hundredroomsby Holidu
List your property

Florida keys, florida, usa

3,341 accommodations found

Barefoot Bungalow~2 Bedroom, 2 Bathroom Home w/ Office, Pool and Tiki Hut!

Sleeps 6 pers.
2 bedrooms
1,270 ft²
YardTerraceInternet
FREE cancellation
9.7 · Fantastic
12 reviews
from
$279
per night
Book on Vrbo

Private and Exclusive Beach Getaway

200 yd to the beach
Sleeps 8 pers.
3 bedrooms
2,314 ft²
BalconyYardParkingInternet
FREE cancellation
10 · Fantastic
from
$1,936
per night
Book on Vrbo
Secure dataPowered by HoliduReliable service

The Bartlum Luxury Studio In Prime Location

Sleeps 4 pers.
1 bedroom
BalconyTerraceKitchenInternet
FREE cancellation
9.5 · Fantastic
31 reviews
from
$145
per night

( #3)Beautiful 4 Bed 3 Bath Pool Home w Free Dock

150 yd to the beach
Sleeps 10 pers.
4 bedrooms
18,299 ft²
PoolBalconyYardKitchen
3 more units available
FREE cancellation
9.7 · Fantastic
137 reviews
from
$270
per night

Parking, Pet Friendly, Pool & Dock - Aquaria House

Sleeps 10 pers.
4 bedrooms
2,325 ft²
PoolBalconyParkingInternet
FREE cancellation
9.8 · Fantastic
24 reviews
from
$1,502
per night
Book on Vrbo

Mesa House Uno by Brightwild Perfect Location

Sleeps 4 pers.
1 bedroom
BalconyTerraceKitchenInternet
FREE cancellation
from
$224
per night

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

5.2 mi to the beach
Sleeps 4 pers.
2 bedrooms
743 ft²
TerraceInternet
FREE cancellation
7.9 · Good
37 reviews
from
$192
per night
Book on Vrbo

Seaport Sanctuary ~ Come and Enjoy this Romantic & Lovely Couples Hideaway!

Sleeps 4 pers.
1 bedroom
420 ft²
PoolTerraceInternet
FREE cancellation
8.7 · Very good
3 reviews
from
$140
per night
Book on Vrbo

Colony Calypso - A quaint 1 Bedroom Cottage just two blocks to Duval

Sleeps 4 pers.
1 bedroom
517 ft²
PoolYardTerraceInternet
FREE cancellation
9.3 · Fantastic
49 reviews
from
$361
per night
Book on Vrbo

Sugar Palm Studio ~ Adult Only Studio w/Community Pool & Close to Town!

Sleeps 2 pers.
1 bedroom
PoolYardTerraceParking
5 more units available
FREE cancellation
9.6 · Fantastic
230 reviews
from
$270
per night
Book on Vrbo

Exclusive Key West Beach Front - 2Br Luxury Condo w/Gym and Pool Access

Sleeps 6 pers.
2 bedrooms
1,894 ft²
PoolBalconyParkingInternet
9.1 · Fantastic
35 reviews
from
$590
per night
Book on Vrbo

Direct Oceanfront Cottage-Sunrise View- #2,

Sleeps 4 pers.
2 bedrooms
850 ft²
YardTerraceParkingInternet
FREE cancellation
8.7 · Very good
138 reviews
from
$192
per night
Book on Vrbo

(# 6)Waterfront Beautiful 4 Bed 3 Bath Pool Home

150 yd to the beach
Sleeps 10 pers.
4 bedrooms
17,222 ft²
PoolBalconyYardTerrace
2 more units available
FREE cancellation
9.6 · Fantastic
131 reviews
from
$485
per night

Oceanside Vacation Townhome - Sleeps 11

Sleeps 11 pers.
4 bedrooms
1,496 ft²
PoolBalconyYardParking
9.0 · Fantastic
26 reviews
from
$864
per night
Book on Vrbo

Tides On Simonton ~ Perfectly located Condominium just off Duval!

Sleeps 4 pers.
1 bedroom
474 ft²
Internet
FREE cancellation
9.2 · Fantastic
85 reviews
from
$274
per night
Book on Vrbo

New Pricing: Drive To Your Getaway - Big Pool, Steps to Beach & Free Parking

Sleeps 12 pers.
5 bedrooms
2,691 ft²
PoolBalconyYardParking
FREE cancellation
9.8 · Fantastic
85 reviews
from
$1,747
per night
Book on Vrbo

Aqua Lodge Houseboat \"Captain's Quarters\"

Sleeps 4 pers.
2 bedrooms
PoolTerraceInternet
FREE cancellation
9.5 · Fantastic
12 reviews
from
$447
per night
Book on Vrbo

Sky Loft by Brightwild Penthouse in Prime Spot

Sleeps 4 pers.
1 bedroom
PoolBalconyTerraceKitchen
FREE cancellation
9.5 · Fantastic
21 reviews
from
$278
per night

The Barbados Balcony Pool View

Sleeps 6 pers.
2 bedrooms
PoolBalconyTerraceParking
FREE cancellation
9.0 · Fantastic
23 reviews
from
$213
per night

Isla Bella Beach Resort

1.2 mi to the beach
Sleeps 2 pers.
1 bedroom
1,798 ft²
PoolBalconyParkingInternet
9 more units available
FREE cancellation
from
$346
per night

Capmar House by Brightwild Huge Home Pool

Sleeps 10 pers.
4 bedrooms
BalconyYardTerraceParking
FREE cancellation
9.7 · Fantastic
24 reviews
from
$1,015
per night

Perfect little paradise spot in key largo Florida. (lot 15)

Sleeps 6 pers.
2 bedrooms
549 ft²
PoolParkingInternet
FREE cancellation
9.1 · Fantastic
24 reviews
from
$221
per night
Book on Vrbo

~ Solaris Cottage ~ Live like a local in this bright and cozy retreat.

Sleeps 2 pers.
1 bedroom
527 ft²
YardTerraceInternet
2 more units available
9.6 · Fantastic
131 reviews
from
$344
per night
Book on Vrbo

(#1)Beautiful 4 Bed 3 Bath Pool Home w Free Dock

150 yd to the beach
Sleeps 10 pers.
4 bedrooms
1,690 ft²
PoolBalconyYardTerrace
FREE cancellation
9.7 · Fantastic
38 reviews
from
$240
per night

Aqua Lodge Houseboat \"Sea Turtle\"

Sleeps 2 pers.
1 bedroom
PoolTerraceParkingInternet
FREE cancellation
9.3 · Fantastic
20 reviews
from
$360
per night
Book on Vrbo

Spindrift House by Brightwild Huge Pool Dock

Sleeps 12 pers.
4 bedrooms
BalconyTerraceParkingKitchen
FREE cancellation
9.8 · Fantastic
23 reviews
from
$1,015
per night

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

5.1 mi to the beach
Sleeps 4 pers.
2 bedrooms
743 ft²
PoolTerraceInternet
FREE cancellation
9.0 · Fantastic
67 reviews
from
$500
per night
Book on Vrbo

By the Beautiful Sea - Key West Beach Front Condo - w Pool Access

Sleeps 6 pers.
3 bedrooms
1,389 ft²
PoolSaunaHot tubBalcony
9.2 · Fantastic
49 reviews
from
$711
per night
Book on Vrbo

Sky Suite on Duval by Brightwild Condo w Balcony

Sleeps 6 pers.
2 bedrooms
BalconyTerraceParkingKitchen
2 more units available
FREE cancellation
9.9 · Fantastic
56 reviews
from
$461
per night

Marina Village

6.5 mi to the beach
Sleeps 2 pers.
1 bedroom
1,227 ft²
PoolSaunaBalconyParking
7 more units available
FREE cancellation
from
$402
per night

Loading…