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Swimming pool
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City breaks
Skiing – property near ski resort
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113 house rentals

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Ocean View Estate with Private Pool 15 minutes from Key West

Cudjoe Key house

4 bedrooms
2 bathrooms

sleeps 10

“This vacation home has everything you need.” This home has all the amenities you could possibly need inside and out. Very quiet and secure with a great covered porch where we spent much of our time (we had 7 in our group). Plenty of towels and miscellaneous supplies. It was very easy to book and communicate with the owners. They responded promptly to any questions.

Responds fast! avg. 2 hours 26 minutes

Match: Swing set or jungle gym Swimming pool

All filters match

Price per night from

$602

Lovely 2 bedroom, 2 bath condo at La Brisa.

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$161

Key West, Private Beach, Fishing Pier, Old Town, Galleon Resort

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 56 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$494

OLD TOWN, 2 Bedrm, Pool, Fully Equipped Kitchen, Wrap around private porch, W/D

Key West apartment

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$167

Island Suite @ KW Vacation

Key West apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$403

Comfy Family Home in a Gorgeous Gated Community

Key West townhouse

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$344

Bungalows at Sugarloaf Beach - The Lighthouse

Sugarloaf Key house

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$1,144

Key West Lighthouse Suite Duval St. and Pool

Key West cottage

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 1 hour 30 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$401

Sombrero Reef Lighthouse Suite Duval St. and Pool

Key West condo

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 1 hour 30 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$430

Tortugas Harbor Lighthouse Suite Duval St. and Pool

Key West condo

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 1 hour 30 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$430

Sunshine suit (2/2 apartment)

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$524

Alligator Reef Lighthouse Suite Duval St. and Pool

Key West condo

2 bedrooms
1 bathroom

sleeps 6

Responds fast! avg. 1 hour 30 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$687

A Change in Latitudes - TRUMAN ANNEX

Key West condo

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$173

Yellow vacation home, water view, boat dock, heated private pool.

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$478

Blue vacation home, water front, boat dock, heated private Pool.

Summerland Key house

4 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$558

Blue Palms Retreat. ocean front w/pool and dock for your boat.

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$575

Key West Gulf front Home with private dock and pool.

Key West house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$483

Beautiful quiet neighborhood. Sunsets! Huge Pool!

Sugarloaf Key house

4 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 30 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$321

Reel Paradise

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$287

The Helms House

Summerland Key house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$288

Key West Bayfront Paradise - House and Private Pool! Steps from shops and food

Key West house

4 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$615

Pirates Paradise

Cudjoe Key house

3 bedrooms
4 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$435

Lighthouse Suites Collection Duval St. and Pool

Key West house

7 bedrooms
5 bathrooms

sleeps 20

Responds fast! avg. 1 hour 30 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$2,863

One-bedroom time share suite in the heart of Old Key West

Key West condo

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 29 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$340

Lobster Lagoon

Stock Island house

4 bedrooms
4 bathrooms

sleeps 9

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$978

Coral Hammock Poolside Home 3 bdrm 3 bath10 minute drive to Old Town Key West

Key West house

3 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$859

Luxury Condominium in Old Town | Monthly Rental at Steamplant Key West

Key West condo

3 bedrooms
4 bathrooms

sleeps 8

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$317

Acreage Multi-Million Dollar Beachfront Mansion w/ Pool & Billiards

Summerland Key house

4 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$1,725

Cozy Key West Hideaway with a Pool, Digital Workspace, and Privacy

Key West house

2 bedrooms
1 bathroom

sleeps 5

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$345

Sunrise at Seaside Condo 2 Bedroom

Key West apartment

2 bedrooms
2 bathrooms

sleeps 5

“Key West Adventure” We were two couples on our first visit to explore the keys. The condo was nice for four people. Not fancy but adequate. Could use a little updating to make it nicer. Located quite aways from Duval atreet and the action. Uber costs about $20 one way to get downtown. Too far to walk. The pool was amazing. No complaints.

Responds fast! avg. 2 hours 41 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$344