Vacation Rentals Upper Florida Keys
Large selection of Vacation Homes, book your Upper Florida Keys Vacation Rental here and save!
Many properties to choose from, including private Homes, Cottages or Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities that will make your Florida visit the perfect getaway.
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
3 Bedrooms
- Sleeps 6
Mobile home in Key Largo
Meagan's Beach House - Bayfront Home with Breathtaking Sunrise and Sunsets
Key Largo Vacation Rental 5.0 Star Review
Beautiful and peaceful 2 BR/ 2BA bay front home.
Meagan's Beach House is a 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 enjoyed from this private, open water property. This cozy hidea.......read more
2 Bedrooms
- Sleeps 6
Vacation Rental Home in Key Largo
Great Rates! Remodeled Cozy Waterfront Mobile Home In Key Largo
Key Largo Vacation Rental 4.4 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
2 Bedrooms
- Sleeps 4
Vacation Rental Home in Key Largo
Oasi al Tramonto (Sunset Oasis) overlooking the marina & breathtaking sunsets!
Key Largo Vacation Rental 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
3 Bedrooms
- Sleeps 6
Vacation Rental Home in Key Largo
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
2 Bedrooms
- Sleeps 6
Cottage in Key Largo
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
2 Bedrooms
- Sleeps 6
Apartment in Key Largo
Key Largo 5/5, Pool, Jacuzzi, Outdoor Kitchen, Tiki Hut, 70 ft wide dock, Ocean
Key Largo Vacation Rental 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
5 Bedrooms
- Sleeps 15
Vacation Rental Home in Key Largo
Home Away From Home, Cozy 3 Bedroom Beachfront & Waterfront Key Largo Home
Key Largo Vacation Rental 4.9 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
3 Bedrooms
- Sleeps 8
Vacation Rental Home in Key Largo
Waterfront home with private dock, canal views, large terrace & modern kitchen
Key Largo Vacation Rental 5.0 Star Review
La Isla Bonita
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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 ri.......read more
3 Bedrooms
- Sleeps 8
Vacation Rental Home in Key Largo
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 familie.......read more
3 Bedrooms
- Sleeps 8
Condo in Key Largo
Keys Cottage with Beach and Dockage! Bayfront Property!
Key Largo Vacation Rental 4.7 Star Review
"Deckhouse" is the perfect beachy cottage for your Keys vacation! It has a full-size kitchen with granite countertops and 2 basically equal-sized bedrooms, each with queen beds and ensuite bathrooms. There's also a sleeper sofa in the living room, making this a comfortable choice for two couples or a family of 6. Bring your furry family members bec.......read more
2 Bedrooms
- Sleeps 6
Vacation Rental Home in Key Largo
Private Beachfront Oasis ~ Pool & Hot Tub ~ Dock ~ Sunsets ~ Gated ~ Key Largo
Key Largo Vacation Rental 4.9 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
3 Bedrooms
- Sleeps 8
Vacation Rental Home in Key Largo
Beautiful Condo - Moon Bay - Waterfront - Spectacular Views in Key Largo
Key Largo Condo 4.9 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
2 Bedrooms
- Sleeps 6
Condo in Key Largo
BEACHFRONT POOL HOME
Key Largo Vacation Rental 4.7 Star Review
6 bedroom beachfront home with heated pool and spa overlooking the private beach. This home is tastefully furnished and and has 2 master suites for the extended family. Although located in a very private and quiet setting, it is close to great restaurants and shopping. The house comes equipped with 2 kayaks and a boat can be added to the rental f.......read more
6 Bedrooms
- Sleeps 14
Vacation Rental Home in Key Largo
Elegant Home with Beach & Dockage! Spectacular Sunsets!
Key Largo Vacation Rental 4.7 Star Review
This elegant home, with many unique, architectural features, is located on a beautiful waterfront piece of property, with 4 other rental cottages, sandy beaches, tiki huts, and multiple boat slips.
“Tropicasa", has everything needed for a large group - full kitchen with granite counter tops, stainless steel appliances, and a full-sized b.......read more
4 Bedrooms
- Sleeps 12
Vacation Rental Home in Key Largo
A beautiful 6 bedroom home on a canal that has quick and easy ocean access
Key Largo Vacation Rental
Paradise is Found in this amazing Key Largo Canal Front Home. 60ft on the water with direct access to the Ocean. Three levels of living space with a rooftop entertainment area to take in the ocean views. This property has direct ocean access and plenty of room for a large Boat. This massive concrete home comes with an elevator for convenience. In t.......read more
6 Bedrooms
- Sleeps 6
Vacation Rental Home in Key Largo
The Purple Pelican Inn/Private Hot Tub
Key Largo Mobile home 5.0 Star Review
The Purple Pelican Inn is a relaxing and quiet place to stay. Tropical vibe with a touch of Key West. Enjoy our outside sandy beach area with a big Jacuzzi, We have a picnic table and a BBQ so you can enjoy a BBQ day with the Family. ♦ We have a Slingshot available for Rent♦ NOT INCLUDED! Full Day with in 25 Miles Radius : $100 Full Day More th.......read more
1 Bedrooms
- Sleeps 4
Mobile home in Key Largo
Stunning property with private beach, boat dock and heated pool.
Key Largo Vacation Rental
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
3 Bedrooms
- Sleeps 10
Vacation Rental Home in Key Largo
Guest House on the Ocean, private beach, heated pool, boat dock. Amazing views
Key Largo Apartment
A stunning ocean property with amazing sunrise and sunset views. Enjoy a private beach along with pool, dock, tiki hut & large entertainment areas surrounded by water. Everything you need for an unforgettable vacation. Guest house & dockage upon request.......read more
2 Bedrooms
- Sleeps 4
Apartment in Key Largo
The Ultimate Escape. Unpack, Relax, Enjoy
Key Largo Vacation Rental
Come enjoy this luxurious Key Largo 4BR/4BTH 2 story home on the water, with a dock, jet ski slip and ocean view. Wake up to one of the most beautiful sunsets over ocean views that you will ever experience! Spend your days in the exquisite outdoor areas with different seating spaces, including a lanai with rocking chairs, TV, pool & jacuzzi with ba.......read more
8 Bedrooms
- Sleeps 10
Vacation Rental Home in Key Largo
Coastal Key Largo Townhome with Ocean Views, Pool & Tennis Courts
Key Largo Vacation Rental 5.0 Star Review
The perfect "Keys" retreat awaits. This modern, coastal townhome is located in one of the most desirable hidden gems in Key Largo and has everything you need for the ultimate Florida Keys getaway. With a community pool, hot tub, and stunning ocean views, you'll never want to leave Key Largo Yacht Club.
This exquisite 3 story townhome feat.......read more
3 Bedrooms
- Sleeps 8
Vacation Rental Home in Key Largo
Paradise in the Key Largo
Key Largo Vacation Rental 5.0 Star Review
Enjoy this 2 bedroom 2 bath house with an entertainment area under the house with barbecue and pool. The location is right on Overseas Hwy and close to shopping, dining, beaches.
Property is located on the Florida Bay
Near the end of a quiet road with no homes across the street.
You can use the dock. Bring your boat. No lift avai.......read more
2 Bedrooms
- Sleeps 5
Vacation Rental Home in Key Largo
Waterfront getaway
Key Largo Mobile home 5.0 Star Review
Fully remodeled all tile floors with two seperate living areas. Screened patio with outdoor furniture. Extra wide canal and outdoor jacuzzi to enjoy. Enjoy Keys life and fall in love with our peace of heaven........read more
3 Bedrooms
- Sleeps 6
Mobile home in Key Largo
Opulence in an island setting ~ 809 Mariner`s Club Key Largo
Key Largo Condo 4.6 Star Review
Distinctive and luxury living is redefined in this exceptional, 2600 sq ft. two-story townhouse. Even as you approach the threshold it becomes immediately apparent this is not your ordinary vacation accommodation. The custom entry door leads invitingly into the foyer lighted with dazzling crystal sconces which perfectly showcases the inlaid tile st.......read more
3 Bedrooms
- Sleeps 8
Condo in Key Largo
Beautiful Bay Front Two-Floor Condo with boat slip in Moonbay - Key Largo
Key Largo Condo 4.8 Star Review
Bayside Condo - End Unit next to water -1 minute to Hawks Channel - 2 minutes to Jewfish Creek - minutes from the Largo Cut & Pennekamp Diving
- Renovated ($100,000 spent on renovation & furniture) granite kitchen counters,
- 3 Bedroom 2 1/2 baths - Sleeps 8
- Relax in a family room with cable TV, DVD player,
- The master bedroom .......read more
3 Bedrooms
- Sleeps 7
Condo in Key Largo
Ocean Shores Lux-Key Largo
Key Largo Vacation Rental 5.0 Star Review
Oceanside single family home in one of Key largo most desirable neighborhoods with waterview and private pool. Large lot, plenty of parking for all your toys. Completely remodeled brand new bathrooms, large chef's kitchen and modern decor. Centrally located with wonderful Keys restaurants, diving tours, fishing tours, seafood market, swim with dolp.......read more
3 Bedrooms
- Sleeps 8
Vacation Rental Home in Key Largo
Luxury cottage in the heart of paradise
Key Largo Cottage 4.7 Star Review
WELCOME ABOARD TO ONE OF LARGER COTTAGES ON THE CAMPGROUND.
Comfortable and spacious cottage in the center of KEY LARGO, close to all activities, Publix, bars and restaurant.
ENJOY THE BEST SUNSETS OF THE FLORIDA KEYS IN THE HAMMOCK AREA IN THE SAND.
The cottage has a huge outdoor kitchen with sink and BBQ area, also has a ter.......read more
2 Bedrooms
- Sleeps 6
Cottage in Key Largo
Beautiful Home
Key Largo Vacation Rental 4.6 Star Review
Beautiful,exclusive water front home 3 bedrooms,3 bathrooms,terrace
and tiki hut 20 feet deep water
front canal. Restuarants are also within walking distance as well as
shopping.The 'swim with the dolphins facilites is also 1 mile away
and the John Pennakamp state park.our canal leads directly to the
ocean, for the best fish.......read more
3 Bedrooms
- Sleeps 9
Vacation Rental Home in Key Largo
Charming spacious Key Largo Home 1/2 a block from community boat ramp.
Key Largo Vacation Rental 5.0 Star Review
Beautifully decorated 3 bedroom, two bath with all the amenities that make your stay as comfortable as home. The home boasts two large family rooms with big screen TV's, high speed internet, a well-equipped kitchen, TV's in all three bedrooms and a beautiful screened in porch with outdoor swing and gas grill. If you are bringing a boat this is th.......read more
3 Bedrooms
- Sleeps 8
Vacation Rental Home in Key Largo
KAWAMA YACHT CLUB - SUN AND FUN IN FABULOUS KEY LARGO. Golf Cart & kayak!
Key Largo Vacation Rental 4.7 Star Review
***Regarding COVID-19; We do a comprehensive sanitizing of all high traffic areas as recommended by both the EPA and CDC. We use Virex II/256 , the same sanitizer used by hospitals for covid exposed spaces.***
This townhome is located Oceanside in Kawama Yacht Club, in the very heart of Key Largo, minutes away from John Pennekamp State Park.......read more
2 Bedrooms
- Sleeps 6
Vacation Rental Home in Key Largo
Fun In The Sun 3 Bedroom House FREE Boat Ramp & Dockage!
Key Largo Vacation Rental 4.6 Star Review
Come relax in Florida Keys Paradise while you enjoy the comforts of a clean 3 bedroom house, (not a mobile home). Central air and heat. Tropically decorated with full kitchen, roomy vaulted ceilings, and ceiling fans in each bedroom and living room. Situated on the oceanside in Key Largo; known for the beautiful reefs and called the Dive Capital.
3 Bedrooms
- Sleeps 6
Vacation Rental Home in Key Largo
Florida Keys...the island life! 410 Mariners Club Key Largo
Key Largo Condo 4.6 Star Review
A Trip Advisor Award Winner! From your living room or master suite enjoy the expansive view of the Atlantic Ocean and an unparalleled view of the fabulous oasis swimming pool from the comfort of glass-enclosed patios!
410 Mariners Club is a 3-story townhouse and guests have use of the coveted one-car garage to park or keep fish.......read more
3 Bedrooms
- Sleeps 6
Condo in Key Largo
Oasis near the cove
Key Largo Vacation Rental
You'll find a kayak, bicycles, and more on site at this pet-friendly vacation home. Dagny Johnson Key Largo Hammock Botanical State Park is just steps away while Florida Keys Visitor Center is an easy 7-minute walk away.
After you return, you can unwind by the outdoor pool or sip a drink on the deck or patio; you may also like the BBQ gri.......read more
2 Bedrooms
- Sleeps 6
Vacation Rental Home in Key Largo
Relax in Calusa Key Largo
Key Largo Mobile home 5.0 Star Review
One of the best cared RVs at Calusa Campground, clean and spacious, capacity up to 6 persons, close to communal bathrooms, coin laundry, pool and playground. Condominium protect 24 hours, food truck in from of the pool........read more
2 Bedrooms
- Sleeps 8
Mobile home in Key Largo
Comfy 2 bedroom in center of Key Largo.
Key Largo Condo
Great 2 bedroom with full kitchen and 2 bathrooms. Comfortably sleeps 7 with space for everyone. Full kitchen with dishes and silverware available for use. Bathrooms with showers and 1 with tub. Property has 2 pools available for use with a pool steps away from back porch. Plenty of activities near by and great food locations........read more
2 Bedrooms
- Sleeps 7
Condo in Key Largo
Breathtaking 3 Bedroom Bay Front Home
Key Largo Vacation Rental
It’s all about the view……and Lime Key has that breathtaking view.
Enjoy the Keys beautiful weather while sunning by the bayfront heated pool. Enjoy unobstructed water views, and amazing sunsets from the living room, or enjoy a movie with your family on the 65” TV. Lime Key has everything to make your Florida Keys vacation perfect.
3 Bedrooms
- Sleeps 6
Vacation Rental Home in Key Largo
Beautiful Studio apartment (441715) by Houzlet
Key Largo Apartment
Fully furnished and tastefully decorated! This is a freshly painted and renovated 2 bedroom, 1 bathroom apartment located in one side of a duplex. Enjoy tranquility from your screened in patio, home is located on a quiet dead-end street. Conveniently located minutes from Baptist Hospital, John Pennecamp Park, dining and shopping! Located at MM94.Ti.......read more
Studio
- Sleeps 2
Apartment in Key Largo
Oceanfront 3BR/3BA Mariner's Club Villa 521 with Oasis Pool, Marina, Game Room & More
Key Largo Condo
Check out our video tour! Stunning views from this elevated, corner condo! Mariner's Club Key Largo Villa 521 features travertine floors, granite counter tops, and an array of carefully-curated furnishings. With three, large bedrooms and three full bathrooms, there's more than enough room for the entirely family and friends. Just outside the living.......read more
3 Bedrooms
- Sleeps 6
Condo in Key Largo
#Key Largo beachfront: “Sunset Beach Paradise” private beach/Pool Home ,
Key Largo Vacation Rental 4.9 Star Review
Welcome to 'Sunset Beach Paradise in Key Largo, Fl. This private gated 1 acre pool home is situated amidst a glorious palm-lined beach. Enjoy spectacular sunsets from your own private white sandy beach and swaying palm trees that leads you into the warm ocean blue waters of the Florida Bay. This great home has been updated and beautifully decorat.......read more
4 Bedrooms
- Sleeps 8
Vacation Rental Home in Key Largo
Tiny Home on Waterfront | Bay Views | Deck | Pool
Key largo Mobile home 4.9 Star Review
Down by the waters of Manatee Bay, you’ll find this idyllic tiny home for 6. With a full kitchen, three comfy beds, and access to a community pool, this is a prime location to enjoy the best of Key Largo. Sit on the deck and dip your toes in the water or explore the bay using the available kayaks and paddle boards.
10 Min Drive to the Gilb.......read more
3 Bedrooms
- Sleeps 6
Mobile home in Key largo
BRAND NEW! KEYS BEACH RETREAT! CAPTIVATING WATERVIEW VILLA! WIFI! FREE GOLF CART
Key Largo Vacation Rental 4.9 Star Review
2 POOLS, FAST FREE WIFI, SALTWATER SWIMMING LAGOON, 2 KIDS AND 2 JUNIOR KAYAKS, FREE DOUBLE GOLF CART, 2 FREE BICYCLES, TENNIS COURTS, MARINA ON THE OCEAN SIDE, SANDY BEACH.
LOW FEES! NO HIDDEN FEES OR EXTRA CHARGES!
LENIENT CANCELLATION POLICY!
BRING YOUR BOAT!
LOCATED IN THE HEART OF KEY LARGO! IT'S THE PERFECT HOME BASE TO EXPLO.......read more
3 Bedrooms
- Sleeps 8
Vacation Rental Home in Key Largo
Paradise in Key Largo - Fully Remodeled Relaxing Coastal Retreat W/ Boat Slip!!!
Key Largo Vacation Rental
Come to relax and enjoy the best of the Florida Keys in this fully remodeled luxury canal front townhome in Buttonwood Bay, one of Key Largo’s premier gated resort communities.
Buttonwood Bay boasts several coveted amenities such as guard gated security for peace of mind. Three heated pools for year-round enjoyment. Pickle Ball courts, te.......read more
2 Bedrooms
- Sleeps 6
Vacation Rental Home in Key Largo
Perfect Florida Keys Vacation Getaway!
Key Largo Vacation Rental
Modern tropical Island living at it's best. Wash away your stress and relax in this beautifully & recently updated 2 story townhome. Inside a secured & gated community with a newly completed 2021 marina with ramp and a large sunset pier right on the bay to enjoy daily sunsets. Enjoy 2 bedrooms upstairs, the Master has a king bed, office area, large.......read more
3 Bedrooms
- Sleeps 11
Vacation Rental Home in Key Largo
A Wave From It All ~ Key Largo Paradise
Key Largo Vacation Rental
Welcome to A Wave From It All, thank you for taking the time to view our listing. This updated 3bdr Key Largo home is the perfect spot to spend your time here in the upper keys. For the avid fisherman, this home is just south of the cut to get over to ocean side. You'll love the quick and easy access to both ocean and bay side!
The home itself i.......read more
3 Bedrooms
- Sleeps 8
Vacation Rental Home in Key Largo
Corner of Paradise in Key Largo
Key Largo Mobile home 4.0 Star Review
Calusa Campground Resort is a beautiful bayside property in W/ 24 hour security. This spacious park model trailer has one bedroom, fully equipped kitchen, full bathroom, and three sofa beds in the living room area. The enclosed patio is fully furnished for that afternoon cocktail. Outdoor barbecue, hibachi grill, and 1/2 bathroom for outdoor living.......read more
2 Bedrooms
- Sleeps 6
Mobile home in Key Largo
Luxury Waterfront-Weekly Rental-Dock-Private Pool-Gated Community-Island Life!
Key Largo Vacation Rental
Direct bay and ocean access waterfront home in exclusive private gated community, only 1 hour from Miami International Airport.
Plenty of parking available for your cars, motor home or boat trailer. Private 60' dock with 30' available dock space for your boat or jet ski. Take your boat, car, or bike to John Pennekamp State Park, great rest.......read more
4 Bedrooms
- Sleeps 10
Vacation Rental Home in Key Largo
Cozy & Private Home at US Coral Reef Capital
Key Largo Vacation Rental
Enjoy an unforgettable gateway at our idyllic home in the world-famous Coral Reef Capital of the USA, surrounded by pristine clear waters and unmatched water activities all year around. The freshest seafood and breathtaking sunsets are brief walking distance from the house as are endless bike and walking trails. Enchanted home with all accommodatio.......read more
4 Bedrooms
- Sleeps 8
Vacation Rental Home in Key Largo
Tranquil Oceanview Penthouse Paradise
Key Largo Condo 5.0 Star Review
Leave your worries behind in our spacious and serene 2 bedroom / 2 bath oceanview condo. Enjoy your first glimpse of the sunrise, or catch some cool ocean breezes from your balcony. Take an evening stroll to the jetty and enjoy a nice sunset. We have 3 heated pools, a large playground for the kids, and tennis courts. There are also a few oceanside.......read more
2 Bedrooms
- Sleeps 6
Condo in Key Largo
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.
