Key Largo Vacation Rentals with Private Pool

(11 rentals)
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Key Largo House | On the beach
5 BR | 3.5 BA | Sleeps 14 | Quick View
Sleeps 14, 5 bedrooms, 3.5 bathrooms

$1800

avg/night

$1,800
avg per night
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Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

First time offered - only property of its kind the keys -as featured in Global Mansion - Wall Street Journal. A true resort style peninsula surrounded by over 25 acres of park nature, providing the upmost privacy anywhere in the world.Feel the joy of living on a truly beach home. Snorkel, ...

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Property Type

Key Largo House

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Key Largo Villa
2 BR | 2.5 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2.5 bathrooms

$555

avg/night

$555
avg per night
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Key Amenities

  • Air conditioning
  • Hot tub
  • Oceanfront
  • Private pool
  • Rentals by owner
  • WiFi

About this property

An island paradise situated in the heart of Key Largo, adjacent to John Pennekamp Coral Reef State Park and Molasses Reef. The property is located in Rock Harbor's most upscale resort. The area has the distinction of being Key Largos newest oceanfront gated destination, with some of the most unique ...

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Property Type

Key Largo Villa

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Key Largo Mobile home | On the beach
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$300

avg/night

$300
avg per night
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Key Amenities

  • Air conditioning
  • Beachfront
  • Pet friendly
  • Private pool

About this property

MOST BEAUTIFUL SPOT IN THE KEYS, SUNSETS VIEWS ON THE BAY. 3 BEDROOMS 2 BATH SPACIOUS ROOMS AND BATHROOMS, KITCHEN, DINNING ROOM AND LEAVING ROOM AREA.

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Property Type

Key Largo Mobile Home

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Key Largo Estate
6 BR | 6 BA | Sleeps 16 | Quick View
Sleeps 16, 6 bedrooms, 6 bathrooms

Distance to beach: 6 miles to Pennekamp

$832

avg/night

$832
avg per night
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Key Amenities

  • Air conditioning
  • Hot tub
  • Oceanfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Recently renovated large 6 bedroom, 7 bathroom Ocean Front House on 5 Acres. Gated from the main road. It can comfortably sleep up to 16 people. Covered parking for up to 6 vehicles and outside parking for several more. This estate is surrounded on 3 sides by park lands and the Atlantic ocean. If ...

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Property Type

Key Largo Estate

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Key Largo Townhome
3 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 3 bedrooms, 3 bathrooms
2 reviews

$707

avg/night

$707
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool

About this property

Enjoy the sunrise while sitting on one of two terraces and sipping your morning coffee in the exclusive part of Kawama Yacht Club overlooking the Marina and Ocean. Enjoy the many choices for the day: Kayaking or paddle boarding just 20 steps from your door, walking to the south beach just 100 yards away, ...

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Property Type

Key Largo Townhome

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Key Largo House
5 BR | 6 BA | Sleeps 12 | Quick View
Sleeps 12, 5 bedrooms, 6 bathrooms

$750

avg/night

$750
avg per night
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Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

YOU ARE JUST ONE STEP AWAY FROM A DREAM VACATION IN THIS ONE OF A KIND CUSTOM HOUSE. LOCATED ON ADAMS CUT , THIS LUXURIOUS PROPERTY HAS 5 BEDROOMS ( 4 LARGE MASTER SUITES ) AND 6 FULL BATHROOMS. EACH OF THE 4 MASTER SUITES HAS A PRIVATE BATHROOM AND LARGE CLOSETS . THE GREAT ROOM IS 800 SQUARE FEET ...

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Property Type

Key Largo House

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Key Largo House
5 BR | 5 BA | Sleeps 15 | Quick View
Sleeps 15, 5 bedrooms, 5 bathrooms

$569

avg/night

$569
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Oceanfront
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This is a large 5 bed / 5 bath single family home which is located on a very quiet residential deep waterfront canal in oceanside Key Largo. There are no bridges to the ocean and within minutes of your 70’ sea wall dock, you will be in the open waters of the Atlantic and the John Pennekamp State ...

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Property Type

Key Largo House

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Key Largo Estate
5 BR | 5.5 BA | Sleeps 17 | Quick View
Sleeps 17, 5 bedrooms, 5.5 bathrooms
2 reviews

$2808

avg/night

$2,808
avg per night
View Details

Key Amenities

  • Air conditioning
  • Oceanfront
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Southern Diversion Estate Key Largo - Brand New private gated 1 acre estate on the ocean with private beach, tiki hut , tropical private pool and 105ft of deepwater dockage. Great location just 8 minutes from The Ocean Reef Club. Docks provide up to 100amp service and water. There is a deepwater channel ...

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Property Type

Key Largo Estate

Featured review

"Wonderful home for our large family!"

This is a great house. Lots of room for 6 adults and 6 youth age 12-6! The caretaker Joe was super helpful! Everything was perfect!

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Key Largo Estate
7 BR | 5.5 BA | Sleeps 20 | Quick View
Sleeps 20, 7 bedrooms, 5.5 bathrooms
3 reviews

$800

avg/night

$800
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Oceanfront
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Large, very spacious, beautifully appointed 7 BR home with breathtaking ocean views, large dock, pool, 2 jacuzzis, BBQ grill, 4 kayaks, large tiki, two fully equipped kitchens, all new appliances and major upgrades since Irma. Comfortably accommodates multiple families. Very private and secure with property ...

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Property Type

Key Largo Estate

Featured review

"Perfect house for families!! Amazing outdoor space!!"

We loved our stay at Casa Lorelane! We had 18 people and never once felt crowded. The living area on the second floor was amazing. The second kitchen on main floor made it easy to prepare food to enjoy ...

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Key Largo Condo | On the beach
2 BR | 1.5 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 1.5 bathrooms
7 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Multi-million dollar views and the peace and quiet you expect in the Keys. DIRECT bay front condo, white sandy beach, new gym, sauna, swimming pool, bocce, basketball and tennis courts, non motorized water sports launch area and storage, native tropical paths, numerous hammocks and seating areas on the ...

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Property Type

Key Largo Condo

Featured review

"Gorgeous Condo!"

Absolutely loved my time here! The condo has all updated bathrooms, kitchen and laundry! The master bathroom is beautiful and felt like I was in a hotel! Views are gorgeous and the location is great! Will ...

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Key Largo Apartment | On the beach
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

Inquire for rates

Inquire for rates

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Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Remodeled in 2023 - 2 Bedrooms & 2 Full Baths, Washer & Dryer in Unit, new Smart Appliances, 75 Inch TV, Computer Desk & Monitor, Fastest WIFI Speed Available! w/ all Cable Channels , Master has a King Bed, Guest has a Queen Bed and a Twin Bed, Entry with Key and/or Code, Open Concept w/Glass ...

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Property Type

Key Largo Apartment

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Key Largo Vacation Rentals