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Vacation Rentals Directory
(Excluding Key Largo, Marathon & Key West)

Big Pine___Cudjoe Key___Duck Key___Islamorada___Key Colony Beach___Layton
Little Torch___Plantation___Ramrod Key__Sugarloaf Key___Summerland

Big Pine Key

"Treetops" ...Big Pine Key...super-deluxe, water front luxury home...5 Bedrooms, 3.5 Baths...sleeps 8-10...heated pool, dock with water/electric...2 master suites, gourmet kitchen. 331  pets
[$3000 - $6500 per week]
  Gorgeous, large, open water heated pool home with hottub, gazebo and dock!!! 3
"Big Pine Retreat"...Big Pine Key...four Bedroom, two Bath Bay front home ...sleeps 8 ... 220 ft private dock and boating access to both the open water of the Atlantic and the flats of Content Key... 30 miles from Key West. 2708
[$3500/mo...Lobster season $4500/mo ]
  6
"Rich's Piece of Paradise"...Big Pine Key... 3 bedroom, 2 bath custom waterfront home...sleeps 7... giant master suite... corner canal lot... 115'dockage. (332)
[Rates vary...Please call for quote.]
Internet  Available April 7 - May 9, 2008 6
"Sea-ing is Believing"...Big Pine Key...three Bedroom, two Bath Canal front / Gulf view home ...sleeps 10... dock... home with fenced yard on canal with immediate access to Gulf or go to Ocean & Bahia Honda through Bogi channel. 4296
[$1200.-$1500/wk...$3,295.00 to 4,500./mo]
  7
"Reel Lucky House"...Calendar...Big Pine Key...three Bedroom, two Bath Canal front home ...sleeps 6 ...dock... newly renovated (2006) home is near Looe Key Marine sanctuary & 30 minutes drive from Key West. 4317
[$1,250 per week or $3,500 per Month]
  Please email or call me for more pictures of the house. 3
"Big Pine Paradise"...Big Pine Key...canal front 2 Bedroom, 2 Bath home... sleeps 6... boat dock... direct access to Ocean or Gulf in minutes...Looe Key underwater National Park is just 4 miles offshore. (925)
[$2,300.00 per month]
  Special Rates for 2 months or more. 5
"Nature's Best Retreat"...Big Pine Key...two Bedroom, two Bath Canal front home ...sleeps 6... boat dock with davits... stilt home is located within Key Deer preserve... direct access to Ocean or Gulf... lots of wildlife. 3138  pets
[ $2800 per month]
  PETS OK with owner's permission! 6  pets
"Perez House"...Roomy, 2 Bedroom, 2 Bath stilt house...sleeps 6... Canal front, dock... Bahia Honda State Park close by. 5394
[$2700-$2900 per month]
  Tropical Waterfront home with easy bay and ocean access. Minutes to Key West. 3

Cudjoe Key

"Moon Over Paradise"...Ocean view 4 bedroom home with 1 bedroom guest cottage ...sleeps 14 total... heated pool... secluded 2 acre property with tropical fruit trees... 15 minutes from Key West. 3350
[$2,925-$3,750 weekly]
  3
"Heron's Roost"...Calendar...Cudjoe Key...three Bedroom, two bath Oceanfront home ...sleeps 10 heated pool, boat dock...on a one acre lot and right on the ocean with its own sandy beach. 1245
[$1800 - $3800 weekly]
Internet  September/October Off Season Rates. 12
"Oceanfront Luxury"...three Bedroom, two Bath Ocean front home ...sleeps 8 ...heated pool, dock... home is adjacent to pool overlooking ocean... 15 minutes from Key West... short drive to Bahia Honda. 3068  pets
[$2800 - $3500/week]
  Get *** 10% OFF *** for booking online! Oceanfront Pool! FREE Kayak Rentals! 3
"Tropical Adventure"...Calendar...Cudjoe Key...two Bedroom, two Bath, partial Bay view / canal front home ...sleeps 4... 60' dock with beach area along canal... private, natural setting on the Ocean side with immediate access to open water, 25 minutes to Key West. 2586  pets
[$1700 - $3000/month]
  10
"Tropical Breeze Vacation Cottage"...two Bedroom, one Bath Ocean front cottage ...sleeps 6... heated ocean front pool, dock, fishing pier, childrens' playground... newly renovated (2004) cottage is 15 miles from Key West... Looe Key National refuge (diving/snorkeling) is a few miles off shore. 3037
[$695 - $1950/week Off-Season Specials!]
  Get *** 10% OFF *** for booking online! Oceanfront Pool! FREE Kayak Rentals! 3
"Sailfish Dream"...two Bedroom, two Bath Canal front home ...sleeps 6... dock... stilt home has easy open water access... 15 minutes by boat to Looe Key underwater national park ...shops & restaurants nearby. 3209  pets
[$1200/wk...$1950/mo]
  3

Duck Key

"Villa Jamaica"...one Bedroom, one Bath Canal front cottage ...sleeps 4... boat dock... fully renovated olde conch cottage... sheltered deep water access to Atlantic & Gulf. 2776
[$950-$1100/WK Great rates... Great place]
  Duck Key is one of the best Keys. Come stay with us at 3

Grassy Key

"American Paradise...Orchid Villa"...Calendar...six Bedroom, 5.5 Bath Gulf front home ...sleeps 16... private heated pool, dock... private 2.5 acre estate located on prestigious Morton Street... main house plus Cabana... central Keys location. 4091
[$5500 to $11,000 per week]
Internet  Call of April and May specials!!!!!!!!!!!!!!!!! 7
"American Paradise...Kokomo"...four Bedroom, two Bath Gulf front home ...sleeps 10... heated pool, jacuzzi, dock... 2 level home with western exposure... all rooms have Gulf view. 4299
[$2000 - $6200 per week]
Internet  Special -- April weeks to 20% for any arrival within 30 days. 10
"Manatee Bay"...four bedroom, four Bath Gulf front home ...sleeps 10... heated pool, dock, tennis ...upscale home with 2 master suites sits on 3 prime landscaped acres... dock accommodates larger boats... short drive to restaurants... 1/2 hour to Key West. 2960
[$4200 - 8800 per week]
Internet  April 11-May 22 10% off - Call for rates for less then 15 days before arrival 6
"White Sands"...Calendar...Grassy Key...two bedroom, two bath beach house... sleeps 4 ...heated pool, dock... located between Duck Key & Marathon, luxury home has many extras... kayaks included. 1742
[$1900 - $2450/wk]
Internet  Luxury and Privacy with the Convenience of Civilization  3

Islamorada

"Keys OceanFront Mansion"...Islamorada...10 bedroom, 6.5 Bath, nearly 8000 sq.ft. ocean front luxury home ...sleeps 14+ heated pool, jacuzzi (2), dock for 45 ft. boat, billiard room, wet bar, full gym ...ocean views from virtually every room... on-site boat rental. 1744
[$8,000 - $20,000/week]
  Oceanfront Mansion - Keys Largest Vacation Rental Home Available..
"Seaside Splendor"...Islamorada...8 bedroom 5 Bath Ocean front home ...sleeps 20 ...indoor pool, dock...luxurious estate home features high-end amenities throughout. 5268
[$8,000 per week]
Internet 
"Paradise by the Sea"...Islamorada...seven Bedroom, six Bath Canal front home ...sleeps 10... heated pool, 90' dock with davits... large luxury home on wide, deep water canal within sight of open water... in the heart of the Keys. 4276
[2008: $6,000.00 per week]
Internet  10
"Ryan's Place"...Islamorada...five Bedroom, three Bath Canal front home ...sleeps 10 ...heated pool, 120' dock ...3500 sq ft home in private setting/exclusive area, new in 2001. 3912  pets
[3500/wk.. ]
  7
"Sandy's Retreat" ...Duplex, 3 Bedroom upstairs...sleeps 6, 1 Bedroom downstairs...sleeps 6...or rent the whole house! ...dock, screened porch, deck ...spacious... immediate access to Florida Bay.1293b
[Upstairs or Downstairs..$800 - $1400/wk ]
  5
"The Perfect Getaway"...4 Bedroom, 3 Bath Canal front home ...sleeps 8-10... private pool, jacuzzi...home has 3 bedrooms/2 baths upstairs and separate 1 bedroom/ 1 bath apartment downstairs... rental includes free pass to Islamorada Park with pool, boat ramp, beach. 2121  pets
[$3,000/ week or $3,500/ holidays]
  The PERFECT Getaway with brand new HEATED swimming pool 3
"Casa Eroici"...Islamorada...four Bedroom, 4.5 bath Ocean front home ...sleeps 12... heated pool, jacuzzi, 300' dock, 2 gazebos, rec room... oceanfront estate on 2 acres of landscaped grounds... an upscale home in an exclusive area. 5011
[From $5,000 weekly $20,000 monthly]
  9
"San Roc"...Islamorada...three Bedroom, three bath Ocean front home ...sleeps 8 ...pool, dock... secluded estete home on 2.5 naturally landscaped acres... located on 'Millionaires Row'. 5009
[From $3500/wkly-$12000/monthly]
Internet  8
"Dream House"...Islamorada...three Bedroom, 3.5 Bath Canal front home ...sleeps 6 ...dock ...dramatic Bauhaus style home with 70' deep water dockage. 1513
[$2000 - $3000/wk]
  3
"Venetian Tropics"...Calendar...Islamorada...roomy, waterfront stilt home, rented as 3 or 2 bedroom, ...sleeps 6-8... heated pool with tiki bar and 70' dock. (312)  pets
[$1800 - $2700/wk]
Internet  5
"Paradise Pointe"...Islamorada...three Bedroom, 2.5 Bath Oceanfront home ...sleeps 6... heated pool, dock fits 2 boats... close to dining & area attractions. 5420  pets
[$3500-$3800/wk...$10500-$11000/month]
  3
"Island Gazer"...Calendar...Islamorada...Ocean Shores...three Bedroom, two bath Ocean front home ...sleeps 6 ...63' dock with power ...home on a quiet cul-de-sac with fenced yard & tropical landscaping with direct access to coral reef... 5 minutes from both Key Largo & Islamorada. 5660
[From $1,600 per week, $5,000 per month]
Internet  15% off if available one week out! Incredible Location - INCREDIBLE LUXURY!! 10
"Islamorada Manor AKA Lundry House" ...Islamorada...Deep water Canal front duplex apartment, 2 bedroom, 1 bath ...sleeps 6... 70' dock with 30' available... close ocean and back country access for fishing & diving. (183)
[$950/week...$2800/month]
  3
"White Marlin Beach House"... Calendar...Islamorada...2 Bedroom, 2 bath canal front home...sleeps 5... newly furnished and decorated... wrap-around deck... private deepwater dock with easy access to bay and ocean... short walk to private beach. (487)
[$1500 - $1800/wk]
Internet  Newly Remodeled & Newly Furnished / Private White Sandy Beach 10
"The Good Life"...Islamorada...Gulf front, 2 Bedroom, 2 bath condo...sleeps 4... heated pool... lighted tennis courts... gated complex... best restaurants are nearby. (509)
[$ 800 wkly rental]
  6
"Dock of the Bay"...Islamorada...Futura Yacht Club...two Bedroom, two Bath Bay front condo ...sleeps 6... heated pool, jacuzzi, boat slip with electric hookup, tennis ...quiet serene atmosphere but centrally located. 2810
[$700 - $1200/wk...$2800 - $3600/mo]
  Late Cancellation SPECIALS Save $$$$$$ email for availability 3
"Sunsets at Lulu's"...Islamorada...Executive Bay Club...two Bedroom, two Bath Bay side townhome ...sleeps 6... heated pool, tiki huts, fishing pier, tennis ...newly renovated (2004) 1400 sq ft unit in gated community... unit is adjacent to pool, 2 minute walk to beach & dock area. 3093
[$2,500-$2,700/month. ]
  Sunsets at Lulu's 6
"Keys Please Me"...Calendar...Islamorada...Bay Harbour...two Bedroom, 2.5 Bath Ocean view condo ...sleeps 6... heated pool, jacuzzi, dock, tennis, clubhouse, game room... brand new (2004) upscale unit with 2 Master suites... located in the heart of the Keys. 3179
[$1500 - $2000/wk ... $4500 - $6000/mo]
  3
"A Breath of Salty Air"...Calendar...Islamorada...two Bedroom, two Bath Ocean front condo ...sleeps 6... heated pool, tennis, clubhouse, private beach with tiki huts... newly furnished (2006) fourth floor unit with ocean views from inside & outside. 4029
[$850 - $1350/wk]
  3
"Islamorada Vacation Hot Spot"...two Bedroom, two Bath Gulf view townhome ...sleeps 6 heated pool, boat dock, fishing pier... home in upscale neighborhood is surrounded by tropical foliage... close to Bahia Honda. 4099
[$1100wk- $1295./wk..$3,400 - $3,95000/mo]
  10
"Island Charmer"...Islamorada...two Bedroom, two Bath Ocean front condo ...sleeps 6, ocean front heated pool, exercise room, tennis ...sixth floor unit with panoramic ocean views. 4721
[Starting at $880 per week]
  3
"Osprey Lagoon"...Islamorada...one Bedroom, one Bath Bay side/canal front duplex unit ...sleeps 3 ...deep water dockage, on dead end street, backyard view of lagoon, lots of wildlife. 1296
[$700/wk...$1600/mo]
  4
"Neptune's Hideaway"...Calendar...Islamorada...Bay front studio condo ...sleeps 3 ...heated pool, dock, sauna, exercise room, game room... newly remodeled (2005) unit in gated & landscaped complex... swim in the protected cove... numerous restaurants & activities nearby. 3315
[$450 - $700/wk; $1,400 - $2,500/mo]
  Ask about our last minute specials!! 10
"Mariner's Retreat"...Islamorada...Bay side studio condo ...sleeps 4... heated pool, jacuzzi, sauna, dock, fishing pier, clubhouse, game room... direct boat access to Florida Bay... walk to restaurants... minutes from Key Largo. 4895
[$500-$700/wk]
 
"Sunset Deluxe"...Islamorada...two Bedroom, 2.5 Bath Bay view townhome ...sleeps 4... heated pool, exercise room, dock (up to 32' boat), fishing pier, tennis, clubhouse... unit in gated complex with easy access to Gulf or Ocean. 5772
[$1250/wk - $3600/mo]
Internet 

Key Colony Beach

"Casa Palmetto"...four Bedroom, four Bath Ocean view home ...sleeps 10 ...heated private pool, dock, tennis ...luxury home is walking distance from Sunset Park beach... short trip down canal to Vaca cut & ocean. 5541
[From $1745 per week]
Internet  Remaining 2007 vacancies at $1995 all inclusive
"Reef Madness"...Calendar...three Bedroom, two Bath canal front / oceanside duplex unit ...sleeps 6... heated community pool, dock with electric & water, tennis, jacuzzi ...upscale unit with direct ocean access... Cabana Club Membership included. 2288
[$1300 - $1700/wk ]
Internet  6
"Tropical Breezes I"...Calendar...Key Colony Beach...three Bedroom, two Bath Canal front duplex unit ...sleeps 8 ...heated community pool & jacuzzi, private dock... new in 2001 on 100' wide canal... Ocean & Gulf minutes away via Vaca Cut... includes Cabana Club membership. 3947  pets
[$1350 - $1700 ($3750 - $5100/mo)]
  FREE Cabana Club membership- FREE fitness center too!! 10
"Sun Keys" ...Calendar...Key Colony Beach...Roomy 2 Bedroom, 2 Bath duplex units...sleeps up to 12 ...dock, Ocean/Gulf access...  Cabana Club membership with pool, Jacuzzi, Tiki Bar. (221)
[$1300 - $1650/wk - Daily from $200/night]
  AVAILABLE Many weeks after Apr 6 7
"Bonefish Bay Hideaway" ...Key Colony Beach...Waterfront 2 Bedroom duplex unit... sleeps 4... open water dock, great sunsets! Private sandy beach. (222)
[$850-$1200/wk.... $2,800 - $3,200/mo]
  6
"Ocean Front Paradise"...Calendar...Ocean front 2 Bedroom, 2 bath condo...sleeps 4... heated pool, 600 ft sandy beach, fishing dock. (336)
[$1915-$2250/2wks...$2655-$3600/4wks]
Internet  The dates shown are booked....Our Condo association requires a two week minimum stay. 6
"Barnett House" ...Key Colony Beach...Ocean view, half-duplex...2 Bedroom, 2 Bath...sleeps 6...200 ft from water...pool, spa...includes Cabana Club membership. (709)
[$650-1175. weekly - cleaning included]
  The Ocean Never Felt So Close ! 200 ft. from Cabana Club 3
"Sun Casa"...Calendar...Key Colony Beach...two Bedroom, two Bath Canal front duplex unit ...sleeps 6 ...community heated pool & jacuzzi, cabana club, tennis, par 3 golf ... a scuba diving/snorkeling paradise! 1529
[$1300 - $1400/wk ]
  ...."Book now for spring and summer "2008" 6
"Keys Getaway"...Calendar...Key Colony Beach...two Bedroom, two Bath Canal front duplex unit ...sleeps 6 ...dock ...Cabana Club membership with heated pool use, bar/grill, sandy swimming beach. 1580
[$900 - $1400/wk]
  3
"Seas the Moment"...Key Colony Beach...two Bedroom, two Bath Canal front duplex unit ...sleeps 5... 30' dockage, heated pool, jacuzzi, tennis, clubhouse... immediate access to Ocean or Gulf, walk to beach or pool... Cabana Club membership is included. 1616
[$650 - $1400/wk]
  3
"Tropical Breezes II"...Calendar...Key Colony Beach...two Bedroom, two Bath Canal front / Ocean side duplex unit ...sleeps 5... private dock, community heated pool, jacuzzi, tennis ...direct ocean access through Vaca cut, dock with utilities fits up to 30' boats... home newly renovated in 2004... Cabana Club membership included. 2921  pets
[$850 -$1650/wk Book 3 - EVERY 4th FREE]
  January - April 2008 AVAILABLE!!!! 8
"Keys Ocean Drive"...Calendar...Key Colony Beach...2 Bedroom, 2 Bath Canal front / Ocean view stilt duplex unit ...sleeps 6... community heated pool, jacuzzi, 30' dock, tennis ...spacious 1300 sq ft unit with private beach across the street... Cabana Club membership included in rental. 3517
[$1,100 to $1,425 wk..$4,400 to $5,700 mo]
  LOBSTER WEEK AUG. 2008 still available! 30 ft dock!! 6
"Key Colony Dream Retreat"...Key Colony Beach...two Bedroom-Plus, two Bath Canal front duplex unit ...sleeps 6 ...heated pool, dock, tennis, clubhouse... three story unit with Cabana Club membership. 4240
[From $1250 P/Wk and $3950 P/Month]
  5
"As Good as it Gets"...Key Colony Beach...two Bedroom, two Bath duplex home (one unit offered) ...sleeps 4... heated community pool, dock, tennis, clubhouse, game room... new in 2003 with easy access to Ocean & Gulf... Cabana Club membership included. 4510
[ $1300 to $1500 - week (4 people max.)]
Internet  Fall Discount - September 15 thru December 15 - $1150 week 10
"Memory Maker"...Key Colony Beach...two Bedroom, two Bath Canal front duplex (renting one side) ...sleeps 6 ...boat dock, community heated pool & jacuzzi, tennis, clubhouse, game room, ocean front dining room... quick access to Gulf & Ocean... rental includes Cabana Club membership. 4782
[ From $675 - $1450/WK]
  November and December - Specials 6
"Island Attitude"...Calendar...Key Colony Beach...two Bedroom, two Bath Canal front duplex unit ...sleeps 6...boat dock... newly decorated (2008) unit... included is Cabana Club membership with heated community pool & jacuzzi, tennis game room. 8973
[$1400- $1600/ week 4-people]
  6

Little Torch Key

"Powell Family Retreat"...Little Torch Key...three Bedroom, two Bath Bay front home ...sleeps 12 ...heated pool, dock... large 1.3 acre lot backs up to bay with canal on one side... home is just a few feet from the water with sandy kids' area near dock. 2837
[$2500.00 - $5000.00 wk.]
  Private Open Water Home, Boat Dock, Close to Looe Key Diving 3
"Lazy Lobster"...Calendar...two Bedroom, one Bath Canal front mobile home ...sleeps 4... swimming dock... located on a deep water swimming canal leading directly to Gulf... quiet community. 4785
[$600 - $900/wk.....$2100 - $2550/mth]
  11

Plantation Key

"Stress Relief!"...three Bedroom, 2.5 Bath Canal front home ...sleeps 6... 118' deep water boat dock... newly remodeled (2007) home with elevator has quick access to bay & ocean. 5651
[$1500/wk...$4500/mo]
  6
"Easy Street"... 2 Bedroom, 2 bath waterfront condo...sleeps 6... in Futura Yacht Club... pool, boat slip & ramp... easy 10 minute Ocean access. 3861
[From $650/week...$1950 - $2500/month]
  3

Ramrod Key

"Island View"...Ocean front, 3 Bedroom, 2 bath home...sleeps 8...home is on 4 lots... pool, wrap around screened decks... 240' open water frontage... boat dock with immediate ocean access. (516)
[Please call for rates.]
  3
"Another Day in Paradise"...three Bedroom, two Bath Canal front home ...sleeps 6... dock... 2 story home with open floor plan & multiple balconies overlooks bird sanctuary ...easy boat access to Ocean or back country fishing. 4202
[From $3500.00]
  10
"One Particular Harbor" ...Calendar...2 Bedroom, 2 Bath waterfront home... boat dock, wrap-around deck...view of wetland bird sanctuary. 2328  
[$2950 per month]
  3

Sugarloaf Key

"Ocean Gem"...Calendar...four Bedroom, 3.5 Bath Bay front home ...sleeps 10... heated pool, jacuzzi, dock with davits... 3000 sq ft home with furnishings & appliances new in 2004... 2 Master suites... easy access to Gulf or Atlantic. 5317
[$9000/Mo-Jan- April:$8000/Mo-May-Dec]
Internet  10

Summerland Key

"Summerland Estate"...five Bedroom, four Bath Ocean front home ...sleeps 12... heated pool, jacuzzi, long dock, tiki bar... luxury home on 2 private acres. 3626
[$3000-$6500 per week Saturday-Saturday]
  If the property is not booked yet we are open to all reasonable offers!!! 4

 


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Florida Keys Vacation Rentals...condos, waterfront homes & villas, vacation homes.