Holiday Homes in Key Colony Beach

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Featured Holiday Homes in Key Colony Beach

5 bedrooms, pool/spa heated, bikes, kayaks, game room, elevator, deep 75' dock.

10.0 out of 10, Exceptional, (70)
"Great time with friends for the week. House was clean, pool and hot tub were amazing and the location was perfect !!! "
5 bedrooms, pool/spa heated, bikes, kayaks, game room, elevator, deep 75' dock.

DISCOUNT! Beautiful Home, Dock, Cabana Club Membership, Pool, Beach!

10.0 out of 10, Exceptional, (26)
"Had a amazing time Villa was amazing , great location Everything was as stated , had no issues at all Host replied to any queries super quick Thanks again "
DISCOUNT! Beautiful Home, Dock, Cabana Club Membership, Pool, Beach!

Tropical Paradise 🏝! POOL, Hot Tub, Dock, FREE Ice, Kayaks, Paddles, Bikes!

9.6 out of 10, Exceptional, (26)
"Stayed here for 2 weeks with friends renting the other side. planned on doing more excursions but staying here with the pool, hot tub, and tiki bar, and being on the water we were content just to enjoy all the amenities! The hosts were very helpful if we had any questions. Would gladly book again."
Tropical Paradise 🏝! POOL, Hot Tub, Dock, FREE Ice, Kayaks, Paddles, Bikes!

Best 2/2 in KCB. Private Pool/Private Dock/Lush backyard/Tiki & Outdoor Bar.

9.8 out of 10, Exceptional, (112)
"Our stay at Southern Comfort was excellent! The backyard outdoor space is a dream! Communication with the property owner/manager was easy and they quickly responded to all of our questions! Very enjoyable vacation. "
Best 2/2 in KCB. Private Pool/Private Dock/Lush backyard/Tiki & Outdoor Bar.

Latitude 24! Cabana Club access, deep canal, jacuzzi, kayaks, ice machine.

10.0 out of 10, Exceptional, (12)
"Super cute and nicely updated with perfect layout for a family. Lots of space. Great location with easy check-in/out."
Latitude 24! Cabana Club access, deep canal, jacuzzi, kayaks, ice machine.

Key Colony Beach House with Cabana Club Access

2.0 star property
10.0 out of 10, Exceptional, (4)
"We were temporarily relocating away from cold weather and couldn't have asked for a better place to do that. This is by far the best home we've rented over the past decade. Rental contact was super responsive and the home itself was clean and very well appointed. Highly recommend and plan to return!"
Key Colony Beach House with Cabana Club Access

House on 26 and 7th ST in KEY Colony Beach W/Dock up to 55ft by 17 W/CABANA CLUB

9.6 out of 10, Exceptional, (39)
"House was very nice, well equipped and owner was very responsive to any issues we had. "
House on 26 and 7th ST in KEY Colony Beach W/Dock up to 55ft by 17 W/CABANA CLUB

Florida Keys vacation home, Family sized and pet friendly home with a pool!

10.0 out of 10, Exceptional, (19)
"Very clean, welcoming, and just what we needed for our get-away! "
Florida Keys vacation home, Family sized and pet friendly home with a pool!

SPEC~ Any 7 days Aug 9~19 1855+ Fees~3Bed2Bath~Cabana Club~Swim Spa~Ice.Machine

10.0 out of 10, Exceptional, (41)
"We enjoyed our stay at this home for the week! Many amenities available. We enjoyed the hot tub, fishing off the canal with bait from the bait freezer, ice machine, popcorn maker, kayaks and the Beach Club. There were also coffee pods for the keurig which was a nice perk. Would recommend. "
SPEC~ Any 7 days Aug 9~19 1855+ Fees~3Bed2Bath~Cabana Club~Swim Spa~Ice.Machine

"Two for the Tide" unique deal—guests get two units for the price of one.

"Two for the Tide" unique deal—guests get two units for the price of one.

Stunning duplex on canal; outdoor patio with Tiki Hut. Boat dock + Cabana Club.

9.8 out of 10, Exceptional, (9)
"Fantastic stay. No better way to escape the frigid MN winter over the holiday break. Thank you!"
Stunning duplex on canal; outdoor patio with Tiki Hut. Boat dock + Cabana Club.

Glistening, waterfront home Private pool, 45” Dock and Cabana Club with beach

9.6 out of 10, Exceptional, (53)
"My family and I had such a great stay! The house was spotless and had a perfect backyard to hang out and relax. We loved the neighborhood and will definitely be back!"
Glistening, waterfront home Private pool, 45” Dock and Cabana Club with beach

3BR/2BA Canalside Key Colony Beach Home With 37.5' Boat Dock and Cabana Club Access

10.0 out of 10, Exceptional, (1)
"We had an amazing time rented a boat for a couple of days. Use the Doc on the property. We will absolutely be back. Hopefully, this place is available for us over spring break."
3BR/2BA Canalside Key Colony Beach Home With 37.5' Boat Dock and Cabana Club Access

OPEN WATER PARADISE 2/2 HALF DUPLEX IN KEY COLONY BEACH MARATHON, FL 34

10.0 out of 10, Exceptional, (92)
"This property was right on the water beautiful views great place to stay"
OPEN WATER PARADISE 2/2 HALF DUPLEX IN KEY COLONY BEACH MARATHON, FL 34

The Landing Pad! 2 Bedroom Key Colony Beach- 3 Bikes - Glunz Beach & Pool Club

9.6 out of 10, Exceptional, (5)
"Cozy place with all the amenities we needed. Fully equipped kitchen, bed and bath accessories, large dock with Tiki hut. Access to nearby pool and private beach. Really nice place, wouldn’t hesitate to rent again."
The Landing Pad! 2 Bedroom Key Colony Beach- 3 Bikes - Glunz Beach & Pool Club

Waterfront duplex with canal access & Cabana Club pool membership

9.2 out of 10, Wonderful, (11)
"Loved every minute of our stay. Everything we needed. Beautiful view! Great amenities. Cannot say enough good about it!"
Waterfront duplex with canal access & Cabana Club pool membership

Island Paradise-large 2 bedroom/2 bath SFH with Cabana club and 75ft of dockage

2.0 star property
9.8 out of 10, Exceptional, (11)
"Our rental was great. Everything went smoothly. The amenities were spot-on. The dock was perfect for our jet ski rentals. I would recommend this rental for anyone interested in staying in the Middle Keys"
Island Paradise-large 2 bedroom/2 bath SFH with Cabana club and 75ft of dockage

Flamingo Nook. Renovated, Private Pool, Canal & Cabana Club Access!

9.8 out of 10, Exceptional, (82)
"One of the best places we have stayed in KCB. We stayed at Flamingo Nook for 2 weeks. The place is beautiful! The pool, the screened porch and the entire home is beautiful! You can tell it has recently been refurbished and that the owners take pride in their home! We have already booked for 2026! Thanks for a great vacation! "
Flamingo Nook. Renovated, Private Pool, Canal & Cabana Club Access!

Key Colony Single Family Home w/85' DOCK+Cabana Club Access!

9.0 out of 10, Wonderful, (8)
"The house was clean, well stocked, and we appreciated the beach towels. An excellent feature of this house was the acess to the Cabana Club. We spent a few days there enjoying the beach, pool, and food. Our kids enjoyed catching different fish from the canal at the house. "
Key Colony Single Family Home w/85' DOCK+Cabana Club Access!

CLEAR water views @Tiki haven! Quick ocean access, Pool, HotTub, FUN! FREE ICE!

9.6 out of 10, Exceptional, (115)
"Everything went smoothly from checking in to checking out. Place was very clean and nicely decorated. Kitchen supplied well with dishes, utensils, pots and pans. A/C was nice a cold. The outside was like a little slice of heaven for us. We couldn’t have been any more pleased with our choice."
CLEAR water views @Tiki haven! Quick ocean access, Pool, HotTub, FUN! FREE ICE!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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