the basket on the kitchen table.
Failure to complete these may result in a negative review from the host.
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
Long-term renters welcome
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
St. Augustine
St. Augustine is home to this holiday home. Shoppers can check out St. George Street, while everyone can enjoy the natural beauty of St. Augustine Beach and Vilano Beach. Travelling with kids? Consider Fiesta Falls Mini-Golf and St. Augustine Alligator Farm Zoological Park.
St. Augustine, FL
What's nearby
- St. Augustine Beach - 1 min walk - 0.2 km
- St. Johns County Ocean Pier - 2 min drive - 2.7 km
- Butler Beach - 3 min drive - 3.1 km
- Anastasia State Park - 6 min drive - 6.5 km
- St. George Street - 10 min drive - 10.8 km
Getting around
Restaurants
- Circle K - 2 min drive
- Crabby's Beachside - 2 min drive
- Salt Life Food Shack - 2 min drive
- Beachcomber - 12 min walk
- Circle K - 3 min drive
Frequently asked questions
Reviews
Reviews
No reviews yet
Be the first to leave a review for this property after your stay.
About the host
Hosted by Kimberly Goldsborough
Hey there! We're Michael and Kim, along with our 3 daughters. We are happily settled living in Knoxville, TN, but we’ve always dreamt about having our own beach spot. Throughout our marriage, we've loved exploring different beaches, from Massachusetts to Florida, always keeping an eye out for that perfect place that feels just right for us.
We're definitely Atlantic Ocean people. Our family loves everything about it - playing in the waves, boogie boarding, building sandcastles, splashing in the tide pools that form on the wide beaches, collecting seashells, and riding bikes on the firmer sand of the East Coast. After a trip to Disney World in 2023, we decided to wind down with a few days at the beach and stumbled upon St. Augustine. It was an instant connection.
Our first day there playing on the beach was amazing, and we quickly found our favorite spot, the Beachcomber. It’s a super laid-back restaurant right on the beach with delicious food and cocktails and a great vibe where you can sink your toes in the sand and hang out with your dog at your feet…it’s just the best. That's when we knew. St. Augustine Beach was our place. We started looking at properties and fell in love with the townhome community that we have come to own 2 properties.
That evening's walk through downtown St. Augustine, with its beautiful cobblestone streets and quaint shops, just sealed the deal for us. After spending a day looking at other properties, our hearts kept coming back to this spot. And now, it's ours. It's more than just a beach place; it's a part of our family's story. We're thrilled to have a home in America's oldest city, a place full of history and charm, not to mention the fantastic beach and all the places in walking distance like mini golf, ice cream shops, Island Donut, the pier, the neatest coffee shop The Kookaburra, and great local restaurants. We're so excited to create more memories here and can't wait to share this hidden gem with you all!
We're definitely Atlantic Ocean people. Our family loves everything about it - playing in the waves, boogie boarding, building sandcastles, splashing in the tide pools that form on the wide beaches, collecting seashells, and riding bikes on the firmer sand of the East Coast. After a trip to Disney World in 2023, we decided to wind down with a few days at the beach and stumbled upon St. Augustine. It was an instant connection.
Our first day there playing on the beach was amazing, and we quickly found our favorite spot, the Beachcomber. It’s a super laid-back restaurant right on the beach with delicious food and cocktails and a great vibe where you can sink your toes in the sand and hang out with your dog at your feet…it’s just the best. That's when we knew. St. Augustine Beach was our place. We started looking at properties and fell in love with the townhome community that we have come to own 2 properties.
That evening's walk through downtown St. Augustine, with its beautiful cobblestone streets and quaint shops, just sealed the deal for us. After spending a day looking at other properties, our hearts kept coming back to this spot. And now, it's ours. It's more than just a beach place; it's a part of our family's story. We're thrilled to have a home in America's oldest city, a place full of history and charm, not to mention the fantastic beach and all the places in walking distance like mini golf, ice cream shops, Island Donut, the pier, the neatest coffee shop The Kookaburra, and great local restaurants. We're so excited to create more memories here and can't wait to share this hidden gem with you all!
Why they chose this property
We chose Portside for one main reason. Location! An end unit facing the pool with ocean views right next to the beach boardwalk- perfection! I wanted to wake up to hear the ocean and be able to sink my toes in the sand in a couple of minutes with my coffee. We love to ride bikes, go on beach walks, relax at the pools, and of course spend endless hours on the beach! We love how much is in walking distance of the Ponce Landing community. If you never wanted to drive anywhere all week, you could easily walk or bike to all the amazing local restaurants and entertainment from mini golf right next door to fishing, playing volleyball, and enjoying the playground and splash pad at the pier.
While the location is super convenient to anything and everything, Portside is very private and in a quiet but lively neighborhood. To us, it's the perfect mix! If you're looking for more adventure or you want to get into the history of St. Augustine, you're only a 10 minute drive from all of the attractions downtown. The city of St. Augustine has SO much to offer! The Castillo de San Marcos National Monument and Ponce de Leon's Fountain of Youth Archaeological Park cannot be missed! Strolling the pedestrian only streets of St. George St. and Aviles St. checking out all the shops and restaurants is such a delight! Even closer than downtown, the St. Augustine Alligator Farm Zoological Park, the St. Augustine Lighthouse & Maritime Museum, Matanzas Inlet, and Anastasia State Park are all fantastic sites to explore!
So whether you're looking for just a relaxing beach trip or you like to go out and do things a lot, Portside is the perfect place for you and your family! If you have a large family or are planning to travel with friends, you can also rent our beachfront property, Anchors Aweigh, that's right across the driveway!
While the location is super convenient to anything and everything, Portside is very private and in a quiet but lively neighborhood. To us, it's the perfect mix! If you're looking for more adventure or you want to get into the history of St. Augustine, you're only a 10 minute drive from all of the attractions downtown. The city of St. Augustine has SO much to offer! The Castillo de San Marcos National Monument and Ponce de Leon's Fountain of Youth Archaeological Park cannot be missed! Strolling the pedestrian only streets of St. George St. and Aviles St. checking out all the shops and restaurants is such a delight! Even closer than downtown, the St. Augustine Alligator Farm Zoological Park, the St. Augustine Lighthouse & Maritime Museum, Matanzas Inlet, and Anastasia State Park are all fantastic sites to explore!
So whether you're looking for just a relaxing beach trip or you like to go out and do things a lot, Portside is the perfect place for you and your family! If you have a large family or are planning to travel with friends, you can also rent our beachfront property, Anchors Aweigh, that's right across the driveway!
What makes this property unique
We absolutely love how our property has a garage. It creates the ultimate conveniences from loading and unloading luggage and groceries, to storing sandy beach gear, to housing all the fun extras that we offer at Portside. We are all about having a good time, and we want to make SURE you have a good time when visiting our place! We provide 2 adult beach cruisers, beach chairs, beach umbrella, and tons of beach toys for your enjoyment. The garage also includes a charcoal grill and a washer and dryer for you to use.
Our location is perfect!!! If you know anything about real estate, the most important thing is “location, location, location!” Being the end unit in the 2nd building right next to the beach boardwalk, Portside offers lots of privacy, but you are steps away from the boardwalk to the ocean. The walls are thick and well insulated, so the house is very quiet and relaxing. Our community is small and peaceful but situated in a great area of A1A Beach Blvd. You can walk or bike to many local restaurants and activities! We are right next door to Fiesta Falls Miniature Golf that’s so much fun for the whole family!! Our home is an easy 10 minute drive from downtown and all of the beautiful attractions St. Augustine has to offer! The town is so charming with tons of character and packed with history!
Aside from activities to enjoy outside in beautiful St. Augustine Beach, we also stocked the TV cabinet with games, cards, and puzzles to play with your family and friends. Our place is well appointed, cozy, and comfortable with plenty of pillows and blankets to curl up on the couch with a good book or to watch a movie.
There's something for everyone at Portside- no doubt! Book a stay at a place where you can make memories that will you won't forget!
Our location is perfect!!! If you know anything about real estate, the most important thing is “location, location, location!” Being the end unit in the 2nd building right next to the beach boardwalk, Portside offers lots of privacy, but you are steps away from the boardwalk to the ocean. The walls are thick and well insulated, so the house is very quiet and relaxing. Our community is small and peaceful but situated in a great area of A1A Beach Blvd. You can walk or bike to many local restaurants and activities! We are right next door to Fiesta Falls Miniature Golf that’s so much fun for the whole family!! Our home is an easy 10 minute drive from downtown and all of the beautiful attractions St. Augustine has to offer! The town is so charming with tons of character and packed with history!
Aside from activities to enjoy outside in beautiful St. Augustine Beach, we also stocked the TV cabinet with games, cards, and puzzles to play with your family and friends. Our place is well appointed, cozy, and comfortable with plenty of pillows and blankets to curl up on the couch with a good book or to watch a movie.
There's something for everyone at Portside- no doubt! Book a stay at a place where you can make memories that will you won't forget!
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