Location

Dates

Guests

Vacation rentals in St. Johns County, Florida, United States

Charming Retreat w/ Bikes

Charming Retreat w/ Bikes

Charming Retreat w/ Bikes

Charming Retreat w/ Bikes

Charming Retreat w/ Bikes

Charming Retreat w/ Bikes

3 bedrooms·2 baths

Green Cove Springs • Florida

$680.26 USD total for 3 nights

Sep 7 – 10, 2026

Living room with high ceiling

Relax in the screened patio with a private hot tub and leafy canal views, the perfect spot to soak, unwind, and enjoy quiet Florida evenings in any season.

Bright master bedroom

Waterfront Zen-Dock, Paddleboards, Jacuzzi & Games

4 bedrooms·2 baths

St. Augustine • Florida

$148 – $1,000/ night(excl. fees & taxes)

Family Retreat Near Beach & Historic St. Augustine image 1

Family Retreat Near Beach & Historic St. Augustine image 2

Family Retreat Near Beach & Historic St. Augustine image 3

Family Retreat Near Beach & Historic St. Augustine image 4

Family Retreat Near Beach & Historic St. Augustine image 5

Family Retreat Near Beach & Historic St. Augustine

3 bedrooms·2 baths

St. Augustine • Florida

5(2 reviews)

$175 – $205/ night(excl. fees & taxes)

BigFams/BBQ/Bikes/55 Min>JAX/5 Min>Beach+StatePark

BigFams/BBQ/Bikes/55 Min>JAX/5 Min>Beach+StatePark

BigFams/BBQ/Bikes/55 Min>JAX/5 Min>Beach+StatePark

Travel light with the whole family! We provide a clean, supportive infant bath tub (conveniently stored in the downstairs primary bedroom closet) so you can easily manage bedtime routines during your stay

BigFams/BBQ/Bikes/55 Min>JAX/5 Min>Beach+StatePark

BigFams/BBQ/Bikes/55 Min>JAX/5 Min>Beach+StatePark

3 bedrooms·2½ baths

St. Augustine • Florida

$815.00 USD total for 3 nights

Sep 7 – 10, 2026

Flooded with natural light, this open concept living and dining space is perfect for relaxing, sharing meals, and enjoying the clean modern coastal vibe.

Luxury Modern Comfort in Historic St Augustine

Luxury Modern Comfort in Historic St Augustine

Luxury Modern Comfort in Historic St Augustine

Luxury Modern Comfort in Historic St Augustine

Luxury Modern Comfort in Historic St Augustine

3 bedrooms·2 baths

St. Augustine • Florida

$114 – $939/ night(excl. fees & taxes)

Sunset deck with fire pit, lantern lighting, and cozy Adirondack seating

Bright modern dining space with stylish seating and natural light

Bright open-plan kitchen and lounge with island seating and modern style

Charming home with curved driveway, lush yard, and glowing sunset curb appeal

Cozy backyard deck with sunset views, outdoor seating, and shady trees

Downtown Bungalow — Walk to Bars, Near Beach

2 bedrooms·1 bath

St. Augustine • Florida

$447.00 USD total for 3 nights

Sep 7 – 10, 2026

Relax in this welcoming living space with a soft sofa, two stylish sitting chairs, and a smart TV for movie nights. The room flows directly into the dining room, making it perfect for family time.

Near Flagler and Downtown, St. Augustine Pets OK

Enjoy a complete kitchen with everything you need to cook — electric stove, Ninja coffee maker, pots, pans, utensils, and a wide variety of tools to make meal prep easy.

“Nothing says vacation like a comfy king‑size bed. The main bedroom also features a smart TV and a gorgeous ensuite for added comfort.

The 2nd bedroom includes two full beds, a spacious closet, and a convenient little makeup area.

Near Flagler and Downtown, St. Augustine Pets OK

2 bedrooms·2 baths

St. Augustine • Florida

$634.83 USD $593.32 USD total for 3 nights

Sep 7 – 10, 2026

2 Homes Near Flagler and Downtown St. Augustine

2 Homes Near Flagler and Downtown St. Augustine

2 Homes Near Flagler and Downtown St. Augustine

2 Homes Near Flagler and Downtown St. Augustine

2 Homes Near Flagler and Downtown St. Augustine

2 Homes Near Flagler and Downtown St. Augustine

5 bedrooms·4 baths

St. Augustine • Florida

$1,546.55 USD $1,430.59 USD total for 3 nights

Sep 7 – 10, 2026

West Oasis 1 & 2 & 3 & 4 Combined

West Oasis 1 & 2 & 3 & 4 Combined

West Oasis 1 & 2 & 3 & 4 Combined

West Oasis 1 & 2 & 3 & 4 Combined

West Oasis 1 & 2 & 3 & 4 Combined

West Oasis 1 & 2 & 3 & 4 Combined

12 bedrooms·8 baths

St. Augustine • Florida

$1,889.82 USD $1,847.47 USD total for 3 nights

Sep 7 – 10, 2026

West Oasis 5 & 6 Combined

Comfortable reclining sofas, full-size Pacman arcade game (with Galaga and many other games) coffee table lifts up, board games in table.

Primary Bedroom has a King size bed, ensuite bathroom with walk-in shower and double vanity, dresser with smart TV on top, lighted mirror, pack n play and air mattress always available inside the closet.

Primary bathroom has double vanity, large walk-in shower, body wash, shampoo, conditioner, plenty of towels, hair dryer, and first aid kit

West Oasis 5 & 6 Combined

6 bedrooms·4 baths

St. Augustine • Florida

$993.98 USD $971.56 USD total for 3 nights

Sep 7 – 10, 2026

Comfortable reclining sofas, full-size Pacman arcade game (with Galaga and many other games) coffee table lifts up, board games in table.

Step inside to an open concept house with large dining table and large couches so everyone can gather together.

Outdoor area has a stone patio, stone fire pit, 4 adirondak-style chairs, and an 8-seat picnic table, with a fully fenced, private backyard.

Primary Bedroom has a King size bed, ensuite bathroom with walk-in shower and double vanity, dresser with smart TV on top, lighted mirror, pack n play and air mattress always available inside the closet.

West Oasis #6

3 bedrooms·2 baths

St. Augustine • Florida

$509.57 USD $498.02 USD total for 3 nights

Sep 7 – 10, 2026

West Oasis #5

3 bedrooms·2 baths

St. Augustine • Florida

$528.44 USD $516.33 USD total for 3 nights

Sep 7 – 10, 2026

Power Recliners, Smart TV, Xbox one with games, Arcade Machine, board games

Power Recliners, Smart TV, Xbox one with games, Arcade Machine, board games

Full kitchen with refrigerator with water and ice dispenser, stove, oven, keurig with pods, hot water heater, toaster, pots/pans, baking sheets, cooking utensils, mixing bowls, plateware for 12, kids plateware, cups, wine glasses, coffee mugs, + more

Master bedroom with King Bed, twin trundle pull-out under King Bed, Smart TV, dresser, 2x closets, pack n' play in closet, ensuite bathroom

West Oasis #3

3 bedrooms·2 baths

St. Augustine • Florida

$513.34 USD $501.68 USD total for 3 nights

Sep 7 – 10, 2026

Living room with vaulted ceiling, arcade game, open floor plan

Living room with Smart TV with streaming, Xbox 1S with games and Blu-ray, electric fireplace, power reclining couches, lift-up coffee table, and full-size head-to-head Arcade game with Ms. Pacman and 10 other games.

Comfortable King size bed, with a twin trundle underneath. His/Her closets, ensuite bathroom with tile shower and double sinks. Smart TV with dresser. Touch lamps with wireless phone charging.

Seating for 6 at the table.

West Oasis #1

3 bedrooms·2 baths

St. Augustine • Florida

$513.34 USD $501.68 USD total for 3 nights

Sep 7 – 10, 2026

Bright, cozy living room with sunny windows and a stylish curved sofa.

A welcoming entertainment area centered around a foosball table, encouraging fun, teamwork, and memorable moments.

Charming St Augustine Oasis/Game Room/Family Fun

Charming St Augustine Oasis/Game Room/Family Fun

Charming St Augustine Oasis/Game Room/Family Fun

3 bedrooms·2 baths

St. Augustine • Florida

$111 – $860/ night(excl. fees & taxes)

Unwind in your private heated pool, surrounded by a peaceful backyard designed for pure relaxation. Whether it’s a sunny afternoon or an evening swim, this is your personal coastal escape.

Enjoy the spacious open concept dining and living area, thoughtfully designed for hosting meals, connecting with loved ones, and creating lasting vacation memories.

Coastal Cabana - Heated Pool - Walk to Beach

4 bedrooms·3 baths

St. Augustine • Florida

$315 – $1,575/ night(excl. fees & taxes)

Las Olas Cabana - Close to Beach & Restaurants

2 bedrooms·2 baths

St. Augustine • Florida

$104 – $752/ night(excl. fees & taxes)

Classy Bohemian Beach Cabana- Close to Beach

2 bedrooms·2 baths

St. Augustine • Florida

$110 – $701/ night(excl. fees & taxes)

Modern dining area filled with natural light and direct access to the fully equipped kitchen. Ideal for shared meals, coffee chats, or cooking together during your beach getaway.

Lux Beach Cabana - Close to Beach & Restaurants

2 bedrooms·2 baths

St. Augustine • Florida

$109 – $630/ night(excl. fees & taxes)

Dining room: (Dragon Stone)
Dining room with plenty of natural lighting direct access to the kitchen.

Kitchen: (Westeros)
Kitchen with breakfast nook, with everything you need to cook even the largest of meals.

House Targaryen, 30 min to the beach, home office.

House Targaryen, 30 min to the beach, home office.

House Targaryen, 30 min to the beach, home office.

House Targaryen, 30 min to the beach, home office.

3 bedrooms·2 baths

Jacksonville • Florida

4.88(16 reviews)

$2,435.00 USD total for 15 nights

Sep 7 – 22, 2026

Living room and dining room

Patio area with gazebo, furniture, and fire pit

Living room with sofa bed

Cozy 3BR Home: Relax & Near Downtown St. Augustine

3 bedrooms·2 baths

St. Augustine • Florida

5(7 reviews)

$1,200.00 USD total for 5 nights

Sep 7 – 12, 2026

Patio Paradise: La Casa de Papel

Patio Paradise: La Casa de Papel

Patio Paradise: La Casa de Papel

Patio Paradise: La Casa de Papel

Patio Paradise: La Casa de Papel

Patio Paradise: La Casa de Papel

2 bedrooms·3 baths

Jacksonville • Florida

5(12 reviews)

$2,400.00 USD total for 15 nights

Sep 7 – 22, 2026

View from lanai of intracoastal waterway

Morning sunrise (photo taken from lanai)

View from lanai of intracoastal waterway

Sunrise Paradise on Intracoastal Front

2 bedrooms·2 baths

St. Augustine • Florida

5(12 reviews)

$782.78 USD total for 4 nights

Sep 14 – 18, 2026

Updated Oceanfront Townhome-20% New Owner Special!

Updated Oceanfront Townhome-20% New Owner Special!

Updated Oceanfront Townhome-20% New Owner Special!

Updated Oceanfront Townhome-20% New Owner Special!

Updated Oceanfront Townhome-20% New Owner Special!

Updated Oceanfront Townhome-20% New Owner Special!

2 bedrooms·2 baths

St. Augustine • Florida

$1,281.00 USD total for 3 nights

Sep 19 – 22, 2026