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 AU$4,221
AU$4,221
AU$603 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 AU$4,636
AU$4,636
AU$662 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 AU$6,353
AU$6,353
AU$908 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 AU$4,953
AU$4,953
AU$708 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
7% off
Price is AU$2,214
AU$2,214
AU$316 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 AU$5,973
AU$5,973
AU$853 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 AU$3,109
AU$3,109
AU$444 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 AU$2,683
AU$2,683
AU$383 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 AU$5,589
AU$5,589
AU$798 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 AU$3,620
AU$3,620
AU$517 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 AU$3,220
AU$3,220
AU$460 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 AU$4,275
AU$4,275
AU$611 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 AU$5,693
AU$5,693
AU$813 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 AU$2,584
AU$2,584
AU$369 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 AU$3,371
AU$3,371
AU$482 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 AU$2,465
AU$2,465
AU$352 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 AU$4,159
AU$4,159
AU$594 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 AU$2,534
AU$2,534
AU$362 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 AU$3,364
AU$3,364
AU$481 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 AU$5,901
AU$5,901
AU$843 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 AU$3,820
AU$3,820
AU$546 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 AU$2,262
AU$2,262
AU$323 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 AU$5,693
AU$5,693
AU$813 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 AU$7,691
AU$7,691
AU$1,099 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 AU$1,019
AU$1,019
for 3 nights, 1 home
AU$340 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 AU$1,694
AU$1,694
for 3 nights, 1 apartment
AU$565 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 AU$1,421
AU$1,421
for 3 nights, 1 home
AU$474 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 AU$1,242
AU$1,242
for 3 nights, 1 apartment
AU$414 per night
includes taxes & fees
Slice of Paradise in Key Largo
Sleeps 6 · 2 bedrooms · 1+ bathroom
The current price is AU$1,479
AU$1,479
for 3 nights, 1 home
AU$493 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 AU$1,575
AU$1,575
for 3 nights, 1 home
AU$525 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