A1Vacations is part of HomeAway.com, the world’s leading vacation rentals marketplace.
Search over 150,000 vacation rentals properties now! Click here to see more Vacation Homes
Search over 150,000 vacation rentals properties now! Click here to see more Vacation Homes
Search for vacation rental homes on the Florida Keys
-
'Southernmost Belle'
'SOUTHERNMOST BELLE' @ The Annex: 7 Bedrooms, Huge Porches & Large Private Pool — Property 225064
- House
- 7 bedrooms , sleeps 14
- 5 bathrooms
- downtown, resort
- pool
- Rates (shown in USD)
- $6500 - $14000 per property per week
-
Luxury 2BR home, private pool
'TURTLE CAY SPA' @ the Sanctuary: Walled Yard & 2 Master Suites — Property 226088
- House
- 2 bedrooms , sleeps 6
- 2 bathrooms
- near the ocean, resort
- pool
- Rates (shown in USD)
- $988 - $1650 per property per week
-
Penny's Pompei
“PENNY'S POMPEI” @ Key West Golf Club: Elegant 2BR/1.5BA Townhome — Property 229104
- House
- 2 bedrooms , sleeps 6
- 1 bathroom
- 1 half bathroom
- near the ocean, resort
- pool
- Rates (shown in USD)
- $750 - $1200 per property per week
-
'Angel Conch'
“ANGEL CONCH” @ Angela Street: Heavenly 3BR Home in Old Town — Property 233196
- House
- 3 bedrooms , sleeps 6
- 3 bathrooms
- downtown, resort
- jacuzzi
- Rates (shown in USD)
- $1375 - $2500 per property per week
-
'Casa Blanca 1888' @ White St
“CASA BLANCA 1888' @ White Street: Private Home in Old Town, 4BR & Large Pool — Property 238180
- House
- 4 bedrooms , sleeps 10
- 3 bathrooms
- downtown, resort
- pool
- Rates (shown in USD)
- $1750 - $3000 per property per week
-
Unique Old Town 4 bedroom home
“HEAVENLY ZEN @ GRINNELL”: 4BR Private Home @ The Historic Seaport — Property 238200
- House
- 4 bedrooms , sleeps 8
- 3 bathrooms
- downtown, resort
- pool
- Rates (shown in USD)
- $1925 - $3500 per property per week
-
'Noona’s Mansion-by-the-Sea”
“NOONA'S MANSION-by-the-SEA”: Oceanfront 6BR/5.5BA @ Truman Annex, Private Pool — Property 254512
- House
- 6 bedrooms , sleeps 14
- 5 bathrooms
- 1 half bathroom
- pool
- garden
- Rates (shown in USD)
- $7700 - $16000 per property per week
-
Natalie's Bahama Conch
'NATALIE'S BAHAMA CONCH': Lavish 3BR/2.5BA Home w/ Private Pool @ the Sanctuary — Property 254555
- House
- 3 bedrooms , sleeps 7
- 2 bathrooms
- 1 half bathroom
- near the ocean, resort
- pool
- Rates (shown in USD)
- $1375 - $2500 per property per week
-
'Southernmost Arts & Crafts'
“SOUTHERNMOST ARTS & CRAFTS”, 2BR/2BA Private Home @ South Street — Property 238081
- House
- 2 bedrooms , sleeps 6
- 2 bathrooms
- downtown, near the ocean
- pool
- Rates (shown in USD)
- $1500 - $2250 per property per week
-
Spectacular Waterfront Paradise — Property 214003
- House
- 4 bedrooms , sleeps 10
- 3 bathrooms
- waterfront
- garden
- Rates (shown in USD)
- $2000 - $3450 per property per week
Refine Your Search
- You refined by:
- Florida Keys remove
- house remove
- (remove all)
Regions
- Central Florida Keys rentals (181)
- Lower Florida Keys rentals (326)
- Upper Florida Keys rentals (168)
Bedrooms
- 1 bedroom (28)
- 2 bedrooms (197)
- 3 bedrooms (275)
- 4+ bedrooms (175)
Sleeps
- Sleeps 1-4 (74)
- Sleeps 5-8 (449)
- Sleeps 9-12 (123)
- Sleeps 13 or more (28)
Baths
- 1 bathroom (71)
- 2 bathrooms (367)
- 3 bathrooms (150)
- 4+ bathrooms (79)
Amenities
- air conditioning (558)
- satellite or cable tv (407)
- pool (387)
- internet access (293)
- dishwasher (559)
- washing machine (529)
Leisure Activities
- Florida Keys rentals near fishing (612)
- Florida Keys rentals near golf (467)
- Florida Keys rentals near skiing (13)
Suitability
- wheelchair accessible (31)
- suitable for elderly or infirm (100)
- pet friendly (174)
- non smoking only (588)
