
Holiday 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.

*New Modern*3/2Duplex/37' Dock/Cabana/Kayaks/Bikes
Perfectly situated in KCB w/ 37.5' of dockage on a wide and pristine canal that leads easy access to both the Ocean & the Gulf, our newly listed 1/2 duplex is newly renovated w/ brand new AC, appliances, fixtures, furniture, mattresses, & decors. Featuring 3BR 2BA accommodating up to 8 ppl in a large & open living room & backyard, provided w/ multi-game table, bikes, kayaks, 6-burners grill, 2 mins walk to Sunset park, & Cabana Club access, it is the perfect Florida Keys getaway for your family.

Sea Glass Beach Bungalow in Key Colony Beach!
Key Colony Beach is truly the gem of the Keys! Located in the middle keys near Marathon, we are a convenient drive to nearly all activities in the Keys. Visit Key West for the day, take a fishing charter in Marathon, or snorkel/scuba at John Pennekamp Park in Key Largo. We love Key Colony Beach for it's small town feel, easy pedestrian paths all over the island for biking, running, and walking, and great restaurants. We provide Cabana Club Membership for easy beach and pool access with a tiki

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.

Slip, Ramp, Pool, Trailer Parking, Bait Freezer
7 DAY MINIMUM BOOKINGS / MAX 4 PERSONS NAUTI HIDEAWAY - This Nauti Stays Vacation Rental property is a 2-bedroom, 2-bath 2nd level 925 sq ft. condo located in Coco Plum, Marathon. Set in a well-protected, deep canal on the Atlantic, comes with a deep slip (length up to 40 ft) next to pool allowing access to the Atlantic Ocean and Florida Bay. ONSITE boat ramp & trailer (36 ft max) parking! Enjoy a heated or chilled pool after a boat day! Dock has water, power hook ups & fish cleaning station.

Coastal Key Colony Beach Condo, Oceanfront Complex
Lovely coastal Keys studio condo in Key Colony Beach oceanfront complex with heated pool and private beach. Unit #17 has new beds with memory foam mattress toppers and renovated kitchen with granite countertops stocked with everything needed to cook a complete meal (dishes, cookware, appliances and of course blender, etc). Relax on the back balcony and enjoy sunsets from Sunset Park right next door. Private beach with lounge chairs, patio tables, tiki's and BBQ grills for guest use.

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.

Bohemian Beach Bungalow
Cabana Club Access Included! Escape to our newly built 2-bd, 2-bath duplex in KCB, where relaxation meets luxury. Located on the golf course, this stylish home boasts professional decor with modern amenities. While not directly waterfront, ample parking for your boat/trailer. Fully equipped kitchen meets all your culinary needs. Savor effortless access to Havana Jacks, Cabana Club, and Sunset Park, all within walking/biking distance, making this the ultimate Florida Keys retreat

Beachside Unit 22 - Private Beach on Atlantic
Unit 22 Details: Main Floor, Walk-in Shower, 2 Queen Beds and Queen Sofa Pull-out, Maximum Occupancy 4 Guests, Not Handicapped Accessible. A registration and liability waiver form signature will be required as part of your reservation. Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.”

Boat Dock+King Bed & Cabana Club
2 Bedroom 2 Bath Master with King Bed and Private Bathroom Central Air Conditioning Waterfront Dock with Private Boat Slip on the 7th Street Canal Cabana Club Tiki Bar with Beach Hot Tub and Junior Olympic Pool Patio with Propane Grill Patio Furniture and Sun Lounges Fully Equipped Kitchen and Coffee Bar World Class Sport Fishing Coral Reef Diving and Snorkeling Water Sports Kayaking and Sandbars Crane Point Hammock and Nature Center

*New* Turtles Pace-Private Beach
Discover the perfect getaway in this beachfront condo in Key Colony Beach, FL. With direct access to a private beach, you’ll enjoy breathtaking ocean views and endless relaxation. This condo features modern amenities, a fully equipped kitchen, and comfortable living spaces. Whether you’re soaking up the sun on the beach or exploring local attractions, this is the ultimate coastal escape. Don't miss the chance to experience paradise!

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.

Discount to Jan 31! Pool! Tons of Great Amenities!
Located in Key Colony Beach, in the Marathon area, The Blue Turtle Villa is a gorgeous, brand new, designer decorated canal front duplex with a modern coastal feel! Each side is rented separately and has 4 bedrooms, 4 bathrooms, a private pool and all the amenities you would want for an amazing vacation in the fabulous Florida Keys!
Popular amenities for Key Colony Beach rentals with a pool
House rentals with a pool

Cancellation Deal: March 21 thru March 28

Grouper Getaway @ Ocean Isles Fishing Village

New Pool w/4 water loungers, CabanaClub, Bikes etc

Key Colony Retreat/37.5 Dock/Sandy Beach/Pool

Newely Renovated 3/2-private pool/dock/cabana club

Searenity Vacation Rental! Pool, Tiki Hut, Dockage

Grand Arenas/Hted Pool/120'Dock/MiniGolf/GameRoom

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach
Condo rentals with a pool

"O" Fish Ally Paradise @Ocean Isle Fishing Village

Canal View Condo w/ Pool, Balcony & Bar

Oceanside Spacious Studio Escape

Private Beach in Marathons Key Colony Beach

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

2-story condo w/ panoramic bay views and balconies

Ocean Potion 1B/2B 3Balconies Ocean View

Sombrero Beach Tropical Getaway
Other holiday rentals with a pool

Florida Keys Retreat, Dock, King bed, Cabana Club

Discount Available! Pool 100' Dock, Fun Amenities!

Isla Paraiso

1BR Snowbird-friendly condo w/heated pool, BBQ, AC

Cielo's Del Mar 1 - Pool/Dock/Beach Luxury in KCB

Canal/Dock - Cabana Club - Pickleball - Remodeled

Razz's Retreat at KCB!

Sunshine Getaway in KCB Luxury Pool Home
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 | $470 AUD | $541 AUD | $569 AUD | $465 AUD | $414 AUD | $432 AUD | $450 AUD | $417 AUD | $356 AUD | $358 AUD | $385 AUD | $456 AUD |
| 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 holiday rentals with a pool in Key Colony Beach

Total holiday rentals
Explore 470 holiday rentals in Key Colony Beach

Nightly prices starting at
Key Colony Beach holiday rentals start at $209 AUD per night before taxes and fees

Verified guest reviews
Over 15,530 verified reviews to help you choose

Family-friendly holiday rentals
400 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 170 rentals that welcome pets

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wi-Fi availability
470 of Key Colony Beach holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Key Colony Beach rentals

4.8 Average rating
Key Colony Beach stays are highly rated by guests—averaging 4.8 out of 5!
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- Everglades National Park
- Sombrero Beach
- Smathers Beach
- Calusa Campground
- Florida Keys Aquarium Encounters
- The Turtle Hospital
- Calusa Beach & Loggerhead Beach
- Sea Oats Beach
- History Of Diving Museum
- Conch Key
- Long Beach
- Theater of the Sea
- Bahia Honda State Park
- Key Largo Kampground And Marina
- Founder's Park
- Boyd's Key West Campground
- Robbies Marina Of Islamorada
- Sunset Park
- Curry Hammock State Park
- Dolphin Research Center
- Seven Mile Bridge
- Harry Harris Beach and Park




