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[3% CashBack] Top 10 Vrbo Vacation Rentals In Key West: Island Living - Updated 2020

vrbo key west

Key West is home to the southernmost point in the United States, and it’s a popular vacation destination for those looking to enjoy the islands many draws. Because this island is so small, it can be hard to find affordable and unique accommodation. Here is a list of different Vrbo rentals in Key West, FL! There are different amenities and features for all budgets, so there is something unique for every traveler!

1. The Conch Farmhouse (from 250 USD)

If you’re looking for style and a great location, look no further than this recently renovated Conch Farmhouse vacation rental in Key West, FL. This house has two beds and one bath and is only a two-minute bike ride from the beach! In addition, it is centrally located near Duval Street and some of the best attractions, so you don’t have to worry about driving!

The Conch Farmhouse

Price: from 250 USD

Number of Guests: 4

2. Old Town Key West enchanting garden home (from 150 USD)

This home is picturesque Key West style, and its bright colors are perfect for a happy vacation in this island paradise! This house even has its own heated lazy river pool for relaxing! The Old Town Key West enchanting garden home is located in one of the last remaining authentic Old Key West neighborhoods, and it’s walking distance from the Hemmingway House and Duval Street. Live like a local in this charming home.

Old Town Key West enchanting garden home

Price: from 150 USD

Number of Guests: 4

3. Old Town luxurious large home (from 450 USD)

If you’re traveling with a large group and need a lot of space, this Old Town luxurious home is a great find. With four bedrooms and three bathrooms, this large home will fit up to eight people! There is a private heated pool in the backyard, and it is within easy walking distance of all the best attractions like the beach and Duval Street.

Old Town luxurious large home

Price: from 450 USD

Number of Guests: 8

4. Pilar's Secret (from 880 USD)

This lovely home is named after Ernest Hemmingway’s fishing boat “Pilar,” and it truly is a secret paradise. With three bedrooms and three bathrooms, it’s great for families and large groups. The living room has wide doors opening to the beautifully decorated backyard. There is a private pool, hammock, and outdoor seating perfect for entertaining guests. Though located in a quiet gated community, this house is within walking distance of Duval Street and other attractions.

Pilar's Secret

Price: from 880 USD

Number of Guests: 8

5. Sparkling treetops town home (from 97 USD)

This Old Key West style conch house has shining reviews and promises to be the perfect getaway location. With a stunning backyard featuring a large private pool, this house is a bargain find. Located only a block from Duval Street and within walking distance of the Hemmingway House, it would be hard to find a better place to stay on the island.

Sparkling treetops town home

Price: from 97 USD

Number of Guests: 6

6. Stock Island Marina houseboat (from 180 USD)

There are perks to vacationing on a small island, like being able to stay on a one of a kind houseboat. The Stock Island Marina houseboat is a one bedroom one bath condo, perfect for couples or small families looking for a unique way to stay on Key West. There is also an on-site restaurant and a complimentary shuttle service to downtown available for all guests.

Stock Island Marina houseboat

Price: from 180 USD

Number of Guests: 2

7. The Coral Condo (from 180 USD)

Located in a turn of the century Victorian Condo dating back to 1868, this condo in the heart of Old Town Key West is an amazing find. With the ability to sleep four, enjoy the luxury of being close to everything. This condo also has a beautiful wrap around outdoor porch for quiet nights overlooking the city.

The Coral Condo

Price: from 180 USD

Number of Guests: 4

8. Sunshine Daydream Private Home (from 400 USD)

The Sunshine Daydream Private Home is located less than a block from Duval Street, placing you in the heart of the island. The beach is a short three blocks away, but there is a private saltwater pool in the backyard for your enjoyment. This recently renovated home even has an outdoor bamboo shower! You’ll never feel far from the ocean at this vacation rental!

Sunshine Daydream Private Home

Price: from 400 USD

Number of Guests: 4

9. Southard Comfort (from 628 USD)

This vacation rental is the epitome of Key West living. Tucked away in a quiet neighborhood not too far from the busy Duval Street, this home promises an authentic local experience. The living room has a beautiful view of the outdoor space, complete with a waterfall into the pool and an outdoor shower. Experience Key West as a local in the Southard Comfort.

Southard Comfort

Price: from 628 USD

Number of Guests: 6

10. Oceana Vista

In case you wish to escape from the busyness of Key West, Oceana Vista offers you a reprieve from the comfort of Bay Point. Bay Point is a short 10 miles (16 km) north of Key West and offers peaceful island life. This Oceana Vista rental allows you your own slice of paradise, with 1.5 acres (0.6 hectares) of beachfront views.

Oceana Vista

Price: Depends on dates

Number of Guests: 10

Enjoy Key West!

The best way to enjoy Key West is like a local! What better way to explore this beautiful island than from your own private rental oasis? Though the island is small, it has a number of vacation rentals perfect for all group sizes and budgets!

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Sam is a writer and blogger who loves to travel! She's been to over 27 countries across five continents and loves to push herself outside of her comfort zone. When not writing, she loves to re-read...Read more

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