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!
Brand new paver walkway was added in March 2023
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)

$ 9.265,00 USD totaal voor 3 nachten

30 okt – 2 nov 2026

Living Room
Living Room
Modern dining area filled with natural light and direct access to the fully equipped kitchen. Ideal for shared meals, coffee chats, or cooking together during your beach getaway.
Bedroom 2
Bathroom 1

Lux Beach Cabana - Close to Beach & Restaurants

2 bedrooms·2 baths
St. Augustine • Florida

$ 904,65 USD totaal voor 3 nachten

30 okt – 2 nov 2026

Dining area
Living room
Kitchen
Master bedroom
Outdoor space

Las Olas Cabana - Close to Beach & Restaurants

2 bedrooms·2 baths
St. Augustine • Florida

$ 706,20 USD totaal voor 3 nachten

30 okt – 2 nov 2026

Living room
Master bedroom
Office space
Bedroom 2
Outdoor space

Classy Bohemian Beach Cabana- Close to Beach

2 bedrooms·2 baths
St. Augustine • Florida

$ 816,45 USD totaal voor 3 nachten

30 okt – 2 nov 2026

5BR, Pool,HotTub, Putput, Walk to Beach,Game RM! image 1
5BR, Pool,HotTub, Putput, Walk to Beach,Game RM! image 2
Open floor plan
Who knew hanging out in a garage could be so fun!
5BR, Pool,HotTub, Putput, Walk to Beach,Game RM! image 5

5BR, Pool,HotTub, Putput, Walk to Beach,Game RM!

5 bedrooms·3 baths
St. Augustine • Florida
5(38 reviews)

$ 2.108,99 USD totaal voor 3 nachten

30 okt – 2 nov 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/ nacht(excl. kosten & belastingen)
Multiple King Suites, WALK 2 beach, Dream backyard image 1
Multiple King Suites, WALK 2 beach, Dream backyard image 2
Multiple King Suites, WALK 2 beach, Dream backyard image 3
Multiple King Suites, WALK 2 beach, Dream backyard image 4
Multiple King Suites, WALK 2 beach, Dream backyard image 5

Multiple King Suites, WALK 2 beach, Dream backyard

5 bedrooms·4 baths
St. Augustine • Florida
5(8 reviews)

$ 2.108,99 USD totaal voor 3 nachten

30 okt – 2 nov 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 totaal voor 5 nachten

15–20 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

$ 874,25 USD totaal voor 3 nachten

30 okt – 2 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)

$ 990,25 USD totaal voor 3 nachten

30 okt – 2 nov 2026

Sawgrass Country Club Entrance
View off Lanai -- watch and listen to the wildlife
View from Master Bedroom South Nine - Hole 2
Entryway
Dining Area

Luxe Little Bay Harbor, SawgrassCC Spring Special

3 bedrooms·3 baths
Ponte Vedra Beach • Florida
5(9 reviews)

$ 5.290,68 USD totaal voor 21 nachten

30 apr – 21 mei 2027

Bright and cozy living space with original character, updated finishes, and plenty of room to unwind. Perfect for movie nights, family time, or relaxing after exploring historic Riverside.
Inviting living room with a classic fireplace, stylish décor, and warm natural light. A comfortable spot to relax, read, or enjoy a calm evening at home.
Large front porch ideal for morning coffee or slow afternoons watching the neighborhood go by. A peaceful spot that captures the charm of historic Riverside.
Comfortable bedroom with soft lighting, warm décor, and a relaxing atmosphere. Perfect for a quiet night’s sleep after a day of dining, breweries, and exploring the area.
Family friendly backyard with a fun tree fort and plenty of room to play. Kids love this space, and it is a great area for enjoying fresh air under the shade of mature trees.

Southern Charm & Modern Comfort

3 bedrooms·2 baths
Jacksonville • Florida
LuxeTPC Sawgrass
LuxeTPC Sawgrass
LuxeTPC Sawgrass
LuxeTPC Sawgrass
LuxeTPC Sawgrass

LuxeTPC Sawgrass

3 bedrooms·3 baths
Ponte Vedra Beach • Florida
5(1 review)

$ 2.890,60 USD totaal voor 4 nachten

15–19 mei 2027

Entire home in Jax great for crews
Entire home in Jax great for crews
Entire home in Jax great for crews
Entire home in Jax great for crews
Entire home in Jax great for crews

Entire home in Jax great for crews

2 bedrooms·2 baths
Jacksonville • Florida
$87 – $155/ nacht(excl. kosten & belastingen)
tunning large calico shell art & vibrant colors create a lively ambiance. Cozy seating for four under a beautiful rattan chandelier ensures stylish, inviting meals.
Spacious kitchen, fully stocked for culinary adventures! Enjoy multiple coffee options (drip, Keurig, coffee pot) & island seating for four. Perfect for cooking, entertaining & morning brews.
Our large, spacious wraparound deck boasts outdoor seating for 8, loungers, deck chairs & umbrellas. Grill up your favorites on the charcoal camp grill! Plus, an outdoor shower to rinse off after beach days. Perfect for relaxation & entertaining.
5-Min Beach Walk • Big Deck • 3BR • Outdoor Shower image 4
5-Min Beach Walk • Big Deck • 3BR • Outdoor Shower image 5

5-Min Beach Walk • Big Deck • 3BR • Outdoor Shower

3 bedrooms·2 baths
St. Augustine • Florida
5(2 reviews)
$260 – $475/ nacht(excl. kosten & belastingen)
Nights of lights
Living Room
Kitchen
Exterior
Tesla Wall Connector

Walk to Nights of Lights, trolley #11 + EV charger

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

$ 588,08 USD totaal voor 3 nachten

1–4 nov 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)

$ 859,04 USD $ 839,99 USD totaal voor 3 nachten

1–4 nov 2026

Stylish Historic Retreat|Walk to Downtown|Parking image 1
Stylish Historic Retreat|Walk to Downtown|Parking image 2
Stylish Historic Retreat|Walk to Downtown|Parking image 3
Stylish Historic Retreat|Walk to Downtown|Parking image 4
Stylish Historic Retreat|Walk to Downtown|Parking image 5

Stylish Historic Retreat|Walk to Downtown|Parking

3 bedrooms·3 baths
St. Augustine • Florida
5(7 reviews)

$ 1.000,00 USD totaal voor 3 nachten

2–5 nov 2026

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
$80 – $135/ 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
$89 – $135/ 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

$ 655,00 USD totaal voor 3 nachten

30 okt – 2 nov 2026

Sawgrass Tee To Sea Condo
Sawgrass Tee To Sea Condo
Large and open Living area with golf course views
Sawgrass Tee To Sea Condo
Large and open Living area with golf course views

Sawgrass Tee To Sea Condo

2 bedrooms·2 baths
Ponte Vedra Beach • Florida
4.95(43 reviews)

$ 1.910,54 USD totaal voor 6 nachten

30 nov – 6 dec 2026

Fairway to the Sea
Primary Bedroom
Fairway to the Sea
Fairway to the Sea
Fairway to the Sea

Fairway to the Sea

2 bedrooms·2 baths
St. Johns County • Florida

$ 1.075,00 USD totaal voor 5 nachten

1–6 nov 2026

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.
Dining area
Dining area
Bedroom 3

Coastal Cabana - Heated Pool - Walk to Beach

4 bedrooms·3 baths
St. Augustine • Florida

$ 1.802,85 USD totaal voor 3 nachten

30 okt – 2 nov 2026