Beach House | Sleeps 14 + Game Room|Steps to Beach image 1
Beach House | Sleeps 14 + Game Room|Steps to Beach image 2
Beach House | Sleeps 14 + Game Room|Steps to Beach image 3
Beach House | Sleeps 14 + Game Room|Steps to Beach image 4
Beach House | Sleeps 14 + Game Room|Steps to Beach image 5

Beach House | Sleeps 14 + Game Room|Steps to Beach

4 bedrooms·3 baths
St. Augustine • Florida
5(4 reviews)

2.350,00 $ USD gesamt für 3 Nächte

30. Okt. – 2. Nov. 2026

Updated Oceanfront Townhome-20% New Owner Special!
Updated Oceanfront Townhome-20% New Owner Special!
Updated Oceanfront Townhome-20% New Owner Special!
Updated Oceanfront Townhome-20% New Owner Special!
Updated Oceanfront Townhome-20% New Owner Special!

Updated Oceanfront Townhome-20% New Owner Special!

2 bedrooms·2 baths
St. Augustine • Florida

1.281,00 $ USD gesamt für 3 Nächte

11.–14. Nov. 2026

BigFams/BBQ/Bikes/55 Min>JAX/5 Min>Beach+StatePark
BigFams/BBQ/Bikes/55 Min>JAX/5 Min>Beach+StatePark
BigFams/BBQ/Bikes/55 Min>JAX/5 Min>Beach+StatePark
Travel light with the whole family! We provide a clean, supportive infant bath tub (conveniently stored in the downstairs primary bedroom closet) so you can easily manage bedtime routines during your stay
BigFams/BBQ/Bikes/55 Min>JAX/5 Min>Beach+StatePark

BigFams/BBQ/Bikes/55 Min>JAX/5 Min>Beach+StatePark

3 bedrooms·2½ baths
St. Augustine • Florida
Private gated walkway to the beach
Private walkway to beach
Sea Winds 18 Entry
Welcome / Front door
Entryway

Townhouse steps from the sand

2 bedrooms·2½ baths
St. Augustine Beach • Florida

1.137,30 $ USD gesamt für 3 Nächte

30. Okt. – 2. Nov. 2026

Sunrise at Pier Point image 1
Sunrise at Pier Point image 2
Sunrise at Pier Point image 3
Sunrise at Pier Point image 4
Sunrise at Pier Point image 5

Sunrise at Pier Point

2 bedrooms·2 baths
St. Augustine • Florida
5(1 review)

819,00 $ USD gesamt für 3 Nächte

30. Okt. – 2. Nov. 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 gesamt für 5 Nächte

30. Okt. – 4. Nov. 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)

856,83 $ USD 721,91 $ USD gesamt für 3 Nächte

30. Okt. – 2. Nov. 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 gesamt für 5 Nächte

30. Okt. – 4. Nov. 2026

Secluded Cottage walk to Amphitheater/near the beach and downtown
Secluded Cottage walk to Amphitheater/near the beach and downtown
Secluded Cottage walk to Amphitheater/near the beach and downtown
House
Entrance to back yard

Secluded Cottage walk to Amphitheater/near the beach and downtown

1 bedroom·1 bath
St. Augustine • Florida

392,78 $ USD gesamt für 3 Nächte

2.–5. Nov. 2026

Midcentury Bungalow w/hot tub, near the amphitheater/beach/downtown
Midcentury Bungalow w/hot tub, near the amphitheater/beach/downtown
Midcentury Bungalow w/hot tub, near the amphitheater/beach/downtown
Midcentury Bungalow w/hot tub, near the amphitheater/beach/downtown
Midcentury Bungalow w/hot tub, near the amphitheater/beach/downtown

Midcentury Bungalow w/hot tub, near the amphitheater/beach/downtown

3 bedrooms·2 baths
St. Augustine • Florida

764,55 $ USD gesamt für 3 Nächte

31. Okt. – 3. Nov. 2026

Madeira apartment-walkable to amphitheater and more
Madeira apartment-walkable to amphitheater and more
Madeira apartment-walkable to amphitheater and more
entrance
street view

Madeira apartment-walkable to amphitheater and more

1 bedroom·1 bath
St. Augustine • Florida

495,24 $ USD gesamt für 3 Nächte

30. Okt. – 2. Nov. 2026

St Augustine whole house w/ hot tub near downtown
St Augustine whole house w/ hot tub near downtown
St Augustine whole house w/ hot tub near downtown
St Augustine whole house w/ hot tub near downtown
St Augustine whole house w/ hot tub near downtown

St Augustine whole house w/ hot tub near downtown

5 bedrooms·4 baths
St. Augustine • Florida

1.718,10 $ USD gesamt für 3 Nächte

2.–5. Nov. 2026

View from lanai of intracoastal waterway
Morning sunrise (photo taken from lanai)
View from lanai of intracoastal waterway
22-foot screened in lanai with cafe lights and brand new furniture
22-foot screened in lanai with cafe lights and brand new furniture

Sunrise Paradise on Intracoastal Front

2 bedrooms·2 baths
St. Augustine • Florida
5(12 reviews)

782,78 $ USD gesamt für 4 Nächte

30. Okt. – 3. Nov. 2026

Family Retreat Near Beach & Historic St. Augustine image 1
Family Retreat Near Beach & Historic St. Augustine image 2
Family Retreat Near Beach & Historic St. Augustine image 3
Family Retreat Near Beach & Historic St. Augustine image 4
Family Retreat Near Beach & Historic St. Augustine image 5

Family Retreat Near Beach & Historic St. Augustine

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

890,00 $ USD gesamt für 3 Nächte

30. Okt. – 2. Nov. 2026

Treehouse
Treehouse
Treehouse
Treehouse
Treehouse

Treehouse

2 bedrooms·2 baths
St. Augustine • Florida

1.271,12 $ USD 1.215,31 $ USD gesamt für 7 Nächte

31. März – 7. Apr. 2027

The Look-Out - Holiday Home
The Look-Out - Holiday Home
The Look-Out - Holiday Home
The Look-Out - Holiday Home
The Look-Out - Holiday Home

The Look-Out - Holiday Home

5 bedrooms·4 baths
St. Augustine • Florida

1.383,00 $ USD gesamt für 3 Nächte

30. Okt. – 2. Nov. 2026

Anastasia Island Villa Duplex| Single Level | EV
Anastasia Island Villa Duplex| Single Level | EV
Anastasia Island Villa Duplex| Single Level | EV
Anastasia Island Villa Duplex| Single Level | EV
Anastasia Island Villa Duplex| Single Level | EV

Anastasia Island Villa Duplex| Single Level | EV

3 bedrooms·2 baths
St. Augustine • Florida
Free EV Charging | Upper Level + Private Rooftop
Free EV Charging | Upper Level + Private Rooftop
Free EV Charging | Upper Level + Private Rooftop
Free EV Charging | Upper Level + Private Rooftop
Free EV Charging | Upper Level + Private Rooftop

Free EV Charging | Upper Level + Private Rooftop

2 bedrooms·2 baths
St. Augustine • Florida
Oasis Over the Bridge of Lions
Oasis Over the Bridge of Lions
Oasis Over the Bridge of Lions
Oasis Over the Bridge of Lions
Oasis Over the Bridge of Lions

Oasis Over the Bridge of Lions

4 bedrooms·3 baths
St. Augustine • Florida

980,00 $ USD gesamt für 3 Nächte

30. Okt. – 2. Nov. 2026

Two House Island Retreat
Two House Island Retreat
Two House Island Retreat
Two House Island Retreat
Two House Island Retreat

Two House Island Retreat

5 bedrooms·3 baths
St. Augustine • Florida

1.250,00 $ USD gesamt für 3 Nächte

30. Okt. – 2. Nov. 2026

Anastasia Island Retreat
Anastasia Island Retreat
Anastasia Island Retreat
Anastasia Island Retreat
Anastasia Island Retreat

Anastasia Island Retreat

3 bedrooms·2 baths
St. Augustine • Florida
Anastasia Island Treehouse
Anastasia Island Treehouse
Anastasia Island Treehouse
Anastasia Island Treehouse
Anastasia Island Treehouse

Anastasia Island Treehouse

2 bedrooms·1 bath
St. Augustine • Florida
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 gesamt für 3 Nächte

1.–4. Nov. 2026

St. Augustine Vacation Rental | 2BR | 1BA | 1,021 Sq Ft | 3 Steps Required
Covered Deck | Fire Pit | Gas Grill
Tropical Garden | Fenced-In Backyard
Living Room | Smart TV | Free WiFi | Single-Story Home
'Palm Bungalow' Near Dtwn St Augustine & Beaches! image 5

'Palm Bungalow' Near Dtwn St Augustine & Beaches!

3 bedrooms·1 bath
St. Augustine • Florida
4.58(26 reviews)

733,88 $ USD gesamt für 3 Nächte

25.–28. März 2027