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)
$519/ night(excl. fees & taxes)
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)
$519/ night(excl. fees & taxes)
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)

$5,695.16 USD total for 7 nights

Sep 19 – 26, 2026

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 total for 3 nights

Sep 17 – 20, 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)

$2,954.29 USD total for 3 nights

Sep 20 – 23, 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)
$399/ night(excl. fees & taxes)
floating pool charcuterie available at an additional charge
Phil the flamingo sadly was unalived by a rogue guest, but c'mon the waters fine, we have other pool floats, however long live Phil
Plenty of room to catch some rays or do some yoga
jump in, the waters perfect
hide away in your own casita, away from the main house, and watch a movie on the big screen tv

The Pink Cabana

4 bedrooms·1 bath
Jacksonville • Florida
4.93(125 reviews)

$1,075.00 USD total for 3 nights

Sep 8 – 11, 2026

Air Purifier | Near NAS, Downtown & Airport
Air Purifier | Near NAS, Downtown & Airport
Air Purifier | Near NAS, Downtown & Airport
Air Purifier | Near NAS, Downtown & Airport
Air Purifier | Near NAS, Downtown & Airport

Air Purifier | Near NAS, Downtown & Airport

2 bedrooms·1 bath
Jacksonville • Florida

$2,784.60 USD total for 30 nights

Sep 7 – Oct 7, 2026

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

$1,411.20 USD total for 14 nights

Sep 7 – 21, 2026

The Screened Patio Getaway – Perfect for Extended Stays
The Screened Patio Getaway – Perfect for Extended Stays
The Screened Patio Getaway – Perfect for Extended Stays
The Screened Patio Getaway – Perfect for Extended Stays
The Screened Patio Getaway – Perfect for Extended Stays

The Screened Patio Getaway – Perfect for Extended Stays

2 bedrooms·1 bath
Jacksonville • Florida

$3,028.20 USD $2,338.96 USD total for 29 nights

Sep 7 – Oct 6, 2026

Ribault
Ribault
Ribault
Ribault
Ribault

Ribault

4 bedrooms·2 baths
Jacksonville • Florida

$6,440.85 USD total for 30 nights

Sep 7 – Oct 7, 2026

It's a Good Day for a Good Day :)
Gather 'round for some gaming greatness!
Good food, great company, and a beautiful dining room to bring it all together.
Experience Ultimate Comfort and Serenity in Our Living Room Sanctuary
Experience Ultimate Comfort and Serenity in Our Living Room Sanctuary

Lakeside Bliss | Near Airport & River City MP

2 bedrooms·2 baths
Jacksonville • Florida

$460.45 USD total for 3 nights

Sep 7 – 10, 2026

Always Choose Kindness
Good food, great company, and a beautiful dining room to bring it all together.
Experience Ultimate Comfort and Serenity in Our Living Room Sanctuary
Kitchen adventures: Where taste meets togetherness.
Experience Unparalleled Comfort in our Exquisite Bedroom Sanctuary

Serene Comfort | Near Airport & River City MP

2 bedrooms·2 baths
Jacksonville • Florida
Destination Duval
Destination Duval
Destination Duval
Destination Duval
Destination Duval

Destination Duval

4 bedrooms·2 baths
Jacksonville • Florida

$1,325.00 USD total for 3 nights

Oct 1 – 4, 2026

Free cancellation
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
$315 – $1,575/ night(excl. fees & taxes)
Quiet apt near I-10
Quiet apt near I-10
Quiet apt near I-10
Quiet apt near I-10
Quiet apt near I-10

Quiet apt near I-10

1 bedroom·1 bath
Jacksonville • Florida

$699.30 USD total for 14 nights

Sep 27 – Oct 11, 2026

Central Apt for travelers
Central Apt for travelers
Central Apt for travelers
Central Apt for travelers
Central Apt for travelers

Central Apt for travelers

1 bedroom·1 bath
Jacksonville • Florida

$711.90 USD total for 14 nights

Sep 7 – 21, 2026

ST. Sylvan Historic Bungalow
ST. Sylvan Historic Bungalow
ST. Sylvan Historic Bungalow
ST. Sylvan Historic Bungalow
ST. Sylvan Historic Bungalow

ST. Sylvan Historic Bungalow

2 bedrooms·1 bath
St. Augustine • Florida

$493.00 USD total for 3 nights

Sep 10 – 13, 2026

Bright, cozy living room with sunny windows and a stylish curved sofa.
A welcoming entertainment area centered around a foosball table, encouraging fun, teamwork, and memorable moments.
Master bedroom
Charming St Augustine Oasis/Game Room/Family Fun
Charming St Augustine Oasis/Game Room/Family Fun

Charming St Augustine Oasis/Game Room/Family Fun

3 bedrooms·2 baths
St. Augustine • Florida
$111 – $860/ night(excl. fees & taxes)
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)

$785.00 USD total for 3 nights

Sep 7 – 10, 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)
$175 – $275/ night(excl. fees & taxes)
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)

$1,055.72 USD $931.20 USD total for 3 nights

Sep 7 – 10, 2026

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
$86 – $142/ night(excl. fees & taxes)
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)

$1,143.63 USD total for 3 nights

Sep 7 – 10, 2026