
Holiday rentals with a kayak in Key Colony Beach
Find and book unique kayak rentals on Airbnb
Quick stats about holiday rentals with a kayak in Key Colony Beach

Total holiday rentals
Explore 90 holiday rentals in Key Colony Beach

Nightly prices starting at
Key Colony Beach holiday rentals start at €147 per night before taxes and fees

Verified guest reviews
Over 2,600 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
90 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!
Top-rated rentals with kayak in Key Colony Beach
Guests agree: these rentals with 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.

Fall discounts! Best Location in Marathon & KCB!
Luxury Meets Adventure at Seahorse Landing! 40’ of dockage, SUP, kayak & all the equipment you’ll need to explore the beautiful bays & wildlife frequented waterways. All that adventure is balanced by a newly renovated interior offering the perfect blend of comfort and style in a modern, spotless setting. Our family has created a home that is a perfect fit for adventurous couples or families seeking relaxation& exploration. Send us a message or book instantly & begin your luxurious adventure!

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

Discounts all Fall! 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!

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.

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.

Waterfront Villa Bring Your Boat Cabana Club Beach
Beautiful, clean 2/2 villa with 40ft dock- bring your boat up to 50ft. Open concept with water views, great location in beautiful Key Colony Beach, walk to the beach, pool and tiki bar at the Cabana Club (membership included with the rental), close to Marathon and centrally located between Islamorada and Key West. Relax and grill on the back patio or use of our ocean kayaks on the beautiful canal. 10 minute ocean and gulf access, close to restaurants, shopping and nightlife.

Dream Vacation KCB Marathon with private pool !
Dream Vacation Duplex in Key Colony Beach. Private pool Brand New state of the art house with all commodities and amenities, 3 bicycles 2 kayaks near to restaurants, fast WIFI, washer ,dryer, blue tooth speakers, night mood lights. A modern lift for boat up to 18000 lb Main canal Use of electric golf car Gem and jet sky and boat can be arrange Electric Gem-4 car offered for a minimum extra charge Options of private boat or jet sky (ask) Heated pool on demand (extra cost)

Private Pool! Luxury Paradise Pointe, Pet Friendly
Beautiful Key Colony Beach waterfront duplex with a private pool! Featuring an updated 3/2 spacious home, deep water private boat slip & lift, Tiki Hut w/TV, kayaks, pet friendly, ice machine, bait freezer, Cabana Club, and beach access. Family friendly location w/golf, a playground, & dog park. Sit under the tiki hut, enjoy the outdoor TV after a day on the water, & grill your catch. *Boat lift available for additional fee. Must be requested and paid for prior to arrival.

DOCK-Beach Club-Tiki Hut-Screened Porch-East Yard
Rita’s Paradise-Forget your worries in this spacious and serene space. Perfect home for a Family Gathering no stairs has a 37.5” deep water Boat Dock faces East for cool afternoons. Included is the CABANA CLUB membership access for 7 GUEST where you can enjoy a beautiful pool and sandy beach! Within a few blocks SUNSET PARK to watch the sunset. SCREENED PORCH and table to dine. New bait freezer, fish cleaning table WEBER GRILL-One Kayak for 3 (2adults 1 small child)

3/2 Waterfront/Private dock/Beach & Pool Access
Location, location, location! The Starfish House is walking distance from everything and perfectly centered in the fishing capital of the world! Steps from a golf course, basketball, tennis, bocce ball courts, playground & more. Enjoy live music and drinks at the famous Havana Jack’s just down the street. Centrally located in the Middle Keys—only 1 hr to Key West and 30 min to Islamorada—there’s something fun for every age!
Popular amenities for kayak rentals in Key Colony Beach
House rentals with a kayak

Cielo's Del Mar 2 - Pool / Dock / Beach Luxury in KCB

Beach House, Private Pool, Dock, Gulf View Sunsets

Key Colony Paradise

*NEW!*Life is a Marathon~VIEWS!~Pool~Dock~HotTub!

Water Views | Private Pool Oasis + Gazebo + Kayaks

Boating Paradise Villa rental Lic# VACA-25-124

Sunset Key Escape/Pool, Dock, Kayaks & Gulf Access

Waterfront Keys Home | Pool, Hot Tub & 35’ Dock
Other holiday rentals with a kayak

Tiny Home Aqua Lodges 2/1

Oceanfront Pool Home - 130ft Dock & Canal Garden

Oasis Canal-Front Home: Pool, Dock, BBQ, and more!

Canalfront Home Ocean accessible

Blue Paradise Call for Weekend ONLY rates

Sombrero beach vacation paradise, great location

Blue Heaven Marathon

Golf Coast Oasis near Sombrero Beach
When is the best time to visit Key Colony Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €303 | €359 | €359 | €310 | €278 | €283 | €279 | €271 | €233 | €238 | €268 | €313 |
| 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 |
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- Everglades National Park
- Sombrero Beach
- Smathers Beach
- Bahia Honda State Park
- Seven Mile Bridge
- Robbies Marina Of Islamorada
- Theater of the Sea
- Key Largo Kampground And Marina
- Florida Keys Aquarium Encounters
- Dolphin Research Center
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- Founder's Park
- History Of Diving Museum
- Calusa Campground
- Conch Key
- Curry Hammock State Park
- The Rain Barrel Village





