Holiday rentals near Florida Keys Wilderness
We found 4,858 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals within easy reach of Florida Keys Wilderness that can be your home away from home. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you expect for your stay, which might include Wi-Fi and a washer and dryer. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Florida Keys Wilderness
Showing deals for:10 Oct - 17 Oct
Image gallery for Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes, Boat Dock
9.89.8 out of 10 rating
Exceptional
(235 reviews)
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes, Boat Dock
Summerland Key, FL
8% off
Price is AU$5,200
AU$5,200
AU$743 per night
includes taxes & fees
Image gallery for A Tropical Luxury Getaway, Your own private resort!!
1010 out of 10 rating
Exceptional
(36 reviews)
A Tropical Luxury Getaway, Your own private resort!!
Summerland Key, FL
8% off
Price is AU$24,591
AU$24,591
AU$3,513 per night
includes taxes & fees
Image gallery for WATERFRONT Seaside Sanctuary in the Keys with 35' SEAWALL FOR YOUR BOAT!
1010 out of 10 rating
Exceptional
(9 reviews)
WATERFRONT Seaside Sanctuary in the Keys with 35' SEAWALL FOR YOUR BOAT!
Summerland Key, FL
8% off
Price is AU$6,719
AU$6,719
AU$960 per night
includes taxes & fees
Image gallery for Key West style cottage w/ dock overlooking Florida Bay. Wrap around windows!
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Key West style cottage w/ dock overlooking Florida Bay. Wrap around windows!
Marathon, FL
8% off
Price is AU$5,033
AU$5,033
AU$719 per night
includes taxes & fees
Image gallery for Brand New 5-Bedroom Luxury Oceanfront Home w/ Pool, 38' Slip, Gourmet Kitchen
1010 out of 10 rating
Exceptional
(6 reviews)
Brand New 5-Bedroom Luxury Oceanfront Home w/ Pool, 38' Slip, Gourmet Kitchen
Marathon, FL
11% off
Price is AU$8,176
AU$8,176
AU$1,168 per night
includes taxes & fees
Image gallery for Beautiful Ocean Front View
1010 out of 10 rating
Exceptional
(13 reviews)
Beautiful Ocean Front View
Marathon, FL
8% off
Price is AU$11,276
AU$11,276
AU$1,611 per night
includes taxes & fees
Image gallery for Island getaway with panoramic view, pool, spa, beach and rooftop access!
1010 out of 10 rating
Exceptional
(5 reviews)
Island getaway with panoramic view, pool, spa, beach and rooftop access!
Marathon, FL
17% off
Price is AU$23,943
AU$23,943
AU$3,420 per night
includes taxes & fees
Image gallery for Living the Dream Key West Style
1010 out of 10 rating
Exceptional
(19 reviews)
Living the Dream Key West Style
Key West, FL
8% off
Price is AU$3,486
AU$3,486
AU$498 per night
includes taxes & fees
Image gallery for Parking, Pet Friendly, Pool & Dock - Aquaria House
9.89.8 out of 10 rating
Exceptional
(36 reviews)
Parking, Pet Friendly, Pool & Dock - Aquaria House
Key West, Florida
8% off
Price is AU$16,233
AU$16,233
AU$2,319 per night
includes taxes & fees
Image gallery for Beautiful 4 Bedroom/3 Bath Home w/Private Pool,40 ft. Dock near Sombrero Beach!
1010 out of 10 rating
Exceptional
(62 reviews)
Beautiful 4 Bedroom/3 Bath Home w/Private Pool,40 ft. Dock near Sombrero Beach!
Marathon, FL
8% off
Price is AU$6,539
AU$6,539
AU$934 per night
includes taxes & fees
Image gallery for Fisherman Paradise, Dock, Pool , Ice Machine, Jacuzzi.
9.69.6 out of 10 rating
Exceptional
(38 reviews)
Fisherman Paradise, Dock, Pool , Ice Machine, Jacuzzi.
Marathon, FL
14% off
Price is AU$8,232
AU$8,232
AU$1,176 per night
includes taxes & fees
Image gallery for Villa 5020 on Duck Key BOAT SLIP available
8.48.4 out of 10 rating
Very good
(10 reviews)
Villa 5020 on Duck Key BOAT SLIP available
Marathon, FL
7% off
Price is AU$3,619
AU$3,619
AU$517 per night
includes taxes & fees
Image gallery for Oceanside, Pet Friendly, Smart Home with-SUP, kayak with and 60 ft Dock
9.49.4 out of 10 rating
Exceptional
(10 reviews)
Oceanside, Pet Friendly, Smart Home with-SUP, kayak with and 60 ft Dock
Marathon, FL
7% off
Price is AU$3,285
AU$3,285
AU$469 per night
includes taxes & fees
Image gallery for Sombrero Beach Tropical Getaway in the Heart of Marathon
1010 out of 10 rating
Exceptional
(6 reviews)
Sombrero Beach Tropical Getaway in the Heart of Marathon
Marathon, FL
6% off
Price is AU$2,382
AU$2,382
AU$340 per night
includes taxes & fees
Image gallery for Paradise Getaway Flamingo Island, Marathon
1010 out of 10 rating
Exceptional
(23 reviews)
Paradise Getaway Flamingo Island, Marathon
Marathon, FL
7% off
Price is AU$4,436
AU$4,436
AU$634 per night
includes taxes & fees
Image gallery for Isla Marlin 28: Palm lined luxury villa w/dockage and sunset views
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Isla Marlin 28: Palm lined luxury villa w/dockage and sunset views
Marathon, FL
8% off
Price is AU$5,160
AU$5,160
AU$737 per night
includes taxes & fees
Image gallery for Lower Keys paradise
1010 out of 10 rating
Exceptional
(34 reviews)
Lower Keys paradise
Summerland Key, FL
8% off
Price is AU$3,135
AU$3,135
AU$448 per night
includes taxes & fees
Image gallery for July 19-25 special only 299! Luxurious Oceanfront, Pool, Dock, Kayaks, Views!
1010 out of 10 rating
Exceptional
(192 reviews)
July 19-25 special only 299! Luxurious Oceanfront, Pool, Dock, Kayaks, Views!
Summerland Key, FL
8% off
Price is AU$5,195
AU$5,195
AU$742 per night
includes taxes & fees
Image gallery for Villa Marlin - New Home for the Perfect Family Vacation in the Florida Keys
1010 out of 10 rating
Exceptional
(32 reviews)
Villa Marlin - New Home for the Perfect Family Vacation in the Florida Keys
Marathon, FL
8% off
Price is AU$6,145
AU$6,145
AU$878 per night
includes taxes & fees
Image gallery for Luna Light ~ Waterfront ~ Pool ~ Dock ~ Views!
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Luna Light ~ Waterfront ~ Pool ~ Dock ~ Views!
Marathon, Florida
7% off
Price is AU$7,495
AU$7,495
AU$1,071 per night
includes taxes & fees
Image gallery for Waterfront, dock, easy ocean access, heated pool, walk to beach! Great location!
9.49.4 out of 10 rating
Exceptional
(38 reviews)
Waterfront, dock, easy ocean access, heated pool, walk to beach! Great location!
Marathon, FL
7% off
Price is AU$4,229
AU$4,229
AU$604 per night
includes taxes & fees
Image gallery for Waterfront w Boat Lift! Kayaks & Hot Tub. Mins to Sombrero Beach.
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Waterfront w Boat Lift! Kayaks & Hot Tub. Mins to Sombrero Beach.
Marathon, FL
7% off
Price is AU$2,617
AU$2,617
AU$374 per night
includes taxes & fees
Image gallery for Tropical Island Paradise W / Open Water Views!
9.69.6 out of 10 rating
Exceptional
(103 reviews)
Tropical Island Paradise W / Open Water Views!
Summerland Key, FL
8% off
Price is AU$3,380
AU$3,380
AU$483 per night
includes taxes & fees
Image gallery for Water View Town home
1010 out of 10 rating
Exceptional
(12 reviews)
Water View Town home
Summerland Key, FL
8% off
Price is AU$5,019
AU$5,019
AU$717 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
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Cottage
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Chalet
Find the best place to stay - Florida Keys Wilderness
Old Florida Style, wrap around porch, boat basin for dockage, open water
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
76 reviews(76 reviews)
Direct Oceanfront Cottage-Sunrise View- #2,
Sleeps 4 · 2 bedrooms · 1 bathroom
8.68.6 out of 10
Excellentexcellent
185 reviews(185 reviews)
Old Wooden Bridge Resort and Marina
Sleeps 6 · 2 bedrooms
8.68.6 out of 10
Excellentexcellent
245 reviews(245 reviews)
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
208 reviews(208 reviews)
Ocean Front Access - just 30 miles to Key West
Sleeps 2 · 1 bedroom · 1 bathroom
8.28.2 out of 10
Very goodvery good
161 reviews(161 reviews)
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes, Boat Dock
Sleeps 6 · 2 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
235 reviews(235 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value