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

1281,00 $ USD total por 3 noches

12–15 oct 2026

Living room/dining room
Downtown with Christmas lights (last until Jan 31, 2022)
Bumper pool table
Key hanger next to front door
Living room

Wildwood Retreat -near the Beach&Historic Downtown

3 bedrooms·2 baths
St. Augustine • Florida
5(97 reviews)

639,45 $ USD total por 3 noches

30 sept – 3 oct 2026

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

829,00 $ USD total por 3 noches

29 sept – 2 oct 2026

An open-concept layout that makes it easy to entertain and spend quality time together
Trade the daily grind for coastal vibes. Nestled beneath a canopy of majestic oak and palm trees, Coastal Soul Beach House offers the ultimate blend of luxury, privacy, and relaxation
Need to take a quick meeting or catch up on emails? This spacious upstairs bedroom features a dedicated office desk and ergonomic chair, making remote work a breeze
Just minutes from your front door! Spend your days exploring the soft sands, searching for seashells, and walking along the beautiful local pier.
Skip the car keys and cruise the local paths. We provide bikes for your stay (conveniently tucked away in the garage when not in use) so you can easily ride to local shops, dining, or the beach.

Cozy St. Augustine Beach Retreat Near Historic DT

3 bedrooms·2½ baths
St. Augustine • Florida

571,00 $ USD total por 3 noches

29 sept – 2 oct 2026

Sunrise at Pier Point image 1
Sunrise at Pier Point image 2
Sunrise at Pier Point image 3
Sunrise at Pier Point image 4
Sunrise at Pier Point image 5

Sunrise at Pier Point

2 bedrooms·2 baths
St. Augustine • Florida
5(1 review)

819,00 $ USD total por 3 noches

29 sept – 2 oct 2026

Welcome to The Sand Bucket at Seaside at Anastasia!
Come on in and have a look around.
Granite countertops and stainless appliances - fully equipped kitchen.
55” Smart Tv to enjoy from living and dining area
Dining area

The Sand Bucket at Seaside at Anastasia

3 bedrooms·2 baths
St. Augustine Beach • Florida
5(91 reviews)

1747,38 $ USD total por 5 noches

30 sept – 5 oct 2026

The Mermaid House Pet Friendly
The Mermaid House Pet Friendly
Welcome Home
The Mermaid House Pet Friendly
The Mermaid House Pet Friendly

The Mermaid House Pet Friendly

2 bedrooms·1 bath
Ormond Beach • Florida
5(17 reviews)

1137,50 $ USD total por 4 noches

30 sept – 4 oct 2026

King sized bed and recliner in bedroom with nightstands, dresser, 55" Smart TV and desk. Ensuite bathroom and walk in closet.
Living Room with 50" Smart TV with cable, internet and fireplace. Queen sized sleeper sofa with easy to move coffee table on casters.
Enclosed balcony with river and amazing sunset views of the Halifax River and Tomoka State Park. Ocean views can be enjoyed across the hall in the owners' lounge from 8:00 am to 10:00 pm daily.
Steps to the coral colored sand and ocean. Lifeguard stand is only a few yards away.
Open concept condo allows for different areas to cook, eat and relax while still being together.

TopFLR-Oceanfront Bldg, Pool, Parking Views & Gear

1 bedroom·1 bath
Ormond Beach • Florida

568,76 $ USD total por 3 noches

30 sept – 3 oct 2026

The Gecko House(Pet Friendly )
The Gecko House(Pet Friendly )
Under cover dining table for 8
Gas firepit area
The Gecko House(Pet Friendly )

The Gecko House(Pet Friendly )

3 bedrooms·1½ baths
Ormond Beach • Florida
4.93(42 reviews)

1828,13 $ USD total por 4 noches

30 sept – 4 oct 2026

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

1261,00 $ USD total por 3 noches

30 sept – 3 oct 2026

Anastasia Island Villa Duplex| Single Level | EV
Anastasia Island Villa Duplex| Single Level | EV
Anastasia Island Villa Duplex| Single Level | EV
Anastasia Island Villa Duplex| Single Level | EV
Anastasia Island Villa Duplex| Single Level | EV

Anastasia Island Villa Duplex| Single Level | EV

3 bedrooms·2 baths
St. Augustine • Florida
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
Oasis Over the Bridge of Lions
Oasis Over the Bridge of Lions
Oasis Over the Bridge of Lions
Oasis Over the Bridge of Lions
Oasis Over the Bridge of Lions

Oasis Over the Bridge of Lions

4 bedrooms·3 baths
St. Augustine • Florida

842,00 $ USD total por 3 noches

30 sept – 3 oct 2026

Anastasia Island Retreat
Anastasia Island Retreat
Anastasia Island Retreat
Anastasia Island Retreat
Anastasia Island Retreat

Anastasia Island Retreat

3 bedrooms·2 baths
St. Augustine • Florida
Two House Island Retreat
Two House Island Retreat
Two House Island Retreat
Two House Island Retreat
Two House Island Retreat

Two House Island Retreat

5 bedrooms·3 baths
St. Augustine • Florida

1143,00 $ USD total por 3 noches

30 sept – 3 oct 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
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

478,00 $ USD total por 3 noches

29 sept – 2 oct 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 total por 3 noches

30 sept – 3 oct 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

614,90 $ USD total por 3 noches

29 sept – 2 oct 2026

Nights of lights
Steps to Trolley #11: Renovated Home w/ EV Charger
Living Room
Steps to Trolley #11: Renovated Home w/ EV Charger
Kitchen

Steps to Trolley #11: Renovated Home w/ EV Charger

2 bedrooms·2 baths
St. Augustine • Florida
5(64 reviews)

614,23 $ USD total por 3 noches

18–21 oct 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)

846,68 $ USD total por 3 noches

30 sept – 3 oct 2026

Welcome to Joyful-Stays, Historic St Augustine! Come stay at our home away from home, and walk to the historic sites of Flagler college, Lightner Museum, and St George Street!
This couch is a new queen sleeper sofa, pretty comfortable, if more sleep spaces are needed!
Brand New hot tub for 2-3 people
<10 minutes walk to St George Street.
Enjoy the fully stocked kitchen, with all the conveniences of home including a blender, a coffee station, pots, pans, serveware, and bakeware!

St Augustine.

3 bedrooms·2½ baths
St. Augustine • Florida
5(2 reviews)

791,84 $ USD 774,81 $ USD total por 3 noches

5–8 oct 2026

Serene Swing Under the Oaks Nestled beneath centuries-old oaks draped in Spanish moss, this cozy swing invites you to relax, read, or simply sway with the breeze—a peaceful backyard nook made for slow moments and lasting memories.
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.
Sunshine Duo — Two Coastal Homes Just Down the Road
Two Homes, 1 booking, 0.3 miles apart. Homes for togetherness with privacy!
Cook, dine, and unwind in a fully stocked kitchen designed for effortless meals.

Sunshine Duo — Two Coastal Homes Just Down the Road

6 bedrooms·4 baths
St. Augustine • Florida

2201,15 $ USD total por 3 noches

30 sept – 3 oct 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

822,75 $ USD total por 3 noches

30 sept – 3 oct 2026