
Holiday rentals with a kayak in Key Colony Beach
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Top-rated Accommodation with a Kayak in Key Colony Beach
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

3Bed 2Bath~Kayaks~Cabana Club~Swim Spa~Fish Equip
3 Bedroom~ 2 Bath Duplex With Outdoor Solar Shower, on a Deep Water Canal in Key Colony Beach. Near The Vaca Cut Makes For Easy Access To The Gulf Of Mexico or Atlantic Ocean. Boat Dockage for up to a 34' Boat. Golf Course, Pickle Ball~Tennis Courts, and Great Playground. We have a Large Swim Spa in The Private Garden, Arcade Game Room~Ice Maker, Paddle Board, 2 Kayaks, 4 Fishing Rods & Bait, Margarita Machine, Outdoor Shower. Cabana Club Membership With Free Beach/ Ocean Access & Huge Pool.

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

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!

Welcome to Paradise, Private Pool, SUPs, Kayak!
Paradise Awaits You!! With a Beautiful Private Pool, 40’ Dock, Kayaks, SUPs, & Bikes; Welcome to Paradise is the Perfect Place to Stay & Play in the Sun & on the Water! Our home w Breezy Palms is centrally located w Beaches, Boating, Fishing, Diving, Swimming, Dining & Refreshing Cocktails just minutes away! We are owners, Luis & Aysie. We put all our love of the Keys into our home, & we just know you will love it too. Message us or book instantly & start planning your trip to Paradise!

Cielo's Del Mar 1 - Pool / Dock / Beach Luxury in KCB
Cielo's Del Mar 1 is a luxurious new construction duplex home located within walking distance of Key Colony's best waterfront dining restaurants and beaches. This spacious home comes equipped with 40' of dockage, outdoor swimming pool, spacious balconies and plenty of games for enjoyment. The home was designed with vacation and relaxation in mind, it is the perfect place for family and friends to enjoy time together. Big families can rent both sides of the duplex home for larger gatherings!

Tradewinds in Key Colony Beach. XL Porch, Dock
Beautifully appointed 3 Bedroom, Duplex is renovated & has New furniture & high quality mattresses. This welcoming canal front home provides a relaxing and comfortable atmosphere for your vacation in the Florida Keys! Huge screened-in porch, Canal, Dock and full set of amenities! Comes with free use of the CABANA CLUB, a private swim club with a temp controlled pool & Beach. 8 blocks away. The property is surrounded by lush foliage & high fencing so you can enjoy a private setting.

Beach House Getaway - Kayaks - 2BR 2.5BA Villas
Welcome to Beach House Getaway, a charming villa tucked away on the serene island of Duck Key and perfectly situated in the heart of the Florida Keys. Nestled between Key Largo and Key West, Duck Key serves as a peaceful yet convenient base for your island getaway. Its central location means you’re just a short drive from some of the most iconic destinations in the Keys, including the natural wonders of Bahia Honda State Park, the famous waters around Islamorada, and the lively Key West.

Cabana Club Privileges! Paddleboards, Bikes, Kayak
Located in Key Colony Beach, The Blue Manatee (formerly Sunshade Villa) on KCB is a gorgeous, 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! The Blue Manatee has CABANA CLUB PRIVILEGES! The Cabana Club in located in Key Colony Beach on the ocean. It has a large pool, beach area, tiki bar and restaurant with a full menu!

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.

Kayak, Pet-Friendly, Boat Dock & Cabana Club
Fins to the Left – Key Colony Beach 2 Bedrooms • 2 Bathrooms • Sleeps 5 • Pet Friendly • Access to the Cabana Club Welcome to Fins to the Left, a waterfront retreat in the heart of Key Colony Beach where island living meets comfort and convenience. This beautifully updated, stilted half-duplex offers two king bedrooms, two full bathrooms, and space to sleep up to five guests—perfect for small families or couples looking to unwind in true Keys style.

Houseboat Getaway In Marathon
Get ready to indulge in a relaxing and unforgettable experience at the first overwater houseboat getaway in Marathon, Florida! 🌴🌊 What awaits you is - fun filled days living and exploring out on the fabulous florida keys waters in your own private aqualodge, breathtaking sunsets, and a private sanctuary perched above the sea. 😍 Don't miss out on this one-of-a-kind experience! Book your stay now and create memories that will last a lifetime.

Waterfront w/pool and hot tub
Professionally decorated, spacious, canal view keys home located in Key Colony Beach, the “Gem” of the Florida Keys. Featuring 2BR 2BA accommodating up to 6 ppl in a large & open living room & backyard, provided w/2 bikes, 2kayaks, grill, and 2 minutes walk to Sunset park, it is the perfect Florida Keys getaway for your family. This location is in the heart of the Florida Keys only 45 minutes from Key West and 35 minutes to Islamorada.
Popular amenities for Key Colony Beach kayak rentals
Holiday House Rentals with a Kayak

Waterfront with Boat Lift/Kayaks and Hot Tub

Seaside Sunrise. Newly remodeled waterfront

Villa Serenity At Sombrero Private Pool Spa Dock

Marathon Paradise

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

SeaEsta! Bring your boat & 1 block to the beach!

Golf Coast Oasis near Sombrero Beach

Get Hooked private pool & dock
Other holiday rentals with a kayak

Best Location in Marathon & KCB!

Keys Waterfront- Spectacular Gulf View, Dock, Pool

Sombrero beach vacation paradise, great location

DOCK-Beach Club-ICE MAKER-TIKI

New! Waterfront Views | Pool & Tiki Bar

Chasing Sunrises | Family Style

Key Colony Second Wind

Marlin House (52): Luxury 3/3 Villa w/ 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 | $458 AUD | $479 AUD | $521 AUD | $437 AUD | $417 AUD | $437 AUD | $458 AUD | $444 AUD | $382 AUD | $390 AUD | $440 AUD | $513 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 kayak in Key Colony Beach

Total holiday rentals
Explore 80 holiday rentals in Key Colony Beach

Nightly prices starting at
Key Colony Beach holiday rentals start at $226 AUD per night before taxes and fees

Verified guest reviews
Over 2,030 verified reviews to help you choose

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

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
80 of Key Colony Beach holiday rentals include Wi-Fi 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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- Rentals with a kayak Monroe County
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- Everglades National Park
- Sombrero Beach
- Smathers Beach
- Long Beach
- Bahia Honda State Park
- Sea Oats Beach
- Theater of the Sea
- Conch Key
- Calusa Campground
- Key Largo Kampground And Marina
- Seven Mile Bridge
- Sunset Park
- Dolphin Research Center
- Florida Keys Aquarium Encounters
- Founder's Park
- Robbies Marina Of Islamorada
- The Turtle Hospital
- Boyd's Key West Campground
- History Of Diving Museum
- Harry Harris Beach and Park
- Calusa Beach & Loggerhead Beach




