Ramrod Key Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Ramrod Key

Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, 129 reviews
"So,keep in mind that we were just stopping over for the night and thought it be fun to stay the night on a houseboat with the kids on our way to the next part of our trip. We did not realize that this was a fishing area and found it very smelly! Now, if you are an avid fisherman or fisherwoman, then you probably wouldn’t have a problem with it. The place was fine, I would say it’s more like camping in an RV. We enjoy seeing the key deer and iguana…it was the highlight of our stay."
The price is NZ$252
per night
11 Jun - 12 Jun
Old Wooden Bridge Resort and Marina
Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, 1,031 reviews
"The view of the water and east access to the 7-mile bridge"
The price is NZ$216
per night
11 Jun - 12 Jun
Knight's Key Suites
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, 25 reviews
"Friendly, easy access and close to desired destination "
34’ Catamaran Sailboat
Save an average of 15% on thousands of hotels when you're signed in
Sunshine Key RV Resort & Marina
2.0 star property
8.8 out of 10, Excellent, 130 reviews
"Nice place, very clean and quiet. The chair and sofa bed was peeling and the kitchen ledge is uneven so we almost fell."
Sunshine Key RV Resort & Marina
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, 204 reviews
"Beautiful and quiet location. Close to Key West yet just far enough to be away from the crowds. Family thoroughly enjoyed it. Everything is as pictured and immaculately clean, truly a gem. Melanie was friendly, always available and always responsive."
The price is NZ$716
per night
18 Jun - 19 Jun
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Old Florida Style, wrap around porch, boat basin for dockage, open water
9.8 out of 10, Exceptional, 47 reviews
"So glad we found this location. Nice and peaceful but close to anything we needed. Sitting on the porch was so relaxing, watching boats go by. The house was very comfortable. Only wish the 2nd bedroom had a working TV. Our host was quick to answer any issue we had and left some great suggestions on places to eat. I would definitely return to enjoy this beautiful location"
Old Florida Style, wrap around porch, boat basin for dockage, open water
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
9.8 out of 10, Exceptional, 187 reviews
"All amenities were operational and organized. check in/check out process was easy. i thoroughly enjoyed my stay with friends. thanks"
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
9.2 out of 10, Wonderful, 54 reviews
"It was a nice Key West cottage with beautiful views of Cudjoe Bay."
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
One of the very few beach houses with a daily, rental license in the Keys.
9.0 out of 10, Wonderful, 48 reviews
"Great place in an unbelievable location. Nice and clean with all the amenities we needed."
The price is NZ$2,144
per night
28 Jun - 29 Jun
One of the very few beach houses with a daily, rental license in the Keys.
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
8.4 out of 10, Very good, 90 reviews
"Explain to people that there is an opportunity to park the truck with a trailer and that there are ramps for the boat because I myself did not take my boat thinking that there was nothing like that. Thanks "
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Cozy, Perfect Conch Cottage!
9.0 out of 10, Wonderful, 30 reviews
"Our stay was great! The description is accurate. We enjoyed our 6 Mid-March days at "Cozy Perfect Conch Cottage." Yes, it's technically camping, but it's very NICE camping...in a campground...but a very NICE campground. The bed we used (there were only 2 of us) was super comfortable. The WiFi worked great. It was awesome having a full kitchen and washer/dryer. The towels were plentiful, soft and luxurious. Linens were also very soft and comfortable. Everything needed for basic cooking was...
Cozy, Perfect Conch Cottage!
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
9.2 out of 10, Wonderful, 175 reviews
"The view was wonderful. Great place to see sunrise every morning. This was a girls trip. If you are just there for fishing, this place is perfect. The refrigerator and freezer smelled of fish. Even after 3 nights, the smell was strong. I recommend bringing some arm and hammer baking soda for both fridge and freezer. The place is pretty close to Key West, so location is great. The neighbors were cleaning their fish right off the dock, so there were many seagulls. With seagulls, comes poop. They...
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
9.6 out of 10, Exceptional, 39 reviews
"Ww stayed for 6 nights as our first time in the Keys. The property is very well manicured with everything you'll need. We had a small issue with one cottage that was quickly rectified by the owners. Hope Nd Glenn were terrific! Not sure if we'll ever return to the Keys, but we highly recommend The Hidden Hammick to anyone visiting the area."
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
9.8 out of 10, Exceptional, 217 reviews
"My daughter and I stayed in Cudjoe Key to be close to Key West. The location was good. The unit had everything we needed both inside and out. We grilled and cooked which was great. The beds were comfortable. Unfortunately, the weather did not cooperate and excursions were cancelled so we spent more time in Key West than we had planned. But the unit had lots of games and the TV had the tennis channel which was very nice. All in all, it was a good time."
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
Waterfront Home
8.8 out of 10, Excellent, 141 reviews
"Would definitely come back!!!!"
Waterfront Home
Comfortable Waterfront Vacation Rental
9.4 out of 10, Exceptional, 139 reviews
"Lynn was an excellent host. Very quick to respond to any questions you may have. The check in process with the resort leaves a lot to be desired. Security is not friendly nor very helpful. The neighbors we interacted with were very friendly. "
Comfortable Waterfront Vacation Rental
Sea Glass Cottage ~ Near the 7 Mile Bridge!
9.6 out of 10, Exceptional, 12 reviews
"It would be an excellent place for a family with young children considering the loft beds."
Sea Glass Cottage ~ Near the 7 Mile Bridge!
THE NEW HIDDEN HAMMOCK RESORT - Green Cottage - Sleeps 4
10.0 out of 10, Exceptional, 26 reviews
"Very comfortable low key rental. The house was clean and setup perfectly for what we needed. The pool was very warm more like an oversized hot tub but it was still nice to hang out in after a day out. Loved the outdoor shower! Will definitely keep this on our list of places to stay for our next trip down!"
THE NEW HIDDEN HAMMOCK RESORT - Green Cottage - Sleeps 4
Canal front, dockage, 2 bedroom, 2 bath
9.0 out of 10, Wonderful, 65 reviews
"Resorts was great love the pool and water....home was clean nice bedrooms and baths really small but we just sleep in them. Deck was great. To be in early morning watching sun rise..."
Canal front, dockage, 2 bedroom, 2 bath
Keys 3 Bedroom Corner Home near Beach & Key West
9.4 out of 10, Exceptional, 3 reviews
"Absolutely lovely property. The only thing we regretted was not having more time to spend there. We loved the nearby restaurant called “The Boardwalk Pub & Grill. They have a very friendly staff and they’re very accommodating in the changes they make to their menu."
The price is NZ$1,222
per night
8 Jul - 9 Jul
Keys 3 Bedroom Corner Home near Beach & Key West
Don't see what you're looking for?
See all available properties in Ramrod 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.

Other types of properties in Ramrod Key you may be interested in

Looe Key Reef Resort
2.5 star property
7.4 out of 10, Good, 1,004 reviews
"The staff was very friendly. The property was exactly as advertised. It's outdated and a little pricey for the rooms they have but overall it was a good experience. "
The price is NZ$339
per night
10 Jun - 11 Jun
Looe Key Reef Resort
Isla Bella Beach Resort & Spa
5.0 star property
9.0 out of 10, Wonderful, 1,019 reviews
"Gorgeous resort.. great experience at Isla Bella resort.. From the moment we arrived, we were greeted with warmth and professionalism. I went with my wife and two kids and kids loved it too. They have activities for kids every hour during the day. The room are very spacious and super clean, and every single room has a balcony with nice and comfy furniture and beautiful views. Isla Bella is a perfect getaway for any occasion. "
The price is NZ$597
per night
10 Jun - 11 Jun
Isla Bella Beach Resort & Spa
Sugarloaf Key Hotel at KOA Resort
2.0 star property
9.8 out of 10, Exceptional, 165 reviews
"Great location, spacious suite, very clean, would stay here again"
Sugarloaf Key Hotel at KOA Resort
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Ramrod Key holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Ramrod Key. 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 Ramrod Key. 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 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 holiday 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 Ramrod Key short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Ramrod Key?

Yes, there are holiday rentals close to the most popular sights in Ramrod Key, or you can select a more secluded option if you're looking for a relaxing stay. Travellers who like culture and the arts say Ramrod Key is known for its entertainment venues and live music. Allow lots of time to check out the coral reefs and bars during your visit.

What are some of the best holiday rentals that Ramrod Key has to offer?

3 night minimum! Spectacular Ocean Views!: This holiday home rental outside of Ramrod Key offers a balcony, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Ramrod Key?

With 49 Expedia holiday rentals, you're guaranteed to find just the right place for your Ramrod Key stay.

What’s there to see and do in Ramrod Key?

Explore the area and family-friendly sights such as Key West Visitors Center, or get out into nature at a spot like Loggerhead Beach. Calusa Beach and Florida Keys Beaches are a couple of places you'll find in the wider area.

What’s a holiday rental in Ramrod Key like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Ramrod Key. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a family trip.

Recent reviews of Ramrod Key properties
Expedia verified reviews