Cudjoe Key Vacation Rentals, Cottages and Beach House Rentals.
Large selection of Cudjoe Key Vacation Rentals, book your property Direct and Save!
Many rental properties to choose from, including private Homes, Cottages or Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities that will make your Florida visit the perfect getaway.
Quaint cottage, pool, dockage just minutes to Key West!
Cudjoe Key Cottage 
4.5 Star Review
Cottage #5 - Quaint, clean, comfortable cottage just 20 miles from Key West. Bring the family. One of our most spacious cottages; it offers a full kitchen, screened patio, two queen bedrooms. This cottages is only steps away from our pool. The dock and seawall are all available to our guests. A coin laundry is also available on site. Whether you c.......read more
2 Bedrooms
- Sleeps 4
Cottage in Cudjoe Key
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Cudjoe Key Cottage 4.3 Star Review
Cottage #1 - Quaint, clean, comfortable cottage just 20 miles from Key West. Located on the oceanfront. Cottage offers a full kitchen, screened patio, a single bedroom with a queen bed. A few steps in either direction bring you to sparkling water. This cottages is situated on the waterfront, but only steps away from our pool. The dock, seawalls are.......read more
1 Bedrooms
- Sleeps 2
Cottage in Cudjoe Key
Cottage with swimming pool and dockage, just minutes to Key West!
Cudjoe Key Cottage 4.4 Star Review
Cottage #3 - Quaint, clean, comfortable cottage just 20 miles from Key West. Located on the oceanfront. Cottage offers a full kitchen, screened patio, a single bedroom with a queen bed. This cottage is only steps away from our pool. The dock and seawall are all available to our guests. A coin laundry is also available on site. Whether you come to t.......read more
1 Bedrooms
- Sleeps 2
Cottage in Cudjoe Key
Waterfront 80' heated pool hottub Gorgeous views 20 mins to Key West & Marathon
Cudjoe Key Vacation Rental 4.7 Star Review
RECENTLY remodeled with beautiful Keys colors. This Lobstering paradise is just 2 houses down from open water on a deep 60 foot wide canal, gorgeous open water views, direct access to the Atlantic and the Gulf via Kemp channel, 35\' concrete dock/seawall with a fish cleaning station. Beautiful views of the open water from the living room, dining .......read more
2 Bedrooms
- Sleeps 6
Vacation Rental Home in Cudjoe Key
Remodeled, Waterfront Stilt home
Cudjoe Key Vacation Rental 4.5 Star Review
Time to relax at this beautifully remodeled 2 bedroom, 2 bath waterfront vacation home. This Key West style stilt home features a 35\' concrete seawall for docking your boat, equipped with dockposts, cleats, a fish cleaning table, fresh water rinse down and fresh water outdoor shower.
The living room is nicely decorated and has a queen sle.......read more
2 Bedrooms
- Sleeps 6
Vacation Rental Home in Cudjoe Key
VO 173 2 Bed 2 Bath Silt Canal-Front, Ocean View
Cudjoe Key Vacation Rental 4.9 Star Review
Canal Front 35 Seawall - Simply elegant describes this 2 Bedroom with 2 full Bathrooms, canal front stilt home! This home features a 35 concrete seawall with access to the Gulf & Ocean! Ocean views from the dock and porch! Dock amenities include dock posts, cleats and fish cleaning table. Covered porch with comfortable lounging furniture overlookin.......read more
2 Bedrooms
- Sleeps 6
Vacation Rental Home in Cudjoe Key
Ocean view, Heated-chilled pool, Outdoor kitchen, downstairs bathroom w/ shower!
cudjoe key Vacation Rental 5.0 Star Review
Located in a great neighborhood at 1032 Spanish Main, this home is perfect for your next vacation. We are at the end of a dead end street so it is very private. This very clean and neat 3 bedroom 2 bath home has a new granite kitchen that has just been enlarged, bar top with 3 bar stools, a table for seating as well, dishwasher, large r.......read more
3 Bedrooms
- Sleeps 6
Vacation Rental Home in cudjoe key
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key Cottage 4.5 Star Review
Cottage #15 - Quaint, clean, comfortable cottage just 20 miles from Key West. Bring the family. Located on a compound with 2 swimming pools. Spacious cottage offers a full kitchen, screened patio, two queen bedrooms. The pool, dock and seawall are all available to our guests. A coin laundry is also available on site. Whether you come to the Florida.......read more
2 Bedrooms
- Sleeps 4
Cottage in Cudjoe Key
Sparkling Clean & New Turn Key 1Bd/1Ba
Cudjoe Key Vacation Rental 4.8 Star Review
This beautifully decorated vacation home is located on a WIDE Y-SHAPED CANAL that overlooks a common ground with over 100\' plus of expansive water views! Features many upgrades throughout including custom kitchen and bath, central air conditioning. Located on a gorgeous landscaped lot, front yard offers partial open water views. Great for bo.......read more
1 Bedrooms
- Sleeps 4
Vacation Rental Home in Cudjoe Key
Key Lime Cottage in Cudjoe Key
Cudjoe Key Cottage 4.5 Star Review
Lot 144 - Beautiful 2 Bedroom/2 Bath Cottage in Cudjoe Key available for daily, monthly and seasonal rentals. Home has been decorated with new furnishings - May, 2017. Brand new upgraded split AC SYSTEM (3zone) 2017. Newer Kitchen and Baths.Beautiful private backyard area with table seating for six and gas grill. Home includes queen bed, trundle b.......read more
2 Bedrooms
- Sleeps 5
Cottage in Cudjoe Key