
Holiday rentals near Pigeon Key
We found 1,393 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 NZ$4,914
NZ$4,914
NZ$702 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
16% off
Price is NZ$26,810
NZ$26,810
NZ$3,830 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 NZ$8,695
NZ$8,695
NZ$1,242 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 NZ$3,569
NZ$3,569
NZ$510 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 NZ$3,146
NZ$3,146
NZ$449 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
7% off
Price is NZ$7,220
NZ$7,220
NZ$1,031 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 NZ$5,950
NZ$5,950
NZ$850 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 NZ$8,855
NZ$8,855
NZ$1,265 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 NZ$5,579
NZ$5,579
NZ$797 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 NZ$4,809
NZ$4,809
NZ$687 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 NZ$5,973
NZ$5,973
NZ$853 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 NZ$4,583
NZ$4,583
NZ$655 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 NZ$4,955
NZ$4,955
NZ$708 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 NZ$2,699
NZ$2,699
NZ$386 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 NZ$5,427
NZ$5,427
NZ$775 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 NZ$5,950
NZ$5,950
NZ$850 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 NZ$3,371
NZ$3,371
NZ$482 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 NZ$4,392
NZ$4,392
NZ$627 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
7% off
Price is NZ$7,820
NZ$7,820
NZ$1,117 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 NZ$8,808
NZ$8,808
NZ$1,258 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 NZ$6,186
NZ$6,186
NZ$884 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 NZ$2,660
NZ$2,660
NZ$380 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 NZ$6,843
NZ$6,843
NZ$978 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 NZ$4,369
NZ$4,369
NZ$624 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Pigeon Key
Showing deals for: 1 Oct - 4 OctAqua Lodges at 47th Street Gulfside
Sleeps 6 · 2 bedrooms
8.68.6 out of 10
Excellentexcellent
41 reviews(41 reviews)
The current price is NZ$1,140
NZ$1,140
for 3 nights, 1 houseboat
NZ$380 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 NZ$3,673
NZ$3,673
for 3 nights, 1 home
NZ$1,224 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 NZ$2,590
NZ$2,590
for 3 nights, 1 home
NZ$863 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 NZ$1,024
NZ$1,024
for 3 nights, 1 houseboat
NZ$341 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 NZ$2,890
NZ$2,890
for 3 nights, 1 home
NZ$963 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 NZ$1,134
NZ$1,134
for 3 nights, 1 home
NZ$378 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