Upper Florida Keys Rentals

Upper Keys Florida vacation rentals by owner offer a variety of amenities to enjoy your vacation in Upper Keys Florida. Select a Upper Keys Florida Rental below and start planning your Florida Keys Vacation!

Oceanside Vacation Townhome/Sleeps8-10

Townhome

4 Bed 3 Bath Sleeps 10

Oceanside Vacation Townhome/Sleeps8-10 Key Largo

Our town home has 4 bedrooms & 3 bathrooms and is completely ready to move in and relax! We have

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Oceanside Vacation Townhome - Sleeps 8-10

Condo

4 Bed 3 Bath Sleeps 10

Oceanside Vacation Townhome - Sleeps 8-10 Key Largo

Our town home has 4 bedrooms & 3 bathrooms and is completely ready to move in and relax! We have

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Exclusive Home of Vacation with a Pool in Tavernier.

House

4 Bed 3 Bath Sleeps 10

Exclusive Home of Vacation with a Pool in Tavernier. Tavernier

Beautiful home to relax in the Florida Keys.The Perfect Escape to Paradise.A home clean ,bright and

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Fun Canal Home With Dock Enjoy Fishing, Diving, Snorkeling, Boating & More

House

2 Bed 2 Bath Sleeps 6

Fun Canal Home With Dock Enjoy Fishing, Diving, Snorkeling, Boating & More Key Largo

Ready For Fun? Enjoy our Key Largo home which will sleeps 4 with 2 bedrooms with Queen beds, 2 bath

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New Listing! Modern townhouse, private beach, tennis, heated pool, full marina.

Townhome

2 Bed 2 Bath Sleeps 6

New Listing! Modern townhouse, private beach, tennis, heated pool, full marina. Key Largo

Modern kitchen with quartz counter tops, Bosch appliances, LG refrigerator, ice maker and separate

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Luxury Apartment - Sea View

Apartment

1 Bed 1 Bath Sleeps 2

Luxury Apartment - Sea View Islamorada

Although we have quoted for 28 days other time periods can be arranged by e-mail.Luxurious one bedro

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Dolphin Bay Cottage, Private And Tropical

Cottage

2 Bed 2 Bath Sleeps 4

Dolphin Bay Cottage, Private And Tropical Key Largo

DBC is a 2 bedroom home, 1.5 blocks from Key Largo Bay. It is tastefully decorated with local art in

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Fabulous Florida Keys Waterfront Vacation Home

Townhome

2 Bed 2 Bath Sleeps 6

Fabulous Florida Keys Waterfront Vacation Home Key Largo

Description: About The Rock Harbor ClubEscape to the Fabulous Florida Keys! If you need a break from

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Panoramic Ocean Views - Peaceful & Relaxing Place to Escape- SUMMER/FALL SPECIAL

Condo

2 Bed 2 Bath Sleeps 6

Panoramic Ocean Views - Peaceful & Relaxing Place to Escape- SUMMER/FALL SPECIAL Key Largo

A Unique 4th floor 2 bedroom 2 bath condominium unit with direct views on the bay side of Key Largo

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FISHING & DIVER'S PARADISE

Cottage

2 Bed 2 Bath Sleeps 6

FISHING & DIVER'S PARADISE Key Largo

Great location on the bay close to ocean access, back country fish or just take a canoe ride out to

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Sunset Bay View, endless backyard water activities, Easy ocean access Adams cut

House

3 Bed 2 Bath Sleeps 8

Sunset Bay View, endless backyard water activities, Easy ocean access Adams cut Key Largo

Large master bedroom with a king bed and a master bath. Queen bed in main guest room. Picture wind

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Ocean View Luxury Completely Renovated home on the water!

House

3 Bed 3 Bath Sleeps 8

Ocean View Luxury Completely Renovated home on the water! Tavernier

Florida Keys – (Islamorada/Tavernier area) This contemporary home is in a private, small serene n

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House

2 Bed 1 Bath Sleeps 6

"Bay Breeze" ~ Bring Your Boat!! 2 BR Waterfront Home, Pet Friendly, Sleeps 6 Key Largo

Welcome to Bay Breeze, a charming, Keys-style raised home with wonderful wraparound porch and slidin

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Beautifully Renovated Oceanfront Condo w/Direct Ocean View in Gated Community

Condo

2 Bed 2 Bath Sleeps 6

Beautifully Renovated Oceanfront Condo w/Direct Ocean View in Gated Community Tavernier

Experience the euphoric ambiance of a tropical sunrise from this fully renovated and continuously mo

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Gorgeous Open Water Views & Nightly Sunsets On The Bay

Mobile_home

2 Bed 1 Bath Sleeps 5

Gorgeous Open Water Views & Nightly Sunsets On The Bay Key Largo

Welcome to Lime Time! This exceptional two bedroom home is sitting right on the water, literally, of

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Your Own Private Lagoon with Heated Pool in Islamorada - Monthly only

House

3 Bed 3 Bath Sleeps 6

Your Own Private Lagoon with Heated Pool in Islamorada - Monthly only Islamorada

Lovely private fenced and gated property with heated in-ground pool. Family and friends as well as a

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Casa Atlantica

House

6 Bed 4 Bath Sleeps 14

Casa Atlantica Key Largo

Well-designed home in prestigious Port Largo. Heated swimming pool and waterfall. Beautiful outdoor

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Great Summer Getaway at Discount Rate!

House

3 Bed 2 Bath Sleeps 8

Great Summer Getaway at Discount Rate! Key Largo

Beautiful newly renovated two story home in the exclusive area of Ocean Shores on Mile Marker 99. Th

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Islamorada- Very Private Oceanfront Estate-White Sandy Beach

Estate

3 Bed 3 Bath Sleeps 6

Islamorada- Very Private Oceanfront Estate-White Sandy Beach Islamorada

Ocean front retreat with overwhelming views of the Atlantic, large open verandahs, 100 feet of very

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Stunning Ocean Front Home

House

5 Bed 4 Bath Sleeps 10

Stunning Ocean Front Home Tavernier

Welcome to this luxurious Tavernier, Florida vacation rental home to spend a lavish vacation near th

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