Holiday rentals near Pigeon Key
We found 1,833 holiday rentals — enter your dates for availability
Take a look at private holiday rentals close to Pigeon Key that provide the perfect home base for your trip. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the amenities that you need and want for your stay, including parking and a TV. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Pigeon Key
Showing deals for:3 Oct - 10 Oct
Image gallery for New Coastal Getaway: Spacious 2/2 Condo in Key Largo, Marina, Pool, Pickleball
1010 out of 10 rating
Exceptional
(6 reviews)
New Coastal Getaway: Spacious 2/2 Condo in Key Largo, Marina, Pool, Pickleball
Key Largo, FL
7% off
Price is NZ$4,583
NZ$4,583
NZ$655 per night
includes taxes & fees
Image gallery for Fun For All! Key Largo 3/3 Townhome Oceanside Resort
9.69.6 out of 10 rating
Exceptional
(59 reviews)
Fun For All! Key Largo 3/3 Townhome Oceanside Resort
Key Largo, FL
8% off
Price is NZ$5,033
NZ$5,033
NZ$719 per night
includes taxes & fees
Image gallery for Oceanfront, 2 Pools, Lagoon, Tennis, Picketball, Marina, Fishing & Great Views!
9.89.8 out of 10 rating
Exceptional
(128 reviews)
Oceanfront, 2 Pools, Lagoon, Tennis, Picketball, Marina, Fishing & Great Views!
Key Largo, FL
11% off
Price is NZ$6,897
NZ$6,897
NZ$985 per night
includes taxes & fees
Image gallery for TOWNHOUSE FL KEYS ON ATLANTIC, MARINA, PICKLEBALL, TENNIS, POOLS, BIKES, KAYAKS
9.69.6 out of 10 rating
Exceptional
(63 reviews)
TOWNHOUSE FL KEYS ON ATLANTIC, MARINA, PICKLEBALL, TENNIS, POOLS, BIKES, KAYAKS
Key Largo, FL
8% off
Price is NZ$5,379
NZ$5,379
NZ$768 per night
includes taxes & fees
Image gallery for Tropical Getaway in the heart of Key Largo
1010 out of 10 rating
Exceptional
(9 reviews)
Tropical Getaway in the heart of Key Largo
Key Largo, FL
6% off
Price is NZ$2,406
NZ$2,406
NZ$344 per night
includes taxes & fees
Image gallery for Key Largo home with new hot tub!
9.89.8 out of 10 rating
Exceptional
(14 reviews)
Key Largo home with new hot tub!
Key Largo, FL
12% off
Price is NZ$6,485
NZ$6,485
NZ$926 per night
includes taxes & fees
Image gallery for Paradise Key Largo
9.89.8 out of 10 rating
Exceptional
(15 reviews)
Paradise Key Largo
Key Largo, FL
7% off
Price is NZ$3,375
NZ$3,375
NZ$482 per night
includes taxes & fees
Image gallery for Kampground Escape w/ Kayaks, Heated Pool & Marina!
9.89.8 out of 10 rating
Exceptional
(12 reviews)
Kampground Escape w/ Kayaks, Heated Pool & Marina!
Key Largo, FL
7% off
Price is NZ$2,914
NZ$2,914
NZ$416 per night
includes taxes & fees
Image gallery for Aqua Lodge Houseboat "Calypso"
9.89.8 out of 10 rating
Exceptional
(23 reviews)
Aqua Lodge Houseboat "Calypso"
Tavernier, FL
8% off
Price is NZ$6,059
NZ$6,059
NZ$866 per night
includes taxes & fees
Image gallery for NEWLY RENOVATED Oceanside Oasis at Kawama Tower
1010 out of 10 rating
Exceptional
(75 reviews)
NEWLY RENOVATED Oceanside Oasis at Kawama Tower
Key Largo, FL
7% off
Price is NZ$3,930
NZ$3,930
NZ$561 per night
includes taxes & fees
Image gallery for Stunning Morning View w/ Boat Slip, Cove
1010 out of 10 rating
Exceptional
(38 reviews)
Stunning Morning View w/ Boat Slip, Cove
Key Largo, FL
8% off
Price is NZ$3,580
NZ$3,580
NZ$511 per night
includes taxes & fees
Image gallery for Paradise in Beautiful Key Largo!! Amazing Views!!
9.89.8 out of 10 rating
Exceptional
(24 reviews)
Paradise in Beautiful Key Largo!! Amazing Views!!
Key Largo, FL
12% off
Price is NZ$4,640
NZ$4,640
NZ$663 per night
includes taxes & fees
Image gallery for NEW! OCEANSIDE CASA AZUL!VOTED #1! GOLF CART-PICKELBALL-KAYAK- BEACH- POOLS-FISH
9.89.8 out of 10 rating
Exceptional
(189 reviews)
NEW! OCEANSIDE CASA AZUL!VOTED #1! GOLF CART-PICKELBALL-KAYAK- BEACH- POOLS-FISH
Key Largo, FL
8% off
Price is NZ$6,181
NZ$6,181
NZ$883 per night
includes taxes & fees
Image gallery for Charming Home in Key Largo
9.69.6 out of 10 rating
Exceptional
(19 reviews)
Charming Home in Key Largo
Key Largo, FL
7% off
Price is NZ$2,808
NZ$2,808
NZ$401 per night
includes taxes & fees
Image gallery for Key Largo 'Shangri La' Experience
1010 out of 10 rating
Exceptional
(5 reviews)
Key Largo 'Shangri La' Experience
Key Largo, FL
8% off
Price is NZ$3,661
NZ$3,661
NZ$523 per night
includes taxes & fees
Image gallery for Stay 2 nights, 3rd night 10% thru June 30th, 2025
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Stay 2 nights, 3rd night 10% thru June 30th, 2025
Key Largo, FL
14% off
Price is NZ$2,679
NZ$2,679
NZ$383 per night
includes taxes & fees
Image gallery for Enjoy this modern and cozy house in Key Largo Florida.
1010 out of 10 rating
Exceptional
(13 reviews)
Enjoy this modern and cozy house in Key Largo Florida.
Key Largo, FL
8% off
Price is NZ$4,513
NZ$4,513
NZ$645 per night
includes taxes & fees
Image gallery for Tranquilo Paraiso [Ocean Pointe 2407]
9.89.8 out of 10 rating
Exceptional
(42 reviews)
Tranquilo Paraiso [Ocean Pointe 2407]
Tavernier, FL
7% off
Price is NZ$2,721
NZ$2,721
NZ$389 per night
includes taxes & fees
Image gallery for Stunning Views & Modern Comforts at Ocean Pointe 2215
1010 out of 10 rating
Exceptional
(59 reviews)
Stunning Views & Modern Comforts at Ocean Pointe 2215
Tavernier, FL
7% off
Price is NZ$3,658
NZ$3,658
NZ$523 per night
includes taxes & fees
Image gallery for Vacation Paradise-Relax-Enjoy the Sunshine & Sea Breeze Experience KEYS LIFE....
9.89.8 out of 10 rating
Exceptional
(71 reviews)
Vacation Paradise-Relax-Enjoy the Sunshine & Sea Breeze Experience KEYS LIFE....
Key Largo, FL
8% off
Price is NZ$6,389
NZ$6,389
NZ$913 per night
includes taxes & fees
Image gallery for Key Largo Lagoon View Townhome
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Key Largo Lagoon View Townhome
Key Largo, FL
8% off
Price is NZ$4,147
NZ$4,147
NZ$592 per night
includes taxes & fees
Image gallery for Paradise Found- Scuba Divers-Boat Owners Welcome-Key Largo-Kampground
9.69.6 out of 10 rating
Exceptional
(48 reviews)
Paradise Found- Scuba Divers-Boat Owners Welcome-Key Largo-Kampground
Key Largo, FL
7% off
Price is NZ$2,458
NZ$2,458
NZ$351 per night
includes taxes & fees
Image gallery for NEW! OCEANSIDE CASA LARGO TROPICAL GETAWAY! PICKLEB-BEACH-POOL-KAYAK-TENNI-FISH
1010 out of 10 rating
Exceptional
(7 reviews)
NEW! OCEANSIDE CASA LARGO TROPICAL GETAWAY! PICKLEB-BEACH-POOL-KAYAK-TENNI-FISH
Key Largo, FL
8% off
Price is NZ$6,181
NZ$6,181
NZ$883 per night
includes taxes & fees
Image gallery for Oceanfront Villa overlooking the Atlantic and Molasses Reef Marina
9.89.8 out of 10 rating
Exceptional
(50 reviews)
Oceanfront Villa overlooking the Atlantic and Molasses Reef Marina
Key Largo, FL
7% off
Price is NZ$8,349
NZ$8,349
NZ$1,193 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Pigeon Key
Showing deals for: 1 Oct - 4 Oct
Perfect Choice! With Stunning Views of the Island, Private Beach, Pet-Friendly
Sleeps 2 · 1 bedroom · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
60 reviews(60 reviews)
The current price is NZ$1,107
NZ$1,107
for 3 nights, 1 home
NZ$369 per night
includes taxes & fees
Oceanfront Key Largo Paradise with Private Beach~Pool~Tennis~Marina & more....
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
261 reviews(261 reviews)
The current price is NZ$1,840
NZ$1,840
for 3 nights, 1 apartment
NZ$613 per night
includes taxes & fees
Charming Home in Key Largo
Sleeps 4 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
19 reviews(19 reviews)
The current price is NZ$1,544
NZ$1,544
for 3 nights, 1 home
NZ$515 per night
includes taxes & fees
Welcome to Paradise!
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
70 reviews(70 reviews)
The current price is NZ$1,349
NZ$1,349
for 3 nights, 1 apartment
NZ$450 per night
includes taxes & fees
Slice of Paradise in Key Largo
Sleeps 6 · 2 bedrooms · 1+ bathroom
The current price is NZ$1,607
NZ$1,607
for 3 nights, 1 home
NZ$536 per night
includes taxes & fees
Ocean View Treehouse Double King Suite 3403
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
The current price is NZ$1,710
NZ$1,710
for 3 nights, 1 home
NZ$570 per night
includes taxes & fees
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