Vacation Rentals with Pool in Flagler Station Oversea Railway Historeum, FL: Compare 10+ Sites & Save

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  3.  USA

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  6.  Flagler Station Oversea Railway Historeum

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1469 Best Vacation Rentals with Pool in Flagler Station Oversea Railway Historeum (Starting from $166)

Kokomo Suite by Last Key Realty
Kokomo Suite by Last Key Realty
House
Key West, FL, USA
0.2k from Flagler Station Oversea Railway Historeum center

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

1 Bedroom2 Guests
New to Booking
$488
Average price / night
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CASA MARGARITA Steps to the Historic Seaport
CASA MARGARITA Steps to the Historic Seaport
House
Key West, FL, 33040, United States
0.1k from Flagler Station Oversea Railway Historeum center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms8 Guests
9.8

Exceptional

127 reviews

$1413
Average price / night
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Barbuda Suite by Last Key Realty
Barbuda Suite by Last Key Realty
House
Key West, FL, USA
0.2k from Flagler Station Oversea Railway Historeum center

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

1 Bedroom4 Guests
New to Booking
$632
Average price / night
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SEAPORT SANCTUARY ~ Come and Enjoy this Romantic & Lovely Couples Hideaway!
SEAPORT SANCTUARY ~ Come and Enjoy this Romantic & Lovely Couples Hideaway!
Cottage
Key West, FL, 33040, United States
0.1k from Flagler Station Oversea Railway Historeum center

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

1 Bedroom4 Guests
9.6

Exceptional

16 reviews

$166
Average price / night
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Calusa Suite by Last Key Realty
Calusa Suite by Last Key Realty
House
Key West, FL, USA
0.2k from Flagler Station Oversea Railway Historeum center

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

1 Bedroom2 Guests
New to Booking
$465
Average price / night
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Paradise on Eaton- 3 bedroom 3 bath home w/private pool near Historic Seaport
Paradise on Eaton- 3 bedroom 3 bath home w/private pool near Historic Seaport
House
Key West, FL, 33040, United States
0.1k from Flagler Station Oversea Railway Historeum center

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

3 Bedrooms6 Guests
9.0

Fabulous

9 reviews

$243
Average price / night
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Westwinds Inn
Westwinds Inn
House
Key West, FL, USA
0.2k from Flagler Station Oversea Railway Historeum center

B&bs, Accommodations, Pools, Guest houses, Homestays, Romantic, Lodgings, Vacation rentals, Places to stay

27 Bedrooms28 Guests
8.8

Fabulous

732 reviews

$475
Average price / night
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Quaint Key West Getaway: Historic Knowles House w/Private Pool & Rooftop Deck
Quaint Key West Getaway: Historic Knowles House w/Private Pool & Rooftop Deck
House
Key West, FL, 33040, United States
0.2k from Flagler Station Oversea Railway Historeum center

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

7 Bedrooms16 Guests
10.0

Exceptional

3 reviews

$2874
Average price / night
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The Island Suite at KW Vacation
The Island Suite at KW Vacation
Apartment
Key West, FL, USA
0.2k from Flagler Station Oversea Railway Historeum center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Beach rentals

1 Bedroom4 Guests
9.6

Exceptional

36 reviews

$395
Average price / night
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MONTHLY LISTING! Seacret Paradise: Desirable Oasis in the Heart of Old Town
MONTHLY LISTING! Seacret Paradise: Desirable Oasis in the Heart of Old Town
House
Key West, FL, 33040, United States
0.2k from Flagler Station Oversea Railway Historeum center

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

4 Bedrooms8 Guests
10.0

Exceptional

5 reviews

$774
Average price / night
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Key Lime Pie by AvantStay Ideal Location w Splash Pool Out Door Dining Month Long Stays Only
Key Lime Pie by AvantStay Ideal Location w Splash Pool Out Door Dining Month Long Stays Only
House
Key West, FL, USA
0.2k from Flagler Station Oversea Railway Historeum center

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

2 Bedrooms4 Guests
New to Booking
$273
Average price / night
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**THE WICKED TUNA @ THE SEAPORT** Private Home & Pool + LAST KEY SERVICES…
**THE WICKED TUNA @ THE SEAPORT** Private Home & Pool + LAST KEY SERVICES…
House
Key West, FL, 33040, United States
0.2k from Flagler Station Oversea Railway Historeum center

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

3 Bedrooms6 Guests
New to Booking
$409
Average price / night
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Star of the Seaport by Last Key Realty
Star of the Seaport by Last Key Realty
House
Key West, FL, USA
0.3k from Flagler Station Oversea Railway Historeum center

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

5 Bedrooms12 Guests
New to Booking
$2584
Average price / night
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Spacious 5-bdrm 5 bathroom house in charming Key West with AC, WiFi, Plunge Pool
Spacious 5-bdrm 5 bathroom house in charming Key West with AC, WiFi, Plunge Pool
House
Key West, FL, 33040, United States
0.2k from Flagler Station Oversea Railway Historeum center

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

5 Bedrooms10 Guests
9.8

Exceptional

6 reviews

$1882
Average price / night
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THE GATO ROOM at Inn on Fleming Key West!
THE GATO ROOM at Inn on Fleming Key West!
House
Key West, FL, USA
0.3k from Flagler Station Oversea Railway Historeum center

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

1 Bedroom2 Guests
New to Booking
$289
Average price / night
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Charming 4-bedroom house with pool - 10 MIN. WALK TO DUVAL STREET
Charming 4-bedroom house with pool - 10 MIN. WALK TO DUVAL STREET
House
Key west, FL, 33040, United States
0.2k from Flagler Station Oversea Railway Historeum center

AC, Barbecue, Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking, Patio

4 Bedrooms8 Guests
New to Booking
$856
Average price / night
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THE CORNISH SUITE at Inn on Fleming Key West!
THE CORNISH SUITE at Inn on Fleming Key West!
House
Key West, FL, USA
0.3k from Flagler Station Oversea Railway Historeum center

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

1 Bedroom4 Guests
New to Booking
$576
Average price / night
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New Property - Belle of Key West! Old Town 29 nt min.
New Property - Belle of Key West! Old Town 29 nt min.
House
Key West, FL, 33040, United States
0.2k from Flagler Station Oversea Railway Historeum center

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

4 Bedrooms8 Guests
New to Booking
$623
Average price / night
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THE SIMONTON ROOM at Inn on Fleming Key West
THE SIMONTON ROOM at Inn on Fleming Key West
House
Key West, FL, USA
0.3k from Flagler Station Oversea Railway Historeum center

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

1 Bedroom2 Guests
New to Booking
$474
Average price / night
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THE SEASHELL ~ Classic, Luxury Old Town Gem with Private Pool & Gardens!
THE SEASHELL ~ Classic, Luxury Old Town Gem with Private Pool & Gardens!
House
Key West, FL, 33040, United States
0.2k from Flagler Station Oversea Railway Historeum center

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

3 Bedrooms6 Guests
9.8

Exceptional

22 reviews

$482
Average price / night
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THE FLAGLER ROOM at Inn on Fleming Key West!
THE FLAGLER ROOM at Inn on Fleming Key West!
House
Key West, FL, USA
0.3k from Flagler Station Oversea Railway Historeum center

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

1 Bedroom2 Guests
New to Booking
$249
Average price / night
Check Availability
Mojitoville: 3 bedroom pet-friendly, Old Town, Private Pool, Historic Seaport
Mojitoville: 3 bedroom pet-friendly, Old Town, Private Pool, Historic Seaport
House
Key West, FL, 33040, United States
0.2k from Flagler Station Oversea Railway Historeum center

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

3 Bedrooms6 Guests
9.8

Exceptional

56 reviews

$399
Average price / night
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The Galleon Resort in Beautiful Key West. Amazing Views! 2 bedroom villa!
The Galleon Resort in Beautiful Key West. Amazing Views! 2 bedroom villa!
Condo
Key West, FL, 33040, United States
0.2k from Flagler Station Oversea Railway Historeum center

AC, Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$804
Average price / night
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**COASTAL LOVING @ OLD TOWN** Chic 4BR Home & Pool + LAST KEY SERVICES...
**COASTAL LOVING @ OLD TOWN** Chic 4BR Home & Pool + LAST KEY SERVICES...
House
Key West, FL, 33040, United States
0.2k from Flagler Station Oversea Railway Historeum center

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

4 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$571
Average price / night
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Heart of Old Town on QUIET Peacon Lane. Historic Seaport. Duval St. PETS WELCOME
Heart of Old Town on QUIET Peacon Lane. Historic Seaport. Duval St. PETS WELCOME
House
Key West, FL, 33040, United States
0.2k from Flagler Station Oversea Railway Historeum center

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

3 Bedrooms8 Guests
10.0

Exceptional

9 reviews

$399
Average price / night
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Island Time Hideaway at Old Town Key West Historic Seaport - 3 Blocks to Duval
Island Time Hideaway at Old Town Key West Historic Seaport - 3 Blocks to Duval
House
Key West, FL, 33040, United States
0.2k from Flagler Station Oversea Railway Historeum center

AC, Barbecue, Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking, Patio

3 Bedrooms6 Guests
9.8

Exceptional

7 reviews

$532
Average price / night
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The Gideon Lowe House - Old Town Key West
The Gideon Lowe House - Old Town Key West
House
Key West, FL, 33040, United States
0.2k from Flagler Station Oversea Railway Historeum center

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

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$785
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 Flagler Station Oversea Railway Historeum.

Where to stay in Flagler Station Oversea Railway Historeum? Best neighborhoods & areas

Flagler Station Oversea Railway Historeum Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 1469 verified vacation rentals with a pool in Flagler Station Oversea Railway Historeum. 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 Flagler Station Oversea Railway Historeum vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $166 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Flagler Station Oversea Railway Historeum 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 Flagler Station Oversea Railway Historeum 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 Flagler Station Oversea Railway Historeum often include additional outdoor features such as Pool, Internet, and Wellness Facilities. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Flagler Station Oversea Railway Historeum 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.