Updated 3BD Cottage in Murray Hill, Walk to Shops!
Updated 3BD Cottage in Murray Hill, Walk to Shops!
Updated 3BD Cottage in Murray Hill, Walk to Shops!
Updated 3BD Cottage in Murray Hill, Walk to Shops!
Updated 3BD Cottage in Murray Hill, Walk to Shops!

Updated 3BD Cottage in Murray Hill, Walk to Shops!

3 bedrooms·1 bath
Jacksonville • Florida
$139 – $299/ nacht(excl. kosten & belastingen)
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
$174 – $799/ nacht(excl. kosten & belastingen)
Gym,Washer&Dryer,king bed
Gym,Washer&Dryer,king bed
Gym,Washer&Dryer,king bed
Gym,Washer&Dryer,king bed
Gym,Washer&Dryer,king bed

Gym,Washer&Dryer,king bed

3 bedrooms·1 bath
Jacksonville • Florida
$75 – $178/ nacht(excl. kosten & belastingen)
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
$163 – $780/ nacht(excl. kosten & belastingen)
The Perfect One Night Private Studio • JaxPort & Vystar
The Perfect One Night Private Studio • JaxPort & Vystar
The Perfect One Night Private Studio • JaxPort & Vystar
The Perfect One Night Private Studio • JaxPort & Vystar
The Perfect One Night Private Studio • JaxPort & Vystar

The Perfect One Night Private Studio • JaxPort & Vystar

1 bedroom·1 bath
Jacksonville • Florida
$51 – $177/ nacht(excl. kosten & belastingen)
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
$460 – $1.737/ nacht(excl. kosten & belastingen)
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)
$174 – $777/ nacht(excl. kosten & belastingen)
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
$139 – $939/ nacht(excl. kosten & belastingen)
Vintage peacock house great for workers
Vintage peacock house great for workers
Vintage peacock house great for workers
Vintage peacock house great for workers
Vintage peacock house great for workers

Vintage peacock house great for workers

3 bedrooms·2 baths
Jacksonville • Florida
$88 – $135/ nacht(excl. kosten & belastingen)
Entire Home in Jax, close to I-10
Entire Home in Jax, close to I-10
Entire Home in Jax, close to I-10
Entire Home in Jax, close to I-10
Entire Home in Jax, close to I-10

Entire Home in Jax, close to I-10

2 bedrooms·2 baths
Jacksonville • Florida
$79 – $135/ nacht(excl. kosten & belastingen)
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 totaal voor 3 nachten

27–30 sep 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)

$ 594,90 USD totaal voor 3 nachten

18–21 okt 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.
Living Room
Kitchen
Dining & Kitchen
Living

Casa Mahon: Walk to Bridge of Lions & Downtown!

4 bedrooms·2 baths
St. Augustine • Florida
5(49 reviews)

$ 1.255,45 USD totaal voor 3 nachten

5–8 okt 2026

Lg 3 bdrm near chic downtown-TIAA stadium
Lg 3 bdrm near chic downtown-TIAA stadium
Lg 3 bdrm near chic downtown-TIAA stadium
Lg 3 bdrm near chic downtown-TIAA stadium
Lg 3 bdrm near chic downtown-TIAA stadium

Lg 3 bdrm near chic downtown-TIAA stadium

3 bedrooms·2 baths
Jacksonville • Florida
4.33(3 reviews)

$ 810,00 USD totaal voor 3 nachten

25–28 sep 2026

The Jax Hideout DT studio w/ shaded patio image 1
The Jax Hideout DT studio w/ shaded patio image 2
The Jax Hideout DT studio w/ shaded patio image 3
The Jax Hideout DT studio w/ shaded patio image 4
The Jax Hideout DT studio w/ shaded patio image 5

The Jax Hideout DT studio w/ shaded patio

1 bedroom·1 bath
Jacksonville • Florida
5(25 reviews)
$65/ nacht(excl. kosten & belastingen)
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
$99 – $496/ nacht(excl. kosten & belastingen)
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

25–28 sep 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
$188 – $1.492/ nacht(excl. kosten & belastingen)
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
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
$169 – $1.137/ nacht(excl. kosten & belastingen)
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
$211 – $1.659/ nacht(excl. kosten & belastingen)
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