
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.

*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.

TropiCarribean - Pool Club, Canal, XL Tiki Hut!
Beautiful private & upscale Key Colony ground level half-duplex on canal near open water FEATURES 3 Bedrooms and 2 bathrooms in a spacious 1590 sq ft Cabana Club pool & beach club included free! Home is furnished with the best quality solid wood dining table. Seating for 6+, 60 In TV (Sign into your own TV service) Super-sized Tiki Hut with TV and ceiling fan! Outdoor patio furniture 37 foot step-down dock 2 minute Boating access to Atlantic & Gulf sides In-Water Dock light for viewing Fish

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).

P08 - Beautiful 4 bedroom, 3 bath with Cabana Club
Now offering Cabana Club Membership! This lovely two-story half duplex in Key Colony Beach offers 4 bedrooms, 3 bathrooms and abundant living space on both levels. The upper level offers 2 bedrooms, 2 bathrooms, a kitchen with oversized breakfast bar and abundant living space. The lower level offers 2 bedrooms, 1 bathroom, a kitchenette and den. Key Colony Beach offers a par 3, nine-hole golf course, public pickle ball courts, Sunset Park, several restaurants, clothing boutiques ...

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.

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.”

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.

Tropical Beachfront Condo Key Colony Beach & Pool
Newly renovated studio condo in Key Colony Beach, Florida Keys. Unit #24 offers two queen beds, a fully equipped kitchen with full-size appliances and essentials, reliable WiFi, and a SmartTV for a comfortable stay. Enjoy the heated pool and private sandy beach just steps away. Sunset Park is next door-perfect for catching a beautiful Florida Keys sunset.

Private Pool, Paddleboards, Bikes & Lots of Games!
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!

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

3Bed 2Bath~Kayaks~Cabana Club~Swim Spa~Fish Equip

Key Colony Retreat/37.5 Dock/Sandy Beach/Pool

Beach House, Private Pool, Dock, Gulf View Sunsets

Casa Blanca ~ Luxury Pool Home, 45' Dock

Waterfront Oasis with Boat Dock & Pool!

Sea Glass Beach Bungalow in Key Colony Beach!

Fun in the Sun!

Boat Dock+King Bed & Cabana Club
Condo rentals with a pool

"O" Fish Ally Paradise @Ocean Isle Fishing Village

Canal View Condo w/ Pool, Balcony & Bar

Oceanfront bliss heated pool beach U31

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.

Carney's Reef 1B/1B Pool, Large Patio &Living Room
Other vacation rentals with a pool

Florida Keys Retreat, Dock, King bed, Cabana Club

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

Tropical Breezes is a spacious 3bed/2bath half dup

Castillo Del Mar- Ocean access from your backyard

New Paradise On Sombrero Beach

Canal/Dock - Cabana Club - Pickleball - Remodeled

2 Bdrm Oceanfront Complex Private Beach & Pool

KCB Angler Retreat w/ Cabana Club access
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 | G$65,912 GYD | G$75,956 GYD | G$79,932 GYD | G$65,285 GYD | G$58,170 GYD | G$60,681 GYD | G$63,192 GYD | G$58,589 GYD | G$50,010 GYD | G$51,056 GYD | G$58,589 GYD | G$73,236 GYD |
| 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 470 vacation rentals in Key Colony Beach

Nightly prices starting at
Key Colony Beach vacation rentals start at G$29,294 GYD per night before taxes and fees

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

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

Pet-friendly vacation rentals
Find 170 rentals that welcome pets

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wi-Fi availability
470 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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- Everglades National Park
- Sombrero Beach
- Smathers Beach
- Long Beach
- Sea Oats Beach
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- Conch Key
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