Marathon Rentals
From $3689 per night (USD)VRBO
Luxe Waterfront Retreat-2 Pools-Beach-Spa-Dock-Bar
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 16
Come experience The Retreat for yourself... and see why our guests return year after year! Book now and start counting d ...
From $3689 per night (USD)VRBO
From $623 per night (USD)VRBO
Beautiful Canal front w/ dock - private pool -4/3~walk to beach~Outdoor smart tv
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Luxurious 4 bedroom 3 bath canal front home with private dock and pool!! Professionally decorated!!! walking distance t ...
From $623 per night (USD)VRBO
From $643 per night (USD)VRBO
New 4/3 Private Single Family - 2 min to ocean, kayaks, paddleboards, bicycles
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Blue Treasure at Sombrero Beach is a 2020 built single-family home on a large lot within walking distance to the beautif ...
From $643 per night (USD)VRBO
From $449 per night (USD)VRBO
Pool! Quick Access via Vaca Cut! Dockage, Outdoor Space, Tons of Parking!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Lovely 3 bedroom, 2 bath pool home located on the gulf-side in Marathon. Very nicely updated and furnished with tile flo ...
From $449 per night (USD)VRBO
From $500 per night (USD)VRBO
Waterfront Private Home w/Pool-Family&Pet Friendly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Welcome to Casa Pina! Located right in the heart of Marathon. Enjoy your trip to the keys in this stunning cus ...
From $500 per night (USD)VRBO
From $573 per night (USD)VRBO
The Gulf Vista Pool Home, enjoy the beautiful views, lovely pool and dock!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Gulf Vista, a lovely 3 bedroom, 2 bath single family home on a protected cove looking out at the Gulf of Mexico for beau ...
From $573 per night (USD)VRBO
From $219 per night (USD)VRBO
Skipjack Resort & Marina
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
A marina, an outdoor pool, and a restaurant are available at this aparthotel. Self parking is free. Additionally, a fitn ...
From $219 per night (USD)VRBO
From $515 per night (USD)Expedia
P00 - 4 Bedroom Pool Home overlooking Sombrero Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This beautiful 4 bedroom, 4 bath family home is located in the very desirable area of Sombrero Beach and is directly acr ...
From $515 per night (USD)Expedia
From $367 per night (USD)VRBO
P49 - Charming 2 bedroom, single family home just a short walk to the beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This charming all ground level, 2 bedroom, 2 bath home is walking distance to Sombrero Beach. This truly makes you feel ...
From $367 per night (USD)VRBO
From $508 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 $508 per night (USD)Expedia
From $352 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 condo unit offers 1,280 sq feet of living space ...
From $352 per night (USD)VRBO
From $456 per night (USD)Expedia
P78 - Charming 3 bedroom 2 bath home in Sombrero Beach with dock and pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This 3 bedroom, 2 bath single family home is ideally located in the heart of Sombrero Beach and is an easy 7 minute walk ...
From $456 per night (USD)Expedia
From $656 per night (USD)VRBO
P02 - 5 bed, 3.5 bath home with large private pool in Sombrero Beach!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This 5 bedroom, 3-1/2 bath home is located in the Sombrero Beach neighborhood! Beautiful hardwood floors, tall ceilings, ...
From $656 per night (USD)VRBO
From $859 per night (USD)Expedia
Outstanding pool and outdoor area 5 minute walk to beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Large 3 bedroom. Plenty of room for boat trailer and parking. Third floor master king bed w/65" flat screen and large s ...
From $859 per night (USD)Expedia
From $471 per night (USD)VRBO
P43 - Spacious 3 bedroom 3 bath home with Pool in the Sombrero Beach Area
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This tropical pool home offers everything you need for a perfect Florida Keys vacation! This home has been completely up ...
From $471 per night (USD)VRBO
From $801 per night (USD)Expedia
Swept Away – 3BR/2BA Keys Retreat with Pool, Dock & Stunning Open Water Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Swept Away, an exquisite and newly crafted luxury single-family residence boasting three bedrooms and two bathrooms. Thi ...
From $801 per night (USD)Expedia
From $586 per night (USD)VRBO
Fisherman's dream!!, Privacy, Heated Pool,Hot Tub, 50' Dockage, Tiki, pets ok,
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
copy and paste following URL link for a virtual tour of the property........with 360 walk around of the property... ...
From $586 per night (USD)VRBO
From $407 per night (USD)Expedia
Casa Tranquilo ~ Waterfront Pool Home, 80' Dock
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Looking for the perfect vacation home? You`ve come to the right place because Casa Tranquilo, is a Home away from Home. ...
From $407 per night (USD)Expedia
From $416 per night (USD)VRBO
Stay in our amazing 4 BR 2BA home, Pool and Hot Tub, Oceanside canal, Kayak
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Come on and book your vacation at Manatee Cove in Marathon, the heart of the Florida Keys! In addition to your private p ...
From $416 per night (USD)VRBO
From $540 per night (USD)Expedia
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 $540 per night (USD)Expedia
From $1029 per night (USD)VRBO
Waterfront Private Home-7 BR, 6 Full BA, Pool, 80' Dock, Parking, Screened Porch
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 16
Welcome to 'Sombrero Sunset House' located in the heart of Sombrero Beach in Marathon, Florida! This prime waterfront ...
From $1029 per night (USD)VRBO
From $718 per night (USD)Expedia
Oceanfront 4 bedroom, 3 Bath House, Private Pool and Deep Water Concrete Dock!!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Wow! Mesmerizing views, outstanding location, directly on the Atlantic Ocean, so close to the Ocean that you can practic ...
From $718 per night (USD)Expedia
From $1128 per night (USD)VRBO
Ocean's Paradise is an exquisite 4-bedroom, 3-bathroom retreat nestled within the sought-after enclave of Sombrero Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Ocean's Paradise is an exquisite 4-bedroom, 3-bathroom retreat nestled within the sought-after enclave of Sombrero Beach ...
From $1128 per night (USD)VRBO
From $670 per night (USD)Expedia
Beautiful 4 Bedroom/3 Bath Home w/Private Pool,40 ft. Dock near Sombrero Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
New 4 Bedroom/3 Bath Family Home with private pool and 40ft dock near Sombrero Beach, shopping & dining! This spacious ...
From $670 per night (USD)Expedia
From $724 per night (USD)VRBO
Coconut Sunsets Open Water Views, Ice, Pool, Spa 100 ft dockage, Putting Green
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Private Gulfside Property with quiet end of the road location, on a protected lagoon plus open water views! 3 Bedrooms ...
From $724 per night (USD)VRBO
From $1035 per night (USD)Expedia
“RENOVATED Gorgeous House with ocean views from balconies, with Hot Tub & Pool”
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
City of Marathon license VACA-20-1026 VRBO property ID # 970138 Gorgeous 4 bedrooms, 4 full bath house plus 1/2 bath lo ...
From $1035 per night (USD)Expedia
From $391 per night (USD)VRBO
Waterfront Sunway Lagoon *Huge Private Dock*
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
<p>Welcome to Marathon, home of the best fishing town in the Middle Keys. This home has an incredible 120ft boat dockage ...
From $391 per night (USD)VRBO
From $391 per night (USD)Expedia
Stunning & Welcoming Pool Home on Canal
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to your dream getaway in the Florida Keys! This spacious 4-bedroom, 3-bathroom waterfront home is designed for r ...
From $391 per night (USD)Expedia
From $452 per night (USD)VRBO
Angler's Retreat updated 3-bedroom, 2-bath home just minutes from Sombrero Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the Florida Keys in this beautifully updated 3-bedroom, 2-bath home just minutes from Sombrero Beach! The fully eq ...
From $452 per night (USD)VRBO
From $282 per night (USD)Expedia
Gorgeous 3/2 SFH brand-new pool & spa,30ft dockage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
We welcome you to our piece of paradise in the heart of the Florida Keys! This ground level, SFH with a brand new pool & ...
From $282 per night (USD)Expedia
From $496 per night (USD)VRBO
Salty Anglers: Waterfront Heated Pool, Dock & Walk to Sombrero Beach in Marathon
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Salty Anglers: Waterfront Retreat with Heated Pool, Dock & Walk to Sombrero Beach Welcome to Salty Anglers, your privat ...
From $496 per night (USD)VRBO
From $930 per night (USD)VRBO
Pelican Pass on the Gulf of Mexico, Fabulous Gulf Front Estate, Stunning Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Fabulous location on the Gulf of Mexico, stunning sunset color and beautiful sky now offers a brand-new dock, from the g ...
From $930 per night (USD)VRBO
From $548 per night (USD)VRBO
Sombrero Island Breeze 4BD Pool Paradise (M#9)
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Indulge in five-star waterfront luxury at this stunning 4BR, 3BA retreat in one of the Keys' most unique island communit ...
From $548 per night (USD)VRBO
From $502 per night (USD)Expedia
Waterfront, oceanview renovated pvt. 3 bedroom, 3.5 bath with pool and dockage.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
We would love for you to come visit our renovated Florida Keys home! We are so happy with the way it has turned out. It ...
From $502 per night (USD)Expedia
From $1167 per night (USD)VRBO
Sombrero Beach house with private dock and pool
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 8
Casa MarBella @ Sombrero Beach offers plenty of indoor and outdoor space. Enjoy our beautiful pool with flowing waterfal ...
From $1167 per night (USD)VRBO
From $532 per night (USD)Expedia
Canal-Front Oasis with Pool & Dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Waterfront 4BR/3BA duplex in Marathon, just a 2 minute walk to Sombrero Beach! Perfect for families, this home features ...
From $532 per night (USD)Expedia
From $354 per night (USD)VRBO
Cozy Home!!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Newly renovated half duplex on a quiet street in Marathon. Conveniently located in the heart of Marathon, on a canal jus ...
From $354 per night (USD)VRBO
From $337 per night (USD)Expedia
Vibrant Family Condo with Pool & Ocean Panorama U3
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Enjoy vibrant living at our 2-bedroom Colourful Keys Condo, where fun meets relaxation. Boasting pool and ocea ...
From $337 per night (USD)Expedia
From $633 per night (USD)VRBO
P82 - Sombrero Beach - 4 bedroom pool home with dock and private ramp.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sombrero Beach Sea-clusion awaits our guests! Get ready to create great vacation memories! This spacious 4-bedroom, 3 a ...
From $633 per night (USD)VRBO
From $486 per night (USD)Expedia
Reel Paradise I - 2bed/2bath half duplex with private pool & dockage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Reel Paradise 1, a charming 2-bedroom, 2-bath half duplex designed for the perfect Florida Keys getaway. This ...
From $486 per night (USD)Expedia
From $853 per night (USD)VRBO
P87 - Modern 4 bedroom, 4 bath home on open water in Sombrero Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Stunning views with premier Sombrero Beach location sets this home apart from all others! This ocean front home is spect ...
From $853 per night (USD)VRBO
From $367 per night (USD)VRBO
Direct Gulffront Views, Boat/Fishing Dock, Sunsets, Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2/2.5 Condo Unit, Direct Gulffront views - Wrap-around balconies Osprey Point at Gulfpointe II is a wonderful vacation ...
From $367 per night (USD)VRBO
From $304 per night (USD)VRBO
UPDATED, 4 BIKES 2 KAYAKS, WALK TO SOMBRERO BEACH!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
4 Bikes 2 Kayaks Hot Tub Covered Outdoor Space 37 Ft of Dockage Fresh Interior Well-Equipped Kitchen Quick Walk to Somb ...
From $304 per night (USD)VRBO
From $451 per night (USD)Expedia
Book any day of the week! ELEVATOR~TIKI BAR~BOAT SLIP! MOON DECK/POOL~GULF FRONT
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Have you ever gotten to your vacation rental and said to yourself, man I wish we had rented THAT place over there! Well ...
From $451 per night (USD)Expedia
From $284 per night (USD)VRBO
BYOB -boat-Completely renovated, private ramp, boat slip, heated pool and more!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Are you ready to Seas the Day? 30 steps to the water and heated pool, this completely renovated 2/2 condo is ready for ...
From $284 per night (USD)VRBO
From $298 per night (USD)Expedia
Changes in Latitude
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Come relax at Changes in Latitude, a quiet townhouse overlooking the Gulf. Changes in Latitude is a quiet town ...
From $298 per night (USD)Expedia
From $948 per night (USD)VRBO
Tropical Oasis Unit #2 - Left
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Looking for the perfect home for your next Florida Keys vacation? Our Waterfront home with over 30 feet of dock space is ...
From $948 per night (USD)VRBO
From $544 per night (USD)VRBO
Waterfront! Why rent on a canal when you can be on Bonefish Bay.Newly Remodeled
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
NOTICE: WE DO NOT RENT OUTSIDE OF VRBO. IF YOU GET AN UNSOLICITED EMAIL ABOUT THIS PROPERTY, IT IS A SCAM. WE DO NOT ADV ...
From $544 per night (USD)VRBO
From $535 per night (USD)VRBO
Waterfront luxury Villa (19) with sunset views and boat slip
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This renovated spacious 3BD, 2.5BA Villa is the perfect blend of comfort and coastal charm. Each bedroom features its ow ...
From $535 per night (USD)VRBO
From $1125 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 $1125 per night (USD)Expedia
From $187 per night (USD)VRBO
Ocean View & Canal Access Home with Jacuzzi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A beautifully decorated home situated perfectly to enjoy an endless ocean view can be your own private paradise. This se ...
From $187 per night (USD)VRBO
From $627 per night (USD)Expedia
Canal Front with 30' Dock! Tiki Hut with TV, Bikes, Kayaks, Paddleboards, Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
DOCKSIDE RETREAT is a 4 bedroom 3 bath canal front home that has a private pool, private dock, fish cleaning station, wi ...
From $627 per night (USD)Expedia
From $263 per night (USD)VRBO
Waterfront Marathon FL Keys Home w/ Private Dock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Swap winter for spring break vibes at Sea La Vie, a 2BR, 1BA Marathon half-duplex! Just minutes from beaches, ...
From $263 per night (USD)VRBO
From $783 per night (USD)Expedia
Beautiful 4 Bedroom, 3 Bath, Spacious Pool/SPA Home with 200' wide Canal.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Casa del Cielo. Enjoy breathtaking views of the Gulf and Ocean from this beautiful canal front home. Bring y ...
From $783 per night (USD)Expedia
From $382 per night (USD)VRBO
Resort Condo with Marina Views, Pool, Tiki, Breakfast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
THE DAPPER DOLPHIN, an updated coastal-themed 1-bedroom, 1-bathroom condo, is the perfect getaway, accommodating up to 4 ...
From $382 per night (USD)VRBO
From $948 per night (USD)Expedia
Waterfront Home w/ Private Pool, Dock, Bikes, Kayak, Paddleboards... and so much more!!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Looking for the perfect home for your next Florida Keys vacation? Our Waterfront home with over 30 feet of dock space is ...
From $948 per night (USD)Expedia
From $438 per night (USD)VRBO
Marathon 2BR Home | Pool, Hot Tub & Private Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Escape the winter chill at Casa Carrera, a 2BR, 2BA Florida Keys home with a gourmet kitchen, spacious living ...
From $438 per night (USD)VRBO
From $297 per night (USD)Expedia
M18 - Spacious 3 bedroom, 2 bath Gulf side condo!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious 3 bedroom, 2 bathroom, second floor condo, with split floor plan. Large screened wrap around porc ...
From $297 per night (USD)Expedia
From $447 per night (USD)VRBO
Tropical Retreat in the Heart of the Keys
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Boozy Flamingo: Your Private Dream Getaway located in Marathon, FL- the heart of the Florida Keys. Escape ...
From $447 per night (USD)VRBO
From $865 per night (USD)Expedia
Sunset Colors on Vaca Cut! Private Pool, Boat Slip, Kayak, Paddleboards & Games!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Sailfish Villa, unit #6, is a brand new gorgeous, professionally decorated 5 bedroom 4 bath Villa with open water views ...
From $865 per night (USD)Expedia
From $545 per night (USD)VRBO
Key Lime Villa #42 Indigo Reef | Boat Slip + Sunset
- 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 $545 per night (USD)VRBO
From $1377 per night (USD)VRBO
Sombrero Beach Exclusive Palace- Big Pool, 185 foot dock, many outdoor amenities
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Exclusive Sombrero Beach vacation retreat is located just up the street from one of the best beaches in the Florida Keys ...
From $1377 per night (USD)VRBO
From $304 per night (USD)VRBO
Updated 2/2 Condo on the Ocean with Private Beach and Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Coco Plum Beach Condo, 2 Bedrooms + Sofa bed, 2 Baths, (Sleeps 6) Welcome to your condo on the beach! While sitting on y ...
From $304 per night (USD)VRBO
From $442 per night (USD)Expedia
Fishermen's Paradise- Private Pool, Hot Tub, Quick Access To Ocean, 60 ft Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
NO PETS. NO SMOKING NO EXCEPTIONS... This is a pet free and smoke free property. If you show up with a pet you will no ...
From $442 per night (USD)Expedia
From $239 per night (USD)VRBO
Canal-Front Coastal Escape with Private Dock & King Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy a relaxing and memorable getaway in this beautifully furnished 1-bedroom, 1-bath waterfront home. Perfect for coup ...
From $239 per night (USD)VRBO
From $876 per night (USD)Expedia
FALL & WINTER SPECIALS! 5 Bdrm 5 Bath,Elevator, Private Pool,Dock, Walk to Beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Get ready for unforgettable evenings—spectacular sunsets, overlooking the canal and lake, paint the sky every night from ...
From $876 per night (USD)Expedia
From $529 per night (USD)VRBO
New Paradise On Sombrero Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy this BRAND NEW - 4/3, private pool and dock with room for up to a 40ft boat! This tropical getaway is in the hear ...
From $529 per night (USD)VRBO
From $477 per night (USD)VRBO
Private 2 Master Bedroom Suits, Sleeps 6, Heat/Chiller Pool, Quiet Neighborhood
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautiful private spacious home has 14’ high ceiling in living room, kitchen and dining room, ceiling fans in livin ...
From $477 per night (USD)VRBO
From $512 per night (USD)VRBO
🌸Home(#3) BIKINI👙 BOTTOM (Partial View Property-approximately 200 ft from private beach entrance🌸
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
🌸Home(#3) BIKINI👙 BOTTOM (Partial View Property-approximately 200 ft from private beach entrance 👙Totally Private😉- ...
From $512 per night (USD)VRBO
From $472 per night (USD)VRBO
3 Bedrooms plus Sleeping Loft at 7 Mile Bridge with Dockage!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Great 3 bedroom, 2 bath Knights Key location in Marathon, right at the 7-Mile Bridge! One house in from the ocean so you ...
From $472 per night (USD)VRBO
From $471 per night (USD)VRBO
Summer Vacation at Gulf side Gem! 45 ft. Dock, pool , hot tub and more
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Escape Winter and experience Warm Florida Key Weather and Calm Water for Fishing! Great Getaway for couples and a group ...
From $471 per night (USD)VRBO
From $358 per night (USD)Expedia
Marathon Townhome | Boat Slip + Pool | Gulf Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: "Lionfish Cottage" is a beautifully appointed 3-bedroom, 2.5-bath townhome villa located in the private, gated ...
From $358 per night (USD)Expedia
From $1073 per night (USD)VRBO
Beautiful Ocean Front View
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Oceanfront 2BD/2BA and separate 1BD/1BA pool-side overlooking the Atlantic* Enter your paradise dream home with stunni ...
From $1073 per night (USD)VRBO
From $491 per night (USD)Expedia
🌸Home #2: THE REEL WORLD (Off Water Property-approximately 250 ft from Private beach entrance)- 🌸
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
🌸Home #2: THE REEL WORLD (Off Water Property-approximately 250 ft from Private beach entrance)- 🌸Totally Private😉- Tu ...
From $491 per night (USD)Expedia
Click For PricingVRBO
Relaxing Getaway Location to Explore the Keys
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Hammocks is a family-friendly casual resort with a beautiful private pool and hot tub. Tiki bar/restaurant offering ...
Click For PricingVRBO
From $315 per night (USD)Expedia
Bonefish Bungalow
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: You can’t beat the views in this open-harbor townhouse that overlooks the Key Colony Beach channel out to the ...
From $315 per night (USD)Expedia
From $540 per night (USD)VRBO
Coastal Key 3 bed 2 bath with pool kayaks, bikes, paddlebooards and dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Vaca-21-256 Coastal Key is located in the Sombrero Beach area of Marathon. Beautifully decorated, brand-new home, locat ...
From $540 per night (USD)VRBO
From $485 per night (USD)VRBO
3BR/2BA Canalside Sombrero Beach Home with Heated Pool, Jacuzzi, and 60' Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
License # VACA-23-219 - Discover paradise at this Flamingo Island retreat in Marathon, boasting everything you'll need f ...
From $485 per night (USD)VRBO
From $390 per night (USD)VRBO
Comfy Condo 1bed/1bath nightly condo with pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This updated one-bedroom condo, centrally located in Marathon, offers convenient access to historical sites such as Cran ...
From $390 per night (USD)VRBO
From $602 per night (USD)Expedia
Paradise Found ~ Waterfront Pool Home, 50' Dock, Kayaks & Bikes
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Paradise Found Welcome to Paradise Found, the ultimate retreat for large families! This spacious 5-bedroom, split-level ...
From $602 per night (USD)Expedia
From $762 per night (USD)VRBO
Marathon Keys Coral Lagoon Unit 2 Waterfront Villa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Coral Lagoon #2 Welcome to paradise! We are proud to offer you one of the nicest waterfront units in Coral Lagoon! The ...
From $762 per night (USD)VRBO
From $1007 per night (USD)Expedia
W08 - 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 includ ...
From $1007 per night (USD)Expedia
From $646 per night (USD)VRBO
Spectacular Sunsets, a Hidden Gem – Marlin Bay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort fea ...
From $646 per night (USD)VRBO
From $487 per night (USD)Expedia
🌸Home #1: “ANCHORS ⚓ AWAY” (Off Water-approximately 300 ft from our private beach entrance)- 🌸
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Home #1: “ANCHORS ⚓ AWAY” (Off Water-approximately 300 ft from beach entrance)- 🌸 Totally Private😉- Turn-Key and fully ...
From $487 per night (USD)Expedia
From $218 per night (USD)VRBO
Fishing Till Sunset 1bed/1bath Condo w/Pool & dock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Vaca-21-257 Located on Coco Plum at the Coco Plum Terraces. Shared Pool and private dock. The adorable one-bedroom one- ...
From $218 per night (USD)VRBO
From $858 per night (USD)Expedia
🌸Home #7 \"BEACHY🏖KEEN\" Full Oceanfront View Property!🌸
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
🌸Home #7 "BEACHY🏖KEEN" Full OCEANFRONT View over the docks and beach and Ocean!🌸 Totally Private😉- Turn-Key and full ...
From $858 per night (USD)Expedia
From $312 per night (USD)VRBO
Beautiful Waterfront Home Perfect for Fishing.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to our Marathon Waterfront Home, a beautifully renovated haven in FL with a 50 ft dock on a 6ft deep canal, perfe ...
From $312 per night (USD)VRBO
From $424 per night (USD)Expedia
Sunset Dreams at Indigo Reef - Gulf Front Villa w/ 31’ Dock, Pool, Pet-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sunset Dreams at Indigo Reef – Gulf View Villa #47 Waterfront | 31’ Dock | Pool | Pet Friendly Escape to the Florida Ke ...
From $424 per night (USD)Expedia
From $893 per night (USD)VRBO
🌸Home #8 \"DEJA⛵BLUE\" Premium WATERFRONT 🌸
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
🌸Home #8 "DEJA⛵BLUE" Full Premium WATERFRONT view of Beach, Docks and Ocean🌸 Totally Private😉- Turn-Key and fully Sto ...
From $893 per night (USD)VRBO
From $1069 per night (USD)Expedia
Spacious Waterfront home-private heated pool-100 ft of dockage w/private backyard!!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your own private slice of paradise in the gorgeous Florida Keys! This spacious waterfront home boasts over 15 ...
From $1069 per night (USD)Expedia
From $258 per night (USD)VRBO
Loved By Guests! Oceanfront Condo On The Beach With A Pool!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Time to get away! This renovated condo with an outstanding high-end, kitchen and updated bathrooms (see pictures) is so ...
From $258 per night (USD)VRBO
From $246 per night (USD)Expedia
See the Reviews! Oceanfront Condo on the Beach with a swimming pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Create a memory that will last a lifetime! Rent this 2 bedroom, 2 bath condo with an outstanding View of the beach, pa ...
From $246 per night (USD)Expedia
From $1160 per night (USD)VRBO
The Good Life 5bed/4bath wth private pool 30 ft of dock and 2 kayaks included
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Vaca-24-228 Previously known as Ocean Breeze. This is a fabulous home and a completely renovated 5-bedroom, 4-bath hom ...
From $1160 per night (USD)VRBO
From $858 per night (USD)Expedia
🌸Home#6 FANTA🐬SEA Full WATERFRONT Home!🌸
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
🌸Home #6 FANTA🐬SEA WATERFRONT!🌸 Look out on the Ocean in your Totally Private😉- Turn-Key and fully Stocked- Single ...
From $858 per night (USD)Expedia
From $269 per night (USD)VRBO
Little Venice Beauty - 2 Bedrooms, waterfront, completely updated, dockage!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautifully updated two bedroom, two bathroom canal front home on a corner lot in the fishing paradise of Little Venice! ...
From $269 per night (USD)VRBO
From $748 per night (USD)Expedia
Snorkel Shack on Sombrero 4 bedrooms 3 baths with pool and 100 Ft of Dockage
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Vaca-25-168 Complete Florida Keys Living – Waterfront Retreat Near Sombrero Reef Heated Pool | 100' Dockage | 4 Kayaks ...
From $748 per night (USD)Expedia
From $1176 per night (USD)VRBO
Harbor View Home with Dock and private Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Three level waterfront pool home with boat dockage and spectacular sunsets! Enjoy beaches, kayaking, stand up paddle boa ...
From $1176 per night (USD)VRBO
From $3682 per night (USD)Expedia
ASK ABOUT Sept-Oct2026 SPECIAL! 14Bd10Bth Home Comfortably Accommodates Up to 30
- Bedrooms:
- 10
- Bathrooms:
- 14
- Sleeps:
- 30
Experience the Best Summer Vacation and never have to leave! Escape to Marathon, Florida and experience the ultimate in ...
From $3682 per night (USD)Expedia
From $536 per night (USD)VRBO
🌸Home (#4) ”A WAVE💦 FROM IT ALL” (Partial Ocean View -approximately 150 ft from beach entrance)🌸
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
#4: A WAVE💦 FROM IT ALL (Partial Ocean View Property-approximately 150 ft from beach entrance)🌸 Totally Private😉- Tur ...
From $536 per night (USD)VRBO
From $433 per night (USD)Expedia
Coral Lagoon Resort and The Boathouse-Marathon FL
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Coral Lagoon Resort and Marina is an intimate waterfront destination offering extraordinary luxury located on 6 acres o ...
From $433 per night (USD)Expedia