Estia Villas - Vacation Rentals in Cudjoe Key
Villa
10.0
(
1 Review
)
4 Bedrooms
2 Bathrooms
10 Guests
1905 ft²
-
Private Pool -
Hot Tub -
Pool -
Ocean View
US $980
/Night
7 Nights - $6,857
Villa
1.0
(
1 Review
)
4 Bedrooms
2 Bathrooms
10 Guests
172.22 ft²
-
Hot Tub
-
Parking -
Pool
-
Balcony/Terrace
US $804
/Night
7 Nights - $5,628
Villa
7.4
(
3 Reviews
)
1 Bedroom
1 Bathroom
-
Private Pool
-
Oceanfront -
Hot Tub
-
Parking
US $1,221
/Night
7 Nights - $8,544
Villa
9.8
(
27 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
850 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $553
/Night
7 Nights - $3,874
Villa
9.2
(
16 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
850.35 ft²
-
Private Beach -
Oceanfront
-
Hot Tub
-
Parking
US $908
/Night
7 Nights - $6,356
Villa
10.0
(
1 Review
)
4 Bedrooms
2 Bathrooms
12 Guests
3208 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $742
/Night
7 Nights - $5,194
Villa
7.8
(
19 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
753.47 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $454
/Night
7 Nights - $3,177
Villa
4 Bedrooms
2 Bathrooms
10 Guests
2809 ft²
-
Private Pool
-
Pool
-
Kitchen -
Air Conditioner
US $961
/Night
7 Nights - $6,728
See More Cudjoe Key Vacation Rentals
Luxury Places to Stay in Cudjoe Key
Over 591+
Luxury Places to Stay in or Near Cudjoe Key
Villa
4 Bedrooms
2 Bathrooms
10 Guests
1905.21 ft²
-
Internet -
Pet Friendly -
Child Friendly -
Security/Safety
US $1,197
/Night
7 Nights - $8,382
House
10.0
(
40 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $1,071
/Night
7 Nights - $7,494
House
9.4
(
95 Reviews
)
5 Bedrooms
4 Bathrooms
14 Guests
2300 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $940
/Night
7 Nights - $6,580
House
10.0
(
56 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
864 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $938
/Night
7 Nights - $6,566
Villa
1.0
(
1 Review
)
4 Bedrooms
2 Bathrooms
10 Guests
3196.88 ft²
-
Private Beach
-
Oceanfront
-
Hot Tub
-
Parking
US $925
/Night
7 Nights - $6,475
House
9.8
(
23 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
840 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $917
/Night
7 Nights - $6,421
House
10.0
(
9 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
864 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $906
/Night
7 Nights - $6,344
House
9.8
(
16 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
US $881
/Night
7 Nights - $6,170
See More Cudjoe Key Luxury Vacation Rentals
Find More Cudjoe Key Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Cudjoe Key
Over 413+
Top-Rated Vacation Rentals with a Pool in or Near Cudjoe Key
House
10.0
(
150 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
View
US $502
/Night
7 Nights - $3,516
House
10.0
(
51 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
864 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $266
/Night
7 Nights - $1,859
House
10.0
(
51 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1560 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $234
/Night
7 Nights - $1,638
House
10.0
(
47 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
864 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $321
/Night
7 Nights - $2,248
Cottage
10.0
(
46 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $285
/Night
7 Nights - $1,996
US $334
/Night
7 Nights - $2,338
House
10.0
(
27 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
3000 ft²
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $467
/Night
7 Nights - $3,272
House
10.0
(
19 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $388
/Night
7 Nights - $2,716
Pet-Friendly Vacation Rentals in Cudjoe Key
Over 249+
Pet-Friendly Vacation Rentals in or Near Cudjoe Key
House
3 Bedrooms
2 Bathrooms
8 Guests
1345.49 ft²
-
Parking
-
Balcony/Terrace
-
Air Conditioner
-
Internet
US $311
/Night
7 Nights - $2,177
Cottage
8.8
(
182 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
504 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $254
/Night
7 Nights - $1,776
Cottage
9.0
(
155 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
785 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $264
/Night
7 Nights - $1,848
House
8.8
(
162 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
936 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $415
/Night
7 Nights - $2,907
Cottage
8.6
(
130 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
785 ft²
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $252
/Night
7 Nights - $1,765
House
10.0
(
10 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2200 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $494
/Night
7 Nights - $3,461
House
10.0
(
12 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $481
/Night
7 Nights - $3,368
House
10.0
(
8 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2400 ft²
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $329
/Night
7 Nights - $2,300
See More Pet-Friendly Vacation Rentals in Cudjoe Key on PetFriendly.io
Large Vacation Homes & Villas in Cudjoe Key
Over 26+
Large Vacation Homes & Villas in or Near Cudjoe Key
US $363
/Night
7 Nights - $2,541
House
10.0
(
1 Review
)
4 Bedrooms
3 Bathrooms
10 Guests
3200 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $599
/Night
7 Nights - $4,196
House
10.0
(
1 Review
)
4 Bedrooms
2 Bathrooms
14 Guests
1460 ft²
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
US $544
/Night
7 Nights - $3,806
House
9.8
(
47 Reviews
)
6 Bedrooms
4 Bathrooms
12 Guests
21528 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $689
/Night
7 Nights - $4,823
House
9.6
(
83 Reviews
)
5 Bedrooms
3 Bathrooms
12 Guests
3000 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $783
/Night
7 Nights - $5,480
House
9.6
(
5 Reviews
)
5 Bedrooms
4 Bathrooms
12 Guests
2800 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $458
/Night
7 Nights - $3,209
House
9.4
(
3 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
1794 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Ocean View
US $257
/Night
7 Nights - $1,799
House
9.2
(
9 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
2200 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $543
/Night
7 Nights - $3,799
See More Family Vacation Rentals in Cudjoe Key on FVR
Wheelchair Accessible Vacation Homes in Cudjoe Key
Over 9+
Wheelchair Accessible Vacation Homes in or Near Cudjoe Key
House
10.0
(
3 Reviews
)
3 Bedrooms
4 Bathrooms
7 Guests
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $507
/Night
7 Nights - $3,552
House
9.8
(
148 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
840 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $854
/Night
7 Nights - $5,978
House
3 Bedrooms
2 Bathrooms
7 Guests
1280 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $315
/Night
7 Nights - $2,202
Apartment
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
2 Guests
500 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $111
/Night
7 Nights - $779
House
4 Bedrooms
3 Bathrooms
8 Guests
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $817
/Night
7 Nights - $5,721
House
4 Bedrooms
4 Bathrooms
11 Guests
3935 ft²
-
Private Pool
-
Pool
-
Balcony/Terrace
-
Kitchen
US $623
/Night
7 Nights - $4,361
House
10.0
(
1 Review
)
2 Bedrooms
2 Bathrooms
6 Guests
1088 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $188
/Night
7 Nights - $1,317
House
9.6
(
61 Reviews
)
5 Bedrooms
2 Bathrooms
15 Guests
3001 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $2,146
/Night
7 Nights - $15,019
Cudjoe Key Vacation Rentals and Airbnb Places to Stay Under $200
Over 56+
Cudjoe Key Vacation Rentals and Airbnb Places to Stay Under $200
House
8.8
(
30 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
839.58 ft²
-
Hot Tub
-
Parking
-
Pool
-
Spa
US $189
/Night
7 Nights - $1,323
House
10.0
(
5 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $199
/Night
7 Nights - $1,393
House
10.0
(
3 Reviews
)
1 Bedroom
1 Bathroom
6 Guests
-
Child Friendly
US $128
/Night
7 Nights - $894
House
3 Bedrooms
2 Bathrooms
6 Guests
1056 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $192
/Night
7 Nights - $1,347
RV Rental
1 Bedroom
1 Bathroom
6 Guests
2078 ft²
-
Hot Tub
-
Parking
-
Pool
-
Pet Friendly
US $173
/Night
7 Nights - $1,210
RV Rental
1 Bedroom
1 Bathroom
6 Guests
2078 ft²
-
Hot Tub
-
Parking
-
Pool
-
Pet Friendly
US $173
/Night
7 Nights - $1,208
RV Rental
1 Bedroom
1 Bathroom
6 Guests
1800 ft²
-
Hot Tub
-
Parking
-
Pool
-
Pet Friendly
US $173
/Night
7 Nights - $1,208
House
10.0
(
14 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $171
/Night
7 Nights - $1,199
See More Cudjoe Key Vacation Rental Deals
Instantly Bookable Vacation Homes in Cudjoe Key
Over 351+
Instantly Bookable Vacation Homes in or Near Cudjoe Key
House
9.6
(
171 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
488 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $379
/Night
7 Nights - $2,653
House
9.8
(
14 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
US $727
/Night
7 Nights - $5,088
House
9.6
(
110 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
816 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
View
US $391
/Night
7 Nights - $2,737
House
9.4
(
120 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1000 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $389
/Night
7 Nights - $2,725
House
10.0
(
10 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
864 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $500
/Night
7 Nights - $3,502
House
10.0
(
10 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
861 ft²
-
Hot Tub
-
Pool
-
Ocean View
-
Balcony/Terrace
US $379
/Night
7 Nights - $2,653
House
10.0
(
8 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
864 ft²
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
US $553
/Night
7 Nights - $3,874
House
10.0
(
7 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1428 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $286
/Night
7 Nights - $2,004
About Cudjoe Key Vacation Rentals
With more than 11 Cudjoe Key vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Cudjoe Key.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Cudjoe Key, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Cudjoe Key. Places to stay near Cudjoe Key are 1713.65 ft² on average, with prices averaging US $870 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Cudjoe Key with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Cudjoe Key
| Type | Count |
|---|---|
| Villas | 11 |
Use these Quick Filters to Find a Vacation Rental in Cudjoe Key
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Cudjoe Key.
Weather in Cudjoe Key
View the weather forecast for Cudjoe Key before booking your Cudjoe Key Vacation Rentals to confirm your best time to go.
December - February
High 81°F Low 67°F
March - May
High 87°F Low 70°F
June - August
High 91°F Low 80°F
September - November
High 90°F Low 73°F
Top Attractions Around Cudjoe Key, FL
Estiavillas offers a large selection of top attractions around Cudjoe Key. Research things to do on your vacation before you visit Cudjoe Key.
Smathers Beach
Higgs Beach
Bahia Honda State Park and Beach
Key West Harbour
Florida Keys Beaches
Saddlebunch Keys
Key West Golf Club
Key West Art and Historical Society
Robbie's
Fort East Martello Museum and Gallery
Studios of Key West
Looe Key National Marine Sanctuary
Rockland Key
Key West Fly Fishing
Upper Sugarloaf Key
Key West Tropical Forest and Botanical Garden
Cook Island
National Key Deer Refuge Visitor Center
Key West Visitors Center
Key West Garden Club
Other Places to Stay Near Cudjoe Key, FL
Cudjoe Key Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Cudjoe Key?
There are a lot of options in Cudjoe Key. If you plan on staying in the Cudjoe Key area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Cudjoe Key:
- Beachfront Heated Pool Hot Tub Oceanview
- Emerald Seas - Florida Keys Ocean Front Paradise!
- NAUTILUS.ocean front cottage retreat ~
- OCEANIA. water front cottage retreat ~
- Atlantic View Luxury Villa with Pool
- Private Estate Pool Ocean View 20 minutes to Key West
- Luxury OceanView Friendly Villa Near Key West
- Beachfront Heated Pool Hot Tub Oceanview
- Luxury Oceanview Pool Eco-friendly Villa Near Key West
- Eco Friendly Secluded OceanView Pool near Key West
How many vacation rentals have private pools in Cudjoe Key?
There are 57 vacation rentals with private pools near Cudjoe Key. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Cudjoe Key are best for families?
If you are looking for a family-friendly vacation home in Cudjoe Key, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Cudjoe Key:
How many vacation rentals are available in Cudjoe Key?
Currently, the total number of properties listed in 2026 is over 11 in the Cudjoe Key area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Cudjoe Key.
