Hotels with Outdoor Pools

The Capitana Key West

2401 North Roosevelt Boulevard, FL 33040
The Capitana Key West
Top Pick
90.0 (3,017)
Balcony Fridge Pet Friendly
Outdoor pool (year-round)

Available Room

King Room with Balcony
Sleeps 2 398 sq ft
Check-in: 4:00 PM
Check-out: 11:00 AM
Parking: Free
Min Age: 21
Starting from $263/night

Blue Marlin Motel

1320 Simonton Street, FL 33040
Blue Marlin Motel
Top Pick
88.0 (4,651)
Fridge
Outdoor pool

Available Room

Queen Room with Two Queen Beds
Sleeps 2 301 sq ft
Check-in: 3:00 PM
Check-out: 11:00 AM
Parking: $15/day
Starting from $212/night

Courtney’s Place Historic Cottages & Inns

720 Whitmarsh Lane, FL 33040
Courtney’s Place Historic Cottages & Inns
Top Pick
88.0 (1,274)
Fridge Pet Friendly
Outdoor pool (year-round)

Available Room

Queen Room with Private Porch (Unit C15)
Sleeps 2 161 sq ft
Check-in: 3:00 PM
Check-out: 11:00 AM
Parking: Free
Min Age: 25
Starting from $325/night

Truman Hotel

611 Truman Avenue, FL 33040
Truman Hotel
89.0 (3,414)
Outdoor pool (year-round)
Check-in: 3:00 PM
Check-out: 12:00 PM
Parking: $20/day
Min Age: 25

Harborside Motel & Marina

903 Eisenhower Dr, FL 33040
Harborside Motel & Marina
Budget Pick
85.0 (1,354)
Fridge
Outdoor pool (year-round) Fenced pool

Available Room

King Room
Sleeps 2 172 sq ft
Check-in: 4:00 PM
Check-out: 11:00 AM
Parking: Free
Min Age: 21
Starting from $222/night

The Casablanca Hotel

904 Duval Street, FL 33040
The Casablanca Hotel
90.0 (526)
Fridge
Outdoor pool (year-round)

Available Room

King Room
Sleeps 2 248 sq ft
Check-in: 3:00 PM
Check-out: 11:00 AM
Min Age: 21
Starting from $332/night