Holiday rentals near Robbie's
We found 2,760 holiday rentals — enter your dates for availability
Take a look at holiday rentals close to Robbie's that provide the perfect home base for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the amenities that you need and want for your stay, including Wi-Fi and parking. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Robbie's
Showing deals for:7 Nov - 14 Nov
Image gallery for Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes
9.89.8 out of 10 rating
Exceptional
(236 reviews)
Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes
Summerland Key, FL
8% off
Price is NZ$6,489
NZ$6,489
NZ$927 per night
includes taxes & fees
Image gallery for Living the Dream Key West Style
1010 out of 10 rating
Exceptional
(21 reviews)
Living the Dream Key West Style
Key West, FL
8% off
Price is NZ$3,858
NZ$3,858
NZ$551 per night
includes taxes & fees
Image gallery for Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.68.6 out of 10 rating
Excellent
(49 reviews)
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Summerland Key, FL
7% off
Price is NZ$2,219
NZ$2,219
NZ$317 per night
includes taxes & fees
Image gallery for OCEANIA... water front cottage retreat ~
9.89.8 out of 10 rating
Exceptional
(6 reviews)
OCEANIA... water front cottage retreat ~
Summerland Key, FL
6% off
Price is NZ$9,807
NZ$9,807
NZ$1,401 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 NZ$3,519
NZ$3,519
NZ$503 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 NZ$3,052
NZ$3,052
NZ$436 per night
includes taxes & fees
Image gallery for Tropical Island Paradise W / Open Water Views!
9.69.6 out of 10 rating
Exceptional
(104 reviews)
Tropical Island Paradise W / Open Water Views!
Summerland Key, FL
8% off
Price is NZ$3,794
NZ$3,794
NZ$542 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 NZ$4,380
NZ$4,380
NZ$626 per night
includes taxes & fees
Image gallery for 34’ Catamaran Sailboat
9.49.4 out of 10 rating
Exceptional
(35 reviews)
34’ Catamaran Sailboat
Key West, FL
8% off
Price is NZ$4,340
NZ$4,340
NZ$620 per night
includes taxes & fees
Image gallery for Key West - Stock Island
9.69.6 out of 10 rating
Exceptional
(32 reviews)
Key West - Stock Island
Key West, FL
12% off
Price is NZ$5,061
NZ$5,061
NZ$723 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
5% off
Price is NZ$13,255
NZ$13,255
NZ$1,894 per night
includes taxes & fees
Image gallery for Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
9.09.0 out of 10 rating
Wonderful
(151 reviews)
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Summerland Key, FL
7% off
Price is NZ$4,155
NZ$4,155
NZ$594 per night
includes taxes & fees
Image gallery for The Cathouse, an Old Town tropical poolside oasis with huge, heated pool
1010 out of 10 rating
Exceptional
(9 reviews)
The Cathouse, an Old Town tropical poolside oasis with huge, heated pool
Key West, FL
10% off
Price is NZ$24,064
NZ$24,064
NZ$3,438 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
(194 reviews)
Relax by Florida Keys Beaches, just a 7-min drive away
Summerland Key, FL
8% off
Price is NZ$3,533
NZ$3,533
NZ$505 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 NZ$8,199
NZ$8,199
NZ$1,171 per night
includes taxes & fees
Image gallery for Emerald Seas - Florida Keys Ocean Front Paradise!
1010 out of 10 rating
Exceptional
(18 reviews)
Emerald Seas - Florida Keys Ocean Front Paradise!
Summerland Key, FL
8% off
Price is NZ$8,812
NZ$8,812
NZ$1,259 per night
includes taxes & fees
Image gallery for Waterfront RV Lot w 35' dock in "Venture Out". Utility hookups & beautiful views
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Waterfront RV Lot w 35' dock in "Venture Out". Utility hookups & beautiful views
Summerland Key, FL
8% off
Price is NZ$1,458
NZ$1,458
NZ$208 per night
includes taxes & fees
Image gallery for Island Therapy
9.89.8 out of 10 rating
Exceptional
(58 reviews)
Island Therapy
Summerland Key, FL
8% off
Price is NZ$3,794
NZ$3,794
NZ$542 per night
includes taxes & fees
Image gallery for 35' Seawall Sparkling , 30min from Keywest, WIFI, BBQ Grill, Pool
9.89.8 out of 10 rating
Exceptional
(129 reviews)
35' Seawall Sparkling , 30min from Keywest, WIFI, BBQ Grill, Pool
Summerland Key, FL
7% off
Price is NZ$4,404
NZ$4,404
NZ$629 per night
includes taxes & fees
Image gallery for Comfortable Waterfront Vacation Rental minutes from key west w boat dock 35 ft
9.49.4 out of 10 rating
Exceptional
(159 reviews)
Comfortable Waterfront Vacation Rental minutes from key west w boat dock 35 ft
Summerland Key, FL
5% off
Price is NZ$2,695
NZ$2,695
NZ$385 per night
includes taxes & fees
Image gallery for TRAVEL THE KEYS OR JUST RELAX AT THE DOCK
9.49.4 out of 10 rating
Exceptional
(28 reviews)
TRAVEL THE KEYS OR JUST RELAX AT THE DOCK
Key West, FL
8% off
Price is NZ$20,082
NZ$20,082
NZ$2,869 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 NZ$3,036
NZ$3,036
NZ$434 per night
includes taxes & fees
Image gallery for Key West Beachside Spacious Two Bedroom Condo in the Top Location on the Key
9.89.8 out of 10 rating
Exceptional
(191 reviews)
Key West Beachside Spacious Two Bedroom Condo in the Top Location on the Key
Key West, FL
8% off
Price is NZ$8,461
NZ$8,461
NZ$1,209 per night
includes taxes & fees
Image gallery for Newly Updated! The Grand Cayman Suite
9.29.2 out of 10 rating
Wonderful
(24 reviews)
Newly Updated! The Grand Cayman Suite
Key West, FL
8% off
Price is NZ$8,908
NZ$8,908
NZ$1,273 per night
includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in Robbie's
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Find the best place to stay - Robbie's
Aqua Lodges at Hurricane Hole Marina
Sleeps 4 · 2 bedrooms
8.88.8 out of 10
Excellentexcellent
160 reviews(160 reviews)
Heart of Downtown Key West Cottage With Off-Street Parking
Sleeps 3 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
133 reviews(133 reviews)
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Sleeps 8 · 4 bedrooms · 2+ bathrooms
7.47.4 out of 10
Goodgood
10 reviews(10 reviews)
Steps from Duval, Pool on Site & Bikes Included!
Sleeps 2 · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
394 reviews(394 reviews)
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
Sleeps 4 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
179 reviews(179 reviews)
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Sleeps 2 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
141 reviews(141 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