
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.

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.

Private Pool! Luxury Paradise Pointe, Pet Friendly
Beautiful Key Colony Beach waterfront duplex with a private pool! Featuring a newly updated, 3/2, spacious 1440 sf home, deep water private boat slip & lift, Tiki Hut w/TV, kayaks, pet friendly, ice machine, bait freezer, large kitchen, Cabana Club, restaurant, and beach access. Family friendly location w/Golf, a playground, and dog park. Sit under the tiki hut, watch the game on the outdoor TV after a day on the water, & grill your catch. Relax on the upper deck sunbathe and enjoy the vistas!

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).

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.

Heated&Cooled PrivatePool/CabanaClub/Bikes/PaddleB
Fresh and Clean!! 2 Paddle Boards and 6 Bikes!! Our home is located on the south end of 9th Street, making it an easy walk to Sunset Beach, Key Colony Inn and access to "Members Only" Cabana Club w/ Pool, Beach and Restaurant. We have everything you'll need for a wonderful vacation! Need something special, just ask! The 37.5' dock with plug in, fish cleaning station, water and green underwater fish light will be sure to please any angler and crew! KCB is the GEM of the FL 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.”

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

Exquisite Oceanfront Paradise - Key Colony Beach
Experience a wonderful ocean view from our beachfront condo in Key Colony Beach. Newly renovated studio condo in Key Colony Beach, Florida Keys. Unit #10 offers one king bed, 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.

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.

Ocean's Edge Retreat
Ocean's Edge Retreat is a 3 bedroom / 3 bath home with open water views of the Atlantic Ocean. It includes Cabana Club access, a private new saltwater pool and spa, kayaks and a 40 ft dock for boats. Stunning views of the canal and ocean from the private upstairs master balcony. Kids playground across the street make this an ideal vacation for families. Come see what Ocean's Edge Retreat has to offer!
Popular amenities for Key Colony Beach rentals with a pool
House rentals with a pool

Oceanfront mermaid house pool and dock

Keys to the Sea + Cabana Club - Seahorse

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

Bohemian Beach Bungalow

Boat Dock+King Bed & Cabana Club

Waterview from three sides, Cabana Club, 30' Docks

*NEW!*Paradise Point~VIEWS!~Open Water~Dock~Pool!

Private Pool Tropical Oasis - Centrally Located
Apartment rentals with a pool

Waterfront Luxury Condo | Pool + Tiki Bar

Luxury condo with boat slip overlooking the bay

Private Beach in Marathons Key Colony Beach

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.

Just a Few Friends - Ocean View and Bring your Boa
Other holiday rentals with a pool

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

Amazing New Waterfront Home, Dock, Pool/Beach Club

Waterfront Oasis: Pool, Tiki Lounge, Dock & BBQ

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

Beach House, Private Pool, Dock, Gulf View Sunsets

2 Bdrm Oceanfront Complex Private Beach & Pool

Cabana Club Condo: Key Colony Beach, FL

Key Colony Waterfront 4BR w/ Dock, Beach & 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 | € 267 | € 308 | € 324 | € 265 | € 236 | € 246 | € 256 | € 238 | € 203 | € 207 | € 238 | € 297 |
| 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 390 holiday rentals in Key Colony Beach

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

Verified guest reviews
Over 15,660 verified reviews to help you choose

Family-friendly holiday rentals
330 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 120 rentals that welcome pets

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wifi availability
380 of Key Colony Beach holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Key Colony Beach rentals

4.9 Average rating
Key Colony Beach stays are highly rated by guests – averaging 4.9 out of 5!
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- Everglades National Park
- Sombrero Beach
- Smathers Beach
- Long Beach
- Sea Oats Beach
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