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Vacation rentals in St. Augustine Beach, Florida, United States

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)

$ 1.255,45 USD total por 3 noites

5 – 8 de out. de 2026

Living room with high ceiling

Relax in the screened patio with a private hot tub and leafy canal views, the perfect spot to soak, unwind, and enjoy quiet Florida evenings in any season.

Bright master bedroom

Waterfront Zen-Dock, Paddleboards, Jacuzzi & Games

4 bedrooms·2 baths

St. Augustine • Florida

$ 969,35 USD total por 3 noites

24 – 27 de set. de 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

$ 878,45 USD total por 3 noites

24 – 27 de set. de 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)

$ 979,98 USD total por 3 noites

24 – 27 de set. de 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

$460 – $1.737/ noite(excl. taxas & impostos)

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/ noite(excl. taxas & impostos)

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/ noite(excl. taxas & impostos)

NEW Crescent Beach- Pool, Spa, Game room, firepit

NEW Crescent Beach- Pool, Spa, Game room, firepit

NEW Crescent Beach- Pool, Spa, Game room, firepit

NEW Crescent Beach- Pool, Spa, Game room, firepit

Enjoy relaxing in the spa after a long day at the beach

NEW Crescent Beach- Pool, Spa, Game room, firepit

4 bedrooms·4 baths

St. Augustine • Florida

4.84(19 reviews)

$ 2.523,56 USD total por 3 noites

29 de set. – 2 de out. de 2026

3-minute walk to the beach on the beach walkway

NEW Crescent Beach- Pool, Spa, Game room, firepit

NEW Crescent Beach- Pool, Spa, Game room, firepit

NEW Crescent Beach- Pool, Spa, Game room, firepit

NEW Crescent Beach- Pool, Spa, Game room, firepit

NEW Crescent Beach- Pool, Spa, Game room, firepit

0 bedrooms·0 baths

St. Augustine • Florida

$ 2.400,00 USD total por 3 noites

28 de set. – 1 de out. de 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.

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.

“Nothing says vacation like a comfy king‑size bed. The main bedroom also features a smart TV and a gorgeous ensuite for added comfort.

The 2nd bedroom includes two full beds, a spacious closet, and a convenient little makeup area.

Near St. Augustine Downtown and Pets Welcome

2 bedrooms·2 baths

St. Augustine • Florida

$ 782,77 USD $ 726,46 USD total por 3 noites

24 – 27 de set. de 2026

2 Homes for Groups Near St Augustine Downtown

2 Homes for Groups Near St Augustine Downtown

2 Homes for Groups Near St Augustine Downtown

2 Homes for Groups Near St Augustine Downtown

2 Homes for Groups Near St Augustine Downtown

2 Homes for Groups Near St Augustine Downtown

5 bedrooms·4 baths

St. Augustine • Florida

$ 1.690,91 USD $ 1.560,51 USD total por 3 noites

15 – 18 de nov. de 2026

St Augustine Music Festival Home Fenced Yard

St Augustine Music Festival Home Fenced Yard

St Augustine Music Festival Home Fenced Yard

St Augustine Music Festival Home Fenced Yard

St Augustine Music Festival Home Fenced Yard

St Augustine Music Festival Home Fenced Yard

3 bedrooms·2 baths

St. Augustine • Florida

$ 842,47 USD $ 783,53 USD total por 3 noites

15 – 18 de nov. de 2026

Living room/dining room

Downtown with Christmas lights (last until Jan 31, 2022)

Bumper pool table

Key hanger next to front door

Wildwood Retreat -near the Beach&Historic Downtown

3 bedrooms·2 baths

St. Augustine • Florida

5(97 reviews)

$ 664,65 USD total por 3 noites

24 – 27 de set. de 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(2 reviews)

$ 711,88 USD $ 642,19 USD total por 3 noites

24 – 27 de set. de 2026

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

The Salty Palm- Hot Tub/Fire-pit/ 1 mile to Dwtwn!

The Salty Palm- Hot Tub/Fire-pit/ 1 mile to Dwtwn!

Games for the family

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

The Salty Palm- Hot Tub/Fire-pit/ 1 mile to Dwtwn!

4 bedrooms·2 baths

St. Augustine • Florida

5(56 reviews)

$ 1.061,57 USD total por 3 noites

27 – 30 de set. de 2026

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

St Augustine Home Near Downtown EV Charger Pets

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.

Steel digital safe available for guest use.

Newly built home with professionally designed home

St Augustine Home Near Downtown EV Charger Pets

3 bedrooms·2 baths

St. Augustine • Florida

$ 842,26 USD $ 753,71 USD total por 3 noites

24 – 27 de set. de 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

$ 1.009,08 USD $ 986,21 USD total por 3 noites

27 – 30 de set. de 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

$ 1.921,28 USD $ 1.874,57 USD total por 3 noites

30 de set. – 3 de out. de 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

$ 2.954,25 USD $ 2.879,96 USD total por 3 noites

2 – 5 de out. de 2026

West Oasis #5

3 bedrooms·2 baths

St. Augustine • Florida

$ 656,78 USD $ 640,80 USD total por 3 noites

4 – 7 de out. de 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

$ 1.261,97 USD $ 1.231,50 USD total por 3 noites

4 – 7 de out. de 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

$ 524,67 USD $ 512,66 USD total por 3 noites

27 – 30 de set. de 2026

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

$ 528,44 USD $ 516,33 USD total por 3 noites

27 – 30 de set. de 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

$ 535,99 USD $ 523,65 USD total por 3 noites

27 – 30 de set. de 2026