Great Rentals is part of HomeAway.com, the world's leading vacation rentals marketplace. Search over 170,000 vacation rentals properties now! Click here to see more Key West Vacation Rentals
Key West Rentals for Fishing Vacations
| Sort by: | Show rentals per page |
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/monthper property, Near The Ocean, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable, Television
SPECIAL OFFER!
June 2013 - Month at 20% SAVINGS
June 3
-
August 29
Key West Namaste Key West - Tropical Retreat in a Key West Conch Cottage
-
2 BR/1 BA
Cottage
(sleeps 4)
$3,000 - $5,000/monthper property, accept credit card, Beach, Downtown, Lawn / Garden, pets considered, Air Conditioning, Internet, Satellite / Cable, Television
SPECIAL OFFER!
**SAVE** $350.00 OFF WEEKLY RATES
June 15
-
June 22
Key West Oceanfront Condominium - Key West Oceanfront at the Coral Reef
-
2 BR/2 BA
Condo
(sleeps 6)
$265 - $495/nt$1,395 - $2,850/wkper property, accept credit card, wheelchair accessible, Beach, Near The Ocean, Resort, Waterfront, Private Pool, Jacuzzi, Sauna, Tennis Court, terrace
Key West Paradise Manor with private pool available June 2013
-
4 BR/2 BA
House
(sleeps 9)
$100 - $400/nt$1,790 - $1,990/wk$3,490 - $4,450/monthper property, accept credit card, Beach, Near The Ocean, Private Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television
Key West Full Month Discounts Now Available in Truman Annex, Key West
- 2 BR/2 BA, 1 half bath Condo (sleeps 5) accept credit card, Beach, Downtown, Near The Ocean, Town, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable
Key West Large private home just 2 blocks to Duval St
-
4 BR/4 BA
House
(sleeps 10)
$4,400 - $6,500/wkper property, accept credit card, Downtown, Town, Private Pool, Fitness Room / Equipment, Air Conditioning, Internet, Television, Parking
Key West Casa Mara Is An Adorable Cottage on A Small Quiet Lane In Old Town
- 2 BR/2 BA Cottage (sleeps 4) Near The Ocean, Town, Internet, Satellite / Cable, Television
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 Luxury Waterfront at the Galleon Resort in Old Town
-
2 BR/2 BA
Condo
(sleeps 8)
$400 - $600/nt$2,400 - $3,600/wkper property, accept credit card, limited accessibility, Resort, Waterfront, Communal Pool, Sauna, Balcony, Fitness Room / Equipment, Air Conditioning
Key West Island Escape Condo in Beautiful Truman Annex
-
1 BR/1 BA
Condo
(sleeps 3)
$1,200/wkper property, accept credit card, Beach, Downtown, Near The Ocean, Town, Waterfront, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable
Key West 'WINDOWS ON THE GULF @ THE ANNEX': Lavish Oceanfront 2BR/2.5BA Penthouse Condo..
-
2 BR/2 BA, 1 half bath
Condo
(sleeps 6)
$3,300 - $5,500/wk$9,900 - $19,000/monthper property, accept credit card, Downtown, Near The Ocean, Town, Village, Waterfront, Communal Pool, Balcony, 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/monthper property, accept credit card, Near The Ocean, Waterfront, Communal Pool, Jacuzzi, terrace, Balcony, Fitness Room / Equipment, Air Conditioning
Key West 'GULFSIDE VISTAS @ TRUMAN ANNEX': Lavish Oceanfront 2BR/2.5BA Penthouse Condo...
-
2 BR/2 BA, 1 half bath
Condo
(sleeps 5)
$2,950 - $5,000/wk$9,000 - $18,000/monthper property, accept credit card, Downtown, Near The Ocean, Waterfront, Communal Pool, Jacuzzi, terrace, Balcony, Air Conditioning, Internet
Key West 'PROMENADE TO PARADISE @ THE ANNEX': Spacious 2BR/2BA Waterfront Condo...
-
2 BR/2 BA
Condo
(sleeps 6)
$2,100 - $3,800/wk$8,500 - $15,000/monthper property, accept credit card, Communal Pool, Balcony, pets considered, Air Conditioning, Internet, Satellite / Cable, Television
Key West 'TOBA'S TREE HOUSE @ CASA EAST': Breezy 2BR/2BA Cottage & Pool near Beach...
-
2 BR/2 BA
House
(sleeps 6)
$4,000 - $7,700/monthper property, Near The Ocean, Resort, Private Pool, terrace, Balcony, pets considered, Air Conditioning, Internet, Satellite / Cable
Key West 'CARIBBEAN FLING @ SOUTHARD': Delightful 2BR/1.5BA Island Cottage + Private Pool
-
2 BR/1 BA, 1 half bath
House
(sleeps 6)
$4,000 - $7,000/monthper property, Downtown, Village, Private Pool, pets considered, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player
Key West 'CONCH CASA GRANDE @ THE ANNEX': Enormous 7BR/7BA in Truman Annex...
-
7 BR/7 BA
House
(sleeps 12)
$9,500 - $12,900/wk$30,000 - $48,000/monthper property, accept credit card, Downtown, Near The Ocean, Village, Balcony, pets considered, Air Conditioning, Internet, Satellite / Cable, Television
Key West Spacious Ocean Front Resort - 3 Bedroom Condo
- 3 BR/3 BA Condo (sleeps 8) accept credit card, wheelchair accessible, Beach, Communal Pool, Jacuzzi, Sauna, Tennis Court, Lawn / Garden
Key West 2 Bed / 2 Bath Luxury Condo on the Ocean - Sleeps 6 (next to Smather's Beach)
- 2 BR/2 BA Condo (sleeps 6) accept credit card, wheelchair accessible, Beach, Near The Ocean, Resort, Communal Pool, Jacuzzi, Sauna, Tennis Court, Lawn / Garden
Key West 'LA DOLCE VITA' , Luxurious!, Steps To Duval! Sleeps 2-4
-
1 BR/1 BA
Condo
(sleeps 4)
$208/nt$1,350/wkper property, accept credit card, Near The Ocean, Town, Balcony, Air Conditioning, Internet, Television, DVD Player
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 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/wkper property, Beach, Lawn / Garden, Balcony, Internet, Television
Key West Waterfront Luxury in Old Town Key West
-
1 BR/1 BA
Condo
(sleeps 5)
$335 - $460/nt$2,000 - $2,750/wkper property, accept credit card, Resort, Waterfront, Communal Pool, Sauna, Fitness Room / Equipment, 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 Luxury Spacious Townhouse overlooking Pool w/ water view & 2 Bikes
-
1 BR/1 BA
Townhome
(sleeps 4)
$185 - $328/nt$1,295 - $2,295/wkper property, accept credit card, Resort, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player
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/wkper property, accept credit card, Beach, Near The Ocean, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player
Key West Luxury Living in Key West Aboard Your Own Private 58ft Hatteras Yach
-
3 BR/2 BA, 1 half bath
Yacht
(sleeps 6)
$275 - $325/nt$1,800/wkper property, Waterfront, Communal Pool, Balcony, pets considered, Satellite / Cable, Television, Parking
Key West Stunning Brand New SleepAfloat HOUSEBOAT in Paradise!
- 4 BR/2 BA House Boat (sleeps 8) Resort, Communal Pool, Sauna, Balcony, pets considered, Fitness Room / Equipment, Air Conditioning, Internet
Key West LOOK! Vacation on a Yacht in First-Class Marina!
-
2 BR/2 BA
Boat
(sleeps 4)
$300 - $350/nt$2,000/wkper property, accept credit card, Communal Pool, Jacuzzi, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Television
Key West 5 bedroom property in the heart of Old Town!
-
5 BR/3 BA
House
(sleeps 10)
$7,000 - $8,000/monthper property, Downtown, Near The Ocean, Air Conditioning, Internet, Satellite / Cable, Television
Key West Boli Townhouse - a Key West Luxury Rental close to everything ! ! !
-
2 BR/2 BA
Townhome
(sleeps 6)
$1,600/wk$5,500/monthper property, accept credit card, Downtown, Near The Ocean, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player
Key West Luxurious 4 bedroom/3 full bath home with private pool in Old Town Truman Annex
-
4 BR/3 BA
Townhome
(sleeps 8)
$2,900 - $3,500/wkper property, accept credit card, Downtown, Near The Ocean, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable
Key West Salida del Sol - Waterfront Key West Resort Style Home w/Pool & Beach
- 2 BR/2 BA House (sleeps 6) Beach, Near The Ocean, Town, Waterfront, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, 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/monthper property, Near The Ocean, Town, Private Pool, Lawn / Garden, pets considered, Air Conditioning, Internet, Satellite / Cable, Television
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 'MAISON SUR LA MER' / Private Enclave With Pool
-
4 BR/3 BA
Villa
(sleeps 10)
$15,000 - $20,000/monthper property, Near The Ocean, Private Pool, Lawn / Garden, Air Conditioning, Satellite / Cable, Television, DVD Player, Parking
Key West Conch Retreat in Key West Truman Annex with 2 Bikes
-
2 BR/1 BA
Condo
(sleeps 4)
$1,200/wkper property, accept credit card, Beach, Downtown, Near The Ocean, Town, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television
Key West Ocean Paradise
- 3 BR/4 BA House (sleeps 8) Beach, Near The Ocean, Private Pool, Balcony, pets considered, 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
Key West Modern home with great location - room for whole family - including pets
-
3 BR/1 BA, 1 half bath
House
(sleeps 6)
$2,500 - $4,000/monthper property, accept credit card, Beach, Town, Lawn / Garden, pets considered, Air Conditioning, Internet, Satellite / Cable, Television
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 Sunshine Luxury Suite with 2 Free Bikes & Garage
-
2 BR/2 BA
Condo
(sleeps 6)
$1,300/wkper property, accept credit card, Near The Ocean, Resort, Communal Pool, Jacuzzi, Tennis Court, Balcony, pets considered, Fitness Room / Equipment
Key West Coral Hammock - Beautiful Poolside Home (28)
-
3 BR/3 BA
House
(sleeps 6)
$250 - $350/nt$1,400 - $2,000/wk$4,200 - $7,000/monthper property, accept credit card, Communal Pool, Balcony, pets considered, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable
Key West Bahama Gardens - Private Historic Old Town
-
4 BR/1 BA, 1 half bath
House
(sleeps 8)
$3,000 - $4,000/wk$8,000 - $9,000/monthper property, accept credit card, Near The Ocean, Town, Jacuzzi, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable
Key West 'NOONA'S MANSION-by-the-SEA @ THE ANNEX' Sumptuous 7BR/5.5BA Home with Pool...
-
7 BR/5 BA, 1 half bath
House
(sleeps 14)
$11,000 - $14,900/wk$39,000 - $55,000/monthper property, accept credit card, Downtown, Near The Ocean, Private 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 Simonton Studio, an Old Town get-away for 2. New Pricing
-
1 BA
Studio
(sleeps 2)
$115 - $230/nt$750 - $1,500/wkper property, accept credit card, Near The Ocean, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player
Key West Villa Soleil-Enjoy America's Caribbean with Style and Comfort
-
2 BR/2 BA, 1 half bath
Townhome
(sleeps 6)
$1,600 - $1,800/wkper property, accept credit card, Near The Ocean, Town, 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/wkper property, accept credit card, Near The Ocean, Town, Communal Pool, Lawn / Garden, Air Conditioning, Satellite / Cable, Television, DVD Player
Key West Old Town location close to beach, shops & more
-
2 BR/1 BA
Condo
(sleeps 5)
$1,125 - $2,000/wkper property, accept credit card, Downtown, Near The Ocean, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player
