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Browse Select Ramrod Key Holiday Homes

Dragonfly Lite – A tropical oasis with your own heated saltwater pool to enjoy!

10.0 out of 10, Exceptional, (87)
"Very nice, lovely stay. Backyard is very relaxing, house is just right size. Close to everywhere we wanted to go. Bridge is walking distance. Has about anything you need to start your stay. "
Dragonfly Lite – A tropical oasis with your own heated saltwater pool to enjoy!

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

8.8 out of 10, Excellent, (145)
"We have stayed in the Keys often. This place has it all…great water views, kitchen of glass with more great views and an open floor plan full of light. The house is clean and nicely decorated. Dock was perfect for the boat we rented…caught lots of lobster the last several days of the season!"
The price is €569
includes taxes & fees
30 Apr - 1 May
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

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

8.8 out of 10, Excellent, (138)
"Near to Key West in a quiet neighborhood. "
Cudjoe Cottages, swimming pool, just 20 miles from Key West

Keys 3 Bedroom Corner Home near Beach & Key West

9.6 out of 10, Exceptional, (5)
"We stayed for four nights. They have ample beds, a nice tv, a large kitchen, and many parking spots. There are not many walkable beaches but there is a couple of good restaurants nearby. We had a great time, everything was nice, and everything was as listed. I would rent again. "
The price is €704
includes taxes & fees
5 May - 6 May
Keys 3 Bedroom Corner Home near Beach & Key West

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

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

COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!

9.6 out of 10, Exceptional, (32)
"Property exceeded expectations, and the view was spectacular! Absolutely would recommend staying here. It has everything you need for a comfy stay. "
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!

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

9.6 out of 10, Exceptional, (73)
"House needs maintenance. It was ready when we arrived, cleaned, great location, lots of restaurants, everything worked, we had our boat, dock was good but again needed some love. Outdoor furniture needs an upgrade. All together we were happy with our stay. "
Old Florida Style, wrap around porch, boat basin for dockage, open water

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

8.8 out of 10, Excellent, (59)
"The house is special, it transmits a lot of peace next to that spectacular dock where the fishing is fabulous, everything is very clean and well equipped with cauldrons etc.I will be back 100%"
The price is €1,193
includes taxes & fees
21 May - 22 May
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, (107)
"Definitely need to update the property. Day to day cleanliness was good but many burnt out light bulbs or mismatched bulbs. A coat of paint and updated furniture would help. House A has no view of the water and may have chosen a different place in the complex if i had known. Pool was well taken care of and lots of privacy by the home. Convenient to Key west and lots of good local restaurant choices. Beds were very comfortable. "
Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill

9.8 out of 10, Exceptional, (217)
"The property and all of the amenities were absolutely amazing! Hosts Rick and Laura were very kind and made sure we enjoyed our stay. This was my first trip to the keys and I will definitely book again with them!"
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill

Tropical Caribbean Paradise with pool!

9.2 out of 10, Wonderful, (85)
"Great location...walk to the ocean...walk to breakfast...quick drive to Kiki's across the channel...40 min drive to Key West."
Tropical Caribbean Paradise with pool!

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

8.6 out of 10, Excellent, (81)
"The home was neat and clean. There were a few items that needed to be repaired… Drawers in the primary bathroom vanity and master bedroom armoire. could’ve had more bath towels… We stayed one week the pool and dock area were very nice. Also, the kitchen amenities, including dishwasher worked very well for us… Would recommend "
The price is €655
includes taxes & fees
5 May - 6 May
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

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

9.8 out of 10, Exceptional, (190)
"30 minutes to Key West; great local restaurants (highly recommend the Square Grouper) and within minutes of biking/walking trails. A wonderful location and a well appointed house. We loved it!"
Relax by Florida Keys Beaches, just a 7-min drive away

Mahi House #440 - 35' seawall

The price is €648
includes taxes & fees
28 Apr - 29 Apr
Mahi House #440 - 35' seawall

Endless Ocean Views -5 Bedrm/4Bath/Pool Built 2024

10.0 out of 10, Exceptional, (2)
"We had the best time ever! Property was perfect. Jessica is the best!!!"
Endless Ocean Views -5 Bedrm/4Bath/Pool Built 2024

Sea Glass Cottage~ Pet Friendly Tropical Home!

9.6 out of 10, Exceptional, (15)
"Everything was exactly as the pictures show, everything was clean and check in was very smooth and easy. Definitely would go back again!"
Sea Glass Cottage~ Pet Friendly Tropical Home!

Walk to Beach, Open Water View from porch , dock, bikes, kayaks & snorkel gear

9.8 out of 10, Exceptional, (117)
"Plenty of room for a family of 4 ( includes 2 teens). Well stocked kitchen and very clean. The best was catching fish right off the back of the house. We look forward to planning a return trip."
Walk to Beach, Open Water View from porch , dock, bikes, kayaks & snorkel gear

Reel Island Retreat #273 at Venture Out in the Florida Keys

9.4 out of 10, Exceptional, (3)
"The house was great. Very clean and decorated beautifully. They provided everything we needed and more. We wished we could have stayed longer. We loved having breakfast outside on the canal. The pool was huge and an only a quick walk away. The community was quiet in April. We were only a 1/2 hour to Key West. We definitely would stay again. "
The price is €551
includes taxes & fees
28 Apr - 29 Apr
Reel Island Retreat #273 at Venture Out in the Florida Keys

WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS

9.6 out of 10, Exceptional, (90)
"Good location if you need a home base for visiting different locations. Close to Key West, Marathon and Bahia Honda State Park. Small issue with registration as their credit machine was not working but luckily we had cash (this was not property owners fault). It had a funky smell when we first arrived but was better after opening the windows."
The price is €442
includes taxes & fees
4 May - 5 May
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS

Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock!

9.6 out of 10, Exceptional, (65)
"Our stay was amazing, the house had EVERYTHING we needed for our trip. Perfect location, beautiful scenery. Just perfect "
Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock!
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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Other property types in Ramrod Key

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (218)
"So good"
The price is €226
includes taxes & fees
28 Apr - 29 Apr
Old Wooden Bridge Resort and Marina

Knight's Key Suites

3.0 star property
9.0 out of 10, Wonderful, (1108)
"The location was ideal, situated at the beginning of the 7 Mile Bridge going south, and we stayed there for a night. We were able to capture some fascinating drone shots over the bridge. It was truly enjoyable."
The price is €127
includes taxes & fees
28 Apr - 29 Apr
Knight's Key Suites

Direct Oceanfront Cottage-Sunrise View- #2,

8.6 out of 10, Excellent, (173)
"My husband and I enjoyed the peacefulness of the area, the beautiful view, the prime location for great places to eat and things to do, the short drive to Key West and Bahia Honda. The cottage was clean, the bed comfy and all was as described. Susan was quick in responding to any questions we had. We will stay here again, I’m sure. "
Direct Oceanfront Cottage-Sunrise View- #2,
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.