Updating...

More filters (1)

Wireless Internet
Air conditioning
Swimming pool
Private pool

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

See all

Less

Pets allowed
Parking
Car not required
Children under 5

Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible

See all

Less

Beach or lakeside relaxation
Skiing – property near ski resort
Walking trips
Tennis in town

Nightlife
Water sports
Horse riding
Fishing
Waterfront
Golf within 30mins drive
Lakefront

See all

Less

328 yachts

Sort by:

NEW LISTING! 40’ Luxury Catamaran Yacht!

Key West yacht

3 bedrooms
3 bathrooms

sleeps 7

Match: Rental types Towels provided

All filters match

Price per night from

$1,946

The Real Livaboard Experiance. Cruise Inciuded!

Key Largo yacht

3 bedrooms
3 bathrooms

sleeps 4

Match: Rental types Towels provided

All filters match

Price per night from

$686

Sailing Catamaran in the Florida Keys, Sailing, diving, adventure experience.

Key Largo yacht

3 bedrooms
3 bathrooms

sleeps 6

Responds fast! avg. 3 hours 34 minutes

Match: Rental types Towels provided

All filters match

Price per night from

$1,603

All-Inclusive Yacht Margarita Flaca: Marina OR Anchor on the Ocean: Free Charter

Stock Island yacht

1 bedroom
1 bathroom

sleeps 6

Match: Rental types Towels provided

All filters match

Price per night from

$262

Glamping in the Florida Keys

Grassy Key caravan/mobile home

1 bedroom
1 bathroom

sleeps 3

1 of 2 match: Rental types, 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: Rental types, 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: Rental types, 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: Rental types, Towels provided

1 of 2 filters match

Price per night from

$314

Best waterfront view in Marathon, pool, golf, dock

Marathon condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Rental types, 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 38 minutes

1 of 2 match: Rental types, 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: Rental types, Towels provided

1 of 2 filters match

Price per night from

$218

Historic Carriage House

Key West cottage

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 38 minutes

1 of 2 match: Rental types, Towels provided

1 of 2 filters match

Price per night from

$229

Coconuts on the Water

Stock Island house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 38 minutes

1 of 2 match: Rental types, Towels provided

1 of 2 filters match

Price per night from

$205

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. 2 hours 25 minutes

1 of 2 match: Rental types, 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: Rental types, 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: Rental types, Towels provided

1 of 2 filters match

Price per night from

$315

East Sister Rock Island

Marathon Shores house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Rental types, Towels provided

1 of 2 filters match

Price per night from

$2,209

Windley Key, FL Keys

Islamorada caravan/mobile home

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Rental types, Towels provided

1 of 2 filters match

Price per night from

$115

Newly refinished condo open water views very nice

Islamorada condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Towels provided

1 of 2 filters match

Price per night from

$229

New Listing Family Friendly

Key West townhouse

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Rental types, Towels provided

1 of 2 filters match

Price per night from

$367

Charming Elevated Waterfront Home

Big Pine Key house

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Rental types, Towels provided

1 of 2 filters match

Price per night from

$172

Cozy Couple Getaway! or Great Family Home

Key Largo house

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Rental types, Towels provided

1 of 2 filters match

Price per night from

$144

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: Rental types, 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: Rental types, Towels provided

1 of 2 filters match

Price per night from

$1,261

Waterfront Condo with Boat

Key Largo apartment

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Rental types, Towels provided

1 of 2 filters match

Price per night from

$442

Motel Room #2, Private Entrance, Beach and Marina

Key Largo apartment

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 2 hours 25 minutes

1 of 2 match: Rental types, Towels provided

1 of 2 filters match

Price per night from

$212

Home with Open Ocean,Spectacular Sunset views & Private Launch (28 day rentals)

Cudjoe Key house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Rental types, Towels provided

1 of 2 filters match

Price per night from

$228

Southernmost Beauty

Key West house

3 bedrooms
3 bathrooms

sleeps 6

Responds fast! avg. 3 hours 38 minutes

1 of 2 match: Rental types, Towels provided

1 of 2 filters match

Price per night from

$267

Beautiful Beachfront Home w/Heated Pool+45' Dock

Marathon house

3 bedrooms
3 bathrooms

sleeps 10

“Beautiful Home and Beautiful Beach Across the Street” My family had a fabulous relaxing vacation. The house and amenities were great. We had a beautiful front porch to watch the morning sunrise and beautiful views of Sombrero Beach. The guys enjoyed fishing everyday while the ladies enjoyed the beach. The beach opens at sunrise and closes at sunset. We had great weather and can't wait to return!

1 of 2 match: Rental types, Towels provided

1 of 2 filters match

Price per night from

$801

Coconut Cay

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Towels provided

1 of 2 filters match

Price per night from

$207

Hawkins Heaven

Cudjoe Key house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Rental types, Towels provided

1 of 2 filters match

Price per night from

$177

Buccaneer Boathouse

Little Torch Key house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Towels provided

1 of 2 filters match

Price per night from

$140

Islamorada Waterfront Paradise | 5br | Dock | Pool

Tavernier house

5 bedrooms
3 bathrooms

sleeps 12

Responds fast! avg. 3 hours 58 minutes

1 of 2 match: Rental types, Towels provided

1 of 2 filters match

Price per night from

$344

Cabanas Key Largo Unit 3

Key Largo apartment

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 2 hours 15 minutes

1 of 2 match: Rental types, Towels provided

1 of 2 filters match

Price per night from

$172

Cabanas Key Largo Unit 6

Key Largo apartment

1 bedroom
1 bathroom

sleeps 4

“Pleasant place to stay for a few days” We got off on a bad foot as the room had not been cleaned before our arrival at 4:30PM (we were told we could check in a 3PM). The management was very responsive however, and paid for a complementary dinner at a fun, nearby restaurant by way of apology. The room was well designed and comfortable, if not spacious; the kitchenette and living/bedroom are all in one layout. It was fine for 2 guests but there would be no privacy if there were more. The cabana is right on the canals; boats pass frequently but it's not noisy. This was our first visit to the Florida Keys, and this cabana was a comfortable base for seeing Key Largo. It's not as convenient if you want to go as far south as Key West.

Responds fast! avg. 2 hours 15 minutes

1 of 2 match: Rental types, Towels provided

1 of 2 filters match

Price per night from

$172