Pigeon Key Rentals

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397 Houses

18

Historic Shadow Point Vacation Rental in Key Largo, Fl- Perfect for Family

Florida Keys / Pigeon Key

Pigeon Key apartment

7 16 min stay varies

  • 7 bedrooms
  • sleeps 16
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$1,463

Price per night from

$1,463

27

FISHERMANS PARADISE IN THE MIDDLE KEYS1

Florida Keys / Pigeon Key

Pigeon Key house

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$175

Responds fast!
avg. 1 hour 53 minutes

Price per night from

$175

Great rentals within 20 miles that match your search

Distance approx 1.29 km from Pigeon Key Show on Map

(5) Excellent 

36

Beautiful Condo - Moon Bay - Waterfront - Spectacular Views in Key Largo

Florida Keys / Key Largo

Key Largo apartment

2 6 6 nights min

  • 2 bedrooms
  • sleeps 6
  • 6 nights min
  • Child Friendly

Price per night from

$165

Price per night from

$165

Distance approx 14.99 km from Pigeon Key

20

Oceanfrontparadise: 209

Florida Keys / Islamorada

Islamorada apartment

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child Friendly
  • Car not necessary

Price per night from

$250

Price per night from

$250

Distance approx 5.67 km from Pigeon Key Show on Map

(13) Very Good 

27

BUCCANEER'S DEN - 20Ft. of Waterfront w/ Dock

Florida Keys / Key Largo

Key Largo house

2 2 3 nights min

  • 2 bedrooms
  • sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 19 mi
  • Swimming pool

Price per night from

$81

Price per night from

$81

Distance approx 14.66 km from Pigeon Key

(3) Excellent 

9

Come relax in Islamorada, the tropical jewel of the Florida Keys!!

Florida Keys / Islamorada

Islamorada apartment

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$175

Responds fast!
avg. 29 minutes

Price per night from

$175

Distance approx 14.68 km from Pigeon Key

9

Seas the Day in this Waterfront Home on Oceanside MM90

Key Largo / Tavernier

Tavernier house

5 14 30 nights min

  • 5 bedrooms
  • sleeps 14
  • 30 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$175

Price per night from

$175

Distance approx 10.83 km from Pigeon Key

(11) Very Good 

12

Vacation Mode Key Largo Retreat

Florida Keys / Key Largo

Key Largo house

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$115

Price per night from

$115

Distance approx 12.71 km from Pigeon Key

18

Palm Tree Paradise

Key Largo / Tavernier

Tavernier cottage

2 5 30 nights min

  • 2 bedrooms
  • sleeps 5
  • 30 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$93

Price per night from

$93

Distance approx 6.4 km from Pigeon Key Show on Map

(4) Excellent 

16

Waterfront! Key Largo, Terrific 1/1 Apt on 2nd Floor, Pet Friendly, Sleeps 4

Florida Keys / Key Largo

Key Largo apartment

1 4 28 nights min

  • 1 bedroom
  • sleeps 4
  • 28 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$60

Responds fast!
avg. 1 hour 38 minutes

Price per night from

$60

Distance approx 15.01 km from Pigeon Key

(7) Very Good 

Certificate of Excellence

14

Oceanfront 2 Bedroom/2 Bathroom Well Maintained Condo with Large Balcony

Florida Keys / Islamorada

Islamorada condo

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Certificate of Excellence

Price per night from

$135

Price per night from

$135

Distance approx 2.08 km from Pigeon Key Show on Map

(5) Excellent 

53

Bayfront Cottage, Beach, Dock, Marina

Florida Keys / Key Largo

Key Largo cottage

1 6 min stay varies

  • 1 bedroom
  • sleeps 6
  • min stay varies
  • Ask about children
  • Air conditioning

Price per night from

$183

Responds fast!
avg. 2 hours 17 minutes

Price per night from

$183

Distance approx 12.42 km from Pigeon Key

(14) Excellent 

24

Florida Keys Splendor at Hammer Point

Key Largo / Tavernier

Tavernier house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Car not necessary

Price per night from

$98

Price per night from

$98

Distance approx 1.27 km from Pigeon Key Show on Map

(4) Very Good 

36

3BR Moon Bay Condo, Boat Slip, Sunsets

Florida Keys / Key Largo

Key Largo apartment

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$195

Price per night from

$195

Distance approx 12.46 km from Pigeon Key

(1) Excellent 

35

ISLAND STAY 2BR/2BA SUITE, PRIVATE BEACH, POOL, TENNIS COURTS, CAFE, KITCHEN

Key Largo / Tavernier

Tavernier apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child Friendly

Price per night from

$169

Responds fast!
avg. 3 hours 28 minutes

Price per night from

$169

Distance approx 14.99 km from Pigeon Key

(4) Very Good 

6

Islamorada 2-bedroom Condo

Florida Keys / Islamorada

Islamorada apartment

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$185

Price per night from

$185

Distance approx 16.85 km from Pigeon Key

15

WELCOME TO PARADISE! In the heart of Islamorada

Florida Keys / Islamorada

Islamorada condo

1 5 30 nights min

  • 1 bedroom
  • sleeps 5
  • 30 nights min
  • Beach / lakeside relaxation
  • Child Friendly

Price per night from

$129

Price per night from

$129

Distance approx 0.1 km from Pigeon Key Show on Map

(23) Excellent 

30

Key Largo Paradise Point !!!!

Florida Keys / Key Largo

Key Largo house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 mi
  • Swimming pool

Price per night from

$314

Price per night from

$314

Distance approx 19.82 km from Pigeon Key

6

Anglers Reef Vacation Home

Florida Keys / Islamorada

Islamorada house

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Child Friendly

Price per night from

$286

Price per night from

$286

Distance approx 17.91 km from Pigeon Key

30

DEC & APRIL DEAL MONTH MINIMUM ENJOY! 9545791140

Florida Keys / Islamorada

Islamorada apartment

3 8 30 nights min

  • 3 bedrooms
  • sleeps 8
  • 30 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.32 mi
  • Swimming pool

Price per night from

$132

Price per night from

$132

Distance approx 6.67 km from Pigeon Key Show on Map

(2) Very Good 

24

Beautiful Key Largo Oceanside Townhouse (Free WiFi

Florida Keys / Key Largo

Key Largo condo

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$275

Price per night from

$275

Distance approx 12.46 km from Pigeon Key

35

OCEAN VIEW 2BR/2BA, FULL KITCHEN, PRIVATE BEACH, POOL, TENNIS, CAFE, GRILLS

Key Largo / Tavernier

Tavernier apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child Friendly

Price per night from

$179

Responds fast!
avg. 3 hours 28 minutes

Price per night from

$179

Distance approx 14.79 km from Pigeon Key

(1) Excellent 

15

Fabulous 6 Bedrooms /4 Bathrooms Tropical Waterfront Pool Home!

Florida Keys / Islamorada

Islamorada house

3 12 28 nights min

  • 3 bedrooms
  • sleeps 12
  • 28 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Child Friendly

Price per night from

$235

Responds fast!
avg. 2 hours 17 minutes

Price per night from

$235

Distance approx 12.46 km from Pigeon Key

35

3 x ISLAND VIEW 2BR/2BA SUITES FOR 18 GUESTS, KITCHEN, PRIVATE BEACH, POOL, CAFE

Key Largo / Tavernier

Tavernier apartment

6 18 min stay varies

  • 6 bedrooms
  • sleeps 18
  • min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child Friendly

Price per night from

$504

Responds fast!
avg. 3 hours 28 minutes

Price per night from

$504

Distance approx 15.22 km from Pigeon Key

24

Very Nice 3 Bedroom Home With Large Lot!

Key Largo / Tavernier

Tavernier house

3 5 90 nights min

  • 3 bedrooms
  • sleeps 5
  • 90 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$70

Price per night from

$70

Distance approx 2.2 km from Pigeon Key Show on Map

30

Luxury Bayside Resort Home

Florida Keys / Key Largo

Key Largo house

4 11 30 nights min

  • 4 bedrooms
  • sleeps 11
  • 30 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$267

Price per night from

$267

Distance approx 2.1 km from Pigeon Key Show on Map

50

Studio Apt on Fl.Bay Beach,Marina, Docks

Florida Keys / Key Largo

Key Largo studio

Studio 3 min stay varies

  • Studio
  • sleeps 3
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$150

Responds fast!
avg. 2 hours 17 minutes

Price per night from

$150

Distance approx 7.15 km from Pigeon Key Show on Map

20

The Enchanting Seahorse

Florida Keys / Key Largo

Key Largo house

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 mi
  • Child Friendly

Price per night from

$325

Price per night from

$325

Distance approx 2.49 km from Pigeon Key Show on Map

25

Fabulous and Spacious HOME!!

Florida / Ocean Reef

Ocean Reef house

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$127

Price per night from

$127

Distance approx 4.44 km from Pigeon Key Show on Map

26

Paradise Home

Key Largo / Tavernier

Tavernier house

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$127

Price per night from

$127

Distance approx 6.15 km from Pigeon Key Show on Map

4

Key Largo Waterfront Estate

Florida Keys / Key Largo

Key Largo house

10 20 7 nights min

  • 10 bedrooms
  • sleeps 20
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$1,069

Price per night from

$1,069

Distance approx 12.71 km from Pigeon Key

18

42 ft Catalina Sailing Yacht

Key Largo / Tavernier

Tavernier yacht

3 6 4 nights min

  • 3 bedrooms
  • sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Air conditioning

Price per night from

$160

Price per night from

$160

Distance approx 14.67 km from Pigeon Key

8

Gorgeous Ocean Side Home! Pool, Tiki Hut, 65' Dock, Ice Maker, Fishermans Dream

Key Largo / Tavernier

Tavernier house

4 13 30 nights min

  • 4 bedrooms
  • sleeps 13
  • 30 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$217

Price per night from

$217

Distance approx 6.13 km from Pigeon Key Show on Map

(4) Very Good 

13

Bayside Retreat. Pool, Boat and Beach

Florida Keys / Key Largo

Key Largo house

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$1,098

Price per night from

$1,098

Distance approx 6.3 km from Pigeon Key Show on Map

(51) Very Good 

Certificate of Excellence

12

Tropical Cottage with Sandy Beach

Florida Keys / Key Largo

Key Largo cottage

2 6 4 nights min

  • 2 bedrooms
  • sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Certificate of Excellence

Price per night from

$200

Price per night from

$200

Distance approx 6.3 km from Pigeon Key Show on Map

(25) Very Good 

Certificate of Excellence

15

bayfront beach house with sandy beach

Florida Keys / Key Largo

Key Largo house

4 10 4 nights min

  • 4 bedrooms
  • sleeps 10
  • 4 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Certificate of Excellence

Price per night from

$350

Price per night from

$350

Distance approx 12.46 km from Pigeon Key

31

OCEAN VIEW, 2BR+2BR+2BR FOR 18, POOL, PRIVATE BEACH, TENNIS COURTS, CAFE, BAR

Florida Keys / Key Largo

Key Largo apartment

6 18 min stay varies

  • 6 bedrooms
  • sleeps 18
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$558

Price per night from

$558

Distance approx 6.27 km from Pigeon Key Show on Map

48

FREE Kayaks, Fishing, Sail, Snorkel W/ Cottage!

Florida Keys / Key Largo

Key Largo cottage

2 6 5 nights min

  • 2 bedrooms
  • sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Child Friendly

Price per night from

$295

Responds fast!
avg. 4 minutes

Price per night from

$295