Location

Dates

Guests

Vacation rentals in St. Augustine

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

$535.99 USD $523.65 USD total for 3 nights

Oct 19 – 22, 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

$543.55 USD $530.98 USD total for 3 nights

Oct 19 – 22, 2026

West Oasis #5

3 bedrooms·2 baths

St. Augustine • Florida

$535.99 USD $523.65 USD total for 3 nights

Oct 19 – 22, 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

$997.75 USD $975.21 USD total for 3 nights

Oct 19 – 22, 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

$535.99 USD $523.65 USD total for 3 nights

Oct 19 – 22, 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

$547.32 USD $534.64 USD total for 3 nights

Oct 19 – 22, 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

$551.09 USD $538.29 USD total for 3 nights

Oct 19 – 22, 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

$997.75 USD $975.21 USD total for 3 nights

Oct 19 – 22, 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

$1,474.61 USD $1,441.32 USD total for 3 nights

Oct 19 – 22, 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

$1,946.44 USD $1,902.39 USD total for 3 nights

Oct 19 – 22, 2026

St Augustine Nights of Lights Near Downtown

St Augustine Nights of Lights Near Downtown

St Augustine Nights of Lights Near Downtown

St Augustine Nights of Lights Near Downtown

St Augustine Nights of Lights Near Downtown

St Augustine Nights of Lights Near Downtown

3 bedrooms·2 baths

St. Augustine • Florida

$968.57 USD $899.25 USD total for 3 nights

Nov 29 – Dec 2, 2026

2 Homes Near Nights of Lights St Augustine

2 Homes Near Nights of Lights St Augustine

2 Homes Near Nights of Lights St Augustine

2 Homes Near Nights of Lights St Augustine

2 Homes Near Nights of Lights St Augustine

2 Homes Near Nights of Lights St Augustine

5 bedrooms·4 baths

St. Augustine • Florida

$1,990.36 USD $1,830.02 USD total for 3 nights

Nov 15 – 18, 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.

Resort-style pool with lap lanes and a fun family splash area

Family-friendly splash pad with water jets and shaded pavilion fun

Near St. Augustine Downtown and Pets Welcome

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.

Near St. Augustine Downtown and Pets Welcome

2 bedrooms·2 baths

St. Augustine • Florida

$814.62 USD $757.35 USD total for 3 nights

Oct 19 – 22, 2026

Pool~4 bdr~Game Room~Close2Downtown~Pet-Friendly

Pool~4 bdr~Game Room~Close2Downtown~Pet-Friendly

Pool~4 bdr~Game Room~Close2Downtown~Pet-Friendly

Pool~4 bdr~Game Room~Close2Downtown~Pet-Friendly

Pool~4 bdr~Game Room~Close2Downtown~Pet-Friendly

Pool~4 bdr~Game Room~Close2Downtown~Pet-Friendly

4 bedrooms·2 baths

St. Augustine • Florida

4.93(28 reviews)

$195 – $721/ night(excl. fees & taxes)

Secluded Cottage walk to Amphitheater/near the beach and downtown

Secluded Cottage walk to Amphitheater/near the beach and downtown

Secluded Cottage walk to Amphitheater/near the beach and downtown

Entrance to back yard

Secluded Cottage walk to Amphitheater/near the beach and downtown

1 bedroom·1 bath

St. Augustine • Florida

$389.84 USD total for 3 nights

Nov 1 – 4, 2026

Midcentury Bungalow w/hot tub, near the amphitheater/beach/downtown

Midcentury Bungalow w/hot tub, near the amphitheater/beach/downtown

Midcentury Bungalow w/hot tub, near the amphitheater/beach/downtown

Midcentury Bungalow w/hot tub, near the amphitheater/beach/downtown

Midcentury Bungalow w/hot tub, near the amphitheater/beach/downtown

Midcentury Bungalow w/hot tub, near the amphitheater/beach/downtown

3 bedrooms·2 baths

St. Augustine • Florida

$644.58 USD total for 3 nights

Oct 25 – 28, 2026

Madeira apartment-walkable to amphitheater and more

Madeira apartment-walkable to amphitheater and more

Madeira apartment-walkable to amphitheater and more

Madeira apartment-walkable to amphitheater and more

1 bedroom·1 bath

St. Augustine • Florida

$349.16 USD total for 3 nights

Oct 25 – 28, 2026

Charming entrance with vibrant landscaping

Serene deck surrounded by lush greenery

Cozy living room with natural light

Relaxing hot tub in a lush garden

Lush garden path to your retreat

St Augustine whole house w/ hot tub near downtown

5 bedrooms·4 baths

St. Augustine • Florida

$1,720.91 USD total for 3 nights

Nov 1 – 4, 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

$573.73 USD $560.27 USD total for 3 nights

Oct 19 – 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

Oct 25 – 30, 2026

2BD, Pool+Spa, Walk to beach, Putput, Kayaks image 1

2BD, Pool+Spa, Walk to beach, Putput, Kayaks image 2

2BD, Pool+Spa, Walk to beach, Putput, Kayaks image 3

2BD, Pool+Spa, Walk to beach, Putput, Kayaks image 4

6 Passenger Golf Cart available to rent.

2BD, Pool+Spa, Walk to beach, Putput, Kayaks

2 bedrooms·2 baths

St. Augustine • Florida

5(29 reviews)

$2,320.15 USD total for 5 nights

Nov 15 – 20, 2026

Casa Del Sol - Luxury & Convenience

Casa Del Sol - Luxury & Convenience

Casa Del Sol - Luxury & Convenience

Casa Del Sol - Luxury & Convenience

Casa Del Sol - Luxury & Convenience

Casa Del Sol - Luxury & Convenience

7 bedrooms·3½ baths

St. Augustine • Florida

5(123 reviews)

$3,467.89 USD total for 3 nights

Oct 30 – Nov 2, 2026

14BD/11BA Vilano Retreat steps from the Beach!

HUGE professional putting green, fully fenced & turfed backyard, hammock, and plenty of games to keep kids and adults alike entertained!

14BD/11BA Vilano Retreat steps from the Beach!

High end metal artwork is outstanding in this home! We love the open concept living where the kitchen, living area, and dining area all flow together but yet defined enough to create its own space.

14BD/11BA Vilano Retreat steps from the Beach!

14 bedrooms·11 baths

St. Augustine • Florida

5(2 reviews)

$6,913.00 USD total for 3 nights

Oct 19 – 22, 2026

Luxury Pool Home @ the Beach!

Luxury Pool Home @ the Beach!

Luxury Pool Home @ the Beach!

Luxury Pool Home @ the Beach!

Luxury Pool Home @ the Beach!

Luxury Pool Home @ the Beach!

2 bedrooms·2 baths

St. Augustine • Florida

5(8 reviews)

$275/ night(excl. fees & taxes)