Entire home

Newly Updated, 2 Heated Pools, Ocean View, Private Balcony, Basketball, Tennis, $300 in Free Tickets

Photo gallery for Newly Updated, 2 Heated Pools, Ocean View, Private Balcony, Basketball, Tennis, $300 in Free Tickets

On the beach
Fridge, microwave, oven, stovetop
Dining
Exterior
A heated pool

Reviews

10 out of 10
Exceptional

Entire condo

2 bedrooms3 bathrooms

Popular amenities

  • Parking available
  • Air conditioning
  • Dryer
  • Washer
  • Pool
  • Kitchen

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

Newly Updated, 2 Heated Pools, Ocean View, Private Balcony, Basketball, Tennis, $300 in Free Tickets

We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination!


Escape to paradise at Four Winds D-08, a newly renovated condo in a beautifully maintained oceanfront community. Inside, we provide everything you need for a relaxing stay, a fully stocked kitchen, fresh linens, new furnishings, and charming coastal decor. Step outside to enjoy the pools and quiet walking paths, challenge your group to a friendly match of tennis or pickleball or a game of shuffleboard or basketball. Just a few steps away is your private access to the incredibly soft white sands of Crescent Beach, where you are sure to enjoy the natural dunes, wildlife, surf, and wide spaces to walk, play, or just relax in the sun with family and friends.

The layout is perfect for creating memories together while still having plenty of space. The main floor features an open layout where your group will enjoy delicious meals and great conversation gathered around the dining table, relax on the brand new sofa as you enjoy your favorite shows and movies on the smart TV. Step outside onto your private balcony to sip your morning coffee, breathe in the fresh ocean air, and dine al fresco on the brand new patio furniture. There is a half bathroom and full size washer and dryer conveniently located on the first floor. Upstairs, relaxation awaits in the master suite, which features a king size bed, incredible views, and an attached full bathroom. Down the hall, you will find a full bathroom with a shower tub combo and a second bedroom outfitted with two full size beds.

After enjoying the beach, take in a little history during your stay as all of the sights and activities of Historic St. Augustine are located within a 20 minute drive of the condo. Also, just a few minutes away, enjoy fishing or swimming in the beautiful Matanzas Inlet, take a free water taxi ride to the Matanzas fort on the intracoastal, or spend a day exploring Marineland and Washington Oaks Gardens State Park, one of Florida's hidden treasures of history and nature!

Amenities and Features:

- Fully stocked kitchen

- Dining table

- Smart TVs

- High-Speed WiFi

- Private balcony

- Intracoastal views from entry balcony

- 2 full bathrooms, first floor half bathroom

- Brand new queen sleeper sofa

- Ocean front pool

- Tennis, basketball, pickleball, shuffleboard (equipment available in the community office)

- Beach towels and chairs

- Full size washer and dryer

- Private beach access

- Free parking

- Keyless entry

Proximity to Area Attractions:

-Downtown St. Augustine 12.8 miles

-St. Augustine Amphitheatre, Alligator Farm, Pier 10.5 miles

-Daytona International Speedway 43.6 miles

-TPC Sawgrass 41.4 miles

-Disney World 116 miles

-Marineland 5.2 miles


Let iTrip help you make the most of your vacation!

Reservations 28+ days do not include the Free Fun package. Tickets may still be available at the discretion of the property manager.

Ride the Old Towne Trolley around the area and take in the historic beauty of Downtown St. Augustine! Explore the oldest fort in the continental United States, the Castillo San Marcos, and stroll down colorful St. George Street filled with shops and restaurants of irresistible local flare. You might even spot a Pirate or Spanish Conquistador in period attire! Breathe in the warm, salty air as you enjoy a romantic walk along the waterfront as the sun sets, casting its final rays on the sparkling water, the drifting boats, and the picturesque Bridge of Lions. But don’t forget to make good use of the night by experiencing the Ghost train or Haunted House tour. Enjoy the endless variety of restaurants, coffee shops, ice cream, art, bookstores and more just a short drive away from your front door.
FREE FUN! Each booking will include one free entry per attraction each day of your stay! The following attractions are included:

- St. Augustine Alligator Farm

- Old Town Trolley Tours: Potter's Wax Museum

- Old Town Trolley One Day Tour

- Old Town Trolley Ghost and Graveyards Tour

- Royal St. Augustine Golf & Country Club Course

- St. Augustine Pirate & Treasure Museum

- St. Augustine Eco Tours: Boat Expedition

- St. Augustine Eco Tours: Salt Marsh Kayaking

- Yoga Bohemia St. Augustine: Beach Yoga



NOTE: $500 cancellation fee applies to all bookings 27 days or more.

Startup bathroom, kitchen, and laundry supplies are provided with each booking.

25 year age requirement to book and stay: Tenant must be at least twenty-five (25) years of age (an "adult") and will be an occupant of the unit during the entire reserved dates.

Noise Ordinance: The city of St. Augustine has a noise ordinance that prohibits noise between the hours of 10:00pm-6:00am Sunday-Thursday, and 11:00pm-7:00am Friday-Saturday. Violations can result in a $500 fee.

No smoking or vaping on the property. $500 fine for rule violation.

Property manager

iTrip Vacations St. Augustine

Add dates for prices

Property amenities

Beach

  • On the beach

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Smart TV

Outdoor areas

  • Balcony

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a hospital
  • Near a zoo
  • Near an outlet shopping mall
  • Near the marina
  • Near the ocean
  • On a river
  • On the waterfront

Things to do

  • Golf
  • Heated pool
  • Optional golf privileges
  • Tennis
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Winery tours 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)
  • Fire extinguisher

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

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

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

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
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

Property is also known as

15995

About the neighborhood

Map
St. Augustine, FL

What's nearby

  • Crescent Beach - 6 min walk - 0.5 km
  • Fort Matanzas National Monument - 3 min drive - 2.7 km
  • Matanzas Inlet - 4 min drive - 4.1 km
  • Butler Beach - 9 min drive - 5.5 km
  • St. Augustine Beach - 12 min drive - 12.9 km

Getting around

  • St. Augustine, FL (UST-Northeast Florida Regional) - 38 min drive

Restaurants

  • ‪Circle K - ‬10 min drive
  • ‪The Commander's Shellfish Camp - ‬2 min drive
  • ‪Sandbar Pub - ‬4 min drive
  • ‪Smokin D's BBQ - ‬9 min drive
  • ‪Viola's Pizza and Pasta - ‬5 min drive

Frequently asked questions

Does Newly Updated, 2 Heated Pools, Ocean View, Private Balcony, Basketball, Tennis, $300 in Free Tickets have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Newly Updated, 2 Heated Pools, Ocean View, Private Balcony, Basketball, Tennis, $300 in Free Tickets pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Newly Updated, 2 Heated Pools, Ocean View, Private Balcony, Basketball, Tennis, $300 in Free Tickets?

Check-in begins at 4:00 PM.

What time is check-out at Newly Updated, 2 Heated Pools, Ocean View, Private Balcony, Basketball, Tennis, $300 in Free Tickets?

Check-out is at 10:00 AM.

Where is Newly Updated, 2 Heated Pools, Ocean View, Private Balcony, Basketball, Tennis, $300 in Free Tickets located?

Nestled on the beach, this Crescent Beach vacation home is within a 10-minute walk of Crescent Beach and Matanzas River. Butler Beach and Fort Matanzas National Monument are also within 3 mi (5 km).

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Newly Updated, 2 Heated Pools, Ocean View, Private Balcony, Basketball, Tennis, $300 in Free Tickets Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 3 out of 3 reviews
Rating 8 - Good. 0 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

10/10

Cleanliness

Reviews

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jenni H.

Great stay

Loved the condo! Quiet area, 2 min walk to the beach and overlooks the pool. Not far from Mantanza and St. Augustine. Loved our stay!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Heath M.

Amazing!!

This was our first time staying in St. Augustine and it was the best. We will definitely be coming back next year to stay at Four Winds. Great people and a really nice environment. The room that we stayed in was very nice and really clean. Can't wait to come back next year!

10/10 Excellent

Chandra G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beach Beauty

My family absolutely adored this beautiful home away from home! The owners were very connected, check in and out was a breeze. They even sent info about what to do around town. Couldn’t have asked for better communication. The place was stocked with all necessities when we arrived. The unit was up to date and very clean. I am a sticker for cleanliness and this place hit the bar. Also, we had a gorgeous view of one of the pools(made it easy to see children at play) and were steps away from the beach. This is a 5 star stay, we will definitely return!
Stayed 6 nights in Jun 2025