Uptown - Upper Duval Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Uptown - Upper Duval, Key West, Florida, USA

New Casa Bonita Key West ~ by Rent Key West Vacations
New
2 Bedrooms 6 Guests
From GB £271 per night
10.0 (3 Reviews)
1 Bedroom 3 Guests
From GB £712 per night
|
10.0 (1 Review)
1 Bedroom 2 Guests
From GB £617 per night
|
10.0 (2 Reviews)
2 Bedrooms 6 Guests
10.0 (1 Review)
1 Bedroom 2 Guests
From GB £1,643 per night
|
10.0 (1 Review)
4 Bedrooms 8 Guests
From GB £176 per night
|
9.8 (258 Reviews)
1 Bedroom 2 Guests
|
10.0 (1 Review)
2 Bedrooms 8 Guests
From GB £273 per night
|
10.0 (1 Review)
1 Bedroom 4 Guests
|
10.0 (1 Review)
2 Bedrooms 6 Guests
10.0 (180 Reviews)
2 Bedrooms 6 Guests
From GB £381 per night
|
10.0 (1 Review)
1 Bedroom 6 Guests
10.0 (133 Reviews)
2 Bedrooms 4 Guests
From GB £381 per night
|
10.0 (1 Review)
2 Bedrooms 6 Guests
From GB £348 per night
|
10.0 (1 Review)
1 Bedroom 4 Guests
10.0 (1 Review)
1 Bedroom 4 Guests
10.0 (61 Reviews)
2 Bedrooms 4 Guests
10.0 (1 Review)
1 Bedroom 4 Guests
From GB £398 per night
10.0 (1 Review)
1 Bedroom 8 Guests
10.0 (41 Reviews)
2 Bedrooms 6 Guests
10.0 (1 Review)
2 Bedrooms 6 Guests
|
9.8 (6 Reviews)
3 Bedrooms 6 Guests
From GB £617 per night
|
9.7 (3 Reviews)
2 Bedrooms 6 Guests
10.0 (32 Reviews)
1 Bedroom 8 Guests
From GB £1,255 per night
|
9.5 (508 Reviews)
22 Bedrooms 6 Guests
10.0 (31 Reviews)
1 Bedroom 2 Guests
From GB £80 per night
10.0 (25 Reviews)
1 Bedroom 2 Guests
From GB £195 per night
10.0 (4 Reviews)
2 Bedrooms 4 Guests
From GB £432 per night
|
9.5 (2 Reviews)
1 Bedroom 4 Guests
From GB £148 per night
|
9.8 (128 Reviews)
1 Bedroom 2 Guests
From GB £260 per night
9.4 (15 Reviews)
1 Bedroom 2 Guests
From GB £120 per night
9.6 (1001 Reviews)
1 Bedroom 2 Guests
|
9.4 (8 Reviews)
2 Bedrooms 6 Guests
From GB £145 per night
|
9.6 (167 Reviews)
1 Bedroom 2 Guests
10.0 (3 Reviews)
2 Bedrooms 6 Guests
|
9.3 (674 Reviews)
35 Bedrooms 20 Guests
From GB £207 per night
|
9.3 (16 Reviews)
1 Bedroom 2 Guests
|
10.0 (2 Reviews)
2 Bedrooms 6 Guests
|
9.3 (4 Reviews)
2 Bedrooms 6 Guests
10.0 (2 Reviews)
2 Bedrooms 6 Guests
10.0 (2 Reviews)
2 Bedrooms 6 Guests
From GB £716 per night
9.3 (3 Reviews)
2 Bedrooms 6 Guests
10.0 (2 Reviews)
2 Bedrooms 4 Guests
|
9.2 (1165 Reviews)
13 Bedrooms 30 Guests
From GB £215 per night
10.0 (2 Reviews)
2 Bedrooms 6 Guests
From GB £190 per night
|
9.2 (14 Reviews)
1 Bedroom 4 Guests
From GB £205 per night
10.0 (2 Reviews)
2 Bedrooms 5 Guests
From GB £660 per night
|
9.2 (6 Reviews)
3 Bedrooms 6 Guests
From GB £215 per night
|
9.1 (352 Reviews)
7 Bedrooms 22 Guests

About Uptown - Upper Duval Vacation Rentals

With more than 1148 Uptown - Upper Duval vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Uptown - Upper Duval.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Uptown - Upper Duval, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Uptown - Upper Duval. Places to stay near Uptown - Upper Duval are 718.5 ft² on average, with prices averaging GB £488 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Uptown - Upper Duval with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Frequently Asked Questions About Uptown - Upper Duval?

What are the top vacation rentals in Uptown - Upper Duval?

How many Rentbyowner vacation rentals are available in Uptown - Upper Duval?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 1148 in the Uptown - Upper Duval area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Uptown - Upper Duval. 

Nearby Neighborhood (3)

Neighborhood Property Count
Key West Historic District Vacation Rentals in Key West, Florida 2527
Old Town Vacation Rentals in Key West, Florida 2462
Downtown Vacation Rentals in Key West, Florida 1084