Holiday rentals near Pigeon Key
We found 1,388 holiday rentals — enter your dates for availability
If you'd like to stay close to Pigeon Key, take a look at holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with family or friends, you'll have the best amenities for spending time at your home away from home, which might include a garden and pool. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Pigeon Key
Showing deals for:3 Oct - 10 Oct
Image gallery for Key West style cottage w/ dock overlooking Florida Bay. Wrap around windows!
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Key West style cottage w/ dock overlooking Florida Bay. Wrap around windows!
Marathon, FL
8% off
Price is AU$4,529
AU$4,529
AU$647 per night
includes taxes & fees
Image gallery for Brand New 5-Bedroom Luxury Oceanfront Home w/ Pool, 38' Slip, Gourmet Kitchen
1010 out of 10 rating
Exceptional
(6 reviews)
Brand New 5-Bedroom Luxury Oceanfront Home w/ Pool, 38' Slip, Gourmet Kitchen
Marathon, FL
11% off
Price is AU$8,065
AU$8,065
AU$1,152 per night
includes taxes & fees
Image gallery for Island getaway with panoramic view, pool, spa, beach and rooftop access!
1010 out of 10 rating
Exceptional
(5 reviews)
Island getaway with panoramic view, pool, spa, beach and rooftop access!
Marathon, FL
17% off
Price is AU$23,699
AU$23,699
AU$3,386 per night
includes taxes & fees
Image gallery for Oceanside, Pet Friendly, Smart Home with-SUP, kayak with and 60 ft Dock
9.49.4 out of 10 rating
Exceptional
(10 reviews)
Oceanside, Pet Friendly, Smart Home with-SUP, kayak with and 60 ft Dock
Marathon, FL
7% off
Price is AU$3,281
AU$3,281
AU$469 per night
includes taxes & fees
Image gallery for It’s all here for you. Lagoon, pool, sun deck, kayaks, sunsets.
8.68.6 out of 10 rating
Excellent
(26 reviews)
It’s all here for you. Lagoon, pool, sun deck, kayaks, sunsets.
Marathon, FL
8% off
Price is AU$2,898
AU$2,898
AU$414 per night
includes taxes & fees
Image gallery for Beautiful 4 Bedroom/3 Bath Home w/Private Pool,40 ft. Dock near Sombrero Beach!
1010 out of 10 rating
Exceptional
(62 reviews)
Beautiful 4 Bedroom/3 Bath Home w/Private Pool,40 ft. Dock near Sombrero Beach!
Marathon, FL
8% off
Price is AU$6,531
AU$6,531
AU$933 per night
includes taxes & fees
Image gallery for Blue Pearl ~ Waterfront Oasis w/ Pool & 70' Dock!
1010 out of 10 rating
Exceptional
(9 reviews)
Blue Pearl ~ Waterfront Oasis w/ Pool & 70' Dock!
Marathon, Florida
7% off
Price is AU$5,486
AU$5,486
AU$784 per night
includes taxes & fees
Image gallery for Fisherman Paradise, Dock, Pool , Ice Machine, Jacuzzi.
9.69.6 out of 10 rating
Exceptional
(38 reviews)
Fisherman Paradise, Dock, Pool , Ice Machine, Jacuzzi.
Marathon, FL
14% off
Price is AU$8,217
AU$8,217
AU$1,174 per night
includes taxes & fees
Image gallery for Isla Marlin 28: Palm lined luxury villa w/dockage and sunset views
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Isla Marlin 28: Palm lined luxury villa w/dockage and sunset views
Marathon, FL
8% off
Price is AU$5,154
AU$5,154
AU$736 per night
includes taxes & fees
Image gallery for Paradise Getaway Flamingo Island, Marathon
1010 out of 10 rating
Exceptional
(23 reviews)
Paradise Getaway Flamingo Island, Marathon
Marathon, FL
7% off
Price is AU$4,431
AU$4,431
AU$633 per night
includes taxes & fees
Image gallery for Villa Marlin - New Home for the Perfect Family Vacation in the Florida Keys
1010 out of 10 rating
Exceptional
(32 reviews)
Villa Marlin - New Home for the Perfect Family Vacation in the Florida Keys
Marathon, FL
8% off
Price is AU$5,509
AU$5,509
AU$787 per night
includes taxes & fees
Image gallery for Waterfront, dock, easy ocean access, heated pool, walk to beach! Great location!
9.49.4 out of 10 rating
Exceptional
(38 reviews)
Waterfront, dock, easy ocean access, heated pool, walk to beach! Great location!
Marathon, FL
7% off
Price is AU$4,224
AU$4,224
AU$603 per night
includes taxes & fees
Image gallery for Tropical Retreat in the Heart of the Keys
9.89.8 out of 10 rating
Exceptional
(31 reviews)
Tropical Retreat in the Heart of the Keys
Marathon, FL
8% off
Price is AU$4,565
AU$4,565
AU$652 per night
includes taxes & fees
Image gallery for *Snowbirds Paradise*
1010 out of 10 rating
Exceptional
(8 reviews)
*Snowbirds Paradise*
Marathon, FL
14% off
Price is AU$2,514
AU$2,514
AU$359 per night
includes taxes & fees
Image gallery for Marlin House 52: Gated Luxury Villa w/ Dockage, Sunset Views and Pool
1010 out of 10 rating
Exceptional
(50 reviews)
Marlin House 52: Gated Luxury Villa w/ Dockage, Sunset Views and Pool
Marathon, FL
7% off
Price is AU$5,011
AU$5,011
AU$716 per night
includes taxes & fees
Image gallery for Sombrero Beach House: 50' Dock, Pool, BBQ, Bicycles & more!
9.49.4 out of 10 rating
Exceptional
(50 reviews)
Sombrero Beach House: 50' Dock, Pool, BBQ, Bicycles & more!
Marathon, FL
11% off
Price is AU$5,486
AU$5,486
AU$784 per night
includes taxes & fees
Image gallery for PC arrive any day, beach, Pool, WD, Kitchen, Hot Tub Marina WiFi, boat dock
9.69.6 out of 10 rating
Exceptional
(69 reviews)
PC arrive any day, beach, Pool, WD, Kitchen, Hot Tub Marina WiFi, boat dock
Marathon, FL
32% off
Price is AU$3,107
AU$3,107
AU$444 per night
includes taxes & fees
Image gallery for BF Beach Front villa Pool Beach Dock Ocean Sleeps 6 W&D Kitchen Parking WiFi BBQ
9.49.4 out of 10 rating
Exceptional
(18 reviews)
BF Beach Front villa Pool Beach Dock Ocean Sleeps 6 W&D Kitchen Parking WiFi BBQ
Marathon, FL
33% off
Price is AU$4,048
AU$4,048
AU$578 per night
includes taxes & fees
Image gallery for Florida Keys vacation home, Family sized and pet friendly home with a pool!
1010 out of 10 rating
Exceptional
(16 reviews)
Florida Keys vacation home, Family sized and pet friendly home with a pool!
Key Colony Beach, FL
8% off
Price is AU$7,081
AU$7,081
AU$1,012 per night
includes taxes & fees
Image gallery for Waterfront Luxury Villa w/ Views, Dockage - Latitude Adjustment- Indigo Reef
1010 out of 10 rating
Exceptional
(66 reviews)
Waterfront Luxury Villa w/ Views, Dockage - Latitude Adjustment- Indigo Reef
Marathon, FL
7% off
Price is AU$5,708
AU$5,708
AU$815 per night
includes taxes & fees
Image gallery for Waterfront Oasis with Boat Dock & Pool!
9.49.4 out of 10 rating
Exceptional
(73 reviews)
Waterfront Oasis with Boat Dock & Pool!
Key Colony Beach, FL
10% off
Price is AU$8,174
AU$8,174
AU$1,168 per night
includes taxes & fees
Image gallery for Pet Friendly Half-Duplex Cottage with kayaks and 40' Slip Option at Marina
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Pet Friendly Half-Duplex Cottage with kayaks and 40' Slip Option at Marina
Marathon, FL
7% off
Price is AU$2,478
AU$2,478
AU$354 per night
includes taxes & fees
Image gallery for Coral Lagoon 3 bed/2.5 bath Pet Friendly Villa
1010 out of 10 rating
Exceptional
(59 reviews)
Coral Lagoon 3 bed/2.5 bath Pet Friendly Villa
Marathon, FL
8% off
Price is AU$6,330
AU$6,330
AU$904 per night
includes taxes & fees
Image gallery for BA Beach Front, Ocean View from Villa, Pool full Kitchen, dock, balcony, BBQ
9.29.2 out of 10 rating
Wonderful
(40 reviews)
BA Beach Front, Ocean View from Villa, Pool full Kitchen, dock, balcony, BBQ
Marathon, FL
20% off
Price is AU$4,027
AU$4,027
AU$575 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
Aqua Lodges at 47th Street Gulfside
Sleeps 6 · 2 bedrooms
8.68.6 out of 10
Excellentexcellent
41 reviews(41 reviews)
The current price is AU$1,054
AU$1,054
for 3 nights, 1 houseboat
AU$351 per night
includes taxes & fees
Beautiful Coral Lagoon #12 - Waterfront - Boat Slips Available at the Marina
Sleeps 8 · 3 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
135 reviews(135 reviews)
The current price is AU$3,381
AU$3,381
for 3 nights, 1 home
AU$1,127 per night
includes taxes & fees
Two Units Right tn the Heart of Florida Keys | Water Front Hotel w/ Scenic View
Sleeps 6 · 2 bedrooms · 2 bathrooms
The current price is AU$2,386
AU$2,386
for 3 nights, 1 home
AU$795 per night
includes taxes & fees
Yacht Haven Marina
Sleeps 2 · 1 bedroom
9.89.8 out of 10
Exceptionalexceptional
169 reviews(169 reviews)
The current price is AU$947
AU$947
for 3 nights, 1 houseboat
AU$316 per night
includes taxes & fees
Sale!! Rates have been Discounted 16% off remaining July days! Coral Lagoon #13
Sleeps 8 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
257 reviews(257 reviews)
The current price is AU$2,658
AU$2,658
for 3 nights, 1 home
AU$886 per night
includes taxes & fees
Great Deal! Pool, Free Grab-and-Go Breakfast, Family Vacation
Sleeps 4 · 1 bedroom · 1 bathroom
8.88.8 out of 10
Excellentexcellent
28 reviews(28 reviews)
The current price is AU$1,058
AU$1,058
for 3 nights, 1 home
AU$353 per night
includes taxes & fees
Top rated rentals - Pigeon Key
Family Vacation
1010 out of 10
Exceptionalexceptional
136 reviews(136 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