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

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1736 Best Vacation Rentals 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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Pet Friendly / Hot Tub / Close to Everything
Pet Friendly / Hot Tub / Close to Everything
House
Key West, FL, 33040, United States
0.1k from Flagler Station Oversea Railway Historeum center

AC, Balcony, Dryer, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
8.0

Good

1 reviews

$248
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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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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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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Studio overlooking historic Key West waterfront.
Studio overlooking historic Key West waterfront.
Apartment
Key West, FL, 33040, United States
0.1k from Flagler Station Oversea Railway Historeum center

AC, Dryer, Laundry, Microwave, No Smoking, TV, Washer

1 Bedroom2 Guests
10.0

Exceptional

2 reviews

$172
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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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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Key West Holidays
Key West Holidays
House
Key West, FL, USA
0.2k from Flagler Station Oversea Railway Historeum center

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

4 Bedrooms10 Guests
New to Booking
$496
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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Lazy Gecko by AvantStay Walk to Duval St in Key West Month Long Stays Only
Lazy Gecko by AvantStay Walk to Duval St in Key West Month Long Stays Only
House
Key West, FL, USA
0.2k from Flagler Station Oversea Railway Historeum center

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

1 Bedroom4 Guests
New to Booking
$198
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 Garden House
The Garden House
House
Key West, FL, USA
0.3k from Flagler Station Oversea Railway Historeum center

B&bs, Accommodations, Parking, Guest houses, Homestays, Pet-friendly, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
8.8

Fabulous

370 reviews

$191
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 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
Check Availability
Custom House Inn | 8 BR Suite Compound on Duval!
Custom House Inn | 8 BR Suite Compound on Duval!
House
Key West, FL, 33040, United States
0.2k from Flagler Station Oversea Railway Historeum center

AC, Internet, Kitchen, Microwave, No Smoking, TV

8 Bedrooms25 Guests
10.0

Exceptional

1 reviews

$2532
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
Check Availability
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
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
Check Availability
**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
Check Availability
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
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 in Flagler Station Oversea Railway Historeum.

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Frequently Asked Questions

You can explore 1736 verified vacation rentals in Flagler Station Oversea Railway Historeum. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Flagler Station Oversea Railway Historeum vary depending on the season, property size, and location. Rates typically start from around $166 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Flagler Station Oversea Railway Historeum include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Flagler Station Oversea Railway Historeum welcome pets. Currently, 38 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Flagler Station Oversea Railway Historeum often include amenities such as Internet, Pool, and Wellness Facilities. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.