Explore Jackson Square Wedding-Friendly Rentals
Condo
10.0Exceptional
(10 Reviews)
2 Bedrooms
1 Bath
6 Guests
550 ft²
Pool
Balcony/Terrace
Kitchen
Air Conditioner
US $790/Night
7 Nights - US $5,532
House
10.0Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
8 Guests
2002.09 ft²
Breakfast
Parking- Pool
View
US $953/Night
7 Nights - US $6,673
House
- Key West
- ·
- Key West Historic District
- 0.31 mi to center
9.8Exceptional
(134 Reviews)
1 Bedroom
1 Bath
- Pool
Ocean View- Balcony/Terrace
- View
US $337/Night
7 Nights - US $2,359
Apartment
10.0Exceptional
(8 Reviews)
1 Bedroom
1 Bath
4 Guests
400 ft²
Private Pool
Oceanfront- Pool
- Ocean View
US $287/Night
7 Nights - US $2,007
House
- Key West
- ·
- Uptown - Upper Duval
- 0.06 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
3 Guests
398.26 ft²
Pet Friendly
Child Friendly
Security/Safety
US $364/Night
7 Nights - US $2,548
Bed & Breakfast
9.4Exceptional
(1045 Reviews)
1 Bedroom
1 Bath
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $132/Night
7 Nights - US $921
Apartment
10.0Exceptional
(6 Reviews)
1 Bedroom
1 Bath
4 Guests
400 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $281/Night
7 Nights - US $1,964
House
- Key West
- ·
- Historic Seaport
- 0.28 mi to center
10.0Exceptional
(3 Reviews)
4 Bedrooms
4 Baths
12 Guests
2346.53 ft²
Internet- Child Friendly
Laundry- Security/Safety
US $2,693/Night
7 Nights - US $18,854
House
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
900 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $1,225/Night
7 Nights - US $8,574
Apartment
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
6 Guests
645.83 ft²
- Parking
- Pool
- View
- Air Conditioner
US $1,339/Night
7 Nights - US $9,373
Apartment
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
8 Guests
800 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $472/Night
7 Nights - US $3,306
House
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
1496.18 ft²
- Breakfast
- Parking
- Pool
- View
US $891/Night
7 Nights - US $6,236
Apartment
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
400 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $303/Night
7 Nights - US $2,123
Condo
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
8 Guests
800 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $488/Night
7 Nights - US $3,413
House
- Key West
- ·
- Uptown - Upper Duval
- 0.06 mi to center
9.8Exceptional
(157 Reviews)
2 Bedrooms
2 Baths
4 Guests
940 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $467/Night
7 Nights - US $3,269
Cottage
9.8Exceptional
(156 Reviews)
1 Bedroom
1 Bath
2 Guests
553 ft²
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $357/Night
7 Nights - US $2,500
Condo
- Key West
- ·
- Historic Seaport
- 0.14 mi to center
9.8Exceptional
(144 Reviews)
2 Bedrooms
2 Baths
4 Guests
450 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $445/Night
7 Nights - US $3,118
Cottage
9.8Exceptional
(118 Reviews)
1 Bedroom
1 Bath
4 Guests
525 ft²
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $436/Night
7 Nights - US $3,053
House
9.8Exceptional
(61 Reviews)
1 Bedroom
1 Bath
4 Guests
273 ft²
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,021/Night
7 Nights - US $7,145
Condo
9.8Exceptional
(14 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $558/Night
7 Nights - US $3,906
Condo
- Key West
- ·
- Historic Seaport
- 0.16 mi to center
9.6Exceptional
(159 Reviews)
2 Bedrooms
2 Baths
4 Guests
500 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $471/Night
7 Nights - US $3,297
Condo
9.6Exceptional
(100 Reviews)
2 Bedrooms
2 Baths
5 Guests
1350 ft²
- Oceanfront
Hot Tub- Parking
- Pool
US $695/Night
7 Nights - US $4,862
Condo
- Key West
- ·
- Historic Seaport
- 0.14 mi to center
9.6Exceptional
(80 Reviews)
1 Bedroom
1 Bath
4 Guests
600 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $382/Night
7 Nights - US $2,675
Contact a Jackson Square Wedding Specialist
Interested in finding the perfect accommodations for you and your wedding group? Let one of our Jackson Square Wedding Specialists help you get the best rates possible - it's free!
Explore Jackson Square’s Top Attractions
Contact a Jackson Square Wedding Specialist
Interested in finding the perfect accommodations for you and your wedding group? Let one of our Jackson Square Wedding Specialists help you get the best rates possible - it's free!
