Ramrod Key Holiday Rentals

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Holiday Rentals in Ramrod Key

Old Wooden Bridge Resort and Marina

2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (271)
"We will definitely stay here again. Perfect spot to relax. Clean Rooms "
United States
Gregory
Old Wooden Bridge Resort and Marina

Knight's Key Suites

3.0 star property
Marathon
9.0 out of 10, Wonderful, (1155)
"Room were clean and staff was very helpful "
United States
Leonard
The price is AU$190
includes taxes & fees
18 Nov - 19 Nov
Knight's Key Suites

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

Sands
The price is AU$879
includes taxes & fees
23 Nov - 24 Nov
Charming 3-bedroom house in Big Pine Key near Beach and Key West

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

Little Torch Key
9.6 out of 10, Exceptional, (85)
"Just a beautiful location, paradise. Spent mornings in the covered porch, husband loved the lagoon for fishing. We brought kayaks and the kids loved it. The dogs enjoyed the large property as well. "
United States
Kendra K.
The price is AU$1,079
includes taxes & fees
19 Nov - 20 Nov
Old Florida Style, wrap around porch, boat basin for dockage, open water

Private Secluded Ocean View & Pool Near Key West

Summerland Key
8.2 out of 10, Very good, (97)
"Enjoyed our stay. House was perfect for our family and guests. Great location."
United States
KELLIE T.
Private Secluded Ocean View & Pool Near Key West

Direct Oceanfront Cottage-Sunrise View- #2,

Little Torch Key
8.6 out of 10, Excellent, (192)
"Wonderful, cozy cottage facing sunrise on the water. We had very efficient communication with the property manager for any details. Dog friendly, designated parking, great full kitchen and room for at least 3 adults. I would definitely recommend this location, we will be back!"
United States
Suzanne R.
Direct Oceanfront Cottage-Sunrise View- #2,

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

Cudjoe Key
8.8 out of 10, Excellent, (73)
"Place was everything we needed, would definitely stay again "
United States
James h.
The price is AU$508
includes taxes & fees
21 Nov - 22 Nov
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

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

Cudjoe Key
8.8 out of 10, Excellent, (147)
"Nice location. Comfortable place although the couch and living room chair were old and stained. "
United States
Charles V.
Cudjoe Cottages, swimming pool, just 20 miles from Key West

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

Cudjoe Key
9.0 out of 10, Wonderful, (159)
"Everything was there that I needed. Very nice area for my dog."
United States
Terry
Cottage with swimming pool and dockage, just minutes to Key West!

Cottage with Pool and Boat Dockage just minutes to Key West!

Cudjoe Key
8.6 out of 10, Excellent, (150)
"An amazing place to come home to after a long day in the keys. Having a car is a must, but I would recommend time after time again and hope to come back again in the future"
United States
Travis W.
The price is AU$391
includes taxes & fees
15 Dec - 16 Dec
Cottage with Pool and Boat Dockage just minutes to Key West!

Canal front, dockage, 2 bedroom, 2 bath

Cudjoe Key
9.0 out of 10, Wonderful, (88)
"Community is great, location in the Keys is great, house was perfect for our family of 3."
United States
Christina H.
Canal front, dockage, 2 bedroom, 2 bath

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

Cudjoe Key
8.8 out of 10, Excellent, (89)
"Nice place to vacation "
United States
Kevin D.
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

OCEAN FRONT PARADISE/290 ft PRIVATE DOCK/AWESOME VIEWS

Little Torch Key
9.0 out of 10, Wonderful, (105)
"We really enjoyed this VRBO, everyone was great with instructions for check in and the property was clean! "
United States
Nicole H.
OCEAN FRONT PARADISE/290 ft PRIVATE DOCK/AWESOME VIEWS

34’ Catamaran Sailboat

Big Coppitt Key
9.4 out of 10, Exceptional, (35)
"Great time enjoying the keys like a pirate. "
United States
walter e.
34’ Catamaran Sailboat

JUDY'S PLACE ~ 2 Bedroom, 1 Bathroom Home in Venture Out Community!

Cudjoe Key
10.0 out of 10, Exceptional, (4)
"Excellent stay Quiet clean and comfortable Thank you for making our vacation a fantastic experience "
United States
Debbie W.
JUDY'S PLACE ~ 2 Bedroom, 1 Bathroom Home in Venture Out Community!

Ocean View 4/2 Estate with Private Pool 15 minutes from Key West

Cudjoe Key
2.0 out of 10, (1)
"This property owner cancelled on us THE NIGHT BEFORE our check-in. We had to cancel our entire family trip, planned for my husband’s birthday, as we couldn’t find anything to accommodate our large family at that late notice. A few days before our check-in, they messaged asking if we had flexibility. I said we didn’t due to work schedules. Didn’t hear back, until later the night before our check in, saying they had property work to do and couldn’t accommodate us. I tried asking for flexibility...
United States
Katie G.
Ocean View 4/2 Estate with Private Pool 15 minutes from Key West

Quaint cottage, pool, dockage just minutes to Key West!

Cudjoe Key
9.0 out of 10, Wonderful, (143)
"My family loved the cottage. The pool and fishing dock were awesome."
United States
Leslie B.
Quaint cottage, pool, dockage just minutes to Key West!

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

Cutthroat Harbor Estates
8.4 out of 10, Very good, (117)
"The whole experience was decent until the last night. We met with a lot of termites and two cockroaches"
United States
Kiril
The price is AU$834
includes taxes & fees
18 Nov - 19 Nov
Just 20 miles from Key West! Oceanfront, dockage, swimming pool

NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Cudjoe Key
9.6 out of 10, Exceptional, (98)
"This is a great place to stay, neighborhood is nice, very convenient with the marina and boat ramp on site. I would definitely stay here again. "
United States
Edward H.
The price is AU$630
includes taxes & fees
18 Nov - 19 Nov
NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

A Tropical Luxury Getaway, Your own private resort!!

Little Torch Key
10.0 out of 10, Exceptional, (38)
"Great property and location. House is designed and built perfectly for family or multiple couples. It has all the amenities you could hope to enjoy. Great hosts and very helpful. We left a couple of articles of clothing and they graciously sent them to us. Highly recommend."
United States
Craig C.
A Tropical Luxury Getaway, Your own private 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.
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Top Ramrod Key Hotel Reviews

Find out more about Ramrod Key

Everything you need to know about Ramrod Key holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Ramrod Key holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Ramrod Key holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ramrod Key holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ramrod Key holiday rentals we have selected for you start as low as AU$190 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Ramrod Key rentals

At Expedia, we put the best Ramrod Key holiday 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 holiday.

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.