
Key Colony Beach Rentals
- From $362 per night (USD)
VRBO
Refreshed & Elevated Indigo Reef Luxury Villa 15, 3BR, 2 1/2 BA with Boat Slip
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Sunset Villa – Villa 15 at Indigo Reef Marina Homes A premier gem in the HappyintheKeys portfolio, Sunset V ...
From $362 per night (USD)VRBO
- From $797 per night (USD)
Expedia
Discounts Available to Jan 31! Private Pool, Boat Slip, Bikes, Games & More!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
WE ARE OFFERING A 5% DISCOUNT THROUGH JANUARY 31ST! IT IS AUTOMATICALLY FIGURED INTO THE QUOTE! Pineapple Tides, locate ...
From $797 per night (USD)Expedia
- From $380 per night (USD)
VRBO
Oceanfront Condo!! Tropical Pool, Private Beach, Great WiFi
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Sea Isle #9 is an oceanfront, completely renovated, 2 bedroom, 2 bathroom private vacation rental in the heart of Key Co ...
From $380 per night (USD)VRBO
- From $455 per night (USD)
Expedia
Isla Marlin 28: Palm lined luxury villa w/dockage and sunset views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Island Life at its Best at Isla Marlin, Indigo Reef 28! Located in the premier gated, waterfront marina resort of Indigo ...
From $455 per night (USD)Expedia
- From $489 per night (USD)
VRBO
Fun in the Sun! Private pool, 37' dock and Cabana Club!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Looking to have a relaxing time in the Florida Keys? Fun in the Sun is the place to be. Easy access to the ocean and the ...
From $489 per night (USD)VRBO
- From $861 per night (USD)
VRBO
It's 5 O'Clock Somewhere, Developer's Model, First Time Vacation Rental!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Come have your first sunset drinks compliments on us at Island Fish Company. 5 O'Clock Somewhere Bay House is a piece of ...
From $861 per night (USD)VRBO
- From $772 per night (USD)
VRBO
BEST House in Marathon With Ocean View!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Ocean side Newly remodeled home. 2 queen beds with private bathrooms. Cabana is 3rd private bedroom with memory foam sle ...
From $772 per night (USD)VRBO
- From $536 per night (USD)
Expedia
The Islander – 3BR Pool Oasis in Key Colony Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
<p><strong>5-Star Luxury 3-Bedroom Pool Home in Key Colony Beach</strong></p> <p>Welcome to your dream getaway! This st ...
From $536 per night (USD)Expedia
- From $318 per night (USD)
VRBO
Beautiful waterfront 3/2 home with dock and boat lift. Cabana Club included!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Beautiful 3 bedroom/2 bath fully renovated half-duplex on a 200’ wide canal. Wake up to the tranquil view of the sunris ...
From $318 per night (USD)VRBO
- From $516 per night (USD)
Expedia
Key Colony Single Family Home w/85' DOCK+Cabana Club Access!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Beautiful 3 bedroom/2 bath single family home (not a duplex) on wide/deep waterway in prestigious KCB! Includes FREE acc ...
From $516 per night (USD)Expedia
- From $339 per night (USD)
VRBO
Key Colony Beach 5-Star Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Escape to paradise in this fantastic ground-floor seaside home! With its waterfront location, private dock quick access ...
From $339 per night (USD)VRBO
- From $216 per night (USD)
Expedia
Hammock Time! Olympic Size pool and tricycles included
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Brand New Condo in the heart of Marathon and minutes from Sombrero Beach. 3 levels of complete BLISS. 1st: Covered parki ...
From $216 per night (USD)Expedia
- From $413 per night (USD)
VRBO
Key Colony Beach Newly Remodeled!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This unique place has a style all its own. Beautiful Island in Marathon called Key Colony Beach. Upgraded Home is a dup ...
From $413 per night (USD)VRBO
- From $649 per night (USD)
Expedia
Reef Retreat 2 bed 2 bath w/private pool plus Caba
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Reef Retreat, is a beautifully appointed Coastal Modern home perfect for your vacation needs.This 2 bedroom, 2 bath home ...
From $649 per night (USD)Expedia
- From $307 per night (USD)
VRBO
Yellow Fin Ocean front Breezes (M#11)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2BR, 2BA freestanding home sits on a spacious double lot and features breathtaking ocean views, a private 40-ft doc ...
From $307 per night (USD)VRBO
- From $357 per night (USD)
Expedia
Welcome To Paradise! \nPrivate Pool, 40' Dock, SUPs, Kayak & Pet Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Paradise Awaits You!! With a Beautiful Private Pool, 40’ of Dockage, Kayaks, Paddleboards, and Bikes; Welcome to Para ...
From $357 per night (USD)Expedia
- From $552 per night (USD)
VRBO
Golf Coast Oasis
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to our dreamy Keys retreat! Our modern home boasts a heated pool, private putting green, dock, and complimentary ...
From $552 per night (USD)VRBO
- From $363 per night (USD)
Expedia
Keys Therapy in Marathon
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Local ordinances allows a minimum of 7 days and 6 people maximum in the unit (Adults, children & infants count toward oc ...
From $363 per night (USD)Expedia
- From $159 per night (USD)
VRBO
Inviting oceanfront condo with pool, dock, balcony, & W/D
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Keys to Happiness Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $159 per night (USD)VRBO
- From $198 per night (USD)
Expedia
Modern waterfront condo with pool, shared dock, & W/D - snowbird-friendly
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Tarpon Breeze Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $198 per night (USD)Expedia
- From $257 per night (USD)
VRBO
Ocean Front Serenity Awaits
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to paradise in a new 1 bed/2 bath centrally located in Marathon. Our condo is steps away from open ocean views, w ...
From $257 per night (USD)VRBO
- From $296 per night (USD)
Expedia
Direct Ocean Front, Beautiful Views, Close to Everything. MONTHLY RENTALS ONLY
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
SPECTACULAR 2 BEDROOM IN THE HEART OF MARATHON! HARD TO FIND BOUTIQUE CONDO WITH STUNNING OCEAN FRONT VIEWS, PATIO AND ...
From $296 per night (USD)Expedia
- From $2228 per night (USD)
VRBO
Sleeps 10 - Private house with 110’ of Deep Water Dockage, Pool, Hot Tub & more!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This wonderfully remodeled three story private home is relatively new to the rental market with all 5 Star reviews. It ...
From $2228 per night (USD)VRBO
- From $265 per night (USD)
Expedia
Stunning duplex on canal; outdoor patio with Tiki Hut. Boat dock + Cabana Club.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This home features a spacious living room and a large, fully appointed kitchen with generous countertop space and an eat ...
From $265 per night (USD)Expedia
- From $444 per night (USD)
VRBO
The Shores Condo on the Ocean & Beachfront in Coco
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Oceanfront with a white Sandy Beach, The sounds of the sea lapping up on the shore will take you away. Iimage watching t ...
From $444 per night (USD)VRBO
- From $2160 per night (USD)
VRBO
Walk to Beach, 90’ Dock, Huge Pool, Lux Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Vitamin Sea WALK TO COCO PLUM BEACH! This is a one of a kind home that you have to see to appreciate! Stunning 4 bedr ...
From $2160 per night (USD)VRBO
- From $302 per night (USD)
VRBO
Tropical Paradise 🏝! POOL, Hot Tub, Dock, FREE Ice, Kayaks, Paddles, Bikes!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Waterfront Duplex in Key Colony Beach, center of the Florida Keys! Fabulous open water views, no obstructions... watch S ...
From $302 per night (USD)VRBO
- From $351 per night (USD)
Expedia
Keys Dream~ 37' Dock, Kayaks, Beach Club Included!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Keys Dream at Key Colony Beach Welcome to your modern vacation rental in beautiful Key Colony Beach, FL! Located on a p ...
From $351 per night (USD)Expedia
- From $361 per night (USD)
VRBO
Private Beach Retreat! Luxurious Bedding, Relaxing Pool, Best Sunsets, Fast WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Thirty Three by The Sea - A Modern Condo in the Florida Keys! 🏝 Tropical Paradise: Dive into the magic of K ...
From $361 per night (USD)VRBO
- Click For Pricing
Expedia
Casa Paraiso: Discover This Charming 2BR Canal Front Duplex in KCB with Private Pool & Dockage!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Key Colony Beach zoning requires a minimum rental period of 7 nights, and no exceptions can be made. Please review addit ...
Click For PricingExpedia
- From $245 per night (USD)
VRBO
My Beach Key~ Beach Membership, 32' Dock, Tiki Hut
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
My Beach Key at Key Colony Beach Escape to My Beach Key Key Colony Beach, located in the heart of Key Colony Beach, a p ...
From $245 per night (USD)VRBO
- From $213 per night (USD)
Expedia
One bedroom apartment in United States of America, Marathon
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to paradise in a new 1 bed/1 bath studio centrally located in Marathon. Townhouse #21 is steps away from all of t ...
From $213 per night (USD)Expedia
- From $247 per night (USD)
VRBO
Ocean Isles Fishing Village #55
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our stunning one-bedroom, two-bathroom townhouse, nestled in the heart of Marathon Key, Florida, in the gated ...
From $247 per night (USD)VRBO
- From $431 per night (USD)
Expedia
Blue Octopus Hideaway at OI!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our stunning two-bedroom, two-bathroom gated community, nestled in the heart of Marathon Key, Florida! This b ...
From $431 per night (USD)Expedia
- From $521 per night (USD)
VRBO
Cielo's Del Mar 1 - Pool/Dock/Beach Luxury in KCB
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Cielo's Del Mar 1 is a luxurious new construction duplex home located within walking distance of Key Colony's b ...
From $521 per night (USD)VRBO
- From $259 per night (USD)
VRBO
Maximum Comfort! Enjoy Outdoor Pool & Free Breakfast, Pets are Allowed!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our room is perfect for solo travelers or couples looking for a comfortable and convenient place to stay equipped with a ...
From $259 per night (USD)VRBO
- From $262 per night (USD)
VRBO
Excellent Choice! Unit with Pool View & Free Breakfast! Pets are Welcome!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our room is perfect for solo travelers or couples looking for a comfortable and convenient place to stay equipped with a ...
From $262 per night (USD)VRBO
- From $262 per night (USD)
VRBO
Perfect Find! Comes with Free Breakfast, Outdoor Pool, Pet-friendly Property!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our room is perfect for solo travelers or couples looking for a comfortable and convenient place to stay equipped with a ...
From $262 per night (USD)VRBO
- From $262 per night (USD)
VRBO
Relax from Your Room w/ Pool View! Pet-friendly Unit, Comes w/ Free Breakfast!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our room is perfect for solo travelers or couples looking for a comfortable and convenient place to stay equipped with a ...
From $262 per night (USD)VRBO
- From $259 per night (USD)
VRBO
Look No Further! With Free Breakfast, Outdoor Pool, Pets are Welcome!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our room is perfect for solo travelers or couples looking for a comfortable and convenient place to stay equipped with a ...
From $259 per night (USD)VRBO
- From $259 per night (USD)
VRBO
Best Spot For Your Next Trip! Pet-friendly Unit with Pool View, Free Breakfast!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our room is perfect for solo travelers or couples looking for a comfortable and convenient place to stay equipped with a ...
From $259 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Paradise ocean views in Marathon
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Forget your worries in this spacious and serene space located in paradise. Spectacular ocean view from your own balcony. ...
From $225 per night (USD)Expedia
- From $215 per night (USD)
VRBO
Saylor's Bay | House in Key Colony Beach with ocean views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Saylor's Bay Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $215 per night (USD)VRBO
- From $210 per night (USD)
VRBO
Carney's Reef 1B/1B Pool, Large Patio &Living Room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Bring the family and friends to this great Oceanview home with lots of room for fun. Located in a gated fishin ...
From $210 per night (USD)VRBO
- From $509 per night (USD)
VRBO
Cielo's Del Mar 2 - Pool/Dock/Beach Luxury in KCB
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Cielo's Del Mar 2 is a luxurious new construction duplex home located within walking distance of Key Colony's b ...
From $509 per night (USD)VRBO
- From $172 per night (USD)
VRBO
Florida Keys Condo, 200 per night
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Marathon Florida ,beautiful 2 bed 2 bath condo, right on water with oceanfront heated pool. Perfect for families King ...
From $172 per night (USD)VRBO
- From $394 per night (USD)
VRBO
TJ1 Beach, Pool, Kitchen, Sleep 6, HotTub, W&D, Dock, BBQ, WiFi, Parking, Tennis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is one of the “Tropical Island” villas (units #16 or #18) at Coco Plum Beach & Tennis Club & Marina. Only 120 steps ...
From $394 per night (USD)VRBO
- From $333 per night (USD)
Expedia
Indigo Reef #5 ~ Tarpon Terrace, 31' Slip, Kayaks Included!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Property Highlights: • Sleeps: 8 • Bedrooms: 3 • Bathrooms: 2.5 • Dock: 35' dock (boat length max is 31'), slip number ...
From $333 per night (USD)Expedia
- From $415 per night (USD)
VRBO
Private Pool! Luxury Waterfront Listing in Key Colony! Pet friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Beautiful Key Colony Beach duplex located on 7th St. Featuring a 3 bed 2 bath spacious 1440 sq ft living space and brand ...
From $415 per night (USD)VRBO
- From $530 per night (USD)
Expedia
Waterfront home with 60-foot dock & beautiful patio - walk to beach & golf
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Breezy Keys Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $530 per night (USD)Expedia
- From $320 per night (USD)
VRBO
Indigo Reef #48 ~ Pirates Cove
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Property Highlights: • Sleeps: 8 • Bedrooms: 3 • Bathrooms: 2.5 • Dock: 35' dock (boat length max is 31'), #50 slip num ...
From $320 per night (USD)VRBO
- From $1404 per night (USD)
Expedia
P04 - Spectacular 6 bedroom, 6 bath home is a rare beach front beauty with...
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Rare Direct Ocean Front with deep water dock! This spectacular 6 bedroom, 6 bath estate style home is a rare find ...
From $1404 per night (USD)Expedia
- From $561 per night (USD)
VRBO
Gone Coastal~ Expansive Waterfront Pool Home
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Newly updated tropical getaway | Marathon Florida Vacation Rental Gone Coastal Welcome to Gone Coastal, an exquisit ...
From $561 per night (USD)VRBO
- From $215 per night (USD)
VRBO
Ocean-View Key Colony Beach Condo w/ Pool Access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Find ‘Heavenly Paradise’ at this 2-bed, 2-bath vacation rental in Key Colony Beach! Nestled in Casa Clara, the condo boa ...
From $215 per night (USD)VRBO
- From $285 per night (USD)
VRBO
Beautiful Renovated Home in Marathon
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Cozy home centrally located in the heart of Marathon with a ton of parking space for a boat or RV... Stay at ease in thi ...
From $285 per night (USD)VRBO
- From $377 per night (USD)
Expedia
Clocked Out in Marathon
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the Keys with unparalleled sophistication! Introducing Clocked Outa remarkable townhouse-style condo offering ...
From $377 per night (USD)Expedia
- From $237 per night (USD)
VRBO
Gorgeous Ocean View Home!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
About this space Beautiful family friendly ocean view home centrally located in the heart of Marathon (only 10min from S ...
From $237 per night (USD)VRBO
- From $192 per night (USD)
Expedia
Ocean Isles #98~ Fishing Village, Community Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Ocean Isles #98 ~ Fishing Village Escape to Ocean Isles Fishing Village Homes in Marathon, FL for the ultimate Florida ...
From $192 per night (USD)Expedia
- From $619 per night (USD)
VRBO
FL Keys - Marathon, FL - 3bd and 4ba - salt water pool - boat dock - sleeps 8
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
A modern 3 bedroom / 4 full bathroom single family house with a pool and dock and spectacular water views! First level ...
From $619 per night (USD)VRBO
- From $146 per night (USD)
Expedia
Green Pineapple | Condo in Marathon with pool access
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Green Pineapple Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $146 per night (USD)Expedia
- From $211 per night (USD)
VRBO
Adorable Little Venice 1 Bedroom Cottage with dockage!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Adorable 1 bedroom half duplex in fabulous Little Venice! This cute little stunner has everything you could want for a K ...
From $211 per night (USD)VRBO
- From $607 per night (USD)
Expedia
P56 - Beautiful 6 bedroom/5 Bathroom Pool Home in
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
This gorgeous home is located in the very desirable Key Colony Beach! The entirety of this property was reconstructed i ...
From $607 per night (USD)Expedia
- From $162 per night (USD)
VRBO
Condo in Marathon with waterfront pool, patio, kayak & sundeck
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Mermaid's Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $162 per night (USD)VRBO
- From $558 per night (USD)
Expedia
Welcoming & Tropical Oceanfront 3bd/3bath Townhouse
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Sunny Oceanfront Bliss: Spacious 3-Bedroom Townhome KCP #8: Your Key Colony Beach Retreat Welcome to KCP #8, a beautiful ...
From $558 per night (USD)Expedia
- From $507 per night (USD)
VRBO
Sea Glass Dreams~ Waterfront Pool Home, Mini Golf, Game Room, 110' Dock
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Property Highlights • Sleeps: 12 • Bedrooms: 5 • Bathrooms: 4 • Parking: This property features 4+ parking spaces and a ...
From $507 per night (USD)VRBO
- From $644 per night (USD)
VRBO
One of the few detached Villa's at Coral Lagoon Resort & Marina.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful Villa is located in Coral Lagoon Resort & Marina. Coral Lagoon Resort & Marina features a heated, in gro ...
From $644 per night (USD)VRBO
- From $345 per night (USD)
VRBO
1st Fl Condo with a Private Sandy Beach on Atlantic Ocean & Pool - fully loaded!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
1st Floor Condo, Sea Isle Condos, Unit #15 Book your trips for spring and summer 2025 now! A perfect vacation in the F ...
From $345 per night (USD)VRBO
- From $271 per night (USD)
VRBO
Relax with Incredible Ocean and Sunset Views - Cabana Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Relax in this peaceful 2/2 with incredible ocean and sunset views! Welcome to Sunset Paradise! Not 1 but 2 spacious a ...
From $271 per night (USD)VRBO
- From $274 per night (USD)
VRBO
Newly built, two-story condo with ocean view, pool & prime Marathon location
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Ocean Isles #119 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $274 per night (USD)VRBO
- From $357 per night (USD)
Expedia
Paradise Pointe in Marathon
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Introducing Paradise Pointe ~ a contemporary two-bedroom, two-and-a-half-bathroom condo that combines modern comfort wit ...
From $357 per night (USD)Expedia
- From $318 per night (USD)
VRBO
Brand New '23 Canal Home - 3BR/3BA, Sleeps 8, with Pool, 50' Dock, & Cabana Club
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our brand new (SEPTEMBER 2023), thoughtfully curated Key Colony Beach canal front home! Each side of the dupl ...
From $318 per night (USD)VRBO
- From $279 per night (USD)
Expedia
Trip Around the Sun 2/2 + dockage & cabana club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Trip Around the Sun is the ultimate Florida Keys luxury destination! Drench yourself in morning sunlight and be envelop ...
From $279 per night (USD)Expedia
- From $371 per night (USD)
VRBO
Egret on the Beach Oceanfront Penthouse Condo with
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Egret on the Beach you too can see these birds on the beach! This condo in Key Colony Beach has Never Ending Ocean ...
From $371 per night (USD)VRBO
- From $495 per night (USD)
Expedia
Renovated 3BR 3BA, Tiki Hut, 37' Dock, Boat Trailer Parking, Cabana Club Memb.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Our newly completed addition makes this home a 3/3 with 37' dock, boat trailer parking and Cabana Club Membership. Our ...
From $495 per night (USD)Expedia
- From $371 per night (USD)
VRBO
P31 - 11785 5th Ave. Ocean
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Location! Location! Location! This 2 bedroom, 2 bath home is beautiful and boasts stunning open water views! ...
From $371 per night (USD)VRBO
- From $387 per night (USD)
Expedia
P08 - Beautiful 4 bedroom, 3 bathroom half Duplex
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This lovely two story half duplex in Key Colony Beach offers 4 bedrooms, 3 bathrooms and abundant living space on both l ...
From $387 per night (USD)Expedia
- From $305 per night (USD)
VRBO
Brand New '23 Canal Home - 3BR/3BA, Sleeps 8, with Pool, 50' Dock, & Cabana Club
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our brand new (SEPTEMBER 2023), thoughtfully curated Key Colony Beach canal front home! Each side of the dupl ...
From $305 per night (USD)VRBO
- From $222 per night (USD)
Expedia
Coral House: 2/2 Waterfront in KCB w/ King Beds\n\n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Dog-friendly canal-front home with waterfront patio, water views, king size beds, & a washer/dryer! Welcome to the hear ...
From $222 per night (USD)Expedia
- From $512 per night (USD)
VRBO
Oasis Canal-Front Home: Pool, Dock, BBQ, Wide Canal Boat Access, and more!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Oasis Florida Keys Welcome to our charming canal-front home, the perfect oasis for your next vacation getaway! Nestled i ...
From $512 per night (USD)VRBO
- From $429 per night (USD)
Expedia
Island Time : 3 BR, 2 BA Duplex in Key Colony Beach, Sleeps 7
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Escape to Island Time in Key Colony, where every moment feels like a dreamy getaway. This charming 3-bedroom, 2-bath oas ...
From $429 per night (USD)Expedia
- From $1018 per night (USD)
VRBO
2 story home w/ 7 bedrooms,4 baths, private pool, 60ft of dockage, ample parking
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 10
Welcome to the Key Colony Beach Palm Villa! This stunning 7 bedroom, 4 bathroom home is situated right on the canal, of ...
From $1018 per night (USD)VRBO
- From $234 per night (USD)
Expedia
Gated Oceanfront Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy your tropical getaway at this condo, within the gated, newly built, Ocean Isles Fishing Village, centrally located ...
From $234 per night (USD)Expedia
- From $244 per night (USD)
VRBO
Oceanfront Getaway in Marathon!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy your tropical getaway at this condo, within the gated, newly built, Ocean Isles Fishing Village, centrally located ...
From $244 per night (USD)VRBO
- From $206 per night (USD)
Expedia
Blue Serenity With Open Water and 28 Feet of Docka
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
If you are looking to get away from it all and experience the beauty and relaxation of the Florida Keys look no further ...
From $206 per night (USD)Expedia
- From $284 per night (USD)
VRBO
Oceanfront Private Beach in Key Colony Beach Florida Keys
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The view of the Atlantic Ocean is gorgeous. The private white sandy beach offers great snorkeling with abundant sea life ...
From $284 per night (USD)VRBO
- From $366 per night (USD)
Expedia
P36 - Charming and immaculate 2 Bedroom, 2 bathroo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Charming and immaculate 2 Bedroom, 2 bathroom stilted, half duplex offering deep-water dockage and private pool. Located ...
From $366 per night (USD)Expedia
- From $637 per night (USD)
VRBO
Pool, Spa, 50’ Dock, Game Room & Tiki Hut!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Sea You Soon Experience the ultimate “keezy” getaway at "Sea You Soon". This spacious 4-bedroom, 2-bath home offers tran ...
From $637 per night (USD)VRBO
- From $239 per night (USD)
Expedia
Oceanfront Gated Community / Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Oceanfront Luxury gated townhome community on seven acres. Resort amenities include large elevated pool with fabulous oc ...
From $239 per night (USD)Expedia
- From $449 per night (USD)
VRBO
Seaside charm w/heated pool and ocean view #35
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Step into a world of understated elegance in the Coco Plum area of Marathon, FL. Our newly renovated 1BR condo is an inv ...
From $449 per night (USD)VRBO
- From $221 per night (USD)
Expedia
Marlin Manor~ Waterfront Home 2min to Open Ocean!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Property Highlights: • Sleeps: 6 • Bedrooms: 2 • Bathrooms: 2 • Dock: 55' private dock with power & water, canal depth ...
From $221 per night (USD)Expedia
- From $506 per night (USD)
VRBO
Latitude 24! Cabana Club access, deep canal, jacuzzi, kayaks, ice machine.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
Latitude 24: Your Ultimate Waterfront Retreat Welcome to Latitude 24, an exclusive waterfront sanctuary in the heart of ...
From $506 per night (USD)VRBO
- From $356 per night (USD)
VRBO
Victoria's Hideaway in the Florida Keys, 3 Bedroom unit with views of the ocean!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Lovely Bonefish Yacht Club townhouse on the ocean inlet with beautiful views of the channel and the ocean beyond! A swim ...
From $356 per night (USD)VRBO
- From $282 per night (USD)
VRBO
Seashells Getaway - Boat Slip, Ramp, Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Seashells Getaway is located in the beautiful Marathon, Florida. It features all the comforts of home and it offers the ...
From $282 per night (USD)VRBO
- From $233 per night (USD)
Expedia
Dolphin Cove~ Charming Waterfront Townhome w Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Dolphin Cove at Bonefish Yacht Club Welcome to the Dolphin Cove! Located in the heart of the scenic Bonefish Yacht Club ...
From $233 per night (USD)Expedia
- From $195 per night (USD)
VRBO
Little Venice Family Affair 2 bedroom 1 bath One B
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cute as a button adorable Conch Cottage in the heart of Marathon, and only a block from the ocean. The ocean breeze is l ...
From $195 per night (USD)VRBO
- From $343 per night (USD)
VRBO
Escape To KCB Sunrise in Paradise! 2 Bdrm 2B.Ocean Front Condo! Private Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sea Isle Unit #11, Imagine waking up to this breathtaking view! Oceanfront Condo located only steps away from the priva ...
From $343 per night (USD)VRBO
- From $2138 per night (USD)
VRBO
Island getaway with panoramic view, pool, spa, beach and rooftop access!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
The Blue Horizon is a private, family-friendly serene Sanctuary getaway. Filled with natural light and a wrap around pat ...
From $2138 per night (USD)VRBO
- From $320 per night (USD)
Expedia
Tranquil Retreat ~ Waterfront Home, 37' Dock, Cabana Club!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Tranquil Retreat at Key Colony Beach This pet-friendly renovated Key Colony Beach home offers 4 comfortable bedrooms, 2 ...
From $320 per night (USD)Expedia
- From $326 per night (USD)
VRBO
Waterfront duplex with hot tub, pool, & beach access - W/D, balcony, and grill
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sea Pointe on the Canal Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $326 per night (USD)VRBO
- From $656 per night (USD)
Expedia
4 bedroom, canal front pool home in Key Colony Beach. Fishing, diving, golf.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
🌟 Escape to a 4-bed, 1800 sq. ft. waterfront haven! Nestled along a deep canal opening to the main waterway, instant ac ...
From $656 per night (USD)Expedia




































































































