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Holiday Houses in Pigeon Key

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280 Holiday homes

NEW LISTING! Dog-friendly oasis with pier, multiple living spaces & water views!

Pigeon Key house

5 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 0 minutes

from £202 / night

£1,410 / week

Sunny home w/ firepit, private pool, private gas grill, & tiki bar!

Pigeon Key house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 0 minutes

from £98 / night

£686 / week

NEW LISTING! Comfy retreat w/ separate cottage, patio, & pier

Pigeon Key house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 0 minutes

from £88 / night

£613 / week

NEW LISTING! Dog-friendly retreat w/ patio & wrap-around deck - near the water!

Pigeon Key caravan/mobile home

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 0 minutes

from £67 / night

£468 / week

NEW LISTING! Cozy home w/ community boat ramp, walk to bay, near attractions

Pigeon Key house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 0 minutes

from £78 / night

£541 / week

Canal front home w/ Gulf views, WiFi, balcony, access to open water - dogs ok!

Pigeon Key house

3 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 0 minutes

from £118 / night

£824 / week

Dog-friendly house w/dock & cleaning station - near canals & parks

Pigeon Key house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 0 minutes

from £114 / night

£798 / week

Charming & inviting beachside getaway w/ free Wi Fi-near dive shops & marina

Pigeon Key house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 0 minutes

from £55 / night

£383 / week

Great rentals within 20 miles that match your search

NEW LISTING! Bayfront townhouse in FYC w/ a shared pool, boat slip, & tennis

Matecumbe Key townhouse

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 50 minutes

from £188 / night

£1,314 / week

Cabanas Key Largo Unit 4

Key Largo apartment

1 bedroom / 1 bathroom / sleeps 4

from £114 / night

£795 / week

Waterfront Condo with Boat

Key Largo apartment

2 bedrooms / 1 bathroom / sleeps 4

6

from £304 / night

£1,869 / week

from £94 / night

£656 / week

Spacious, oceanfront condo w/ ocean views, shared pool & dock! Tennis on-site!

Matecumbe Key condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 58 minutes

from £78 / night

£545 / week

Sixth-floor oceanfront condo w/sweeping ocean views & shared pool

Tavernier house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 58 minutes

from £99 / night

£689 / week

BREATHTAKING,Updated,Spacious,Fishing Pier, Pools,Tennis,Ocean View,FREE Wi-Fi

Key Largo house

2 bedrooms / 2 bathrooms / sleeps 6

from £172 / night

£1,203 / week

Paradise on the water

Key Largo house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 1 hour 17 minutes

from £235 / night

£2,343 / week

Paradise at Islamorada

Islamorada townhouse

2 bedrooms / 2 bathrooms / sleeps 8

from £132 / night

£919 / week

Waterfront Home In Florida Keys

Tavernier house

2 bedrooms / 2 bathrooms / sleeps 4

3

from £157 / night

£1,096 / week

BEACHFRONT PARADISE

Sunset Point house

6 bedrooms / 4 bathrooms / sleeps 14

from £752 / night

£5,262 / week

Islamorada house

3 bedrooms / 2 bathrooms / sleeps 6

from £141 / night

£987 / week

Conch Life Haven

Key Largo apartment

2 bedrooms / 1 bathroom / sleeps 4

7

from £137 / night

£954 / week

Good Times and Tan Lines - (New Listing) Deluxe Renovated Ocean View 2B/2B Condo

Tavernier condo

2 bedrooms / 2 bathrooms / sleeps 6

from £202 / night

£1,410 / week

Relaxation in the Keys! MM 74 1/2

Islamorada house

2 bedrooms / 2 bathrooms / sleeps 4

from £165 / night

£1,151 / week

NEW LISTING! Spacious canal front home w/room for boat & easy ocean access.

Sunset Point house

2 bedrooms / 1 bathroom / sleeps 4

from £69 / night

£480 / week

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

Tavernier house

3 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 3 hours 12 minutes

from £141 / night

£987 / week

Waterview 2 Bedroom - Marina and Beach

Key Largo house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 35 minutes

from £174 / night

£1,043 - £1,419 / week

Athenas Hideaway Key Largo

Tavernier houseboat

1 bedroom / 1 bathroom / sleeps 2

from £93 / night

£651 / week

LUXURY KEYS HOME IN PARADISE-106 ANGLERS REEF

Islamorada villa

2 bedrooms / 3 bathrooms / sleeps 6

1

from £263 / night

£1,875 / week

Islamorada Oceanfront Home In Anglers Reef Ocean Views, Dock, Comm Pool & Beach

Islamorada house

2 bedrooms / 3 bathrooms / sleeps 6

from £430 / night

£3,007 / week

Islamorada Tropical Canalfront Paradise

Islamorada house

2 bedrooms / 2 bathrooms / sleeps 6

1

Responds fast! avg. 2 hours 40 minutes

from £259 / night

£1,809 / week

Bayside home with dock!

Key Largo house

3 bedrooms / 2 bathrooms / sleeps 6

2

Responds fast! avg. 2 hours 1 minutes

from £185 / night

£1,292 / week

1 Bed Duplex Beach, Marina,Docks, Ramp

Key Largo apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 35 minutes

from £160 / night

£959 - £1,278 / week

Mangroves

Tavernier apartment

2 bedrooms / 2 bathrooms / sleeps 6

from £225 / night

£1,571 - £4,060 / week

KEY LARGO BEACH/BAYFRONT PARADISE

Sunset Point condo

2 bedrooms / 3 bathrooms / sleeps 6

from £176 / night

£1,228 / week

Oceanfrontparadise: 209

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 4

from £141 / night

£940 - £1,457 / week

Waterfront Property Ocean Side 60' of dockage

Key Largo house

4 bedrooms / 3 bathrooms / sleeps 10

from £188 / night

£1,316 / week

Mangroves

Tavernier apartment

1 bedroom / 1 bathroom / sleeps 4

from £371 / night

£2,598 / week

Private Hotel Rm 2 -Beach-Marina

Key Largo apartment

1 bedroom / 1 bathroom / sleeps 2

1

Responds fast! avg. 2 hours 35 minutes

from £88 / night

£526 - £723 / week

Dockside Condo and Boat

Key Largo apartment

2 bedrooms / 1 bathroom / sleeps 6

from £306 / night

£1,882 / week

Private Room with the use of the RV Park Bathroom

Key Largo private room

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 35 minutes

from £66 / night

£396 - £520 / week

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rentals in Pigeon Key