Vacation rentals with a kayak in Key Colony Beach

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Top-rated kayak rentals in Key Colony Beach

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Guest favorite

Home in Key Colony Beach

4.9 out of 5 average rating, 31 reviews

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

Feb 8 – 15

ﺩ.ﺇ1,694 per night

Guest favorite

Home in Key Colony Beach

5.0 out of 5 average rating, 15 reviews

Coral House: 2/2 Waterfront in KCB w/ King Beds

Dog-friendly canal-front home with waterfront patio, water views, king size beds, & a washer/dryer! Welcome to the heart of the Florida Keys. Come relax, play, and stay in Key Colony Beach. Our house is perfect for families, couples, & small groups looking to experience the Keys. Walk to nearby atttractions such as dining, live music, water sports rentals, marinas, fishing charters, private boat rentals, shopping, and more. Have a small boat or jet ski? We have a 20 foot dock that you can use.

May 13 – 20

ﺩ.ﺇ573 per night

Guest favorite

Home in Key Colony Beach

5.0 out of 5 average rating, 31 reviews

Amazing New Waterfront Home, Dock, Pool/Beach Club

ALL NEW ground level 3 bed/3 full bath private single-family waterfront home in quaint Key Colony Beach, Fla Keys! Private Dock (35 ft) 200′ wide canal, 10 mins gulf/ocean, bait freezer, fish cleaning table and bbq grill. With Cabana Club w/ pool, bar, & beach 1/2 mile away! Luxurious open concept full house rental, new coastal furnishings, fully equipped kitchen, stainless appliances, quartz counters, large island, two large king bedrooms w/ en suite baths, glass showers, & third queen bedrm.

Jan 11 – 18

ﺩ.ﺇ1,658 per night

Guest favorite

Home in Marathon

4.97 out of 5 average rating, 36 reviews

Waterfront Private Home w/Pool-Family&Pet Friendly

Welcome to Casa Pina! Located right in the heart of Marathon. Enjoy your trip to the keys in this stunning custom canal-front, 3 bed/3 bath private house comfortably accommodating 8 ppl, with soaring 25 ft wood ceilings, your own private pool, large yard, 40 ft dock, kayaks, paddle boards, grill. Plus a huge screened in Patio and game room with a pool table. Driveway with Ample parking, enough for four cars+ or three and a boat. This house has everything you need for your Florida Keys getaway!

Nov 17 – 24

ﺩ.ﺇ2,280 per night

Guest favorite

Home in Marathon

5.0 out of 5 average rating, 8 reviews

Waterfront Escape -VACA-23-408

Come stay at this brand new home construction on a deep and wide canal leading to the ocean with pool and exotic decor. 75 foot dock with water and electric. Top of the line appliances with a fully stocked kitchen. Spa style showers with high end decor. Luxury at its best. Heated pool with sundeck and lots of seating around the edges. (Pool heater is an additional $100 per stay). Ground level cooking and dining for those beautiful days after boating or while laying around in the pool.

Mar 31 – Apr 7

ﺩ.ﺇ3,027 per night

Guest favorite

Home in Key Colony Beach

4.95 out of 5 average rating, 79 reviews

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.

Aug 10 – 17

ﺩ.ﺇ1,297 per night

Guest favorite

Villa in Marathon

5.0 out of 5 average rating, 19 reviews

Sombrero Beach house with dock and tropical pool

Casa MarBella @ Sombrero Beach offers plenty of indoor and outdoor space. Enjoy our beautiful pool with flowing waterfall which can be heated for an additional fee. Please inquire before booking. Dock on deep water canal with shore power and commercial ice maker in the garage. Weber gas grill, convenient outdoor counter with built-in ice chest and sink. Large yeti cooler with wheels, paddle board, 12ft fishing kayak, beach tricycle, pedal boat and 4 bikes.

Mar 9 – 16

ﺩ.ﺇ3,574 per night

Guest favorite

Home in Marathon

5.0 out of 5 average rating, 12 reviews

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.

May 21 – 28

ﺩ.ﺇ1,297 per night

Guest favorite

Home in Marathon

5.0 out of 5 average rating, 16 reviews

Amazing Bayfront Newer House with Dock and Pool!

NEW TO MARKET! This newer construction has everything. This concrete house is waterfront with great views of Bonefish Bay. The dock is built in 10-12 foot water. It is frequented by manatee, dolphin, and numerous mangrove snapper. The large heated pool is surrounded by Turkish marble pavers that are cool to your feet. House has double master suites with en suite bathrooms and every necessity to make our home feel like yours.

Sep 3 – 10

ﺩ.ﺇ2,306 per night

Guest favorite

Home in Marathon

5.0 out of 5 average rating, 6 reviews

Ocean Dream

Ocean Dream.... a bright beautiful upscale home with fantastic ocean views over Florida Bay. Watch sunsets and sunrises from either balcony. Experience nature at its finest from your 140 foot ocean frontage estate or go further afield on the included kayaks and SUPs. Beautiful gardens, outdoor living area, new pool and spa*, ping pong and bocce, all included in your week of paradise. License VACA 23-380

Feb 22 – Mar 1

ﺩ.ﺇ3,781 per night

Guest favorite

Home in Key Colony Beach

4.98 out of 5 average rating, 92 reviews

Last min April Savings Paradise Found, Cabana Club

Second Wind is on the 9th Street canal, a beautiful corner lot with exceptional views and ocean breezes. Cabana Club! Dockage for a 20 ft boat. A two-minute walk to Sunset Park in the wonderful community of Key Colony Beach! Open floor plan with cathedral ceiling, large deck with seating for six overlooking the pristine turquoise canal. It is the perfect place for your Florida Keys getaway!

Mar 8 – 15

ﺩ.ﺇ1,513 per night

Guest favorite

Home in Key Colony Beach

4.89 out of 5 average rating, 18 reviews

Villa Bella 3/3 with Private Pool & Dock!

Relax with the whole family at this newly remodeled waterfront property with private pool , 38 foot private dock, bait freezer, and plenty of parking for your boat trailer on-site. The home is pet friendly. Cabana Club access is included. The home is managed by Florida Keys Vacation Rentals. 2-person Malibu XL Ocean Kayak to use during your stay!

Apr 25 – May 2

ﺩ.ﺇ1,565 per night