Ramrod Key Vacation Rentals

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Our top choices for Ramrod Key vacation rentals

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (299 reviews)
"Great stay in Bug Pine Key! Clean and spacious room, excellent staff and Beautiful views!"
United States
Peter
The price is CA $250
CA $474 total
includes taxes & fees
Feb 10 - Feb 11
Old Wooden Bridge Resort and Marina

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,170 reviews)
"Very a nice place clean nice location good price"
United States
Pawel
The price is CA $293
CA $359 total
includes taxes & fees
Mar 11 - Mar 12
Knight's Key Suites

Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina
2.0 star property
Big Pine Key
8.8 out of 10, Excellent, (160 reviews)
"Staff was great. Room so clean! Loved the shower. Bed comfy and the property was beautiful! "
United States
brenda
The price is CA $417
CA $469 total
includes taxes & fees
Feb 22 - Feb 23
Sunshine Key RV Resort & Marina

Marathon Oceanfront Suite | Balcony + Dog-Friendly

Marathon Oceanfront Suite | Balcony + Dog-Friendly
Marathon
The price is CA $1,832
CA $2,378 total
includes taxes & fees
Feb 13 - Feb 14
Marathon Oceanfront Suite | Balcony + Dog-Friendly

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key
8.6 out of 10, Excellent, (52 reviews)
"We were very happy with our stay. Everything was as expected or above. Old Keys vibe was exactly what we wanted. "
United States
Lauren R.
The price is CA $338
CA $629 total
includes taxes & fees
Feb 10 - Feb 11
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (1 review)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is CA $892
CA $1,542 total
includes taxes & fees
Feb 10 - Feb 11
Atlantic View Luxury Villa with Pool

Charming cottages, dockage, pool, just minutes to Key West

Charming cottages, dockage, pool, just minutes to Key West
Cudjoe Key
8.6 out of 10, Excellent, (122 reviews)
"Amazing place for a getaway. Very calm quiet area and close to 2 nice beaches. "
United States
ANJANA
The price is CA $246
CA $485 total
includes taxes & fees
Feb 11 - Feb 12
Charming cottages, dockage, pool, just minutes to Key West

Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
Cudjoe Key
The price is CA $342
CA $920 total
includes taxes & fees
Mar 4 - Mar 5
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Waterfront Home

Waterfront Home
Cudjoe Key
8.6 out of 10, Excellent, (177 reviews)
"Great location if you bring a boat. Secure location. Venture Out is a nice community. "
United States
Georgiana V.
The price is CA $342
CA $668 total
includes taxes & fees
Feb 22 - Feb 23
Waterfront Home

Kelly's Kabin - Adorable Private Summerland Key Cottage

Kelly's Kabin - Adorable Private Summerland Key Cottage
Summerland Key
9.8 out of 10, Exceptional, (123 reviews)
"We enjoyed our stay! Great little house and location. "
United States
Lisa K.
The price is CA $376
CA $833 total
includes taxes & fees
Mar 1 - Mar 2
Kelly's Kabin - Adorable Private Summerland Key Cottage

Private and Exclusive Beach Getaway

Private and Exclusive Beach Getaway
Sugarloaf Key
10.0 out of 10, Exceptional, (10 reviews)
"The location of the home is great, beautiful and peaceful.Enjoyed the pool."
United States
Rachel N.
The price is CA $2,031
CA $3,349 total
includes taxes & fees
Mar 9 - Mar 10
Private and Exclusive Beach Getaway

Relax by Florida Keys Beaches, just a 7-min drive away

Relax by Florida Keys Beaches, just a 7-min drive away
Cudjoe Key
9.8 out of 10, Exceptional, (201 reviews)
"The cottage was clean and the location was nice and quiet. "
United States
Jaconica B.
The price is CA $376
CA $899 total
includes taxes & fees
Feb 27 - Feb 28
Relax by Florida Keys Beaches, just a 7-min drive away

Endless Summer Hideaway - lot 181

Endless Summer Hideaway - lot 181
Cudjoe Key
The price is CA $232
CA $412 total
includes taxes & fees
Mar 4 - Mar 5
Endless Summer Hideaway - lot 181

SAVE BIG $$FEBRUARY! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$FEBRUARY! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (103 reviews)
"Great location. "
United States
Davian k.
The price is CA $272
CA $683 total
includes taxes & fees
Feb 25 - Feb 26
SAVE BIG $$FEBRUARY! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$FEBRUARY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

SAVE BIG $$FEBRUARY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Cudjoe Key
9.8 out of 10, Exceptional, (82 reviews)
"The place is clean and convenient for anyone wanting to spend time on the water in the keys"
United States
Ubaldo G.
The price is CA $532
CA $1,012 total
includes taxes & fees
Mar 5 - Mar 6
SAVE BIG $$FEBRUARY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

The Lighthouse - Beach Houses Key West

The Lighthouse - Beach Houses Key West
Upper Sugarloaf Key
9.6 out of 10, Exceptional, (11 reviews)
"Thank you for our wonderful stay at this beautiful property - everything was perfect - Peter"
United States
Peter Q.
The price is CA $1,196
CA $2,170 total
includes taxes & fees
Feb 18 - Feb 19
The Lighthouse - Beach Houses Key West

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Cudjoe Key
The price is CA $287
CA $850 total
includes taxes & fees
Mar 4 - Mar 5
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Marathon Beachfront | 2BR, Veranda + 2 Luxe Baths

Marathon Beachfront | 2BR, Veranda + 2 Luxe Baths
Marathon
The price is CA $1,115
CA $1,446 total
includes taxes & fees
Feb 10 - Feb 11
Marathon Beachfront | 2BR, Veranda + 2 Luxe Baths

Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Cutthroat Harbor Estates
8.4 out of 10, Very good, (121 reviews)
"Great experience "
United States
Peyton S.
The price is CA $479
CA $954 total
includes taxes & fees
Feb 22 - Feb 23
Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Beautiful Cottage & Amenities in Gated Community

Beautiful Cottage & Amenities in Gated Community
Cudjoe Key
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful home, perfect for our needs"
United States
Lindsay S.
The price is CA $790
CA $1,501 total
includes taxes & fees
Feb 28 - Mar 1
Beautiful Cottage & Amenities in Gated Community
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Ramrod Key Hotel Reviews

Find out more about Ramrod Key

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Ramrod Key. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.