Key Largo Vacation Rentals in the Florida Keys

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 hideaway, with all of the amenities for a memorable vacation, provides porch and beach dining overlooking the beautiful bay. Home is ideally located on a q.......

10.0 Star Review

2 Bedrooms - Sleeps 6
Key Largo Vacation Rental

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 room. The main living area also includes 2 bedrooms and a guest bathroom;
• Bedroom #1 is the master bedroom with a king size bed, sitting area, s.......

10.0 Star Review

3 Bedrooms - Sleeps 6
Key Largo Vacation Rental

In a world of chain hotels and paved over paradise, experience the Florida Keys the way they used to be! Sitting on a private, family-owned, gated property, right on the Gulf of Mexico, this adorable cottage offers you and your guests the chance to relax in hammocks beneath swaying palms, cook out under the tiki hut, fish from the long pier while the sun sets on the horizon, exploding in color. Most of our guests can't believe they can still enjoy this hidden gem, owned and managed by the same K.......

9.4 Star Review

2 Bedrooms - Sleeps 6
Key Largo Vacation Rental
Pets Allowed

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, kayak, and boat rentals plus snorkel and dive tours. Come and enjoy stunning sunsets while drinking your favorite cocktail in this beautiful rental........

9.8 Star Review

2 Bedrooms - Sleeps 6
Key Largo Vacation Rental

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, deep & shallow water fishing, bird watching or general exploring on the flats, channels and reefs surrounding us. This home has a HUGE outdoor enterta.......

9.8 Star Review

5 Bedrooms - Sleeps 15
Key Largo Vacation Rental
Pets Allowed

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 grill, fishing poles, 2 kayaks, beach chairs & games. It has a spacious living and dining room area, fully equipped kitchen, and everything you need for a.......

10.0 Star Review

4 Bedrooms - Sleeps 8
Key Largo Vacation Rental

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 families and children of all ages. It also has 2 swimming pools, a children's playground, and tennis courts. The condo also has access to a jetty for fishin.......

9.6 Star Review

3 Bedrooms - Sleeps 8
Key Largo Vacation Rental

"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 because there's a fenced back yard for pets.
Our property is a hidden gem in Key Largo, with a private marina and lots of beach area with open wa.......

9.4 Star Review

2 Bedrooms - Sleeps 6
Key Largo Vacation Rental
Pets Allowed

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. The home directly located on the bay, has a large living area, ALL overlooking the ocean and sunsets. Private road, quiet neighborhood, gated all aroun.......

10.0 Star Review

3 Bedrooms - Sleeps 8
Key Largo Vacation Rental
Pets Allowed

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.
.......

10.0 Star Review

2 Bedrooms - Sleeps 6
Key Largo Vacation Rental

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 for an extra fee. The sunset views from this house cannot be surpassed anywhere in the Keys. Minimum 4 night stay. Holiday weeks require a full week.......

9.6 Star Review

6 Bedrooms - Sleeps 14
Key Largo Vacation Rental

This elegant home is located on a beautiful 2.5 acre gated beachfront estate with amazing views of our beautiful island sunsets! Our many repeat customers and 5 star reviews attest to how special guests find our incredible property, which is shared with 4 other rental cottages. There are 3 sandy beach areas, tiki huts, swaying palm trees, hammocks, lush landscaping, and that laid-back, tropical charm that the Florida Keys used to have. 
“Tropicasa", has everything needed for a large g.......

9.4 Star Review

4 Bedrooms - Sleeps 12
Key Largo Vacation Rental
Pets Allowed

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.  

*Please note if you are bringing a Boat we do not have space for a boat in our lot, but you can contact Calusa Campground to check boat spacing with them! *

 You have one bedroom with 1 Queen Bed, closet an TV. Full bathroom with shower. Living Ro.......

9.6 Star Review

1 Bedrooms - Sleeps 4
Key Largo Vacation Rental
Pets Allowed

Welcome to your ideal retreat! This delightful 2-bedroom, 2-bath home offers both comfort and entertainment, set against the stunning backdrop of Florida Bay. Enjoy breathtaking sunsets from the expansive deck and entertainment area beneath the house, complete with a BBQ grill and a heated pool-perfect for unwinding or hosting gatherings with family and friends. Boating enthusiasts will appreciate the private dock where you can moor your boat and savor the tranquil waters.The storage units are f.......

10.0 Star Review

2 Bedrooms - Sleeps 5
Key Largo Vacation Rental

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........

10.0 Star Review

3 Bedrooms - Sleeps 6
Key Largo Vacation Rental

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 that this is not your ordinary vacation accommodation. The custom entry door leads invitingly into the foyer, lighted with dazzling crystal sconces, which perfectly showcase the inlaid tile staircase.

On this first floor is a master bedroom with a king bed and a stunning ensuite done with impeccable detail and a custom walk-in.......

9.4 Star Review

4 Bedrooms - Sleeps 8
Key Largo Vacation Rental

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 has a king bed, cable TV with DVD player, and a view of the bay
- The second bedroom has bunk bed with full size on bottom and twin on top
- The.......

9.8 Star Review

3 Bedrooms - Sleeps 7
Key Largo Vacation Rental

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 dolphins center at walking distance. Located 1 mile away from Jacobs Aquatic Center with lots of fun activities and 2 miles away from John Pennekamp Coral.......

9.8 Star Review

3 Bedrooms - Sleeps 8
Key Largo Vacation Rental
Pets Allowed

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 terrace with fans and private Wi-Fi.

****NOT HANDICAP ACCESSIBLE****

Calusa Campground marina and resort

****Boat R.......

9.6 Star Review

2 Bedrooms - Sleeps 6
Key Largo Vacation Rental

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 fishing and diving.Dock for a 30 foot boat. The
property is fenced.Owner boat will stay on the davits at all time. Rate High season $275.-300.
Holi.......

9.4 Star Review

3 Bedrooms - Sleeps 9
Key Largo Vacation Rental
Pets Allowed

This townhome is located Oceanside in Kawama Yacht Club, in the very heart of Key Largo, minutes away from John Pennekamp State Park, known worldwide for its' excellent scuba diving, snorkeling, and fishing. With great restaurants within walking distance, you can take a break from cooking and enjoy your evening after a day out on the ocean.
The townhome is tastefully decorated with a beach house feel. Featuring 2 bedrooms that can comfortably sleep 8, a master bedroom with a queen bed and a .......

9.4 Star Review

2 Bedrooms - Sleeps 6
Key Largo Vacation Rental

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.

Wake up in the mornings and enjoy your coffee in the screened-in front porch or back patio for year-round outdoor enjoyment. Sit back and captu.......

9.4 Star Review

3 Bedrooms - Sleeps 6
Key Largo Vacation Rental

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........

8.8 Star Review

2 Bedrooms - Sleeps 6
Key Largo Vacation Rental
Pets Allowed

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.

Key Features of Lime Key:

- The kitchen includes all your usual appliances and tableware to feel at home.

- Dock can fit up to a 3.......

3 Bedrooms - Sleeps 6
Key Largo Vacation Rental
Pets Allowed

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 EXPLORE THE KEYS!

Enjoy the Florida Keys in this newly remodeled 3 bedroom, 3 bathroom, Townhouse with lots of outdoor living/dining space! Kawama Y.......

10.0 Star Review

3 Bedrooms - Sleeps 8
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 smart TV, vanity area, walk in closet & full bathroom. The 2nd bedroom has a king bed, large smart TV & large built in closet. Common area upstairs h.......

10.0 Star Review

3 Bedrooms - Sleeps 11
Key Largo Vacation Rental

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. This property is in walking distance to Publix, K Mart, John Pennekamp State Park, deep sea Fishing, Diving and Snorkel Charter boats and first cla.......

7.4 Star Review

2 Bedrooms - Sleeps 6
Key Largo Vacation Rental
Pets Allowed

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 accommodations, extensive outdoor spaces, and impeccable cleanliness.
The space
Beautiful cabin style home with four bedrooms ( Master Bedroom = Queen Bed, .......

4.0 Star Review

4 Bedrooms - Sleeps 8
Key Largo Vacation Rental

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 grills and firepits. There are many fine local seafood restaurants in the area. And if you must get some work in, take advantage of our amazing home.......

10.0 Star Review

2 Bedrooms - Sleeps 6
Key Largo Vacation Rental

Brand new vacation RV-home located in the heart of Key Largo at Calusa Campgroung Resort & Marina. It's perfect for a couple or a group of four people. The place has an open area to cook and hangout outside: barbecue, refrigerator, long counter top and patio furniture. The guests will also have access to the campground common areas like: pool, tennis and basketball courts, washer and dryer rooms, ramp for boats or any other water toys. This marvelous spot is the place to get disconnected and enj.......

9.4 Star Review

2 Bedrooms - Sleeps 3
Key Largo Vacation Rental

Located in the heart of Key Largo. This newly renovated modern beach home offers you a refreshing escape. Grab a slice of key lime pie and enjoy the ocean breeze.

Amenities include:
Private COVE: Enjoy swimming in your own private cove day or night with illuminating underwater lights. Great way to watch the marine life pass by.

We provide private bikes, umbrellas, beach chairs, and kayaks for the enjoyment of the guest.

BOATERS and FISHERMEN are WELCOME!
The home h.......

10.0 Star Review

4 Bedrooms - Sleeps 8
Key Largo Vacation Rental
Pets Allowed

This new, 3/2 pet-friendly Key Largo vacation home is spaciously laid out with chic island-interior finishes throughout. This modern detached villa is located in the heart of the Upper Florida Keys and offers everything you need for a fun family vacation or even an extended work-cation. Whether you are a hardcore water-sport enthusiast or prefer to spend lazy days on the porch with perfect sunset views, this house is the perfect getaway.

This home is bursting with sunlight and the ambian.......

3 Bedrooms - Sleeps 8
Key Largo Vacation Rental
Pets Allowed

Privacy outdoor pool with pond view and access to gulf and ocean. BBQ, balcony and private dock. Relax in the front porch or ride bike in the quite neighborhood of Bermuda Shores. Fish or Kayak in your back yard. Bike ride or walk away from Jimmy Johnson's Big Chill and many other restaurants and entertainment. This home was purchased in April 2021 and was cleaned up and furnished to provide a cozy key's style stay. The area is very quiet and neighbors are polite and friendly. Monroe County re.......

8.0 Star Review

3 Bedrooms - Sleeps 8
Key Largo Vacation Rental
Pets Allowed

ocean front,
Beautiful island views and sunrise 🌅 view in the morning, had access for the boat , kayaking, paddle board . Swimming very nice and quiet neighborhood.
Good for family 👪 with big Master bedroom upstairs........

3 Bedrooms - Sleeps 6
Key Largo Vacation Rental
Pets Allowed

🌴 Casa Laguna Townhome at Kawama Yacht Club | Lagoon Views | Kayaks | Pools | Townhouse N4

Welcome to Casa Laguna, a relaxing coastal cottage-style townhome overlooking the beautiful 3-acre saltwater lagoon at Kawama Yacht Club. This comfortable and stylish retreat makes it easy to unwind the moment you arrive.

Enjoy your morning coffee or evening cocktail on the patio while taking in peaceful lagoon views. Stroll the walking path around the lagoon gardens, launch the included k.......

9.6 Star Review

3 Bedrooms - Sleeps 8
Key Largo Vacation Rental
Pets Allowed

Escape to Key Largo and experience the ultimate Florida Keys getaway! Whether you're looking for a family vacation, a trip with friends, or a peaceful retreat, this newly remodeled 4-bedroom, 3-bathroom home offers the perfect setting to relax, explore, and make lasting memories.

Key Features:

Spacious & Stylish Living: This beautifully updated mobile home features wood laminate flooring, textured walls, and ceilings that create a cozy and modern atmosphere. Perfect for families or.......

10.0 Star Review

4 Bedrooms - Sleeps 10
Key Largo Vacation Rental
Pets Allowed