The Look-Out - Holiday Home

St. Augustine, FL, United States

10 guests
5 bedrooms
4 bathrooms

Experience the best of St. Augustine from this beautifully designed coastal retreat. Just minutes from the historic district and white-sand beaches, this unique property offers two thoughtfully appointed residences. Enjoy the expansive rooftop deck with sweeping views of downtown, the Intracoastal Waterway, and the iconic lighthouse. This home blends resort-style comfort with local charm—ideal for relaxing getaways or unforgettable adventures.

Good to know

•Home Layout • Upper Unit (2nd and 3rd floor): Two-level home (2nd and 3rd floor) with a private rooftop balcony Includes a chic living area, full kitchen, dining area, 2 bedrooms, and 2 full bathrooms Lower Unit: Single-level (1st floor) home with a spacious open layout Includes a comfortable living area, full kitchen, dining area, 3 bedrooms, and 2 full bathrooms •Bedrooms • Upper Unit (2 Bedrooms): Bedroom 1 – Queen Bed (Sleeps 2) Bedroom 2 – Queen Bed (Sleeps 2) •Bedrooms • Lower Unit (3 Bedrooms): Bedroom 1 – King Bed (Sleeps 2) with ensuite Bathroom Bedroom 2 – Queen Bed (Sleeps 2) Bedroom 3 – Queen Bed (Sleeps 2) Bathrooms Each unit has 2 full bathrooms stocked with bath essentials, including shampoo, body wash, fresh towels, toilet paper, and a hairdryer. Sheets & Towels Both units are professionally cleaned before each stay and supplied with fresh linens and towels, prepared based on guest count: •Bed linens and blankets• Bath towels Washcloths Hand towels •Kitchen & Dining• Each unit features a modern, fully equipped kitchen adjacent to a cozy dining space, with stylish appliances and everything needed for meal preparation. The open design creates a seamless flow between cooking, dining, and gathering—perfect for enjoying meals and memories together. •Living Areas• Both units offer spacious, light-filled living rooms with plush seating, tasteful décor, and large windows. The open layouts connect easily to the kitchens and dining areas, creating a warm, social atmosphere for unwinding or entertaining. •Outdoor Space• The backyard, shared between both units, is designed for relaxation and recreation: Cozy accent chairs gathered around a firepit for starlit conversations A gently swaying hammock for peaceful lounging A cornhole set for friendly games and entertainment Location Located just minutes from St. Augustine’s historic district, this duplex provides easy access to the area’s best attractions: •Historic & Cultural Sites• Castillo de San Marcos – 4 min drive (1.4 miles) Historic District – 4 min drive (1.2 miles) Fountain of Youth Archaeological Park – 6 min drive (2.0 miles) Lightner Museum – 5 min drive (1.5 miles) Family-Friendly Attractions St. Augustine Alligator Farm Zoological Park – 3 min drive (0.6 miles) St. Augustine Lighthouse & Maritime Museum – 3 min drive (0.7 miles) Whetstone Chocolate Factory – 5 min drive (1.7 miles) Beaches & Nature Anastasia State Park – 5 min drive (2.7 miles) St. Augustine Beach – 8 min drive (4.0 miles) Vilano Beach – 10 min drive (4.5 miles) Parking • PARKING • Driveway parking and additional space along Arricola Avenue are available for guests.

What this place offers

Common

  • Air conditioning
  • Cleaning products
  • Cooking basics Pots and pans, oil, salt and pepper
  • Dishes and silverware
  • Dryer In the building, free or for a fee
  • Essentials Towels, bed sheets, soap, toilet paper, and pillows
  • Hair dryer
  • Heating Central heating or a heater in the listing
  • Kitchen Space where guests can cook their own meals
  • Dedicated workspace
  • TV
  • Washing Machine In the building, free or for a fee
  • Wifi

Bathroom

  • Bathtub
  • Body soap
  • Conditioner
  • Hot Water
  • Shampoo
  • Shower gel

Bedroom and laundry

  • Bed linens
  • Extra pillows and blankets
  • Hangers
  • Iron
  • Room-darkening shades
  • Clothing storage

What this place offers

Common

  • Air conditioning
  • Cleaning products
  • Cooking basics Pots and pans, oil, salt and pepper
  • Dishes and silverware
  • Dryer In the building, free or for a fee
  • Essentials Towels, bed sheets, soap, toilet paper, and pillows
  • Hair dryer
  • Heating Central heating or a heater in the listing
  • Kitchen Space where guests can cook their own meals
  • Dedicated workspace
  • TV
  • Washing Machine In the building, free or for a fee
  • Wifi

Bathroom

  • Bathtub
  • Body soap
  • Conditioner
  • Hot Water
  • Shampoo
  • Shower gel

Bedroom and laundry

  • Bed linens
  • Extra pillows and blankets
  • Hangers
  • Iron
  • Room-darkening shades
  • Clothing storage

Entertainment

  • Ethernet connection

Heating and cooling

  • Ceiling fan

Home safety

  • Carbon monoxide detector
  • Fire extinguisher
  • First aid kit
  • Smoke detector

Kitchen and dining

  • Baking sheet
  • Coffee
  • Coffee maker
  • Dining table
  • Dishwasher
  • Freezer
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Wine glasses

Location features

  • Beach access
  • Laundromat nearby
  • Private entrance Separate street or building entrance

Outdoors

  • Fire pit
  • Garden or backyard
  • Outdoor seating
  • Patio or balcony

Parking and facilities

  • EV charger
  • Free parking on premises
  • Free street parking

Services

  • Cleaning before checkout

Accessibility and Availability

Neighborhood

Guest Access

Find us

St. Augustine, FL, United States

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Approximate location. Full address will be provided on booking.

Reviews

Stacey
December 2025 · Airbnb
We came to St. Augustine to elope with our 5 adult "kids". The house was amazing and allowed each of them to have their own space. Kitchen was well stocked with pots/pans/etc and everything was immaculate. TV's in every room to again allow everyone to have some time away from everything at night. Within a few miles of everything that we wanted to do! Access to the roof was a little more difficult than expected, but great views and great place to see sunset, lighthouse and lights! Highly recommend!!
Ashlenn
December 2025 · Airbnb
This is the perfect place for a huge group. House is basically 2 individual apartments upstairs & downstairs which is perfect for groups that may have an older & younger crowd. Beautiful backyard & amazing view from the roof. I will say the way up to the roof could be an improved. You climb up a sketchy but sturdy ladder & pull yourself through a hatch. Once you’re up on the roof it is a million dollar view though! Location is also great less than 10 minutes from downtown & the beach. Can’t wait to come back!
Ashley
November 2025 · Airbnb
My family stayed here for my wedding, and it was perfect for the occasion. The place is modern, clean, and beautifully designed—exactly as described. It felt comfortable and welcoming for everyone. The host was extremely responsive and helpful, answering any questions right away and making the whole experience smooth and stress-free. We truly appreciated the hospitality. I would definitely stay here again!