Vacation Rentals & House Rentals in Florida Keys

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171 house rentals

Amazing Ocean View Condo on the Beach!

Marathon apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Our Spirits were renewed!” Things don't happen by chance! Little did we know six months ago when we booked our vacation how much we would really, really NEED a quiet and peaceful week! This little corner of Marathon is exactly that: quiet and peaceful. The condo is very comfortably furnished, very clean, and the view is - well, I don't think there is a 'better' view anywhere! It's picture perfect - even to the gorgeous green iguana on the palm tree! (but you have to look quick - they move fast!). We had our son, daughter in law and two little grandkids with us...it was perfect! Sunrise with coffee by the pool, under the Chickee or on the patio...awesome! Lots to do for families or singles very close by...yup...you really can even have pizza delivered if you don't want delicious, fresh seafood!..and wow! are there some awesome spots for that!! Communication with the owners is impeccable...could NOT be better. These are the folks with whom you love to do business!! Thanks so much, Todd and Jamie!

Match: Boat available Shared outdoor pool (heated)

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Price per night from

$344

BREATHTAKING Ocean views await at Tropical Daze

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Couldn't be better!!!” If you are looking to rest and relax, look no further.

Responds fast! avg. 2 hours 17 minutes

Match: Boat available Shared outdoor pool (heated)

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Price per night from

$287

NEW LISTING! 40’ Luxury Catamaran Yacht!

Key West yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Boat available Shared outdoor pool (heated)

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Price per night from

$1,954

Key Largo Rental Fantastic Views

Key Largo condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 20 minutes

Match: Boat available Shared outdoor pool (heated)

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Price per night from

$403

Diving, Fishing, Snorkeling, Kayaking Paradise

Key Largo townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 20 minutes

Match: Boat available Shared outdoor pool (heated)

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Price per night from

$403

Walk to Duval and Mallory Square!

Stock Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Boat available Shared outdoor pool (heated)

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Price per night from

$622

Sunset Water Views! Moon Bay Key Largo Remodeled Condo with Boat Slip!

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Boat available Shared outdoor pool (heated)

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Price per night from

$317

Walk to Duval and Mallory Square!

Stock Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Boat available Shared outdoor pool (heated)

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Price per night from

$654

Walk to Duval and Mallory Square!

Stock Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Boat available Shared outdoor pool (heated)

All filters match

Price per night from

$471

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Executive Bay Club- great unit, great location!,

Islamorada villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 20 minutes

1 of 2 match: Boat available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$206

Anglers Reef Islamorada Florida Sleeps 6

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Boat available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$379

Kawama Tower Unit 512

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Boat available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$340

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: Boat available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$494

1 of 2 match: Boat available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$167

1 of 2 match: Boat available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$822

Luxurious Oceanfront Condo

Tavernier apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Boat available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$299

The Mermaid House

Key Largo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 2 minutes

1 of 2 match: Boat available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$343

Tranquil Oceanview Penthouse Paradise

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Boat available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$374

Comfy Family Home in a Gorgeous Gated Community

Key West townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Boat available, Shared outdoor pool (heated)

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: Boat available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,144

Thirty Three by The Sea - Vacation Rental Key Colony Beach, FL

Key Colony Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Boat available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$345

Sunshine suit (2/2 apartment)

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Boat available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$524

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: Boat available, Shared outdoor pool (heated)

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: Boat available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$430

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: Boat available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$687

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: Boat available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$430

A Change in Latitudes - TRUMAN ANNEX

Key West condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Boat available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$173

Paridise Found

Tavernier house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 13

1 of 2 match: Boat available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$766

1 of 2 match: Boat available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$615

New Listing! Charming Angler's Reef Home with Pool, Dockage

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Boat available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$460

1 of 2 match: Boat available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$207

New Listing! Gone Coastal-Waterfront Bring Your Boat! Cabana Club Membership

Key Colony Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Boat available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$218

1 of 2 match: Boat available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$374

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: Boat available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$2,863

Efficiency 8a, located 50 yards from Ocean

Grassy Key studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Boat available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$229

Unit 8b, small efficiency located 50 yards from Ocean

Marathon studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Boat available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$207

8c, Efficiency located 50 yards from Ocean

Marathon studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Boat available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$229

Unit 10, Furnished Studio located 50 yards from ocean

Grassy Key apartment

  • 1 bathroom
  • sleeps 2

1 of 2 match: Boat available, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$252

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rentals in Florida Keys

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