Destination: Search
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 Florida Keys Vacation Rentals

Florida Keys Rentals

Go to page 1 2 3 4 (1-50 of 199) Next Last
Sort by: Show rentals per page
SPECIAL OFFER! 4/5 Home Waterfront Pool Dock Florida Ke June 15 - June 22

Marathon Marathon Pool Home, 135 Ft. Dock, Waterfront, Balcony Sleeps 10

  • 4 BR/5 BA House (sleeps 10)
    $2,450 - $5,250/wk
    per property, accept credit card, Near The Ocean, Waterfront, Private Pool, Tennis Court, terrace, Balcony, Air Conditioning, Internet

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 '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

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

  • 2 BR/2 BA, 1 half bath House (sleeps 6) accept credit card, Beach, Near The Ocean, Resort, Village, Waterfront, Balcony, Internet, Satellite / Cable, Television, DVD Player

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 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 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 '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
Back to Top

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

Marathon Vista Linda ! 2 Deluxe Master Suites on Gulf w/ Private Pool and Dock

  • 2 BR/2 BA House (sleeps 6)
    $2,100 - $2,800/wk
    per property, Beach, Waterfront, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, barbecue

Marathon Keys Waterfront Private Pool Home - 60' Dock - JUNE Special Save $400 per wk

  • 2 BR/2 BA House (sleeps 6) Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

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

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

Marathon Villages At Hawks Cay Sunset Cottage *NEWLY RENOVATED*

  • 3 BR/3 BA Cottage (sleeps 10)
    $2,500/wk
    per property, Beach, Resort, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

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 Colony Beach Panoramic Oceanfront - Pristine Beaches - luxurious Condo ! -Now WIFI

  • 2 BR/2 BA Condo (sleeps 4) Beach, Waterfront, Private Pool, Jacuzzi, Tennis Court, terrace, Balcony, Air Conditioning, Internet
Back to Top

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 Largo Elegant Deep Water Ocean Canal Home Cheaper Than A Hotel

  • 3 BR/3 BA, 1 half bath House (sleeps 8) accept credit card, Near The Ocean, Waterfront, Communal Pool, Lawn / Garden, Balcony, pets considered, Air Conditioning, Internet

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

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

Marathon *$1350 wk 3/2.5 Lg Gulfside House with Dock & Cabana Club

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $1,350 - $2,095/wk
    $3,995 - $5,500/month
    per property, Near The Ocean, Waterfront, Communal Pool, pets considered, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

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
Back to Top

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

  • 3 BR/3 BA Villa (sleeps 8)
    $1,500 - $1,950/wk
    $4,500 - $5,850/month
    per property, accept credit card, Waterfront, Communal Pool, Tennis Court, Balcony, Air Conditioning, Internet, Satellite / Cable

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

  • 2 BR/2 BA House (sleeps 6)
    $1,600/wk
    per property, accept credit card, Beach, Near The Ocean, Waterfront, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Cudjoe Key Bo's Tropical Get-a-Way in the beautiful sunny Florida Keys

  • 2 BR/2 BA House (sleeps 6) Near The Ocean, Waterfront, Communal Pool, Tennis Court, 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 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

Marathon Quiet Open Water Hideaway Overlooking Wildlife Preserve

  • 2 BR/1 BA Villa (sleeps 4)
    $1,200/wk
    per property, accept credit card, wheelchair accessible, Waterfront, Air Conditioning, Internet, Television, barbecue

Grassy Key La Casa Habana; Beautiful 3 BR House on Gulf with Pool and Dock

  • 3 BR/2 BA House (sleeps 8)
    $2,100 - $2,900/wk
    per property, Beach, Village, Waterfront, Private Pool, Jacuzzi, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet

Key West Luxury on Garrison Bight: 3 BR/3.5 BA Waterfront Home Sleeps 8

  • 3 BR/3 BA, 1 half bath House (sleeps 8)
    $495 - $695/nt
    per property, accept credit card, Near The Ocean, Town, Waterfront, Private Pool, Balcony, pets considered, Internet, Satellite / Cable, Television

Big Pine Key WEEKLY Casa Domingi OPEN WATER Kids Pets Groups Couples Relaxing Fun!

  • 3 BR/2 BA House (sleeps 8)
    $1,800 - $2,700/wk
    per property, accept credit card, Waterfront, Lawn / Garden, Balcony, pets considered, Air Conditioning, Internet, Satellite / Cable
Back to Top

Key Largo Affordable Key Largo Beach Cottage! Open water location

  • 2 BR/2 BA House (sleeps 6)
    $185/nt
    $1,000/wk
    $3,500/month
    per property, accept credit card, Beach, Waterfront, pets considered, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Marathon Luxury Home with Pool, Hot Tub & 50' Dock. Spectacular Gulf View.

  • 3 BR/3 BA House (sleeps 8)
    $2,300 - $3,500/wk
    per property, accept credit card, wheelchair accessible, Resort, Waterfront, Communal Pool, Jacuzzi, Balcony, Air Conditioning, Internet

Key Largo Family Friendly Spring Break In The Florida Keys!

  • 2 BR/1 BA, 1 half bath Townhome (sleeps 6) accept credit card, Beach, Lake, Near The Ocean, Waterfront, Communal Pool, Tennis Court, 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) accept credit card, wheelchair accessible, Beach, Lake, Near The Ocean, Resort, Town, Village, Waterfront, Private Pool, Communal Pool, Tennis Court, Lawn / Garden, Balcony

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/wk
    per property, accept credit card, wheelchair accessible, Beach, Near The Ocean, Resort, Waterfront, Private Pool, Jacuzzi, Sauna, Tennis Court, terrace

Key West 'VILLA BAHAMA @ THE FOUNDRY': Luxury 2BR/2.5BA Townhome in Truman Annex...

  • 2 BR/2 BA, 1 half bath Villa (sleeps 6)
    $1,950 - $3,500/wk
    $6,600 - $11,500/month
    per property, accept credit card, Downtown, Near The Ocean, Resort, Town, Village, Communal Pool, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet

Key West 'HEAVENLY ZEN @ THE SEAPORT': Lavish 4BR/3BA Old Town Home + Pool....

  • 4 BR/3 BA House (sleeps 8)
    $11,000 - $19,000/month
    per property, accept credit card, Downtown, Near The Ocean, Resort, Private Pool, Jacuzzi, Lawn / Garden, terrace, Balcony, Air Conditioning

Sugarloaf Key Unparalleled surroundings and 180 degree ocean views.

  • 3 BR/2 BA House (sleeps 6) accept credit card, Waterfront, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, Parking

Key West New Home In Old Town

  • 4 BR/4 BA House (sleeps 8) limited accessibility, Beach, Downtown, Near The Ocean, Waterfront, Private Pool, pets considered, Air Conditioning, Internet, Television, DVD Player

Big Pine Key Private sunrises just for you.

  • 4 BR/3 BA House (sleeps 8) accept credit card, wheelchair accessible, Near The Ocean, Waterfront, Lawn / Garden, Balcony, pets considered, Air Conditioning, Internet
Back to Top
Go to page 1 2 3 4 (1-50 of 199) Next Last

© 1996-Present HomeAway.com, Inc. All rights reserved.

Use of this Web site constitutes acceptance of the GreatRentals.com Terms and Conditions and Privacy Policy.