Search over 150,000 vacation rentals properties now! Click here to see more Vacation Homes
Search for vacation rental homes on the Florida Keys
Have a Fling in the Florida Keys
The Florida Keys are a little wilder, a little bit beyond the typical Florida scene and perhaps a little closer to what you’re looking for in a romantic - yet not too distant - escape. You don’t have to worry about passports or language barriers down here; these islands may feel far away but they have a way of feeling like home, too. Thanks to the abundance of Florida Keys vacation rentals scattered about like so many conch shells, you can truly have it all as you finally treat yourself to a getaway built for two.
In Islamorada, Key Largo, Marathon and Key West (that’s just for starters) there are beach houses, condos, villas and cottages for everyone. You and your partner in crime (not that it should be deemed illegal to steal a long weekend and just enjoy yourselves) can take your pick from among luxury digs and modest love nests alike; head for a stretch of shoreline hopping with clubs and tiki bars or hide away on your own little island – literally.
Weigh your options, talk it over with your lucky companion and see how the scenario develops. Activities will range from diving and snorkeling to drinking and dancing, nodding off on the beach to nodding off next to your private pool…you set the schedule and itinerary as you please. You won’t be able to control the time of the sunset – or your amazement at its brilliance – but other than that the strings are yours to pull.
A popular place for weddings, honeymoons and lovey-dovey rendezvous, you’ll soon feel the good vibes for yourself. Maybe it’s the island culture, maybe it’s the chance to have the whole house to yourself; the point is, this trip will be good for you both.
-
Ocean Villa New Luxury
Ocean Villa New Luxury 4 bedrooms 3 baths — Property 240678
- Villa
- 4 bedrooms , sleeps 8
- 3 bathrooms
- beach, waterfront
- pool
- Rates (shown in USD)
- $2475 - $3025 per property per week
-
Luxury Waterfront Villa with Pool, Jacuzzi and 70 ft Dock — Property 138443
- Villa
- 4 bedrooms , sleeps 10
- 4 bathrooms
- near the ocean, waterfront
- pool
- Rates (shown in USD)
- $1500 per property per week
-
Duval St. 6 bedroom Compound
Duval St. 6 bedroom Compound w/ 2 Private Heated Pools, Parking & Huge Roof Deck — Property 228157
- Villa
- 6 bedrooms , sleeps 14
- 5 bathrooms
- 2 half bathroom
- downtown, near the ocean
- pool
- Rates (shown in USD)
- $8000 per property per week
-
Southernmost Southernmost Home
The ultimate place to stay in Key West — Property 256853
- Villa
- 4 bedrooms , sleeps 8
- 5 bathrooms
- 1 half bathroom
- town, waterfront
- pool
- Rates (shown in USD)
- $7000 - $8500 per property per week
-
Villa on the Water - 257 — Property 7022340
- Villa
- 4 bedrooms , sleeps 10
- 4 bathrooms
- children welcome
- pets not allowed
- Rates (shown in USD)
- $2650 - $5490 per villa per week
-
oceanfront 'Villa in Paradise'
Oceanfront 'villa in paradise' Kawama yacht club in Key Largo — Property 234495
- Villa
- 4 bedrooms , sleeps 8
- 3 bathrooms
- resort, waterfront
- pool
- Rates (shown in USD)
- $1600 per property per week
Refine Your Search
- You refined by:
- Florida Keys remove
- villa remove
- bedrooms_4* remove
- pool remove
- (remove all)
Regions
Sleeps
- Sleeps 5-8 (3)
- Sleeps 9-12 (2)
- Sleeps 13 or more (1)
Baths
- 3 bathrooms (2)
- 4+ bathrooms (4)
Amenities
- satellite or cable tv (5)
- internet access (4)
