Holiday rentals near Cook Island
We found 695 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals near Cook Island that can be your home away from home. Whether you're going on holiday with family or friends, holiday rentals have the best amenities for spending time at your holiday home, such as parking and air conditioning. At the end of the day, you'll be able to choose a property to rent for everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Cook Island
Showing deals for:26 Sept - 3 Oct
Image gallery for A Tropical Luxury Getaway, Your own private resort!!
1010 out of 10 rating
Exceptional
(35 reviews)
A Tropical Luxury Getaway, Your own private resort!!
Summerland Key, FL
8% off
Price is AU$30,011
AU$30,011
AU$4,287 per night
includes taxes & fees
Image gallery for Emerald Seas - Florida Keys Ocean Front Paradise!
1010 out of 10 rating
Exceptional
(16 reviews)
Emerald Seas - Florida Keys Ocean Front Paradise!
Summerland Key, FL
8% off
Price is AU$5,419
AU$5,419
AU$774 per night
includes taxes & fees
Image gallery for Water View Town Home
9.09.0 out of 10 rating
Wonderful
(6 reviews)
Water View Town Home
Summerland Key, FL
8% off
Price is AU$4,631
AU$4,631
AU$662 per night
includes taxes & fees
Image gallery for 2 Bedroom 2.5 Bath Luxury Townhome in the Keys
9.69.6 out of 10 rating
Exceptional
(35 reviews)
2 Bedroom 2.5 Bath Luxury Townhome in the Keys
Summerland Key, FL
8% off
Price is AU$4,631
AU$4,631
AU$662 per night
includes taxes & fees
Image gallery for 2 Bedroom 2 Bathroom Home with Private Pool Walking Distance to a Water View
9.09.0 out of 10 rating
Wonderful
(26 reviews)
2 Bedroom 2 Bathroom Home with Private Pool Walking Distance to a Water View
Summerland Key, FL
8% off
Price is AU$4,645
AU$4,645
AU$664 per night
includes taxes & fees
Image gallery for A slice of paradise
9.09.0 out of 10 rating
Wonderful
(96 reviews)
A slice of paradise
Summerland Key, FL
8% off
Price is AU$2,831
AU$2,831
AU$404 per night
includes taxes & fees
Image gallery for Paradise in the Lower Keys!
8.68.6 out of 10 rating
Excellent
(19 reviews)
Paradise in the Lower Keys!
Summerland Key, FL
5% off
Price is AU$3,981
AU$3,981
AU$569 per night
includes taxes & fees
Image gallery for Family Friendly 2 Bedroom 1 Bath, 32' Seawall, 4 Bike, 3 Kayak, WiFi, large pool
9.49.4 out of 10 rating
Exceptional
(93 reviews)
Family Friendly 2 Bedroom 1 Bath, 32' Seawall, 4 Bike, 3 Kayak, WiFi, large pool
Summerland Key, FL
7% off
Price is AU$2,992
AU$2,992
AU$427 per night
includes taxes & fees
Image gallery for Cozy and modern island living, Cudjoe Key
9.29.2 out of 10 rating
Wonderful
(88 reviews)
Cozy and modern island living, Cudjoe Key
Summerland Key, FL
14% off
Price is AU$2,223
AU$2,223
AU$318 per night
includes taxes & fees
Image gallery for Private Secluded Ocean View & Pool Near Key West
8.28.2 out of 10 rating
Very good
(92 reviews)
Private Secluded Ocean View & Pool Near Key West
Summerland Key, FL
8% off
Price is AU$6,978
AU$6,978
AU$997 per night
includes taxes & fees
Image gallery for ISLAND PARADISE
1010 out of 10 rating
Exceptional
(32 reviews)
ISLAND PARADISE
Summerland Key, FL
8% off
Price is AU$2,958
AU$2,958
AU$423 per night
includes taxes & fees
Image gallery for Fishermen’s Paradise
9.29.2 out of 10 rating
Wonderful
(95 reviews)
Fishermen’s Paradise
Summerland Key, FL
8% off
Price is AU$3,186
AU$3,186
AU$455 per night
includes taxes & fees
Image gallery for water at your back door
8.88.8 out of 10 rating
Excellent
(34 reviews)
water at your back door
Summerland Key, FL
8% off
Price is AU$3,980
AU$3,980
AU$569 per night
includes taxes & fees
Image gallery for Crystal Clear Water Getaway!
9.89.8 out of 10 rating
Exceptional
(70 reviews)
Crystal Clear Water Getaway!
Summerland Key, FL
8% off
Price is AU$3,218
AU$3,218
AU$460 per night
includes taxes & fees
Image gallery for Mini lobster available! Open Water View from porch , dock, bikes, kayaks
9.89.8 out of 10 rating
Exceptional
(119 reviews)
Mini lobster available! Open Water View from porch , dock, bikes, kayaks
Summerland Key, FL
8% off
Price is AU$3,647
AU$3,647
AU$521 per night
includes taxes & fees
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
7% off
Price is AU$4,877
AU$4,877
AU$697 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$6,851
AU$6,851
AU$979 per night
includes taxes & fees
Image gallery for Comfortable Waterfront Vacation Rental
9.49.4 out of 10 rating
Exceptional
(157 reviews)
Comfortable Waterfront Vacation Rental
Summerland Key, FL
5% off
Price is AU$2,483
AU$2,483
AU$355 per night
includes taxes & fees
Image gallery for Waterfront home with numerous amenities on popular Cudjoe Key!
9.49.4 out of 10 rating
Exceptional
(18 reviews)
Waterfront home with numerous amenities on popular Cudjoe Key!
Summerland Key, FL
15% off
Price is AU$2,759
AU$2,759
AU$394 per night
includes taxes & fees
Image gallery for 20 MINUTES TO KEY WEST , BOATERS PARADISE
9.49.4 out of 10 rating
Exceptional
(57 reviews)
20 MINUTES TO KEY WEST , BOATERS PARADISE
Summerland Key, FL
8% off
Price is AU$2,772
AU$2,772
AU$396 per night
includes taxes & fees
Image gallery for Relax by Florida Keys Beaches, just a 7-min drive away
9.89.8 out of 10 rating
Exceptional
(193 reviews)
Relax by Florida Keys Beaches, just a 7-min drive away
Summerland Key, FL
8% off
Price is AU$3,208
AU$3,208
AU$458 per night
includes taxes & fees
Image gallery for NAUTILUS...ocean front cottage retreat ~
8.88.8 out of 10 rating
Excellent
(6 reviews)
NAUTILUS...ocean front cottage retreat ~
Summerland Key, FL
8% off
Price is AU$7,475
AU$7,475
AU$1,068 per night
includes taxes & fees
Image gallery for ATLANTIS...Ocean Front Cottage Retreat!
9.89.8 out of 10 rating
Exceptional
(13 reviews)
ATLANTIS...Ocean Front Cottage Retreat!
Summerland Key, FL
6% off
Price is AU$11,574
AU$11,574
AU$1,653 per night
includes taxes & fees
Image gallery for Enjoy Caribbean weather in the USA. Openings in July-Open lobster season!
9.49.4 out of 10 rating
Exceptional
(139 reviews)
Enjoy Caribbean weather in the USA. Openings in July-Open lobster season!
Summerland Key, FL
14% off
Price is AU$2,199
AU$2,199
AU$314 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
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Chalet
Find the best place to stay - Cook Island
Ocean Front Beach Home on Semi Private Island Only Accessible by Boat
Sleeps 8 · 2 bedrooms · 2 bathrooms
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
75 reviews(75 reviews)
Cottage with Pool and Dockage, just minutes to Key West
Sleeps 4 · 2 bedrooms · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
146 reviews(146 reviews)
A Tropical Luxury Getaway, Your own private resort!!
Sleeps 16 · 6 bedrooms · 6+ bathrooms
1010 out of 10
Exceptionalexceptional
35 reviews(35 reviews)
A slice of paradise
Sleeps 6 · 3 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
96 reviews(96 reviews)
Twin Palms Canal Front
Sleeps 6 · 2 bedrooms · 1 bathroom
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