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Key West Rentals for Fishing Vacations

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SPECIAL OFFER! Summer Special - $1,000.00/Week July 1 - October 18

Key West Coral Hammock - Beautiful Home at the entrance to Key West (35)

  • 2 BR/2 BA, 1 half bath Townhome (sleeps 4)
    $225 - $275/nt
    $1,000 - $1,500/wk
    $3,500/month
    per property, Near The Ocean, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable, Television

Key West Namaste Key West - Tropical Retreat in a Key West Conch Cottage

  • 2 BR/1 BA Cottage (sleeps 4)
    $3,000 - $5,000/month
    per property, accept credit card, Beach, Downtown, Lawn / Garden, pets considered, Air Conditioning, Internet, Satellite / Cable, Television

Key West 'AZURE MORNING @ OCEANSIDE MARINA': Lavish 3BR/2BA Oceanfront Condo + Pool....

  • 3 BR/2 BA Condo (sleeps 6)
    $1,850 - $2,950/wk
    $6,600 - $10,500/month
    per property, accept credit card, Near The Ocean, Waterfront, Communal Pool, Jacuzzi, terrace, Balcony, Fitness Room / Equipment, Air Conditioning

Key West 'PARADISE @ GARRISON BIGHT': Large 5BR/4BA Waterfront Home + Private Dock...

  • 5 BR/4 BA Townhome (sleeps 14)
    $1,200 - $1,800/nt
    $5,000 - $9,000/wk
    $18,000 - $33,000/month
    per property, accept credit card, wheelchair accessible, Downtown, Near The Ocean, Town, Village, Waterfront, Private Pool, terrace, Balcony, Air Conditioning, Internet

Key West 'Mango Gardens' Charming, Walking Distance to Duval, and Historic Seaport Area

  • 4 BR House (sleeps 8) accept credit card, Downtown, Near The Ocean, Private Pool, Air Conditioning, Satellite / Cable, DVD Player

Key West 'NATALIE'S BAHAMA CONCH' @ THE SANCTUARY': Lush 3BR/2.5BA Home, Pool...

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $5,000 - $9,500/month
    per property, accept credit card, Near The Ocean, Resort, Village, Private Pool, Communal Pool, Lawn / Garden, terrace, Balcony, pets considered

Key West Waterfront Luxury in Old Town Key West

  • 1 BR/1 BA Condo (sleeps 5)
    $335 - $460/nt
    $2,000 - $2,750/wk
    per property, accept credit card, Resort, Waterfront, Communal Pool, Sauna, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Key West Turquoise Mermaid ~ Old Town Key West

  • 2 BR/2 BA Condo (sleeps 4)
    $4,000 - $6,000/month
    per property, Downtown, Communal Pool, Air Conditioning, Internet, Television, Parking

Key West Southernmost Belle a Grand home in Historic Old Town Key West

  • 5 BR/3 BA House (sleeps 10) accept credit card, Downtown, Near The Ocean, Town, Private Pool, Air Conditioning, Internet

Key West Seaport Villa

  • 3 BR/2 BA House (sleeps 6)
    $4,500 - $9,500/month
    per property, Downtown, Near The Ocean, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, Parking
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Key West Perfect Old Town Getaway

  • 3 BR/3 BA (sleeps 6)
    $4,500 - $9,000/month
    per property, Downtown, Near The Ocean, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, Parking

Key West Oceanside Condo

  • 2 BR/2 BA Condo (sleeps 4) Beach, Waterfront

Key West Dreamcatcher- A Tropical Conch Cottage In Old Town Key West

  • 2 BR/1 BA House (sleeps 4)
    $3,000 - $5,000/month
    per property, Beach, Downtown, Near The Ocean, Town, Lawn / Garden, Balcony, pets considered, Air Conditioning, Satellite / Cable, Television

Key West Cheerful Truman Annex Home

  • 2 BR/2 BA Townhome (sleeps 4)
    $1,800 - $2,600/wk
    per property, accept credit card, Downtown, Near The Ocean, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Amazing Town home with Pool and Tiki Bar

  • 3 BR/3 BA Townhome (sleeps 8)
    $230 - $370/nt
    $1,395 - $2,500/wk
    per property, accept credit card, Near The Ocean, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Key West 616 Caroline #6

  • 1 BR/1 BA Condo (sleeps 2)
    $4,500/month
    per property, Near The Ocean, Waterfront, Communal Pool, Sauna, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key West Historic Home near the Seaport

  • 4 BR/2 BA, 1 half bath House (sleeps 10)
    $6,000 - $9,500/month
    per property, accept credit card, Downtown, Private Pool, Air Conditioning, Internet

Key West Key West Boat & Breakfast, Reef Sailing Trips, ASA sailing coming soon

  • 2 BR/2 BA Yacht (sleeps 4) accept credit card, Downtown, Waterfront, Communal Pool, Air Conditioning

Key West 'LA CASA AZUL @ SOLARES HILL': Elegantly Renovated 3BR/3BA Home + Heated Pool...

  • 3 BR/3 BA House (sleeps 6)
    $5,500 - $15,000/month
    per property, accept credit card, Downtown, Resort, Village, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West Old Town Key West by Southernmost Beach and Duval Main Street.

  • 5 BR/4 BA House (sleeps 12)
    $800/nt
    $5,600/wk
    per property, accept credit card, Beach, Downtown, Private Pool, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet
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Key West Modern Luxury and Privacy Just Steps from Duval

  • 2 BR/2 BA House (sleeps 6)
    $425 - $2,800/nt
    per property, accept credit card, Beach, Downtown, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Truman Annex Mike and Tevis Wernicoff

  • 2 BR/2 BA Condo (sleeps 6) accept credit card, Beach, Downtown, Communal Pool, Air Conditioning, Internet, Satellite / Cable, DVD Player

Key West Brass Palm Villa, Private Luxury Home - ESCAPE TO PARADISE!!

  • 3 BR/2 BA, 1 half bath House (sleeps 6)
    $5,500 - $8,200/month
    per property, Near The Ocean, Town, Private Pool, Lawn / Garden, pets considered, Air Conditioning, Internet, Satellite / Cable, Television

Key West Margaux's Hideaway - Spacious Private Tropical Home with Pool - KEY WEST LIVING!

  • 3 BR/3 BA House (sleeps 6)
    $2,500 - $4,000/wk
    $5,300 - $8,200/month
    per property, Near The Ocean, Town, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West 'POOLSIDE RETREAT @ THE POOL': Poolside 2BR/2.5BA Villa with 2 Master Suites...

  • 3 BR/2 BA, 1 half bath Villa (sleeps 6)
    $3,000 - $5,750/month
    per property, accept credit card, Near The Ocean, Resort, Communal Pool, Jacuzzi, Lawn / Garden, Balcony, pets considered, Fitness Room / Equipment

Key West 'FLAMINGO DREAMS @ SOLARES HILL': Pristine 3BR/2BA Conch Home in Old Town...

  • 3 BR/2 BA House (sleeps 6)
    $5,500 - $14,000/month
    per property, accept credit card, Downtown, Town, Village, Private Pool, Lawn / Garden, terrace, Balcony, pets considered, Air Conditioning

Key West Contemporary Condo at Truman Annex-Walk to Beach/Duval St.

  • 2 BR/1 BA Condo (sleeps 5)
    $1,300 - $1,925/wk
    per property, accept credit card, Beach, Downtown, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West 'LA DOLCE VITA' , Luxurious!, Steps To Duval! Sleeps 2-4

  • 1 BR/1 BA Condo (sleeps 4)
    $208/nt
    $1,350/wk
    per property, accept credit card, Near The Ocean, Town, Balcony, Air Conditioning, Internet, Television, DVD Player

Key West Ocean Breeze Suites-3 Bd, 3 Bath with loft Sleeps 10

  • 3 BR/3 BA Condo (sleeps 10) accept credit card, wheelchair accessible, Beach, Downtown, Waterfront, Communal Pool, Sauna, Balcony, Fitness Room / Equipment, Air Conditioning

Key West Bargain Rates in Truman Annex - Heart of Old Town, Key West

  • 2 BR/1 BA Condo (sleeps 6)
    $225 - $350/nt
    $1,295 - $1,995/wk
    per property, accept credit card, Beach, Near The Ocean, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player
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Key West Exquisite 3BR Home on Shark Key - Enjoy the Best Tropical Sunsets of Your Life!

  • 3 BR/3 BA, 1 half bath House (sleeps 8)
    $2,250/wk
    per property, Beach, Lawn / Garden, Balcony, Internet, Television

Key West LOOK! Vacation on a Yacht in First-Class Marina!

  • 2 BR/2 BA Boat (sleeps 4)
    $300 - $350/nt
    $2,000/wk
    per property, accept credit card, Communal Pool, Jacuzzi, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Television

Key West Sunset and Ocean View in Key West's Truman Annex with 2 Bikes and Pool Access

  • 2 BR/1 BA Condo (sleeps 4) accept credit card, Near The Ocean, Town, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West 'SUZY'S PARROT PERCH @ SOUTHERNMOST': Cozy 2BR/1BA Suite Near Duval...

  • 2 BR/1 BA Apartment (sleeps 4)
    $230 - $425/nt
    $1,150 - $2,100/wk
    $3,900 - $8,000/month
    per property, accept credit card, Downtown, Near The Ocean, Balcony, pets considered, Air Conditioning, Internet, Satellite / Cable, Television

Key West 'SOUTHERNMOST COMFORT @ CASA EAST': Stunning 4BR/4.5BA Home w/ Cottage & Pool...

  • 4 BR/4 BA, 1 half bath House (sleeps 8)
    $9,000 - $17,000/month
    per property, accept credit card, Near The Ocean, Resort, Jacuzzi, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet

Key West Attitude Key West At the Beach

  • 1 BR Condo (sleeps 4) accept credit card, wheelchair accessible, Beach, Downtown, Near The Ocean, Resort, Town, Waterfront, Communal Pool, Sauna, Lawn / Garden, Balcony, Air Conditioning

Key West Key West Condo in Truman Annex with Whirlpool Tub, 2 Bikes, & Access to Pool!

  • 2 BR Condo (sleeps 4) accept credit card, Beach, Downtown, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West Ocean Perch , Dock 80'Heated Pool Deep Channel Tennis 15 min Key West

  • 2 BR/2 BA House (sleeps 6)
    $975 - $1,600/wk
    per property, accept credit card, Resort, Communal Pool, Tennis Court, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Key West ocean view 3 bedroom Truman Annex vacation condo

  • 3 BR/3 BA Condo (sleeps 6)
    $2,500 - $5,000/wk
    $11,000 - $17,000/month
    per property, accept credit card, wheelchair accessible, Downtown, Waterfront, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Key West vacation townhouse rental in the Truman Annex

  • 2 BR/2 BA, 1 half bath Townhome (sleeps 6)
    $1,400 - $2,750/wk
    $5,500 - $9,500/month
    per property, accept credit card, Downtown, Near The Ocean, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television
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Key West The Cristol Condo - Classic Key West Oceanfront Charm

  • 4 BR/4 BA Condo (sleeps 8)
    $4,989/wk
    per property, Waterfront, Communal Pool, Balcony, pets considered, Air Conditioning, Internet, Satellite / Cable, Television

Key West Location, Location, Location! Ocean View, Lagoon Beach Front

  • 3 BR/2 BA House Boat (sleeps 10) accept credit card, Beach, Downtown, Near The Ocean, Resort, Waterfront, Communal Pool, Jacuzzi, Sauna, Balcony, Air Conditioning, Internet

Key West HGTV Featured Home - Boaters Paradise! Waterfront Key West Home

  • 3 BR/2 BA House (sleeps 6)
    $6,200/month
    per property, Near The Ocean, Waterfront, Jacuzzi, Lawn / Garden, terrace, Balcony, pets considered, Air Conditioning, Internet

Key West Villa Nomade, Elegant Truman Annex condo in Old Town

  • 2 BR/1 BA Condo (sleeps 4)
    $1,200 - $1,500/wk
    per property, accept credit card, Near The Ocean, Town, Communal Pool, Lawn / Garden, Air Conditioning, Satellite / Cable, Television, DVD Player

Key West Quiet, elegant, Key West Condo close to the Ocean

  • 2 BR/2 BA Condo (sleeps 6)
    $175 - $225/nt
    $1,225 - $1,575/wk
    per property, accept credit card, wheelchair accessible, Beach, Near The Ocean, Communal Pool, Tennis Court, Balcony, pets considered, Fitness Room / Equipment

Key West Ocean Suite at the Galleon Resort

  • 2 BR/2 BA Condo (sleeps 8) accept credit card, Downtown, Waterfront, Communal Pool, Jacuzzi, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West WATERFRONT Penthouse, Key West between MM 10 just 5 min to KW

  • 2 BR/1 BA Condo (sleeps 4) accept credit card, Near The Ocean, Waterfront, terrace, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West Sunshine Luxury Suite with 2 Free Bikes & Garage

  • 2 BR/2 BA Condo (sleeps 6)
    $1,300/wk
    per property, accept credit card, Near The Ocean, Resort, Communal Pool, Jacuzzi, Tennis Court, Balcony, pets considered, Fitness Room / Equipment

Key West Charming, Romantic, Funky, Cozy, Unique, Beautiful, Island Charm, Beach, Ocean

  • 1 BR/1 BA Bungalow (sleeps 2) accept credit card, Tennis Court, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West Coral Hammock - Tropical Paradise Home (15)

  • 3 BR/3 BA Townhome (sleeps 6) Beach, Near The Ocean, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable, Television
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