House
10.0(244 Reviews)
2 Bedrooms
6 Guests
Parking
Pool
Ocean View
Balcony/Terrace
AU $720/Night
7 Nights - AU $5,038
Cudjoe Key Villa Rentals
We compare villas and rental homes from owners across Booking.com, Vrbo and Expedia.
- Up-front pricing
- No markup
- Trusted partners
Compare Villas, Resorts, & Rentals in Cudjoe Key
10.0
House
10.0(1 Review)
2 Bedrooms
4 Guests
Oceanfront
Hot Tub- Parking
- Pool
AU $683/Night
7 Nights - AU $4,779
Villa
7.4(3 Reviews)
1 Bedroom
Private Pool- Hot Tub
- Parking
- Pool
AU $1,500/Night
7 Nights - AU $10,497
House
10.0(220 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
AU $703/Night
7 Nights - AU $4,918
House
10.0(1 Review)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
Spa
AU $611/Night
7 Nights - AU $4,280
House
10.0(182 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
AU $679/Night
7 Nights - AU $4,754
House
10.0(159 Reviews)
2 Bedrooms
6 Guests
- Pool
- Ocean View
- Balcony/Terrace
View
AU $753/Night
7 Nights - AU $5,270
House
10.0(56 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
AU $1,207/Night
7 Nights - AU $8,449
House
10.0(51 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
AU $463/Night
7 Nights - AU $3,242
Luxury Places to Stay in Cudjoe Key
Over 613+ Luxury Places to Stay in or Near Cudjoe Key
AU $1,910/Night
7 Nights - AU $13,370
House
9.6(85 Reviews)
5 Bedrooms
12 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
AU $1,736/Night
7 Nights - AU $12,152
Villa
4 Bedrooms
10 Guests
Internet
Pet Friendly
Child Friendly
Security/Safety
AU $1,725/Night
7 Nights - AU $12,079
House
10.0(40 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
AU $1,543/Night
7 Nights - AU $10,799
Villa
10.0(1 Review)
4 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Pool
- Ocean View
AU $1,412/Night
7 Nights - AU $9,881
House
9.4(97 Reviews)
5 Bedrooms
14 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
AU $1,355/Night
7 Nights - AU $9,482
House
9.8(47 Reviews)
6 Bedrooms
12 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
AU $1,311/Night
7 Nights - AU $9,178
House
4 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
AU $1,295/Night
7 Nights - AU $9,066
House
9.8(16 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
AU $1,265/Night
7 Nights - AU $8,857
Top-Rated Villas with a Pool in Cudjoe Key
Over 428+ Top-Rated Private Villas with a Pool in or Near Cudjoe Key
House
10.0(150 Reviews)
3 Bedrooms
6 Guests
- Parking
- Pool
- Balcony/Terrace
- View
AU $1,191/Night
7 Nights - AU $8,338
House
10.0(51 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Ocean View
AU $356/Night
7 Nights - AU $2,493
House
10.0(47 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
AU $463/Night
7 Nights - AU $3,242
Cottage
10.0(47 Reviews)
1 Bedroom
4 Guests
- Parking
- Pool
- Balcony/Terrace
Kitchen
AU $406/Night
7 Nights - AU $2,840
AU $481/Night
7 Nights - AU $3,369
House
10.0(27 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
AU $883/Night
7 Nights - AU $6,179
House
10.0(13 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
AU $423/Night
7 Nights - AU $2,960
House
10.0(10 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
AU $827/Night
7 Nights - AU $5,792
House
10.0(10 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
AU $721/Night
7 Nights - AU $5,047
Pet-Friendly Villas in Cudjoe Key
Over 262+ Pet-Friendly Private Villas in or Near Cudjoe Key
House
10.0(12 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
AU $701/Night
7 Nights - AU $4,907
AU $272/Night
7 Nights - AU $1,907
House
10.0(9 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
AU $1,230/Night
7 Nights - AU $8,606
House
8.5(2 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
AU $617/Night
7 Nights - AU $4,319
House
10.0(7 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
AU $681/Night
7 Nights - AU $4,768
House
10.0(7 Reviews)
2 Bedrooms
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $389/Night
7 Nights - AU $2,726
House
10.0(5 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Kitchen
AU $549/Night
7 Nights - AU $3,839
House
10.0(4 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
AU $918/Night
7 Nights - AU $6,426
House
10.0(3 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
AU $597/Night
7 Nights - AU $4,180
Large Private Villas in Cudjoe Key
Over 32+ Large Villas in or Near Cudjoe Key for Groups and Families
Villa
9.8(27 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
AU $758/Night
7 Nights - AU $5,307
Villa
9.2(16 Reviews)
2 Bedrooms
6 Guests
Private Beach- Oceanfront
- Hot Tub
- Parking
AU $828/Night
7 Nights - AU $5,796
House
2 Bedrooms
10 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $290/Night
7 Nights - AU $2,032
Villa
7.8(19 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
AU $704/Night
7 Nights - AU $4,930
House
10.0(2 Reviews)
4 Bedrooms
14 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
AU $750/Night
7 Nights - AU $5,247
House
10.0(1 Review)
4 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
AU $868/Night
7 Nights - AU $6,075
House
9.8(6 Reviews)
5 Bedrooms
12 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
AU $710/Night
7 Nights - AU $4,972
House
Fandango - private pool This is a pet friendly home. A pet fee and approval of your pet is required.
9.6(89 Reviews)
5 Bedrooms
12 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
AU $1,176/Night
7 Nights - AU $8,231
House
9.4(3 Reviews)
4 Bedrooms
10 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
AU $402/Night
7 Nights - AU $2,814
Wheelchair Accessible Holiday Homes in Cudjoe Key
Over 9+ Wheelchair Accessible Villas and Holiday Homes in or Near Cudjoe Key
AU $159/Night
7 Nights - AU $1,115
House
9.8(148 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
AU $1,215/Night
7 Nights - AU $8,504
House
10.0(3 Reviews)
3 Bedrooms
7 Guests
- Private Pool
- Parking
- Pool
- Ocean View
AU $735/Night
7 Nights - AU $5,146
House
9.2(9 Reviews)
4 Bedrooms
12 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
AU $828/Night
7 Nights - AU $5,794
House
3 Bedrooms
7 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
AU $454/Night
7 Nights - AU $3,178
House
10.0(1 Review)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
AU $271/Night
7 Nights - AU $1,898
House
4 Bedrooms
11 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
AU $898/Night
7 Nights - AU $6,284
House
3 Bedrooms
6 Guests
- Balcony/Terrace
- Kitchen
Air Conditioner- Pet Friendly
AU $362/Night
7 Nights - AU $2,532
House
9.6(61 Reviews)
5 Bedrooms
15 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
AU $3,092/Night
7 Nights - AU $21,643
Cudjoe Key Villas, Airbnb and Holiday Homes Under $200
Over 59+ Cudjoe Key Private Villas, Airbnb and Holiday Homes Under $200
House
10.0(3 Reviews)
1 Bedroom
6 Guests
- Child Friendly
AU $189/Night
7 Nights - AU $1,320
RV Rental
10.0(2 Reviews)
1 Bedroom
6 Guests
- Hot Tub
- Parking
- Pool
- Pet Friendly
AU $243/Night
7 Nights - AU $1,702
RV Rental
1 Bedroom
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
AU $284/Night
7 Nights - AU $1,989
RV Rental
1 Bedroom
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
AU $280/Night
7 Nights - AU $1,957
AU $249/Night
7 Nights - AU $1,744
AU $249/Night
7 Nights - AU $1,741
RV Rental
1 Bedroom
6 Guests
- Hot Tub
- Parking
- Pool
- Pet Friendly
AU $249/Night
7 Nights - AU $1,741
New
House
2 Bedrooms
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $245/Night
7 Nights - AU $1,716
RV Rental
1 Bedroom
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
AU $218/Night
7 Nights - AU $1,528
Instantly Bookable Villa Rentals in Cudjoe Key
Over 367+ Instantly Bookable Private Villas in or Near Cudjoe Key
House
10.0(17 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- View
AU $361/Night
7 Nights - AU $2,525
House
9.8(14 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
AU $1,047/Night
7 Nights - AU $7,332
House
10.0(10 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
AU $546/Night
7 Nights - AU $3,823
House
10.0(7 Reviews)
2 Bedrooms
6 Guests
- Pool
- Balcony/Terrace
- Air Conditioner
- Internet
AU $696/Night
7 Nights - AU $4,871
House
10.0(6 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
AU $765/Night
7 Nights - AU $5,358
House
10.0(5 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
AU $910/Night
7 Nights - AU $6,369
House
10.0(4 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
AU $744/Night
7 Nights - AU $5,209
Cottage
10.0(4 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
AU $693/Night
7 Nights - AU $4,852
House
10.0(3 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
AU $817/Night
7 Nights - AU $5,717
Book a Last Minute Place to Stay in Cudjoe Key
About Cudjoe Key Vacation Rentals
There are more than 622 incredible getaway rentals that are available in Cudjoe Key. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Cudjoe Key.
BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Cudjoe Key, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Cudjoe Key. Places to stay near Cudjoe Key are 809.18 ft² on average, with prices averaging AU $585 a night.
BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Cudjoe Key. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.
Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods Cudjoe Key, FL
Hotels in Cudjoe Key 7 resorts, and 501 rentals
- Prices for a holiday home in Cudjoe Key start at AU $159
- Top rated vacation home in Cudjoe Key is Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
- Most popular short term in Cudjoe Key is Oceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball
- Cheapest place to stay in Cudjoe Key is Lower Keys Escape
- Most expensive holiday rental in Cudjoe Key is Fisherman's Paradise
Recently Booked Hotels, Resorts, or Rentals in Cudjoe Key
Frequently Asked Questions About Cudjoe Key?
What are the top hotels or resorts in Cudjoe Key?
We provide an array of great vacation destinations in Cudjoe Key. If you are looking to stay in or around the Cudjoe Key area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Cudjoe Key:
- Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
- Luxurious Oceanfront Home on Beach, Pool, Dock, Kayaks, Bikes, Amazing Views!
- Oceanside home, dock,kayaks,bikes,pool,fishing,109
- Oceanside home, dock,kayaks,bikes,pool,fishing,111
- Yellow Home - Receive 400 dollars towards a BOAT RENTAL!
- Post Card Point #319 - Ocean Views!
- Latitude Adjustment #598, Canal front-Ocean Views
- Looking for a place to stay?
- Big Blue #230, Canal front - Venture Out
- Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.
How many vacation rentals have private pools in Cudjoe Key?
We have 63 luxury villas and vacation rentals featuriung a private pool in and near Cudjoe Key. Some of the best destinations to stay that feature or have access to a swimming pool are:
Which hotel or resort in Cudjoe Key is best for families?
Searching for a family-friendly getaway in Cudjoe Key? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.
How many hotels, resorts, or rentals are available in Cudjoe Key?
BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2026 is over 622 in the Cudjoe Key area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Cudjoe Key.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| Cutthroat Harbor Estates Rental Villas and Private Getaways in Cudjoe Key, Florida | 71 |
| Cudjoe Gardens Rental Villas and Private Getaways in Cudjoe Key, Florida | 610 |
