Updating...

Enter dates for more accurate prices

Key West Rentals with Pools

Filter

Key West Rentals with Pools

281 vacation rentals

Steps to Duval, Old Town Charm -Grand Bahama Suite

Key West apartment

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 11 minutes

1 / 11

Casa Del Sol, a Key West Vacation (Truman Annex)

Key West house

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 21 minutes

1 / 26

Spectacular Atlantic Ocean View Condo (MONTHLY)

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

1 / 26

Best Location, 1/2 Block to Duval, Bimini Suite

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 11 minutes

1 / 17

Sunrise At Seaside Condo 2 bedroom 2 bath

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 38 minutes

1 / 12

Tropical Escape

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 5

1 / 26

Key West Condo close to the Ocean

Key West condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 24 minutes

1 / 48

1/2 Block to Duval, World of its own -Nassau Suite

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 11 minutes

1 / 17

Center of It All - Paradise Island Suite

Key West apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 11 minutes

1 / 14

Key West Florida Beachfront Condo

Key West condo

2 bedrooms / 2 bathrooms / sleeps 6

1 / 22

PARKING,2bd/2bth,20yrd TO DUVAL,FREE OLD TOWN SHUTTLE,MAJOR ATTRACTIONS NEARBY

Key West house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 30 minutes

1 / 41

Shelleys Rooftop Hideaway

Key West apartment

2 bedrooms / 3 bathrooms / sleeps 4

1 / 15

Houseboat Trawler MV Coconuts: Once in a Lifetime Vacation With Pool Access

Key West house

3 bedrooms / 2 bathrooms / sleeps 8

1 / 27

Key West Beachfront Luxury 2/2 Condo A212 No Hurricane Damage

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 6 minutes

1 / 39

Kemp House

Key West house

3 bedrooms / 4 bathrooms / sleeps 6

1 / 25

Key West Harbour Oceanfront Suites #2

Key West apartment

2 bedrooms / 3 bathrooms / sleeps 5

1 / 26

Comfy Family Home in a Gorgeous Gated Community

Key West townhouse

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 32 minutes

1 / 12

Luxury Rental Old Town Key West Close to Beach. Private Heated Pool

Key West house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 16 minutes

1 / 24

Duval On The Square

Key West house

2 bedrooms / 2 bathrooms / sleeps 6

1 / 21

Real World MTV House Key West

Key West house

10 bedrooms / 6 bathrooms / sleeps 22

Responds fast! avg. 2 hours 1 minutes

1 / 291

Key West Gulf front Home with private dock and pool.

Key West house

3 bedrooms / 3 bathrooms / sleeps 6

1 / 29

Poinciana House

Key West house

1 bedroom / 2 bathrooms / sleeps 4

1 / 25

Mid Town Key West hideaway Vacation Rental

Key West villa

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 16 minutes

1 / 22

Coconut Beach

Key West apartment

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 28 minutes

1 / 6

Garden Oasis at Truman Annex

Key West condo

2 bedrooms / 1 bathroom / sleeps 4

1 / 6

A Touch Of Havana In Key West

Key West condo

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 15 minutes

1 / 19

The Prive

Key West house

2 bedrooms / 2 bathrooms / sleeps 4

1 / 25

1BR Restored Conch House w/ Pool & Deck

Key West house

1 bedroom / 1 bathroom / sleeps 3

1 / 24

President's Walk

Key West house

2 bedrooms / 1 bathroom / sleeps 4

1 / 24

Leeward Isle Key West Retreat

Key West house

2 bedrooms / 2 bathrooms / sleeps 4

1 / 24

Island Style

Key West house

4 bedrooms / 3 bathrooms / sleeps 8

1 / 25

Sunrise at Seaside Condo 2 Bedroom

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 38 minutes

1 / 18

Emma's Escape

Key West apartment

2 bedrooms / 1 bathroom / sleeps 4

1 / 23

Oceanfront 2 Bedroom 2 Bath Condo Key West Florida

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

1 / 17

Amelia Home

Key West house

2 bedrooms / 2 bathrooms / sleeps 6

1 / 24

Henry's Piece Of Paradise On The Ocean In Key West

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 5

1 / 13

Artist Garden

Key West house

2 bedrooms / 2 bathrooms / sleeps 6

1 / 24

Isle Of View II

Key West boathouse

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 21 minutes

1 / 24
Viewing 38 of 281
Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more