Ramrod Key Cottages

A coastal bridge extending into turquoise waters, surrounded by clear skies and distant land.

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Our top choices for Ramrod Key cottages

Old Wooden Bridge Resort and Marina

Punta Brisa

Sofia

includes taxes & fees

7 July - 8 July

Cottage with Pool and Dockage, just minutes to Key West

Cudjoe Key

David

includes taxes & fees

15 July - 16 July

Waterfront Home

Cudjoe Key

Karen H.

includes taxes & fees

29 June - 30 June

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

Cudjoe Key

Bryan M.

includes taxes & fees

24 July - 25 July

2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS

Cudjoe Key

Shari H.

includes taxes & fees

29 June - 30 June

OCEANIA... water front cottage retreat ~

Cudjoe Key

Josefina S.

includes taxes & fees

12 July - 13 July

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Top Ramrod Key Hotel Reviews

Looe Key Reef Resort

8/10 Good

"Very "Florida Keys" type of place to stay. The good: Very convenient, super friendly staff, big pool, the overall "Keys" vibe. Rooms were decent and clean. Dive and snorkeling trips daily and a very convenient Shell station next door. The not so great: Rooms a bit dated and in need of some minor repairs here and there. The Tiki Hut ran out of food for a couple of days so we had to search out other places to eat in the evenings. Nothing was bad enough for us to not want to go back! Outstanding staff!"

Old Wooden Bridge Resort and Marina

10/10 Excellent

"A Down-to-Realism Vacation Stay: Highly Recommended! My stay here was absolutely Excellent and I enjoyed every SINGLE DAY of it. Old Wooden Bridge Cottages & Marina (listed as a Resort on some websites) is the perfect spot if y'all are looking for a decently priced stay. To be realistic, it is not your expensive luxury Hilton-style hotel—but it is an excellent, authentic Keys experience .... We stayed in Cabin J7, which came with Beautiful views (especially Morning Time) and Convenient Private Parking. The Rooms were Great, Comfortable, and Very Clean & spacious. The Kitchen was Fully stocked with everything you need (cups, dishes, pots, and pans). Plus, there is a Winn-Dixie just down the road for easy grocery runs. We actually cooked so much that we had plenty of extra food, which we Shared with the Staff! This place is fully equipped for Boaters and Vacation getaways. They have a great Pool, Boat Ramp & Boat Trailer Parking, a dedicated Fish Cleaning Station & On-site Boat Fuel & Bait On our last day, we went fishing right on the Bridge and caught plenty of fish! As a bonus, there were a lot of beautiful Key Deer roaming around the property, which made my kids stay even more special. The Staff here are Great, Respectful, and Super Helpful. They truly made us feel welcome throughout our trip. I will absolutely be coming here again, and I’m already talking about it and recommending it to all. Affordable Keys getaway, this is it!"

Isla Bella Beach Resort & Spa

10/10 Excellent

"It is a great location and Isla Bella Beach Resort in Marathon is a truly beautiful property that checks every box you could ask for in a Florida Keys getaway. The location is wonderful, the aesthetics are stunning, the cleanliness is impeccable and the amenities are plentiful and well maintained throughout the resort. But here is the thing about resorts: many of them can be similar in what they offer. Beautiful pools, great views, comfortable rooms. What truly sets Isla Bella apart and makes it stand in a category of its own is its staff. From the moment you arrive to the moment you check out, every single member of the team makes you feel genuinely special. Always smiling, always attentive, always eager to help and consistently focused on making your stay as enjoyable and memorable as possible. That level of care and warmth is not something you can manufacture. It is something you feel, and at Isla Bella you feel it everywhere. Resorts can be similar. The staff at Isla Bella is not. And that difference is everything. Highly recommended for couples, families and anyone looking for a Keys experience that goes well beyond the beautiful scenery. You will be very well taken care of here."

Oceanside Paradise in the FL Keys Free Kayaks Bikes Community Pool & Hot Tub

10/10 Excellent

"Our stay was wonderful. The house had everything we needed; beach towels, bikes, kayaks, ice machine, umbrellas and chairs. They thought of everything. The beds were super comfy, and there were plenty of board games and cards. The pool at the complex was nice and the community was friendly. Highly recommend!"

SEA SHELL COTTAGE, perfect for 2. Summer fun boating, fishing 🎣 and 🦞 Lobster

10/10 Excellent

"Had a great 5 night stay wish it was longer. Very clean and well appointed. Tonios was amazing. Great coffee and sandwiches at 5 brothers just down the street Pool was perfect for my morning laps. Definitely would rent again"

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