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

815,00 $ USD 738,04 $ USD gesamt für 3 Nächte

1.–4. Nov. 2026

Peaceful King Bed Wagon at Highland Cows Sanctuary - Wagon 2
Peaceful King Bed Wagon at Highland Cows Sanctuary - Wagon 2
Peaceful King Bed Wagon at Highland Cows Sanctuary - Wagon 2
Peaceful King Bed Wagon at Highland Cows Sanctuary - Wagon 2
Peaceful King Bed Wagon at Highland Cows Sanctuary - Wagon 2

Peaceful King Bed Wagon at Highland Cows Sanctuary - Wagon 2

1 bedroom·1 bath
Melrose • Florida
5(8 reviews)

555,78 $ USD gesamt für 3 Nächte

30. Okt. – 2. Nov. 2026

King Bed Wagon Stay at Fluffy Highland Cows - Wagon 1
Cowboy Pool now open for Summer!
King Bed Wagon Stay at Fluffy Highland Cows - Wagon 1
King Bed Wagon Stay at Fluffy Highland Cows - Wagon 1
King Bed Wagon Stay at Fluffy Highland Cows - Wagon 1

King Bed Wagon Stay at Fluffy Highland Cows - Wagon 1

1 bedroom·1 bath
Melrose • Florida
5(3 reviews)

603,39 $ USD gesamt für 3 Nächte

9.–12. Nov. 2026

Charming Farmhouse Retreat with Animal Encounters
Charming Farmhouse Retreat with Animal Encounters
Charming Farmhouse Retreat with Animal Encounters
Charming Farmhouse Retreat with Animal Encounters
Charming Farmhouse Retreat with Animal Encounters

Charming Farmhouse Retreat with Animal Encounters

3 bedrooms·2 baths
Melrose • Florida
5(4 reviews)

668,11 $ USD gesamt für 3 Nächte

30. Okt. – 2. Nov. 2026

St Augustine Nights of Lights Near Downtown
St Augustine Nights of Lights Near Downtown
St Augustine Nights of Lights Near Downtown
St Augustine Nights of Lights Near Downtown
St Augustine Nights of Lights Near Downtown

St Augustine Nights of Lights Near Downtown

3 bedrooms·2 baths
St. Augustine • Florida

941,12 $ USD 874,55 $ USD gesamt für 3 Nächte

29. Nov. – 2. Dez. 2026

2 Homes Near Nights of Lights St Augustine
Cozy pergola patio with fire table and ambient evening lighting
2 Homes Near Nights of Lights St Augustine
Cozy fenced patio with string lights, grill, and outdoor dining
2 Homes Near Nights of Lights St Augustine

2 Homes Near Nights of Lights St Augustine

5 bedrooms·4 baths
St. Augustine • Florida

1.990,36 $ USD gesamt für 3 Nächte

15.–18. Nov. 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.
Cozy pergola patio with fire table, string lights, and private fenced yard
Cozy lit patio with outdoor dining, grill, and fenced backyard
Resort-style pool with lap lanes and a fun family splash area
Private fenced backyard with lit lawn games for fun evening hangouts

Near St. Augustine Downtown and Pets Welcome

2 bedrooms·2 baths
St. Augustine • Florida

788,37 $ USD 733,72 $ USD gesamt für 3 Nächte

30. Okt. – 2. Nov. 2026

Private fully fenced yard, hot tub, BBQ and fire pit
4brm- Hot Tub-Firepit-1 mile to Dtwn-Dogs allowed
4brm- Hot Tub-Firepit-1 mile to Dtwn-Dogs allowed
Games for the family
Fully fenced yard with yard games, hot tub, BBQ, outdoor seating and fire pit

4brm- Hot Tub-Firepit-1 mile to Dtwn-Dogs allowed

4 bedrooms·2 baths
St. Augustine • Florida
5(76 reviews)

1.266,20 $ USD 1.110,99 $ USD gesamt für 3 Nächte

30. Okt. – 2. Nov. 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)

2.718,39 $ USD 2.218,00 $ USD gesamt für 5 Nächte

30. Okt. – 4. Nov. 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
$95 – $178/ Nacht(zzgl. Gebühren & Steuern)
The beautiful Guana preserve! You can hear the ocean in the backdrop!
Cozy King Size Bed
Modern Beach Suite!
Beautiful Sunsets and Sunrises while you listen to Ocean Waves across the preserve! Picture is to show the sunset / hammock is not there now
Bubbling hot tub

5minTPC/WalkBeach/HotTub/Views

1 bedroom·1 bath
St. Johns County • Florida

558,90 $ USD gesamt für 3 Nächte

13.–16. Nov. 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

680,00 $ USD gesamt für 3 Nächte

31. Okt. – 3. Nov. 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(4 reviews)

583,65 $ USD gesamt für 3 Nächte

1.–4. Nov. 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

585,00 $ USD gesamt für 3 Nächte

30. Okt. – 2. Nov. 2026

NEW! The Drift | Private Spa, BBQ & Firepit
NEW! The Drift | Private Spa, BBQ & Firepit
NEW! The Drift | Private Spa, BBQ & Firepit
NEW! The Drift | Private Spa, BBQ & Firepit
NEW! The Drift | Private Spa, BBQ & Firepit

NEW! The Drift | Private Spa, BBQ & Firepit

2 bedrooms·1 bath
Jacksonville • Florida

713,10 $ USD gesamt für 3 Nächte

9.–12. Okt. 2027

NEW! The Drift | Spa, BBQ & Firepit-Dwtn San Marco
NEW! The Drift | Spa, BBQ & Firepit-Dwtn San Marco
NEW! The Drift | Spa, BBQ & Firepit-Dwtn San Marco
NEW! The Drift | Spa, BBQ & Firepit-Dwtn San Marco
NEW! The Drift | Spa, BBQ & Firepit-Dwtn San Marco

NEW! The Drift | Spa, BBQ & Firepit-Dwtn San Marco

2 bedrooms·1 bath
Jacksonville • Florida

830,00 $ USD gesamt für 3 Nächte

30. Okt. – 2. Nov. 2026

2bdm·Private Spa·BBQ·Firepit·Fence·Dogs Allowed
2bdm·Private Spa·BBQ·Firepit·Fence·Dogs Allowed
2bdm·Private Spa·BBQ·Firepit·Fence·Dogs Allowed
2bdm·Private Spa·BBQ·Firepit·Fence·Dogs Allowed
2bdm·Private Spa·BBQ·Firepit·Fence·Dogs Allowed

2bdm·Private Spa·BBQ·Firepit·Fence·Dogs Allowed

2 bedrooms·1 bath
Jacksonville • Florida

800,17 $ USD gesamt für 3 Nächte

30. Okt. – 2. Nov. 2026

NEW! The River Palm | Spa·BBQ·Firepit-San Marco
NEW! The River Palm | Spa·BBQ·Firepit-San Marco
NEW! The River Palm | Spa·BBQ·Firepit-San Marco
NEW! The River Palm | Spa·BBQ·Firepit-San Marco
NEW! The River Palm | Spa·BBQ·Firepit-San Marco

NEW! The River Palm | Spa·BBQ·Firepit-San Marco

2 bedrooms·1 bath
Jacksonville • Florida

916,00 $ USD gesamt für 3 Nächte

30. Okt. – 2. Nov. 2026

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

1.020,52 $ USD gesamt für 3 Nächte

30. Okt. – 2. Nov. 2026

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

956,06 $ USD gesamt für 3 Nächte

30. Okt. – 2. Nov. 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

2.287,73 $ USD gesamt für 3 Nächte

30. Okt. – 2. Nov. 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)

4.105,29 $ USD gesamt für 3 Nächte

30. Okt. – 2. Nov. 2026

Updated 3BD Cottage in Murray Hill, Walk to Shops!
Updated 3BD Cottage in Murray Hill, Walk to Shops!
Updated 3BD Cottage in Murray Hill, Walk to Shops!
Updated 3BD Cottage in Murray Hill, Walk to Shops!
Updated 3BD Cottage in Murray Hill, Walk to Shops!

Updated 3BD Cottage in Murray Hill, Walk to Shops!

3 bedrooms·1 bath
Jacksonville • Florida

618,82 $ USD gesamt für 3 Nächte

2.–5. Feb. 2027

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 gesamt für 3 Nächte

30. Okt. – 2. Nov. 2026