The Loft in St Augustine FL
Big screen Roku TV
#2 bedroom - Queen
1st bedroom - King
Full sized kitchen

The Loft - Walk to Downtown

2 bedrooms·1 bath
St. Augustine • Florida

$882.71 USD total for 3 nights

Oct 22 – 25, 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)

$1,747.38 USD total for 5 nights

Oct 22 – 27, 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 for 3 nights

Oct 22 – 25, 2026

Casa Del Sol - Luxury & Convenience
Casa Del Sol - Luxury & Convenience
Casa Del Sol - Luxury & Convenience
Casa Del Sol - Luxury & Convenience
Casa Del Sol - Luxury & Convenience

Casa Del Sol - Luxury & Convenience

7 bedrooms·3½ baths
St. Augustine • Florida
5(123 reviews)

$3,467.89 USD total for 3 nights

Oct 30 – Nov 2, 2026

The Crescent Beach House Intracoastal Home image 1
The Crescent Beach House Intracoastal Home image 2
The Crescent Beach House Intracoastal Home image 3
The Crescent Beach House Intracoastal Home image 4
The Crescent Beach House Intracoastal Home image 5

The Crescent Beach House

3 bedrooms·3½ baths
St. Augustine • Florida
5(37 reviews)

$1,551.28 USD $1,449.17 USD total for 3 nights

Oct 22 – 25, 2026

Private balcony with ocean views overlooking the pools and direct boardwalk access to beautiful St. Augustine Beach.
Coastal Dreams - Open Concept Living Space Perfect gathering spot for families with natural light and coastal charm
Coastal Dreams - Private Boardwalk to Ocean Walk straight from the gate through the private boardwalk to the beach – just seconds to the sand.
Coastal Dreams - King Primary Bedroom Spacious primary bedroom with comfortable King bed & cable TV and dedicated workspace.
Coastal Dreams - Fully Equipped Kitchen Modern kitchen with PFAS-free cookware and stainless steel appliances.

Coastal Dreams | Renovated Ocean View St Aug Beach

2 bedrooms·2 baths
St. Johns County • Florida
5(29 reviews)

$787.70 USD $666.61 USD total for 3 nights

Oct 22 – 25, 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 total for 6 nights

Nov 30 – Dec 6, 2026

Direct Ocean Access!
Make unforgettable memories. Run down to the beach without ever getting in the car.
The upstairs Main Suite opens up to a private balcony with panoramic Atlantic Ocean views. Blackout curtains, Dechateaux real wood wide plank floors. The other side of the room welcomes you with a spa like bathroom. Two Queen Beds set up like a hotel room.
BeachHouse | 2 Private Decks | Luxury | King Bed
A thoughtfully designed main bath separates the bathing and grooming areas just like a luxury spa. Top of the line Brizo fixtures, Italian tile.

BeachHouse | 2 Private Decks | Luxury | King Bed

3 bedrooms·2 baths
Florida
5(45 reviews)

$2,784.99 USD $2,271.28 USD total for 5 nights

Oct 22 – 27, 2026

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)

$558.51 USD total for 3 nights

Oct 25 – 28, 2026

12x25' heated, salt water pool with sunledge. We love having the enclosure as we can enjoy it anytime of day with no pesky bugs!
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
Casa del Paraiso - 7BD/5BA Premier Escape!
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.

Casa del Paraiso - 7BD/5BA Premier Escape!

7 bedrooms·5 baths
St. Augustine • Florida
5(40 reviews)

$2,904.27 USD total for 3 nights

Oct 25 – 28, 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(76 reviews)

$1,271.35 USD $1,115.36 USD total for 3 nights

Oct 22 – 25, 2026

Luxury Ocean Blue beach house- 3 bed room
Luxury Ocean Blue beach house- 3 bed room
Luxury Ocean Blue beach house- 3 bed room
Luxury Ocean Blue beach house- 3 bed room
Luxury Ocean Blue beach house- 3 bed room

Luxury Ocean Blue beach house- 3 bed room

3 bedrooms·2½ baths
Palm Coast • Florida
5(80 reviews)

$1,388.80 USD total for 3 nights

Oct 22 – 25, 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)

$1,317.22 USD total for 3 nights

Oct 22 – 25, 2026

Retro Oasis Mins to Downtown / Beaches Huge Yard image 1
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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(4 reviews)

$684.00 USD $617.10 USD total for 3 nights

Oct 22 – 25, 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 total for 21 nights

Apr 30 – May 21, 2027

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/ night(excl. fees & taxes)
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 total for 5 nights

Nov 15 – 20, 2026

Quiet Butler Beach Getaway In St. Augustine image 1
Quiet Butler Beach Getaway In St. Augustine image 2
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Quiet Butler Beach Getaway In St. Augustine

3 bedrooms·2 baths
St. Augustine • Florida

$1,557.66 USD total for 3 nights

Oct 22 – 25, 2026

Private walkover from our complex to the beach.
Main living room with 65 inch Flatscreen TV.
Updated Beach Condo - Snowbirds Welcome image 3
Additional seating for 4 at the bar.
Updated Beach Condo - Snowbirds Welcome image 5

Coral Condo at The Ocean Gallery

2 bedrooms·2 baths
St. Augustine • Florida
4.91(11 reviews)

$1,750.00 USD total for 5 nights

Oct 25 – 30, 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)

$664.65 USD total for 3 nights

Oct 31 – Nov 3, 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)

$1,002.77 USD total for 3 nights

Oct 23 – 26, 2026

Resort-style splash pad with water jets and shaded pavilion fun
Family Fun Meets Luxury King Suites • Space-Themed Kids’ Room • Designer Kitchen • Near Beaches & Downtown
Resort-style pool with lap lanes, sun deck, and fun waterslide
1 mile from Downtown EV Charger and Pet friendly
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.

1 mile from Downtown EV Charger and Pet friendly

3 bedrooms·2 baths
St. Augustine • Florida

$1,046.60 USD $934.91 USD total for 3 nights

Oct 22 – 25, 2026

Pool~4 bdr~Game Room~Close2Downtown~Pet-Friendly
Pool~4 bdr~Game Room~Close2Downtown~Pet-Friendly
Pool~4 bdr~Game Room~Close2Downtown~Pet-Friendly
Pool~4 bdr~Game Room~Close2Downtown~Pet-Friendly
Pool~4 bdr~Game Room~Close2Downtown~Pet-Friendly

Pool~4 bdr~Game Room~Close2Downtown~Pet-Friendly

4 bedrooms·2 baths
St. Augustine • Florida
4.93(28 reviews)

$1,631.00 USD total for 5 nights

Oct 22 – 27, 2026

The Pelicans Way
The Pelicans Way
The Pelicans Way
The Pelicans Way
The Pelicans Way

The Pelicans Way

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

$761.25 USD total for 3 nights

Oct 22 – 25, 2026