House
10.0(189 Reviews)
2 Bedrooms
6 Guests
Private Pool
Pool
Balcony/Terrace
Kitchen
US $872/Night
7 Nights - US $6,106
Key West Historic District Villa Rentals
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Compare Villas, Resorts, & Rentals in Key West Historic District
10.0
US $953/Night
7 Nights - US $6,673
Apartment
10.0(1 Review)
1 Bedroom
Parking- Pool
- Balcony/Terrace
- Kitchen
US $792/Night
7 Nights - US $5,546
Condo
10.0(173 Reviews)
2 Bedrooms
6 Guests
Oceanfront
Hot Tub- Parking
- Pool
US $599/Night
7 Nights - US $4,191
House
10.0(4 Reviews)
1 Bedroom
3 Guests
View
Pet Friendly
Child Friendly
Security/Safety
US $364/Night
7 Nights - US $2,548
Condo
10.0(171 Reviews)
1 Bedroom
2 Guests
- Hot Tub
- Parking
- Pool
Ocean View
US $568/Night
7 Nights - US $3,973
Condo
10.0(164 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $491/Night
7 Nights - US $3,438
Condo
10.0(152 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $621/Night
7 Nights - US $4,347
House
10.0(139 Reviews)
2 Bedrooms
6 Guests
- Balcony/Terrace
- Kitchen
Air Conditioner
Internet
US $658/Night
7 Nights - US $4,607
Luxury Places to Stay in Key West Historic District
Over 3714+ Luxury Places to Stay in or Near Key West Historic District
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Boat Rental
4 Bedrooms
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
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New
House
2 Bedrooms
4 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
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New
Boat Rental
1 Bedroom
2 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Laundry
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Boat Rental
6 Bedrooms
12 Guests
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $7,602/Night
7 Nights - US $53,214
House
10.0(14 Reviews)
11 Bedrooms
20 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $6,519/Night
7 Nights - US $45,632
Top-Rated Villas with a Pool in Key West Historic District
Over 2582+ Top-Rated Private Villas with a Pool in or Near Key West Historic District
House
10.0(251 Reviews)
3 Bedrooms
8 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $661/Night
7 Nights - US $4,624
House
10.0(218 Reviews)
3 Bedrooms
8 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $576/Night
7 Nights - US $4,029
Condo
10.0(154 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $571/Night
7 Nights - US $3,998
House
10.0(153 Reviews)
5 Bedrooms
12 Guests
- Private Pool
- Oceanfront
Breakfast- Parking
US $1,568/Night
7 Nights - US $10,976
House
10.0(144 Reviews)
5 Bedrooms
12 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,763/Night
7 Nights - US $12,341
Condo
10.0(129 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $600/Night
7 Nights - US $4,197
House
10.0(117 Reviews)
3 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $673/Night
7 Nights - US $4,709
House
10.0(111 Reviews)
1 Bedroom
2 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $341/Night
7 Nights - US $2,384
Condo
10.0(108 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $379/Night
7 Nights - US $2,653
Pet-Friendly Villas in Key West Historic District
Over 1207+ Pet-Friendly Private Villas in or Near Key West Historic District
Apartment
10.0(99 Reviews)
1 Bedroom
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $332/Night
7 Nights - US $2,327
US $1,339/Night
7 Nights - US $9,373
House
10.0(1 Review)
1 Bedroom
- Parking
- Balcony/Terrace
- Internet
- Pet Friendly
US $1,451/Night
7 Nights - US $10,159
Condo
10.0(76 Reviews)
1 Bedroom
4 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $518/Night
7 Nights - US $3,623
House
10.0(2 Reviews)
6 Bedrooms
16 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $1,896/Night
7 Nights - US $13,269
Condo
10.0(69 Reviews)
2 Bedrooms
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $744/Night
7 Nights - US $5,205
House
10.0(42 Reviews)
2 Bedrooms
8 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $672/Night
7 Nights - US $4,707
House
10.0(40 Reviews)
2 Bedrooms
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $1,321/Night
7 Nights - US $9,246
Condo
10.0(35 Reviews)
2 Bedrooms
6 Guests
- Pool
- Kitchen
- Internet
- Pet Friendly
US $482/Night
7 Nights - US $3,375
Large Private Villas in Key West Historic District
Over 365+ Large Villas in or Near Key West Historic District for Groups and Families
Villa
10.0(66 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $632/Night
7 Nights - US $4,427
House
10.0(3 Reviews)
4 Bedrooms
12 Guests
- Internet
- Child Friendly
- Laundry
- Security/Safety
US $2,492/Night
7 Nights - US $17,441
Villa
7.4(3 Reviews)
1 Bedroom
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $421/Night
7 Nights - US $2,947
Villa
10.0(25 Reviews)
1 Bedroom
2 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $312/Night
7 Nights - US $2,185
House
10.0(2 Reviews)
6 Bedrooms
14 Guests
- Parking
- Pool
- View
- Air Conditioner
US $1,413/Night
7 Nights - US $9,894
Villa
10.0(22 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Breakfast
- Parking
- Pool
US $503/Night
7 Nights - US $3,520
Villa
10.0(10 Reviews)
1 Bedroom
4 Guests
- Hot Tub
- Breakfast
- Parking
- Pool
US $506/Night
7 Nights - US $3,541
Villa
10.0(3 Reviews)
1 Bedroom
2 Guests
- Hot Tub
- Breakfast
- Parking
- Pool
US $367/Night
7 Nights - US $2,570
House
10.0(2 Reviews)
2 Bedrooms
14 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,566/Night
7 Nights - US $10,959
Wheelchair Accessible Holiday Homes in Key West Historic District
Over 762+ Wheelchair Accessible Villas and Holiday Homes in or Near Key West Historic District
Condo
10.0(74 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $345/Night
7 Nights - US $2,418
House
10.0(1 Review)
2 Bedrooms
4 Guests
- Pool
- Balcony/Terrace
- View
- Air Conditioner
US $474/Night
7 Nights - US $3,318
US $330/Night
7 Nights - US $2,313
US $703/Night
7 Nights - US $4,918
Apartment
10.0(1 Review)
2 Bedrooms
6 Guests
- Parking
- Ocean View
- View
- Air Conditioner
US $276/Night
7 Nights - US $1,932
Condo
10.0(37 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
Spa
US $633/Night
7 Nights - US $4,430
Condo
10.0(33 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $568/Night
7 Nights - US $3,974
Condo
10.0(26 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $459/Night
7 Nights - US $3,210
Condo
10.0(25 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $375/Night
7 Nights - US $2,623
Key West Historic District Villas, Airbnb and Holiday Homes Under $200
Over 213+ Key West Historic District Private Villas, Airbnb and Holiday Homes Under $200
Apartment
10.0(28 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $141/Night
7 Nights - US $987
US $190/Night
7 Nights - US $1,330
House
9.8(548 Reviews)
1 Bedroom
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $190/Night
7 Nights - US $1,331
House
10.0(12 Reviews)
1 Bedroom
2 Guests
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $163/Night
7 Nights - US $1,142
Bed & Breakfast
9.0(1414 Reviews)
11 Bedrooms
18 Guests
- Balcony/Terrace
- View
- Air Conditioner
- Internet
US $199/Night
7 Nights - US $1,393
House
10.0(11 Reviews)
1 Bedroom
4 Guests
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $174/Night
7 Nights - US $1,219
House
10.0(10 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $195/Night
7 Nights - US $1,368
House
10.0(9 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $174/Night
7 Nights - US $1,221
Apartment
10.0(6 Reviews)
1 Bedroom
2 Guests
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $150/Night
7 Nights - US $1,052
Instantly Bookable Villa Rentals in Key West Historic District
Over 2336+ Instantly Bookable Private Villas in or Near Key West Historic District
House
10.0(135 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $785/Night
7 Nights - US $5,497
US $937/Night
7 Nights - US $6,560
House
10.0(107 Reviews)
1 Bedroom
2 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $327/Night
7 Nights - US $2,291
Apartment
10.0(93 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- View
US $791/Night
7 Nights - US $5,540
Apartment
10.0(81 Reviews)
1 Bedroom
4 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $478/Night
7 Nights - US $3,348
Cottage
10.0(80 Reviews)
1 Bedroom
2 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
US $802/Night
7 Nights - US $5,611
House
10.0(79 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $646/Night
7 Nights - US $4,520
Apartment
10.0(66 Reviews)
1 Bedroom
4 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $488/Night
7 Nights - US $3,418
House
10.0(60 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $1,273/Night
7 Nights - US $8,910
Book a Last Minute Place to Stay in Key West Historic District
About Key West Historic District Vacation Rentals
There are more than 3723 incredible getaway rentals that are available in Key West Historic District. 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 Key West Historic District.
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 Key West Historic District, 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 Key West Historic District. Places to stay near Key West Historic District are 720.6 ft² on average, with prices averaging US $802 a night.
BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Key West Historic District. 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 Key West Historic District, FL
There are 329 hotels in Key West Historic District 182 resorts, and 2345 rentals
- Prices for a holiday home in Key West Historic District start at US $114
- Top rated vacation home in Key West Historic District is Casa Capri Beautiful Tropical with 3 King Suites - 2 miles to beach
- Most popular short term in Key West Historic District is Blue Marlin Motel
- Cheapest place to stay in Key West Historic District is The Garden House
- Most expensive holiday rental in Key West Historic District is Beachfront Key West + Free Breakfast, Bar & Pool
Recently Booked Hotels, Resorts, or Rentals in Key West Historic District
Frequently Asked Questions About Key West Historic District?
What are the top hotels or resorts in Key West Historic District?
We provide an array of great vacation destinations in Key West Historic District. If you are looking to stay in or around the Key West Historic District 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 Key West Historic District:
- Casa Capri Beautiful Tropical with 3 King Suites - 2 miles to beach
- Casa Calypso- Beautiful Tropical 3 KING Beds, 3 baths - 2 miles to beach
- Everything Key West has to offer @ Mango Cottage
- Key West Beachfront Luxury 2/2 Condo A212
- Your Condo by the Beach with Ocean View
- *FOLLOW THE SUN* Ocean Condo/Pool & Tennis + Last Key White Glove Service.
- 'Oceanside Oasis' Direct Ocean Views & 3 BR'S
- NEW PRICING: DRIVE TO YOUR GETAWAY - BIG Pool, Steps to Beach & Free Parking
- La Brisa - Ocean Views Across from Smathers Beach
- *CASA VICTORIA @ OLD TOWN* Home & Pool + Last Key White Glove Service.
How many vacation rentals have private pools in Key West Historic District?
We have 582 luxury villas and vacation rentals featuriung a private pool in and near Key West Historic District. Some of the best destinations to stay that feature or have access to a swimming pool are:
Which hotel or resort in Key West Historic District is best for families?
Searching for a family-friendly getaway in Key West Historic District? 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 Key West Historic District?
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 3723 in the Key West Historic District 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 Key West Historic District.
Nearby Neighborhood (9)
| Neighborhood | Property Count |
|---|---|
| Old Town Rental Villas and Private Getaways in Key West, Florida | 1988 |
| Downtown Rental Villas and Private Getaways in Key West, Florida | 851 |
| Uptown - Upper Duval Rental Villas and Private Getaways in Key West, Florida | 696 |
| Historic Seaport Rental Villas and Private Getaways in Key West, Florida | 311 |
| Truman Annex Rental Villas and Private Getaways in Key West, Florida | 222 |
| The Meadows Rental Villas and Private Getaways in Key West, Florida | 92 |
| Bahama Village Rental Villas and Private Getaways in Key West, Florida | 57 |
| White St. Gallery Rental Villas and Private Getaways in Key West, Florida | 4477 |
| White Street Gallery District Rental Villas and Private Getaways in Key West, Florida | 4473 |
