Upper Keys, FL Vacation Rentals

Compare 36 vacation rentals.
USA > Florida > Upper Keys, FL

Make Upper Keys, FL your next getaway

Explore our vacation rentals on Upper Keys Florida. Our private accommodations include everything you need to have the perfect beach getaway, whether you're here for a family vacation, couples retreat, or making memories with friends.

Explore Upper Keys, FL house rentals, condo rentals, apartments, and more

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House rentals

View 27 House rentals
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Condo rentals

View 7 Condo rentals
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Apartments

View 1 Apartments

Explore more vacation rental amenities in Upper Keys, FL

Pool | Ocean view | Oceanfront | Riverfront | Sound view | Soundfront | Water view | Waterfront | A/C | Elevator

Upper Keys, FL vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Ocean Pointe #2210
2 Bed | 2 Bath | Sleeps 4

Ocean Pointe #2210 - Tavernier, FL

$365 avg / night
4.07 (46)
Vitamin Sea: Ocean Pointe #3412
2 Bed | 2 Bath | Sleeps 6

Vitamin Sea: Ocean Pointe #3412 - Tavernier, FL

$419 avg / night
4.25 (61)
Oceanside Retreat: Ocean Pointe #4311
2 Bed | 2 Bath | Sleeps 6

Oceanside Retreat: Ocean Pointe #4311 - Tavernier, FL

$458 avg / night
4.66 (95)
Tavernier Escape #4408
2 Bed | 2 Bath | Sleeps 6

Tavernier Escape #4408 - Tavernier, FL

$527 avg / night
4.86 (29)
Two J’s Paradise
2 Bed | 2 Bath | Sleeps 6

Two J’s Paradise - Key Largo, FL

$709 avg / night
4.71 (7)

View 31 more homes

Recent Upper Keys, FL vacation rental reviews

Property clean,well appointed, and very convenient to all Key Largo attractions. Great "homey" touches made the stay relaxing and enjoyable! Will definitely book again!
JOSEPH V. | Dec 2024
Perfect location with convenient access. All necessities stocked. Loved it.
Megan C. | Dec 2024
Clean and tidy and beautiful view! Pool is amazing. Thanks for sharing your location with us. I own a property management company and appreciate how nice it was.
Nicole Z. | Nov 2024
Upper Keys, FL Frequently Asked Questions

Yes, 13 of our Upper Keys, FL homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 36 of our Upper Keys, FL vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Upper Keys, FL vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Upper Keys, FL team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Upper Keys, FL, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

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