Holiday home rentals in St. Johns County

Find and book unique holiday home rentals on Airbnb

Top-rated holiday home rentals in St. Johns County

Guests agree: these holiday home rentals are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top guest favourite
A balcony view showcases two blue adirondack chairs positioned with red accent pillows. A small table is situated between the chairs, overlooking a well-maintained garden area and a pool. Tall palm trees frame the scene, with the beach visible in the distance.
Holiday home in St. Augustine Beach
4.96 out of 5 average rating, 89 reviews

Beachfront Views from 2nd and 3rd Floor Balconies

If you love relaxing in the Florida sun and the water, this is for you. Enjoy yourself at our 2bed/2bath, 1,200 SqFt condo with beach front views from 2nd (downstairs) and 3rd (upstairs) floor balconies. Two bedrooms upstairs share a bathroom; 2nd full bath is downstairs. There are 2 pools (one heated) and the beach is a 4 minute walk away. We are centrally located off A1A Beach Boulevard in Anastasia Island and within 1 mile to many restaurants and a 10 minute drive to Old Town St. Augustine.

Guest favourite
A spacious backyard features a stone fire pit surrounded by several comfortable Adirondack chairs. In the distance, a colorful children's playset stands beneath a sky painted in hues of pink and purple, while lush green grass stretches across the area.
Holiday home in St. Augustine
4.92 out of 5 average rating, 143 reviews

BIG Backyard w/Terrace|Dining|Games | 6min2Beach

☀️I am in love with this house! Such a well thought out, beautiful space, perfect for large gatherings. -Holly An AMAZING home with a huge backyard, including tons of games for everyone! Whether you’re going on a getaway trip with friends or bringing the whole family for an entertaining vacation, this spacious home in paradise (right in the 💛 of Vilano Beach) will have everything you need and more! 🏖️ 5 min walk to Vilano Beach (great for kids!) ☀️10 min drive to downtown Saint Augustine!

Top guest favourite
A two-story blue home is framed by lush green trees. The exterior features large windows and a welcoming front porch supported by white columns. Well-kept landscaping includes a stone pathway leading to the entrance and decorative figures flanking the steps.
Holiday home in St. Augustine
4.97 out of 5 average rating, 159 reviews

Historical Beauty in the Heart of St. Augustine

Amazing Location! Uptown Historic District-close to St. George st., Plaza & Fort. Large, comfortable home! Get the complete St. Augustine experience- walking distance to all historical sites, amazing restaurants/eateries, unique shops, & art galleries. This home has been recently remodeled from top to bottom. Enjoy a chef's kitchen, beautiful bedrooms, bathrooms, & off-street parking in uptown luxury. High speed internet and cable. Outdoor grill. Minutes to St. Augustine and Vilano beaches.

A charming beachfront house is presented with a spacious front porch. The exterior features light grey siding, white railings, and vibrant doors. Lush greenery and palm trees surround the entrance, while a wide staircase leads up to the welcoming porch, inviting guests to explore further.
Holiday home in Ponte Vedra Beach
4.76 out of 5 average rating, 33 reviews

Sea Glass Cottage on the Ocean

Only 60 steps over soft white sand to waters edge. The warmth of the sun, the sound of the waves, and your feet in the sand will leave you feeling calm and relaxed. Take a nap in one of the comfy chaise lounges on the sundeck or read a book on a cozy chair on the wraparound porch. Gather family and friends around the large ocean-view dining table with a home cooked meal. St. Augustine is minutes away offering specialized tours in the air, on the sea, and in the heart of the historic district.

Top guest favourite
A spacious porch is highlighted by a wooden deck, accompanied by several black patio chairs and a table. Lush green banana plants and neatly arranged gravel detail the landscape, creating a relaxed outdoor setting. The porch is shaded by a sturdy overhang.
Holiday home in St. Augustine
4.99 out of 5 average rating, 126 reviews

Turtle Cove A • Walk to Beach + Fenced Yard

Welcome to Turtle Cove A — a freshly renovated Saint Augustine Beach duplex just a 2-minute walk from the sand. Whether you’re sipping coffee on the private balcony, lounging by the chiminea in your fenced backyard, or rinsing off in the outdoor shower after a salty swim, you’ll know you’ve stumbled onto something special. Stylish, calm, and actually walkable to the beach. (Yes, for real. You can see the beach access from the road.) We also host Turtle Cove B next door. Check it out too!

Guest favourite
A two-story beach home is presented with a light blue exterior and multiple wraparound porches. The image captures a sunset, highlighting the spacious layout and outdoor sitting areas. Ample green space surrounds the property, creating a serene atmosphere.
Holiday home in St. Augustine
4.91 out of 5 average rating, 45 reviews

Sea Palms - Steps to the beach, 360 Views

The ideal beach vacation, this 3,500 SF, 4/4.5 home leaves nothing to be desired. It features a state-of-the-art kitchen with a 6-burner Viking gas stove, in addition to two levels of wraparound porches totaling an additional 1,400 SF, all featuring breathtaking ocean views. This home features two main en-suites, a chef's kitchen, and a dedicated office area. Beach access is steps away with a boardwalk less than one block from the home. Follow us on IG: SeaPalms. st . Augustine

Top guest favourite
An aerial view captures the charming neighborhood surrounding Hope & Glory, with tree-lined streets and various homes. The picturesque landscape features glimpses of the nearby water and distant landmarks, including the prominent cross, symbolizing the area's historical significance.
Holiday home in St. Augustine
5 out of 5 average rating, 151 reviews

Walk Historic Downtown! "Hope & Glory"

You'll be one block from Historic Uptown Saint Augustine's shops, eateries & attractions. Enjoy smart TVs, luxury bedding with blackout curtains in bedrooms, screened in porch, back deck, bathing cabana with outdoor shower/clawfoot tub, gas fire pit and Weber grill, game room with darts, fooseball, crafts & More. Cozy, clean & relaxing. Fabulous fully-equipped kitchen, full privacy fence, off-street parking, paved driveway close to downtown and excellent beaches. Prime location!

Guest favourite
The open living area features a comfortable sofa facing a mounted television. A stylish dining area with two pendant lights illuminates the space. A spiral staircase leads to the upper level. Natural light brightens the room, complemented by a textured rug and contemporary furniture.
Holiday home in St. Augustine
4.95 out of 5 average rating, 221 reviews

Relaxing 2 bdrm apt steps from Beach, full kitchen

Over 100 years old, this property has been remodeled for your beachside pleasure. Just steps from the beach, in the middle of St Augustine Beach and a short walk to coffeeshops, restaurants and the beach, this location is unbelievable! We have free parking in our private lot. A "secret" path to the beach just steps away and a comfortable, stylish apartment to relax in. It doesn't get any better than this! Our apartment has 2 bedrooms, one bath and a full kitchen.

Superhost
The image captures a serene outdoor scene featuring a lush green landscape with palm trees and manicured bushes. A winding wooden boardwalk leads to the ocean, while a small pond is visible to the left, enhancing the tranquil environment.
Holiday home in St. Augustine
4.92 out of 5 average rating, 26 reviews

Relaxing Ocean Retreat

Relax with the whole family or a group of friends at this peaceful place to stay. Unit 50 is an Oceanview condo with ample space to spread out and enjoy the beach. Located in the heart of St Augustine Beach, you will have plenty to do. Start your day with a cup of coffee, a walk on the beach, or maybe a swim in the Atlantic Ocean. Later that evening, venture into old town St Augustine where you will find many delicious restaurants, shops and bars with history galore.

Superhost
Holiday home in St. Augustine
4.83 out of 5 average rating, 75 reviews

Historic Charm-Balconies-Walkable Quiet Street

Perfectly located near shops, dining, and historic downtown St. Augustine! This charming home offers 3 bedrooms, 2 full baths, and a comfy sleeper sofa for 2 extra guests. Two bedrooms feature walkout balconies. Enjoy a fully equipped kitchen, included parking, and pet-friendly accommodations—everything you need for a relaxed and memorable stay. Whether you’re here for history, food, or fun, you’ll love the walkable location and cozy, well-appointed space to unwind.

Guest favourite
A single-story beachside home is surrounded by well-maintained lawns and tropical landscaping. The light blue exterior is complemented by palm trees that provide shade. A wide pathway leads to the entrance, with windows and shutters adding architectural interest.
Holiday home in St. Augustine
4.9 out of 5 average rating, 103 reviews

Beautiful Beachside Vacation Home W/ Amenities

HEATED POOL This beautiful Beachside vacation home appeals to a wide variety of people ensuring the perfect vacations stay. From its modern interior to, its exterior filled with activities like the pool, beach access, ping pong, cornhole, and more; it can keep everyone entertained from adults to children. Only being a 7 min. Drive from Downtown St. Augustine, you can make sure you you experience all this town has to offer without getting too far from home base.

Top guest favourite
A private entrance is situated at the front of the property, featuring a white door surrounded by large windows with green shutters. The exterior is complemented by a stone patio area with outdoor seating, enhancing usability for relaxing outside.
Holiday home in St. Augustine
4.98 out of 5 average rating, 133 reviews

1st Street Retreat, Dog Friendly Updated Apartment

Welcome to 1st Street Retreat a newly updated open concept dog friendly studio apartment, 1 block to beach, withing walking distance to local restaurants. Keurig coffee machine. Free WIFI & Internet with streaming for the TV. Outside retreat has a private entrance, fenced in yard with dog run, outside shower, BBQ, table & chairs, propane fire pit. We also provide beach chairs, beach cart and beach towels. There is a pet fee of $75.00 we allow 2 dogs

Popular amenities for holiday home rentals in St. Johns County

Destinations to explore