Holiday rentals near Sails To Rails Museum at Flagler Station
We found 2,442 holiday rentals — enter your dates for availability
If you want to to stay within easy reach of Sails To Rails Museum at Flagler Station, scroll through and discover holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a fireplace. Whatever you're looking for, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Sails To Rails Museum at Flagler Station
Showing deals for:12 Sept - 19 Sept
Image gallery for "Tranquility " At Ann Street Gardens Steps From Duval
1010 out of 10 rating
Exceptional
(78 reviews)
"Tranquility " At Ann Street Gardens Steps From Duval
Key West, FL
8% off
Price is NZ$6,732
NZ$6,732
NZ$962 per night
includes taxes & fees
Image gallery for The Cathouse, an Old Town tropical poolside oasis with huge, heated pool
1010 out of 10 rating
Exceptional
(9 reviews)
The Cathouse, an Old Town tropical poolside oasis with huge, heated pool
Key West, FL
9% off
Price is NZ$13,402
NZ$13,402
NZ$1,915 per night
includes taxes & fees
Image gallery for 3 bedroom 2 bath Ocean front condo on marina with opt boat slip.
1010 out of 10 rating
Exceptional
(14 reviews)
3 bedroom 2 bath Ocean front condo on marina with opt boat slip.
Key West, FL
8% off
Price is NZ$9,435
NZ$9,435
NZ$1,348 per night
includes taxes & fees
Image gallery for Ocean views! <br>Luxury suites
1010 out of 10 rating
Exceptional
(26 reviews)
Ocean views! <br>Luxury suites
Key West, FL
11% off
Price is NZ$6,822
NZ$6,822
NZ$975 per night
includes taxes & fees
Image gallery for The Caribbean Suite - 2-K-bedroom /1 bath/ kitchenette/sleeps 6
9.89.8 out of 10 rating
Exceptional
(217 reviews)
The Caribbean Suite - 2-K-bedroom /1 bath/ kitchenette/sleeps 6
Key West, FL
6% off
Price is NZ$4,303
NZ$4,303
NZ$615 per night
includes taxes & fees
Image gallery for Two Bedroom Residence
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Two Bedroom Residence
Key West, Florida
8% off
Price is NZ$4,398
NZ$4,398
NZ$628 per night
includes taxes & fees
Image gallery for Luxury Home with Heated Pool - The Ebberly Estate
8.88.8 out of 10 rating
Excellent
(6 reviews)
Luxury Home with Heated Pool - The Ebberly Estate
Key West, Florida
8% off
Price is NZ$16,053
NZ$16,053
NZ$2,293 per night
includes taxes & fees
Image gallery for Hollinsed House Poolside / King Studio / sleeps 2
9.69.6 out of 10 rating
Exceptional
(107 reviews)
Hollinsed House Poolside / King Studio / sleeps 2
Key West, FL
5% off
Price is NZ$3,465
NZ$3,465
NZ$495 per night
includes taxes & fees
Image gallery for Decorators own Coastal Chic home
1010 out of 10 rating
Exceptional
(96 reviews)
Decorators own Coastal Chic home
Key West, FL
8% off
Price is NZ$6,881
NZ$6,881
NZ$983 per night
includes taxes & fees
Image gallery for Key West dream townhouse * Sleeps 6 * Like new! Old Town * Perfect location
1010 out of 10 rating
Exceptional
(49 reviews)
Key West dream townhouse * Sleeps 6 * Like new! Old Town * Perfect location
Key West, FL
7% off
Price is NZ$5,186
NZ$5,186
NZ$741 per night
includes taxes & fees
Image gallery for Key West Beachside Spacious Two Bedroom Condo in the Top Location on the Key
9.89.8 out of 10 rating
Exceptional
(186 reviews)
Key West Beachside Spacious Two Bedroom Condo in the Top Location on the Key
Key West, FL
8% off
Price is NZ$6,482
NZ$6,482
NZ$926 per night
includes taxes & fees
Image gallery for Tropical Key West out of the way
9.49.4 out of 10 rating
Exceptional
(168 reviews)
Tropical Key West out of the way
Key West, FL
15% off
Price is NZ$5,496
NZ$5,496
NZ$785 per night
includes taxes & fees
Image gallery for KEY WEST LIVIN' Beautiful 66’ Yacht with 4 bedrooms and 4 bath sleeping 6.
9.09.0 out of 10 rating
Wonderful
(105 reviews)
KEY WEST LIVIN' Beautiful 66’ Yacht with 4 bedrooms and 4 bath sleeping 6.
Key West, FL
8% off
Price is NZ$6,692
NZ$6,692
NZ$956 per night
includes taxes & fees
Image gallery for The Cozy Little Cottage!
9.69.6 out of 10 rating
Exceptional
(31 reviews)
The Cozy Little Cottage!
Key West, FL
8% off
Price is NZ$3,665
NZ$3,665
NZ$524 per night
includes taxes & fees
Image gallery for Beach Paradise in the Keys! Location! Location! 2 Blocks to Duval St
9.49.4 out of 10 rating
Exceptional
(47 reviews)
Beach Paradise in the Keys! Location! Location! 2 Blocks to Duval St
Key West, FL
7% off
Price is NZ$7,458
NZ$7,458
NZ$1,065 per night
includes taxes & fees
Image gallery for Prime location, stunning views from 2 decks—walk or ride to explore the island!
1010 out of 10 rating
Exceptional
(116 reviews)
Prime location, stunning views from 2 decks—walk or ride to explore the island!
Key West, FL
15% off
Price is NZ$4,655
NZ$4,655
NZ$665 per night
includes taxes & fees
Image gallery for Living the Dream Key West Style
1010 out of 10 rating
Exceptional
(18 reviews)
Living the Dream Key West Style
Key West, FL
8% off
Price is NZ$3,833
NZ$3,833
NZ$548 per night
includes taxes & fees
Image gallery for Balcony, Pool, & Pet Friendly - The Grand Turk
8.48.4 out of 10 rating
Very good
(18 reviews)
Balcony, Pool, & Pet Friendly - The Grand Turk
Key West, Florida
7% off
Price is NZ$3,760
NZ$3,760
NZ$537 per night
includes taxes & fees
Image gallery for Happy’s Houseboat Key West
9.29.2 out of 10 rating
Wonderful
(20 reviews)
Happy’s Houseboat Key West
Key West, FL
8% off
Price is NZ$6,582
NZ$6,582
NZ$940 per night
includes taxes & fees
Image gallery for PET FRIENDLY! JUNE SUMMER SPECIALS !! 3 Bedroom 3 bathroom home. Sleeps 8
9.69.6 out of 10 rating
Exceptional
(213 reviews)
PET FRIENDLY! JUNE SUMMER SPECIALS !! 3 Bedroom 3 bathroom home. Sleeps 8
Key West, FL
15% off
Price is NZ$6,245
NZ$6,245
NZ$892 per night
includes taxes & fees
Image gallery for Historic District-Pool View-Duval Street-Beach Nearby-No Contact Check-In
9.69.6 out of 10 rating
Exceptional
(126 reviews)
Historic District-Pool View-Duval Street-Beach Nearby-No Contact Check-In
Key West, FL
7% off
Price is NZ$3,588
NZ$3,588
NZ$513 per night
includes taxes & fees
Image gallery for Oceanfront Marina Condo With All Luxuries
9.89.8 out of 10 rating
Exceptional
(146 reviews)
Oceanfront Marina Condo With All Luxuries
Key West, FL
8% off
Price is NZ$5,734
NZ$5,734
NZ$819 per night
includes taxes & fees
Image gallery for Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
8.88.8 out of 10 rating
Excellent
(8 reviews)
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Key West, FL
36% off
Price is NZ$4,632
NZ$4,632
NZ$662 per night
includes taxes & fees
Image gallery for Henry's Piece of Paradise on the Ocean in Key West - Weekly / Nightly
9.69.6 out of 10 rating
Exceptional
(97 reviews)
Henry's Piece of Paradise on the Ocean in Key West - Weekly / Nightly
Key West, FL
8% off
Price is NZ$6,021
NZ$6,021
NZ$860 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Sails To Rails Museum at Flagler Station
Aqua Lodges at Hurricane Hole Marina
Sleeps 4 · 2 bedrooms
8.88.8 out of 10
Excellentexcellent
146 reviews(146 reviews)
Heart of Downtown Key West Cottage With Off-Street Parking
Sleeps 3 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
125 reviews(125 reviews)
Steps from Duval, Pool on Site & Bikes Included!
Sleeps 2 · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
388 reviews(388 reviews)
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Sleeps 8 · 4 bedrooms · 2+ bathrooms
8.88.8 out of 10
Excellentexcellent
8 reviews(8 reviews)
Poolside Cottage #411
Sleeps 6 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
44 reviews(44 reviews)
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Sleeps 2 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
136 reviews(136 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value