
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.

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 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.

2 Bdrm Oceanfront Complex Private Beach & Pool
Ground floor 2 bdrm/1 bath condo in Key Colony Beach. Oceanfront complex with heated pool and private white sandy beach. New renovation with new beds, furnishings and new bathroom! Condo has kitchen stocked with everything you'll need to cook & serve complete meals. You will be a 20 second walk to our private beach and enjoy glorious sunrises every morning. Lounge chairs, patio tables, tiki huts & BBQ grills available for guest use. Sorry no boats or trailers allowed in our parking lot

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.

Keys to Paradise
Keys to Paradise has it all. Located in the Gem of the Keys on Key Colony Beach. Just finished building in June 2023. Come & enjoy the beautiful private beach great for kayaking, snorkeling & swimming. White sand beach with lounge chairs for your convenience. This 2+2 has a beautiful ocean view just steps away from the beach. Owners also have ownership at the Cabana Club for you to enjoy drinks by the pool just 2 doors down. Pool is open. 7 day minimum required by City.

P14 - Charming 2 Bedroom, 2 bath waterfront duplex
Welcome to the heart of the Florida Keys! Located in the very desirable Key Colony Beach, this ground level 2 Bedroom, 2 bath duplex boasts ease of access inside and out and is the perfect setting for a tropical vacay-get-away! The other half of the duplex is in our inventory and is listed on our website as P16 (-- ID# - 2245638). - Maximum Occupancy: 4 guests (includes all adults and children of any age) (*children of any age, including infants, count toward occupancy)

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!

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.”

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

Jan 17-24 2000+tx~Cabana Club~Swim Spa~Fish Equip

Chiquita Waterfront Canal Home

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

Cozi home with dock

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach

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

Marathon 2BR Villa on Lovely Waterfront Resort

Canal View Condo w/ Pool, Balcony & Bar

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

Private Beach in Marathons Key Colony Beach

Coastal Retreat with Pool, Beach Access & Views

2-story condo w/ panoramic bay views and balconies

Paradise found! Sea-Esta Condo beach and pool.
Other holiday rentals with a pool

Beautiful Beachfront Villa w/ Pool/Tiki/Dock

Castillo Del Mar- Ocean access from your backyard

Searenity Vacation Rental! Pool, Tiki Hut, Dockage

Canal/Dock - Cabana Club - Pickleball - Remodeled

Waterfront Home Dock, Pool & Mini Golf Near Beach

Fun in the Sun!

Cabana Club Suite: Key Colony Beach, Florida Keys

*NEW!*Paradise Point~VIEWS!~Open Water~Dock~Pool!
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 | $542 AUD | $570 AUD | $466 AUD | $415 AUD | $433 AUD | $451 AUD | $418 AUD | $357 AUD | $358 AUD | $385 AUD | $457 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 450 holiday rentals in Key Colony Beach

Nightly prices starting at
Key Colony Beach holiday rentals start at $119 AUD per night before taxes and fees

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

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

Pet-friendly accommodation
Find 160 rentals that welcome pets

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wi-Fi availability
450 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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