Vacation Rentals Upper Florida Keys
Book Your Upper Florida Keys Vacation Rental Home Here and Save!
Many properties to choose from, including Rental Homes or Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities that will make your Florida visit enjoyable.
Vacation Rentals by Owner in Upper Florida Keys Florida.
We have partnered with a major provider for Vacation Rentals by Owner directly through Florida Vacation Rental Homes. With hundreds of short term rentals to choose from, we now have the selection and value to offer our visitors searching for places to rent in Upper Florida Keys, Florida.
Nati's Beach House- Sunsets That Will Take Your Breathe Away!
Key Largo Mobile home 
4.8 Star Review
An unforgettable getaway in our comfortable vacation home for a family of 6. Enjoy the peaceful and quiet surrounding of our recently upgraded fenced in private house.This cozy key largo 3 bedroom, 1 bathroom home offers a spacious master bedroom/living room.Brand new bathroom with quartz countertop and pebbled shower floor for a relaxing shower a.......read more
Key Largo
3 Bedroom(s) - 1 Bath(s)
Mobile home Rental Sleeps 6
Meagan's Beach House - Bayfront Home with Breathtaking Sunrise and Sunsets
Key Largo Private vacation home 5.0 Star Review
Beautiful and peaceful 2 BR/ 2BA bay front home. For specific questions or special rates call owner SUN346ADD1
Meagan\'s Beach House is charming piece of paradise offering open water views from family room, porch, beach and private 180+ foot dock. Fishing, swimming, snorkeling, canoeing, paddle boarding or simply laying on the hammock can be e.......read more
Key Largo
2 Bedroom(s) - 2 Bath(s)
Private vacation home Rental Sleeps 6
Open Water W/ Dock & Private Beach Key Largo Pelican Harbour
KEY LARGO Private vacation home 4.7 Star Review
MAXIMUM OCCUPANCY IS TWO (2), INCLUDES DAY GUESTS.
COUCH AND DINING ROOM TABLE DO NOT FOLD OPEN INTO BEDS.
IF YOU ARE WITH CHILDREN, SUPERVISE THEM AT ALL TIMES, PARTICULARLY AT THE WATERS EDGE, FALLING FROM THE ROCKS WILL CAUSE SERIOUS INJURIES.
SWIMMING IS AT YOUR OWN RISK.
THERE IS A $250.00 HOLD ON YOUR CREDIT CARD A.......read more
KEY LARGO
1 Bedroom(s) - 1 Bath(s)
Private vacation home Rental Sleeps 2
Great Rates! Remodeled Cozy Waterfront Mobile Home In Key Largo
Key Largo Private vacation home 4.3 Star Review
Totally remodeled home located at Eagle Dr in quiet Sexton Cove. 5 minutes away from John Pennekamp State Park, great restaurants and shopping!
Minimum 30 day rental required.
Fishing and all kind of fun in the water within minutes. Plenty of room outside to bbq and enjoy the sun. Full amenities, wifi, cable, new appliances to ensure a gre.......read more
Key Largo
2 Bedroom(s) - 1 Bath(s)
Private vacation home Rental Sleeps 4
Waterfront Cottage - Beach and Dockage! Open Water Views!
Key Largo Cottage 4.7 Star Review
Experience Keys living the way it used to be! In a world of chain hotels and fabricated experiences, this little slice of paradise stands out. Sitting on a private, gated property, right on the Gulf of Mexico, you and your family can relax in hammocks beneath swaying palms, cook out under the tiki hut, fish from the long pier while the sun sets on .......read more
Key Largo
2 Bedroom(s) - 1 Bath(s)
Cottage Rental Sleeps 6
Key Largo 5/5, Pool, Jacuzzi, Outdoor Kitchen, Tiki Hut, 70 ft wide dock, Ocean
Key Largo Private vacation home 4.9 Star Review
This is a large 5 bed / 5 bath single family home which is located on a very quiet residential deep waterfront canal in oceanside Key Largo. There are no bridges to the ocean and within minutes of your 70’ sea wall dock, you will be in the open waters of the Atlantic and the John Pennekamp State Marine Park which offers spectacular reef diving, .......read more
Key Largo
5 Bedroom(s) - 5 Bath(s)
Private vacation home Rental Sleeps 15
Key Largo Getaway with Bay View
Key Largo Apartment 4.9 Star Review
Cozy paradise getaway! Apartment is located in Moon Bay and offers heated pool, tennis and basketball courts, bbq area, and more! We are located on 3rd floor with stunning bay views from common areas and master bedroom. Location is fantastic. We are near Pennekamp State Park and Sundowners restaurant. You will be close to venues that offer bicycle,.......read more
Key Largo
2 Bedroom(s) - 2 Bath(s)
Apartment Rental Sleeps 6
Oasi al Tramonto (Sunset Oasis) overlooking the marina & breathtaking sunsets!
Key Largo Private vacation home 5.0 Star Review
Beautiful and modern townhouse located on the Gulfside of Key Largo overlooking the fully renovated marina completed in April 2021 and breathtaking sunset views from the balcony. This gorgeously decorated home has a main living area featuring a fully equipped gourmet kitchen with a wine chiller, a living-room with a Samsung Smart TV and a dining ro.......read more
Key Largo
3 Bedroom(s) - 2 Bath(s)
Private vacation home Rental Sleeps 6
Waterfront Condo with Dockage
Key Largo Condo 4.2 Star Review
This newly renovated condo with protected dockage is just a few hundred feet from the open ocean and the John Pennekamp Coral Reef State Park and National Marine Sanctuary.
It has a pool and Salt Water swimming area. There is free access to 3 beaches within one mile. You will have free use of my Kayaks, Paddle Boards, Bikes, Fishing Rods & Reel.......read more
Key Largo
2 Bedroom(s) - 2 Bath(s)
Condo Rental Sleeps 6
Your Island Home Away From Home!
Key Largo Condo 4.8 Star Review
Located in the Kawama Yacht Club, our condo is equipped with central air conditioning, dishwasher, washer/dryer, new TVs, high-speed WiFi access, and it\'s well-stocked with linens and kitchen supplies. There are two bikes and fishing supplies.
We\'re located on a saltwater lagoon with two beaches and rafts, and the complex is great for famil.......read more
Key Largo
3 Bedroom(s) - 3 Bath(s)
Condo Rental Sleeps 8
Private Beachfront Oasis ~ Pool & Hot Tub ~ Dock ~ Sunsets ~ Gated ~ Key Largo
Key Largo Private vacation home 5.0 Star Review
Large House located at 57 North Bounty Lane, Key Largo, Fl Mile Marker 99 bay front. Incredible views, 150 ft private dock, kayak and paddle board, pool, beach, fishing, 5 minutes from shopping centers, the most beautiful bay in the area... With 3 bedrooms and 3 full bathrooms. Grand terrace facing the bay and our gorgeous Florida keys sunsets. Th.......read more
Key Largo
3 Bedroom(s) - 4 Bath(s)
Private vacation home Rental Sleeps 8
Beautiful Condo - Moon Bay - Waterfront - Spectacular Views in Key Largo
Key Largo Condo 5.0 Star Review
This condo is located on Mile 104 on one of the best areas of the Keys and just few miles of Pennekan Park and Harris Park. The Apartment has been redecorated and on floor 4 with spectacular views of the bay and stunning sunset.
.......read more
Key Largo
2 Bedroom(s) - 2 Bath(s)
Condo Rental Sleeps 6
Keys Cottage with Beach and Dockage! Bayfront Property!
Key Largo Private vacation home 4.6 Star Review
"Deckhouse" is tastefully decorated with nautical-style, "beachy" decor and artwork. It has a full-size kitchen with granite countertops, a fenced back yard for pets, and a washer/dryer. Two queen-size bedrooms - each with its own bathroom - make this a comfortable choice for two couples. A sleeper-sofa in the living room allows for up to six guest.......read more
Key Largo
2 Bedroom(s) - 2 Bath(s)
Private vacation home Rental Sleeps 6
Home Away From Home, Cozy 3 Bedroom Beachfront & Waterfront Key Largo Home
Key Largo Private vacation home 5.0 Star Review
Want to make a special arrangement? If you are a repeat customer, please contact me for special rates! Our cozy beach house is a 3 bedroom / 1 bathroom in Key Largo with great views of the beautiful Gulf Coast. It is just steps away from the water. You can sit and relax in the screened in patio and enjoy some great amenities that include a BBQ gril.......read more
Key Largo
3 Bedroom(s) - 2 Bath(s)
Private vacation home Rental Sleeps 8
Oceanfront Condo with all the toys included
Key Largo Condo 4.6 Star Review
This recently upgraded 2 bedroom, 2 bathroom, Oceanfront Condo has magnificent views of the Ocean, Marina, Pool & Beach.
It includes free use of my Kayaks, Paddle boards, bikes, tennis equipment, snorkeling gear, fishing gear, etc...
This condo is 30 feet from the pool, 100 feet from the beach and ocean.
It is located in a 24 acre gated .......read more
Key Largo
2 Bedroom(s) - 2 Bath(s)
Condo Rental Sleeps 6
Waterfront Home w/ Private Dock, Canal Views, Large Terrace & Modern Kitchen!
Key Largo Private vacation home
La Isla Bonita
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'
Ideally located for anglers, boating enthusiasts, and anyone looking to get out on the water, this canal-front home in Key Largo allows you to take in the beauty of the Florida Keys .......read more
Key Largo
3 Bedroom(s) - 2 Bath(s)
Private vacation home Rental Sleeps 8
Elegant Home with Beach & Dockage! Spectacular Sunsets!
Key Largo Private vacation home 4.7 Star Review
Elegant home with many unique, architectural features, located on a family-owned waterfront piece of property, with 3 other rental cottages, sandy beach, and small marina.
This lovely house, "Tropicasa", has everything needed for a large group - full kitchen with granite counter tops, stainless steel appliances, and a full-sized bar! Perfec.......read more
Key Largo
4 Bedroom(s) - 3 Bath(s)
Private vacation home Rental Sleeps 12
Vitamin Sea 4bed/3bath updated single family with pool, dockage & Cabana Club
Key Largo Private vacation home 4.8 Star Review
STR21-000361
Your vacation awaits at Vitamin Sea in desirable Key Colony Beach! Vitamin Sea’s canal frontage boasts 60 feet of concrete seawall dockage capable of docking two boats*, shore power and a fish cleaning station, with quick and easy access to both the Gulf and Ocean. Relax in the partially-shaded backyard and heated pool, or take .......read more
Key Largo
4 Bedroom(s) - 3 Bath(s)
Private vacation home Rental Sleeps 10
Breezy Keezy Family Villa
Key Largo Private vacation home
Imagine waking up every morning to ocean breezes. A beautiful light and airy family home with great amenities. Fully equipped kitchen. Dock your boat! Dock accommodates a vessel of 30\' and under. Kayak from the dock to John Pennekamp State Park and go to the beach! Go diving, fishing or snorkeling. Only 50 minutes from Miami if you want a da.......read more
Key Largo
3 Bedroom(s) - 3 Bath(s)
Private vacation home Rental Sleeps 6
Stunning property with private beach, boat dock and heated pool.
Key Largo Private vacation home
Paradise in Key Largo, on the open Ocean with private beach, boat dock available upon request with an extra fee, heated pool, tiki hut, large entertaining areas on the heart of Key largo close to the best Restaurants and Bars this gem is to make your stay unforgettable with the most spectacular sunrises and sunsets from he house........read more
Key Largo
2 Bedroom(s) - 4 Bath(s)
Private vacation home Rental Sleeps 10
