Find Hotels with an Outdoor Pool in Truman Annex, FL

Start date: Check-in selected.
To Date
End date: Check-out

    Upfront pricing

    Our total price for your stay includes taxes and fees

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

    Be picky

    Search almost a million properties worldwide

Check availability on Truman Annex Hotels with an Outdoor Pool

Top Truman Annex Hotels with an Outdoor Pool

Premium bedding, iron/ironing board, free WiFi, bed sheets
Weatherstation Inn
Weatherstation Inn
2.5 star property
9.4 out of 10, Exceptional, (973)
"Excellent place to stay, walking distance to historic downtown area. Quaint Room at this historical building was very clean and our check-in was very efficient and friendly. Nice property with parking safely gated for protection. Would definetly stay here again. "
John
$169 nightly
The price is $190
Oct 28 - Oct 29
Total with taxes and fees
Weatherstation Inn
Exterior
Hyatt Vacation Club at Sunset Harbor, Key West
Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
8.4 out of 10, Very Good, (314)
"Great hotel with excellent location "
Rony
$268 nightly
The price is $301
Nov 18 - Nov 19
Total with taxes and fees
Hyatt Vacation Club at Sunset Harbor, Key West
Outdoor pool, open 6:00 AM to 10:00 PM, cabanas (surcharge)
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection
3.5 star property
7.8 out of 10, Good, (1110)
"Very nice hotel."
Andrew
$118 nightly
The price is $132
Oct 26 - Oct 27
Total with taxes and fees
Hilton Garden Inn Key West / The Keys Collection
2 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)
Blue Flamingo Resort Key West
Blue Flamingo Resort Key West
4.0 star property
8.0 out of 10, Very Good, (1624)
"We loved this resort and will be back!"
Daven
$143 nightly
The price is $160
Oct 19 - Oct 20
Total with taxes and fees
Blue Flamingo Resort Key West
Daily cooked-to-order breakfast for a fee
Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
8.8 out of 10, Excellent, (1737)
"Great hotel"
Jonathan
$189 nightly
The price is $212
Oct 28 - Oct 29
Total with taxes and fees
Oceans Edge Key West Resort, Hotel & Marina
Restaurant
Sugar Loaf Lodge
Sugar Loaf Lodge
2.5 star property
8.2 out of 10, Very Good, (1002)
"Nice family owned spot. "
Terry
$119 nightly
The price is $134
Oct 27 - Oct 28
Total with taxes and fees
Sugar Loaf Lodge
Beach nearby, white sand
Margaritaville Beach House Key West
Margaritaville Beach House Key West
4.0 star property
8.8 out of 10, Excellent, (1781)
"Wonderful place "
Kesha
$235 nightly
The price is $264
Nov 18 - Nov 19
Total with taxes and fees
Margaritaville Beach House Key West
Waterfront King Guest Room | Exterior
Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
4.0 star property
9.0 out of 10, Wonderful, (1130)
"Nice spacious rooms; shuttle service was great; loved the garden pool area; very convenient location and staff was so helpful! Would definitely stay there again. "
Tiffany
$194 nightly
The price is $218
Nov 16 - Nov 17
Total with taxes and fees
Parrot Key Hotel & Villas
Cottage, 2 Bedrooms (Royal Poinciana) | Terrace/patio
Paradise Inn Key West - Adults Only
Paradise Inn Key West - Adults Only
3.5 star property
9.2 out of 10, Wonderful, (1011)
"Great place to stay "
Noel
$130 nightly
The price is $146
Oct 26 - Oct 27
Total with taxes and fees
Paradise Inn Key West - Adults Only
Courtyard
The Southernmost Inn - Adults Only
The Southernmost Inn - Adults Only
3.0 star property
8.2 out of 10, Very Good, (1173)
"Great area, amenities are great"
Luis Armando
$138 nightly
The price is $155
Oct 27 - Oct 28
Total with taxes and fees
The Southernmost Inn - Adults Only
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Truman Annex Hotel Reviews

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

10/10 Excellent
"."
Leslie 3-night trip
Posted 9 hours ago
La Concha Key West, Autograph Collection

Explore a world of travel with Expedia