
Photo by Zemelis Samuel
Vacation rentals near Whetstone Chocolate Factory
We found 4,389 vacation rentals — enter your dates for availability
If you want to to stay within easy reach of Whetstone Chocolate Factory, scroll through and discover vacation rentals to choose your home away from home. Whether you’re staying in a vacation home with friends, family, or even just your pets, you'll have the best amenities for spending time at your home away from home, which might include WiFi and a washer and dryer. Whatever you're looking for, you'll find a rental to meet everyone's needs, including accessible or non-smoking choices.
Vacation rentals with weekly discounts - Whetstone Chocolate Factory
Showing deals for:Nov 14 - Nov 21
Image gallery for Sea Turtle- Heated Pool & King Beds Near: Amphitheatre, Historic Downtown, Beach

9.89.8 out of 10 rating
Exceptional
(66 reviews)
Sea Turtle- Heated Pool & King Beds Near: Amphitheatre, Historic Downtown, Beach
St. Augustine, FL
19% off
Price is CA $415
CA $415
CA $4,208 total
CA $4,208 total
includes taxes & fees
Image gallery for Gorgeous home in Vilano. Situated btwn Beach & Public boat launch with pool

8.48.4 out of 10 rating
Very good
(6 reviews)
Gorgeous home in Vilano. Situated btwn Beach & Public boat launch with pool
St. Augustine, FL
10% off
Price is CA $557
CA $557
CA $5,351 total
CA $5,351 total
includes taxes & fees
Image gallery for Luxurious historic home with pool, parking, easy walk to downtown

1010 out of 10 rating
Exceptional
(20 reviews)
Luxurious historic home with pool, parking, easy walk to downtown
St. Augustine, FL
5% off
Price is CA $1,046
CA $1,046
CA $9,337 total
CA $9,337 total
includes taxes & fees
Image gallery for Pet-Friendly w/ Porch, Parking & Near Old Town

9.69.6 out of 10 rating
Exceptional
(23 reviews)
Pet-Friendly w/ Porch, Parking & Near Old Town
St. Augustine, FL
10% off
Price is CA $289
CA $289
CA $3,031 total
CA $3,031 total
includes taxes & fees
Image gallery for Beach Front,Heated Pool,Spa, Beach Views, Umbrella+Lounger for beach, Balconies

9.89.8 out of 10 rating
Exceptional
(159 reviews)
Beach Front,Heated Pool,Spa, Beach Views, Umbrella+Lounger for beach, Balconies
St. Augustine, FL
10% off
Price is CA $1,433
CA $1,433
CA $12,512 total
CA $12,512 total
includes taxes & fees
Image gallery for Bikini Bottom - King Beds and So Close to the Beach! Pet Friendly!

1010 out of 10 rating
Exceptional
(48 reviews)
Bikini Bottom - King Beds and So Close to the Beach! Pet Friendly!
St. Augustine, FL
19% off
Price is CA $293
CA $293
CA $2,886 total
CA $2,886 total
includes taxes & fees
Image gallery for Southwind - Screened Heated Pool! Near: Amphitheatre, Historic Downtown, & Beach

9.69.6 out of 10 rating
Exceptional
(133 reviews)
Southwind - Screened Heated Pool! Near: Amphitheatre, Historic Downtown, & Beach
St. Augustine, FL
19% off
Price is CA $415
CA $415
CA $4,208 total
CA $4,208 total
includes taxes & fees
Image gallery for Oceanfront, Blissful Sunrises, Beach Gear, BBQ

9.69.6 out of 10 rating
Exceptional
(31 reviews)
Oceanfront, Blissful Sunrises, Beach Gear, BBQ
St. Augustine, FL
10% off
Price is CA $615
CA $615
CA $5,766 total
CA $5,766 total
includes taxes & fees
Image gallery for Cozy Home in Vilano Beach.

1010 out of 10 rating
Exceptional
(74 reviews)
Cozy Home in Vilano Beach.
St. Augustine, FL
10% off
Price is CA $291
CA $291
CA $2,653 total
CA $2,653 total
includes taxes & fees
Image gallery for Charming 3-bdr house with WiFi in St. Augustine, close to vilano beach and shops

1010 out of 10 rating
Exceptional
(18 reviews)
Charming 3-bdr house with WiFi in St. Augustine, close to vilano beach and shops
St. Augustine, FL
10% off
Price is CA $220
CA $220
CA $2,112 total
CA $2,112 total
includes taxes & fees
Image gallery for Summer Breeze - Pool and Heated Spa Near Amphitheatre, Historic Downtown, Beach

1010 out of 10 rating
Exceptional
(28 reviews)
Summer Breeze - Pool and Heated Spa Near Amphitheatre, Historic Downtown, Beach
St. Augustine, FL
19% off
Price is CA $577
CA $577
CA $5,630 total
CA $5,630 total
includes taxes & fees
Image gallery for Intimate Heated Pool Side Beach Bungalow! Just steps to the beach!

9.89.8 out of 10 rating
Exceptional
(32 reviews)
Intimate Heated Pool Side Beach Bungalow! Just steps to the beach!
St. Augustine, FL
14% off
Price is CA $175
CA $175
CA $1,602 total
CA $1,602 total
includes taxes & fees
Image gallery for SUMMERSPOT! Islander Retreat~Fam Trip~w/Lanai, Balcony & Grill

1010 out of 10 rating
Exceptional
(6 reviews)
SUMMERSPOT! Islander Retreat~Fam Trip~w/Lanai, Balcony & Grill
St. Augustine, FL
10% off
Price is CA $456
CA $456
CA $4,535 total
CA $4,535 total
includes taxes & fees
Image gallery for Las Olas Cabana- Close to Beach & Restaurants

1010 out of 10 rating
Exceptional
(29 reviews)
Las Olas Cabana- Close to Beach & Restaurants
St. Augustine, FL
15% off
Price is CA $197
CA $197
CA $2,053 total
CA $2,053 total
includes taxes & fees
Image gallery for SUMMER SPOT! Charming Getaway_3mi to Beach_Pool & Grill

9.29.2 out of 10 rating
Wonderful
(15 reviews)
SUMMER SPOT! Charming Getaway_3mi to Beach_Pool & Grill
St. Augustine, FL
10% off
Price is CA $310
CA $310
CA $2,990 total
CA $2,990 total
includes taxes & fees
Image gallery for Casa Vilano 108, 5 min walk to Beach, Family+Pet Friendly,Heated Pool,Putt-Putt!

1010 out of 10 rating
Exceptional
(7 reviews)
Casa Vilano 108, 5 min walk to Beach, Family+Pet Friendly,Heated Pool,Putt-Putt!
St. Augustine, FL
15% off
Price is CA $817
CA $817
CA $7,426 total
CA $7,426 total
includes taxes & fees
Image gallery for Ocean Pearl - Lovely Home, Pool & Heated Spa, Near the Beach & Intracoastal

9.89.8 out of 10 rating
Exceptional
(79 reviews)
Ocean Pearl - Lovely Home, Pool & Heated Spa, Near the Beach & Intracoastal
St. Augustine, FL
19% off
Price is CA $402
CA $402
CA $4,049 total
CA $4,049 total
includes taxes & fees
Image gallery for Bryn Mawr Ocean Resort -A gated community loaded with amenities!

9.89.8 out of 10 rating
Exceptional
(137 reviews)
Bryn Mawr Ocean Resort -A gated community loaded with amenities!
St. Augustine, FL
5% off
Price is CA $149
CA $149
CA $1,375 total
CA $1,375 total
includes taxes & fees
Image gallery for Beach get away with direct neighborhood beach access (pet friendly!).

9.69.6 out of 10 rating
Exceptional
(37 reviews)
Beach get away with direct neighborhood beach access (pet friendly!).
St. Augustine, FL
5% off
Price is CA $327
CA $327
CA $3,051 total
CA $3,051 total
includes taxes & fees
Image gallery for Lighthouse - Heated Pool & Firepit! Near: Amphitheatre, Historic Downtown, Beach

9.49.4 out of 10 rating
Exceptional
(151 reviews)
Lighthouse - Heated Pool & Firepit! Near: Amphitheatre, Historic Downtown, Beach
St. Augustine, FL
19% off
Price is CA $451
CA $451
CA $4,462 total
CA $4,462 total
includes taxes & fees
Image gallery for Tiki Time - Pool & Heated Spa, Wonderful Backyard Space, Near the Beach!

9.89.8 out of 10 rating
Exceptional
(124 reviews)
Tiki Time - Pool & Heated Spa, Wonderful Backyard Space, Near the Beach!
St. Augustine, FL
19% off
Price is CA $468
CA $468
CA $4,662 total
CA $4,662 total
includes taxes & fees
Image gallery for Beautiful Ocean Front Home - “Serenity Now”

1010 out of 10 rating
Exceptional
(111 reviews)
Beautiful Ocean Front Home - “Serenity Now”
St. Augustine, FL
10% off
Price is CA $1,232
CA $1,232
CA $10,753 total
CA $10,753 total
includes taxes & fees
Image gallery for Ocean Breeze - Spacious Beach Home, Great for Family Vacation, Pool & Heated Spa

9.69.6 out of 10 rating
Exceptional
(134 reviews)
Ocean Breeze - Spacious Beach Home, Great for Family Vacation, Pool & Heated Spa
St. Augustine, FL
19% off
Price is CA $552
CA $552
CA $5,413 total
CA $5,413 total
includes taxes & fees
Image gallery for Ancient City Cottage

9.89.8 out of 10 rating
Exceptional
(28 reviews)
Ancient City Cottage
St. Augustine, FL
10% off
Price is CA $173
CA $173
CA $1,693 total
CA $1,693 total
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find properties near top attractions in Whetstone Chocolate Factory
Map Attractions

1
Whetstone Chocolate Factory
Find the best place to stay - Whetstone Chocolate Factory
Inn at Camachee Harbor
Sleeps 4 · 1 bedroom
9.29.2 out of 10
Wonderfulwonderful
185 reviews(185 reviews)
Sun & Fun @ Can't Be Beat Beachfront Location!
Sleeps 8 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
45 reviews(45 reviews)
Surprise!! open Jan2024 please book your escape to a tropical magical hideaway!
Sleeps 4 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
243 reviews(243 reviews)
Cozy cottage in a cute neighborhood with parking, close to historic downtown!
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
32 reviews(32 reviews)
Beach Front,Heated Pool,Spa, Beach Views, Umbrella+Lounger for beach, Balconies
Sleeps 15 · 7 bedrooms · 4 bathrooms
9.89.8 out of 10
Exceptionalexceptional
159 reviews(159 reviews)
Adorable cottage central to everything
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
110 reviews(110 reviews)
Top rated rentals - Whetstone Chocolate Factory
Great little find
1010 out of 10
Exceptionalexceptional
224 reviews(224 reviews)
We enjoyed our stay in St Augustine in this apartment. Everything was provided and the apartment was clean
peggy m.
Stayed Feb 2025
Weekend seeing family in St Augustine
1010 out of 10
Exceptionalexceptional
201 reviews(201 reviews)
Totally met our expectations. Fabulous location with walking distance to downtown. Very clean with super comfortable beds. Would highly recommend it to all our friends.
Gary G.
Stayed Oct 2024
Fantastic stay
1010 out of 10
Exceptionalexceptional
425 reviews(425 reviews)
Beautiful place to stay-Trish and Scott couldn’t have been any nicer.
Highly recommend a stay here!
Jason W.
Stayed Oct 2024
Very cosy
1010 out of 10
Exceptionalexceptional
183 reviews(183 reviews)
It’s great
Randall M.
Stayed Feb 2024
A little Gem in St-Augustine!
1010 out of 10
Exceptionalexceptional
183 reviews(183 reviews)
The location was perfect! We are seniors and appreciated being able to walk to St-Georges St. and all the nearby attractions. Perfect for my husband and me for a long weekend. Nothing was missing! Very quiet location and private parking space. Excellent communication with Kirsten who let us check in early. It was greatly appreciated! Would stay there again! Jeanne & Joe 5/18/23
Joseph M.
Stayed May 2023
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value