Vacation rentals near Sails To Rails Museum at Flagler Station
We found 2,421 vacation 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 vacation rentals to find the perfect one for your trip. Whether you’re staying in a vacation home with a group or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include WiFi and a washer and dryer. Whatever you're looking for, you'll be able to choose a rental for everyone's needs, including a place that is accessible or non-smoking.
Vacation rentals with weekly discounts - Sails To Rails Museum at Flagler Station
Showing deals for:Nov 7 - Nov 14
Image gallery for 34’ Catamaran Sailboat
9.49.4 out of 10 rating
Exceptional
(35 reviews)
34’ Catamaran Sailboat
Key West, FL
10% off
Price is CA $408
CA $408
CA $3,568 total
CA $3,568 total
includes taxes & fees
Image gallery for Key West - Stock Island
9.69.6 out of 10 rating
Exceptional
(31 reviews)
Key West - Stock Island
Key West, FL
15% off
Price is CA $439
CA $439
CA $4,161 total
CA $4,161 total
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
12% off
Price is CA $2,324
CA $2,324
CA $19,859 total
CA $19,859 total
includes taxes & fees
Image gallery for TRAVEL THE KEYS OR JUST RELAX AT THE DOCK
9.49.4 out of 10 rating
Exceptional
(28 reviews)
TRAVEL THE KEYS OR JUST RELAX AT THE DOCK
Key West, FL
10% off
Price is CA $1,861
CA $1,861
CA $15,954 total
CA $15,954 total
includes taxes & fees
Image gallery for Historic Old Town Key West - Main House, 4 beds, 1 Sleeper Sofa, Accommodates 8
9.69.6 out of 10 rating
Exceptional
(11 reviews)
Historic Old Town Key West - Main House, 4 beds, 1 Sleeper Sofa, Accommodates 8
Key West, FL
5% off
Price is CA $2,263
CA $2,263
CA $19,334 total
CA $19,334 total
includes taxes & fees
Image gallery for Newly Updated! The Grand Cayman Suite
9.29.2 out of 10 rating
Wonderful
(24 reviews)
Newly Updated! The Grand Cayman Suite
Key West, FL
10% off
Price is CA $809
CA $809
CA $7,296 total
CA $7,296 total
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
(191 reviews)
Key West Beachside Spacious Two Bedroom Condo in the Top Location on the Key
Key West, FL
10% off
Price is CA $761
CA $761
CA $7,011 total
CA $7,011 total
includes taxes & fees
Image gallery for Ocean views! <br>I didn’t do it too
1010 out of 10 rating
Exceptional
(21 reviews)
Ocean views! <br>I didn’t do it too
Key West, FL
10% off
Price is CA $495
CA $495
CA $5,045 total
CA $5,045 total
includes taxes & fees
Image gallery for Steps from Duval with Private Pool – Southern Palms
8.88.8 out of 10 rating
Excellent
(11 reviews)
Steps from Duval with Private Pool – Southern Palms
Key West, Florida
10% off
Price is CA $3,639
CA $3,639
CA $30,792 total
CA $30,792 total
includes taxes & fees
Image gallery for Parking, Pool & Pet Friendly - The Grand Turk
8.48.4 out of 10 rating
Very good
(18 reviews)
Parking, Pool & Pet Friendly - The Grand Turk
Key West, Florida
10% off
Price is CA $648
CA $648
CA $5,936 total
CA $5,936 total
includes taxes & fees
Image gallery for Just steps to Duval- Sleeps 10- Pool House
1010 out of 10 rating
Exceptional
(9 reviews)
Just steps to Duval- Sleeps 10- Pool House
Key West, FL
10% off
Price is CA $2,212
CA $2,212
CA $18,737 total
CA $18,737 total
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
15% off
Price is CA $580
CA $580
CA $5,722 total
CA $5,722 total
includes taxes & fees
Image gallery for Near Duval: Hot Tub, Sleeps 6, Top Location
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Near Duval: Hot Tub, Sleeps 6, Top Location
Key West, FL
10% off
Price is CA $1,728
CA $1,728
CA $14,669 total
CA $14,669 total
includes taxes & fees
Image gallery for Private Parking & Near Downtown - Sea Breeze
9.49.4 out of 10 rating
Exceptional
(47 reviews)
Private Parking & Near Downtown - Sea Breeze
Key West, Florida
10% off
Price is CA $922
CA $922
CA $8,309 total
CA $8,309 total
includes taxes & fees
Image gallery for Feb 3-10 $245 off the rates close beach full kitchen & patio
9.69.6 out of 10 rating
Exceptional
(222 reviews)
Feb 3-10 $245 off the rates close beach full kitchen & patio
Key West, FL
10% off
Price is CA $315
CA $315
CA $2,896 total
CA $2,896 total
includes taxes & fees
Image gallery for Balcony, Pool, & Pet Friendly - St. Martin Suite
9.09.0 out of 10 rating
Wonderful
(9 reviews)
Balcony, Pool, & Pet Friendly - St. Martin Suite
Key West, Florida
5% off
Price is CA $726
CA $726
CA $6,609 total
CA $6,609 total
includes taxes & fees
Image gallery for Penthouse Beach Ocean Views- Live the Dream
9.89.8 out of 10 rating
Exceptional
(243 reviews)
Penthouse Beach Ocean Views- Live the Dream
Key West, FL
15% off
Price is CA $819
CA $819
CA $7,600 total
CA $7,600 total
includes taxes & fees
Image gallery for Pool, Free Parking & Pet Friendly - The Barbados
9.29.2 out of 10 rating
Wonderful
(31 reviews)
Pool, Free Parking & Pet Friendly - The Barbados
Key West, FL
5% off
Price is CA $689
CA $689
CA $6,287 total
CA $6,287 total
includes taxes & fees
Image gallery for Free Parking, Pool, & Pet Friendly - The Trinidad
9.29.2 out of 10 rating
Wonderful
(35 reviews)
Free Parking, Pool, & Pet Friendly - The Trinidad
Key West, Florida
10% off
Price is CA $613
CA $613
CA $5,665 total
CA $5,665 total
includes taxes & fees
Image gallery for Balcony, Pool, & Pet Friendly - Tortuga Suite
8.88.8 out of 10 rating
Excellent
(28 reviews)
Balcony, Pool, & Pet Friendly - Tortuga Suite
Key West, Florida
5% off
Price is CA $690
CA $690
CA $6,297 total
CA $6,297 total
includes taxes & fees
Image gallery for Two Bedroom Residence
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Two Bedroom Residence
Key West, Florida
10% off
Price is CA $998
CA $998
CA $8,794 total
CA $8,794 total
includes taxes & fees
Image gallery for Parking, Pool, & Pet Friendly - The Grenada Suite
8.68.6 out of 10 rating
Excellent
(11 reviews)
Parking, Pool, & Pet Friendly - The Grenada Suite
Key West, Florida
10% off
Price is CA $730
CA $730
CA $6,644 total
CA $6,644 total
includes taxes & fees
Image gallery for Two Bedroom Residence
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Two Bedroom Residence
Key West, FL
10% off
Price is CA $998
CA $998
CA $8,794 total
CA $8,794 total
includes taxes & fees
Image gallery for Pool View 3BR Residence | Beachside Resort
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Pool View 3BR Residence | Beachside Resort
Key West, Florida
10% off
Price is CA $1,103
CA $1,103
CA $9,903 total
CA $9,903 total
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
160 reviews(160 reviews)
Heart of Downtown Key West Cottage With Off-Street Parking
Sleeps 3 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
133 reviews(133 reviews)
Steps from Duval, Pool on Site & Bikes Included!
Sleeps 2 · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
393 reviews(393 reviews)
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
Sleeps 4 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
178 reviews(178 reviews)
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Sleeps 2 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
141 reviews(141 reviews)
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Sleeps 2 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
139 reviews(139 reviews)
Top rated rentals - Sails To Rails Museum at Flagler Station
Perfect Stay
1010 out of 10
Exceptionalexceptional
3 reviews(3 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, yards and more
More for lessMore space, more privacy, more amenities — more value