Updating...

More filters (2)

Swimming pool
Wireless Internet
Air conditioning
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
Table tennis
Games room
Pool or snooker table
Fax machine
Shared outdoor pool (unheated)
Clothes dryer
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Video player
Climbing frame
Boat available
Fridge
Central heating
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
Lakefront

See all

Less

146 apartments

Sort by:

Anglers Reef Islamorada Florida Sleeps 6

Islamorada house

2 bedrooms
3 bathrooms

sleeps 6

Match: Children's pool Swimming pool

All filters match

Price per night from

$345

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

Islamorada condo

1 bedroom
1 bathroom

sleeps 4

Match: Children's pool Swimming pool

All filters match

Price per night from

$159

Executive Bay Club- great unit, great location!,

Islamorada villa

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 20 minutes

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$206

Bayview house with bayviews. Pool with Spa, dock center of town great fishing !!

Islamorada house

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$821

Blackbeard's Escape

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$359

Reel Paradise Islamorada

Lower Matecumbe Key condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$213

Anglers Reef Islamorada Florida Sleeps 6

Islamorada house

2 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$378

Comfy Family Home in a Gorgeous Gated Community

Key West townhouse

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$343

Sunshine suit (2/2 apartment)

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$523

Bungalows at Sugarloaf Beach - The Lighthouse

Sugarloaf Key house

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$1,139

2 BDR ISLAMORADA HOME in WATERFRONT - FREE DOCK!!

Islamorada studio

Studio
2 bathrooms

sleeps 2

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$285

ISLAMORADA 3bd in WATERFRONT COMMUNITY w BEACH!!

Islamorada apartment

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$363

Thirty Three by The Sea - Vacation Rental Key Colony Beach, FL

Key Colony Beach condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$344

ISLAND DREAM

Lower Matecumbe Key house

4 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$775

Blue Palms Retreat. ocean front w/pool and dock for your boat.

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$574

5 Pirate's Hideaway Canal Front Home with Seawall & Kayaks

Little Torch Key house

3 bedrooms
3 bathrooms

sleeps 7

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$308

Key West Gulf front Home with private dock and pool.

Key West house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$482

Yellow vacation home, water view, boat dock, heated private pool.

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$476

Reel Paradise

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$286

Beautiful quiet neighborhood. Sunsets! Huge Pool!

Sugarloaf Key house

4 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 30 minutes

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$320

Pirates Paradise

Cudjoe Key house

3 bedrooms
4 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$434

New Upscale, private pool, Dockage, kayaks, bikes, downtown Islamorada locale

Islamorada house

3 bedrooms
4 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$912

The Helms House

Summerland Key house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$287

Private House Facing the Ocean with Heated Pool/Spa

Ramrod Key house

4 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$410

Key Colony Beach Oasis

Key Colony Beach house

4 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$1,148

Key West Bayfront Paradise - House and Private Pool! Steps from shops and food

Key West house

4 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$614

Islamorada Escape - Executive Bay w/Pool, Fishing Dock, Beach, Tennis/Pickleball

Islamorada house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$207

New Listing! Charming Angler's Reef Home with Pool, Dockage

Islamorada house

2 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$459

Unit 10, Furnished Studio located 50 yards from ocean

Grassy Key apartment

1 bathroom

sleeps 2

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$253

Unit 8b, small efficiency located 50 yards from Ocean

Marathon studio

Studio
1 bathroom

sleeps 2

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$206

Efficiency 8a, located 50 yards from Ocean

Grassy Key studio

Studio
1 bathroom

sleeps 2

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$229

8c, Efficiency located 50 yards from Ocean

Marathon studio

Studio
1 bathroom

sleeps 2

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$229

Blue vacation home, water front, boat dock, heated private Pool.

Summerland Key house

4 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$555

Relax Away- SOMBRERO BEACH- NEW 4BDRM W/ 40FT DOCK & POOL

Grassy Key house

4 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$567

Ocean Breeze Oasis With Excellent Boating Access

Marathon Shores house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$601

WATERFRONT TOWNHOME IN ISLAMORADA K1

Islamorada apartment

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$184

Immaculate Waterfront ~ 2 BR ~ Private Pool, Tiki on Canal! 2 Min Walk to Beach!

Key Colony Beach house

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$343

New Listing! Gone Coastal-Waterfront Bring Your Boat! Cabana Club Membership

Key Colony Beach villa

2 bedrooms
2 bathrooms

sleeps 5

1 of 2 match: Children's pool, Swimming pool

1 of 2 filters match

Price per night from

$217

Viewing 38 of 146
rentals in Cudjoe Key

Also consider

Key West 117 properties
Key Largo 91 properties
Marathon 88 properties
Islamorada 58 properties
Lower Keys 52 properties
Stock Island 27 properties
Big Pine Key 23 properties
Matecumbe Key 16 properties
Key Colony Beach 11 properties
Sugarloaf Key 10 properties
Ramrod Key 7 properties
Sugarloaf 6 properties
Miami 449 properties
Anna Maria Island 264 properties
Palm Coast 173 properties
Daytona Beach 149 properties
Fort Pierce 96 properties
Sunny Isles Beach 87 properties
Jacksonville Beach 45 properties
Jensen Beach 31 properties
Lakewood Ranch 24 properties
North Miami 21 properties
Gulf Gate Branch 19 properties
Lely Resort 13 properties
Carrollwood 11 properties
Steinhatchee 9 properties
Lake Clarke Shores 7 properties
Old Town 7 properties
Redington Shores 6 properties
Oldsmar 6 properties
Homosassa Springs 6 properties
Green Cove Springs 5 properties

Vacation Rentals & Apartments in Cudjoe Key

Per night

146 apartments

Viewing 38 of 146rentals in Cudjoe Key

Also consider

Viewing 38 of 146
rentals in Cudjoe Key