
Vacation rentals with a pool in Key Colony Beach
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Top-rated rentals with a pool in Key Colony Beach
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Waterfront House with 37 ft Dock & Cabana Club
Right in the middle of the action between Miami and Key West. This 2/2 house has been nicely renovated and furnished with new stainless kitchen appliances and a gorgeous granite countertop. Comfortable outside/inside living space perfect for a getaway in paradise. Walk out to the porch and backyard, and you will be engulfed by the beauty of the sunset views while lying on the cozy hammock. It features lots of outdoor entertaining: fishing, paddling, BBQ or just plain hanging out in the shade.

The Palm House in Key Colony Beach, Florida Keys
3/2 Duplex 37.5' dockage on canal in Key Colony Beach. The property's private (fenced in) back patio has a BBQ, couches and dining table/umbrella facing Eastward with morning sunshine and afternoon shade. Property includes usage of the Cabana Club, a large heated/cooled pool, hot tub, Atlantic Ocean beach and drinks/hot food just a 5 minute walk away. The concrete/wood dock has a fish cleaning station, bait freezer, water hose and gated access for the your boat. Welcome back to paradise !

Exquisite Oceanfront Paradise - Key Colony Beach
Stunning direct ocean views. Everything is brand new in this gorgeous condo with comfy king bed and fully equipped kitchen with full-size appliances and everything you need to cook and serve meals. Fast, free, reliable WiFi, and SmartTV to enjoy your favorite movies and shows. Heated pool and private sandy beach just steps away. Sunset Park next door is perfect for catching beautiful nightly sunsets. Centrally located to awesome Keys adventures just a few miles drive from the condo.

Waterfront Home 37.5-ft dock, Cabana Club Included
Bright, Open Floor Plan with new floors & kitchen. East facing for sunny mornings and shady afternoons on the great screened porch. Two roomy bedrooms and 2 full baths. Plenty of parking on the paved driveway. Perfectly located with the boater and angler in mind on a 37. 5 ft concrete dock, on deep & wide canal. Here on Key Colony Beach you can walk or bike the entire city to the marina, Sunset Park, 3 restaurants, play golf, tennis, pickle ball, bocce ball, horseshoes & basketball.

Private Pool! Luxury Paradise Pointe, Pet Friendly
Beautiful Key Colony Beach waterfront duplex with a private pool! Featuring a newly updated, 3/2, spacious 1440 sf home, deep water private boat slip & lift, Tiki Hut w/TV, kayaks, pet friendly, ice machine, bait freezer, large kitchen, Cabana Club, restaurant, and beach access. Family friendly location w/Golf, a playground, and dog park. Sit under the tiki hut, enjoy the outdoor TV after a day on the water, & grill your catch. Relax on the upper deck sunbathe and enjoy the vistas!

Heated&Cooled PrivatePool/CabanaClub/Bikes/PaddleB
Fresh and Clean!! 2 Paddle Boards and 6 Bikes!! Our home is located on the south end of 9th Street, making it an easy walk to Sunset Beach, Key Colony Inn and access to "Members Only" Cabana Club w/ Pool, Beach and Restaurant. We have everything you'll need for a wonderful vacation! Need something special, just ask! The 37.5' dock with plug in, fish cleaning station, water and green underwater fish light will be sure to please any angler and crew! KCB is the GEM of the FL Keys!!

Pet Friendly Half Duplex Pool Home with Boat Slip
Want a spacious home with private pool and dock? You have found it! On a deep water canal. Enough dock space for a 37' boat. Enjoy your private heated pool or lounge in the shade or sun. Water views from EVERY room (canal in back, pond with fountains in front). Easy walking to restaurants, shops, golf course, park, playground and entertainment. YOU MUST AGREE TO THE CITY'S RULES, IF YOU BOOK. Pool heater optional. $50/night or $250/week

Paradise in Key Colony Beach + Cabana Club
Beautiful two bedroom, two bathroom property in the prestigious Key Colony Beach neighborhood. This property is a ten minute walk from Sunset Beach, two minute walk from restaurants and bars in KCB and across the street from a golf course, tennis court and playground. Dockage for boats up to 50ft and beautiful water views. Key Colony Beach Cabana Club is included with your stay. You'll feel completely relaxed in this tropical oasis.

Ocean's Edge Retreat
Ocean's Edge Retreat is a 3 bedroom / 3 bath home with open water views of the Atlantic Ocean. It includes Cabana Club access, a private new saltwater pool and spa, kayaks and a 40 ft dock for boats. Stunning views of the canal and ocean from the private upstairs master balcony. Kids playground across the street make this an ideal vacation for families. Come see what Ocean's Edge Retreat has to offer!

P24 - Fabulous 4 bed, 4 bath home with pool and do
This 4 bedroom, 4 bathroom home in the heart of the Florida Keys is located in the very desirable Key Colony Beach. This spectacular home was designed with great attention to detail to offer luxury and comfort at its finest, with stunning views of the water this home is the perfect vacation package. Key Colony Beach is a small, friendly, walkable island in the heart of Marathon, the Florida Keys.

Villa Bella 3/3 with Private Pool & Dock!
Relax with the whole family at this newly remodeled waterfront property with private pool , 38 foot private dock, bait freezer, and plenty of parking for your boat trailer on-site. The home is pet friendly. Cabana Club access is included. The home is managed by Florida Keys Vacation Rentals. 2-person Malibu XL Ocean Kayak to use during your stay!

KeyColony,4 Bedroom, Pool, 40'Dock, Quick Vaca Cut
Canalfront 4BR home in Key Colony Beach with private pool, dock, outdoor kitchen, and quick access to both the ocean and bay via Vaca Cut. Sleeps 8 with 2 king and 2 queen bedrooms. Walk to restaurants, pickleball, golf, and the oceanfront park for sunsets. Ideal for families, boaters, fishermen, and laid-back Keys weeks.
Popular amenities for Key Colony Beach rentals with a pool
House rentals with a pool

Key Colony Paradise

Sea Dreams on 9, 3 bedroom 3 bath 1/2 duplex, Priv

Key Colony Retreat/37.5 Dock/Sandy Beach/Pool

2 Bedroom 2 Bath Retreat with Cabana in KCB

Lagoona-Matata

Keys to the Sea + Cabana Club - Seahorse

Bohemian Beach Bungalow

Modern Island Luxury | 4 En-Suite Masters, 6 BA, P
Condo rentals with a pool

Luxury condo with boat slip overlooking the bay

Private Beach in Marathons Key Colony Beach

King Suite | Heated Pool | Marathon Keys | Sleep 4

Boat Ramp & Slip On-Site @ No Additional COST!

2-story condo w/ panoramic bay views and balconies

Slip, Ramp, Pool, Trailer Parking, Bait Freezer

Paradise found! Sea-Esta Condo beach and pool.

Beachside Unit 27 - The Beach is Calling You!
Other vacation rentals with a pool

Steps away from Cabana Club One house, two options

4/2.5 Waterfront home on Key Colony, Pool, Dockage

Luxury Boating Paradise+Pool+Sailing Kayaks

Canal/Dock - Cabana Club - Pickleball - Remodeled

Sunshine Getaway in Kcb Luxury Pool Home, 3BR 3B

Cabana Club Condo: Key Colony Beach, FL

2 Bdrm Oceanfront Complex Private Beach & Pool

Seaside: Waterfront 2BR Duplex, Heated Pool, Dock
When is the best time to visit Key Colony Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $502 CAD | $580 CAD | $580 CAD | $435 CAD | $387 CAD | $404 CAD | $421 CAD | $390 CAD | $333 CAD | $340 CAD | $390 CAD | $488 CAD |
| Avg. temp | 21 °C | 22 °C | 24 °C | 25 °C | 27 °C | 29 °C | 30 °C | 30 °C | 29 °C | 27 °C | 25 °C | 23 °C |
Quick stats about vacation rentals with a pool in Key Colony Beach

Total vacation rentals
Explore 390 vacation rentals in Key Colony Beach

Nightly prices starting at
Key Colony Beach vacation rentals start at $195 CAD per night before taxes and fees

Verified guest reviews
Over 15,660 verified reviews to help you choose

Family-friendly vacation rentals
330 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 120 rentals that welcome pets

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wifi availability
380 of Key Colony Beach vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Key Colony Beach rentals

4.9 Average rating
Key Colony Beach stays are highly rated by guests—averaging 4.9 out of 5!
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- Everglades National Park
- Sombrero Beach
- Smathers Beach
- Theater of the Sea
- Bahia Honda State Park
- Seven Mile Bridge
- Calusa Campground
- Robbies Marina Of Islamorada
- The Turtle Hospital
- Conch Key
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