Uptown holiday lettings
We found 386 holiday rentals — enter your dates for availability
Discover a selection of 128 homes, 25 apartments and other holiday rentals in Uptown that are perfect for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll find the amenities that you need and want, which might include parking and a hot tub. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.
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Find the best place to stay - Uptown
Photo gallery for Ocean View, Waterfront, Town Center- Pet Friendly, High Speed Wifi, FreeParking
![This is your warm inviting living room with your TV facing it](https://images.trvl-media.com/lodging/84000000/83470000/83469900/83469857/3d1c081a.jpg?impolicy=resizecrop&rw=455&ra=fit)
Ocean View, Waterfront, Town Center- Pet Friendly, High Speed Wifi, FreeParking
Sleeps 9 · 3 bedrooms · 2 bathrooms
8.0 out of 10
very good
(5 reviews)
Top rated rentals - Uptown
Photo gallery for Historic Uptown St Augustine Cottage / Pet Friendly Sanitized / Walk Everywhere
![Pool](https://images.trvl-media.com/lodging/61000000/60010000/60006600/60006538/99b55ac2.jpg?impolicy=resizecrop&rw=455&ra=fit)
Weekend in St Augustine
10 out of 10
exceptional
(76 reviews)
- 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, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value