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

See all

Less

Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible
Secure parking

See all

Less

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

Nightlife
Water sports
Horse riding
Fishing
Golf course on site or within 15 min walk
Waterfront
Golf within 30mins drive
Lakefront

See all

Less

62 apartments

Sort by:

Lower Keys Retreat.....

Big Pine Key house

3 bedrooms
3 bathrooms

sleeps 8

Match: Toaster

All filters match

Price per night from

$252

Sharkys Island Paradise

Big Pine Key house

5 bedrooms
3 bathrooms

sleeps 12

Match: Toaster

All filters match

Price per night from

$258

Water's Edge

Big Pine Key house

2 bedrooms
2 bathrooms

sleeps 6

Match: Toaster

All filters match

Price per night from

$170

Great rentals within 20 miles that match your search

Island Time on Cudjoe Key! 20 miles from Key West. Quick open water access.

Cudjoe Key house

4 bedrooms
4 bathrooms

sleeps 8

Match: Toaster

All filters match

Price per night from

$514

Relaxing 2/2 Get Away in the Lower Keys!

Cudjoe Key house

2 bedrooms
2 bathrooms

sleeps 6

Match: Toaster

All filters match

Price per night from

$327

Waterfront Captain House with Boat Basin and Ramp!

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 8

Match: Toaster

All filters match

Price per night from

$744

Sunchasers Paradise - spacious lux canal front home, private pool/spa, 80' dock

Marathon house

4 bedrooms
4 bathrooms

sleeps 10

Match: Toaster

All filters match

Price per night from

$820

Villa Sombrero, Marathon

Marathon house

5 bedrooms
4 bathrooms

sleeps 10

Match: Toaster

All filters match

Price per night from

$654

Reef Resort - Peaceful Getaway 204

Marathon condo

1 bedroom
2 bathrooms

sleeps 4

“A lovely condo” The condo was nicely appointed and was a great mid location to explore the Florida Keys. The pool was large & refreshing. There were bikes, kayaks & paddle boats to use. We met a few residents who were very friendly. A very nice condo!

Match: Toaster

All filters match

Price per night from

$352

Reef Resort Getaway 205

Marathon studio

Studio
1 bathroom

sleeps 3

Match: Toaster

All filters match

Price per night from

$320

500 Ocean - Tropical Florida Keys Vacation Home

Marathon house

2 bedrooms
2 bathrooms

sleeps 6

“Zen Oasis with a Dock” Loved 500 Ocean. Quiet, Local, Relaxed. Great location, Good fishing and amenities for the boat ( tons of dock space, bait freezer, fish cleaning station) You have to watch that canal though it's super shallow (as in barely 2 feet most of the way). Everything is the house was nice and comfortable. Coconut Chuck was super helpful with our stay and provided a lot of information ahead of time!

Responds fast! avg. 2 hours 56 minutes

Match: Toaster

All filters match

Price per night from

$327

Tropical Paradise Oceanfront Home with Pool

Cudjoe Key house

2 bedrooms
2 bathrooms

sleeps 6

“The Perfect Little Get away” We (my husband and I and our 1 year-old) stayed at the Tropical Paradise Home for a week with another couple; and it was the perfect amount of space to enjoy each other's company but still have our own private areas. The house was very, very clean when we checked in and we immediately felt at home. The pictures we had seen on-line did accurately reflect the rental's and amenities. The kitchen was great and we ate most of our meals on the screened in porch. We felt very secluded at the end of the street in our own tropical paradise. The vegetation and landscaping around the house is so beautiful. We all enjoyed time reading in the hammock, kayaking from our own backyard, and cooling off in the pool. We also enjoyed the beautiful sunrise every morning thanks to the baby. :) The owner is very friendly and left a packet of activities and restaurants near-by that she recommended. We enjoyed the restaurant Square Grouper for lunch or dinner (less than 5 mins away) and also enjoyed stand-up paddle boarding with sup Key West. We rented a full size crib from Baby Chick Rentals and they had the crib set up before we arrived. We also enjoyed driving into Key West for shopping/bars/and more restaurants. The drive to Key West is about 25 mins. We would definitely recommend the Tropical Paradise Home and we would stay there again!

Match: Toaster

All filters match

Price per night from

$573

Spacious Top Floor Condo w/ Water View!!

Marathon apartment

3 bedrooms
2 bathrooms

sleeps 8

Match: Toaster

All filters match

Price per night from

$373

Family Retreat-Ocean front home with private pool

Cudjoe Key house

6 bedrooms
4 bathrooms

sleeps 14

Match: Toaster

All filters match

Price per night from

$791

Fandango

Cudjoe Key house

5 bedrooms
3 bathrooms

sleeps 14

Match: Toaster

All filters match

Price per night from

$622

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

Match: Toaster

All filters match

Price per night from

$544

OCEANFRONT LUXURY "Mar Azul"

Marathon house

3 bedrooms
3 bathrooms

sleeps 7

Match: Toaster

All filters match

Price per night from

$500

OUTSTANDING Oceanfront House with Pool and Deep water dockage!!

Marathon house

4 bedrooms
3 bathrooms

sleeps 10

“Marathon house” A great house with an awesome ocean view! The house was very clean and the kitchen was well stocked with all we needed. We especially looked the pool area and boat dock. It accommodated our 38 ft fishing boat we brought with no problems. I would highly recommend this rental

Match: Toaster

All filters match

Price per night from

$1,145