Florida Keys Waterfront Vacation Rentals(1,498)
Ocean Breeze Suites-3 Bd, 3 Bath with loft Sleeps 10
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 10
$695 -
$855
per night
2 - 4 night minimum stay
- 3 BR,
- 3 BA,
- Sleeps 10
Kawama Yacht Club- Oceanfront Private Beach - Sunsets!
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 8
$165 -
$300
per night
3 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 8
Special Offer
Summer Special UNDER $200 A NIGHT TOTAL! (August 2 - September 30)
Marathon Luxury Waterfront Pool Home 75' Dock Fully Upgraded
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$1,799 -
$2,303
per week
7 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 6
Luxury New Home with Pool/Dock on the Atlantic Near Key West
- 2 Bedrooms,
- 3 Bathrooms, Sleeps 6
$250 -
$310
per night
3 night minimum stay
- 2 BR,
- 3 BA,
- Sleeps 6
Location, Location, Location! Ocean View, Lagoon Beach Front
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 10
$360
per night
3 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 10
Ocean Perch , Dock 80'Heated Pool Deep Channel Tennis 15 min Key West
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$975 -
$1,550
per week
7 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 6
Oceanfront Acre Heated Private Pool Sandy Area Dock 15 Min Key West
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 10
$1,800 -
$2,900
per week
7 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 10
Waterfront, Boat Ramp, Pool, Tennis, Golf, Fishing, Diving
- 1 Bedrooms,
- 1 Bathroom, Sleeps 4
$100 -
$135
per night
2 - 3 night minimum stay
- 1 BR,
- 1 BA,
- Sleeps 4
HGTV Featured Home - Boaters Paradise! Waterfront Key West Home
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$6,409 -
$7,196
per month
28 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 6
August Discounted! On the Ocean with Beach! Seaside Villa on Coco Plum
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$1,000 -
$1,695
per week
7 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 6
New Home in Gated Community with Oceanview, Pool & Dock! MM21!
- 2 Bedrooms,
- 3 Bathrooms, Sleeps 6
- 2 BR,
- 3 BA,
- Sleeps 6
Private Yacht 3 blocks from Duval Street & Sloppy Joe's
- 3 Bedrooms, Sleeps 6
$575 -
$650
per night
2 - 5 night minimum stay
- 3 BR,
- Sleeps 6
Oceanfront (Gulf) Condo, Fabulous Views, Heated Pool & Dock
- 2 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
$986 -
$1,586
per week
7 night minimum stay
- 2 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 6
Rare Penthouse 2 bed/2bath additional King in loft
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 8
$495 -
$695
per night
2 - 4 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 8
Oceanfront Condominium - Key West Oceanfront at the Coral Reef
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$265 -
$495
per night
4 - 5 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
'OLD TOWN OASIS @ TRUMAN ANNEX': Luxurious 2BR/2BA Condo + Oceanside Pool...
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$2,100 -
$3,800
per week
7 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 6
Key West Boat & Breakfast, Reef Sailing Trips, ASA sailing coming soon
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 4
$320 -
$375
per night
2 - 3 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 4
Oceanfront resort condo beautifully renovated. Ocean & Marina views Free WI-FI
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$1,080 -
$1,380
per week
7 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 6
Luxury Spacious Townhouse overlooking Pool w/ water view & 2 Bikes
- 1 Bedrooms,
- 1 Bathroom, Sleeps 4
$185 -
$328
per night
3 - 5 night minimum stay
- 1 BR,
- 1 BA,
- Sleeps 4
Penthouse Condo Sunsets at Key Largo, Kawama Yacht Club Tower
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 8
$950 -
$2,095
per week
7 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 8
Seaglass-20 feet from the Gulf--Special Rate Aug. thru Dec. 20 !!!!!!
- 2 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
$1,195 -
$2,295
per week
7 night minimum stay
- 2 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 6
Salida del Sol - Waterfront Key West Resort Style Home w/Pool & Beach
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$520 -
$525
per night
3 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 6
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
*$1395 wk 3/2.5 Lg Gulfside House with Dock & Cabana Club
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 8
$1,395 -
$2,095
per week
7 night minimum stay
- 3 BR,
- 2 BA,
- 1 HF 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
World-Class Private Retreat Compound - Over 300' Waterfront- 152' Dock
- 7 Bedrooms,
- 6 Bathrooms, Sleeps 14
$7,000
per week
7 night minimum stay
- 7 BR,
- 6 BA,
- Sleeps 14
Beautiful Key Largo Town Home Fully Renovated Top to Bottom
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$180 -
$200
per night
3 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 6
'PARADISE @ GARRISON BIGHT': Large 5BR/4BA Waterfront Home + Private Dock...
- 5 Bedrooms,
- 4 Bathrooms, Sleeps 14
$1,200 -
$1,800
per night
4 night minimum stay
- 5 BR,
- 4 BA,
- Sleeps 14
'GULFSIDE VISTAS @ TRUMAN ANNEX': Lavish Oceanfront 2BR/2.5BA Penthouse Condo...
- 2 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 5
$2,950 -
$5,000
per week
7 night minimum stay
- 2 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 5
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