Old Town Holiday Rentals
House
- St. Augustine
- ·
- Lincolnville
- 0.19 mi to center
10.0Exceptional
(320 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
Oceanfront
Parking
Ocean View
Balcony/Terrace
US $189/Night
7 Nights - US $1,321
House
- St. Augustine
- ·
- Downtown Historic District
- 0.09 mi to center
10.0Exceptional
(10 Reviews)
4 Bedrooms
3 Baths
8 Guests
2002.09 ft²
- Parking
View
Air Conditioner
Internet
US $929/Night
7 Nights - US $6,506
Bed & Breakfast
- Florida
- ·
- St. Augustine
- 1.69 mi to center
10.0Exceptional
(13 Reviews)
1 Bedroom
1 Bath
- Parking
- Balcony/Terrace
Kitchen- Air Conditioner
US $228/Night
7 Nights - US $1,593
Apartment
- St. Augustine
- ·
- Downtown Historic District
- 0.37 mi to center
10.0Exceptional
(237 Reviews)
2 Bedrooms
1 Bath
4 Guests
600 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $212/Night
7 Nights - US $1,487
House
- Florida
- ·
- St. Augustine
- 2.12 mi to center
10.0Exceptional
(10 Reviews)
3 Bedrooms
2 Baths
8 Guests
1097.92 ft²
- Parking
- Air Conditioner
- Internet
Security/Safety
US $144/Night
7 Nights - US $1,008
House
- St. Augustine
- ·
- Lincolnville
- 0.11 mi to center
10.0Exceptional
(214 Reviews)
2 Bedrooms
2 Baths
6 Guests
884 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $194/Night
7 Nights - US $1,359
Apartment
- St. Augustine
- ·
- Downtown Historic District
- 0.37 mi to center
10.0Exceptional
(211 Reviews)
1 Bedroom
1 Bath
2 Guests
450 ft²
- Oceanfront
- Parking
- Ocean View
- View
US $143/Night
7 Nights - US $999
Condo
- St. Augustine
- ·
- Vilano Beach
- 1.30 mi to center
10.0Exceptional
(193 Reviews)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
Private Pool- Parking
Pool- Ocean View
US $275/Night
7 Nights - US $1,927
Apartment
- St. Augustine
- ·
- St. Augustine Historic District
- 0.20 mi to center
10.0Exceptional
(186 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $597/Night
7 Nights - US $4,178
Luxury Holiday Rentals in Old Town
Over 2890+ Luxury Holiday Rentals in or Near Old Town
House
- St. Augustine
- ·
- Downtown Historic District
- 0.21 mi to center
10.0Exceptional
(13 Reviews)
10 Bedrooms
9 Baths
20 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $4,311/Night
7 Nights - US $30,179
House
- St. Augustine
- ·
- Vilano Beach
- 1.41 mi to center
6 Bedrooms
6 Baths
28 Guests
10763.91 ft²
- Oceanfront
Hot Tub- Parking
Spa
US $4,186/Night
7 Nights - US $29,300
Hotel
- St. Augustine
- ·
- St. Augustine Historic District
- 0.19 mi to center
8 Baths
3600 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $2,641/Night
7 Nights - US $18,485
House
- St. Augustine
- ·
- Vilano Beach
- 1.07 mi to center
8 Bedrooms
5 Baths
21 Guests
5000 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $2,396/Night
7 Nights - US $16,773
House
- St. Augustine
- ·
- Downtown Historic District
- 0.36 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $2,367/Night
7 Nights - US $16,568
House
- Florida
- ·
- St. Augustine
- 1.06 mi to center
10.0Exceptional
(23 Reviews)
3 Bedrooms
3 Baths
6 Guests
3000 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $2,034/Night
7 Nights - US $14,241
House
- St. Augustine
- ·
- Vilano Beach
- 1.05 mi to center
10.0Exceptional
(62 Reviews)
8 Bedrooms
4 Baths
20 Guests
6395 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $1,972/Night
7 Nights - US $13,806
House
Two Luxury Home Complex, Oceanfront, Brand New and Custom, Views, Gourmet Kitchens, Arcade, Fire Pit
- St. Augustine
- ·
- Vilano Beach
- 1.83 mi to center
10.0Exceptional
(8 Reviews)
8 Bedrooms
8 Baths
22 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $1,902/Night
7 Nights - US $13,317
Villa
- St. Augustine
- ·
- Downtown Historic District
- 0.21 mi to center
10.0Exceptional
(15 Reviews)
5 Bedrooms
4 Baths
12 Guests
4800 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $1,830/Night
7 Nights - US $12,809
Top-Rated Holiday Rentals with a Pool in Old Town
Over 510+ The Best Private Villas and Holiday Rentals in Old Town with a Pool
Apartment
- St. Augustine
- ·
- Lincolnville
- 0.11 mi to center
10.0Exceptional
(170 Reviews)
2 Bedrooms
2 Baths
4 Guests
1300 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $302/Night
7 Nights - US $2,115
House
- St. Augustine
- ·
- Downtown Historic District
- 0.23 mi to center
10.0Exceptional
(141 Reviews)
4 Bedrooms
3 Baths
8 Guests
3700 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,374/Night
7 Nights - US $9,621
House
- Florida
- ·
- St. Augustine
- 1.36 mi to center
10.0Exceptional
(133 Reviews)
5 Bedrooms
3 Baths
11 Guests
2800 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,074/Night
7 Nights - US $7,517
Condo
- St. Augustine
- ·
- Vilano Beach
- 1.30 mi to center
10.0Exceptional
(125 Reviews)
2 Bedrooms
2 Baths
7 Guests
1232 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $344/Night
7 Nights - US $2,409
House
- Florida
- ·
- St. Augustine
- 0.33 mi to center
10.0Exceptional
(121 Reviews)
2 Bedrooms
2 Baths
5 Guests
700 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $421/Night
7 Nights - US $2,947
Condo
- St. Augustine
- ·
- Vilano Beach
- 1.30 mi to center
10.0Exceptional
(107 Reviews)
2 Bedrooms
2 Baths
7 Guests
1232 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $387/Night
7 Nights - US $2,706
House
- St. Augustine
- ·
- Vilano Beach
- 1.07 mi to center
10.0Exceptional
(85 Reviews)
4 Bedrooms
2 Baths
10 Guests
2200 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $1,267/Night
7 Nights - US $8,870
House
- St. Augustine
- ·
- Lincolnville
- 0.04 mi to center
10.0Exceptional
(82 Reviews)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $285/Night
7 Nights - US $1,996
House
- Florida
- ·
- St. Augustine
- 1.42 mi to center
10.0Exceptional
(78 Reviews)
3 Bedrooms
3 Baths
6 Guests
2500 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $381/Night
7 Nights - US $2,664
Pet-Friendly Holiday Rentals in Old Town
Over 1278+ Pet-Friendly Holiday Rentals in or Near Old Town
Cottage
- Florida
- ·
- St. Augustine
- 0.21 mi to center
10.0Exceptional
(183 Reviews)
2 Bedrooms
2 Baths
6 Guests
1545 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $532/Night
7 Nights - US $3,727
Apartment
- Florida
- ·
- St. Augustine
- 0.93 mi to center
10.0Exceptional
(7 Reviews)
1 Bedroom
1 Bath
4 Guests
505.9 ft²
- Parking
- Air Conditioner
- Internet
Pet Friendly
US $203/Night
7 Nights - US $1,421
House
- Florida
- ·
- St. Augustine
- 1.55 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
- Oceanfront
- Parking
- Pool
- Ocean View
US $578/Night
7 Nights - US $4,046
House
- Florida
- ·
- St. Augustine
- 0.65 mi to center
10.0Exceptional
(152 Reviews)
2 Bedrooms
1 Bath
6 Guests
1425 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $217/Night
7 Nights - US $1,516
Apartment
- St. Augustine
- ·
- Lincolnville
- 0.19 mi to center
10.0Exceptional
(6 Reviews)
1 Bedroom
1 Bath
2 Guests
452.08 ft²
- Oceanfront
- Parking
- Spa
- Ocean View
US $196/Night
7 Nights - US $1,372
House
- Florida
- ·
- St. Augustine
- 0.76 mi to center
10.0Exceptional
(122 Reviews)
1 Bedroom
1 Bath
2 Guests
503 ft²
- Oceanfront
Breakfast- Parking
- Ocean View
US $175/Night
7 Nights - US $1,227
Apartment
- St. Augustine
- ·
- Downtown Historic District
- 0.46 mi to center
10.0Exceptional
(113 Reviews)
1 Bedroom
1 Bath
2 Guests
850 ft²
- Parking
- Kitchen
- Internet
- Pet Friendly
US $186/Night
7 Nights - US $1,303
House
- St. Augustine
- ·
- Lincolnville
- 0.14 mi to center
10.0Exceptional
(112 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $279/Night
7 Nights - US $1,955
House
- St. Augustine
- ·
- Lincolnville
- 0.16 mi to center
10.0Exceptional
(79 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $310/Night
7 Nights - US $2,170
Large Holiday Rentals and Private Villas in Old Town
Over 451+ Large Holiday Rentals and Private Villas in or Near Old Town
Villa
- St. Augustine
- ·
- Vilano Beach
- 1.52 mi to center
8.8Fabulous
(3 Reviews)
1 Bedroom
1 Bath
3 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $368/Night
7 Nights - US $2,579
House
- St. Augustine
- ·
- Downtown Historic District
- 0.14 mi to center
10.0Exceptional
(8 Reviews)
4 Bedrooms
4 Baths
10 Guests
1603.82 ft²
- Parking
- Air Conditioner
- Internet
Child Friendly
US $673/Night
7 Nights - US $4,711
House
- St. Augustine
- ·
- Downtown Historic District
- 0.39 mi to center
10.0Exceptional
(167 Reviews)
3 Bedrooms
4 Baths
10 Guests
2200 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $726/Night
7 Nights - US $5,081
House
- St. Augustine
- ·
- Downtown Historic District
- 0.39 mi to center
10.0Exceptional
(179 Reviews)
3 Bedrooms
4 Baths
10 Guests
2200 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $1,002/Night
7 Nights - US $7,013
House
- Florida
- ·
- St. Augustine
- 0.15 mi to center
10.0Exceptional
(3 Reviews)
7 Bedrooms
7 Baths
14 Guests
2809.38 ft²
- Parking
- View
- Air Conditioner
- Internet
US $844/Night
7 Nights - US $5,910
House
- Florida
- ·
- St. Augustine
- 2.70 mi to center
10.0Exceptional
(74 Reviews)
4 Bedrooms
2 Baths
12 Guests
2100 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $415/Night
7 Nights - US $2,907
House
- St. Augustine
- ·
- Downtown Historic District
- 0.54 mi to center
10.0Exceptional
(65 Reviews)
4 Bedrooms
3 Baths
14 Guests
2250 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $690/Night
7 Nights - US $4,831
House
- St. Augustine
- ·
- Lincolnville
- 0.14 mi to center
10.0Exceptional
(57 Reviews)
4 Bedrooms
2 Baths
10 Guests
2500 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $410/Night
7 Nights - US $2,870
House
- Florida
- ·
- St. Augustine
- 1.26 mi to center
10.0Exceptional
(53 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $533/Night
7 Nights - US $3,731
Wheelchair Accessible Holiday Homes in Old Town
Over 128+ Wheelchair Accessible Holiday Homes in or Near Old Town
Apartment
- Florida
- ·
- St. Augustine
- 0.95 mi to center
10.0Exceptional
(58 Reviews)
1 Bedroom
1 Bath
4 Guests
1000 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $316/Night
7 Nights - US $2,214
House
- Florida
- ·
- St. Augustine
- 0.91 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
979.52 ft²
- Parking
- Internet
- Child Friendly
Wheelchair Accessible
US $313/Night
7 Nights - US $2,191
Hotel
- St. Augustine
- ·
- Vilano Beach
- 1.55 mi to center
9.8Exceptional
(742 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $156/Night
7 Nights - US $1,089
Condo
- St. Augustine
- ·
- Vilano Beach
- 1.29 mi to center
10.0Exceptional
(41 Reviews)
2 Bedrooms
2 Baths
7 Guests
1232 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $439/Night
7 Nights - US $3,074
House
- Florida
- ·
- St. Augustine
- 1.80 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
10 Guests
1205.56 ft²
- Oceanfront
- Parking
- Ocean View
- View
US $246/Night
7 Nights - US $1,719
Condo
- Florida
- ·
- St. Augustine
- 1.31 mi to center
10.0Exceptional
(22 Reviews)
1 Bedroom
1 Bath
4 Guests
1299 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $339/Night
7 Nights - US $2,376
Apartment
- St. Augustine
- ·
- St. Augustine Historic District
- 0.14 mi to center
9.8Exceptional
(166 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $412/Night
7 Nights - US $2,884
Condo
- St. Augustine
- ·
- St. Augustine Beach
- 0.50 mi to center
9.8Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
4 Guests
878 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $237/Night
7 Nights - US $1,656
Condo
- St. Augustine
- ·
- St. Augustine Historic District
- 0.08 mi to center
9.6Exceptional
(33 Reviews)
1 Bedroom
1 Bath
2 Guests
538 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $277/Night
7 Nights - US $1,941
Old Town Private Villas and Holiday Homes Under $200
Over 668+ Old Town Private Villas and Holiday Homes Under $200
Apartment
- St. Augustine
- ·
- Downtown Historic District
- 0.37 mi to center
10.0Exceptional
(174 Reviews)
1 Bedroom
1 Bath
2 Guests
450 ft²
- Oceanfront
- Parking
- Ocean View
- View
US $186/Night
7 Nights - US $1,303
House
- Florida
- ·
- St. Augustine
- 1.64 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
6 Guests
1076.39 ft²
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $192/Night
7 Nights - US $1,344
Bed & Breakfast
- St. Augustine
- ·
- St. Augustine Historic District
- 0.25 mi to center
9.8Exceptional
(839 Reviews)
1 Bedroom
1 Bath
- Breakfast
- Parking
- Pool
- Spa
US $193/Night
7 Nights - US $1,354
Apartment
- St. Augustine
- ·
- Downtown Historic District
- 0.37 mi to center
10.0Exceptional
(173 Reviews)
2 Bedrooms
1 Bath
4 Guests
600 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $151/Night
7 Nights - US $1,060
House
- Florida
- ·
- St. Augustine
- 1.81 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
10 Guests
1302.43 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $158/Night
7 Nights - US $1,106
Apartment
- Florida
- ·
- St. Augustine
- 0.71 mi to center
10.0Exceptional
(147 Reviews)
1 Bedroom
1 Bath
2 Guests
900 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $164/Night
7 Nights - US $1,147
New
Apartment
- St. Augustine
- ·
- Downtown Historic District
- 0.37 mi to center
10.0Exceptional
(115 Reviews)
2 Bedrooms
1 Bath
4 Guests
600 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $154/Night
7 Nights - US $1,077
Apartment
- Florida
- ·
- St. Augustine
- 0.71 mi to center
10.0Exceptional
(105 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $161/Night
7 Nights - US $1,126
House
- St. Augustine
- ·
- Downtown Historic District
- 0.38 mi to center
10.0Exceptional
(74 Reviews)
1 Bedroom
1 Bath
2 Guests
600 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $195/Night
7 Nights - US $1,363
Instantly Bookable Holiday Homes in Old Town
Over 1858+ Instantly Bookable Holiday Homes in or Near Old Town
House
- Florida
- ·
- St. Augustine
- 0.60 mi to center
10.0Exceptional
(157 Reviews)
2 Bedrooms
1 Bath
4 Guests
1300 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $298/Night
7 Nights - US $2,085
House
- Florida
- ·
- St. Augustine
- 1.50 mi to center
10.0Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $340/Night
7 Nights - US $2,378
Cottage
- Florida
- ·
- St. Augustine
- 1.04 mi to center
10.0Exceptional
(135 Reviews)
1 Bedroom
1 Bath
2 Guests
551 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $253/Night
7 Nights - US $1,773
Condo
- Florida
- ·
- St. Augustine
- 1.06 mi to center
10.0Exceptional
(113 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $216/Night
7 Nights - US $1,514
House
- St. Augustine
- ·
- Downtown Historic District
- 0.28 mi to center
10.0Exceptional
(93 Reviews)
2 Bedrooms
1 Bath
4 Guests
780 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $307/Night
7 Nights - US $2,150
House
- St. Augustine
- ·
- Downtown Historic District
- 0.49 mi to center
10.0Exceptional
(79 Reviews)
1 Bedroom
1 Bath
4 Guests
925 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $260/Night
7 Nights - US $1,817
House
- St. Augustine
- ·
- Lincolnville
- 0.10 mi to center
10.0Exceptional
(74 Reviews)
2 Bedrooms
2 Baths
6 Guests
988 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $222/Night
7 Nights - US $1,557
House
- Florida
- ·
- St. Augustine
- 1.08 mi to center
10.0Exceptional
(69 Reviews)
2 Bedrooms
2 Baths
6 Guests
1800 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $265/Night
7 Nights - US $1,858
House
- Florida
- ·
- St. Augustine
- 1.20 mi to center
10.0Exceptional
(67 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $207/Night
7 Nights - US $1,449
Book a Last Minute Place to Stay in Old Town
About Casai's Private Villas and Holiday Rentals in Old Town
Discover more than 2899 vacation rentals available in Old Town. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Old Town.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Old Town, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Old Town. On average, places to stay near Old Town offer 1018.96 ft², with nightly prices averaging US $354.
With Casai, finding and comparing holiday rentals in Old Town is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Old Town
| Type | Count |
|---|---|
| Vacation Homes | 1943 |
| Holiday Apartments | 492 |
| Cottages | 96 |
| Villas | 14 |
Use these Quick Filters to Find a Holiday Rental in Old Town
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Old Town.
Weather in Old Town, FL
View the weather forecast for Old Town before booking your Old Town Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Other Places to Stay in Old Town, FL
Frequently Asked Questions About Old Town?
What are the top holiday rentals in Old Town?
With numerous options available in Old Town, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Old Town:
- MARINA SUNSETS - SAINT AUGUSTINE DOWNTOWN HISTORIC DISTRICT
- Oceanfront Luxury Next To St Augustine Center - Quiet Vilano Beach, Dogs Welcome
- C2 Perfect location in historic city center, near beaches, patio, free parking!
- Walk to EVERYTHING Downtown within minutes. Shotgun House in Lincolnville.
- C6, Romantic apartment in city center, Flagler location, near beaches, parking!
- Dog-friendly renovated downtown apt FREE BIKES
- Ocean Front Condo W/private Beach Access & Minutes From Downtown St. Augustine
- Center of Historic City- Balcony Overlooks Shops, Restaurants, Bars, Free Parking, Walk Everywhere!
- Boathouse Cottage, Historic District, Private Pier, 1 Block to Trolley & Fort
- 💲Historic Lady💲2 Block Stroll to DT- 3Mi to Beach - Optional Guesthouse
How many holiday rentals have private pools in Old Town?
Discover a selection of holiday rentals with private pools near Old Town with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Historic Downtown Home with Private Heated Pool! Walk to Everything!
- Holiday Inn Express St. Augustine - Vilano Beach by IHG
- NEW! Heated Pool, FirePit, Game Rm, Walk to Amp.
- Tranquil Guest Suite in Paradise with Private Pool Walking Distance to Town
Which holiday homes in Old Town are best for families?
If you're searching for a family-friendly holiday home in Old Town, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Old Town:
- Your Home Away From Home in the Historic District
- Steps to Ice Plant in Historic St Aug Upscale
- Lower Level 1 Block From 2 Beaches W/private Pool, High-speed Wi-fi
How many Casai.nz holiday rentals are available in Old Town?
As of 2026, Casai boasts over 2899 properties listed in the Old Town area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Old Town.
Nearby Neighborhood (3)
| Neighborhood | Property Count |
|---|---|
| Downtown Historic District Vacation Rentals in St. Augustine, Florida | 1838 |
| St. Augustine Historic District Vacation Rentals in St. Augustine, Florida | 1390 |
| Lincolnville Vacation Rentals in St. Augustine, Florida | 448 |
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