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Upper Florida Keys Rentals

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Key Largo Meagan's Beach House - Bayfront Home with spectacular Sunrises and Sunsets

  • 2 BR/2 BA House (sleeps 6)
    $280/nt
    $1,725/wk
    $6,200/month
    per property, accept credit card, Beach, Near The Ocean, Waterfront, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key Largo Elegant Beach Home With Dockage and WIFI in Key Largo! Pet f

  • 4 BR/3 BA House (sleeps 12)
    $350/nt
    $2,200 - $2,500/wk
    $7,000/month
    per property, pets considered, Fitness Room / Equipment, Air Conditioning, Internet, DVD Player, Parking

Key Largo Cute Two Bdrm Cottage with Beach and Dockage!

  • 2 BR/2 BA Cottage (sleeps 6)
    $185/nt
    $1,000 - $1,300/wk
    $3,500/month
    per property, pets considered, Air Conditioning, Internet, DVD Player, Parking

Key Largo Beach House with Open Water views! Dockage Included!

  • 3 BR/2 BA House (sleeps 10)
    $300/nt
    $1,600 - $1,900/wk
    $5,600/month
    per property, pets considered, Hot Tub, Balcony, Air Conditioning, Internet, DVD Player

Islamorada Islamorada - Oceanfront Estate - Private 165ft Beach, Heated Pool & Dockage

  • 4 BR/4 BA House (sleeps 8)
    $5,200/wk
    per property, pets considered, Beach, Waterfront, Private Pool, Jacuzzi, Lawn / Garden, terrace, Balcony, Air Conditioning

Islamorada Angler's Reef Coastal Conch Style Vacation Home in Islamorada, Fl.

  • 2 BR/2 BA, 1 half bath House (sleeps 6)
    $195 - $285/nt
    $1,265 - $1,635/wk
    $6,540/month
    per property, accept credit card, Beach, Near The Ocean, Resort, Village, Waterfront, Balcony, Internet, Satellite / Cable, Television, DVD Player

Key Largo Brand New 3 Bedroom 3 Bathroom Townhome in Luxurious Resort

  • 3 BR/3 BA Condo (sleeps 7)
    $275 - $375/nt
    $1,750 - $2,450/wk
    $7,500 - $9,750/month
    per property, Hot Tub, Resort, Communal Pool, Lawn / Garden, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

Key Largo Waterfront Key Largo luxury home with Bay access!!

  • 3 BR/2 BA, 1 half bath House (sleeps 6)
    $210 - $315/nt
    $1,300 - $1,550/wk
    $4,000 - $4,500/month
    per property, accept credit card, pets considered, Near The Ocean, Waterfront, terrace, Balcony, Air Conditioning, Internet, Satellite / Cable

Key Largo Luxury Bayfront Estate

  • 6 BR/4 BA, 2 half baths Estate (sleeps 12)
    $6,000/wk
    $22,000/month
    per property, Waterfront, Private Pool, Lawn / Garden, terrace, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

Key Largo Key Largo's Premier Oceanfront Resort! 2,3 & 4 Bed Villa's, Free WiFi!

  • 3 BR/3 BA, 1 half bath Villa (sleeps 9)
    $200 - $342/nt
    $1,295 - $1,595/wk
    per property, accept credit card, Hot Tub, Near The Ocean, Resort, Communal Pool, Jacuzzi, Tennis Court, Balcony, Fitness Room / Equipment

Key Largo Oceanfront Beach Resort - Direct Ocean Views - Free Secured WiFi!

  • 2 BR/2 BA Condo (sleeps 6)
    $125 - $242/nt
    $795 - $950/wk
    per property, accept credit card, wheelchair accessible, Beach, Near The Ocean, Communal Pool, Jacuzzi, Tennis Court, Air Conditioning, Internet

Key Largo Oceanfront Beach Resort- Stunning Ocean Views - Free Secured WIFI!

  • 2 BR/2 BA Condo (sleeps 8)
    $125 - $229/nt
    $800 - $1,000/wk
    per property, accept credit card, wheelchair accessible, Beach, Waterfront, Communal Pool, Tennis Court, Balcony, Air Conditioning, Internet

Key Largo Oceanfront Resort & Marina - Waterfront Villa - Free WiFi!

  • 3 BR/3 BA Villa (sleeps 8)
    $150 - $256/nt
    $895 - $1,195/wk
    per property, accept credit card, Beach, Waterfront, Private Pool, Tennis Court, Balcony, Air Conditioning, Internet, Satellite / Cable

Key Largo Oceanfront Resort - Hawaiian Island Style Setting - Free Secured WiFi!

  • 2 BR/1 BA, 1 half bath Villa (sleeps 6)
    $100 - $200/nt
    $700 - $800/wk
    per property, accept credit card, Beach, Resort, Communal Pool, Tennis Court, Balcony, Air Conditioning, Internet, Satellite / Cable

Islamorada Keys home in Anglers Reef with ocean view, dock, community pool & private beach

  • 2 BR/2 BA, 1 half bath House (sleeps 6)
    $2,250 - $2,550/wk
    per property, accept credit card, Beach, Waterfront, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Islamorada Anglers Reef Truly OceanFRONT 3BR 2.5 Bath home Lg Decks/Pool/WIFI/ 4Flatscr TVs

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $2,400 - $3,400/wk
    per property, Beach, Downtown, Resort, Village, Waterfront, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key Largo Bring the Whole Family to Key Largo! Stay on a Fabulous 3 Bedroom Houseboat!

  • 4 BR/2 BA House (sleeps 8)
    $275 - $375/nt
    $1,925/wk
    Balcony, Air Conditioning, Internet, Satellite / Cable, Television, Parking

Key Largo Luxury Condo with spectacular pool view, charming, quiet, elegant and beautiful

  • 3 BR/3 BA Condo (sleeps 8)
    $192 - $375/nt
    $1,150/wk
    $2,800/month
    per property, accept credit card, pets considered, Beach, Near The Ocean, Private Pool, Communal Pool, Daily Maid Service, Tennis Court, terrace

Islamorada Paradise for Rent in the Florida Keys!! Designer Vacation Home on Deep Water

  • 3 BR/2 BA House (sleeps 7)
    $1,485/wk
    $4,850/month
    per property, accept credit card, Hot Tub, limited accessibility, Waterfront, Lawn / Garden, Balcony, Air Conditioning, Internet

Ocean Reef Club Ocean Reef® Pool 36' Seawall Beach Golf Tennis

  • 2 BR/1 BA Condo (sleeps 5)
    $165 - $390/nt
    $2,730/wk
    per property, accept credit card, Waterfront, Communal Pool, Tennis Court, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Key Largo Ocean Views & Breezy Palms, Secure dedicated WiFi, Central to Everything

  • 2 BR/2 BA Apartment (sleeps 6)
    $180 - $262/nt
    $984 - $1,394/wk
    per property, wheelchair accessible, Beach, Near The Ocean, Waterfront, Communal Pool, Tennis Court, Lawn / Garden, Balcony, Fitness Room / Equipment, Air Conditioning

Islamorada Islamorada Tropical Paradise

  • 3 BR/2 BA House (sleeps 8)
    $2,800/wk
    $5,500/month
    per property, pets considered, limited accessibility, Communal Pool, Lawn / Garden, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

Tavernier Condo with Ocean Views - Pool, Beach, Tennis & Marina

  • 2 BR/2 BA Condo (sleeps 6)
    $925 - $1,425/wk
    per property, Beach, Resort, Waterfront, Communal Pool, Tennis Court, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key Largo 100+ GREAT REVIEWS! Direct Oceanfront Luxury 2+2 Condo~ Pools, Free WiFi++

  • 2 BR/2 BA Condo (sleeps 8)
    $199 - $299/nt
    $1,300 - $1,900/wk
    $5,000 - $7,000/month
    per property, accept credit card, wheelchair accessible, Beach, Lake, Near The Ocean, Resort, Town, Village, Waterfront, Private Pool, Communal Pool, Tennis Court, Lawn / Garden, Balcony

Islamorada 27 steps to Paradise Bay

  • 2 BR/1 BA, 1 half bath Condo (sleeps 6)
    $160 - $213/nt
    $950 - $1,276/wk
    $3,450 - $3,900/month
    per property, accept credit card, Beach, Near The Ocean, Waterfront, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Key Largo Gated Bayfront Paradise, Caribbean Cottage in a Tropical Oasis (FREE WIFI)

  • 2 BR/2 BA Cottage (sleeps 6)
    $300/nt
    $1,820/wk
    $4,800/month
    per property, Beach, Waterfront, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Key Largo Escape to Paradise in a Gated Tropical Bayfront Estate (FREE WIFI)

  • 2 BR/2 BA Cottage (sleeps 4)
    $225/nt
    $1,330/wk
    $3,900/month
    per property, Beach, Waterfront, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Key Largo Oceanfront resort condo beautifully renovated. Ocean & Marina views Free WI-FI

  • 2 BR/2 BA Condo (sleeps 6)
    $169 - $230/nt
    $1,080 - $1,480/wk
    per property, accept credit card, Hot Tub, wheelchair accessible, Beach, Near The Ocean, Waterfront, Communal Pool, Tennis Court, Balcony, Air Conditioning

Key Largo 'Oceans Edge' -A Luxury Villa with a Spectacular Ocean and Marina View

  • 3 BR/3 BA Villa (sleeps 6)
    $1,500 - $1,950/wk
    $4,950 - $6,250/month
    per property, accept credit card, Waterfront, Communal Pool, Tennis Court, Balcony, Air Conditioning, Internet, Satellite / Cable

Islamorada Tropically Furnished Condo with Ocean Views

  • 2 BR/2 BA Condo (sleeps 6)
    $750 - $1,050/wk
    per property, Beach, Tennis Court, terrace, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key Largo Oceanfront Resort Condo Newly Renovated. Beautiful Ocean/marina Views, Free Wifi

  • 2 BR/2 BA Condo (sleeps 6)
    $888 - $999/wk
    $3,500 - $3,750/month
    per property, Hot Tub, Resort, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key Largo Penthouse Condo Sunsets at Key Largo, Kawama Yacht Club Tower

  • 2 BR/2 BA Condo (sleeps 8)
    $160 - $350/nt
    $995 - $1,195/wk
    $4,000 - $4,400/month
    per property, wheelchair accessible, Near The Ocean, Waterfront, Communal Pool, Tennis Court, Balcony, Air Conditioning, Satellite / Cable, Television

Islamorada Keys home in Anglers Reef with ocean view, dock, comm. pool & beach

  • 2 BR/2 BA, 1 half bath House (sleeps 6)
    $1,950 - $2,250/wk
    per property, accept credit card, Beach, Near The Ocean, Communal Pool, Balcony, Air Conditioning, Satellite / Cable, Television, DVD Player

Key Largo Bayfront and Beautiful, A Boater's Dream

  • 4 BR/3 BA House (sleeps 8)
    $5,600 - $8,400/month
    per property, pets considered, Hot Tub, Waterfront, Private Pool, Jacuzzi, Air Conditioning, Satellite / Cable, Television

Key Largo Oceanfront Home Adjacent to Pennecamp Coral Reef State Park

  • 4 BR/3 BA, 1 half bath House (sleeps 8)
    $7,000 - $10,733/month
    per property, Hot Tub, Waterfront, Private Pool, Jacuzzi, Balcony, Air Conditioning, Internet, Satellite / Cable

Islamorada Paradise Oceanview Townhome

  • 2 BR/2 BA, 1 half bath Townhome (sleeps 4)
    $1,500 - $2,100/wk
    per property, pets considered, Hot Tub, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Tavernier Tropical Paradise for Family and Boaters

  • 3 BR/2 BA House (sleeps 8)
    $5,040 - $5,400/month
    per property, Hot Tub, Beach, Near The Ocean, Waterfront, Jacuzzi, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Islamorada Lush Tropical Waterfront Oasis With Heated Pool, Dock And WiFi

  • 4 BR/3 BA House (sleeps 8)
    $2,500/wk
    per property, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key Largo The Views...Water Water Everywhere...Key Largo Home.

  • 4 BR/4 BA, 1 half bath House (sleeps 10)
    $3,750 - $4,500/wk
    $11,250 - $12,000/month
    per property, accept credit card, pets considered, Hot Tub, wheelchair accessible, Near The Ocean, Waterfront, Private Pool, Balcony, Air Conditioning

Key Largo Ocean Views Views Views! Crystal Clear Waters Home in Key largo

  • 3 BR/2 BA, 1 half bath House (sleeps 6)
    $1,995 - $2,345/wk
    $5,800/month
    per property, Hot Tub, Waterfront, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key Largo Waterfront Luxury Home with An Incredible View on a Full Acre, Free Secured WiFi

  • 4 BR/3 BA House (sleeps 8)
    $7,467/month
    per property, accept credit card, Hot Tub, Waterfront, Jacuzzi, Lawn / Garden, terrace, Balcony, Air Conditioning

Key Largo Quite, charming, elegant, tropical, a beautiful setting on the bay

  • 5 BR/3 BA House (sleeps 16)
    $14,933/month
    per property, accept credit card, Hot Tub, wheelchair accessible, Beach, Near The Ocean, Resort, Waterfront, Private Pool, Jacuzzi, Lawn / Garden, terrace

Tavernier Relaxing Home in the Florida Keys

  • 2 BR/2 BA House (sleeps 4)
    $4,500/month
    per property, pets considered, Waterfront, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Tavernier Florida Keys Ocean Front Ocean Views On Deep Water Canal

  • 2 BR/1 BA House (sleeps 5)
    $85 - $100/nt
    $1,800 - $2,600/month
    per property, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Key Largo Paradise In Paradise

  • 4 BR/4 BA, 1 half bath Villa (sleeps 9)
    $25,000/month
    per property, Private Pool, Sauna, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Tavernier The Falcon Estate

  • 6 BR/6 BA, 2 half baths Estate (sleeps 14)
    $1,400/nt
    $26,600/wk
    $34,400/month
    per property, accept credit card, Hot Tub, Near The Ocean, Private Pool, Jacuzzi, Lawn / Garden, terrace, Balcony

Islamorada Little Palm Home - Enjoy Boat Harbor & Fishing Pier

  • 1 BR/1 BA House (sleeps 4)
    $197/nt
    per property, Resort, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking
SPECIAL OFFER! Huge Savings for May and Fall Bookings May 1 - October 31

Tavernier Direct OceanFront Paradise with Pool and Private Beach

  • 5 BR/5 BA House (sleeps 14) pets considered, Beach, Waterfront, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Islamorada Islamorada's Finest Canal Front 'One Story' Vacation Home WiFi-HDTV-NO STAIRS

  • 4 BR/3 BA House (sleeps 8) accept credit card, wheelchair accessible, Near The Ocean, Waterfront, Jacuzzi, Lawn / Garden, terrace, Air Conditioning, Internet

Islamorada Beautiful Bay Harbour Condo w/ Boat Dock! Book your Spring Vacation Now!!

  • 3 BR/2 BA, 1 half bath Condo (sleeps 8) accept credit card, Near The Ocean, Waterfront, Communal Pool, Jacuzzi, Tennis Court, Fitness Room / Equipment, Air Conditioning, Internet
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