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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Garden
Internet access
DVD player
Grill
Cot available
Sauna
High chair
Sea view
Safe
Dishwasher
Children's pool
Shared outdoor pool (unheated)
Shared indoor pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
Pool or snooker table
Cribs
Ceiling Fans
Clothes dryer
Games room
Table tennis
Shared outdoor pool (heated)
Swing set or jungle gym
Fax machine
Microwave
Toaster
Iron
Hair dryer
Stove
Fridge
Freezer
Linen provided
Video player
Towels provided
Bicycles available
Climbing frame
Trampoline
Private fishing lake or river
Staffed property
Boat available
Housekeeping Included

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Parking
Car not required
Children under 5
Smoking allowed

Non-Smoking property
Smoking - Ask
Elevator access
Wheelchair adapted
Wheelchair accessible

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Beach or lakeside relaxation
City breaks
Walking trips
Tennis in town

Water sports
Fishing
Cycling trips
Waterfront
Golf within 30mins drive

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330 house rentals

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Anglers Reef Islamorada Florida Sleeps 6

Islamorada house

2 bedrooms
3 bathrooms

sleeps 6

Match: Children's pool Towels provided

All filters match

Price per night from

$344

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

Islamorada condo

1 bedroom
1 bathroom

sleeps 4

Match: Children's pool Towels provided

All filters match

Price per night from

$158

Paradise at Moon Bay!

Key Largo apartment

2 bedrooms
2 bathrooms

sleeps 5

Match: Children's pool Towels provided

All filters match

Price per night from

$229

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

Key Largo apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Children's pool Towels provided

All filters match

Price per night from

$315

Tropical Island Getaway-Keys

Key Largo condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Children's pool Towels provided

All filters match

Price per night from

$338

BEAUTIFUL YATCH IN THE KEYS ONCE IN A LIFETIME EXPERIENCE

Tavernier boathouse

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Towels provided, Children's pool

1 of 2 filters match

Price per night from

$252

Key Largo Bliss: Sun, Splash, Pickleball!

Key Largo house

3 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Towels provided, Children's pool

1 of 2 filters match

Price per night from

$567

Glamping in the Florida Keys

Grassy Key caravan/mobile home

1 bedroom
1 bathroom

sleeps 3

1 of 2 match: Children's pool, Towels provided

1 of 2 filters match

Price per night from

$184

Manatee Bay

Islamorada condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Towels provided

1 of 2 filters match

Price per night from

$261

Key West Suites Hotel 205

Key West apartment

1 bedroom
1 bathroom

sleeps 6

1 of 2 match: Children's pool, Towels provided

1 of 2 filters match

Price per night from

$1,145

Ocean view condo with balcony

Tavernier condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Towels provided

1 of 2 filters match

Price per night from

$315

Best waterfront view in Marathon, pool, golf, dock

Marathon condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Children's pool, Towels provided

1 of 2 filters match

Price per night from

$153

Truman Annex-Steps to Famous Duval Street

Key West townhouse

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 3 hours 56 minutes

1 of 2 match: Children's pool, Towels provided

1 of 2 filters match

Price per night from

$393

PARADISE IN YOUR HANDS

Big Pine Key house

2 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Children's pool, Towels provided

1 of 2 filters match

Price per night from

$218

Pelican Perch

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Towels provided

1 of 2 filters match

Price per night from

$184

Latitude Adjustment

Little Torch Key house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Children's pool, Towels provided

1 of 2 filters match

Price per night from

$174

Water's Edge

Big Pine Key house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Towels provided

1 of 2 filters match

Price per night from

$171

Oceanside, pet friendly, smart home with plenty of paddle equipment

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Children's pool, Towels provided

1 of 2 filters match

Price per night from

$224

Grouper Therapy

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Towels provided

1 of 2 filters match

Price per night from

$214

Sun Kissed

Ramrod Key house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Towels provided

1 of 2 filters match

Price per night from

$158

Island Conch Cottage

Matecumbe Key house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Children's pool, Towels provided

1 of 2 filters match

Price per night from

$155

Luxury 3-Bedroom Home with Resort Privileges

Key Largo house

3 bedrooms
3 bathrooms

sleeps 7

1 of 2 match: Children's pool, Towels provided

1 of 2 filters match

Price per night from

$1,549

Historic Carriage House

Key West cottage

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 56 minutes

1 of 2 match: Children's pool, Towels provided

1 of 2 filters match

Price per night from

$230

Coconuts on the Water

Stock Island house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 56 minutes

1 of 2 match: Children's pool, Towels provided

1 of 2 filters match

Price per night from

$206

Clean Apartment in Old Town Key West (Best Downtown Locations)

Key West apartment

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 3 hours 52 minutes

1 of 2 match: Children's pool, Towels provided

1 of 2 filters match

Price per night from

$384

Clean Apartment in Old Town Key West (Best Downtown Locations)

Key West apartment

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 3 hours 52 minutes

1 of 2 match: Children's pool, Towels provided

1 of 2 filters match

Price per night from

$384

American Shoal Lighthouse Suite Duval St. and Pool

Key West condo

2 bedrooms
1 bathroom

sleeps 6

Responds fast! avg. 1 hour 30 minutes

1 of 2 match: Children's pool, Towels provided

1 of 2 filters match

Price per night from

$430

Sleeping Room, Private Entrance and use of RV Park Bathrooms, Beach and Marina

Key Largo private room

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 1 hour 37 minutes

1 of 2 match: Children's pool, Towels provided

1 of 2 filters match

Price per night from

$144

Fisherman's Paradise in the Heart of Big Pine Key

Big Pine Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Towels provided

1 of 2 filters match

Price per night from

$114

Keys Kottage

Islamorada villa

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Towels provided

1 of 2 filters match

Price per night from

$315

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: Children's pool, Towels provided

1 of 2 filters match

Price per night from

$430

Bayside Retreat. Pool, Boat and Beach

Key Largo house

5 bedrooms
4 bathrooms

sleeps 10

“SPLENDID VACATION” I had the opportunity to stay here with my family in March. The house was spacious and the beach and pool were exactly what we wanted for a private family vacation. The house manager, Kevin, could not have been more accomodating in seeing that all of our vacation needs were taken care of. I could have sat on the porch and watched the sunset views forever. Watch for the manatees when you are there, they are a lifetime experience.

1 of 2 match: Children's pool, Towels provided

1 of 2 filters match

Price per night from

$1,260