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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 $150 per night!

House Key West
House ∙ 6 guests ∙ 3 bedrooms

House with pool, garden & BBQ | Near Key West Tropical Forest & Botanical Garden

Key West, Monroe County, Florida, United States
from $155
per night
from $155
per night
View deal
Condo Key West
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with grill & pool | Close to Southernmost Point

Key West, Monroe County, Florida, United States
from $173
per night
Outstanding
from $173
per night
View deal
House Key West
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with hot tub, private pool & patio | Next to West Martello Tower | City view

Key West, Monroe County, Florida, United States
from $387
per night
Outstanding(35 ratings)
from $387
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
from $611
per night
from $611
per night
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House Key West
House ∙ 16 guests ∙ 6 bedrooms

Fully equipped vacation home with barbecue, garden & private pool | Near Duval Street | Nature view | Perfect for remote work | Pet-friendly

Key West, Monroe County, Florida, United States
from $515
per night
from $515
per night
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House Key West
House ∙ 4 guests ∙ 2 bedrooms

Fully equipped charming house with patio, barbecue & yard | Near Southernmost Point | City view | Suitable for remote work | Pets allowed

Key West, Monroe County, Florida, United States
from $267
per night
Outstanding(16 ratings)
from $267
per night
View deal
House Key West
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with patio, private pool & barbecue | Next to West Martello Tower

Key West, Monroe County, Florida, United States
from $435
per night
Outstanding(3 ratings)
from $435
per night
View deal
Villa Key West
Villa ∙ 8 guests ∙ 3 bedrooms

Nice villa with barbeque, private pool & yard | Close to Mallory Square | City view

Key West, Monroe County, Florida, United States
from $624
per night
Outstanding(174 ratings)
from $624
per night
View deal
House Key West
House ∙ 10 guests ∙ 5 bedrooms

Fully equipped house with grill, terrace & private pool | Close to West Martello Tower | Close to the beach

Key West, Monroe County, Florida, United States
from $356
per night
Excellent(10 ratings)
from $356
per night
View deal
House Key West
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with BBQ, garden & terrace

Key West, Monroe County, Florida, United States
from $624
per night
from $624
per night
View deal
Condo Key West
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with pool & jacuzzi

Key West, Monroe County, Florida, United States
from $402
per night
Excellent(5 ratings)
from $402
per night
View deal
House Key West
House ∙ 8 guests ∙ 2 bedrooms

Fully equipped wonderful house with garden, barbeque & heated pool | Close to Southernmost Point | City view | Beach nearby

Key West, Monroe County, Florida, United States
from $783
per night
Outstanding(1 rating)
from $783
per night
View deal
Condo Key West
Condo ∙ 8 guests ∙ 3 bedrooms

Family-friendly big condo with sauna, hot tub & heated pool | Near West Martello Tower | Nature view | Close to the beach

Key West, Monroe County, Florida, United States
from $678
per night
Excellent(170 ratings)
from $678
per night
View deal
House Key West
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with yard, private pool & jacuzzi | Near Mallory Square

Key West, Monroe County, Florida, United States
from $651
per night
Outstanding(93 ratings)
from $651
per night
View deal
House Key West
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with grill & pool

Key West, Monroe County, Florida, United States
from $221
per night
Outstanding
from $221
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 $259
per night
House ∙ 8 guests ∙ 4 bedrooms

House with terrace, BBQ & jacuzzi | Suitable for remote work

5.0
Outstanding(24 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
from $1,074
per night
House ∙ 12 guests ∙ 4 bedrooms

Fully equipped house with heated pool, terrace & yard | Close to Southernmost Point | City view | Beach nearby

Key West, Monroe County, Florida, United States
View deal
House Key West
from $436
per night
House ∙ 8 guests ∙ 4 bedrooms

Family-oriented vacation home with barbeque, private pool & terrace | City view | Pets allowed

5.0
Outstanding(16 ratings)
Key West, Monroe County, Florida, United States
View deal

Information about Romantic Getaway in Key West

📏 Average home size 140 m²
💳 Highest rates in December
🛏️ Popular home types Condo and House rental
🌡️ Hottest months 89 °F in August and July
❄️ Coldest months 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 $517 and $711 per night.

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

Usually the average House rental size is 140 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 6,825 romantic getaways for rent in Key West with prices starting at $150 per night.

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

You can browse 1,711 House rentals and 821 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 $150 and can go up to $711 per night.

How many house rentals in Key West feature a pool?

Definitely, more than 73% of couples accommodations in Key West offer a pool.

Average Nightly Rental Prices in Key West

Click on any bar to see price and availability information

Vacation Rental Price Information in Key West

Vacation Rental Availability in Key West

Rental availability information in Key West

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