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Wireless Internet
Air conditioning
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Cot available
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Beach or lakeside relaxation
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284 house rentals

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Clean Keys 3/3 w/Davits Clear Canal Bay Side/Views Fenced 2Level Tavernier Home

Tavernier house

3 bedrooms
3 bathrooms

sleeps 12

Match: Ceiling Fans Private outdoor pool (unheated)

All filters match

Price per night from

$247

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

Key West condo

3 bedrooms
4 bathrooms

sleeps 8

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$315

$145 per night for months of Sep-Nov on Canal (fits 25-28 ft boat) and Pool.

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 8

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$258

6 bedroom Duval Street Compound - Pool, Hot Tub, 2 parking spots - A++ Location

Key West villa

6 bedrooms
7 bathrooms

sleeps 16

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$2,004

Harbor Walk Hideaways

Key West b&b

4 bedrooms
3 bathrooms

sleeps 8

“Location, Location, Location” We were a group of 8 and rented the entire compound! The place was in an amazing location that was easily accessible to everything. We had everything we needed onsite and if we had any questions, Phyllis was always just a phone call away. The music and talking at night from the cigar lounge was a bit loud, but nothing we couldn't tolerate. The only suggestion I'd make is to buy an ionizer for the first two units to help with the cigar smell....again, nothing intolerable, but could make a world of difference. Can't wait to come back for another visit! THANK YOU!

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$1,300

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: Ceiling Fans Private outdoor pool (unheated)

All filters match

Price per night from

$602

Key Largo Ocean Front Villa with Dock and Incredible views

Key Largo villa

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 20 minutes

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$458

Large Waterfront 4 balcony Key Largo Townhouse with Oceanfront Dock

Key Largo townhouse

3 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 2 hours 20 minutes

Match: Ceiling Fans Private outdoor pool (unheated)

All filters match

Price per night from

$401

Key West House

Key West house

2 bedrooms
3 bathrooms

sleeps 6

Match: Ceiling Fans Private outdoor pool (unheated)

All filters match

Price per night from

$687

Island Time on Cudjoe Key! 20 miles from Key West. Quick open water access.

Cudjoe Key house

4 bedrooms
4 bathrooms

sleeps 8

Match: Ceiling Fans Private outdoor pool (unheated)

All filters match

Price per night from

$516

Key West Suites Hotel 205

Key West apartment

1 bedroom
1 bathroom

sleeps 6

1 of 2 match: Private outdoor pool (unheated), Ceiling Fans

1 of 2 filters match

Price per night from

$1,145

Best waterfront view in Marathon, pool, golf, dock

Marathon condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Private outdoor pool (unheated), Ceiling Fans

1 of 2 filters match

Price per night from

$153

Ocean view condo with balcony

Tavernier condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Private outdoor pool (unheated), Ceiling Fans

1 of 2 filters match

Price per night from

$315

ISLAND DREAM

Lower Matecumbe Key house

4 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Ceiling Fans, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$773

FALL IN LOVE with your home away from home!

Tavernier house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Ceiling Fans, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$207

New Upscale, private pool, Dockage, kayaks, bikes, downtown Islamorada locale

Islamorada house

3 bedrooms
4 bathrooms

sleeps 6

1 of 2 match: Ceiling Fans, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$911

Ocean Breeze Oasis With Excellent Boating Access

Marathon Shores house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Ceiling Fans, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$602

Truman Annex-Steps to Famous Duval Street

Key West townhouse

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 3 hours 56 minutes

1 of 2 match: Private outdoor pool (unheated), Ceiling Fans

1 of 2 filters match

Price per night from

$393

PARADISE IN YOUR HANDS

Big Pine Key house

2 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Private outdoor pool (unheated), Ceiling Fans

1 of 2 filters match

Price per night from

$218

East Sister Rock Island

Marathon Shores house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Ceiling Fans, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$2,209

Lobster Lagoon

Stock Island house

4 bedrooms
4 bathrooms

sleeps 9

1 of 2 match: Ceiling Fans, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$974

Family Friendly House In Paradise

Summerland Key house

5 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Ceiling Fans, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$516

Sleeping Room, Private Entrance and use of RV Park Bathrooms, Beach and Marina

Key Largo private room

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 1 hour 37 minutes

1 of 2 match: Private outdoor pool (unheated), Ceiling Fans

1 of 2 filters match

Price per night from

$144

Fisherman's Paradise in the Heart of Big Pine Key

Big Pine Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Private outdoor pool (unheated), Ceiling Fans

1 of 2 filters match

Price per night from

$114

Bayside Retreat. Pool, Boat and Beach

Key Largo house

5 bedrooms
4 bathrooms

sleeps 10

“SPLENDID VACATION” I had the opportunity to stay here with my family in March. The house was spacious and the beach and pool were exactly what we wanted for a private family vacation. The house manager, Kevin, could not have been more accomodating in seeing that all of our vacation needs were taken care of. I could have sat on the porch and watched the sunset views forever. Watch for the manatees when you are there, they are a lifetime experience.

1 of 2 match: Private outdoor pool (unheated), Ceiling Fans

1 of 2 filters match

Price per night from

$1,260