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VIEW LIST OF ALL VACATION RENTALS

View All Vacation Rentals

Action Keys Realty is the Property Management Company for nearly 70 vacation rental homes. All of these vacation rentals are located between Marathon and Key West. Most are located on Summerland, Cudjoe and Big Pine Keys (mile markers 21-30). Most vacation homes are available for monthly rentals although some are available on a weekly basis.

All of these homes are on the water — some offer open-water views and others are on canals. These are all privately owned houses, are fully furnished, include all linens, offer fully-equipped kitchens and do not include utilities. Planning your vacation around an event or festival? Visit our Local Information page for a calendar of events for Key West and the Florida Keys.

5 O'Clock Somewhere

Cudjoe Key – Canal front | 40′ Dock | No Pets
2 Bedrooms | 2 Bathrooms | Sleeps 4
Monthly Rates from $3800 – $4000

Agua Azul

Little Torch Key – Bay Front | 50′ Dock
3 Bedrooms | 2.5 Bathrooms | Sleeps 6
Monthly Rates from $4200 – $4500

Aloe House

Cudjoe Key – Canal front | 25′ Dock
3 Bedrooms | 3 Bathrooms | Sleeps 6
Monthly Rates from $5400 – $5700
Pets

Angelfish Cove

Big Pine – Canal front | 70′ Dock
3 Bedrooms | 2.5 Bathrooms | Sleeps 6
Monthly Rates from $4300 – $4750
Pets      Pool

Bahia Azul

Ramrod – Ocean Views | 25′ Dock
4 Bedrooms | 2 Bathrooms | Sleeps 8
Monthly Rates from $7200 – $7700
Pool    Oceanview

Barbados Landing

Ramrod – Canal Front | 20′ Dock
2 Bedrooms | 2 Bathrooms | Sleeps 4
Monthly Rates from $4400 – $4800
  Pet Friendly

Bay Pointe

Saddle Brunch – Ocean Views | 45′ Dock
3 Bedrooms | 3 Bathrooms | Sleeps 6
Monthly Rates from $5350 – $5650
Pet Friendly  Pool    Oceanview

Big Torch Retreat

Big Torch – Canal Front | 60′ Dock
3 Bedrooms | 2 Bathrooms | Sleeps 6
Monthly Rates from $4200 – $4600

Blackbeard's Bounty

Little Torch – Canal Front | Boat Dockage
3 Bedrooms | 2 Bathrooms | Sleeps 6
Monthly Rates – $6500 – $7000

Blackbeard's Escape

Summerland – Canal Front | 2 Living Areas
3 Bedrooms | 3 Bathrooms | Sleeps 6
Monthly Rates – $9000 – $10,000
Private Pool

Blue Lagoon

Summerland – Canal Front | 40′ Dock
3 Bedrooms | 3 Bathrooms | Sleeps 6
Monthly Rates – $8900
Pet Friendly  Ocean view

Bow Channel Manor

Sugarloaf – Ocean View | 60′ Dock
3 Bedrooms | 3 Bathrooms | Sleeps 6
Monthly Rates from $6800 – $7200
Pool     Ocean view

Breeze Swept

Big Pine – Waterfront | 45′ Dock
3 Bedrooms | 2 Bathrooms | Sleeps 6
Monthly Rates from $6800 – $7000
Pool     Pet Friendly

Breezy Palms

Little Torch – Canal Front | 47′ Dock
3 Bedrooms | 2.5 Bathrooms | Sleeps 6
Monthly Rates from $5200 – $5500
Pet Friendly

Buccaneer Boathouse

Little Torch – Canal Front | 100′ Dock
2 Bedrooms | 2 Bathrooms | Sleeps 4
Monthly Rates from $3750 – $3950
Pet Friendly

Captain Kidd's Hideaway

Little Torch – Canal Front | 25′ Dock
3 Bedrooms | 2 Bathrooms | Sleeps 6
Monthly Rates from $5400 – $5700
Pet Friendly

Casa Azzurra

Summerland – Canal Front | 30′ Dock
4 Bedrooms | 5 Bathrooms | Sleeps 8
Monthly Rates from $10,900 – $12,500
 Pool

Casa Turquesa

Summerland – Ocean View | 60′ Dock
3 Bedrooms | 2 Bathrooms | Sleeps 6
Monthly Rates from $7450 – $8000
Pet Friendly  Pool  Ocean View

Catch of the Day

Cudjoe– Canal Front | 20′ Dock
2 Bedrooms | 2 Bathrooms | Sleeps 6
Monthly Rates from $3600 – $4000
Pet Friendly

Cayo Villa

Summerland– Canal Front | 80′ Dock
3 Bedrooms | 3 Bathrooms | Sleeps 6
Monthly Rates from $9200 – $9600
Pool  Ocean View

Coconut Cay

Little Torch– Screened Porch | 60′ Dock
3 Bedrooms | 2 Bathrooms | Sleeps 6
Monthly Rates from $5600 – $5800
Pet Friendly

Conch Out

Big Pine– Canal Front | 110′ Dock
3 Bedrooms | 2 Bathrooms | Sleeps 6
Monthly Rates from $5200 – $5400
Pet Friendly

Coral House

Ramrod– Canal Front | 40′ Dock
3 Bedrooms | 2 Bathrooms | Sleeps 6
Monthly Rates from $5500 – $6000
Pet Friendly  Pool

Cove Isles

Summerland– Canal Front | 35′ Dock
2 Bedrooms | 2 Bathrooms | Sleeps 4
Monthly Rates from $4750 – $5000
Pet Friendly

Cruikshank

Summerland– Canal Front | 170′ Dock
3 Bedrooms | 3 Bathrooms | Sleeps 6
Monthly Rates from $9000 – $10,000
Pet Friendly  Ocean View

Gardens Getaway

Cudjoe – Canal Front | 60′ Dock
3 Bedrooms | 2 Bathrooms | Sleeps 6
Monthly Rates from $6400 – $6900
Pet Friendly

Grouper Therapy

Little Torch – Canal Front | 30′ Dock
3 Bedrooms | 2 Bathrooms | Sleeps 6
Monthly Rates from $4750 – $5000
Pet Friendly

Hawkins Heaven

Cudjoe– Canal Front | 60′ Dock
2 Bedrooms | 2 Bathrooms | Sleeps 4
Monthly Rates from $3990 – $4425
Pet Friendly

Helms House

Summerland– Ocean Front | Canal Front | 40′ Dock
2 Bedrooms | 2 Bathrooms | Sleeps 7
Monthly Rates from $7500 – $8000
  Private Pool      Ocean Front

Hideaway Bay

Big Pine– Canal Front | 25′ Dock
2 Bedrooms | 2 Bathrooms | Sleeps 4
Monthly Rates from $3500 – $3800
Pet Friendly

INTO THE MYSTIC

Big Torch– Boat Dock | Canal Access
6 Bedrooms | 6 Bathrooms | Sleeps 12
Monthly Rates from $10,000 – $13,000

Island Chalet

Little Torch– Pet Friendly | 50′ Dock
3 Bedrooms | 2 Bathrooms | Sleeps 6
Monthly Rates from $4000 – $4300
Pet Friendly

Island Time 1

Big Pine– Pet Friendly | Canal Front | 40′ Dock
2 Bedrooms | 1 Bathrooms | Sleeps 4
Monthly Rates from $3700 – $3900
Pet Friendly

Island Time 2

Big Pine– Pet Friendly | Canal Front | 40′ Dock
3 Bedrooms | 1 Bathrooms | Sleeps 6
Monthly Rates from $3800 – $4100
Pet Friendly

Island Time (Full Property)

Big Pine– Pet Friendly | Canal Front | 40′ Dock
5 Bedrooms | 2 Bathrooms | Sleeps 10
Monthly Rates from $6800 – $7000
Pet Friendly

Keys Island Getaway

Summerland– Canal Front | Pool | 100 Dock
4 Bedrooms | 2 Bathrooms | Sleeps 8
Monthly Rates from $10,500
Pet Friendly Pool

Keys Life

Summerland– Ocean View | Pool | 35′ Dock
3 Bedrooms | 3 Bathrooms | Sleeps 6
Monthly Rates from $6100 – $6500
Ocean View Pet Friendly Pool

Keys to the Tropics

Big Pine Key– Canal Front | 150′ Dock
3 Bedrooms + add’l lower living space | 3 Bathrooms | Sleeps 8
Monthly Rates from $5150 – $5350

La Brisa

Little Torch– Canal Front | 70′ Dock
3 Bedrooms | 2 Bathrooms | Sleeps 6
Monthly Rates from $6100 – $6500
Pet Friendly

Lafitte Landing

Cudjoe– Canal Front | 30′ Dock
2 Bedrooms | 2 Bathrooms | Sleeps 4
Monthly Rates from $3800 – $4000
Pet Friendly

Latitude Adjustment

Little Torch– Canal Front | 25′ Dock
2 Bedrooms | 2 Bathrooms | Sleeps 4
Monthly Rates from $4600 – $4900
Pet Friendly

Manatee Bay

Big Pine– Canal Front | 60′ Dock
3 Bedrooms | 2 Bathrooms | Sleeps 6
Monthly Rates from $3900 – $4200
Pet Friendly

Mango House

Big Pine– Canal Front | 40′ Dock
2 Bedrooms | 1.5 Bathrooms | Sleeps 4
Monthly Rates from $3600 – $3850

Margarita Villa

Little Torch– Canal Front | 25′ Dock
3 Bedrooms | 2 Bathrooms | Sleeps 6
Monthly Rates from $4800 – $5300
Pet Friendly

 

Mi Sueno

Big Pine– Canal Front | Boat Access
3 Bedrooms | 2 Bathrooms | Sleeps 7
Monthly Rates from $4500 – $6500
Private Pool

 

Montero House

Big Pine Key– Canal Front
3 Bedrooms | 2 Bathrooms | Sleeps 8
Monthly Rates from $7200 – $7500
Pet Friendly    Private Pool

 

Our Island Thing

Big Pine– Canal Front | Pool | 60′ Dock
4 Bedrooms | 2 Bathrooms | Sleeps 8
Monthly Rates from $7500 – $7700
Pool

 

Owl's Nest

Ramrod Key– Canal Front | 60′ Dock
3 Bedrooms | 2 Bathrooms | Sleeps 6
Monthly Rates from $4700 – $5000
Pet Friendly

 

Palm Villa

Little Torch– Canal Front | 120′ Dock
3 Bedrooms | 2.5 Bathrooms | Sleeps 6
Monthly Rates from $6200 – $6500

 

Palmetto Retreat

Big Pine Key– Canal Front
2 Bedrooms | 2 Bathrooms | Sleeps 4
Monthly Rates from $3800 – $4000

 

Pelican Perch

Cudjoe– Canal Front | 40′ Dock
3 Bedrooms | 2 Bathrooms | Sleeps 6
Monthly Rates from $4800 – $5200
Pet Friendly

 

Pirate's Cove

Cudjoe– Canal Front | 40′ Dock
2 Bedrooms | 1 Bathrooms | Sleeps 4
Monthly Rates from $2900 – $3300
Pet Friendly

 

Pirate's Paradise

Little Torch– Private Pool
3 Bedrooms | 3.5 Bathrooms | Sleeps 6
Monthly Rates from $11,500 – $13,000
Pet Friendly    Pool

 

Pirate's Point

Little Torch– Canal Front | 30′ Dock
3 Bedrooms | 2 Bathrooms | Sleeps 6
Monthly Rates from $4650 – $4900

 

Quiet Waters

Cudjoe– Canal Front | 50′ Dock
3 Bedrooms | 2 Bathrooms | Sleeps 6
Monthly Rates from $4200 – $4600

 

Ramrod Retreat

Ramrod– Canal Front | 28′ Dock
3 Bedrooms | 2 Bathrooms | Sleeps 6
Monthly Rates from $3500 – $3800
Pet Friendly

 

Reel Paradise

Summerland– Canal Front | 60′ Dock
3 Bedrooms | 2 Bathrooms | Sleeps 6
Monthly Rates from $7500 – $8000
Private Pool    Pet Friendly

 

Sailfish Manor

Summerland– Canal Front | Pool | 45′ Dock
3 Bedrooms | 2 Bathrooms | Sleeps 6
Monthly Rates from $9150 – $9500
Pet Friendly  Pool

 

Salty Retreat

Summerland– Canal Front | Pool | 80′ Dock
3 Bedrooms | 3 Bathrooms | Sleeps 8
Monthly Rates from $11,000 – $14,000
Pool

 

Serenity

Little Torch– Canal Front | 60′ Dock
2 Bedrooms | 2 Bathrooms | Sleeps 4
Monthly Rates from $4800 – $5500
Pet Friendly

 

Seventh Heaven

Cudjoe– Canal Front | Dock
2 Bedrooms | 2 Bathrooms | Sleeps 4
Monthly Rates from $8000 – $8500
Heated Pool

 

South Pointe Shores

Sugarloaf– Canal Front | 45′ Dock
3 Bedrooms | 2 Bathrooms | Sleeps 6
Monthly Rates from $6200 – $6900

 

St. Croix

Ramrod– Canal Front | 52′ Dock
2 Bedrooms | 2 Bathrooms | Sleeps 4
Monthly Rates from $3150 – $3400

 

Sunkissed

Ramrod– Canal Front | 26′ Dock
2 Bedrooms | 1.5 Bathrooms | Sleeps 5
Monthly Rates from $4000 – $4400
  Pet Friendly

 

Sunset Harmony

Big Pine– Ocean View | Boat Dock
2 Bedrooms | 2 Bathrooms | Sleeps 4
Weekly Rates from $4400 – $4800
Ocean View

 

Sunset Tiki

Big Pine– Ocean View | 40′ Dock
2 Bedrooms | 2 Bathrooms | Sleeps 4
Weekly Rates from $4700 – $4950
Pet Friendly  Ocean View

 

The Pointe

Summerland– Ocean View | 100′ Dock
2 Bedrooms | 2 Bathrooms | Sleeps 4
Monthly Rates from $6100 – $6400
Pet Friendly  Ocean View

 

Tropical Sunset

Big Pine– Canal Front | 40′ Dock
2 Bedrooms | 1 Bathrooms | Sleeps 4
Monthly Rates from $2900 – $3100

 

Venture Out 434 - Weekly or Monthly Rental

Cudjoe– Pool | Canal Front | 25′ Dock
2 Bedrooms | 1 Bathrooms | Sleeps 4
Weekly Rates from $1500 – $2000
Pool

 

Water's Edge

Big Pine – Canal Front | 50′ Dock
2 Bedrooms | 2 Bathrooms | Sleeps 4
Monthly Rates from $4600 – $4800
Pet Friendly

 

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