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Downtown St. Augustine

125 Twine Street

* Sleeps 8 - 3 Bedrooms/ 2.5 Bathrooms
- French inspired design
- Sparkling blue hot tub
- Pull out sofa
- Private patio with fire pit and string lights
- SMALL Dog friendly! 2 dog max, weight max per dog is 20 lbs, no exceptions. Inquire about nightly pet fee
- 4 off street driveway parking spots
- Blocks from the heart of downtown
- 15 Minute drive to the beach

Book Now

127 Twine Street

*Sleeps 6 - 3 Bedrooms/ 2 Bathrooms
- Stunning Blue Oasis Pool!
- Pool House with Bar and Half Bathroom
- 20 Minute Walk to Downtown St. Augustine
- 2 Blocks from Blue Hen Cafe
- Walk to Ice Plant, Dog Rose Brewery and others
- Great for wedding groups
- Short drive to the beaches

Book Now

139 Twine Street

* Sleeps 5 - 2 Bedrooms/ 1.5 Bathrooms
- Located in Downtown St. Augustine
- Private back yard jacuzzi
- Bicycles
- Small fully fenced yard
- Propane grill
- Near the San Sebastian Winery, Ice Plant, Dog Rose Brewery, and Blue Hen Cafe.

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Upstairs of 166 Cordova

* This listing is for the Upstairs Unit Only! To book the entire house please refer to Duplex of 166 Cordova.
* Sleeps 6 - 2 bedroom/ 1 Bathroom
* Access to Serenata Beach Club with additional fee
- Located in Downtown St. Augustine.
- Small pets allowed with additional fee
- Shared backyard
- Fire pit and grill
- Near The Lightner Museum, Flagler College and St. George Street.

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Downstairs of 166 Cordova

* This listing is for the Downstairs Unit Only! To book the entire house please refer to Duplex of 166 Cordova.
* Sleeps 6 - 2 bedroom/ 1 Bathroom
* Access to Serenata Beach Club with additional fee
- Located in Downtown St. Augustine
- Small pets allowed with additional fee
- Shared backyard
- Fire pit and grill
- Near The Lightner Museum, Flagler College and St. George Street.

Book Now

Duplex of 166 Cordova

* This listing is for the entire home!
* Sleeps 12 - 4 bedrooms/ 2 baths
* Access to Serenata Beach Club with additional fee
- Located in Downtown St. Augustine
- Small pets allowed with additional fee
- Shared backyard
- Fire pit and grill
- Near The Lightner Museum, Flagler College and St. George Street

Book Now

34 MLK Ave

*Sleeps 6 - 3 Bedrooms/ 2 Bathrooms
- Located in Downtown St. Augustine
- Fully fenced in backyard
- Fully stocked kitchen
- Minutes walk to Lightner Museum, Flagler College, Ice Plant, San Sebastian Winery.
- Short drive to St. Augustine beach and Vilano beach

Book Now

39 MLK Ave

* Sleeps 8 - 3 Bedrooms/ 3.5 Bathrooms
- Located in Downtown St. Augustine
- All 3 bedrooms have a full en-suite bathroom
- Outdoor seating
- Small fenced area
- Charcoal grill
- Near the San Sebastian Winery, Blue Hen Cafe and a few minutes walk to The Lightner Museum and Flagler College.

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125 Lincoln Street

* Sleeps 8 - 3 Bedroom/ 2.5 Bathrooms
- Located in Downtown St. Augustine
- Pet friendly with additional fee
- Fully fenced backyard
- Propane grill
- Near the San Sebastian Winery, Ice Plant, Dog Rose Brewery, and Blue Hen Cafe.

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137 King Street Apt #5

*Sleeps 4 - 2 Bedrooms/ 1 Bathroom
**Please be sure to view Guest Access section for important notices regarding the property
- Located in the heart of historic downtown St. Augustine!
- Renovated apartment situated inside the HISTORIC Butterfield Garage
- Pre-Prohibition industrial style refurbished apt
- First floor of the building includes art galleries and shops
- Short drive to the beaches
- Minutes walk to Ice Plant, San Sebastian Winery, Lightner Museum, The Treasury

Book Now

Davis Shores St. Augustine

13 Comares S

*Sleeps 12 - 4 Bedrooms/ 3 Bathrooms
- Xbox gaming console
- Propane grill
- Fully fenced yard
- Balcony views of the Historical Lighthouse
- Near Alligator Farm and the beach
- Walking distance to Mojo’s Tacos, Mellow Mushroom, and Yoga Studio

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103 Flagler Blvd

* Sleeps 8 - 3 Bedrooms/ 1 Bathroom
- Located in Davis Shores
- Small pets allowed with additional fee
- Fully fenced backyard
- Propane grill
- Walking distance to Downtown, Osteen's, Osprey Tacos, Mojo's tacos, and Mellow Mushroom
- Near the Alligator farm, Amphitheater, Lighthouse, and St. Augustine Beach

Book Now

114 Flagler Blvd

* Sleeps 8 - 3 Bedrooms/ 2 Bathrooms
- Located in Davis Shores
- Fully fenced backyard
- Patio seating under grapevine pergola
- Hot tub and propane grill
- Walking distance to downtown, Osteen's, Osprey Tacos, Mojo's tacos, and Mellow Mushroom
- Near the Alligator farm, Amphitheater, Lighthouse, and St. Augustine Beach

Book Now

Uptown St. Augustine

15 Shenandoah Street - Castle Garden

* Sleeps 12 - 6 Bedrooms/ 5 Full Bathrooms, 2 Half Baths
* Please be sure to view Guest Access section for important notices regarding the property
- Fully renovated historic castle next to Ripley's Believe It or Not
- Custom kitchen equipped with every appliance
- Propane fire pit with seating area
- Heat producing electric fireplace
- Large off street driveway
- INQUIRE - Small events allowed subject to limited availability
- Steps to board trolley and Francis Field

Book Now

10 Pacific Street

* Sleeps 6 - 2 Bedrooms/ 1 Bathroom
- Located in uptown, near Florida School for the Deaf and Blind
- Private screened in patio with quaint swing and string lights
- INQUIRE - Dog friendly with nightly fee! 2 dog max, weight max per dog is 50 lbs, no exceptions
- 4 Minute drive to downtown
- 5 Minute drive to Vilano Beach
- The best quesadillas in town are just only a few steps away at the end of the block at El Potro!

Book Now

29 Bernard Street

* Sleeps 6 - 2 Bedrooms/ 1 Bathroom
- Located near the Mission Nombre de Dios (The Big Cross)
- Private screened in patio with quaint seating and electric grill
- Two driveway parking spots
- INQUIRE - Dog friendly with nightly fee! 2 dog max, weight max per dog is 30 lbs, no exceptions
- Walkable to the heart of Downtown St. Augustine
- 5 Minute drive to Vilano Beach
- Block away from the notable Raintree Restaurant
- Steps from uptown boutique shopping

Book Now

9 Sylvan Unit A

* Sleeps 4 - 2 Bedrooms/ 1 Bathroom
***Please be sure to view Guest Access section for important notices regarding the property
- Minutes drive from the heart of historic downtown St. Augustine!
- INQUIRE - Dog friendly with nightly fee
- Charming backyard pergola with string lights
- Retro kitchen and festive living area
- Porch swings overlooking residential neighborhood
- Walkable to FSDB campus, Car Museum and San Marco Ave

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9 Sylvan Unit B

* Sleeps 4 - 2 Bedrooms/ 1 Bathroom
***Please be sure to view Guest Access section for important notices regarding the property.
- Minutes drive from the heart of historic downtown St. Augustine
- INQUIRE - Dog friendly with nightly fee
- Fully functional kitchen and serene living/dining area
- Porch seating
- 1 Off street driveway parking spot
- Walkable to FSDB campus, Car Museum and San Marco Ave
- Short drive to Vilano beach

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218 San Marco

* Sleeps 10 - 5 Bedrooms/ 3 Bathrooms
***Please be sure to view Guest Access section for important notices regarding the property
- Renovated bathrooms and kitchenette
- Stunning lit up backyard with wood burning fire pits
- Balcony overlooking tree covered FSDB campus across the street and San Marco Ave
- INQUIRE - Small OUTDOOR events WITH ADDITIONAL FEE
- Electric BBQ grill + outdoor covered balcony dining
- Off street driveway parking
- Minutes from Vilano Beach

Book Now

8 Grant Street

* Sleeps 4 - 1 Bedroom/ 1 Bedroom
- Walkable to shops and eateries
- One block from Florida School for the Deaf and Blind
- 5 Minute drive to Vilano Beach
- 3 Minute drive to Downtown St. Augustine
- 1 Off street parking spot

Book Now

4568 Third Ave

* Sleeps 4 - 2 Bedroom/ 1 Bathroom
- Located in North St. Augustine
- Pet friendly with additional fee
- Fully fenced backyard
- Propane grill and outdoor patio seating
- Minutes from St. Augustine airport + flight school
- 10 min drive to downtown and Vilano Beach

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Vilano Beach

4160 Coastal Highway

* Sleeps 13 - 3 Bedrooms/ 2.5 Bathrooms
- Oceanfront decks with direct access to the beach
- Propane grill
- Beach towels, chairs, umbrellas
- Near The Reef, Aunt Kate's, Beaches, Cap's, and Downtown

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4190 Coastal Highway

* Sleeps 12 - 4 Bedrooms/ 3 Bathrooms
- Oceanfront - 10 steps to the beach
- Private beach access
- Spacious home suited for large groups
- Grand deck overlooking ocean with tiki bar
- Foosball, book nook, beach gear
- Near The Reef, Cap's, Aunt Kate's, King Fish Grill, Beaches, and Publix

Book Now

3245 Coastal Highway

*Sleeps 10 - 4 Bedrooms/ 2 Bathrooms
- Steps from the beach
- 360 degree Ocean and Intercoastal Views
- 3 Spacious patio decks
- Screened in dining and lounge patio
- Corn hole and board games
- 7 Minute drive to Historic Downtown St. Augustine and top Eatery’s

Book Now

208 Seventeenth Street

* Sleeps 10 - 4 Bedrooms/ 3.5 Bathrooms
- Steps from the beach access across Coastal Highway
- Blocks from boat ramp - bring your boats and jet-skis!
- Sparkling blue heated pool (please request pool heat - $45 a day/$200 a week)
- INQUIRE - Dog friendly with nightly fee
- Propane Grill
- 10 Minute drive to Downtown St. Augustine

Book Now

2854 Coastal Highway Downstairs

* Sleeps 3 - 1 Bedroom/ 1 Bathroom
*** Please be sure to view Guest Access section for important notices regarding the property.
- Minutes drive from the heart of historic downtown St. Augustine
- Walking distance to public beach access, restaurants, and Vilano Pier
- INQUIRE - Dog friendly with nightly fee
- Serene paver patio with pergola in side yard
- Electric BBQ grill + outdoor covered balcony
- Lots of free parking across Coastal Highway at the Publix Shopping Center

Book Now

2854 Coastal HIghway Upstairs

* Sleeps 3 - 1 Bedroom/ 1 Bathroom
***Please be sure to view Guest Access section for important notices regarding the property.
- Minutes drive from the heart of historic downtown St. Augustine
- Walking distance to public beach access, restaurants, and Vilano Pier
- INQUIRE - Dog friendly with nightly fee
- Serene paver patio with pergola in side yard
- Electric BBQ grill + outdoor covered balcony
- Lots of free parking across Coastal Highway at the Publix Shopping Center

Book Now

213 Fifth Street

* Sleeps 8 - 3 Bedrooms/ 2 Bathrooms
- Blocks from the beach
- Bicycles and kayak
- Charcoal grill
- Several outdoor seating spaces
- NearCastle Otttis (The Vilano Beach castle), Cap's, The Reef, and Aunt Kate's

Book Now

125 Morgan Ave

* Sleeps 8 - 3 Bedrooms/ 2 Bathrooms
- HUGE screened in pool
- Walk distance to the beach
- 0.5 miles to Publix grocery store and marina
- Near Downtown, Beaches, The Reef, and Cap's

Book Now

2803 Seagate Lane

* Sleeps 8 - 2 Bedrooms/ 2 Bathrooms
- Pavered patio with fire pit and sun umbrella
- Screened in patio with dining area
- 2 Parking spots provided
- INQUIRE - Dog friendly with nightly fee - 2 dog max, weight max per dog is 45 lbs.
- 4 Minute walk to the beach
- 10 Minute drive to Downtown St. Augustine

Book Now

Treasure Beach

Unit 3306 at the Colony Reef Club

* Sleeps 8 - 3 Bedrooms/ 2 Bathrooms
- Views of the pool and ocean
- Steps from the beach
- Indoor heated pool, outdoor unheated pool, jacuzzi
- Sauna, tennis, racquetball, fitness center
- Spacious private patio
- Short drive to St. Aug Beach's Top Eateries
- 17 Minute drive to Downtown, St. Augustine

Book Now

5596 Pelican Way

* 30 Night Minimum
* Sleeps 3 - 2 Bedrooms/ 1 Bathroom
- Upstairs apartment with ocean views
- Private patio with seating
- 2 Beach bikes provided
- Near RedFrog & McToads Pub, Back 40 A1A, Mango Mangos, Sunset Grill, Publix
- 2 Minute 1/2 block walk to the beach
- 17 minute drive to Downtown St. Augustine

Book Now

242 Ventura Street

* Sleeps 8 - 3 Bedrooms/ 2 Bathrooms
- Canal front covered patio
- Floating Docks
- Heated pool and spa.
- Ping pong, corn hole, and darts.
- Paddle board, boogie boards, and fishing poles.
- Propane grill
- Near Back 40 A1A, Kookabura, Publix, Crescent Beach Grill

Book Now

299 Puebla Road

* Sleeps 6 - 3 Bedrooms/ 2 Bathrooms
- Canal front decks
- Patio seating
- Covered boat slip and floating dock
- Propane grill
- Bikes, kayaks, boogie boards, fishing poles, and beach chairs
- Near Back 40 A1A, South Beach Grill, Kookabura, Publix, Cresent Beach boardwalk

Book Now

212 Barco Road

* Sleeps 8 - 4 Bedrooms/ 3 Bathrooms
- Pet friendly with additional fee
- Screened in pool
- Canal front home with boat accessible dock
- Near Back 40 A1A, South Beach Grill, Kookabura, Publix, Cresent Beach boardwalk

Book Now

5910 Rio Royalle Road

* Sleeps 8 - 3 Bedrooms/ 2 Bathrooms
- Canal front home with private back porch
- Minutes from boat ramp
- Propane grill
- Near Back 40 A1A, South Beach Grill, Kookabura, Publix, Cresent

Book Now

Crescent Beach

7201 A1A South Unit A

* This listing is for the 2 bedroom suite ONLY. The rest of the house is not included.*
* Sleeps 4 - 2 Bedrooms/ 1 Bathroom
- Steps from the beach
- Private courtyard with seating
- Short drive to St. Augustine Beach
- Historic Downtown St. Augustine is a 20 minute drive
- Lots of free driveway parking

Book Now

7201 A1A South Unit B

* Sleeps 8 - 4 Bedrooms/ 3 Bathrooms
- Stunning back yard lanai with a sparkling blue pool
- Propane fire pit and propane grill
- Uncovered and covered seating areas with TVs
- Outdoor shower
- Front yard play ground
- Spacious driveway for parking
- Near Back 40 A1A, Viola's, Publix, and Sunset Grille

Book Now

131 Green Road

* Sleeps 10 - 3 Bedrooms/ 4 Bathrooms
- Third floor balcony views of the Intercoastal
- Sparkling blue heated pool with jacuzzi
- 2 Kayaks with life jackets
- Dog friendly! 2 dog max, weight max per dog is 45 lbs. Inquire about nightly pet fee
- 1 block from the beach access
- 1 block from boat ramp - bring your boats and jet-skis
- 17 Minute drive to Downtown St. Augustine

Book Now

Sand Dollar Condominium Unit 404

*Weekly and monthly special discounts!*
* Sleeps 8 - 3 Bedrooms/ 2 Bathrooms
- Oceanfront condo with panoramic views
- Oceanfront pool and lit up tennis court condo complex amenities
- Private condo complex beach walkover
- Fully remodeled, upscale decor and furnishings.
- Minutes from St. Augustine Pier and Historic Downtown St. Augustine
- Secure garage parking close to elevators
- 2 Parking spots provided

Book Now

6098 Ajo Road Unit A

* Sleeps 2 - 1 Bedroom Suite/ 1 Bathroom
- Canal front with a private patio
- Board games
- Shared dock for boats, kayaks and jet skis! Dock is shared.
- Dog friendly - conditions apply with additional pet fee
- 10 Minute walk to the beach
- 15 Minute drive to Downtown St. Augustine
- There are not any laundry facilities at this home.

Book Now

6098 Ajo Road Unit B

* Sleeps 8 - 4 Bedrooms/ 2 Bathrooms
* This listing is for Unit B only! Unit A has a SEPARATE listing that may be rented by other guests.
- 10 Minute walk to the beach
- Canal front with a private wraparound balcony
- Shared dock - bring your boats, kayaks and jet skis
- 4 Private parking spots
- Propane grill
- Short drive to St. Aug Beach and Top Eateries!
- 15 Minute drive to Historic Downtown St. Augustine

Book Now

Four Winds Condominium Unit G7

* Sleeps 6 - 2 Bedrooms/ 1.5 Bathrooms
- Private community pool
- Master bedroom ocean views
- Private patio with seating
- Near Back 40 A1A, South Beach Grill, Kookabura, Publix, Cresent Beach boardwalk

Book Now

St. Augustine Beach

109 B Street Unit A

* Sleeps 6 - 2 Bedrooms/ 2 Bathrooms
- Screened in patio with seating
- Limited beach gear provided
- 2 Minute walk to the beach
- 10 Minute drive to Downtown St. Augustine
- Walking distance to Stir It Up, Mango Mango's, and Pit Surf Shop
- Near St. Augustine Pier, The Lighthouse, The Alligator Farm, and Publix
- 2 Parking spots provided

Book Now

109 B Street Unit B

* Sleeps 10 - 3 Bedrooms/ 2 Bathrooms
- 1 Block from the beach
- Table top charcoal grill
- Screened in patio
- Beach gear, sand toys, and cooler
- Board games
- Walking distance to Stir It Up, Mango Mango's, and Pit Surf Shop
- Near St. Augustine Pier, The Lighthouse, The Alligator Farm, and Publix

Book Now

109 B Street Unit D

* Sleeps 8 - 3 Bedrooms/ 2 Bathrooms
- Screened in patio with seating
- Table top grill
- Walkable to St. Augustine Beach’s Top Eateries
- 3 Parking spots provided
- 1 Block from the beach
- 10 Minute drive to Downtown St. Augustine

Book Now

6 Ocean Drive

* Sleeps 12 - 2 Bedrooms/ 2 Bathrooms
- Pet friendly with additional fee
- Oceanfront views
- Steps to the beach
- Propane grill
- Near Hurricanes, Kookaburra, Sunset Grill, and the St. Augustine Pier

Book Now

91 Ocean Drive

* Sleeps 12 - 4 Bedrooms/ 2 Bathrooms
* Access to Serenata Beach Club with additional fee
- Pet friendly with additional fee
- Walking distance to the beach
- Playstation 4 with games
- Beach towels
- Near Hurricanes, Kookaburra, Sunset Grill, and the St. Augustine Pier

Book Now

3 E Street

* 30 Night Minimum
* Sleeps 6 - 2 Bathrooms/ 2 Bedrooms
- Pet friendly with additional fee
- Propane grill
- Balcony with ocean views
- Steps to the beach
- Near Taco Shop, Mango Mango's, St. Augustine Pier, Sunset Grill, Alligator Farm, and the Lighthouse

Book Now

6 5th Street Unit A

* Sleeps 6 - 2 Bedrooms/ 1 Bathroom
- Pet friendly with additional fee
- Fully fenced backyard
- Steps to the beach
- Private back deck for lounging
- Propane grill
- Near Taco Shop, Mango Mango's, St. Augustine Pier, Sunset Grill, Alligator Farm, and the Lighthouse

Book Now

6 5th Street Unit B

* Sleeps 2 - 1 Bedroom Studio/ 1 Bathroom
- One pet allowed with additional fee
- Fully fenced backyard
- Private upstairs deck with ocean views
- Beach chairs and beach towels
- Near Taco Shop, Mango Mango's, St. Augustine Pier, Sunset Grill, Alligator Farm, and the Lighthouse

Book Now

3793 Flamingo Street

*Sleeps 10 - 3 Bedrooms/ 2 Bathrooms
- INQUIRE - Dog friendly with nightly fee
- Outdoor balcony patio dining with string lights
- Electric Grill
- Plenty of driveway parking provided
- A few minutes drive to A Street beach access with beach side eateries
- 15 Minute drive to downtown

Book Now

St. Johns River

13745 CR 13 N, Unit A

* Sleeps 6 - 3 Bedrooms/ 2 Bathrooms
* This listing is for Unit A ONLY!
- Pet friendly with additional fee
- River front home
- Screened in patio with seating
- Shared dock for your boats, kayaks and jet skis
- Table top charcoal grill
- 25-30 minute drive to historic downtown St. Augustine
- 35 minute drive to the beaches
- Driveway parking for 2 cars under large carport

Book Now

13745 CR 13 N, Unit B

* Sleeps 6 - 2 Bedrooms/ 1 Bathroom
* This listing is for Unit B ONLY!
- River front home
- Screened in patio with seating
- Shared dock for your boats, kayaks and jet skis
- Ping pong table and board games
- Pet friendly with additional fee
- 25-30 minute drive to historic downtown St. Augustine
- 35 minute drive to the beaches
- Driveway parking for 2 cars under large carport

Book Now

13745 CR 13 N Duplex

* Sleeps 12 - 5 Bedrooms/ 3 Bathrooms
* This listing is for both units A and B!
- Pet friendly with additional fee
- River front
- Dock for your boats, kayaks and jet skis
- Ping pong table and board games
- Screened in patio with seating on each unit
- Table top charcoal grill at each unit
- 25-30 Minute drive to historic downtown St. Augustine
- 35 Minute drive to the beaches
- Tons of free driveway parking and 2 large carports

Book Now

230 St Johns Drive

* Sleeps 6 - 2 Bedrooms/ 1 Bathroom
- River front cabin with river accessible dock
- Basketball court and ping pong
- Soccer ball, basketball, and football provided
- Table top charcoal grill
- Kayak and fishing poles
- Carport patio with seating

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Mountain Homes

2255 Wolf Laurel Road, North Carolina

* Sleeps 8 - 4 Bedrooms/ 3.5 Bathrooms
***Please be sure to view Guest Access section for important notices regarding the property
- Mountainside retreat adjacent to the nature trail
- Gated community
- Basement game room (ping pong, darts, board games)
- Upper and lower decks with beautiful views
- Kitchen stocked with every appliance
- Driveway parking for 4 cars max
- Country club living - onsite golf, skiing, tennis & fitness center
- 45 Minutes to Asheville, NC

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178 Sunrock Mountain, Blue Ridge Georgia

* Sleeps 6 - 3 Bedrooms/ 3 Bathrooms
- Stunning Blue Ridge mountain views
- Views from the steamy hot tub and main floor balcony
- Only 10 minutes from the heart of downtown Blue Ridge
- Pool table, air hockey, board games and oversized checkers
- 2 Indoor and 1 outdoor fireplace
- Propane BBQ grill

Book Now