Holiday rentals near Key West Naval Station
We found 2,827 holiday rentals — enter your dates for availability
Select the perfect private holiday rental within close proximity to Key West Naval Station. Holiday homes offer the best amenities for your family, friends or furry companion, such as cable TV and a washer and dryer. No matter what you're looking for, 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 - Key West Naval Station
Showing deals for:17 Oct - 24 Oct
Image gallery for Waterfront, Private Heated Pool - Capmar House
9.89.8 out of 10 rating
Exceptional
(27 reviews)
Waterfront, Private Heated Pool - Capmar House
Key West, Florida
8% off
Price is NZ$25,321
NZ$25,321
NZ$3,617 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 NZ$5,859
NZ$5,859
NZ$837 per night
includes taxes & fees
Image gallery for Waterfront Wellness Home w/Pool - Evershore Estate
9.89.8 out of 10 rating
Exceptional
(25 reviews)
Waterfront Wellness Home w/Pool - Evershore Estate
Key West, Florida
8% off
Price is NZ$25,890
NZ$25,890
NZ$3,699 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 NZ$7,534
NZ$7,534
NZ$1,076 per night
includes taxes & fees
Image gallery for Parking, Pet Friendly, Pool, Dock - Suncoast House
9.69.6 out of 10 rating
Exceptional
(38 reviews)
Parking, Pet Friendly, Pool, Dock - Suncoast House
Key West, Florida
8% off
Price is NZ$28,281
NZ$28,281
NZ$4,040 per night
includes taxes & fees
Image gallery for Waterfront, Pool & Dock - Spindrift House
1010 out of 10 rating
Exceptional
(27 reviews)
Waterfront, Pool & Dock - Spindrift House
Key West, Florida
8% off
Price is NZ$25,321
NZ$25,321
NZ$3,617 per night
includes taxes & fees
Image gallery for Waterfront Home, Heated Pool - The Seagate Estate
1010 out of 10 rating
Exceptional
(15 reviews)
Waterfront Home, Heated Pool - The Seagate Estate
Key West, Florida
8% off
Price is NZ$25,321
NZ$25,321
NZ$3,617 per night
includes taxes & fees
Image gallery for Parking, Pool & Waterfront - Springtide House
9.89.8 out of 10 rating
Exceptional
(42 reviews)
Parking, Pool & Waterfront - Springtide House
Key West, Florida
8% off
Price is NZ$25,321
NZ$25,321
NZ$3,617 per night
includes taxes & fees
Image gallery for Parking, Heated Pool & Pet Friendly - Altair House
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Parking, Heated Pool & Pet Friendly - Altair House
Key West, Florida
8% off
Price is NZ$33,995
NZ$33,995
NZ$4,856 per night
includes taxes & fees
Image gallery for Parking, Pet Friendly, Pool & Dock - Aquaria House
9.89.8 out of 10 rating
Exceptional
(37 reviews)
Parking, Pet Friendly, Pool & Dock - Aquaria House
Key West, Florida
8% off
Price is NZ$24,117
NZ$24,117
NZ$3,445 per night
includes taxes & fees
Image gallery for Aug 3-8 Special only 399, Oceanfront Home on Beach, Pool, Kayaks, Bikes, Views!
1010 out of 10 rating
Exceptional
(194 reviews)
Aug 3-8 Special only 399, Oceanfront Home on Beach, Pool, Kayaks, Bikes, Views!
Summerland Key, FL
8% off
Price is NZ$6,755
NZ$6,755
NZ$965 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$3,532
NZ$3,532
NZ$505 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 NZ$3,808
NZ$3,808
NZ$544 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$3,756
NZ$3,756
NZ$537 per night
includes taxes & fees
Image gallery for 3 bedroom 2 bath Ocean front condo on marina with opt boat slip.
1010 out of 10 rating
Exceptional
(14 reviews)
3 bedroom 2 bath Ocean front condo on marina with opt boat slip.
Key West, FL
8% off
Price is NZ$12,360
NZ$12,360
NZ$1,766 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$4,397
NZ$4,397
NZ$628 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$8,230
NZ$8,230
NZ$1,176 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$3,344
NZ$3,344
NZ$478 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$13,305
NZ$13,305
NZ$1,901 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$28,700
NZ$28,700
NZ$4,100 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$3,338
NZ$3,338
NZ$477 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$3,546
NZ$3,546
NZ$507 per night
includes taxes & fees
Image gallery for Henry's Piece of Paradise on the Ocean in Key West - Weekly / Nightly
9.69.6 out of 10 rating
Exceptional
(97 reviews)
Henry's Piece of Paradise on the Ocean in Key West - Weekly / Nightly
Key West, FL
8% off
Price is NZ$7,606
NZ$7,606
NZ$1,087 per night
includes taxes & fees
Image gallery for Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!
1010 out of 10 rating
Exceptional
(35 reviews)
Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!
Key West, FL
13% off
Price is NZ$8,307
NZ$8,307
NZ$1,187 per night
includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in Key West Naval Station
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Find the best place to stay - Key West Naval Station
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Sleeps 2 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
138 reviews(138 reviews)
Aqua Lodges at Hurricane Hole Marina
Sleeps 4 · 2 bedrooms
8.88.8 out of 10
Excellentexcellent
158 reviews(158 reviews)
INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
HONEY~ Adult Only, 2nd Floor 1 King Bedroom Unit w/ Shared Pool!
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
77 reviews(77 reviews)
SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!
Sleeps 2 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
27 reviews(27 reviews)
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Sleeps 4 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
83 reviews(83 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