
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 €146 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!

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.

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.

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, enjoy the outdoor TV after a day on the water, & grill your catch. Relax on the upper deck sunbathe and enjoy the vistas!

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.

Marathon Oceanfront 4BR Private Pool 60’ Boat Dock
Wake up to open-water views at your private oceanfront retreat in Marathon. Bring the boat, step into your private pool, Perfect for families and boating groups.Your private 60' dock offers direct water access, freshwater for rinsing gear and flushing engines, while parking accommodates up to 4 vehicles. • Direct oceanfront setting • Private swimming pool • Private 60' boat dock • Complimentary kayaks • Sleeps up to 10 • Parking for 4 vehicles • Wi-Fi + dedicated workspace

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!

Florida Keys Resort-Style Home w/ Pool & Dock 5/3
Perfect for families, couples, groups, or solo travelers, this spacious home offers 5 bedrooms, 3 bathrooms, an open living room, and a fully stocked kitchen. Easy to reach and simple to access, it’s set in a peaceful neighborhood close to island fun and water adventures. Just a short walk to Sweet Savannah’s Ice Cream & Sweets Parlor, this retreat is ideal for relaxing or exploring. We look forward to hosting you!

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 kayak rentals in Key Colony Beach
House rentals with a kayak

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

Key Colony Paradise

Waterfront Keys Home | Pool, Hot Tub & 35’ Dock

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

Boating Paradise Villa rental Lic# VACA-25-124

Dream Vacation KCB Marathon with private pool !

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

Tropical Keys Retreat | Pool | Hot Tub | Cinema
Other holiday rentals with a kayak

Cabana Club Privileges! Paddleboards, Bikes, Kayak

Deep Blue ~ Waterfront Gem ~ Pool ~ Kayaks ~ Dock

Direct Oceanfront Private Paradise - Pool/Spa/Dock

Luxury Boating Paradise+Pool+Sailing Kayaks

Tiny Home Aqua Lodges 2/1

Golf Coast Oasis near Sombrero Beach

Blue Heaven Marathon

Oasis Canal-Front Home: Pool, Dock, BBQ, and more!
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 | €302 | €359 | €359 | €310 | €277 | €282 | €279 | €270 | €232 | €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 |
Destinations to explore
- Miami Holiday rentals
- Four Corners Holiday rentals
- Miami Beach Holiday rentals
- Orlando Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Hollywood Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Cape Coral Holiday rentals
- Nassau Holiday rentals
- St. Petersburg Holiday rentals
- Flat rentals Key Colony Beach
- Family-friendly rentals Key Colony Beach
- Rentals with beach access Key Colony Beach
- Townhouse rentals Key Colony Beach
- Beachfront rentals Key Colony Beach
- Luxury rentals Key Colony Beach
- Rentals with a hot tub Key Colony Beach
- Waterfront rentals Key Colony Beach
- House rentals Key Colony Beach
- Beach apartment rentals Key Colony Beach
- Hotel rooms Key Colony Beach
- Beach house rentals Key Colony Beach
- Apartment rentals Key Colony Beach
- Pet-friendly rentals Key Colony Beach
- Rentals with pools Key Colony Beach
- Rentals with breakfast Key Colony Beach
- Rentals with a kayak Monroe County
- Rentals with a kayak Florida
- Rentals with a kayak United States
- 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
- Harry Harris Beach and Park
- Dolphin Research Center
- Founder's Park
- History Of Diving Museum
- Calusa Campground
- Conch Key
- Curry Hammock State Park
- The Rain Barrel Village





