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Romantic Getaway in Key West

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Romantic Getaway in Key West: Recommended rentals

Romantic Getaway in Key West: find your perfect rental from just $146 per night!

House Key West
House ∙ 8 guests ∙ 4 bedrooms

Child-friendly house with barbecue, hot tub & garden | Next to Mallory Square | Pet-friendly

Key West, Monroe County, Florida, United States
This Key West house rental offers a kitchen, hot tub, balcony, and space for 8, making it ideal for your next getaway.
from $236
per night
Very good(3 ratings)
from $236
per night
View deal
House Key West
House ∙ 8 guests ∙ 3 bedrooms

House with barbecue, terrace & garden | Nature view

Key West, Monroe County, Florida, United States
This Key West house rental offers waterfront access, a kitchen, a yard, parking, and pet-friendly amenities for up to 8 guests.
from $376
per night
Excellent(6 ratings)
from $376
per night
View deal
House Key West
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with private pool, BBQ & garden

Key West, Monroe County, Florida, United States
This Key Haven house rental features a private pool, waterfront access, and a yard, perfect for a getaway with up to 8 guests.
from $437
per night
from $437
per night
View deal
House Key West
House ∙ 8 guests ∙ 3 bedrooms

House with private pool, barbeque & patio

Key West, Monroe County, Florida, United States
This Key West house rental features a private heated pool, spacious yard, and a kitchen, perfect for family gatherings of 8.
from $262
per night
Outstanding(31 ratings)
from $262
per night
View deal
House Key West
House ∙ 4 guests ∙ 2 bedrooms

Big house with pool | Close to Mallory Square | Pool view

Key West, Monroe County, Florida, United States
This Key West house rental features a pool, kitchen, balcony, and beach access, making it perfect for a memorable getaway.
from $192
per night
Excellent(2 ratings)
from $192
per night
View deal
House Key West
House ∙ 4 guests ∙ 2 bedrooms

Vacation home with patio & barbecue | Next to Southernmost Point

Key West, Monroe County, Florida, United States
This Bahama Village house rental features a kitchen, balcony, parking, and direct beach access, perfect for a getaway with friends.
from $188
per night
from $188
per night
View deal
House Key West
House ∙ 4 guests ∙ 2 bedrooms

Fully equipped beautiful house with pool & grill | Close to Southernmost Point | Pool view

Key West, Monroe County, Florida, United States
A house rental in Key West with pool access, a kitchen, parking, and direct access to the beach awaits your next getaway.
from $191
per night
Excellent(4 ratings)
from $191
per night
View deal
House Key West
House ∙ 8 guests ∙ 4 bedrooms

House with grill, garden & private pool | Close to West Martello Tower | Good for workation

Key West, Monroe County, Florida, United States
This Key West house rental features a private pool, kitchen, yard, and parking, perfect for up to 8 guests seeking fun.
from $376
per night
Very good(2 ratings)
from $376
per night
View deal
House Key West
House ∙ 10 guests ∙ 4 bedrooms

Fully equipped charming vacation home with barbecue, patio & garden

Key West, Monroe County, Florida, United States
This waterfront house rental in Stock Island features a private heated pool, spacious yard, and balcony, perfect for 10 guests.
from $352
per night
Excellent(37 ratings)
from $352
per night
View deal
House Key West
House ∙ 6 guests ∙ 3 bedrooms

Child-friendly vacation home with yard, private pool & grill | City view | Pets allowed

Key West, Monroe County, Florida, United States
This Key West house rental features a private heated pool, kitchen, yard, and balcony, perfect for a family getaway with pets.
from $773
per night
Outstanding(10 ratings)
from $773
per night
View deal
Accommodation Key West
Accommodation ∙ 2 guests ∙ 1 bedroom

Rental with pool, yard & terrace | Next to Duval Street

Key West, Monroe County, Florida, United States
This Key West accommodation offers beach access, a private pool, and a yard, perfect for a romantic getaway for two.
from $220
per night
Excellent(1007 ratings)
from $220
per night
View deal
House Key West
House ∙ 12 guests ∙ 5 bedrooms

Fully equipped wonderful vacation home with barbeque, jacuzzi & private pool | Perfect for remote work | Pets are welcome

Key West, Monroe County, Florida, United States
This house rental in Key Haven features a private heated pool, hot tub, and spacious balcony, perfect for a group getaway.
from $632
per night
Outstanding(2 ratings)
from $632
per night
View deal
House Key West
House ∙ 6 guests ∙ 3 bedrooms

Spacious house with private pool | Close to Duval Street

Key West, Monroe County, Florida, United States
This Key West house rental features a private heated pool, kitchen, and parking, perfect for a vacation with family or friends.
from $190
per night
Outstanding(8 ratings)
from $190
per night
View deal
House Key West
House ∙ 4 guests ∙ 2 bedrooms

House with yard, terrace & pool | Sea view

Key West, Monroe County, Florida, United States
This Key West house rental features ocean views, beach access, a pool, and a yard, perfect for a memorable getaway.
from $241
per night
Outstanding(1 rating)
from $241
per night
View deal
House Key West
House ∙ 2 guests ∙ 1 bedroom

House with yard, pool & patio | Near Southernmost Point | Mountain view

Key West, Monroe County, Florida, United States
This house rental in Bahama Village features a pool, kitchen, mountain view, and direct beach access for a perfect getaway.
from $217
per night
from $217
per night
View deal

Reasons to Plan Your Next Romantic Getaway in Key West

The island of Key West is located just a short drive south of Miami, in the state of Florida. Taking a romantic getaway in Key West is popular with celebrities and newlyweds. Encounter a mix of history, culture, and leisure while you explore the island.
Romantic Ideas for a Couples Getaway in Key West

Romantic Ideas for a Couples Getaway in Key West

Grab the chance to visit the southernmost point of the continental US and Ernest Hemingway's house. Take a stroll on Mallory Square or snorkel around the Florida Reef. These are just some of the thrilling activities in store for you and your partner when you visit Key West.

  • 1. Mallory Square Sunset Celebration

    One of the most romantic activities to enjoy while in Key West is admiring the sunset from Mallory Square. Watch street performers gather around a couple of hours before sundown. Sip on a cocktail on one of the patio bars as you admire the sun dancing on the crystal waters.

  • 2. Bike rides around Old Town

    The best way to get around the island is on an old-timer beach cruiser. Take a romantic bike ride around Old Town to soak up the historic feel of this charming neighborhood. You'll be mesmerized by the quaint streets, colorful gardens, and pastel-colored houses.

  • 3. Picnics at Fort Zachary State Park

    Spend your afternoon sunbathing, swimming and just being surrounded by the serene natural landscape. Prepare a picnic to enjoy on this 54-acre national historic landmark or enjoy a hike on one of the many nature trails provided by the park.

  • 4. Dinner at El Meson De Pepe

    Situated in Old Town, this restaurant has been a popular hot spot in Key West for over 30 years. Enjoy an authentic Cuban meal surrounded by romantic décor and atmosphere while experiencing the island's Cuban-Conch heritage.

Best Places to Stay for Romantic Getaway in Key West

House Key West
from $1,008
per night
House ∙ 10 guests ∙ 4 bedrooms

Fully equipped house with yard, terrace & hot tub | Near Duval Street | City view

4.7
Excellent(17 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
from $553
per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with private pool, yard & jacuzzi | City view

4.7
Excellent(19 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
from $316
per night
House ∙ 7 guests ∙ 3 bedrooms

Vacation home with yard, private pool & terrace | City view

4.6
Excellent(9 ratings)
Key West, Monroe County, Florida, United States
View deal

Information about Romantic Getaway in Key West

😎 Least busy month July
🥳 Busiest month May
🛏️ Popular home types Condo and House rental
🌡️ Hottest months 89 °F in July and August
❄️ Coldest months 65 °F in January and February
🌧️ Rainiest months 12 rainy days in September and August

Romantic Getaway in Key West: frequently asked questions

Romantic Getaway in Key West: What is the price per night for a stay?

The average cost for a vacation rental in Key West is usually around $704 and $1,089 per night.

Romantic Getaway in Key West: is there a good selection of vacation rentals for groups?

Usually the average House rental size is 158 m² and may fit 7 people on average which is great for large groups.

Do many couples rentals are available for a short stay in Key West?

There are more than 5,925 romantic getaways for rent in Key West with prices starting at $146 per night.

Romantic Getaway in Key West: what kinds of vacation rentals can I book?

You can browse 957 House rentals and 572 Condos in Key West right here on HomeToGo.

Are there any cheap romantic getaways in Key West?

Couples vacation rental prices in Key West start at just $146 and can go up to $1,089 per night.

How many house rentals in Key West feature a pool?

Definitely, more than 78% of couples accommodations in Key West offer a pool.

The Weather in Key West

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Average Nightly Rental Prices in Key West

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Vacation Rental Price Information in Key West

Vacation Rental Availability in Key West

Rental availability information in Key West

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