Estia Villas - Vacation Rentals in Key West
Villa
10.0
(
63 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
850 ft²
-
Hot Tub -
Parking -
Pool -
Balcony/Terrace
US $760
/Night
7 Nights - $5,319
House
9.5
(
19 Reviews
)
2 Bedrooms
5 Bathrooms
8 Guests
742.71 ft²
-
Pool
-
Ocean View -
View -
Air Conditioner
US $258
/Night
7 Nights - $1,806
Villa
7.4
(
3 Reviews
)
1 Bedroom
1 Bathroom
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $421
/Night
7 Nights - $2,947
Villa
10.0
(
25 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
350 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $417
/Night
7 Nights - $2,920
Villa
10.0
(
21 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
550 ft²
-
Hot Tub
-
Breakfast -
Parking
-
Pool
US $503
/Night
7 Nights - $3,520
Villa
10.0
(
10 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
500 ft²
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
US $353
/Night
7 Nights - $2,470
Villa
10.0
(
3 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
200 ft²
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
US $367
/Night
7 Nights - $2,570
Villa
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
4 Guests
350 ft²
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
US $417
/Night
7 Nights - $2,920
See More Key West Vacation Rentals
Luxury Places to Stay in Key West
Over 4963+
Luxury Places to Stay in or Near Key West
House
2 Bedrooms
1 Bathroom
4 Guests
-
Air Conditioner
-
Internet -
Child Friendly -
Laundry
Unlock the Best Price
House
4 Bedrooms
4 Bathrooms
8 Guests
3175.35 ft²
-
Parking
-
Pool
-
Spa -
Internet
Unlock the Best Price
Boat Rental
6 Bedrooms
6 Bathrooms
12 Guests
2400 ft²
-
Ocean View
-
Balcony/Terrace
-
View
-
Kitchen
US $7,602
/Night
7 Nights - $53,214
House
9.5
(
2 Reviews
)
6 Bedrooms
6 Bathrooms
24 Guests
2400.35 ft²
-
EV Charge Station -
Parking
-
Pool
-
Balcony/Terrace
US $6,002
/Night
7 Nights - $42,014
House
8 Bedrooms
10 Bathrooms
20 Guests
3702.79 ft²
-
Parking
-
Pool
-
Spa
-
Internet
US $5,694
/Night
7 Nights - $39,858
Apartment
8 Bedrooms
8 Bathrooms
25 Guests
2701.74 ft²
-
Child Friendly
-
Security/Safety
US $5,686
/Night
7 Nights - $39,799
House
4 Bedrooms
4 Bathrooms
8 Guests
1679.17 ft²
-
Parking
-
Pool
-
Spa
-
Internet
US $5,347
/Night
7 Nights - $37,429
House
6 Bedrooms
7 Bathrooms
12 Guests
4004.17 ft²
-
Parking
-
Pool
-
View
-
Air Conditioner
US $5,186
/Night
7 Nights - $36,302
See More Key West Luxury Vacation Rentals
Find More Key West Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Key West
Over 3584+
Top-Rated Vacation Rentals with a Pool in or Near Key West
US $154
/Night
7 Nights - $1,075
House
10.0
(
250 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
1500 ft²
-
Oceanfront -
Parking
-
Pool
-
Ocean View
US $727
/Night
7 Nights - $5,088
Condo
10.0
(
219 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
700 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $333
/Night
7 Nights - $2,329
House
10.0
(
218 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
1500 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $790
/Night
7 Nights - $5,527
Cottage
10.0
(
209 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1200 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $229
/Night
7 Nights - $1,602
House
10.0
(
204 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
1154 ft²
-
Private Pool -
Oceanfront
-
Parking
-
Pool
US $1,307
/Night
7 Nights - $9,148
House
10.0
(
199 Reviews
)
3 Bedrooms
3 Bathrooms
7 Guests
1855 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $1,102
/Night
7 Nights - $7,716
House
10.0
(
193 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1080 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $659
/Night
7 Nights - $4,611
Pet-Friendly Vacation Rentals in Key West
Over 1549+
Pet-Friendly Vacation Rentals in or Near Key West
Bed & Breakfast
8.8
(
139 Reviews
)
6 Bedrooms
6 Bathrooms
15 Guests
361.67 ft²
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
US $563
/Night
7 Nights - $3,941
House
9.6
(
235 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $738
/Night
7 Nights - $5,167
House
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Parking
-
Balcony/Terrace
-
Internet
-
Pet Friendly
US $1,713
/Night
7 Nights - $11,993
Condo
9.8
(
93 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
1900 ft²
-
Oceanfront
-
Ocean View
-
Balcony/Terrace
-
View
US $703
/Night
7 Nights - $4,924
House
10.0
(
28 Reviews
)
5 Bedrooms
4 Bathrooms
8 Guests
3173 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $1,872
/Night
7 Nights - $13,106
House
10.0
(
144 Reviews
)
5 Bedrooms
5 Bathrooms
12 Guests
2651 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $1,474
/Night
7 Nights - $10,321
House
10.0
(
36 Reviews
)
5 Bedrooms
4 Bathrooms
13 Guests
2116 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $1,122
/Night
7 Nights - $7,856
House
9.8
(
137 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
1541 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $795
/Night
7 Nights - $5,565
See More Pet-Friendly Vacation Rentals in Key West on PetFriendly.io
Large Vacation Homes & Villas in Key West
Over 528+
Large Vacation Homes & Villas in or Near Key West
House
10.0
(
3 Reviews
)
4 Bedrooms
4 Bathrooms
12 Guests
2346.53 ft²
-
Internet
-
Child Friendly
-
Laundry
-
Security/Safety
US $2,693
/Night
7 Nights - $18,854
House
10.0
(
152 Reviews
)
5 Bedrooms
4 Bathrooms
12 Guests
2700 ft²
-
Private Pool
-
Oceanfront
-
Breakfast
-
Parking
US $1,632
/Night
7 Nights - $11,422
Boat Rental
3 Bedrooms
2 Bathrooms
10 Guests
1500 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $254
/Night
7 Nights - $1,780
House
9.8
(
137 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
2898 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $904
/Night
7 Nights - $6,328
House
9.6
(
78 Reviews
)
8 Bedrooms
4 Bathrooms
20 Guests
3124 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $1,603
/Night
7 Nights - $11,218
House
10.0
(
83 Reviews
)
5 Bedrooms
6 Bathrooms
8 Guests
3920 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $1,626
/Night
7 Nights - $11,380
House
9.8
(
156 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
2898 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $1,095
/Night
7 Nights - $7,667
House
8.8
(
48 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
1690 ft²
-
Private Pool
-
Pool
-
Balcony/Terrace
-
Kitchen
US $1,170
/Night
7 Nights - $8,188
See More Family Vacation Rentals in Key West on FVR
Wheelchair Accessible Vacation Homes in Key West
Over 1114+
Wheelchair Accessible Vacation Homes in or Near Key West
House
7.3
(
3 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2185.07 ft²
-
Parking
-
Pool
-
Air Conditioner
-
Internet
US $225
/Night
7 Nights - $1,575
Condo
9.6
(
168 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $249
/Night
7 Nights - $1,742
Bed & Breakfast
9.4
(
1006 Reviews
)
1 Bedroom
1 Bathroom
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
US $224
/Night
7 Nights - $1,567
Condo
10.0
(
164 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1357 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $494
/Night
7 Nights - $3,455
Condo
10.0
(
128 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1357 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $599
/Night
7 Nights - $4,194
Condo
9.8
(
186 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1357 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $487
/Night
7 Nights - $3,408
Condo
9.8
(
170 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1357 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $493
/Night
7 Nights - $3,452
Condo
9.8
(
156 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1357 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $532
/Night
7 Nights - $3,723
Key West Vacation Rentals and Airbnb Places to Stay Under $200
Over 334+
Key West Vacation Rentals and Airbnb Places to Stay Under $200
Apartment
1 Bedroom
1 Bathroom
2 Guests
161.46 ft²
-
Air Conditioner
-
Internet
US $159
/Night
7 Nights - $1,113
Condo
9.4
(
81 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $149
/Night
7 Nights - $1,041
Bed & Breakfast
9.8
(
449 Reviews
)
1 Bedroom
1 Bathroom
-
Hot Tub
-
Breakfast
-
Ocean View
-
Balcony/Terrace
US $141
/Night
7 Nights - $984
Condo
9.8
(
35 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
800 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $173
/Night
7 Nights - $1,209
House
9.6
(
10 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1461 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $196
/Night
7 Nights - $1,375
Cottage
9.8
(
16 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
544 ft²
-
Oceanfront
-
Pool
-
Ocean View
-
Balcony/Terrace
US $170
/Night
7 Nights - $1,188
Condo
9.2
(
69 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
1 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $172
/Night
7 Nights - $1,204
House
9.6
(
82 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
600 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $194
/Night
7 Nights - $1,360
See More Key West Vacation Rental Deals
Instantly Bookable Vacation Homes in Key West
Over 3195+
Instantly Bookable Vacation Homes in or Near Key West
Condo
9.8
(
103 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
700 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $279
/Night
7 Nights - $1,954
Apartment
1 Bedroom
2 Bathrooms
2 Guests
-
Air Conditioner
-
Internet
-
Laundry
-
Bedding/Linens
US $513
/Night
7 Nights - $3,594
House
9.6
(
108 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
1420 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $519
/Night
7 Nights - $3,634
Cottage
10.0
(
80 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Oceanfront
-
Pool
-
Ocean View
-
Balcony/Terrace
US $557
/Night
7 Nights - $3,900
House
10.0
(
44 Reviews
)
1 Bedroom
2 Bathrooms
2 Guests
800 ft²
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $914
/Night
7 Nights - $6,399
Condo
9.0
(
51 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
680 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $209
/Night
7 Nights - $1,462
Condo
10.0
(
63 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
680 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $250
/Night
7 Nights - $1,753
Condo
10.0
(
52 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1770 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $322
/Night
7 Nights - $2,256
See More Key West Short-Term Vacation Rentals
About Key West Vacation Rentals
With more than 50 Key West 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 Key West.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Key West, 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 Key West. Places to stay near Key West are 921.68 ft² on average, with prices averaging US $727 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Key West with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Use these Quick Filters to Find a Vacation Rental in Key West
★ 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 Key West.
Weather in Key West
View the weather forecast for Key West before booking your Key West 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 Key West, FL
Estiavillas offers a large selection of top attractions around Key West. Research things to do on your vacation before you visit Key West.
Duval Street
Smathers Beach
Southernmost Point
Mallory Square
Dry Tortugas National Park
South Beach
Higgs Beach
Key West Harbour
Key West Aquarium
Ernest Hemingway Home and Museum
Fort Zachary Taylor Historic State Park
Key West Butterfly and Nature Conservatory
Saddlebunch Keys
Harry S. Truman Little White House
Key West Shipwreck Museum
Key West Golf Club
Key West Lighthouse and Keeper's Quarters Museum
Ripley's Believe It or Not
Audubon House and Tropical Gardens
Other Places to Stay Near Key West, FL
Key West Historic District
2,135 Properties
Old Town
2,051 Properties
Duval Street
1,578 Properties
Downtown
891 Properties
Uptown - Upper Duval
687 Properties
Historic Seaport
330 Properties
Truman Annex
246 Properties
The Meadows
105 Properties
Meadows
105 Properties
New Town
99 Properties
Bahama Village
64 Properties
Midtown
40 Properties
Complexes around Key West, FL
Key West
123 Properties
Southernmost West
14 Properties
Curry
9 Properties
Bayfront Suites Marina
8 Properties
Downtown Waterfront Dock
5 Properties
Duval Street
5 Properties
Hyatt Windward Pointe
4 Properties
The Grand Maloney Hotel
4 Properties
Atlantic Paradise
3 Properties
Courtyard
3 Properties
Kimpton Lighthouse Hotel Ihg
3 Properties
Linger
3 Properties
Livin
3 Properties
Paradise Place
3 Properties
Parrot Hotel Villas
3 Properties
Key West Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Key West?
There are a lot of options in Key West. If you plan on staying in the Key West area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Key West:
- Two Bedroom Two Bath Poolside Villa Steps from Duval!
- Admirals Gold Key West - Truman Annex Villa - Close to Beach and Duval w Parking and Pool Access
- Poolside Studio Villa Steps from Duval!
- Loft Villa Steps from Duval!
- One Bedroom Deck Villa Steps from Duval!
- VILLA BELLA - AN EXCEPTIONAL 5/4 ISLAND HOME-Convenient to Old Town
- Poolside Queen Room Steps from Duval!
- Poolside King Room Steps from Duval!
- Location In Down Town Key West W/2 Pools, Huge Private Roof Deck & Parking
- Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool
How many vacation rentals have private pools in Key West?
There are 827 vacation rentals with private pools near Key West. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Key West are best for families?
If you are looking for a family-friendly vacation home in Key West, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Key West:
How many vacation rentals are available in Key West?
Currently, the total number of properties listed in 2026 is over 50 in the Key West area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Key West.
