A tropical island with clear blue waters, palm trees, and a thatched-roof hut.

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Our top choices for Cudjoe Key family-friendly hotels

1. Caribbean Blue #517 Oceanfront Retreat with Dock, Pool & Stunning Views

Caribbean Blue #517 Oceanfront Retreat with Dock, Pool & Stunning Views
Cudjoe Key
9.8 out of 10, Exceptional, (25 reviews)
"We had a nice stay."
United States
Kandie B.
The price is AED 1,493
AED 2,920 total
includes taxes & fees
14 Nov - 15 Nov
Caribbean Blue #517 Oceanfront Retreat with Dock, Pool & Stunning Views

2. 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 AED 659
AED 1,699 total
includes taxes & fees
11 Nov - 12 Nov
Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart

3. 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 694
AED 1,753 total
includes taxes & fees
8 Nov - 9 Nov
Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort

4. 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 694
AED 1,742 total
includes taxes & fees
8 Nov - 9 Nov
Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West

5. Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West

Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Cudjoe Key
8.8 out of 10, Excellent, (239 reviews)
"A wonderful place overlooking the water. Morning sunrises on the patio couldn't have been better. A safe, friendly community."
United States
Iva B.
The price is AED 918
AED 1,764 total
includes taxes & fees
20 Nov - 21 Nov
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West

6. 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 AED 694
AED 1,742 total
includes taxes & fees
9 Nov - 10 Nov
Waterfront 2BR/2BA with 35' Dock – Island Breeze Keys Escape

7. Open Water Views | 32' Boat, King Beds, Fish Cleaning Station, Waterfront Escape

Open Water Views | 32' Boat, King Beds, Fish Cleaning Station, Waterfront Escape
Cudjoe Key
8.8 out of 10, Excellent, (3 reviews)
"Great location and accommodations "
United States
Brandie Lane c.
The price is AED 1,041
AED 2,158 total
includes taxes & fees
9 Nov - 10 Nov
Open Water Views | 32' Boat, King Beds, Fish Cleaning Station, Waterfront Escape

8. 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 AED 459
AED 1,459 total
includes taxes & fees
20 Nov - 21 Nov
Affordable Dog Friendly Keys Retreat in Venture Out Near Key West

9. Ground Level Waterfront 2BR in Venture Out - 23' Seawall, Pool, Marina & Pet Friendly

Ground Level Waterfront 2BR in Venture Out - 23' Seawall, Pool, Marina & Pet Friendly
Cudjoe Key
8.0 out of 10, Very good, (1 review)
The price is AED 694
AED 1,742 total
includes taxes & fees
8 Nov - 9 Nov
Ground Level Waterfront 2BR in Venture Out - 23' Seawall, Pool, Marina & Pet Friendly

10. 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 781
AED 1,843 total
includes taxes & fees
13 Nov - 14 Nov
2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.

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

Florida Keys Waterfront Escape - 2BR with 44' Seawall
Cudjoe Key
The price is AED 694
AED 1,698 total
includes taxes & fees
10 Nov - 11 Nov
Florida Keys Waterfront Escape - 2BR with 44' Seawall

12. 105 - Newly renovated house Oceanside and Pool

105 - Newly renovated house Oceanside and Pool
Cudjoe Key
105 - Newly renovated house Oceanside and Pool

13. Waterfront Venture Out Retreat w/ 35' Dock, Kayaks & Pool Access

Waterfront Venture Out Retreat w/ 35' Dock, Kayaks & Pool Access
Cudjoe Key
10.0 out of 10, Exceptional, (1 review)
"We really loved the location of this home ! Right on a canal and could see the most beautiful sunsets right outside! They provided and thought of everything we needed to make our stay comfortable ! We loved being about to ride the bikes provided around the venture out. The pool felt amazing and loved visiting the cute snack market ! We had the best time and will definitely be back! Thank you !!"
United States
Miles H.
The price is AED 659
AED 1,699 total
includes taxes & fees
9 Nov - 10 Nov
Waterfront Venture Out Retreat w/ 35' Dock, Kayaks & Pool Access

14. 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 AED 413
AED 509 total
includes taxes & fees
8 Nov - 9 Nov
Waterfront RV lot in Venture Out Cudjoe Key, FL minutes to Blue Water & Key West

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
9.6 out of 10, Exceptional, (18 reviews)
"It was great!"
United States
Jennifer B.
The price is AED 1,215
AED 2,364 total
includes taxes & fees
7 Dec - 8 Dec
Sea La Vie #197 Oceanfront Home with 49' Dock, Heated Pool & Florida Keys Views

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

SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.6 out of 10, Exceptional, (99 reviews)
"Great location, wonderful hosts!"
United States
Blue Mountain Footwear F.
The price is AED 731
AED 1,808 total
includes taxes & fees
21 Nov - 22 Nov
SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

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

SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (113 reviews)
"Our family had an amazing time staying here! Our hosts were quick to answer any questions we had and the house was clean and fully stocked with everything you might need. Our favorite part was being able to sit out on the deck by the canal and see all the marine wildlife. We even had a little family of manatees hang out for awhile. Definitely would recommend staying here!"
United States
Mckayla S.
The price is AED 547
AED 1,583 total
includes taxes & fees
9 Nov - 10 Nov
SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

18. 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 AED 659
AED 1,699 total
includes taxes & fees
8 Nov - 9 Nov
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option

19. 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 1,717 total
includes taxes & fees
20 Nov - 21 Nov
Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views

20. 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 521
AED 1,532 total
includes taxes & fees
13 Nov - 14 Nov
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
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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