
Vacation rentals near San Sebastian Winery
We found 4,383 vacation rentals — enter your dates for availability
If you want to to stay within easy reach of San Sebastian Winery, take a look at private vacation rentals to find the perfect home base for your trip. Whether you're staying in a vacation rental with a group or just with your pet, you'll have the best amenities for spending time at your home away from home, such as parking and air conditioning. You're sure to find a rental that has what everyone needs, including options that are accessible or non-smoking.
Vacation rentals with weekly discounts - San Sebastian Winery
Showing deals for:Nov 7 - Nov 14
Image gallery for "Charming Cottage with Spacious Porch, Walking Distance to Top Attractions!"

1010 out of 10 rating
Exceptional
(46 reviews)
"Charming Cottage with Spacious Porch, Walking Distance to Top Attractions!"
St. Augustine, FL
10% off
Price is CA $265
CA $265
CA $2,465 total
CA $2,465 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
Image gallery for Ocean breeze cottage

1010 out of 10 rating
Exceptional
(8 reviews)
Ocean breeze cottage
St. Augustine, FL
10% off
Price is CA $277
CA $277
CA $2,674 total
CA $2,674 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 Mermaid relaxing studio with Pool

9.89.8 out of 10 rating
Exceptional
(44 reviews)
Mermaid relaxing studio with Pool
St. Augustine, FL
10% off
Price is CA $108
CA $108
CA $1,045 total
CA $1,045 total
includes taxes & fees
Image gallery for Perfect Location! Situated In The Eclectic Uptown Area.

9.49.4 out of 10 rating
Exceptional
(118 reviews)
Perfect Location! Situated In The Eclectic Uptown Area.
St. Augustine, FL
10% off
Price is CA $112
CA $112
CA $988 total
CA $988 total
includes taxes & fees
Image gallery for Beach Side complex B35 1 Bedroom 1 Bath with Heated Pool

9.69.6 out of 10 rating
Exceptional
(62 reviews)
Beach Side complex B35 1 Bedroom 1 Bath with Heated Pool
St. Augustine, FL
10% off
Price is CA $114
CA $114
CA $1,136 total
CA $1,136 total
includes taxes & fees
Image gallery for Cozy cottage in a cute neighborhood with parking, close to historic downtown!

1010 out of 10 rating
Exceptional
(32 reviews)
Cozy cottage in a cute neighborhood with parking, close to historic downtown!
St. Augustine, FL
15% off
Price is CA $124
CA $124
CA $1,231 total
CA $1,231 total
includes taxes & fees
Image gallery for Cozy First Floor 2 Bedroom Condo Close To The Beach!

9.69.6 out of 10 rating
Exceptional
(88 reviews)
Cozy First Floor 2 Bedroom Condo Close To The Beach!
St. Augustine, FL
19% off
Price is CA $133
CA $133
CA $1,344 total
CA $1,344 total
includes taxes & fees
Image gallery for Oceanfront! Panoramic Views- Heated Seaside Pool - Private Balcony on 2nd Floor

9.29.2 out of 10 rating
Wonderful
(96 reviews)
Oceanfront! Panoramic Views- Heated Seaside Pool - Private Balcony on 2nd Floor
St. Augustine, FL
15% off
Price is CA $133
CA $133
CA $1,287 total
CA $1,287 total
includes taxes & fees
Image gallery for Welcome to Paradise

1010 out of 10 rating
Exceptional
(13 reviews)
Welcome to Paradise
St. Augustine, FL
20% off
Price is CA $143
CA $143
CA $1,305 total
CA $1,305 total
includes taxes & fees
Image gallery for Ocean Village Club-Sleeps 4 with First Floor Access and Screen Porch

9.29.2 out of 10 rating
Wonderful
(17 reviews)
Ocean Village Club-Sleeps 4 with First Floor Access and Screen Porch
St. Augustine, FL
5% off
Price is CA $144
CA $144
CA $1,394 total
CA $1,394 total
includes taxes & fees
Image gallery for C8, Perfect location, historic downtown, balcony, near beaches, FREE parking!

1010 out of 10 rating
Exceptional
(143 reviews)
C8, Perfect location, historic downtown, balcony, near beaches, FREE parking!
St. Augustine, FL
10% off
Price is CA $146
CA $146
CA $1,409 total
CA $1,409 total
includes taxes & fees
Image gallery for August & September Days & Weeks Available.OVC. Short stroll to beach.

9.89.8 out of 10 rating
Exceptional
(208 reviews)
August & September Days & Weeks Available.OVC. Short stroll to beach.
St. Augustine, FL
17% off
Price is CA $148
CA $148
CA $1,575 total
CA $1,575 total
includes taxes & fees
Image gallery for Coastal Clipper – Charming 2 BDR, Walk to Beach!

8.68.6 out of 10 rating
Excellent
(8 reviews)
Coastal Clipper – Charming 2 BDR, Walk to Beach!
St. Augustine, FL
10% off
Price is CA $150
CA $150
CA $1,676 total
CA $1,676 total
includes taxes & fees
Image gallery for St Augustine Crescent Beach Beachfront Ocean View Patio and Heated Pool

1010 out of 10 rating
Exceptional
(265 reviews)
St Augustine Crescent Beach Beachfront Ocean View Patio and Heated Pool
St. Augustine, FL
19% off
Price is CA $150
CA $150
CA $1,427 total
CA $1,427 total
includes taxes & fees
Image gallery for Unit 3 - Shoreline - Crescent Beach, Saint Augustine

9.09.0 out of 10 rating
Wonderful
(14 reviews)
Unit 3 - Shoreline - Crescent Beach, Saint Augustine
St. Augustine, FL
10% off
Price is CA $155
CA $155
CA $1,672 total
CA $1,672 total
includes taxes & fees
Image gallery for Beautiful fully furnished condo with gorgeous pool on historic golf course

9.89.8 out of 10 rating
Exceptional
(112 reviews)
Beautiful fully furnished condo with gorgeous pool on historic golf course
St. Augustine, FL
19% off
Price is CA $156
CA $156
CA $1,595 total
CA $1,595 total
includes taxes & fees
Image gallery for The Crescent Moon : Pets welcome, beach 1 block

1010 out of 10 rating
Exceptional
(201 reviews)
The Crescent Moon : Pets welcome, beach 1 block
St. Augustine, FL
10% off
Price is CA $158
CA $158
CA $1,558 total
CA $1,558 total
includes taxes & fees
Image gallery for Family retreat in St. Augustine /Crescent beach

1010 out of 10 rating
Exceptional
(51 reviews)
Family retreat in St. Augustine /Crescent beach
St. Augustine, FL
15% off
Price is CA $159
CA $159
CA $1,601 total
CA $1,601 total
includes taxes & fees
Image gallery for St Augustine Island Home w/ Patio, Walk to Beach!

1010 out of 10 rating
Exceptional
(31 reviews)
St Augustine Island Home w/ Patio, Walk to Beach!
St. Augustine, FL
15% off
Price is CA $161
CA $161
CA $1,970 total
CA $1,970 total
includes taxes & fees
Image gallery for Fall discounts /Steps to Beach, Pool, Dock/Renovated/Beach Supplies/St.Augustine

1010 out of 10 rating
Exceptional
(25 reviews)
Fall discounts /Steps to Beach, Pool, Dock/Renovated/Beach Supplies/St.Augustine
St. Augustine, FL
10% off
Price is CA $161
CA $161
CA $1,647 total
CA $1,647 total
includes taxes & fees
Image gallery for Beachfront Condo, Beautiful Views, Wide Beach

9.49.4 out of 10 rating
Exceptional
(73 reviews)
Beachfront Condo, Beautiful Views, Wide Beach
St. Augustine, FL
10% off
Price is CA $161
CA $161
CA $1,621 total
CA $1,621 total
includes taxes & fees
Image gallery for Beachfront Condo, Vibrant, Family-Friendly

8.88.8 out of 10 rating
Excellent
(78 reviews)
Beachfront Condo, Vibrant, Family-Friendly
St. Augustine, FL
5% off
Price is CA $162
CA $162
CA $1,633 total
CA $1,633 total
includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in San Sebastian Winery
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Find the best place to stay - San Sebastian Winery
C1, Perfect location in city center with balcony, near beaches, free parking!
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
223 reviews(223 reviews)
Enjoy an "Old Florida" property close to downtown.
Sleeps 4 · 1 bedroom · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
119 reviews(119 reviews)
MARINA SUNSETS -- SAINT AUGUSTINE DOWNTOWN HISTORIC DISTRICT
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
276 reviews(276 reviews)
Top rated rentals - San Sebastian Winery
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
Great value beach getaway
1010 out of 10
Exceptionalexceptional
158 reviews(158 reviews)
We really liked the location of the place. It was just a few minute walk to a stunning beach that we walked and swam in every morning. The apartment was spacious, with 3 tv’s 1 in the living room and 1 in each bedroom. The host was very responsive. We would go stay another time for sure.
Kier-Anna N.
Stayed Apr 2024
Probably the best beach front unit in the complex
1010 out of 10
Exceptionalexceptional
265 reviews(265 reviews)
Spent a few days here on our way home meeting with friends. By far the nicest and most comfortable unit of any we saw. Our host checked in to make sure everything was ok and supplied lots of information about places and restaurants to visit. We have used Verbo many times and have never had a host contact us personally before, it was appreciated
Barry T.
Stayed Feb 2024
Low Tide
1010 out of 10
Exceptionalexceptional
168 reviews(168 reviews)
Would highly recommend for a “beach life”getaway. Location was perfect - one minute walk to the sandy pathway that led to the beach. Rental was so quaint and the host was very kind and helpful.
Laura C.
Stayed Apr 2023
Loved Butler Bach & St Augustine
1010 out of 10
Exceptionalexceptional
207 reviews(207 reviews)
Great 1 bedroom apartment. Complex and Beach were great.
Bill H.
Stayed Mar 2023
Sunset and strolls
1010 out of 10
Exceptionalexceptional
383 reviews(383 reviews)
Sunsets from the back porch every night, peace amid the palms, a 15-minute walk along the oak-lined streets of historic Lincolnville to the heart of old St. Augustine, a 25-minute bicycle ride to the beautiful sands of Anastasia Park. Hyacinth and Michael have created a cozy and art-filled oasis like no other.
Paul W.
Stayed Feb 2023
Perfect
1010 out of 10
Exceptionalexceptional
145 reviews(145 reviews)
Great little place in a great location. Nice private yard, clean and spacious inside, well stocked kitchen with all appliances, dishes and even a blender to make morning smoothies. A few short steps and you're walking on beach sand down to the absolutely beautifully quiet ocean beach. Morgan is a pleasure to meet and talk to. Always there to respond to texts about anything. It was a perfect trip and this place was a big part of making it that way. The kind of place you don't really want to review because you want to keep this little treasure to yourself. 😉
Lori R.
Stayed Jan 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