
Vacation rentals with a pool in Key Colony Beach
Find and book unique homes with a pool on Airbnb
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.

Deep Blue ~ Waterfront Gem ~ Pool ~ Kayaks ~ Dock
Escape to the stunning Deep Blue, a 4BR 3BA waterfront retreat in the exclusive Key Colony Beach, Florida Keys. This expansive two-story estate offers the ultimate island getaway with its sophisticated design, luxurious amenities, and breathtaking water views from your private 112-foot dock. ✔ 4 Luxurious BRs ✔ Gourmet Kitchen ✔ Heated Swimming Pool & Spa ✔ Waterfront Yard (Fire Pit, BBQs, Games, Kayaks, Bicycles) ✔ 112ft Private Dock (Fishing Station, Water, Electricity) ✔ Smart TVs Throughout

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.

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 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 Any reservation starting after 6/13/23 will NOT include access to the Cabana Club but that will be available for a daily fee.

The Snapper House 3/2.5 45' dock sleeps 8+ pets OK
The Snapper House is a spacious 3/2.5 bed/bath duplex with 45' of canal dock frontage, also Includes the Cabana Club with large pool (food/drinks for purchase) and ocean facing beach. Awning extends to dock from sliding doors. TV package includes 100+ channels Each bedroom and living room has a full size flat screen TV. For best WIFI reception, an extender is available and should be used when in the back bedrooms, it's name is the same as the main house with an "ext" at the end (same pw).

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.

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.

New Aqua Lodge 2Beds 1 Bath with Full Kitchens
This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!

Key Colony Beach Luxury Condo, New Modern Interior
Luxury private studio condo, ocean front complex, full kitchen, heated pool, private beach in Key Colony Beach, Florida. Enjoy all new furnishings, newly renovated bathroom and a full kitchen stocked with everything you need to cook a complete meal (stove, oven, toaster, microwave, blender, fridge, etc). Beautiful ocean front beach with lounge chairs, patio tables, tiki's and BBQ grills for guest use. We provide Amazon Echo for great music during your stay.

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.”

Marathon Keys Coral Lagoon Unit 2 Waterfront Villa
***A quick update regarding the property. The community has scheduled construction to begin on the seawall in our backyard. At this time, work has not yet started, but a temporary fence has been placed at the back of the property for safety. The view from the home is still beautiful, and we do not currently know the exact start date for construction or if/when there may be any noise. We will keep you informed of any changes as soon as we learn more.

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

Luxe Super Snapper-Heated Pool, Tiki, Dock, Lanai

P24 - Fabulous 4 bed, 4 bath home with pool and do

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

Sunshine Escape! 2/2 with pool & 10,000lb lift

Easy Ocean Access 30' Dock House Pool Cabana Club

Modern Island Luxury | 4 En-Suite Masters, 6 BA, P

Aqua Vista~ Luxury Waterfront w Pool & 35' Dock!

Waterview from three sides, Cabana Club, 30' Docks
Condo rentals with a pool

"O" Fish Ally Paradise @Ocean Isle Fishing Village

Canal View Condo w/ Pool, Balcony & Bar

1st Floor Condo w Boat Slip, Pool, Adjustable Bed

Private Beach in Marathons Key Colony Beach

2-story condo w/ panoramic bay views and balconies

Paradise found! Sea-Esta Condo beach and pool.

*NEW* Private Beach, pool & fully loaded kitchen

Ocean Potion 1B/2B 3Balconies Ocean View
Other vacation rentals with a pool

3/2 Waterfront/Private dock/Beach & Pool Access

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

The Roseate House at Grassy Key Lic. #VACA-25-222

Marathon Keys Escape • Pool • Hot Tub • Near Beach

Waterfront Oasis with Boat Dock & Pool!

Castillo Del Mar- Ocean access from your backyard

Cozi home with dock

Canal/Dock - Cabana Club - Pickleball - Remodeled
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 | ﺩ.ﺇ1,157 | ﺩ.ﺇ1,333 | ﺩ.ﺇ1,403 | ﺩ.ﺇ1,146 | ﺩ.ﺇ1,021 | ﺩ.ﺇ1,065 | ﺩ.ﺇ1,109 | ﺩ.ﺇ1,028 | ﺩ.ﺇ878 | ﺩ.ﺇ881 | ﺩ.ﺇ948 | ﺩ.ﺇ1,124 |
| 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 450 vacation rentals in Key Colony Beach

Nightly prices starting at
Key Colony Beach vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

Verified guest reviews
Over 15,270 verified reviews to help you choose

Family-friendly vacation rentals
380 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 160 rentals that welcome pets

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wi-Fi availability
450 of Key Colony Beach vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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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