Best price vacation rentals in Cudjoe Key, FL 33042, USA • 150 Listings
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Cudjoe Key, FL 33042, USA Vacation Rentals | 

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United States Florida Cudjoe Key vacation rental compare prices direct by owner 32550095
Property Manager
4.4 (5)
Hawkins Lookout
Up to 6 guests
Vrbo$298
Property Manager
Airbnb
Booking.com
Average Nightly Rate
United States Florida Summerland Key vacation rental compare prices direct by owner 11021519
5.0 (10)
Oceanfront house private beach & protected canal dockage for up to 36' boat
Up to 6 guests
Vrbo$310
Airbnb
Average Nightly Rate
United States Florida Monroe County vacation rental compare prices direct by owner 25007356
5.0 (6)
Pelico Palms Estate.
Up to 20 guests
Vrbo$2,212
Airbnb
Average Nightly Rate
United States Florida Cudjoe Key vacation rental compare prices direct by owner 11509250
4.9 (57)
**MERMAID MAGIC @ VENTURE OUT** Waterfront Home & Slip + LAST KEY SERVICES…
Up to 6 guests
Vrbo$334
Airbnb
Average Nightly Rate
United States Florida Cudjoe Key vacation rental compare prices direct by owner 23596650
4.9 (70)
Crystal Clear Water Getaway!
Up to 6 guests
Vrbo$231
Airbnb
Average Nightly Rate
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United States Florida Summerland Key vacation rental compare prices direct by owner 156322
4.8 (19)
Cudjoe Garden Gem
Up to 9 guests
Vrbo$351
Airbnb
Average Nightly Rate
United States Florida Cudjoe Key vacation rental compare prices direct by owner 35716156
4.7 (3)
Latitude Adjustment in Cudjoe Key #264
Up to 4 guests
Vrbo$411
Airbnb
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United States Florida Summerland Key vacation rental compare prices direct by owner 9362177
4.7 (18)
Entire Oceanfront Villa with Pool in the FL Keys
Up to 5 guests
Vrbo$551
Airbnb
Average Nightly Rate
United States Florida Cudjoe Key vacation rental compare prices direct by owner 27612001
4.6 (11)
Waterfront Venture Out Home
Up to 4 guests
Vrbo$304
Airbnb
Average Nightly Rate

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United States Florida Cudjoe Key vacation rental compare prices direct by owner 1305531
4.5 (207)
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Up to 4 guests
Vrbo$319
Airbnb
Average Nightly Rate
United States Florida Cudjoe Key vacation rental compare prices direct by owner 1996808
4.5 (82)
Canal front, dockage, 2 bedroom, 2 bath
Up to 4 guests
Vrbo$240
Airbnb
Average Nightly Rate
United States Florida Summerland Key vacation rental compare prices direct by owner 2680930
4.1 (92)
Private Secluded Ocean View & Pool Near Key West
Up to 10 guests
Vrbo$570
Airbnb
Average Nightly Rate
United States Florida Cudjoe Key vacation rental compare prices direct by owner 2291282
4.0 (1)
Cudjoe Key Home with a View
Up to 6 guests
Vrbo$268
Airbnb
Average Nightly Rate
United States Florida Cudjoe Key vacation rental compare prices direct by owner 11485237
3.9 (12)
Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
Up to 6 guests
Vrbo$280
Airbnb
Average Nightly Rate
United States Florida Ramrod Key vacation rental compare prices direct by owner 29018148
0.0 (0)
The Boat House
Up to 6 guests
Vrbo$263
Airbnb
Average Nightly Rate
United States Florida Summerland Key vacation rental compare prices direct by owner 33560914
0.0 (0)
Latitude Adjustment – Canalfront 3BR w/ Hot Tub, Tiki Hut & Boating Access
Up to 6 guests
Vrbo$190
Airbnb
Average Nightly Rate
United States Florida Cudjoe Key vacation rental compare prices direct by owner 35647005
0.0 (0)
Gorgeous new build on Cudjoe Marina Basin with 140 ft boat dock and private pool
Up to 7 guests
Vrbo$413
Airbnb
Average Nightly Rate
United States Florida Cudjoe Key vacation rental compare prices direct by owner 275295
5.0 (13)
Oceanside, heated pool, near Key West, space for 20-25 ft boat. Book fall 2025!
Up to 8 guests
Vrbo$236
Average Nightly Rate
United States Florida Summerland Key vacation rental compare prices direct by owner 305879
5.0 (13)
Views Views! Direct Oceanfront, Beautiful Inside!
Up to 8 guests
Vrbo$333
Average Nightly Rate
United States Florida Cudjoe Key vacation rental compare prices direct by owner 308596
5.0 (190)
Luxurious Oceanfront Home on Beach, Dock, Heat/Cool Pool, Kayaks, Bikes, Views!
Up to 6 guests
Vrbo$412
Average Nightly Rate
United States Florida Summerland Key vacation rental compare prices direct by owner 405113
5.0 (2)
Summerland Key House Open Air Living
Up to 6 guests
Vrbo$297
Average Nightly Rate
United States Florida Cudjoe Key vacation rental compare prices direct by owner 457127
5.0 (224)
Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
Up to 6 guests
Vrbo$336
Average Nightly Rate
United States Florida Summerland Key vacation rental compare prices direct by owner 520542
5.0 (1)
Lower Keys Escape
Up to 2 guests
Vrbo$105
Average Nightly Rate
United States Florida Summerland Key vacation rental compare prices direct by owner 568198
5.0 (17)
Oceanfront Sunsets in the Florida Keys
Up to 8 guests
Vrbo$416
Average Nightly Rate
United States Florida Sugarloaf Key vacation rental compare prices direct by owner 585492
5.0 (9)
Family Friendly House In Paradise
Up to 8 guests
Vrbo$319
Average Nightly Rate
  1. United States
  2. Florida
  3. Cudjoe Key Vacation Rental Price Comparison

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