50 Best Key Largo Vacation rentals on Holiday Lettings - Cottages

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305 Vacation rentals

(1) Very Good 

26

Vacation apartment in Tavernier

Key Largo / Tavernier

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
!WE WILL REOPEN ON APR 15, 2018 AFTER FULL PROPERTY RENOVATION! 24/7 FRONT DESK AND SECURITY, PRIVATE BEACH AND MARINA, FREE PARKING, SWIMMING POOL, HOT TUB, ON-SITE RESTAURANT, GRILL Travelling with your family or friends and want to stay all together? Prefer to coo …see more

from $325 / night

$2,275 / week

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from $325 / night

26

Tavernier Vacation apartment rental

Key Largo / Tavernier

6 18 1 night min

  • 6 bedrooms
  • Sleeps 18
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
!WE WILL REOPEN ON APR 15, 2018 AFTER FULL PROPERTY RENOVATION! Island View, private beach and marina, free parking, tennis courts, swimming pool Travelling with your family or friends and want to stay all together? Prefer to cook by yourself while on the vacation? Or …see more

from $499 / night

$3,493 / week

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from $499 / night

24

Vacation apartment in Tavernier

Key Largo / Tavernier

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
!WE WILL REOPEN ON APR 15, 2018 AFTER FULL PROPERTY RENOVATION! 24/7 FRONT DESK AND SECURITY, PRIVATE BEACH AND MARINA, FREE PARKING, SWIMMING POOL, HOT TUB, ON-SITE RESTAURANT, GRILL Travelling with your family or friends and want to stay all together? Prefer to coo …see more

from $159 / night

$1,113 / week

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from $159 / night

26

Vacation apartment rental

Florida Keys / Key Largo

6 18 Min stay varies

  • 6 bedrooms
  • Sleeps 18
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
!WE WILL REOPEN ON APR 15, 2018 AFTER FULL PROPERTY RENOVATION! 24/7 FRONT DESK AND SECURITY, PRIVATE BEACH AND MARINA, FREE PARKING, SWIMMING POOL, HOT TUB, ON-SITE RESTAURANT, GRILL Travelling with your family or friends and want to stay all together? Prefer to coo …see more

from $499 / night

$3,493 / week

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from $499 / night

29

Key Largo Vacation home rental

Florida Keys / Key Largo

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.05 mi
  • Swimming pool
Welcome from Sally and Andrew We look forward to sharing warm tropical breezes and beautiful clear turquoise seas set amid our little slice of Keys Paradise. Feel a sense of Life, Light and Love in our modern, spacious and well maintained Home. Set in an Oceanside locat …see more

from $151 / night

$905 - $2,302 / week

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from $151 / night

24

Vacation apartment with swimming pool in Key Largo

Florida Keys / Key Largo

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Travelling with your family or friends and want to stay all together? Prefer to cook by yourself while on the vacation? Or maybe you just want to feel yourself like home, not like in a hotel. If you have many people in your party, or big family, or want to have some pri …see more

from $159 / night

$1,113 / week

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from $159 / night

27

Vacation apartment with swimming pool in Key Largo

Florida Keys / Key Largo

4 12 2 nights min

  • 4 bedrooms
  • Sleeps 12
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Travelling with your family or friends and want to stay all together? Prefer to cook by yourself while on the vacation? Or maybe you just want to feel yourself like home, not like in a hotel. If you have many people in your party, or big family, or want to have some pri …see more

from $319 / night

$2,233 / week

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from $319 / night

32

Vacation condo in Key Largo

Florida Keys / Key Largo

1 2 28 nights min

  • 1 bedroom
  • Sleeps 2
  • 28 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
If you have a vision of a Pleasure Filled Vacation, free from the distractions of home and wall to wall people, we know you will love it here on Key Largo, where comfort and privacy come first. Unobstructed breathtaking views of the Florida Bay are yours from the momen …see more

from $75 / night

$525 / week

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from $75 / night

(14) Very Good 

15

Vacation condo in Key Largo

Florida Keys / Key Largo

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
A view of the pool off your patio and the Florida Bay sunset glows at your front door. Tropical breezes and gardens grace the gated condo community. Yes, laptops do work in the apartment! At Moon Bay condominium you will have the opportunity to relax in the heated po …see more

from $195 / night

$985 / week

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from $195 / night

23

Vacation apartment in Tavernier

Key Largo / Tavernier

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
!WE WILL REOPEN ON APR 15, 2018 AFTER FULL PROPERTY RENOVATION! Ocean view, private beach and marina, free parking, tennis courts, swimming pool This beautiful 1 bedroom apartment is located in an Oceanfront hotel style building in the heart of Key Largo, which is ha …see more

from $149 / night

$1,043 / week

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from $149 / night

44

Tavernier Vacation apartment rental

Key Largo / Tavernier

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Air conditioning
Located directly on the Atlantic Ocean in a 24 hectare (60 acre) protected Mangrove forest. This 6 building complex contains 160 apartments amidst well-landscaped grounds with tropical palm trees and plants. Boardwalk. Marina. Large Olympic-size pool. Beach volleyball. …see more

from $190 / night

$1,219 - $3,633 / week

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Responds fast!
avg. 2 hours 36 minutes

from $190 / night

36

Vacation apartment in Tavernier

Key Largo / Tavernier

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Air conditioning
Located directly on the Atlantic Ocean in a 24 hectare (60 acre) protected Mangrove forest. This 6 building complex contains 160 apartments amidst well-landscaped grounds with tropical palm trees and plants. Boardwalk. Marina. Large Olympic-size pool. Beach volleyball. …see more

from $172 / night

$1,108 - $3,265 / week

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Responds fast!
avg. 3 hours 51 minutes

from $172 / night

37

Apartment rental in Tavernier

Key Largo / Tavernier

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Air conditioning
Located directly on the Atlantic Ocean in a 24 hectare (60 acre) protected Mangrove forest. This 6 building complex contains 160 apartments amidst well-landscaped grounds with tropical palm trees and plants. Boardwalk. Marina. Large Olympic-size pool. Beach volleyball. …see more

from $172 / night

$1,108 - $3,265 / week

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Responds fast!
avg. 3 hours 51 minutes

from $172 / night

39

Vacation apartment in Tavernier

Key Largo / Tavernier

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Air conditioning
Located directly on the Atlantic Ocean in a 24 hectare (60 acre) protected Mangrove forest. This 6 building complex contains 160 apartments amidst well-landscaped grounds with tropical palm trees and plants. Boardwalk. Marina. Large Olympic-size pool. Beach volleyball. …see more

from $189 / night

$1,212 - $3,499 / week

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Responds fast!
avg. 3 hours 51 minutes

from $189 / night

44

Vacation apartment in Tavernier

Key Largo / Tavernier

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Air conditioning
Located directly on the Atlantic Ocean in a 24 hectare (60 acre) protected Mangrove forest. This 6 building complex contains 160 apartments amidst well-landscaped grounds with tropical palm trees and plants. Boardwalk. Marina. Large Olympic-size pool. Beach volleyball. …see more

from $189 / night

$1,212 - $3,613 / week

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Responds fast!
avg. 3 hours 51 minutes

from $189 / night

37

Vacation apartment in Tavernier

Key Largo / Tavernier

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Air conditioning
Located directly on the Atlantic Ocean in a 24 hectare (60 acre) protected Mangrove forest. This 6 building complex contains 160 apartments amidst well-landscaped grounds with tropical palm trees and plants. Boardwalk. Marina. Large Olympic-size pool. Beach volleyball. …see more

from $172 / night

$1,108 - $3,265 / week

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Responds fast!
avg. 3 hours 51 minutes

from $172 / night

38

Vacation apartment in Tavernier

Key Largo / Tavernier

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Air conditioning
Located directly on the Atlantic Ocean in a 24 hectare (60 acre) protected Mangrove forest. This 6 building complex contains 160 apartments amidst well-landscaped grounds with tropical palm trees and plants. Boardwalk. Marina. Large Olympic-size pool. Beach volleyball. …see more

from $173 / night

$1,114 - $3,283 / week

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Responds fast!
avg. 2 hours 36 minutes

from $173 / night

48

Tavernier Vacation apartment rental

Key Largo / Tavernier

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Air conditioning
Located directly on the Atlantic Ocean in a 24 hectare (60 acre) protected Mangrove forest. This 6 building complex contains 160 apartments amidst well-landscaped grounds with tropical palm trees and plants. Boardwalk. Marina. Large Olympic-size pool. Beach volleyball. …see more

from $206 / night

$1,325 - $3,954 / week

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Responds fast!
avg. 3 hours 51 minutes

from $206 / night

39

Tavernier Vacation apartment rental

Key Largo / Tavernier

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Air conditioning
Located directly on the Atlantic Ocean in a 24 hectare (60 acre) protected Mangrove forest. This 6 building complex contains 160 apartments amidst well-landscaped grounds with tropical palm trees and plants. Boardwalk. Marina. Large Olympic-size pool. Beach volleyball. …see more

from $190 / night

$1,219 - $3,519 / week

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Responds fast!
avg. 2 hours 36 minutes

from $190 / night

40

Vacation apartment in Tavernier

Key Largo / Tavernier

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Air conditioning
Located directly on the Atlantic Ocean in a 24 hectare (60 acre) protected Mangrove forest. This 6 building complex contains 160 apartments amidst well-landscaped grounds with tropical palm trees and plants. Boardwalk. Marina. Large Olympic-size pool. Beach volleyball. …see more

from $189 / night

$1,212 - $3,613 / week

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Responds fast!
avg. 3 hours 51 minutes

from $189 / night

39

Vacation apartment in Tavernier

Key Largo / Tavernier

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Air conditioning
Located directly on the Atlantic Ocean in a 24 hectare (60 acre) protected Mangrove forest. This 6 building complex contains 160 apartments amidst well-landscaped grounds with tropical palm trees and plants. Boardwalk. Marina. Large Olympic-size pool. Beach volleyball. …see more

from $189 / night

$1,212 - $3,613 / week

Book View

Responds fast!
avg. 3 hours 51 minutes

from $189 / night

38

Vacation apartment in Tavernier

Key Largo / Tavernier

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Air conditioning
Located directly on the Atlantic Ocean in a 24 hectare (60 acre) protected Mangrove forest. This 6 building complex contains 160 apartments amidst well-landscaped grounds with tropical palm trees and plants. Boardwalk. Marina. Large Olympic-size pool. Beach volleyball. …see more

from $189 / night

$1,212 - $3,499 / week

Book View

Responds fast!
avg. 3 hours 51 minutes

from $189 / night

39

Vacation apartment in Tavernier

Key Largo / Tavernier

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Air conditioning
Located directly on the Atlantic Ocean in a 24 hectare (60 acre) protected Mangrove forest. This 6 building complex contains 160 apartments amidst well-landscaped grounds with tropical palm trees and plants. Boardwalk. Marina. Large Olympic-size pool. Beach volleyball. …see more

from $189 / night

$1,212 - $3,499 / week

Book View

Responds fast!
avg. 3 hours 51 minutes

from $189 / night

47

Vacation apartment in Tavernier

Key Largo / Tavernier

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Air conditioning
Located directly on the Atlantic Ocean in a 24 hectare (60 acre) protected Mangrove forest. This 6 building complex contains 160 apartments amidst well-landscaped grounds with tropical palm trees and plants. Boardwalk. Marina. Large Olympic-size pool. Beach volleyball. …see more

from $208 / night

$1,332 - $3,976 / week

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Responds fast!
avg. 2 hours 36 minutes

from $208 / night

48

Vacation apartment in Tavernier

Key Largo / Tavernier

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Air conditioning
Located directly on the Atlantic Ocean in a 24 hectare (60 acre) protected Mangrove forest. This 6 building complex contains 160 apartments amidst well-landscaped grounds with tropical palm trees and plants. Boardwalk. Marina. Large Olympic-size pool. Beach volleyball. …see more

from $206 / night

$1,325 - $3,954 / week

Book View

Responds fast!
avg. 3 hours 51 minutes

from $206 / night

44

Vacation apartment in Tavernier

Key Largo / Tavernier

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Air conditioning
Located directly on the Atlantic Ocean in a 24 hectare (60 acre) protected Mangrove forest. This 6 building complex contains 160 apartments amidst well-landscaped grounds with tropical palm trees and plants. Boardwalk. Marina. Large Olympic-size pool. Beach volleyball. …see more

from $205 / night

$1,317 - $3,954 / week

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Responds fast!
avg. 3 hours 51 minutes

from $205 / night

(3) Excellent 

19

Vacation home rental

Key Largo / Tavernier

2 4 6 nights min

  • 2 bedrooms
  • Sleeps 4
  • 6 nights min
  • Child friendly
Tucked away on a gated tropical estate, is our 'Island Breeze Cottage'. This cottage is located in the middle of the Estate and steps away from our white sandy beach and those beautiful Gulf of Mexico sunsets !! There is a tiki hut on the beach. And a dock to fish from …see more

from $225 / night

$1,675 / week

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from $225 / night

(37) Excellent 

Certificate of Excellence

20

Cottage rental in Key Largo

Florida Keys / Key Largo

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Charming and secluded CBS construction seaside cottage with all of the comforts. Two bedrooms each with queen size bed and private bath. Also a third bathroom in the main area for your convenience. Fully equipped kitchen/dining room with a bar cabinet and a washer/drye …see more

Certificate of Excellence

from $223 / night

$1,561 / week

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Responds fast!
avg. 1 hour 33 minutes

from $223 / night

29

Key Largo Vacation villa rental

Florida Keys / Key Largo

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Swimming pool
In the heart of tropical key largo, Port Largo Villas has an atmosphere of a 5 star resort with its own sandy beach and within walking distance to Marina Del Mar (305.451.4107 call Dock Master to reserve slip). For the water enthusiasts, it doesn't get any better for sp …see more

from $185 / night

$1,000 - $1,365 / week

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Responds fast!
avg. 3 hours 48 minutes

from $185 / night

(4) Excellent 

36

Key Largo Vacation apartment rental

Florida Keys / Key Largo

2 6 6 nights min

  • 2 bedrooms
  • Sleeps 6
  • 6 nights min
  • Child friendly
This condo is located on Mile 104 on one of the best areas of the Keys and just few miles of Pennekan Park and Harris Park. The Apartment has been redecorated and on floor 4 with spectacular views of the bay and stunning sunset. …see more

from $165 / night

$1,150 - $1,500 / week

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from $165 / night

28

Vacation home rental

Key Largo / Tavernier

2 4 28 nights min

  • 2 bedrooms
  • Sleeps 4
  • 28 nights min
  • Swimming pool
  • Child friendly
This tropically decorated 2 bedroom 2 bath unit, has a King bed and (2) Twins beds is approximately 1 hour and 20 minutes from Miami International Airport and 90 Minutes from Ft. Lauderdale airport.  Futura Yacht Club is located in the Village of Islamorada in the Upper …see more

from $100 / night

$700 / week

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from $100 / night

(3) Very Good 

19

Vacation bungalow in Tavernier

Key Largo / Tavernier

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
This is a two-story typical keys-style home, w/ two bedrooms & two baths. One bathroom is on the ground floor, serving the two bedrooms, & the other is near the living/dining area upstairs. A large sun deck located in front overlooks the marina across the street. At …see more

from $156 / night

$1,000 - $1,100 / week

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Responds fast!
avg. 52 minutes

from $156 / night

18

Vacation condo in Tavernier

Key Largo / Tavernier

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
BOOK BY NOVEMBER 15 TO RECEIVE 10% OFF YOUR STAY Condo has just been updated to include new mattresses, carpet, paint, linens, pots/pans and dinnerware. You will not find a cleaner unit in such a great location. This unit is in sought after Building #4 which is the c …see more

from $225 / night

$1,575 / week

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from $225 / night

14

Vacation condo in Tavernier

Key Largo / Tavernier

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
A pleasantly decorated condo located at mm 104. This unit has 2 bedrooms and 1.5 bathrooms, plus its own deeded boat slip. This condo in conveniently located close to the main land, but far enough away from the mainland to enjoy a Keysy vacation. This is a perfect condo …see more

from $143 / night

$1,000 - $1,200 / week

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from $143 / night

15

Vacation apartment in Key Largo

Florida Keys / Key Largo

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 0 mi
  • Child friendly
  • Air conditioning
Located in beautiful Key Largo, Florida (MM99.2), Zappie's Place is truly an unique property. Enjoy your own private beach situated on the bayside on nearly an acre of tropical property. Fishermen, bring you small boat and launch from our bayside ramp and have direc …see more

from $225 / night

$1,500 - $1,650 / week

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Responds fast!
avg. 2 hours 45 minutes

from $225 / night

(8) Excellent 

Certificate of Excellence

21

Vacation condo in Tavernier

Key Largo / Tavernier

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
April, 2018 Update! We have now completed many upgrades and look forward to hosting your stay in the Florida Keys. Our beautiful, 2/2 condominium located is directly on the ocean in Key Largo (Tavernier), Florida. As this is 4th floor "END" unit there are many window …see more

Certificate of Excellence

from $200 / night

$1,075 - $1,675 / week

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Responds fast!
avg. 2 hours 47 minutes

from $200 / night

16

Vacation home in Tavernier

Key Largo / Tavernier

3 12 28 nights min

  • 3 bedrooms
  • Sleeps 12
  • 28 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Our Tavernier family vacation home is like 'home away from home'. Property is fenced. Nicely decorated and tiled throughout our home is very well kept and clean only four homes from open Bay access with clear water canal and direct ocean access via Tavernier Creek. Ma …see more

from $160 / night

$1,200 / week

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Responds fast!
avg. 3 hours 51 minutes

from $160 / night

(6) Good 

6

Key Largo Vacation apartment rental

Florida Keys / Key Largo

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
2 bedroom, 1 bath waterfront condo with a Center console boat at your front door. The unit is located in a small complex within walking distance to restaurants, bars and Park. Comes with Flat screen tv's, wifi, dvd player, washer and dryer. Barbecue on patio. Boat …see more

from $250 / night

$1,799 / week

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Responds fast!
avg. 3 hours 14 minutes

from $250 / night

(2) Excellent 

34

Key Largo Vacation home rental

Florida Keys / Key Largo

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Welcome to Paradise Point, a beautiful private community in sunny Key Largo! In this private and secure gated community of just 32 homes, paradise awaits you! In our home you'll be right on the water with a gorgeous view of a deep-water canal that has easy access t …see more

from $300 / night

$2,100 / week

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from $300 / night

(12) Excellent 

12

Key Largo Vacation home rental

Florida Keys / Key Largo

1 2 28 nights min

  • 1 bedroom
  • Sleeps 2
  • 28 nights min
  • Air conditioning
  • Pet friendly
Come enjoy the Florida Keys! Many local companies offer opportunities to get out on the water. Go diving or snorkeling. Rent a fishing charter. Rent a kayak or stand up paddle board. We are close to the Everglades where you can birdwatch or see an alligator. Take a day …see more

from $115 / night

$800 / week

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Responds fast!
avg. 28 minutes

from $115 / night