
Curry Hammock State Park Rentals
- From $215 per night (USD)
VRBO
Castaway 2/2 w/ 50` Ft. Dock on the Atlantic
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
VACA-22-4197-night minimum, NO ExceptionsMax Occupancy: 5 (No Matter the age) Per the city of Marathon's rule.**Castaway ...
From $215 per night (USD)VRBO
- From $506 per night (USD)
Expedia
Compelling Canal Home with Pool & Large Dock on each side-Cabana Club Included
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
DUPLEX, THIS LISTING NUMBER IS 561552 OTHER SIDE LISTING IS 1275459. EACH SIDE HAS 4 BEDROOMS 3 BATHS, YOUR OWN POOL AND ...
From $506 per night (USD)Expedia
- From $612 per night (USD)
VRBO
Marathon Keys Coral Lagoon Unit 2 Waterfront Villa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
***A quick update regarding the property. The community has scheduled construction to begin on the seawall in our backya ...
From $612 per night (USD)VRBO
- From $704 per night (USD)
Expedia
W08 - New Luxury Property! Stunning Canal Front Pool Home - Sleeps 14
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Welcome to paradise! Escape to this luxurious 6 bedroom/6.5 bathroom home designed for VIP guests. Each bedroom i ...
From $704 per night (USD)Expedia
- From $273 per night (USD)
VRBO
Fishing Till Sunset 1bed/1bath Condo w/Pool & dock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Vaca-21-257Located on Coco Plum at the Coco Plum Terraces. Shared Pool and private dock. The adorable one bedroom one ba ...
From $273 per night (USD)VRBO
- From $357 per night (USD)
Expedia
P55 - Beautiful 3 bedroom, 3 bath home with private pool and hot tub.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This fabulous 3 bedroom, 3 bath, Gulf side home has been remodeled inside and out and the results are perfect! ...
From $357 per night (USD)Expedia
- From $287 per night (USD)
VRBO
P73 - Charming 4 bedroom duplex with deep water dockage and Cabana Club access.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful 4 Bedroom, 2 bathroom duplex in Key Colony Beach. Key Colony Beach is a small, friendly, walkable island with ...
From $287 per night (USD)VRBO
- From $282 per night (USD)
Expedia
Outstanding Oceanfront Condo On The Beach With A Pool!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Time to get away! Rent our newest addition! This newly renovated condo with a brand new, high-end, kitchen and updated b ...
From $282 per night (USD)Expedia
- From $282 per night (USD)
VRBO
Amazing Ocean View Condo on the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Create a memory that will last a lifetime! Rent this 2 bedroom, 2 bath condo with an outstanding View of the beach, pa ...
From $282 per night (USD)VRBO
- From $321 per night (USD)
Expedia
Waterfront House - 30' Dock & Pool at Cabana Club
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax in this 3-bedroom, 2-bathroom house in the prestigious Key Colony Beach. It is conveniently located near the end o ...
From $321 per night (USD)Expedia
- From $408 per night (USD)
VRBO
P13 - 3 Bedroom Home with Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A premier home in a premier location! This 3 bedroom, 2 bathroom home is one of a kind. An all ground level home boastin ...
From $408 per night (USD)VRBO
- From $410 per night (USD)
Expedia
Waterfront Dream Condo with Panoramic Views, Near Vaca Cut
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Turn off of Route 1, leave behind all the hubbub of life, while holding on to the infectious laid back, slower-paced atm ...
From $410 per night (USD)Expedia
- From $333 per night (USD)
VRBO
Second Floor Condo with Shared Pool, Shared Dock, Central AC, WiFi, and W/D
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gold Starfish Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $333 per night (USD)VRBO
- From $704 per night (USD)
Expedia
W07 - New Luxury Property! Breathtaking Canal Front Pool Home - Sleeps 14
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Welcome to paradise! Escape to this luxurious 6 bedroom/6.5 bathroom home designed for VIP guests. Each bedroom i ...
From $704 per night (USD)Expedia
- From $280 per night (USD)
VRBO
Waterfront Cottage: 60-ft. dock, Fish Station, free WiFI, 3 TVs & washer/dryer
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hook Line & Sunset Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $280 per night (USD)VRBO
- From $299 per night (USD)
Expedia
4YR New- 2bed 2bath, 37ft Dock, Cabana Club, Kayak & Bikes- UPDATED
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Duplex, 2 Bedrooms 2 baths w/Cabana Club Access and Private 37.5 ft Dock on 100 ft wide Canal with fish cleaning station ...
From $299 per night (USD)Expedia
- From $1355 per night (USD)
VRBO
Serenity in Marathon, FL
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Large, Luxurious, Open Water ViewEnjoy life at Serenity with unobstructed views of the Vaca Cut from this amazing home! ...
From $1355 per night (USD)VRBO
- From $346 per night (USD)
Expedia
\"Pelican's Perch\" - Gulf Front Condo, Fabulous Views, Heated Pool, Dock, Fishing
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Pelican's Perch is an upscale, luxury townhouse condo less than 16 yards from the water of the Gulf of Mexico. The cond ...
From $346 per night (USD)Expedia
- From $498 per night (USD)
VRBO
\"Private Pool\" Waterfront Home across from Golf Course KCB
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Casa Aquamarina II, A Peaceful Paradise Retreat! This beautiful 2 Bedroom, 2 Bath Plus spacious 2nd story loft, is the ...
From $498 per night (USD)VRBO
- From $1116 per night (USD)
Expedia
Luxury 5BR/7BA Waterfront Oasis | Private Pool, Dock & 5 Master Suites
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Step into the ideal island retreat at Super Grouper House – a 5-bedroom, 7-bath luxury vacation home in Marathon, Florid ...
From $1116 per night (USD)Expedia
- From $813 per night (USD)
VRBO
Modern Island Luxury | 4 En-Suite Masters, 6 BA, Pool, Dock & Outdoor Oasis
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Step into Snapper House and feel the stress melt away—an upscale, custom-built sanctuary designed for dream vacations on ...
From $813 per night (USD)VRBO
- From $259 per night (USD)
Expedia
P38 - Charming 1 bedroom, waterfront duplex with private hot tub. Cabana Club...
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This cute and cozy, all ground level 1 bedroom, 1 bath unit is perfect for the couple who loves comfort, quiet and the b ...
From $259 per night (USD)Expedia
- From $260 per night (USD)
VRBO
P37 - Charming 2 bedrooms duplex with Private Pool and Deep water dockage....
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Key Colony Delight! This 2 bedroom, 2 bath all ground level duplex in Key Colony Beach is absolutely delightful! Offerin ...
From $260 per night (USD)VRBO
- From $248 per night (USD)
Expedia
Super Comfy and modern with the extras!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 bedroom, 2 bathroom large house with game room, tall ceilings, lots of entertaining space and great dock. Comfy couch, ...
From $248 per night (USD)Expedia
- From $636 per night (USD)
VRBO
Manatee Oasis in Marathon
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This exceptional home has everything you need for a perfect Florida Keys getawayand soon, it's getting even better! Star ...
From $636 per night (USD)VRBO
- From $249 per night (USD)
Expedia
WATERFRONT!! Home w/ 37.5-ft dock, Cabana Club Membership!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Bright, Open Floor Plan with new floors & kitchen. East facing for sunny mornings and shady afternoons on the great scre ...
From $249 per night (USD)Expedia
- From $334 per night (USD)
VRBO
Beach Condo in Paradise
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful Ocean Beach and Pool view from deck. Relax in paradise where everything is steps away! Suntan on the white sa ...
From $334 per night (USD)VRBO
- From $364 per night (USD)
Expedia
Best 2/2 in KCB. Private Pool/Private Dock/Lush backyard/Tiki & Outdoor Bar.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Southern Comfort (SC1) – Key Colony Beach Located at 310 11th St. Key Colony Beach, FL *Perfect for boaters, ...
From $364 per night (USD)Expedia
- From $526 per night (USD)
VRBO
Quiet canal-front 3/3 Single-Family Home with Private Pool & Cabana Club Access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Blue Heron House. Enjoy and relax in our ground-level 3 bedroom / 3 bathroom private, single-family home whi ...
From $526 per night (USD)VRBO
- From $262 per night (USD)
Expedia
Easy Ocean Access House 30' Dock & Pool at Cabana Club
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our Beach House in the prestigious Key Colony Beach. 30 FT dock house in a 90 FT canal with easy access to th ...
From $262 per night (USD)Expedia
- From $539 per night (USD)
VRBO
Coral Lagoon #13: Pool, Water Views, off Vaca Cut with Gulf & Atlantic Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Coral Lagoon #13: Pool, Water Views, Located just off Vaca Cut with easy Gulf & Atlantic Access. ****Please note that t ...
From $539 per night (USD)VRBO
- From $580 per night (USD)
Expedia
P18 - Spectacular 4 bedroom home with dockage and
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This lovely 4 bedroom, 4 bath home is located in the highly desirable area of Key Colony Beach. - Maximum ...
From $580 per night (USD)Expedia
- From $1270 per night (USD)
VRBO
5 bedrooms, pool/spa heated, bikes, kayaks, game room, elevator, deep 75' dock.
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 12
Mediterranean-Style Paradise Retreat in Key Colony Beach Escape to luxury at this stunning Mediterranean-style waterfron ...
From $1270 per night (USD)VRBO
- From $1065 per night (USD)
Expedia
Waterfront, 100ft Dock, Kayaks, Bikes, Pool, Hot Tub, Basketball & Pickleball
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
WELCOME TO COCO PLUM ON THE BAY - MARATHON, FLORIDA KEYS Welcome to Coco Plum on the Bay, your private waterfront retre ...
From $1065 per night (USD)Expedia
- From $704 per night (USD)
VRBO
W09 - New Luxury Property! Breathtaking Canal Front Pool Home - Sleeps 14
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Welcome to paradise! Escape to this luxurious 6 bedroom/6.5 bathroom home designed for VIP guests. Each bedroom i ...
From $704 per night (USD)VRBO
- From $252 per night (USD)
Expedia
This Oceanfront Resort HAS IT ALL!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fantastic 2 bedroom, 2 bath condo resort. Enjoy the breathtaking view of the Atlantic Ocean from the patio just steps fr ...
From $252 per night (USD)Expedia
- From $349 per night (USD)
VRBO
Mermaid Magic in Key Colony Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful ground level spacious 3 bedroom 3 bathroom duplex. Updated kitchen with gorgeous wood cabinets and stainless a ...
From $349 per night (USD)VRBO
- From $272 per night (USD)
Expedia
Beachy getaway with pool, water views, furnished patio, & dock access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
R & R Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $272 per night (USD)Expedia
- From $758 per night (USD)
VRBO
Swept Away in Marathon
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
"Swept Away," an exquisite and newly crafted luxury single-family residence boasting three bedrooms and two bathrooms. T ...
From $758 per night (USD)VRBO
- From $684 per night (USD)
Expedia
Discount to Jan 31! 4/4! Private Pool, Paddleboards & Lots of Great Amenities!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
WE ARE OFFERING A 5% DISCOUNT THROUGH JANUARY 31ST! IT IS AUTOMATICALLY FIGURED INTO THE QUOTE! The Blue Turtle Villa, ...
From $684 per night (USD)Expedia
- From $575 per night (USD)
VRBO
Waterfront luxury Villa (14) with spectacular sunset views and boat slip
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This spacious 3BD, 2.5BA Villa is the perfect blend of comfort and coastal charm. Each bedroom features its own televisi ...
From $575 per night (USD)VRBO
- From $484 per night (USD)
Expedia
Rx: Paradise in Marathon
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Indulge in the mesmerizing beauty of colorful sunsets during your vacation in this recently renovated property! Unwind o ...
From $484 per night (USD)Expedia
- From $570 per night (USD)
VRBO
SPECTACULAR Indigo Reef Waterfront Home #41 - Marathon, Florida
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Indigo Reef #41 is the BEST KEPT SECRET in the Florida Keys!! This home is spectacular in every sense of the word and no ...
From $570 per night (USD)VRBO
- From $218 per night (USD)
Expedia
Waterfront home with gorgeous patio, WiFi, gas grill, & great location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Key Colony Beach Waterfront Villa Our calendar is updated in real-time & our nightly rates are accurately displayed. Si ...
From $218 per night (USD)Expedia
- From $452 per night (USD)
VRBO
Waterfront Half-Duplex with 30-Ft. Dock, Sitting Pool, and Private Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Fantastic Fifth Street Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $452 per night (USD)VRBO
- From $273 per night (USD)
Expedia
Waterfront home with 24-foot dock, shared pool, & beach access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Key Lime on Fifth Street Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $273 per night (USD)Expedia
- From $263 per night (USD)
VRBO
Dog-Friendly Home with 60-Ft. Dock and Access to Cabana Club and Shared Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Downhome Cabin by the Canal Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...
From $263 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Waterfront Home with 35-Foot Dock and Access to Private Beach and Shared Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Ninth Street Utopia Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $350 per night (USD)Expedia
- From $339 per night (USD)
VRBO
Waterfront home with 35-ft dock & access to Cabana Club pool & beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Canal-side Charisma Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $339 per night (USD)VRBO
- From $458 per night (USD)
Expedia
Waterfront luxury Villa (30) with sunset views and boat slip
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This spacious 3BD, 2.5BA Villa is the perfect blend of comfort and coastal charm. Each bedroom features its own televisi ...
From $458 per night (USD)Expedia
- From $312 per night (USD)
VRBO
Latitude Adjustment in Key Colony Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Latitude Adjustment is a ground-level, updated half duplex featuring 2 bedrooms and 2 bathrooms. The master bedroom offe ...
From $312 per night (USD)VRBO
- From $435 per night (USD)
Expedia
P03 - Charming 4 bedroom home with pool and dock.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This beautiful home is located in the quiet and very desirable Coco Plum neighborhood, a few minutes' walk to the beach. ...
From $435 per night (USD)Expedia
- From $234 per night (USD)
VRBO
P41 - Beach Front condo with 2 bedrooms, 2 bath, pool and tennis courts!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Condo overlooking the natural beach of Coco Plum. This 2 bedroom, 2 bath congo unit offers 1,280 sq feet of living space ...
From $234 per night (USD)VRBO
- From $456 per night (USD)
Expedia
P27 - Private Beach Access! Pool home with everyth
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful 3 bedroom, 2 bath home located in the very desirable Key Colony Beach, boasts a large open floor plan, pr ...
From $456 per night (USD)Expedia
- From $250 per night (USD)
VRBO
P29 - Charming 3 bedroom 2 bath duplex with deep water dockage and Cabana...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Key Colony at its most charming! This 3 bedroom, 2 bathroom, half duplex is located in the heart of Marathon in Key Colo ...
From $250 per night (USD)VRBO
- From $384 per night (USD)
Expedia
P67 - New Construction 3 bedroom 4 bath with priva
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
This lovely two story duplex offers 3 bedroom, 4 bathrooms and abundant living space on both levels. The lower level off ...
From $384 per night (USD)Expedia
- From $330 per night (USD)
VRBO
P22 - Updated 3 bedroom 2 bath duplex with private
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This lovely 3 bedroom, 2 bath home located on Sixth Street (The Causeway) and boasts a private fenced yard and private h ...
From $330 per night (USD)VRBO
- From $284 per night (USD)
Expedia
P17 - Charming 3 Bedroom 2 Bath Duplex With Private Pool And Deep Water...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Paradise found in the tropical city of Key Colony Beach! This all ground level home has ease of access inside and out, b ...
From $284 per night (USD)Expedia
- From $317 per night (USD)
VRBO
P42 - Gulf Front condo with 3 bedrooms 2.5 baths, pool and dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the beautiful gated community of Indigo Reef! This 3 bedroom, 2 1/2 bath townhouse boasts plent ...
From $317 per night (USD)VRBO
- From $356 per night (USD)
Expedia
P62 - 3 Bedroom 2 bath, private pool and beach mem
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful duplex in Key Colony Beach with private fenced yard and private heat optional pool. Three bedroom, two bath ho ...
From $356 per night (USD)Expedia
- From $442 per night (USD)
VRBO
P34 - Beautiful 4 bedroom 2 bath, single family home with private pool and...
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful and spacious 4 bedroom, 2 bathroom, private pool home in the desirable Key Colony Beach neighborhood located n ...
From $442 per night (USD)VRBO
- From $792 per night (USD)
Expedia
P05 - 5 bedroom Ocean Front home with Private pool and deep water dockage.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This custom designed Mediterranean style home is nothing less than exquisite! Located in very desirable Key Colony Beach ...
From $792 per night (USD)Expedia
- From $561 per night (USD)
VRBO
P28 - Luxury 4 bedroom, single family home with po
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This all ground level 4 bedroom, 3 bath, single family home is located in desirable Key Colony Beach. This home offers a ...
From $561 per night (USD)VRBO
- From $261 per night (USD)
Expedia
P21 - Charming 3 bedroom 3.5 bath duplex in Key Colony. Offers deep water...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful 3 bedroom, 3.5 bath duplex is located in Key Colony Beach. This home comes with access to The Cabana Club ...
From $261 per night (USD)Expedia
- From $287 per night (USD)
VRBO
P72 - Charming 4 bedroom, 2 bath duplex with deep water dockage and Cabana...
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful 4 Bedroom, 2 bathroom duplex in Key Colony Beach. Key Colony Beach is a small, friendly, walkable island with ...
From $287 per night (USD)VRBO
- From $272 per night (USD)
Expedia
P64 - Spacious 3 bedroom duplex in Key Colony with dockage and Cabana Club...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful duplex home in Key Colony Beach. Key Colony Beach is a small, friendly, walkable island with easy access to lo ...
From $272 per night (USD)Expedia
- From $654 per night (USD)
VRBO
A Taste of Vitamin Sea
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
STR21-000361Welcome to A Taste of Vitamin Sea Your Key Colony Beach Escape! Discover the best of the Florida Keys at th ...
From $654 per night (USD)VRBO
- From $205 per night (USD)
Expedia
KCB-access Private Cabana Club, Dock on Canal, PET Friendly, Pickle ball courts
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
water front home is located on 100 foot wide canal with your own 30 feet of Free dockage. We are pet friendly. Furnished ...
From $205 per night (USD)Expedia
- From $311 per night (USD)
VRBO
Canal-front home remodeled for HGTV with private swimming pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
La Pirata Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $311 per night (USD)VRBO
- From $301 per night (USD)
Expedia
Doc's Holiday in Key Colony Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This half dupex in Key Colony Beach is situated on the East side of the island, just a short stroll away from the Cabana ...
From $301 per night (USD)Expedia
- From $239 per night (USD)
VRBO
One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience Paradise at One of the Best Private Beaches! Let me assist you in finding the best and most affordable fligh ...
From $239 per night (USD)VRBO
- From $608 per night (USD)
Expedia
Waterfront luxury Villa (43) with spectacular sunset views and boat slip
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This beautifully remodeled, spacious 3BD, 2.5BA Villa is the perfect blend of comfort and coastal charm. Each bedroom fe ...
From $608 per night (USD)Expedia
- From $485 per night (USD)
VRBO
Waterfront luxury Villa (34) with sunset views and boat slip
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This spacious 3BD, 2.5BA Villa is the perfect blend of comfort and coastal charm. Each bedroom features its own televisi ...
From $485 per night (USD)VRBO
- From $229 per night (USD)
Expedia
Huge Oct savings! Sea-Esta! condo, Beach, Pool, Key Colony Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sea-Esta is located on the Atlantic Ocean with a private white sandy beach. If the ocean isn’t calling you, Sea-Esta by ...
From $229 per night (USD)Expedia
- From $290 per night (USD)
VRBO
Lazy Tortuga in Key Colony Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Lazy Tortuga is a ground level luxurious half duplex! This property features 2 bedrooms and 2 bathrooms. The master bedr ...
From $290 per night (USD)VRBO
- From $1116 per night (USD)
Expedia
Pirate Point, Luxe 5BR Escape w/ Pool, Tiki, & Dock Minutes from the Beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Pirate Point – your private slice of paradise. Tucked away at the end of a peaceful canal street on lush, lan ...
From $1116 per night (USD)Expedia
- From $575 per night (USD)
VRBO
Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
** The Marina is repairing all of the canal boat slips currently BUT you can reserve a slip at the marina right there fo ...
From $575 per night (USD)VRBO
- From $268 per night (USD)
Expedia
P23 - New 3 bedroom 2 bath duplex with private pool and deep water dockage.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This all ground level home boasts ease of access inside and out, with an open floor plan and a large, fully equipped kit ...
From $268 per night (USD)Expedia
- From $519 per night (USD)
VRBO
Waterfront luxury Villa (29) with sunset views and boat slip
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This spacious 3BD, 2.5BA Villa is the perfect blend of comfort and coastal charm. Each bedroom features its own televisi ...
From $519 per night (USD)VRBO
- From $257 per night (USD)
Expedia
Canal front getaway w/ water view & access to the Cabana Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A Wave From It All Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $257 per night (USD)Expedia
- From $606 per night (USD)
VRBO
Fall Waterfront Getaway with Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our beautiful 4bdrm/ 3 full bath waterfront home. Relax and relish the tropical waters that surround you in p ...
From $606 per night (USD)VRBO
- From $1004 per night (USD)
Expedia
Exquisite Key Colony Beach Retreat- 420/430 11th Street KCB
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Have you been dreaming of a sun-soaked Florida Keys getaway with ample space for your whole family? Turn those dreams in ...
From $1004 per night (USD)Expedia
- From $413 per night (USD)
VRBO
Waterfront luxury Villa (59) with sunset views and boat slip
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This recently renovated and spacious 3BD, 2.5BA Villa is the perfect blend of comfort and coastal charm. Each bedroom fe ...
From $413 per night (USD)VRBO
- From $348 per night (USD)
Expedia
A Cut Above in Key Colony Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
WELCOME TO A CUT ABOVE- A 5 STAR PROPERTY THAT LIVES UP TO ITS NAME! **** CHECK OUT OUR UPDATED RATES!! ...
From $348 per night (USD)Expedia
- From $570 per night (USD)
VRBO
5 Seas Retreat 4 bed 2 bath dock, pool, Sandy Beac
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Sandy Beach a Rarety for the Keys. Gorgeous open water sunset views await you at this fully furnished tropical waterfron ...
From $570 per night (USD)VRBO
- From $821 per night (USD)
Expedia
Waterfront home with Cabana Club access, private pool, spa, & dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Casa de Rosa Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $821 per night (USD)Expedia
- From $408 per night (USD)
VRBO
CLEAR water views @Tiki haven! Quick ocean access, Pool, HotTub, FUN! FREE ICE!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VIEWS to live for!! Book this 2 bed 2 baths side for the family or TAKE the entire Duplex & book the 1 bed 1 bath (Pro ...
From $408 per night (USD)VRBO
- From $504 per night (USD)
Expedia
Vaca Cove unit A Shore Thang 4 Bedrooms 3 Baths, P
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
VACA-23-193Shore Thang: A Waterfront Paradise with Boating, Fishing & Luxury LivingWelcome to Shore Thang, a stunning va ...
From $504 per night (USD)Expedia
- From $425 per night (USD)
VRBO
Vaca Cove unit D Sunset Pointe 4 Bed 3 Baths, Salt
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
VACA-23-232Vaca Cove: Your Private Waterfront Oasis in the Florida KeysWelcome to Vaca Cove, a serene retreat located in ...
From $425 per night (USD)VRBO
- From $477 per night (USD)
Expedia
Vaca Cove B Sea Forever 4 Bed 3 Baths, Saltwater P
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
VACA-22-360Built in 2016, this rental offers beautiful Bonefish Bay views and private boat access. This home features a ...
From $477 per night (USD)Expedia
- From $311 per night (USD)
VRBO
Open Water Paradise 2/2 Half Duplex in Key Colony Beach at Marathon, FL
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Open Water Paradise in the Keys. Ocean living at its Best! Nestled along Bonefish Bay, Open Water Paradise ...
From $311 per night (USD)VRBO
- From $455 per night (USD)
Expedia
Vaca Cove G Life's a Marathon 4 Bed 3 Baths, Salt
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
VACA-23-193Welcome to Vaca Cove, a secluded paradise nestled in the heart of Shelter Bay, where tranquility and luxury m ...
From $455 per night (USD)Expedia
- From $258 per night (USD)
VRBO
Waterfront Home w/ Private Dock, Outdoor Shower & Home Office - Dog-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Casa Palmera Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $258 per night (USD)VRBO
- From $398 per night (USD)
Expedia
KEY COLONY BEACH Island Paradise! 80FT DOCK. 331
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
KEYS BEST SECRET ISLAND. HAS EVERYTHING YOU NEED TO RELAX. 5 STAR RESTAURANTS, BARS, CAFE’S, MARINA, POST OFFICE, BOUT ...
From $398 per night (USD)Expedia
- From $836 per night (USD)
VRBO
Private Keys Retreat: Waterfront, Pool, Tiki Bar & 5-Bay Dock
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
🐠 Fish Camp – Private Keys Oasis | Pool, Tiki Bar, 5-Bay Dock Welcome to Fish Camp – your private, gated slice of parad ...
From $836 per night (USD)VRBO
- From $320 per night (USD)
Expedia
Private Tropical Beach White Sand-No Stairs-King Bed-Heated Pool- Superfast WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Step outside your door and onto your private white sandy tropical beach—no stairs, no crowds, just the sound of the wave ...
From $320 per night (USD)Expedia
- From $323 per night (USD)
VRBO
Dog-friendly waterfront home with dock, pool, gas grill, & beach access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ninth Street Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $323 per night (USD)VRBO
- From $282 per night (USD)
VRBO
Gulf Pointe Paradise II
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gulf Pointe Paradise is a serene townhouse that boasts a deck offering breathtaking views of the Gulf of Mexico. Dockage ...
From $282 per night (USD)VRBO
- From $539 per night (USD)
VRBO
The Veranda House: 4 BR, 3 BA House in Key Colony Beach, Sleeps 10
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This Key West-style home boasts open-air balconies that encircle the tropical residence, offering picturesque views of t ...
From $539 per night (USD)VRBO
- From $1062 per night (USD)
VRBO
Water views... Sleeps 10, WI-FI, Waterfront, Quick Ocean access!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This amazing waterfront home presents a true entertainment oasis. This Key Colony gem provides endless fun in the sun. ...
From $1062 per night (USD)VRBO




































































































