Family-Friendly Vacation Rentals in White Street Gallery District, FL: Compare 10+ Sites & Save

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  2. Family Vacation Rentals
  3.  USA

  4.  Florida
  5.  Key West
  6.  White Street Gallery District

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604 Best Family Vacation Rentals in White Street Gallery District (Starting from $178)

Plantation Tropicale by Last Key Realty
Plantation Tropicale by Last Key Realty
House
Key West, FL, USA
0.3k from White Street Gallery District center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

5 Bedrooms12 Guests
New to Booking
$2964
Average price / night
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Stunning Historic Estate – 20% Off Summer Bookings, Heated Pool & Bikes Included
Stunning Historic Estate – 20% Off Summer Bookings, Heated Pool & Bikes Included
House
Key West, FL, 33040, United States
0.2k from White Street Gallery District center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms10 Guests
10.0

Exceptional

27 reviews

$562
Average price / night
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The Caroline Suite
The Caroline Suite
House
Key West, FL, USA
0.4k from White Street Gallery District center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$316
Average price / night
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The Secret Grotto
The Secret Grotto
House
Key West, FL, 33040, United States
0.2k from White Street Gallery District center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$611
Average price / night
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Garden of Eden Cottage
Garden of Eden Cottage
House
Key West, FL, USA
0.4k from White Street Gallery District center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$230
Average price / night
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Two fully independent units in a Duplex, with independent entrances. One Rent!
Two fully independent units in a Duplex, with independent entrances. One Rent!
House
Key West, FL, 33040, United States
0.3k from White Street Gallery District center

AC, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms12 Guests
8.0

Good

1 reviews

$523
Average price / night
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The Fleming Suite
The Fleming Suite
House
Key West, FL, USA
0.4k from White Street Gallery District center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom4 Guests
2.0

Review score

1 reviews

$288
Average price / night
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ISLAND SANCTUARY KEY WEST - 3 Bedroom / 2 Bathroom with Pool and Parking!
ISLAND SANCTUARY KEY WEST - 3 Bedroom / 2 Bathroom with Pool and Parking!
House
Key West, FL, 33040, United States
0.4k from White Street Gallery District center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
New to Booking
$327
Average price / night
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The Elizabeth Suite
The Elizabeth Suite
House
Key West, FL, USA
0.4k from White Street Gallery District center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom4 Guests
7.0

Good

1 reviews

$518
Average price / night
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Flirty Flamingo Key West
Flirty Flamingo Key West
House
Key West, FL, 33040, United States
0.4k from White Street Gallery District center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

8 reviews

$444
Average price / night
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Flagler Station
Flagler Station
House
Key West, FL, USA
0.4k from White Street Gallery District center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Accessible hotels

3 Bedrooms6 Guests
New to Booking
$408
Average price / night
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BE STILL- 4 Bedroom, 3 Bath with POOL & Guest Cottage
BE STILL- 4 Bedroom, 3 Bath with POOL & Guest Cottage
House
Key West, FL, 33040, United States
0.4k from White Street Gallery District center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

8 reviews

$470
Average price / night
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Casa de Rosalie by AvantStay Great Location w Pool BBQ Outdoor Dining Month Long Stays Only
Casa de Rosalie by AvantStay Great Location w Pool BBQ Outdoor Dining Month Long Stays Only
House
Key West, FL, USA
0.4k from White Street Gallery District center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

1 Bedroom8 Guests
New to Booking
$327
Average price / night
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The Coral Cottage in Historic Key West
The Coral Cottage in Historic Key West
House
Key West, FL, 33040, United States
0.4k from White Street Gallery District center

AC, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
New to Booking
$178
Average price / night
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Casa de Sunshine
Casa de Sunshine
House
Key West, FL, USA
0.5k from White Street Gallery District center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$358
Average price / night
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BE AS YOU ARE - 3 Bedroom / 3 Bathroom - Mid Town KEY WEST w/ POOL
BE AS YOU ARE - 3 Bedroom / 3 Bathroom - Mid Town KEY WEST w/ POOL
House
Key West, FL, 33040, United States
0.4k from White Street Gallery District center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
New to Booking
$607
Average price / night
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Andros - Spacious 2x2 Waterfront Condo
Andros - Spacious 2x2 Waterfront Condo
House
Key West, FL, USA
0.5k from White Street Gallery District center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

2 Bedrooms6 Guests
9.2

Superb

7 reviews

$610
Average price / night
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Casa Tranquila - Fully-Renovated 2-bedroom Townhome in Old Town Key West
Casa Tranquila - Fully-Renovated 2-bedroom Townhome in Old Town Key West
House
Key West, FL, 33040, United States
0.5k from White Street Gallery District center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
9.6

Exceptional

4 reviews

$344
Average price / night
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Dominica - New Waterfront Condo Pool Dock 2 Bedroom 2 Bathroom
Dominica - New Waterfront Condo Pool Dock 2 Bedroom 2 Bathroom
House
Key West, FL, USA
0.5k from White Street Gallery District center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$660
Average price / night
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3-Bedroom 3-Bath Condo at Bayfront Suites & Marina - CLEANING FEE INCLUDED
3-Bedroom 3-Bath Condo at Bayfront Suites & Marina - CLEANING FEE INCLUDED
Condo
Key West, FL, 33040, United States
0.6k from White Street Gallery District center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
9.6

Exceptional

81 reviews

$993
Average price / night
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4-Bed, 3-Bath Waterfront Condo at Bayfront Suites -CLEANING FEE INCLUDED
4-Bed, 3-Bath Waterfront Condo at Bayfront Suites -CLEANING FEE INCLUDED
Condo
Key West, FL, 33040, United States
0.6k from White Street Gallery District center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
9.0

Fabulous

68 reviews

$1160
Average price / night
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4-Bed 4.5 Bath Condo @ Bayfront Suites - CLEANING FEE INCLUDED Non-Waterfront
4-Bed 4.5 Bath Condo @ Bayfront Suites - CLEANING FEE INCLUDED Non-Waterfront
Condo
Key West, FL, 33040, United States
0.6k from White Street Gallery District center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet

4 Bedrooms8 Guests
9.6

Exceptional

98 reviews

$1145
Average price / night
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Waterfront 3-Bedroom Condo at Bayfront Suites & Marina- CLEANING FEE INCLUDED
Waterfront 3-Bedroom Condo at Bayfront Suites & Marina- CLEANING FEE INCLUDED
Condo
Key West, FL, 33040, United States
0.6k from White Street Gallery District center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet

3 Bedrooms6 Guests
9.6

Exceptional

93 reviews

$960
Average price / night
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4-Bed, 4.5 Bath Condo & Bayfront Suites-non waterfront CLEANING FEE INCLUDED
4-Bed, 4.5 Bath Condo & Bayfront Suites-non waterfront CLEANING FEE INCLUDED
Condo
Key West, FL, 33040, United States
0.6k from White Street Gallery District center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
9.8

Exceptional

128 reviews

$1235
Average price / night
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Waterfront 4-Bed, 4-Bath Condo at Bayfront Suites - CLEANING FEE INCLUDED
Waterfront 4-Bed, 4-Bath Condo at Bayfront Suites - CLEANING FEE INCLUDED
Condo
Key West, FL, 33040, United States
0.6k from White Street Gallery District center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet

4 Bedrooms8 Guests
9.6

Exceptional

104 reviews

$1147
Average price / night
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3 Bed 3 Bath Condo @ Bayfront Suites - CLEANING FEE INCLUDED (Non-Waterfront)
3 Bed 3 Bath Condo @ Bayfront Suites - CLEANING FEE INCLUDED (Non-Waterfront)
Condo
Key West, FL, 33040, United States
0.6k from White Street Gallery District center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet

3 Bedrooms6 Guests
9.6

Exceptional

77 reviews

$968
Average price / night
Check Availability
Waterfront 4-Bed 3-Bath Condo @ Bayfront Suites - CLEANING FEE INCLUDED
Waterfront 4-Bed 3-Bath Condo @ Bayfront Suites - CLEANING FEE INCLUDED
Condo
Key West, FL, 33040, United States
0.6k from White Street Gallery District center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
9.8

Exceptional

60 reviews

$1106
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in White Street Gallery District.

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Frequently Asked Questions

You can explore 604 verified family-friendly vacation rentals in White Street Gallery District. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in White Street Gallery District vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $178 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in White Street Gallery District offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in White Street Gallery District are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in White Street Gallery District often include amenities such as Child Friendly, Pool, and Fireplace/Heating. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.