Location

Dates

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Vacation rentals in St. Augustine, Florida, United States

Speciale aanbieding

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 totaal voor 3 nachten

12–15 nov 2026

Uitgelicht

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 totaal voor 3 nachten

17–20 nov 2026

Overall View of Private Courtyard with Dining Area, Living Area, Fire Table and Fountain all spread throughout a 9 foot walled courtyard with lush plants and interesting decor.

Dining & Kitchen

Casa Mahon: Walk to Bridge of Lions & Downtown!

4 bedrooms·2 baths

St. Augustine • Florida

5(49 reviews)

$ 1.317,22 USD totaal voor 3 nachten

12–15 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 totaal voor 3 nachten

20–23 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 totaal voor 30 nachten

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 totaal voor 4 nachten

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 totaal voor 4 nachten

12–16 nov 2026

Private fully fenced yard, hot tub, BBQ and fire pit

4brm- Hot Tub-Firepit-1 mile to Dtwn-Dogs allowed

4brm- Hot Tub-Firepit-1 mile to Dtwn-Dogs allowed

Games for the family

Fully fenced yard with yard games, hot tub, BBQ, outdoor seating and fire pit

4brm- Hot Tub-Firepit-1 mile to Dtwn-Dogs allowed

4 bedrooms·2 baths

St. Augustine • Florida

5(76 reviews)

$ 1.092,46 USD totaal voor 3 nachten

15–18 nov 2026

Coastal Cottage -firepit, pet fence, kayaks, bikes image 1

This elegant traditional coastal cottage living room is such a lovely space to relax while on vacation to St. Augustine, Florida.

Welcome to The Inlet Cottage! A peaceful retreat by the inlet off the ocean, strolling distance from the lighthouse.

Coastal Cottage -firepit, pet fence, kayaks, bikes image 4

This cute coastal cottage is a lovely reminder of "Olde Florida" aesthetics.

Coastal Cottage -firepit, pet fence, kayaks, bikes

2 bedrooms·1 bath

St. Augustine • Florida

4.91(240 reviews)

$ 790,00 USD totaal voor 3 nachten

12–15 nov 2026

The Anastasia House St Augustine Vacation Rental

The Anastasia House St Augustine Vacation Rental

The Anastasia House St Augustine Vacation Rental

The Anastasia House St Augustine Vacation Rental

The Anastasia House St Augustine Vacation Rental

The Anastasia House St Augustine Vacation Rental

2 bedrooms·2 baths

St. Augustine • Florida

4.91(218 reviews)

$ 711,54 USD totaal voor 3 nachten

16–19 nov 2026

Resort-style splash pad with water jets and shaded pavilion fun

Family Fun Meets Luxury King Suites • Space-Themed Kids’ Room • Designer Kitchen • Near Beaches & Downtown

Resort-style pool with lap lanes, sun deck, and fun waterslide

1 mile from Downtown EV Charger and Pet friendly

Spacious living room designed for together time—gather for games, unwind with a movie on the 65" TV, or settle in on the fold-out couch. Furry companions welcome, with a cozy pet bed included for their comfort.

1 mile from Downtown EV Charger and Pet friendly

3 bedrooms·2 baths

St. Augustine • Florida

$ 1.044,24 USD $ 895,77 USD totaal voor 3 nachten

1–4 mei 2027

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 totaal voor 3 nachten

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 totaal voor 3 nachten

15–18 nov 2026

West Oasis #5

3 bedrooms·2 baths

St. Augustine • Florida

$ 517,11 USD $ 505,35 USD totaal voor 3 nachten

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 totaal voor 3 nachten

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 totaal voor 3 nachten

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 totaal voor 3 nachten

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 totaal voor 3 nachten

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 totaal voor 3 nachten

15–18 nov 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

$ 1.908,69 USD $ 1.865,78 USD totaal voor 3 nachten

15–18 nov 2026

West Oasis 1 & 2 & 3 Combined

Oasis 1(Blue), Oasis 2(Yellow), Oasis 3 (Green)

West Oasis 1 & 2 & 3 Combined

West Oasis 1 & 2 & 3 Combined

West Oasis 1 & 2 & 3 Combined

West Oasis 1 & 2 & 3 Combined

9 bedrooms·6 baths

St. Augustine • Florida

$ 1.493,49 USD $ 1.459,62 USD totaal voor 3 nachten

15–18 nov 2026

St Augustine whole house w/ hot
tub near downtown

St Augustine whole house w/ hot
tub near downtown

St Augustine whole house w/ hot
tub near downtown

St Augustine whole house w/ hot
tub near downtown

St Augustine whole house w/ hot
tub near downtown

St Augustine whole house w/ hot tub near downtown

5 bedrooms·4 baths

St. Augustine • Florida

$ 1.718,10 USD totaal voor 3 nachten

15–18 nov 2026

Livingroom with power recliner couch (head and footrest), expanding table, and reclining leather chairs.

Large kitchen and fridge

Master bedroom with King Bed

Collie Cottage

3 bedrooms·2 baths

St. Augustine • Florida

$ 717,17 USD $ 699,40 USD totaal voor 3 nachten

12–15 nov 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 totaal voor 5 nachten

12–17 nov 2026