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Romantic Getaway in Key West

Anytime
1 guest
Anytime
1 guest

Romantic Getaway in Key West: Recommended vacation rentals

Romantic Getaway in Key West: find your perfect rental from just $200 per night!

Cottage Key West
Nov 1 - Nov 8
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
$317
per night
Excellent(86 ratings)
$317
per night
View deal
Resort Key West
-70%
Dec 16 - Dec 23
Resort ∙ 127 guests ∙ 2 bedrooms

Resort with Terrace, Garden & Pool | Perfect for Remote Work | Pets Allowed

Key West, Monroe County, Florida, United States
$689$351
per night
Very good
$689$351
per night
View deal
House Key West
Jul 19 - Jul 26
House ∙ 8 guests ∙ 5 bedrooms

Vacation Home with Patio, Garden & Private Pool | Next to Mallory Square | Nature View

Key West, Monroe County, Florida, United States
$1,194
per night
Outstanding(63 ratings)
$1,194
per night
View deal
Condo Key West
-49%
May 22 - May 29
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with Pool, BBQ & Patio | Near Mallory Square

Key West, Monroe County, Florida, United States
$1,189$501
per night
Outstanding(107 ratings)
$1,189$501
per night
View deal
House Key West
-35%
May 17 - May 24
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(10 ratings)
$940$623
per night
View deal
Cottage Key West
Mar 15 - Mar 22
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with BBQ, Pool & Garden | Close to Southernmost Point | Nature View

Key West, Monroe County, Florida, United States
$310
per night
Outstanding(186 ratings)
$310
per night
View deal
House Key West
Nov 22 - Nov 29
House ∙ 4 guests ∙ 2 bedrooms

Beautiful Vacation Home with Barbeque, Patio & Heated Pool | Near Mallory Square | City View

Key West, Monroe County, Florida, United States
$276
per night
Outstanding(134 ratings)
$276
per night
View deal
House Key West
-20%
Jun 21 - Jun 28
House ∙ 8 guests ∙ 3 bedrooms

Family-Oriented Nice Vacation Home with Garden, BBQ & Pool | City View | Good for Workation

Key West, Monroe County, Florida, United States
$572$477
per night
Outstanding(28 ratings)
$572$477
per night
View deal
House Key West
-42%
Dec 3 - Dec 10
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home with Patio & Pool | Next to Southernmost Point | City View

Key West, Monroe County, Florida, United States
$1,459$739
per night
Excellent(171 ratings)
$1,459$739
per night
View deal
Condo Key West
-58%
Nov 1 - Nov 8
Condo ∙ 2 guests ∙ 1 bedroom

Lovely Condo with Pool | Next to Southernmost Point | Next to the Beach

Key West, Monroe County, Florida, United States
$748$315
per night
Very good(277 ratings)
$748$315
per night
View deal
Villa Key West
Mar 29 - Apr 5
Villa ∙ 16 guests ∙ 7 bedrooms

Fully Equipped Villa with Patio, Private Pool & Barbeque | Next to Mallory Square | City View

Key West, Monroe County, Florida, United States
$1,757
per night
Outstanding(89 ratings)
$1,757
per night
View deal
House Key West
Oct 18 - Oct 25
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
$379
per night
Outstanding(20 ratings)
$379
per night
View deal
House Key West
-58%
Jun 4 - Jun 11
House ∙ 6 guests ∙ 3 bedrooms

Fully Equipped Vacation Home with Pool, Garden & Patio | Near Mallory Square | Nature View

Key West, Monroe County, Florida, United States
$1,220$518
per night
Outstanding(37 ratings)
$1,220$518
per night
View deal
Condo Key West
Jan 18 - Jan 25
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with Heated Pool, Garden & Patio | Next to Southernmost Point | Nature View

Key West, Monroe County, Florida, United States
$399
per night
Excellent(46 ratings)
$399
per night
View deal
Condo Key West
-17%
Jun 1 - Jun 8
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with 3 Rooms for 6 Persons

Key West, Monroe County, Florida, United States
$833$469
per night
Outstanding(1 rating)
$833$469
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
$479
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
$463
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
$574
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 October
🛏️ 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 $509 and $1,030 per night.

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

Usually the average House rental size is 135 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 7,212 romantic getaways for rent in Key West with prices starting at $200 per night.

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

You can browse 1,728 House rentals and 818 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 $200 and can go up to $1,030 per night.

How many house rentals in Key West feature a pool?

Definitely, more than 71% 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

Top Vacation Ideas in Key West

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