Holiday rentals in St. Johns County

Winter Hawk Hideout

15 minutes from ol' St Augui. Located in the heart of this typical Florida woods and nested by oaks that saw the Seminole War as we are walking distance from Ft Peyton and 2 miles away from where Osceola was captured. The house sits on half acre of gardens and the decor is ranch, asian and whimsical .The goal is for you to feel transported away for a while. I do have 2 very small, well behaved and quiet dogs and one never seen cat. They do not have access to your quarters or are allowed in.

St. Augustine Sanctuary 3 Pools Spa & Pickleball!

Escape to this tropical paradise spa-style resort with sparkling pool views and resort-style amenities! Newly renovated spacious studio unit features a wet bar kitchen and overlooks the renowned King and Bear golf course. Whether you're looking to improve your golf game, explore historic St. Augustine, or indulge in a rejuvenating spa day, this condo offers everything you need. Enjoy access to three heated pools, a hot tub, tennis courts, a clubhouse, a full-service spa, and a fitness center!

Comfortable and Gently Disney.

Take it easy at this unique and tranquil getaway. Whether you're here for a short stay or here to explore.... There's something for the princess at heart and for the adventurer. There's a comfortable hybrid mattress for two plus an extra memory foam mattress for two and a tent with a crib size memory foam pillow. Kitchenette is nicely equipped. A fireplace for ambiance under the TV. The bathroom has all the necessities with a walk-in shower. Relax on the patio under the sun and stars.

Peach Room- studio apartment 15 min to beaches

No ridiculous 'cleaning fees.' Small studio apartment *attached to main home* 15 minutes from area beaches. Ideal for solo travelers but suitable for couples. Quiet residential area with lakeside trails and disc golf. Private entrance. Private bathroom. Queen bed. Kitchen. Fast wifi. 1 Parking space. Outdoor patio. Minifridge, TV, microwave, Keurig, air-fryer. Everything needed for a comfortable stay, 15 mins from area beaches, St Augustine Amphitheater, Anastasia State Park or downtown.

Luxury Golf Condo w/ Pool View

Enjoy this top floor King and the Bear Golf Luxury Retreat with a balcony overlooking the tranquil spa pool. New Quartz countertops throughout, with a new, fully renovated large Walk-in Shower and stackable washer/dryer. With a Smart TV, Wi-fi, King and Queen pullout, we are conveniently located near St. Augustine Outlet Mall and 20 mins from Downtown St. Augustine. Enjoy a Resort swimming pool, Jacuzzi, Tennis Courts, pickle Ball, walking trails, playground, Golf Course and Fitness Center!

Enjoy St. Aug's Best Tiny House

Creekside Cottage is a tiny house guest apartment. It's a great choice for couples or solo travelers looking for simple, stylish, and unique accommodations. The home is located across the street from Moultrie Creek which offers beautiful views. The neighborhood is a quiet, safe, residential area within a 10-15 minute drive to downtown St. Augustine or the beach. You'll have privacy, parking, and a beautiful garden space to enjoy during your stay. The Cottage offers wifi and Keurig coffee.

Full Condo in St. Augustine’s World Golf Village

Escape to St. Augustine and enjoy a one bedroom condo with new brand new renovations and upgrades! Explore the resort amenities including free unlimited access to three pools, a hot tub, lighted tennis and pickleball courts, playground, and fitness center. Located within the private gates of the World Golf Village, home of the King and Bear Golf Course. Minutes away from restaurants, shopping and the Golf Hall of Fame. Travel to Historic St. Augustine and beaches in less than 30 minutes!

Private Apartment

Unique private upstairs apartment near the beautiful Julington Creek very close to St. Johns, under majestic live oak trees offering a quiet and secluded setting, but close enough to everything you need for your next trip to Jacksonville. Short distance to great dining, beaches, shopping, St. Johns and St. Augustine! Guests will enjoy a one bedroom apartment with a fully equipped kitchen. Property access for our guests only. Complimentary beer, sodas, water and coffee! Adults only.

Big Lux King Bed Balcony Pool Gym Southside I95

Experience the best of Jacksonville from this luxury 1-bedroom apartment in Southside! You will be just steps from top shopping and dining, with easy access to I-95, downtown, and the stunning beaches of Ponte Vedra. You can start the day with coffee in the modern kitchen before heading out to explore historic St. Augustine or vibrant local hotspots. After a day of adventure, you can unwind in the cozy living area with a smart TV and high-speed Wi-Fi—perfect for a traveler like you!

Sunset Retreat | 1BR | 1.5BA | Pool | Gym | Garage

Entire modern, luxurious, and spacious apartment. Stunning lake-front view with gorgeous sunsets. Large king bed and queen sleeper sofa provide a comfortable stay for 4. Whether your stay includes a day of shopping, a trip to golf, going to work, or to unwind at the beautiful Jacksonville beaches, you are never far from your destination. Less than 5 miles to the St. Johns Town Center, 7 miles to the nearest hospital, 11 miles to the beaches, and 6 miles to the nearest golf course.

Spanish Colonial Design One Bedroom Condominium

St. Augustine lays claim to being the oldest city in the U.S. and is known for its Spanish colonial architecture. Atlantic Ocean beaches like sandy St. Augustine Beach and tranquil Crescent Beach. This unit is centrally located amongst lush green grounds, towering palm trees and gorgeous pools. All can be seen and felt from the comfort of the balcony while enjoying the breezy air and an afternoon beverage. Unfortunately it is not child proof therefore only suitable for 2 adults.

Home away from Home close to everything!

An ideal place to stay while visiting our lovely historic St. Augustine. It's in a quiet neighborhood close to beaches, historic district, restaurants and stores. The unit is above the two-car garage where you enter to go up stairs to the 500 square foot apartment. It has a living room, full kitchen, bedroom and bathroom. It's a few short blocks to Intracoastal Waterway (ICW) where you can enjoy breath-taking walks. Short drive to everything!