Ramrod Key Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Ramrod Key vacation rentals

A cozy room with a brown leather sofa, a white table, and a ceiling fan.

1. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (380 reviews)
"Great view , clean room and excellent staff ( Mr. shaggy )"
United States
Jordan
The price is CA $98
CA $306 total
includes taxes & fees
Dec 4 - Dec 5
Old Wooden Bridge Resort and Marina
A neatly made bed with a grey and white duvet, a wooden headboard, and a bedside table with a lamp and remote control.

2. Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,245 reviews)
"We had the pool view..Excellent!"
United States
Brandy
The price is CA $125
CA $170 total
includes taxes & fees
Nov 29 - Nov 30
Knight's Key Suites
A pool area with multiple swimming pools, lounge chairs, and palm trees.

3. Affordable Dog Friendly Keys Retreat in Venture Out Near Key West

Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Cudjoe Key
10.0 out of 10, Exceptional, (1 review)
"This property was meticulously clean and perfect for us. The property was decorated well-very home-like feel. The communication with the host was prompt and they answered all questions asked. In addition, we loved that we could bring our fur-babies (dogs) to the property with us. We highly recommend this property!"
United States
Elena S.
The price is CA $175
CA $559 total
includes taxes & fees
Nov 21 - Nov 22
Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
A compact RV interior with a kitchenette, seating area, and a view of the outdoors.

4. 🌴 TROPICAL RETREAT 🌴 RV In The Keys

🌴 TROPICAL RETREAT 🌴 RV In The Keys
Big Pine Key
8.6 out of 10, Excellent, (11 reviews)
"Its clean and plenty of room.Outdoor seating is wonderful. Could use a gas grill. But definitely a great place."
United States
DeeBrett
The price is CA $187
CA $439 total
includes taxes & fees
Nov 10 - Nov 11
🌴 TROPICAL RETREAT 🌴 RV In The Keys
A covered outdoor area with wicker furniture and string lights.

5. 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
8.6 out of 10, Excellent, (4 reviews)
" Great 2 bedroom home in a lovely vacation community . We enjoyed the 2 recliners to relax after a full day of exploring as well as in the morning with our coffee. The screened in patio was a nice perk as well . At check in , a calendar of events was provided and the staff were friendly and helpful. FYI : We enjoyed a gorgeous sunrise right by the beach near the pool ."
United States
jim b.
The price is CA $218
CA $611 total
includes taxes & fees
Nov 13 - Nov 14
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
A pool area with multiple swimming pools, lounge chairs, and palm trees.

6. Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views

Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views
Cudjoe Key
9.0 out of 10, Wonderful, (2 reviews)
"This was a sweet little modular home that gave us a clean and comfortable place to stay… away from the tourist scene."
United States
Nora Kay F.
The price is CA $257
CA $659 total
includes taxes & fees
Nov 21 - Nov 22
Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views
A coastal property with a paved driveway leading to a building with a blue roof, surrounded by lush greenery and a view of the ocean.

7. Kelly's Kabin - Adorable Private Summerland Key Cottage

Kelly's Kabin - Adorable Private Summerland Key Cottage
Summerland Key
9.8 out of 10, Exceptional, (129 reviews)
"Great location and Host was very helpful and responsive."
United States
Dennis G.
The price is CA $300
CA $711 total
includes taxes & fees
Nov 16 - Nov 17
Kelly's Kabin - Adorable Private Summerland Key Cottage
A kitchen with white cabinets, a stove, and a dining area with chairs and a table.

8. 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
10.0 out of 10, Exceptional, (1 review)
"Excellent location - clean, quiet, well-kept community. Boat launch was key for us. Pool and beach looked very nice, but we didn't use. The unit is as described and has a nice patio out back that we used every day."
United States
Cheryl V.
The price is CA $198
CA $587 total
includes taxes & fees
Nov 8 - Nov 9
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
A pool area with multiple swimming pools, lounge chairs, and palm trees.

9. Waterfront 2BR/2BA with 35' Dock – Island Breeze Keys Escape

Waterfront 2BR/2BA with 35' Dock – Island Breeze Keys Escape
Cudjoe Key
8.8 out of 10, Excellent, (3 reviews)
"It was a short trip but we enjoyed our stay! "
United States
Jennifer S.
The price is CA $264
CA $667 total
includes taxes & fees
Nov 10 - Nov 11
Waterfront 2BR/2BA with 35' Dock – Island Breeze Keys Escape
A waterfront property with a covered porch, a boat dock, and a clear sky.

10. SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (113 reviews)
"Our family had an amazing time staying here! Our hosts were quick to answer any questions we had and the house was clean and fully stocked with everything you might need. Our favorite part was being able to sit out on the deck by the canal and see all the marine wildlife. We even had a little family of manatees hang out for awhile. Definitely would recommend staying here!"
United States
Mckayla S.
The price is CA $208
CA $609 total
includes taxes & fees
Nov 10 - Nov 11
SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A waterfront property with a multi-story building featuring balconies, a dock, and a landscaped garden with palm trees.

11. SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.6 out of 10, Exceptional, (99 reviews)
"Great location, wonderful hosts!"
United States
Blue Mountain Footwear F.
The price is CA $279
CA $700 total
includes taxes & fees
Nov 21 - Nov 22
SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A swimming pool with palm trees and a view of the sea.

12. Waterfront RV lot in Venture Out Cudjoe Key, FL minutes to Blue Water & Key West

Waterfront RV lot in Venture Out Cudjoe Key, FL minutes to Blue Water & Key West
Cudjoe Key
The price is CA $157
CA $194 total
includes taxes & fees
Nov 8 - Nov 9
Waterfront RV lot in Venture Out Cudjoe Key, FL minutes to Blue Water & Key West
A marina with boats docked, a white building with a balcony, and palm trees in the background.

13. Canal Front home with easy Ocean access

Canal Front home with easy Ocean access
Cudjoe Key
8.8 out of 10, Excellent, (190 reviews)
"Porsche Berry Duty"
United States
Rafael G.
The price is CA $231
CA $508 total
includes taxes & fees
Nov 27 - Nov 28
Canal Front home with easy Ocean access
A pool area with multiple swimming pools, lounge chairs, and palm trees.

14. 2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.

2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.
Cudjoe Key
The price is CA $297
CA $707 total
includes taxes & fees
Nov 13 - Nov 14
2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.
Property grounds

15. Sailfish Haven #390 - Ocean Views, 35' seawall

Sailfish Haven #390 - Ocean Views, 35' seawall
Cudjoe Key
9.0 out of 10, Wonderful, (8 reviews)
"great House , and if you are a boater , venture out is great in cudjoe key FL"
United States
freddy c.
The price is CA $284
CA $691 total
includes taxes & fees
Nov 8 - Nov 9
Sailfish Haven #390 - Ocean Views, 35' seawall
A pool area with multiple swimming pools, lounge chairs, and palm trees.

16. Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option

Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
Cudjoe Key
9.4 out of 10, Exceptional, (18 reviews)
"Perfect location, great price."
United States
Suzanne T.
The price is CA $251
CA $651 total
includes taxes & fees
Nov 10 - Nov 11
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
A covered outdoor seating area with a view of the ocean and palm trees.

17. Canal-Front Retreat with Dock, Pool & Open Ocean Views

Canal-Front Retreat with Dock, Pool & Open Ocean Views
Cudjoe Key
9.0 out of 10, Wonderful, (13 reviews)
"This property is convenient to food and fun. It was very clean, comfortable and we felt safe to walk around the resort. We had a wonderful stay here."
United States
Catherine C.
The price is CA $258
CA $662 total
includes taxes & fees
Nov 14 - Nov 15
Canal-Front Retreat with Dock, Pool & Open Ocean Views
A pool area with multiple swimming pools, lounge chairs, and palm trees.

18. Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart

Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart
Cudjoe Key
9.6 out of 10, Exceptional, (7 reviews)
"Clean and excellent water access"
United States
Chris P.
The price is CA $251
CA $651 total
includes taxes & fees
Nov 13 - Nov 14
Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart
Terrace/patio

19. LARGE LOT & RV Fisherman Camp

LARGE LOT & RV Fisherman Camp
Big Pine Key
6.4 out of 10, (6 reviews)
"Property was as described, very comfortable and close to family on Summerland Key. Deer walking through the park was a nice perk"
United States
Pauline A.
The price is CA $250
CA $514 total
includes taxes & fees
Nov 10 - Nov 11
LARGE LOT & RV Fisherman Camp
A pool area with multiple swimming pools, lounge chairs, and palm trees.

20. Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West

Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West
Cudjoe Key
8.8 out of 10, Excellent, (11 reviews)
"We loved our stayed and booked again for next year. Its in our price range, plenty of space and we were all so comfortable. Its our favorite house we have rented in the area and hope to be able to continue to enjoy it years to come. "
United States
Alisa M.
The price is CA $264
CA $667 total
includes taxes & fees
Nov 8 - Nov 9
Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West
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

A covered deck with chairs and umbrellas overlooking a beach.
Parmer's Resort

Parmer's Resort

Parmer's Resort
Summerland Key

10/10 Excellent

Excellent place for a family getaway.
Canada
Dean
Reviewed April 13, 2026
Parmer's Resort

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ramrod Key vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ramrod Key vacation rentals we have selected for you start as low as CA $97 per night. Entering your travel dates in the search wizard 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.

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