Uptown vacation rentals

We found 398 vacation rentals — enter your dates for availability

Discover a selection of 123 homes, 39 apartments, and other vacation rentals in Uptown that are perfect for your trip. Whether you're staying in a vacation rental with family or friends, you'll have the amenities you expect and more, which might include a pool and a washer and dryer. 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 - Uptown

Showing deals for:Apr 17 - Apr 24

Image gallery for The Red Cottage ~ 5 min. stroll to Historic St. George Street - on site parking

Terrace/patio
9.0 out of 10, Wonderful, (444 reviews)
Wonderful
(444 reviews)

The Red Cottage ~ 5 min. stroll to Historic St. George Street - on site parking

Saint Augustine

9% off
Price is $126
$882 for 7 nights
All fees included
The Red Cottage ~ 5 min. stroll to Historic St. George Street - on site parking

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    Enjoy full kitchens, laundry, pools, yards and more

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  • A place for everyone

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Frequently asked questions

How much does it cost to rent a vacation rental in Uptown?
The average price for a vacation rental in Uptown depends on several factors, like length of stay, property type and season. Whether you prefer a villa with space for extended family or a quaint cottage perfect for just you and the kids, just enter your dates of travel to find stays with great value.
How much does it cost to rent a beach house in Uptown?
The average price for a vacation rental close to the beach in Uptown depends on when you're visiting the area and the size and type of property you're searching for. You can easily and quickly find prices on Vrbo by entering your preferred travel dates and destination. Then use the filters to choose the number of bedrooms and amenities important to you, like a pool, WiFi and air conditioning.
What are the top attractions for families in Uptown?
Keeping the kids occupied during your stay in Uptown is simple with these fabulous family-friendly attractions:

  • Florida Heritage Museum
  • Mission of Nombre de Dios
  • Old Jail Museum

How old do you have to be to rent a vacation rental in Uptown?
The minimum age is normally 16, 18 or 21. It can change across properties on Vrbo, so check the rules of your preferred Uptown stay before booking your escape.
How long can I rent a vacation rental in Uptown for?
The length of time you can rent a vacation rental in Uptown is down to the property. Simply enter your selected travel dates to see a list of options offering extended stays. With a range of creature comforts like washing machines and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to get someplace just right to call your home away from home in Uptown.
Does Vrbo offer discounts for vacation homes in Uptown?
In Uptown, you'll find some great bargains and discounts for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you're off on a short getaway or a longer stay, we've got a host of options to suit every kind of traveler.