Vacation Rentals with Pool in Ernest Hemingway Home and Museum, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Key West
  6.  Ernest Hemingway Home and Museum

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1469 Best Vacation Rentals with Pool in Ernest Hemingway Home and Museum (Starting from $164)

Lighthouse Villa by AvantStay Walk to Southernmost Point w Private Pool Patio Month Long Stays
Lighthouse Villa by AvantStay Walk to Southernmost Point w Private Pool Patio Month Long Stays
House
Key West, FL, USA
0.0k from Ernest Hemingway Home and Museum center

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

3 Bedrooms8 Guests
New to Booking
$604
Average price / night
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JASMINE PLACE:1 block to Duval - Private Pool - Parking! - RealKeyWest
JASMINE PLACE:1 block to Duval - Private Pool - Parking! - RealKeyWest
House
Key West, FL, 33040, United States
0.0k from Ernest Hemingway Home and Museum center

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

2 Bedrooms4 Guests
9.6

Exceptional

189 reviews

$822
Average price / night
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Jasmine Place
Jasmine Place
House
Key West, FL, USA
0.0k from Ernest Hemingway Home and Museum center

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

2 Bedrooms4 Guests
New to Booking
$993
Average price / night
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Papa's Casita in Downtown Key West
Papa's Casita in Downtown Key West
House
Key West, FL, 33040, United States
0.0k from Ernest Hemingway Home and Museum center

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

3 Bedrooms6 Guests
New to Booking
$311
Average price / night
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BachelorPARTY HQ for 16-Feet to Duval-Pool-Hot tub
BachelorPARTY HQ for 16-Feet to Duval-Pool-Hot tub
House
Key West, FL, USA
0.1k from Ernest Hemingway Home and Museum center

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

5 Bedrooms16 Guests
New to Booking
$4328
Average price / night
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American Shoal Light Suite
American Shoal Light Suite
Condo
Key West, FL, 33040, United States
0.1k from Ernest Hemingway Home and Museum center

AC, Balcony, Dryer, Extra Bed, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
9.6

Exceptional

14 reviews

$1058
Average price / night
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Just steps to Duval- Sleeps 10- Heated Pool House
Just steps to Duval- Sleeps 10- Heated Pool House
House
Key West, FL, USA
0.1k from Ernest Hemingway Home and Museum center

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

3 Bedrooms10 Guests
8.2

Very Good

13 reviews

$1627
Average price / night
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Key West Lighthouse Suite
Key West Lighthouse Suite
House
Key West, FL, 33040, United States
0.1k from Ernest Hemingway Home and Museum center

AC, Balcony, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

1 Bedroom4 Guests
9.8

Exceptional

61 reviews

$945
Average price / night
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Alligator Reef Light Suite
Alligator Reef Light Suite
House
Key West, FL, USA
0.1k from Ernest Hemingway Home and Museum center

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

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$512
Average price / night
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2 BR Charmer w/ Pool, Old Town, Key West - \"A Stone's Throw\"
2 BR Charmer w/ Pool, Old Town, Key West - \"A Stone's Throw\"
House
Key West, FL, 33040, United States
0.1k from Ernest Hemingway Home and Museum center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$528
Average price / night
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Key West Light Suite
Key West Light Suite
House
Key West, FL, USA
0.1k from Ernest Hemingway Home and Museum center

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

1 Bedroom4 Guests
9.5

Superb

2 reviews

$581
Average price / night
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The Lighthouse Group Suite
The Lighthouse Group Suite
Condo
Key West, FL, 33040, United States
0.1k from Ernest Hemingway Home and Museum center

AC, Balcony, Barbecue, Dryer, Extra Bed, Internet, Kitchen, Laundry, Microwave

4 Bedrooms12 Guests
8.8

Fabulous

3 reviews

$2206
Average price / night
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Tortugas Harbor Light Suite
Tortugas Harbor Light Suite
House
Key West, FL, USA
0.1k from Ernest Hemingway Home and Museum center

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

1 Bedroom4 Guests
New to Booking
$378
Average price / night
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The Lighthouse Penthouse Suite
The Lighthouse Penthouse Suite
Condo
Key West, FL, 33040, United States
0.1k from Ernest Hemingway Home and Museum center

AC, Balcony, Barbecue, Dryer, Extra Bed, Heater, Internet, Kitchen, Laundry

1 Bedroom8 Guests
9.0

Fabulous

2 reviews

$1998
Average price / night
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Sombrero Reef Light Suite
Sombrero Reef Light Suite
House
Key West, FL, USA
0.1k from Ernest Hemingway Home and Museum center

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

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$467
Average price / night
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Leo's Lodge | Newly Updated!
Leo's Lodge | Newly Updated!
Apartment
Key West, FL, 33040, United States
0.1k from Ernest Hemingway Home and Museum center

AC, Dryer, Fitness Equipment, Internet, Laundry, Microwave, No Smoking, Pool, TV

1 Bedroom2 Guests
8.6

Fabulous

26 reviews

$371
Average price / night
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Wicker Guesthouse
Wicker Guesthouse
House
913 Duval Street, Key West, FL, 33040, United States
0.1k from Ernest Hemingway Home and Museum center

AC, Arcade, Bar, Barbecue, Breakfast Included, Free Parking, Housekeeping, Internet, Kitchen

8.6

Fabulous

1007 reviews

$387
Average price / night
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Alligator-Sombrero Reef
Alligator-Sombrero Reef
House
Key West, FL, USA
0.1k from Ernest Hemingway Home and Museum center

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

2 Bedrooms10 Guests
New to Booking
$1093
Average price / night
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Three Duval Street Suites w parking and pool
Three Duval Street Suites w parking and pool
Condo
Key West, FL, 33040, United States
0.1k from Ernest Hemingway Home and Museum center

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

3 Bedrooms12 Guests
New to Booking
$878
Average price / night
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**HEMINGWAY'S HAVEN @ OLD TOWN** Home & Pool + LAST KEY SERVICES…
**HEMINGWAY'S HAVEN @ OLD TOWN** Home & Pool + LAST KEY SERVICES…
House
Key West, FL, 33040, United States
0.1k from Ernest Hemingway Home and Museum center

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

4 Bedrooms8 Guests
New to Booking
$371
Average price / night
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American Shoal-Tortugas Harbor
American Shoal-Tortugas Harbor
House
Key West, FL, USA
0.1k from Ernest Hemingway Home and Museum center

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

2 Bedrooms10 Guests
New to Booking
$748
Average price / night
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~POTTER'S COTTAGE~ Key West charmer in great location with private pool!
~POTTER'S COTTAGE~ Key West charmer in great location with private pool!
House
Key West, FL, 33040, United States
0.1k from Ernest Hemingway Home and Museum center

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

2 Bedrooms4 Guests
9.8

Exceptional

206 reviews

$950
Average price / night
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June  2026 is now available! Old Town historic home Lagoon Pool 3BR ⭐️⭐️⭐️⭐️⭐️
June 2026 is now available! Old Town historic home Lagoon Pool 3BR ⭐️⭐️⭐️⭐️⭐️
House
Key West, FL, 33040, United States
0.1k from Ernest Hemingway Home and Museum center

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

3 Bedrooms6 Guests
10.0

Exceptional

53 reviews

$164
Average price / night
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PINEAPPLE COTTAGE ~ Adorable, Updated Old Town Cottage w/ Shared Heated Pool!
PINEAPPLE COTTAGE ~ Adorable, Updated Old Town Cottage w/ Shared Heated Pool!
Cottage
Key West, FL, 33040, United States
0.1k from Ernest Hemingway Home and Museum center

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

1 Bedroom4 Guests
9.6

Exceptional

14 reviews

$169
Average price / night
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MONTHLY RENTAL, 1 block to Duval, POOL, personal resort, 3/3, pets OK
MONTHLY RENTAL, 1 block to Duval, POOL, personal resort, 3/3, pets OK
House
Key West, FL, 33040, United States
0.1k from Ernest Hemingway Home and Museum center

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

3 Bedrooms8 Guests
10.0

Exceptional

18 reviews

$438
Average price / night
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6 BR 6 BA Guesthouse Suites on Duval free parking, private pool
6 BR 6 BA Guesthouse Suites on Duval free parking, private pool
House
Key West, FL, 33040, United States
0.1k from Ernest Hemingway Home and Museum center

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

6 Bedrooms24 Guests
10.0

Exceptional

15 reviews

$1863
Average price / night
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Duval Street Suites full kitchen, free parking, heated pool
Duval Street Suites full kitchen, free parking, heated pool
Apartment
Key West, FL, 33040, United States
0.1k from Ernest Hemingway Home and Museum center

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

1 Bedroom4 Guests
10.0

Exceptional

4 reviews

$382
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 Pool in Ernest Hemingway Home and Museum.

Where to stay in Ernest Hemingway Home and Museum? Best neighborhoods & areas

Ernest Hemingway Home and Museum Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 1469 verified vacation rentals with a pool in Ernest Hemingway Home and Museum. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Ernest Hemingway Home and Museum vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $164 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Ernest Hemingway Home and Museum offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Ernest Hemingway Home and Museum welcome pets. Currently, 35 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Ernest Hemingway Home and Museum often include additional outdoor features such as Pool, Laundry, and Internet. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Ernest Hemingway Home and Museum offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.