
Holiday rentals with a pool in Key Colony Beach
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Top-rated rentals with a pool in Key Colony Beach
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Key Colony Beach Luxury Condo, New Modern Interior
Private studio condo at Key Colony Beach with a private balcony, heated pool and sandy beach. Unit #15 was recently renovated and offers one comfy King size bed and a fully equipped kitchen with essentials (stove, oven, toaster, microwave, blender, fridge, cooking utensils). Wifi, Amazon Echo and a TV. Enjoy a short walk to Sunset Park next door to experience a stunning Florida Keys sunset. Guests also have access to a private beach with lounge chairs, patio tabales, tiki huts, and BBQ grills.

*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.

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.

Salt&Seaglass. Key Colony. Screen Porch. Pool Club
This Key Colony Beach home is a welcoming, modern canal-front duplex home provides a relaxing and comfortable atmosphere for your vacation in the Florida Keys! The home features 2 large bedrooms and 2 bathrooms, a modern kitchen with large island and granite counter tops, a master bedroom with private bathroom and modern, plank flooring tile throughout the home. Enjoy the relaxing 9 X 20 ft porch & comfortable furniture. Outside: Lounge chairs & other seating, a kayak, a 37 foot dock

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

Updated Key Colony Tiki Hut-37.5 Dock-Cabana Club
Experience Paradise! Set a Course - to the beautiful Florida Keys community of Key Colony Beach. Bring your boat to use our 37.5’ dock - Relax in the shade under the Tiki Hut. This is an immaculate, updated, non-smoking fully equipped canal front half duplex on 9th St in Key Colony Beach. It has 2-bedrooms and 2-full bathrooms with a large unattached garage featuring a 37.5’ dock. Central air conditioning and WIFI through-out the house for your comfort.

Beachside Unit 33-Private Tropical Beach Plus Pool
Unit 33 Details: Second Floor, Walk-in shower, Two Queen Beds, Maximum Occupancy 4 Guests, No elevator on site and 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.
Popular amenities for Key Colony Beach rentals with a pool
House rentals with a pool

Key Colony Retreat/37.5 Dock/Sandy Beach/Pool

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach

“La casa azul” step 3’ to a private pool

My Beach Key~ Beach Membership, 35' Dock, Tiki Hut

Beach Front

Marathon one-level home on the Marina - with slip!

Key Colony Beach Waterfront 321

Angler’s Terrace Conde Nast Traveler’s Best Airbnb
Condo rentals with a pool

"O" Fish Ally Paradise @Ocean Isle Fishing Village

1st Floor, Boat Slip, King Adj Bed, Heated Pool

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

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

2-story condo w/ panoramic bay views and balconies

Salt Life: Experience Coastal Luxury, 2BR KCB

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 to Jan 31~Cabana Club! Tons of Amenities!

2 Bedroom 2 Bath Retreat with Cabana in KCB

Seashells Getaway - Boat Slip, Ramp, Pool

Castillo Del Mar- Ocean access from your backyard

Key Colony Beach-POOL & DOCK

Razz's Retreat at KCB!

Cabana Club Suite: Key Colony Beach, Florida Keys
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 | $466 AUD | $537 AUD | $566 AUD | $462 AUD | $412 AUD | $429 AUD | $447 AUD | $415 AUD | $354 AUD | $355 AUD | $382 AUD | $453 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 $207 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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