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, (313 reviews)
"Great stay in Bug Pine Key! Clean and spacious room, excellent staff and Beautiful views!"
United States
Peter
$295 nightly
The price is $332
Apr 9 - Apr 10
Total with taxes and fees
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, (1,181 reviews)
"Great accommodations, very clean and comfortable. The view of the 7 Mile Bridge was a great surprise. Location was perfect! "
United States
Cheryl
$167 nightly
The price is $185
Apr 15 - Apr 16
Total with taxes and fees
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, (162 reviews)
"Staff was great. Room so clean! Loved the shower. Bed comfy and the property was beautiful! "
United States
brenda
$305 nightly
The price is $343
Mar 24 - Mar 25
Total with taxes and fees
Sunshine Key RV Resort & Marina

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (2 reviews)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
$975 nightly
The price is $1,097
Mar 26 - Mar 27
Total with taxes and fees
Atlantic View Luxury Villa with Pool

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
8.8 out of 10, Excellent, (92 reviews)
"Nice place to vacation "
United States
Kevin D.
$413 nightly
The price is $458
Apr 4 - Apr 5
Total with taxes and fees
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
Cudjoe Key
9.6 out of 10, Exceptional, (14 reviews)
"The owners were fantastic to deal with and the house was great. "
United States
Anonymous traveler
$372 nightly
The price is $413
Apr 8 - Apr 9
Total with taxes and fees
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

Cottage with swimming pool and dockage, just minutes to Key West!

Cottage with swimming pool and dockage, just minutes to Key West!
Cudjoe Key
9.0 out of 10, Wonderful, (167 reviews)
"Location was perfect. Oceanfront dock had beautiful sunsets. Oceanfront pool lovely and warm with incredible view. Very friendly vibe and relaxed atmosphere. "
Canada
Jennifer
$292 nightly
The price is $324
Mar 26 - Mar 27
Total with taxes and fees
Cottage with swimming pool and dockage, just minutes to Key West!

Spanish Queen @Venture Out, Cudjoe Key

Spanish Queen @Venture Out, Cudjoe Key
Cudjoe Key
9.4 out of 10, Exceptional, (20 reviews)
"This is our third time staying here. It is a great property and works perfectly for a three-person family."
United States
Kimberly G.
$611 nightly
The price is $679
Apr 13 - Apr 14
Total with taxes and fees
Spanish Queen @Venture Out, Cudjoe Key

One of the very few beach houses with a daily, rental license in the Keys.

One of the very few beach houses with a daily, rental license in the Keys.
Summerland Key
8.8 out of 10, Excellent, (67 reviews)
"If you are looking to see spectacular sunrises in the Keys, this location is great. Kitchen is well stocked with everything you need. "
United States
Paula D.
$1,283 nightly
The price is $1,423
Apr 6 - Apr 7
Total with taxes and fees
One of the very few beach houses with a daily, rental license in the Keys.

Private and Exclusive Florida Keys Getaway

Private and Exclusive Florida Keys Getaway
Upper Sugarloaf Key
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful! Pool was amazing!"
United States
Jennifer B.
$1,699 nightly
The price is $1,880
Mar 24 - Mar 25
Total with taxes and fees
Private and Exclusive Florida Keys Getaway

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

SAVE BIG $$$ MARCH! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Cudjoe Key
9.8 out of 10, Exceptional, (86 reviews)
"The rental was super clean and beautiful."
United States
christopher v.
$659 nightly
The price is $732
Apr 3 - Apr 4
Total with taxes and fees
SAVE BIG $$$ MARCH! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (163 reviews)
"Great location with a great staff. The Bug House is very spacious and clean. I would recommend it as a great place to stay and relax with family. "
United States
Phillip
$589 nightly
The price is $653
Mar 25 - Mar 26
Total with taxes and fees
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

Star Room Barnacle Resort

Star Room Barnacle Resort
Long Beach Estates
9.6 out of 10, Exceptional, (4 reviews)
"We loved the location - quiet and secluded - away from everything but not so far away that you felt isolated. All very clean and amenities were as described."
United Kingdom
Robert
$392 nightly
The price is $428
Apr 21 - Apr 22
Total with taxes and fees
Star Room Barnacle Resort

Old Florida Style, wrap around porch, boat basin for dockage, open water

Old Florida Style, wrap around porch, boat basin for dockage, open water
Little Torch Key
9.6 out of 10, Exceptional, (98 reviews)
"Wonderful family getaway"
United States
Anthony V.
$749 nightly
The price is $831
Mar 29 - Mar 30
Total with taxes and fees
Old Florida Style, wrap around porch, boat basin for dockage, open water

Waterfront Home

Waterfront Home
Cudjoe Key
8.6 out of 10, Excellent, (178 reviews)
"Great location if you bring a boat. Secure location. Venture Out is a nice community. "
United States
Georgiana V.
$412 nightly
The price is $457
Mar 29 - Mar 30
Total with taxes and fees
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)
"Great location and Host was very helpful and responsive."
United States
Dennis G.
$476 nightly
The price is $529
Apr 5 - Apr 6
Total with taxes and fees
Kelly's Kabin - Adorable Private Summerland Key Cottage

Charming 3-bedroom house in Big Pine Key near Beach and Key West

Charming 3-bedroom house in Big Pine Key near Beach and Key West
Sands
8.4 out of 10, Very Good, (7 reviews)
"Spacious beautiful place! So much room and very comfortable to stay in. It was a group of 6 of us and we all got our own bed and two bathrooms. Host was kind and answered timely when inquired about anything. Also lots of space to park multiple cars. Deer and roosters around the area, that was cool! Only 45 minutes away from Duval street."
United States
Miguel
$583 nightly
The price is $648
Apr 8 - Apr 9
Total with taxes and fees
Charming 3-bedroom house in Big Pine Key near Beach and Key West

Cudjoe Cottages, swimming pool, just 20 miles from Key West

Cudjoe Cottages, swimming pool, just 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (154 reviews)
"Great place with beautiful views, house could use some TLC so the trade out is location and outdoor space with nice yard and very peaceful. "
United States
Peggy H.
$629 nightly
The price is $698
Apr 5 - Apr 6
Total with taxes and fees
Cudjoe Cottages, swimming pool, just 20 miles from Key West

Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!

Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
Cudjoe Key
8.0 out of 10, Very Good, (15 reviews)
"Good experience. The property is well place and the Venture is really nice and quiet."
United States
Primeau J.
$464 nightly
The price is $514
Mar 23 - Mar 24
Total with taxes and fees
Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!

Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key

Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key
Cudjoe Key
10.0 out of 10, Exceptional, (1 review)
"Very clean! Good location. "
United States
January M.
$701 nightly
The price is $772
Mar 30 - Mar 31
Total with taxes and fees
Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key
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

Everything you need to know about Ramrod Key vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Ramrod Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ramrod Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Ramrod Key vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ramrod Key. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Ramrod Key in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $185 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Ramrod Key rentals

At Expedia, we put the best Ramrod Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Ramrod Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ramrod Key vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ramrod Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.