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Romantic Getaway in Key West

Anytime
1 guest
Anytime
1 guest

Romantic Getaway in Key West: Recommended rentals

Romantic Getaway in Key West: find your perfect rental from just $154 per night!

Resort Key West
-46%
May 1 - May 8
Free cancellation
Resort ∙ 127 guests ∙ 3 bedrooms

Nice Resort with Terrace, Pool & Yard | Beach Nearby

Key West, Monroe County, Florida, United States
$457$220
per night
Good
$457$220
per night
View deal
House Key West
-35%
May 18 - May 25
House ∙ 6 guests ∙ 3 bedrooms

House with Yard, Private Pool & Barbecue | Close to Mallory Square

Key West, Monroe County, Florida, United States
$940$623
per night
Outstanding(12 ratings)
$940$623
per night
View deal
Cottage Key West
Sep 21 - Sep 28
Cottage ∙ 4 guests ∙ 1 bedroom

Nice Cottage with Pool, Terrace & BBQ | Near Southernmost Point | Nature View | Good for Workation

Key West, Monroe County, Florida, United States
$315
per night
Excellent(84 ratings)
$315
per night
View deal
House Key West
-47%
Aug 30 - Sep 6
House ∙ 8 guests ∙ 5 bedrooms

Vacation Home with Patio, Barbecue & Private Pool | Near Southernmost Point | Nature View

Key West, Monroe County, Florida, United States
$2,440$983
per night
Excellent(180 ratings)
$2,440$983
per night
View deal
Condo Key West
Mar 29 - Apr 5
Condo ∙ 6 guests ∙ 3 bedrooms

Wonderful Condo with Grill & Pool | Next to Key West Tropical Forest & Botanical Garden

Key West, Monroe County, Florida, United States
$484
per night
Excellent(12 ratings)
$484
per night
View deal
House Key West
-70%
Sep 21 - Sep 28
House ∙ 4 guests ∙ 2 bedrooms

House with Barbecue | Nature View | Perfect for Remote Work

Key West, Monroe County, Florida, United States
$796$274
per night
Outstanding(42 ratings)
$796$274
per night
View deal
House Key West
-64%
Aug 30 - Sep 6
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home with Patio & Pool

Key West, Monroe County, Florida, United States
$1,136$457
per night
Excellent(58 ratings)
$1,136$457
per night
View deal
House Key West
-32%
Jun 21 - Jun 28
House ∙ 5 guests ∙ 3 bedrooms

Vacation Home with Terrace & Pool | Near Mallory Square | City View

Key West, Monroe County, Florida, United States
$575$418
per night
Outstanding(90 ratings)
$575$418
per night
View deal
Condo Key West
May 2 - May 9
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with Pool

Key West, Monroe County, Florida, United States
$546
per night
Outstanding(63 ratings)
$546
per night
View deal
House Key West
-39%
Aug 9 - Aug 16
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home with Terrace & Pool | Close to Mallory Square | City View

Key West, Monroe County, Florida, United States
$779$496
per night
Excellent(64 ratings)
$779$496
per night
View deal
Condo Key West
-36%
Jul 6 - Jul 13
Condo ∙ 6 guests ∙ 3 bedrooms

Fully Equipped Condo with Pool, BBQ & Patio | Close to Key West Tropical Forest & Botanical Garden | Close to the Beach

Key West, Monroe County, Florida, United States
$819$495
per night
Outstanding(5 ratings)
$819$495
per night
View deal
House Key West
Jun 14 - Jun 21
House ∙ 2 guests ∙ 1 bedroom

House with Heated Pool, Terrace & BBQ | Close to Mallory Square | City View

Key West, Monroe County, Florida, United States
$235
per night
Excellent(74 ratings)
$235
per night
View deal
Cottage Key West
-27%
Sep 21 - Sep 28
Cottage ∙ 6 guests ∙ 3 bedrooms

Children-Friendly Cottage with Patio, Yard & BBQ | Close to Southernmost Point | City View | Pets Allowed

Key West, Monroe County, Florida, United States
$716$504
per night
Outstanding(141 ratings)
$716$504
per night
View deal
House Key West
May 16 - May 23
House ∙ 6 guests ∙ 2 bedrooms

Children-Friendly Beautiful House with Patio, Pool & BBQ | Close to Key West Tropical Forest & Botanical Garden | Perfect for Remote Work

Key West, Monroe County, Florida, United States
$375
per night
Outstanding(25 ratings)
$375
per night
View deal
Condo Key West
Jul 5 - Jul 12
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with Pool, BBQ & Patio | Near Mallory Square

Key West, Monroe County, Florida, United States
$504
per night
Outstanding(106 ratings)
$504
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

Cottage Key West
May 24 - May 31
$483
per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with Patio, Yard & Heated Pool | Near Southernmost Point | City View

4.8
Outstanding(48 ratings)
Key West, Monroe County, Florida, United States
View deal
Condo Key West
May 24 - May 31
$464
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with Sauna, Grill & Patio

4.8
Outstanding(64 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
Aug 16 - Aug 23
$605
per night
House ∙ 8 guests ∙ 3 bedrooms

Family-Oriented Big House with Grill, Heated Pool & Terrace | Good for Workation

5.0
Outstanding(234 ratings)
Key West, Monroe County, Florida, United States
View deal

Information about Romantic Getaway in Key West

💳 Highest rates in December
🥳 Busiest month November
🛏️ Popular home types Condo and House rental
🌡️ Hottest months August and July
❄️ Coldest months January and February
🌧️ Rainiest months 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 $556 and $1,096 per night.

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

Usually the average House rental size is 137 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 7,242 romantic getaways for rent in Key West with prices starting at $154 per night.

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

You can browse 1,756 House rentals and 804 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 $154 and can go up to $1,096 per night.

How many house rentals in Key West feature a pool?

Definitely, more than 72% of couples accommodations in Key West offer a pool.

Average Nightly Rental Prices in Key West

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Vacation Rental Price Information in Key West

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