Upper Florida Keys Waterfront Vacation Home Rentals(308)
Meagan's Beach House - Bayfront Home with spectacular Sunrises and Sunsets
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$1,600
per week
7 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 6
Waterfront Luxury Home with An Incredible View on a Full Acre, Free Secured WiFi
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 8
$2,400 -
$2,550
per week
7 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 8
Affordable Key Largo Beach Cottage! Open water location
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$185
per night
3 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 6
Paradise for Rent in the Florida Keys!! Designer Vacation Home on Deep Water
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 7
$300 -
$350
per night
3 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 7
Waterfront Cottage - Beach and Dockage! Sunset Views!
- 2 Bedrooms,
- 1 Bathroom, Sleeps 4
$150
per night
3 night Minimum Stay
- 2 BR,
- 1 BA,
- Sleeps 4
A Magnificent, Luxurious 7 Bedrooms, 5 Bath Rent All or Part
- 8 Bedrooms,
- 5 Bathrooms, Sleeps 24
$1,200
per night
3 night Minimum Stay
- 8 BR,
- 5 BA,
- Sleeps 24
Beach House with Open Water views! Dockage Included!
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 10
$300
per night
3 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 10
Elegant Beach Home With Dockage and WIFI in Key Largo! Pet friendly!
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 12
$350
per night
3 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 12
Quite, charming, elegant, tropical, a beautiful setting on the bay
- 5 Bedrooms,
- 3 Bathrooms, Sleeps 16
$900
per night
3 night Minimum Stay
- 5 BR,
- 3 BA,
- Sleeps 16
Bay Front Home With Magnificent Views
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 8
$500
per night
3 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 8
Bayfront and Beautiful, A Boater's Dream
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 8
- 3 BR,
- 3 BA,
- Sleeps 8
Oceanfront Home Adjacent to Pennecamp Coral Reef State Park
- 4 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 8
- 4 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 8
The Views...Water Water Everywhere...Key Largo Home.
- 4 Bedrooms,
- 4 Bathrooms,
- 1 Half Bath, Sleeps 10
- 4 BR,
- 4 BA,
- 1 HF BA,
- Sleeps 10
Private / Oceanfront Estate / Contemporary Interior Design
- 5 Bedrooms,
- 5 Bathrooms,
- 1 Half Bath, Sleeps 12
$700 -
$1,500
per night
3 - 7 night Minimum Stay
- 5 BR,
- 5 BA,
- 1 HF BA,
- Sleeps 12
Cocomo's
- 3 Bedrooms,
- 4 Bathrooms, Sleeps 14
$857
per night
- 3 BR,
- 4 BA,
- Sleeps 14
Waterfront Key Largo luxury home with Bay access!!
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
$210 -
$310
per night
3 night Minimum Stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 6
Islamorada Waterfront-Great Dockage! Wonderful Views! WiFi & More!
- 3 Bedrooms, Sleeps 8
- 3 BR,
- Sleeps 8
Bayfront Pool Home Views Views Views! Christmas & Springbreak
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 10
$2,975 -
$3,500
per week
7 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 10
Islamorada Oceanfront Vacation Rental Home
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 10
- 4 BR,
- 3 BA,
- Sleeps 10
Harbor House In Tavernier
- Studio,
- 6 Bathrooms, Sleeps 27
- Studio,
- 6 BA,
- Sleeps 27
Islamorada Oceanfront Estate 2 Lush Acres with Dockage Private
- 4 Bedrooms,
- 4 Bathrooms,
- 1 Half Bath, Sleeps 12
- 4 BR,
- 4 BA,
- 1 HF BA,
- Sleeps 12
Elegant Deep Water Ocean Canal Home Cheaper Than A Hotel
- 3 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 8
$175 -
$250
per night
2 night Minimum Stay
- 3 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 8
Angler's Reef Coastal Conch Style Vacation Home in Islamorada, Fl.
- 2 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
$195 -
$285
per night
2 - 4 night Minimum Stay
- 2 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 6
Mitchell's Keys Villa - Private, Secluded House on the Bay
- 2 Bedrooms, Sleeps 4
- 2 BR,
- Sleeps 4
Best Islamorada Vacation Rental
- 3 Bedrooms, Sleeps 6
$272
per night
5 - 7 night Minimum Stay
- 3 BR,
- Sleeps 6
Canal Waterfront 3/2- 75' Dock-Fisherman Bring Ur 1st Mate
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$1,575
per week
7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 6
Escape to Paradise! Oceanfront, Private Sandy Beach, Swimming Pool
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 7
$2,500
per week
7 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 7
Waterfront Oasis, 85 FT. New Dock & Fishing Station, 3 Bedroom,3,Bath
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 10
$6,300 -
$6,975
per month
28 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 10
Waterfront Paradise with Private Beach
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 10
- 3 BR,
- 2 BA,
- Sleeps 10
Ocean Front Heated Pool w/Stunning ocean views,Tiki Hut Bar, 90' of Dockage
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 8
- 3 BR,
- 3 BA,
- Sleeps 8
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