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

Search Vacation Homes in Ramrod Key

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Ramrod Key vacation homes

A modern kitchen with granite countertops, stainless steel appliances, and light-colored cabinetry.

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

Kelly's Kabin - Adorable Private Summerland Key Cottage
Summerland Key
9.8 out of 10, Exceptional, (128 reviews)
"Very nice place. Centrally located near good restaurants, markets, etc.. Pet friendly which worked for us. Nice long walking trail behind cottage."
United States
John B.
The price is AED 727
AED 1,761 total
includes taxes & fees
3 Oct - 4 Oct
Kelly's Kabin - Adorable Private Summerland Key Cottage
A house with a gravel driveway leading to a gated entrance, surrounded by trees and a clear sky.

2. Keys Beach houses with a daily, rental license. Just remodeled

Keys Beach houses with a daily, rental license. Just remodeled
Summerland Key
8.8 out of 10, Excellent, (72 reviews)
"Awesome stay for our group. We loved the location and the house had everything we needed."
United States
Joe D.
Keys Beach houses with a daily, rental license. Just remodeled
A waterfront property with a multi-story building featuring balconies, a dock, and a landscaped garden with palm trees.

3. SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.8 out of 10, Exceptional, (97 reviews)
"Great location, wonderful hosts!"
United States
Blue Mountain Footwear F.
The price is AED 474
AED 1,416 total
includes taxes & fees
30 Sep - 1 Oct
SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A waterfront property with a covered porch, a boat dock, and a clear sky.

4. SAVE BIG $$$ SEPT/OCT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ SEPT/OCT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (112 reviews)
"Our family had an amazing time staying here! Our hosts were quick to answer any questions we had and the house was clean and fully stocked with everything you might need. Our favorite part was being able to sit out on the deck by the canal and see all the marine wildlife. We even had a little family of manatees hang out for awhile. Definitely would recommend staying here!"
United States
Mckayla S.
The price is AED 474
AED 1,416 total
includes taxes & fees
30 Sep - 1 Oct
SAVE BIG $$$ SEPT/OCT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A two-story building with a blue exterior, white railings, and a staircase leading to the upper floor.

5. Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Cudjoe Key
9.8 out of 10, Exceptional, (6 reviews)
"Property was perfectly located and very clean and comfortable."
United States
Kiara
The price is AED 661
AED 2,001 total
includes taxes & fees
30 Sep - 1 Oct
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Pool

6. 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 AED 579
AED 1,582 total
includes taxes & fees
30 Sep - 1 Oct
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
A swimming pool with a tiled edge, surrounded by lounge chairs and umbrellas, under a cloudy sky.

7. Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!

Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
Cudjoe Key
8.0 out of 10, Very good, (21 reviews)
"Heated pool was very nice, and location of rental."
United States
Angela C.
The price is AED 909
AED 1,779 total
includes taxes & fees
30 Sep - 1 Oct
Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
Pool

8. 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 AED 771
AED 1,814 total
includes taxes & fees
30 Sep - 1 Oct
Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.

9. 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)
"Our family had an amazing vacation! We love the house and hope to come back!! "
United States
Tammy G.
The price is AED 733
AED 1,767 total
includes taxes & fees
30 Sep - 1 Oct
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
Pool

10. 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
8.0 out of 10, Very good, (3 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 AED 636
AED 1,655 total
includes taxes & fees
30 Sep - 1 Oct
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.

11. Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort

Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort
Cudjoe Key
9.6 out of 10, Exceptional, (5 reviews)
"Stayed with family and good location for family vacations. "
United States
Phani U.
The price is AED 771
AED 1,825 total
includes taxes & fees
30 Sep - 1 Oct
Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.

12. 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 AED 675
AED 1,698 total
includes taxes & fees
30 Sep - 1 Oct
Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.

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

Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart
Cudjoe Key
9.4 out of 10, Exceptional, (6 reviews)
"Clean and excellent water access"
United States
Chris P.
The price is AED 733
AED 1,767 total
includes taxes & fees
30 Sep - 1 Oct
Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart
Pool

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

Sailfish Haven #390 - Ocean Views, 35' seawall
Cudjoe Key
9.0 out of 10, Wonderful, (8 reviews)
"It was a perfect home to stay in cudokey"
United States
Patricia H.
The price is AED 791
AED 1,836 total
includes taxes & fees
30 Sep - 1 Oct
Sailfish Haven #390 - Ocean Views, 35' seawall
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.

15. Sea La Vie #197 Oceanfront Home with 49' Dock, Heated Pool & Florida Keys Views

Sea La Vie #197 Oceanfront Home with 49' Dock, Heated Pool & Florida Keys Views
Cudjoe Key
9.4 out of 10, Exceptional, (16 reviews)
"Great water view and comfortable for four adults "
United States
Kyle F.
The price is AED 829
AED 1,883 total
includes taxes & fees
30 Sep - 1 Oct
Sea La Vie #197 Oceanfront Home with 49' Dock, Heated Pool & Florida Keys Views
A marina with multiple docked boats, a variety of residential buildings, and a clear view of the surrounding water.

16. Florida Keys Waterfront Escape - 2BR with 44' Seawall

Florida Keys Waterfront Escape - 2BR with 44' Seawall
Cudjoe Key
The price is AED 868
AED 1,941 total
includes taxes & fees
30 Sep - 1 Oct
Florida Keys Waterfront Escape - 2BR with 44' Seawall
Pool

17. Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key

Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key
Cudjoe Key
10.0 out of 10, Exceptional, (4 reviews)
"Pool area was nice but only visited it once as so much to see and do!"
United States
Karen
The price is AED 829
AED 1,883 total
includes taxes & fees
30 Sep - 1 Oct
Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key
Pool

18. Waterfront Getaway with 23' Seawall, Boat Access, Outdoor Dining & Cozy Interiors

Waterfront Getaway with 23' Seawall, Boat Access, Outdoor Dining & Cozy Interiors
Cudjoe Key
8.0 out of 10, Very good, (1 review)
The price is AED 733
AED 1,767 total
includes taxes & fees
30 Sep - 1 Oct
Waterfront Getaway with 23' Seawall, Boat Access, Outdoor Dining & Cozy Interiors
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.

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

Waterfront 2BR/2BA with 35' Dock – Island Breeze Keys Escape
Cudjoe Key
8.0 out of 10, Very good, (2 reviews)
"It was a short trip but we enjoyed our stay! "
United States
Jennifer S.
The price is AED 771
AED 1,814 total
includes taxes & fees
30 Sep - 1 Oct
Waterfront 2BR/2BA with 35' Dock – Island Breeze Keys Escape
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.

20. 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 AED 829
AED 1,890 total
includes taxes & fees
8 Oct - 9 Oct
2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Ramrod Key Hotel Reviews

Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent
"I have nothing but nice things to say about the hotel, staff and property. You are welcomed with a happy and professional staff, and given first class service. The suites are pristine, well appointed and beautifully decorated with comfortable furnishings. You even get a washer and dryer in your unit. Parking is right under the units and there is a large elevator with luggage carts as well. The views are beautiful with a fantastic boat ramp for those with boats. Long story short, it is a must stay!"
Susan 4-night trip
Posted 14 hours ago
Sugarloaf Key Hotel at KOA Resort

Explore a world of travel with Expedia