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Family Vacation in Key West

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Family Vacation in Key West: Recommended vacation rentals

Family Vacation 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
-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
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
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

Incredible Sites for a Family Vacation in Key West

A mix of top heritage and historic sites lie in wait for vacationers making their way to Key West. The creative outlets and explosive outdoor areas provide a lot for kids to enjoy during your family vacation in Key West. Include any of these top sites in your itinerary and create life-long memories while in Key West.
Must-See Family Attractions in Key West

Must-See Family Attractions in Key West

Key West is a incredible city with so much to see and do. We've put together a short list of unmissable family attractions so you can get on with enjoying your vacation, stress free.

  • 1. Westminster Pier Park

    Connect to the expansive Fraser River with a stop at this leading boardwalk around Vancouver. Drop your preschool kids at the playgrounds and proceed to the sand volleyball courts for an incredible experience. In the evening, get a souvenir at the River Market or take a walk around the Fraser River Discovery Centre.

  • 2. Irving House

    Take a walk down memory lane with a visit of the 1800's-themed house. The gingerbread adornments inspire visitors to try out new decors once they get back home. Recline in the wraparound pouch when you finish the guided tour around this beautiful residence. Complete with 1900 furnishings, this pseudo museum served as home for William Irving, a renowned Scottish steamship captain.

  • 3. Anvil Centre Theatre

    For a taste of incredible performing arts, spare some time for the Anvil Centre. The exceptional acoustics and sightlines supplement the overall dynamic experience on offer. There is something for everyone, thanks to the diverse genres and performances at the vibrant theatre. From tantalizing Duo Solisti music to rib-cracking comedy performances, vacationers get to enjoy an engaging audience experience.

  • 4. Sapperton Park

    Make the most of the grassy areas and sports courts, and you provide a memorable experience to your young ones during the family vacation in Key West. The wood chip grounds ensure that you have little to worry about in case your child falls. Encourage the kids to try out the water/spray park where they'll find a mix of bubblers, sand, and water troughs. Don't forget to carry a towel and a change of clothes. Reminisce your active adventure day around the picnic tables once they freshen up in the bathrooms.

Best Places to Stay for Family Vacation in Key West

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
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
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 Family Vacation in Key West

💳 Highest rates in December
🥳 Busiest month October
🛏️ Popular home types House rental and Condo
🌡️ Hottest months August and July
❄️ Coldest months 65 °F in January and February
🌧️ Rainiest months 12 rainy days in September and August

Family Vacation in Key West: frequently asked questions

Family Vacation in Key West: What is the nightly price for a stay?

HomeToGo has great vacation rentals, with rates as low as $200 per night.

Family Vacation in Key West: are there many vacation homes available for groups?

The average House rental size is 135 m² and can fit 7 people on average which is great for large groups.

How many family accommodations are available to rent in Key West?

There are more than 7,212 family-sized homes in Key West with nightly prices starting from $200 per night.

Family Vacation in Key West: what kinds of vacation rentals can I find in Key West?

Sure, there are 1,728 House rentals and 818 Condos available in Key West.

How much does a family vacation rental cost in Key West?

The price of a large vacation rental in Key West can range from $509 and can go up to $1,030 per night during the busy season in December.

Can you find family home rentals in Key West offer a pool?

Of course, over 71% of family vacation rentals 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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