Villas in Florida Keys

Villas in Florida Keys

116 properties for Villas. Compare and book at the best price!

Popular Villas in Florida Keys

Duck Key, Monroe County

Villa for 4 people, with balcony and lake view as well as balcony/terrace

Free cancellation

from $634 per night

Key West, Lower Keys

9.9

Villa for 2 people, with pool and terrace

Free cancellation

from $501 per night

Duck Key, Monroe County

8.2

Villa for 5 people, with balcony and yard

Free cancellation

from $489 per night

Duck Key, Monroe County

9.7

Villa for 6 people, with pool

Free cancellation

from $408 per night

Duck Key, Monroe County

8.8

Villa for 6 people, with balcony and yard

Free cancellation

from $580 per night

Duck Key, Monroe County

8.6

Villa for 6 people, with balcony

Free cancellation

from $641 per night

Duck Key, Monroe County

9.9

Villa for 6 people, with hot tub and balcony as well as sauna and pool

Free cancellation

from $475 per night

Duck Key, Monroe County

10.0

Villa for 6 people, with balcony

Free cancellation

from $504 per night

Duck Key, Monroe County

10.0

Villa for 6 people, with balcony and pool

Free cancellation

from $446 per night

Duck Key, Monroe County

9.4

Villa for 6 people, with yard and terrace

Free cancellation

from $495 per night

Duck Key, Monroe County

9.4

Villa for 6 people, with balcony and yard

Free cancellation

from $527 per night

Duck Key, Monroe County

9.2

Villa for 6 people, with balcony

Free cancellation

from $587 per night

Islamorada, Monroe County

10.0

Villa for 6 people, with balcony

Free cancellation

from $492 per night

Duck Key, Monroe County

8.9

Villa for 6 people, with balcony

Free cancellation

from $556 per night

Key Largo, Monroe County

9.9

Villa for 7 people, with balcony and pool, with pets

Free cancellation

from $485 per night

Key West, Lower Keys

10.0

Villa for 6 people, with hot tub and yard

Free cancellation

from $1,548 per night

Key West, Lower Keys

9.8

Villa for 6 people, with hot tub and yard

Free cancellation

from $1,596 per night

Duck Key, Monroe County

9.8

Villa for 6 people, with hot tub and terrace

Free cancellation

from $408 per night

Islamorada, Monroe County

9.6

Villa for 4 people, with yard and hot tub

Free cancellation

from $355 per night

Key West, Lower Keys

9.7

Villa for 8 people, with hot tub and balcony

Free cancellation

from $1,135 per night

Marathon, Monroe County

10.0

Villa for 8 people, with pool and hot tub as well as balcony

Free cancellation

from $607 per night

Duck Key, Monroe County

9.8

Villa for 6 people, with balcony

Free cancellation

from $539 per night

Stock Island, Lower Keys

9.6

Villa for 6 people, with pool and balcony

Free cancellation

from $831 per night

Key Largo, Monroe County

9.5

Villa for 6 people, with pool and balcony as well as hot tub

Free cancellation

from $236 per night

Find Villas in Florida Keys

Highlights in Florida Keys

  • Heavenly beaches
  • Excellent diving and snorkelling sites
  • A Marine Sanctuary
  • A foodie paradise
  • The Everglades

Best Villas in Florida Keys

Guests agree: these stays are highly rated for location, cleanliness, and more.
Villa for 6 Guests in Islamorada, Monroe County
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Islamorada, Monroe County
Villa • 1378 ft² • 2 Bedrooms
9.9
(62 reviews)
This beautiful villa is located in the exclusive oceanfront gated community of Angler's Reef in Islamorada at Mile Marker 84 and has access to one of the few privately owned boat slips. The homes boat slip is available for rent for an additional $350/week, paid after booking and gives you access to the deep water channel right in front of the community. The marina is capable of accommodating boats up to 31' in total length.Angler's reef is a luxury retreat resort framed by mangroves and the clear waters of the Atlantic ocean. The detached villas are set along quaint streets and walking path...
from $414 / night
Villa for 6 Guests in Islamorada, Monroe County
Villa for 6 Guests in Islamorada, Monroe County, Picture 1
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Islamorada, Monroe County
Villa • 980 ft² • 3 Bedrooms
10.0
(56 reviews)
The Kottage is a free-standing 2 bedroom/2 bath villa located on a small resort property nestled in a native hammock on Florida Bay. The Kottage is a “conch-style” cottage which was just completely remodeled and renovated and is completely new, from the tile floors to the new tongue-and-groove ceiling. The property is directly on Florida Bay on Upper Matecumbe Key, and the Kottage is approximately 100 feet from the water. The Kottage is fully air-conditioned and has ceiling fans throughout. The bedrooms can accommodated up to 6 people and with the queen-size sofabed in the front room, two m...
from $355 / night
Villa for 6 Guests in Key Largo, Monroe County
Villa for 6 Guests in Key Largo, Monroe County, Picture 1
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Key Largo, Monroe County
Villa • 1098 ft² • 3 Bedrooms
9.4
(73 reviews)
If you want to experience the true meaning of a Key Largo Island vacation, then look no further than our spacious townhouse on the ocean side of the world famous Key Largo, Florida. ... The Dive Capital of the World! This Villa is located inside Kawama Yacht Club, a beautiful Hawaiian Island style resort that is situated along the southern border of John Pennekamp National Underwater Park. The grounds have over 30 lush tropically landscaped acres and it is the only resort in Key Largo that has a saltwater lagoon, a 400' fishing jetty and best of all a private oceanfront beach! Recent renova...
from $296 / night

Villas in Florida Keys: Most popular destinations

    Villas in the Florida Keys

    Charming villas in paradisiacal settings

    The natural beauty of the Keys has been drawing in travelers for centuries. The third largest coral barrier reef, white sandbars and tropical islands make the Florida Keys a unique paradise where you can rent villas in idyllic spots along the archipelago with magnificent views. Find stunning villas in the artistic, quirky Key West and enjoy the laid-back island lifestyle. If you want to stay in a diving paradise, Key Largo is a little island paradise with a huge range of activities including hiking, fishing and kayaking. Marathon and Islamorada are the ideal family and anglers destination. Where are you going to book your villa in the Keys?

    Luxury villas and sea views

    Find beautiful colonial style villas that sleep up to 6 people comfortably. Stunning locations where the villas are in gated communities and surrounded by mangroves and the sparkling ocean. Upscale details in spacious villas with manicured gardens, infinity pools, hot tubs and furnished with everything you need. Most villas feature hardwood floors, ceramic tiles, granite countertops and wooden exteriors. Enjoy your daily breakfast gazing at the ocean and let it be the perfect backdrop for your vacation memories.

    Travelers and activities

    Florida Keys for diving lovers

    A large marine sanctuary, the 3rd largest barrier reef in the world, a shipwreck trail with historic wrecks and more than 6,000 marine species make Florida Keys a scuba diving paradise. Underwater lovers will enjoy the sights of this wonderful water world. Marvel at the Christ of the Abyss in the waters of Key Largo, the abundance of tropical fish at the Molasses Reef and a top wreck dive site with a 327-foot vessel, for advanced divers. Within the Middle Keys lie Sombrero Reef and Coffin Patch, usually frequented by novice and advanced divers who can enjoy the shallow, watery dreamland of coral or the deep and advanced Thunderbolt wreck. Looe Key, in the Lower Keys is a mostly shallow spot with great visibility and brimming with tiny tropical fish, rays and swaying coral.

    Florida Keys for beach lovers

    Built on coral rock and offshore reefs, the Florida Keys are mostly rocky and mucky but most of the sand in the Key West is imported from the Caribbean! You can enjoy stretches of white, fine sand and shallow waters ideal for families and children like the one in Key Largo, Harry Harris Park, with a sheltered man-made lagoon, a playground and a picnic area. Along the Middle Keys you can enjoy the crystal clear waters of Long Key’s beach, go kayaking and paddle around before having a delicious picnic at the designated area. Explore the offshore islands, the sheltered coves and the shady mangrove trail around Curry Hammock. Sombrero Beach is ranked as one of the top beaches in the Keys. Coco Plum Beach and Anne’s Beach are lovely sandy beaches delightful for wading. The Lower Keys boast the Veterans Memorial Park and Bahia Honda State Park with small pretty beaches. Finally, enjoy some good snorkelling in Key West at any of the beautiful sandy spots in Fort Zachary Taylor State Park, Smathers Beach or Higgs Beach. Prepare your swimming gear and enjoy the Keys!

    Did you know the word “key” is a corruption of the Spanish word “Cayo”, which means small island?

    Top 7 travel tips in Florida Keys

    1. Take a scenic drive

    Get in the car and drive along The Stretch to reach the exotic Florida Keys. During your ride, admire the quiet and serene views as you reach Key Largo, Islamorada and Key West going through the Seven-mile bridge and a tropical paradise. Enjoy a peaceful ride and have a great time while your mind will start to put itself on vacation mode.

    2. Visit the Everglades

    The Everglades National Park is on the southern tip of Florida and is home to rare and endangered species including the Florida Panther, the West Indian Manatee or the American Crocodile. Enjoy a tour through acres of sub-tropical jungles, swamps and prairies and admire this natural wonder walking, campling, canoeing and exploring its most primitive parts.

    3. Experience the atmosphere of Mallory Square

    Admiring the sun while setting over the Gulf of Mexico is a unique experience you can enjoy from Mallory Square. This lively area in Old Town Key West is popular for the sunset celebration and its festive atmosphere, where locals and tourists mingle together. Lots of entertainers will perform on the streets together with tightrope-walking cats, fire jugglers or dogs riding a unicycle. Browse the surf shops and other independent boutiques.

    4. John Pennekamp Coral Reef State Park: a marine sanctuary

    Key Largo is a good way to see the Keys lifestyle with its marinas, diving sites and tackle shops. Here you can visit the Florida Keys National Marine Sanctuary and John Pennekamp Coral Reef State Park, the country’s first underwater park. The rich marine life draws in many scuba diving enthusiasts as well as snorkellers wishing to explore the depths. If you prefer to stay dry, book a tour on the glass-bottom boat and take a close look at the marine world beneath your feet.

    5. The Keys: a foodie paradise

    Sipping a glass of red wine and having a delicious meal while the sun sets, is one of the pleasures you can enjoy on the Florida Keys. Enjoy authentic Cuban cuisine and don’t miss the renowned El Siboney restaurant on Key Largo. In Islamorada, try the best French dishes of Pierre’s Lounge and Restaurant at Morada Bay with a Caribbean twist that will surprise your taste buds. For those of you with a sweet tooth, your palate will appreciate heavenly bites of the best Key Lime Pie ever!

    6. Take a sip on Duval street

    Every destination has a special street which is always a must on the traveller’s list. In the Keys, Duval Street is the place to be. The infamous hotspot of incredible partying choices gives you access to several establishments to enjoy a cocktail. Pop into Sloppy Joe and sip your favorite drinks in an incredible atmosphere and lively pace. It gets pretty raucous!

    7. Tour Ernest Hemingway’s home

    Located in Key West, Ernest Hemingway’s house is a must for any bookworm. A Spanish-colonial property that was Hemingway’s home and now tourists can take a tour and admire the 18th-century furniture and the beautiful gardens and the cats residing there.

    FAQs: Villas in Florida Keys

    Which filters are the most important for travelers for their vacation in the Florida Keys?

    According to Holidu, when vacationers browse for villas in the Florida Keys, they regularly select the following facilities: pool (42%), view (21%), and a internet (14%). Last year, most of the travelers used at least one of these options when finding the perfect villa.

    Which types of facilities can you find at the villas in the Florida Keys?

    Among the amenities you can find on Holidu, it can be said that the villas in the Florida Keys benefit from everything that travelers need! Here, the villas generally have a variety of facilities, the most popular being: air-conditioning (96%), internet (93%), and balcony (78%)...Amazing!

    How do travelers usually rate villas in the Florida Keys?

    On average, the villas here get quite positive reviews. Judging by the Holidu database, 26% of villas have a rating average of 4.5 stars. This is a relatively high percentage which allows us to confirm that there are many which are very enjoyable and will be the perfect choice for your next vacation.

    Are the villas in the Florida Keys child-friendly?

    According to the Holidu data, 56% of villas in the Florida Keys are suitable for vacations with children, so you won't have any difficulty finding the ideal villa for you and your children.

    Are the villas in the Florida Keys suitable for travelers and their pets?

    Of course! In the Florida Keys, 19% of the villas accept pets, 41% even have a garden!

    Do the villas in the Florida Keys tend to come with Wi-Fi?

    Certainly! According to Holidu's data, 93% of villas in the Florida Keys offer Wi-Fi. So no need to panic, you will be able to stay connected during your stay!

    How much does it cost on average for villas in the Florida Keys?

    The villas in the Florida Keys are generally quite expensive. According to Holidu, 30% are at more than $500 per night.

    Do the villas in the Florida Keys typically have a fireplace or a pool?

    Good news! According to the last year, 67% of villas in the Florida Keys have a pool. This is a dream destination for sunbathing and relaxing by the swimming pool! In addition, 48% even have a barbecue!

    Are the villas in the Florida Keys suitable for vacations with a large group or rather for an escape as a couple?

    According to last year, 96% of villas welcome families of up to four travelers. Approximately 89% of the villas here are made up of at least two separate bedrooms. This is the ideal destination for small groups of friends!

    For a luxury weekend in the Florida Keys, are Villas a good idea?

    Some villas are, but others aren't as luxurious. So if you are looking for that special accommodation, don't delay in making a reservation because only 67% have a pool, while 96% have air conditioning none have a sauna. However, if it's space you're looking for, 96% of the villas can accommodate large groups, and 41% have a garden.

    At the villas in the Florida Keys are you able to have a beautiful view and spend time outside?

    More than half of the villas have a balcony and a view (78% and 67%) making it the perfect destination for those who dream of waking up to a beautiful view in the morning. 41% also have a garden, so you will not have any problem finding your vacation paradise. If you like enjoying your meals in the sun, and especially if you like barbecues, 48% of the villas are equipped with them.