
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.

Sea Glass Beach Bungalow in Key Colony Beach!
Key Colony Beach is truly the gem of the Keys! Located in the middle keys near Marathon, we are a convenient drive to nearly all activities in the Keys. Visit Key West for the day, take a fishing charter in Marathon, or snorkel/scuba at John Pennekamp Park in Key Largo. We love Key Colony Beach for it's small town feel, easy pedestrian paths all over the island for biking, running, and walking, and great restaurants. We provide Cabana Club Membership for easy beach and pool access with a tiki

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.

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach
NEW VACATION RENTAL. Completely renovated. Open floorplan. New kitchen and bathrooms. New furnishings. Beautiful water views. Game room with pool table. DOGS PERMITTED ($250 FEE PER DOG, 1- 2). YOU MUST TELL ME IF YOU WANT TO BRING A DOG WHEN YOU SUBMIT YOUR REQUEST. Yard with Tiki. Enjoy meals, drinks or shady relaxation. 35 feet of dockage. Cabana Beach and Pool Club included. MUST SIGN KCB AND HOUSE RULES DOCUMENTS WITHIN 48 HOURS OF BOOKING AGE 25 OR OLDER TO BOOK PLEASE

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.

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

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 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.”

*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.

Sale! Cabana Club, Kayaks, Dock, Pet Friendly
Coral Cabana Welcome to Coral Cabana, your own private tropical oasis in Key Colony Beach! This stunning 2-bedroom, 2-bathroom half duplex is the perfect escape for those seeking a captivating and enchanting vacation experience. As you step inside, you'll be greeted by a beautifully updated interior that breathes coastal charm.
Popular amenities for Key Colony Beach rentals with a pool
House rentals with a pool

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

Cancellation Deal: March 21 thru March 28

Grouper Getaway @ Ocean Isles Fishing Village

Key Colony Retreat/37.5 Dock/Sandy Beach/Pool

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

*NEW!*Paradise Palms~Dock~Pool~Kayaks Grill~View!

Grand Arenas/120'Dock/MiniGolf/Hted Pool/FirePit

Modern Island Luxury | 4 En-Suite Masters, 6 BA, P
Condo rentals with a pool

"O" Fish Ally Paradise @Ocean Isle Fishing Village

Jan 27 - Feb 9 Special - 1st Floor w Boat Slip

Oceanside Spacious Studio Escape

Private Beach in Marathons Key Colony Beach

Keys Wade 1B/2Bath Pool Clubhouse Patio

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

2-story condo w/ panoramic bay views and balconies

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

Florida Keys Retreat, Dock, King bed, Cabana Club

Isla Paraiso

Marathon Keys Escape • Pool • Hot Tub • Near Beach

Castillo Del Mar- Ocean access from your backyard

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

Razz's Retreat at KCB!

Cabana Club Suite: Key Colony Beach, Florida Keys

Standard 1 Bedroom King Suite with Balcony
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 | $437 CAD | $504 CAD | $530 CAD | $433 CAD | $386 CAD | $403 CAD | $419 CAD | $389 CAD | $332 CAD | $333 CAD | $358 CAD | $425 CAD |
| 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 $194 CAD 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 and kid-friendly amenities

Pet-friendly vacation rentals
Find 170 rentals that welcome pets

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wifi availability
470 of Key Colony Beach vacation rentals include wifi 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
- Calusa Campground
- Florida Keys Aquarium Encounters
- The Turtle Hospital
- Calusa Beach & Loggerhead Beach
- Sea Oats Beach
- History Of Diving Museum
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