Vacation Rentals with Private Pool in White St. Gallery, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  USA

  4.  Florida
  5.  Key West
  6.  White St. Gallery

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485 Best Vacation Rentals with Private Pool in White St. Gallery (Starting from $215)

Perfect Pineapple by AvantStay Pet Friendly w Pool Month Long Stays Only
Perfect Pineapple by AvantStay Pet Friendly w Pool Month Long Stays Only
House
White St. Gallery, Key West, Florida, USA
1.1k from White St. Gallery center

Pool, Private Pool, Kitchen, Parking, Internet, Air Conditioner, Child Friendly

1 Bedroom4 Guests
New to Booking
$348
Average price / night
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KEY LIME COTTAGE - an adorable Monthly rental
KEY LIME COTTAGE - an adorable Monthly rental
Cottage
Key West, FL, 33040, United States
0.1k from White St. Gallery center

AC, Barbecue, Dryer, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

2 Bedrooms4 Guests
New to Booking
$287
Average price / night
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South Street Cottage: Bright & Sunny with Pool, Patio & Hot Tub
South Street Cottage: Bright & Sunny with Pool, Patio & Hot Tub
House
Key West, FL, 33040, United States
0.1k from White St. Gallery center

AC, Barbecue, Dryer, Hot Tub, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
9.8

Exceptional

30 reviews

$266
Average price / night
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Lush Gardens-Pool-Jacuzzi-No Contact Check-In
Lush Gardens-Pool-Jacuzzi-No Contact Check-In
House
Key West, FL, 33040, United States
0.1k from White St. Gallery center

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

3 Bedrooms6 Guests
9.0

Fabulous

4 reviews

$215
Average price / night
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LA PUERTA ROSA~Charming 3 bed/2 bath Conch Home in Old Town Key West!
LA PUERTA ROSA~Charming 3 bed/2 bath Conch Home in Old Town Key West!
House
Key West, FL, 33040, United States
0.1k from White St. Gallery center

AC, Barbecue, Dryer, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$315
Average price / night
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EL JARDIN ROSA ~ Charming 2 Bedroom, 1 Bathroom Home w/ Pool!
EL JARDIN ROSA ~ Charming 2 Bedroom, 1 Bathroom Home w/ Pool!
Apartment
Key West, FL, 33040, United States
0.1k from White St. Gallery center

AC, Barbecue, Dryer, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
New to Booking
$223
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 St. Gallery 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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SUNCATCHER~4 Bedroom, 4 Bathroom in Old Town with Pool!
SUNCATCHER~4 Bedroom, 4 Bathroom in Old Town with Pool!
House
Key West, FL, 33040, United States
0.2k from White St. Gallery center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry

4 Bedrooms12 Guests
10.0

Exceptional

8 reviews

$903
Average price / night
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The Secret Grotto
The Secret Grotto
House
Key West, FL, 33040, United States
0.2k from White St. Gallery 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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Paradise Awaits @ SOLEIL CHALET
Paradise Awaits @ SOLEIL CHALET
House
Key West, FL, 33040, United States
0.3k from White St. Gallery center

AC, Barbecue, Dryer, Free Parking, Kitchen, Laundry, Microwave, No Smoking, Pool

2 Bedrooms8 Guests
New to Booking
$339
Average price / night
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SATISFY MY SOUL ~ 3 BR, 3.5 Ba Newly Renovated Mid Town Home w/ Pool!
SATISFY MY SOUL ~ 3 BR, 3.5 Ba Newly Renovated Mid Town Home w/ Pool!
House
Key West, FL, 33040, United States
0.3k from White St. Gallery center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$636
Average price / night
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~BLUE HAVEN~ Welcome to this single-story retreat with a pool!
~BLUE HAVEN~ Welcome to this single-story retreat with a pool!
House
Key West, FL, 33040, United States
0.3k from White St. Gallery center

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

4 Bedrooms8 Guests
New to Booking
$844
Average price / night
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Starfish Oasis at Casa Marina, 2BR - Heated Pool - Hot Tub - 2 Parking - Pets OK
Starfish Oasis at Casa Marina, 2BR - Heated Pool - Hot Tub - 2 Parking - Pets OK
House
Key West, FL, 33040, United States
0.3k from White St. Gallery center

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

2 Bedrooms4 Guests
New to Booking
$358
Average price / night
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Luxurious monthly rental in mid-town
Luxurious monthly rental in mid-town
House
Key West, FL, 33040, United States
0.3k from White St. Gallery center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.6

Exceptional

8 reviews

$357
Average price / night
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GARDEN OASIS ~ Great Casa Marina Location with True Island Elegance!
GARDEN OASIS ~ Great Casa Marina Location with True Island Elegance!
House
Key West, FL, 33040, United States
0.3k from White St. Gallery center

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

4 Bedrooms8 Guests
9.8

Exceptional

27 reviews

$511
Average price / night
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**MIDTOWN MOSAIC @ MIDTOWN** Modern Private Home & Pool + LAST KEY SERVICES…
**MIDTOWN MOSAIC @ MIDTOWN** Modern Private Home & Pool + LAST KEY SERVICES…
House
Key West, FL, 33040, United States
0.3k from White St. Gallery center

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

4 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$521
Average price / night
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Casa de Rosalie by AvantStay | Great Location w/ Pool, BBQ & Outdoor Dining
Casa de Rosalie by AvantStay | Great Location w/ Pool, BBQ & Outdoor Dining
House
Key West, FL, 33040, United States
0.3k from White St. Gallery center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, No Smoking, Outdoor Grill

3 Bedrooms8 Guests
9.6

Exceptional

4 reviews

$396
Average price / night
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SOUL OF THE SEA ~ Charming 3 BR, 3 Ba Home w/ Pool and Parking!
SOUL OF THE SEA ~ Charming 3 BR, 3 Ba Home w/ Pool and Parking!
House
Key West, FL, 33040, United States
0.3k from White St. Gallery center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$426
Average price / night
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Old Town Elegance  Island Breezes and Poolside Bliss
Old Town Elegance Island Breezes and Poolside Bliss
Cottage
Key West, FL, 33040, United States
0.3k from White St. Gallery center

AC, Balcony, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Pool

2 Bedrooms4 Guests
10.0

Exceptional

5 reviews

$216
Average price / night
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~CALIFORNIA DREAMING~ Enjoy an extended vacation in this posh home and pool.
~CALIFORNIA DREAMING~ Enjoy an extended vacation in this posh home and pool.
House
Key West, FL, 33040, United States
0.4k from White St. Gallery center

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

4 Bedrooms7 Guests
New to Booking
$1430
Average price / night
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Everything Key West has to offer @ Mango Cottage
Everything Key West has to offer @ Mango Cottage
House
Key West, FL, 33040, United States
0.4k from White St. Gallery center

AC, Barbecue, Dryer, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

2 Bedrooms6 Guests
10.0

Exceptional

186 reviews

$795
Average price / night
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New Listing! Truman Show - Private, heated pool and chef's kitchen
New Listing! Truman Show - Private, heated pool and chef's kitchen
House
Key West, FL, 33040, United States
0.4k from White St. Gallery center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$926
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 St. Gallery 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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**SUNFLOWER MELODIES @ MIDTOWN** Modern Private Home & Pool + LAST KEY SERVICES…
**SUNFLOWER MELODIES @ MIDTOWN** Modern Private Home & Pool + LAST KEY SERVICES…
House
Key West, FL, 33040, United States
0.4k from White St. Gallery center

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

3 Bedrooms6 Guests
New to Booking
$704
Average price / night
Check Availability
ISLAND BLISS ~ Renovated 3 BR, 2 Ba in Old Town w/ Heated Pool and Parking!
ISLAND BLISS ~ Renovated 3 BR, 2 Ba in Old Town w/ Heated Pool and Parking!
House
Key West, FL, 33040, United States
0.4k from White St. Gallery center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave

3 Bedrooms8 Guests
New to Booking
$368
Average price / night
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POOLSIDE PARADISE ~ Charming 3 BR/2Ba Home w/ Pool!
POOLSIDE PARADISE ~ Charming 3 BR/2Ba Home w/ Pool!
House
Key West, FL, 33040, United States
0.4k from White St. Gallery center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking

3 Bedrooms8 Guests
New to Booking
$407
Average price / night
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**CASA DEL MONO @ MIDTOWN** Stunning Private Home & Pool + LAST KEY SERVICES…
**CASA DEL MONO @ MIDTOWN** Stunning Private Home & Pool + LAST KEY SERVICES…
House
Key West, FL, 33040, United States
0.4k from White St. Gallery center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave

5 Bedrooms10 Guests
New to Booking
$640
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 Vacation Rentals with Private Pool in White St. Gallery.

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White St. Gallery Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 485 verified vacation rentals with a private pool in White St. Gallery. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in White St. Gallery vary depending on the property size, location, and travel season. Rates typically start from around $215 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in White St. Gallery also welcome pets. Currently, 27 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in White St. Gallery often include additional features such as Pool, Private Pool, and Kitchen. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in White St. Gallery include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.