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Air conditioning
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Beach or lakeside relaxation
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92 house rentals

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Walk to Duval and Mallory Square!

Stock Island condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Boat available Pool or snooker table

All filters match

Price per night from

$622

Sunset Water Views! Moon Bay Key Largo Remodeled Condo with Boat Slip!

Key Largo apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Boat available Pool or snooker table

All filters match

Price per night from

$316

Walk to Duval and Mallory Square!

Stock Island condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Boat available Pool or snooker table

All filters match

Price per night from

$654

Walk to Duval and Mallory Square!

Stock Island condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Boat available Pool or snooker table

All filters match

Price per night from

$523

Blue Moon Tavernier

Tavernier house

6 bedrooms
3 bathrooms

sleeps 12

1 of 2 match: Boat available, Pool or snooker table

1 of 2 filters match

Price per night from

$401

Sunrise Waterfront Home

Key Largo house

4 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Boat available, Pool or snooker table

1 of 2 filters match

Price per night from

$487

Welcome to Paradise

Long Key townhouse

2 bedrooms
3 bathrooms

sleeps 5

1 of 2 match: Boat available, Pool or snooker table

1 of 2 filters match

Price per night from

$205

Coastal Key Largo Townhome with Ocean Views, Pool & Dock

Key Largo townhouse

3 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Boat available, Pool or snooker table

1 of 2 filters match

Price per night from

$390

Bay Front Beauty/ Summer Sea Must See!!!!

Islamorada condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Boat available, Pool or snooker table

1 of 2 filters match

Price per night from

$158

Ocean View Estate with Private Pool 15 minutes from Key West

Cudjoe Key house

4 bedrooms
2 bathrooms

sleeps 10

“This vacation home has everything you need.” This home has all the amenities you could possibly need inside and out. Very quiet and secure with a great covered porch where we spent much of our time (we had 7 in our group). Plenty of towels and miscellaneous supplies. It was very easy to book and communicate with the owners. They responded promptly to any questions.

Responds fast! avg. 59 minutes

1 of 2 match: Boat available, Pool or snooker table

1 of 2 filters match

Price per night from

$544

Buttonwood Bay Key Largo Waterfront Townhouse

Key Largo apartment

2 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Boat available, Pool or snooker table

1 of 2 filters match

Price per night from

$224

Paradise Found - Sandy Beach, Beachside Bar, Great Views, And Dock

Islamorada villa

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Boat available, Pool or snooker table

1 of 2 filters match

Price per night from

$1,145

Hogfish Hideout

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Boat available, Pool or snooker table

1 of 2 filters match

Price per night from

$378

salty slumber get away

Summerland Key house

4 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Boat available, Pool or snooker table

1 of 2 filters match

Price per night from

$395

BAYSIDE CONDO WITH BOAT

Key Largo apartment

1 bedroom
1 bathroom

sleeps 4

“Want to go back” We just got home from our vacation in this apartment. We loved it. Jay took great care of us and was quick to help with any problems or needs. We rented the boat with the apartment and loved being able to walk downstairs and get onto our boat and out fishing for the day. We enjoyed using the grill on the porch and being able to eat our dinner outside enjoying the weather and views. We will definately return again. Thanks for a great vacation Jay.

1 of 2 match: Pool or snooker table, Boat available

1 of 2 filters match

Price per night from

$430

Waterfront Condo with Boat

Key Largo apartment

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Pool or snooker table, Boat available

1 of 2 filters match

Price per night from

$442

The Caribbean Resort - Malayan Palm East

Matecumbe Key house

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 1 hour 31 minutes

1 of 2 match: Pool or snooker table, Boat available

1 of 2 filters match

Price per night from

$401

The Caribbean Resort - Hemingway House North

Matecumbe Key house

2 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 1 hour 31 minutes

1 of 2 match: Pool or snooker table, Boat available

1 of 2 filters match

Price per night from

$630

The Caribbean Resort - Jamaican Palm House

Matecumbe Key cottage

3 bedrooms
2 bathrooms

sleeps 9

Responds fast! avg. 1 hour 31 minutes

1 of 2 match: Pool or snooker table, Boat available

1 of 2 filters match

Price per night from

$1,088

The Caribbean Resort - Princess Palm South

Matecumbe Key house

2 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 1 hour 31 minutes

1 of 2 match: Pool or snooker table, Boat available

1 of 2 filters match

Price per night from

$630

The Caribbean Resort - Canary Island Palm South

Matecumbe Key house

2 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 1 hour 31 minutes

1 of 2 match: Pool or snooker table, Boat available

1 of 2 filters match

Price per night from

$630

The Caribbean Resort - Canary Island Palm North

Matecumbe Key house

2 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 1 hour 31 minutes

1 of 2 match: Pool or snooker table, Boat available

1 of 2 filters match

Price per night from

$630

The Caribbean Resort - Harbor House

Matecumbe Key house

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 31 minutes

1 of 2 match: Pool or snooker table, Boat available

1 of 2 filters match

Price per night from

$859

The Caribbean Resort - Bird of Paradise - One Bedroom One Bath

Matecumbe Key house

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 1 hour 31 minutes

1 of 2 match: Pool or snooker table, Boat available

1 of 2 filters match

Price per night from

$573

The Caribbean Resort - Royal Palm South

Matecumbe Key house

3 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 1 hour 31 minutes

1 of 2 match: Pool or snooker table, Boat available

1 of 2 filters match

Price per night from

$1,432

The Caribbean Resort - Malayan Palm North

Matecumbe Key house

2 bedrooms
1 bathroom

sleeps 6

Responds fast! avg. 1 hour 31 minutes

1 of 2 match: Pool or snooker table, Boat available

1 of 2 filters match

Price per night from

$630

The Caribbean Resort - Hemingway House South

Matecumbe Key house

2 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 1 hour 31 minutes

1 of 2 match: Pool or snooker table, Boat available

1 of 2 filters match

Price per night from

$630

The Caribbean Resort - Fish Tail Palm

Matecumbe Key house

1 bedroom
2 bathrooms

sleeps 4

Responds fast! avg. 1 hour 31 minutes

1 of 2 match: Pool or snooker table, Boat available

1 of 2 filters match

Price per night from

$573

The Caribbean Resort - Princess Palm North

Matecumbe Key house

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 31 minutes

1 of 2 match: Pool or snooker table, Boat available

1 of 2 filters match

Price per night from

$630

The Caribbean Resort - Royal Palm North

Matecumbe Key house

3 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 1 hour 31 minutes

1 of 2 match: Pool or snooker table, Boat available

1 of 2 filters match

Price per night from

$1,432

Blue Fish Point: Tranquil, Luxurious Waterfront Oasis, Amazing Sunsets, Pool, Ti

Summerland Key house

2 bedrooms
2 bathrooms

sleeps 12

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Pool or snooker table, Boat available

1 of 2 filters match

Price per night from

$174

Paradise Point: Your Luxurious Waterfront Getaway with Pool, Tiki, Dockage, and

Sugarloaf house

4 bedrooms
4 bathrooms

sleeps 10

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Pool or snooker table, Boat available

1 of 2 filters match

Price per night from

$458

The Hideaway: Discover and Lose Yourself! Newly Decorated Canal Front Home, Dock

Summerland Key house

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Pool or snooker table, Boat available

1 of 2 filters match

Price per night from

$144

Key Largo Oceanfront Condo with Dock and Spectacular views

Key Largo apartment

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 2 hours 23 minutes

1 of 2 match: Pool or snooker table, Boat available

1 of 2 filters match

Price per night from

$401

Bayfront Cottage Vacation Home Rental Bayside Beach Renovated 2019 Sunset Cove

Key Largo cottage

2 bedrooms
2 bathrooms

sleeps 6

“Perfect” Great house. Very clean and simple. You share the beach and dock with the two other houses in the property but was never an issue. Location is great in Largo. Martha was a great host and very friendly. Will definetly be going back.

1 of 2 match: Pool or snooker table, Boat available

1 of 2 filters match

Price per night from

$315