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Vacation rentals in St. Augustine, Florida, United States

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Enjoy a night of relaxing in this back yard oasis

New challenging putting green waiting for you

Enjoy evenings at the tiki bar with a tropical vibe

Video games Pac Man and NBA JAM + Board, Card and other games for your indoor fun

Spacious living room with a smart TV for your entertainment.

Spacious 5BR Beach House| Heated Pool, Arcade & Putting Green

5 bedrooms·3½ baths

St. Augustine • Florida

2.626,32 $ USD 2.424,85 $ USD total for 3 nætter

12.–15. nov. 2026

Fremhævet

Solar-heated saltwater pool for sunny afternoons and evening swims.

Kick back with the Smart TV, games, and comfy seating for all.

Drift off in the king bed after a day at the beach.

Pool table, shuffleboard, and arcade fun all under one roof.

Gather around the fire pit for stories under the stars.

Salty Shores Retreat

3 bedrooms·2 baths

Palm Coast • Florida

896,99 $ USD total for 3 nætter

17.–20. nov. 2026

Retro Oasis Mins to Downtown / Beaches Huge Yard image 1

Retro Oasis Mins to Downtown / Beaches Huge Yard image 3

Retro Oasis Mins to Downtown / Beaches Huge Yard image 4

Retro Oasis Mins to Downtown / Beaches Huge Yard image 5

Retro Oasis Mins to Downtown / Beaches Huge Yard image 2

Retro Oasis Mins to Downtown/Beaches Huge Yard

3 bedrooms·2 baths

St. Augustine • Florida

5(6 reviews)

879,13 $ USD total for 3 nætter

20.–23. nov. 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

1.010,75 $ USD total for 3 nætter

12.–15. nov. 2026

ST. Sylvan Historic Bungalow

ST. Sylvan Historic Bungalow

ST. Sylvan Historic Bungalow

ST. Sylvan Historic Bungalow

ST. Sylvan Historic Bungalow

ST. Sylvan Historic Bungalow

2 bedrooms·1 bath

St. Augustine • Florida

680,00 $ USD total for 3 nætter

12.–15. nov. 2026

St. George Cottage House

St. George Cottage House

St. George Cottage House

St. George Cottage House

St. George Cottage House

St. George Cottage House

3 bedrooms·2 baths

St. Augustine • Florida

22.330,42 $ USD total for 30 nætter

12. nov.–12. dec. 2026

Welcome, we would love to host your stay!

Relax, refresh, unwind

It's easy to make yourself at home here at The South Street House

Unique charm at each turn

Spacious king suite, balcony with lake view and ambient lighting, day or night

The South Street House

4 bedrooms·4½ baths

St. Augustine • Florida

8.809,20 $ USD total for 4 nætter

12.–16. nov. 2026

It's easy to make yourself at home here at The South Street House

Well equipped chefs kitchen, plenty of space to gather with friends

Spacious king suite, balcony with lake view and ambient lighting, day or night

Relax, refresh, unwind

Welcome, we would love to host your stay!

The South Street House 3

3 bedrooms·3½ baths

St. Augustine • Florida

5.284,30 $ USD total for 4 nætter

12.–16. nov. 2026

Encanto — A Cheerful Coastal Getaway in Full Bloom

A storybook setting for every meal—sunny, floral, and effortlessly inviting.

Charming Cottage: Bright exterior with vibrant plants and a welcoming turquoise door awaits you!

Morning or night, your grill’s always ready.

Encanto — A Cheerful Coastal Getaway in Full Bloom

Encanto — A Cheerful Coastal Getaway in Full Bloom

3 bedrooms·2 baths

St. Augustine • Florida

5(40 reviews)

1.178,23 $ USD total for 3 nætter

12.–15. nov. 2026

Welcome! Sunny retreat with a welcoming porch, native plants & coastal charm.

Charming First Impression
Casita’s bright exterior, welcoming porch seating, and cheerful landscaping set the tone for a stay filled with warmth, style, and St. Augustine charm from the moment you arrive.

Casita Augustina — A Coastal Cottage with a Hidden Courtyard

Casita Augustina — A Coastal Cottage with a Hidden Courtyard

Waffle Station Delight: Yummy and charming - perfect for a relaxed mornings!

Casita Augustina — A Coastal Cottage with a Hidden Courtyard

3 bedrooms·2 baths

St. Augustine • Florida

1.137,22 $ USD total for 3 nætter

12.–15. nov. 2026

La Costa — A Modern Coastal Retreat with a Putting Green

La Costa — A Modern Coastal Retreat with a Putting Green

Views of lush greenery

Modern backyard oasis with putting green, hammock & fenced patio

Private palm-lined yard with putting green, hammock & lounge

La Costa — A Modern Coastal Retreat with a Putting Green

3 bedrooms·2 baths

St. Augustine • Florida

1.227,87 $ USD total for 3 nætter

12.–15. nov. 2026

Anastasia Island Treehouse

Anastasia Island Treehouse

Anastasia Island Treehouse

Anastasia Island Treehouse

Anastasia Island Treehouse

Anastasia Island Treehouse

2 bedrooms·1 bath

St. Augustine • Florida

The Look-Out - Holiday Home

The Look-Out - Holiday Home

The Look-Out - Holiday Home

The Look-Out - Holiday Home

The Look-Out - Holiday Home

The Look-Out - Holiday Home

5 bedrooms·4 baths

St. Augustine • Florida

1.496,00 $ USD total for 3 nætter

12.–15. nov. 2026

Free EV Charging | Upper Level + Private Rooftop

Free EV Charging | Upper Level + Private Rooftop

Free EV Charging | Upper Level + Private Rooftop

Free EV Charging | Upper Level + Private Rooftop

Free EV Charging | Upper Level + Private Rooftop

Free EV Charging | Upper Level + Private Rooftop

2 bedrooms·2 baths

St. Augustine • Florida

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

2.191,35 $ USD total for 3 nætter

12.–15. nov. 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

980,30 $ USD total for 3 nætter

12.–15. nov. 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

566,19 $ USD 552,94 $ USD total for 3 nætter

15.–18. nov. 2026

Full-size arcade game. Coffee table lifts up and has games inside

Backyard has a built-in firepit with 4 adirondak chairs, a picnic table and propane grill with propane provided

Single Level Home

Seating for 6 at the dining room table

West Oasis #2

3 bedrooms·2 baths

St. Augustine • Florida

562,42 $ USD 549,27 $ USD total for 3 nætter

15.–18. nov. 2026

West Oasis #5

3 bedrooms·2 baths

St. Augustine • Florida

517,11 $ USD 505,35 $ USD total for 3 nætter

16.–19. nov. 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

513,34 $ USD 501,68 $ USD total for 3 nætter

17.–20. nov. 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

1.560,17 $ USD 1.520,76 $ USD total for 3 nætter

29. nov.–2. dec. 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

558,65 $ USD 545,62 $ USD total for 3 nætter

15.–18. nov. 2026

Reclining sofas, Smart TV, electric fireplace, games, lifting coffee table

Coffee mugs with Keurig coffee maker (pods included), hot water heater, mini waffle maker, blender, stove, oven, dishwasher, fridge, filtered water, knives, cutting board, pots/pans, baking sheets, utensils.

Open concept with Dining Table for 6, dishware for 10+ to include children's dishware, fully stocked kitchen, comfy reclining sofas, full-size arcade system, Smart TV, and Xbox

Primary Bedroom has King Bed with Twin Trundle underneath, pack n' play in closet, full en-suite bathroom, 2 closets, Smart TV

Outdoor firepit with 4 Adirondack chairs, BBQ grill, and outdoor picnic table

West Oasis #4

3 bedrooms·2 baths

St. Augustine • Florida

554,86 $ USD 541,96 $ USD total for 3 nætter

15.–18. nov. 2026

West Oasis 1 & 2 Combined

West Oasis 1 & 2 Combined

West Oasis 1 & 2 Combined

West Oasis 1 & 2 Combined

West Oasis 1 & 2 Combined

West Oasis 1 & 2 Combined

6 bedrooms·4 baths

St. Augustine • Florida

1.073,24 $ USD 1.048,45 $ USD total for 3 nætter

15.–18. nov. 2026