Marathon Rentals
From $731 per night (USD)VRBO
Two Master Suites! 35' Boat Dockage! Outdoor Living Space & Summer Kitchen!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
At Sombrero Serenity boaters will appreciate the deep water docking out back with room to accommodate up to a 35 ft. boa ...
From $731 per night (USD)VRBO
From $391 per night (USD)Expedia
W04 - 209 Sombrero Beach Rd.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Newer built canal front townhouse in the Anglers area of the Sombrero Beach neighborhood. This home features a private h ...
From $391 per night (USD)Expedia
From $474 per night (USD)VRBO
\"Your own private resort\" - Mockingbird Pointe - Waterfront, pool and dockage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Mockingbird Pointe is a quiet secluded 1/2 acre tropical waterfront paradise in the heart of the Florida Keys with priva ...
From $474 per night (USD)VRBO
From $305 per night (USD)Expedia
Manatee Bay , Pool table, Jacuzzi, Pool, Kayaks, REDUCED RATES AVAIL NOW<br>
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
The Manatee Bay has the best of all worlds. It has a large custom fiberglass pool situated next to a 20 ft+ deep and bea ...
From $305 per night (USD)Expedia
From $675 per night (USD)VRBO
Waterfront home with dock, pool table & private pool - walk to Sombrero Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Anchor House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $675 per night (USD)VRBO
From $476 per night (USD)Expedia
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 $476 per night (USD)Expedia
From $527 per night (USD)VRBO
Dog-Friendly Canalfront Home with Dock, Central AC, Fast WiFi, & Washer\/Dryer
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax Inn Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $527 per night (USD)VRBO
From $1104 per night (USD)Expedia
Sun of a Beach: Luxurious 7-Bedroom Split-Level Home with private pool, hot tub
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 16
Indulge in the charm of this splendid split-level residence nestled in the heart of the captivating Florida Keys. This d ...
From $1104 per night (USD)Expedia
From $434 per night (USD)VRBO
Waterfront escape with dock, furnished deck & patio, grill & central AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Dockside Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired d ...
From $434 per night (USD)VRBO
From $412 per night (USD)Expedia
Angler`s Paradise 2bed\/2bath updated half duplex brand new pool & dockage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the Florida Keys in this lovely two bedroom two bath half duplex located minutes away from beautiful Sombrero Beac ...
From $412 per night (USD)Expedia
From $820 per night (USD)VRBO
Beautiful Waterfront Gulf of Mexico Great location.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This property is like having your own private resort. On the Gulf of Mexico. Million-dollar waterfront views & sunsets. ...
From $820 per night (USD)VRBO
From $593 per night (USD)Expedia
Waterfront luxury Villa (34) with sunset views and boat slip
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the secluded Indigo Reef Resort in Marathon, this luxury vacation rental is pure paradise. You will immerse y ...
From $593 per night (USD)Expedia
From $225 per night (USD)VRBO
COZY FAMILY HOME-POOL-HOTTUB -5 minute drive to sombrero beach-private property
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful home has 2 bedroom and 2 bath, a large Living/Dining and Kitchen area for entertaining. The Dining area ...
From $225 per night (USD)VRBO
From $424 per night (USD)Expedia
2 story condo with panoramic bay views and balconies!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
This is a 1,350sqft 2 bedrooms/3 bath condo with amazing unobstructed Gulf Bay views. Right next to vaca cut, sunrise an ...
From $424 per night (USD)Expedia
From $1410 per night (USD)VRBO
Pirate Point, Stunning 5BR, 5BA Home with pool, tiki, doc
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
From the moment you walk up to the covered entryway at Pirate Point, you know you have arrived at your own personal isla ...
From $1410 per night (USD)VRBO
From $823 per night (USD)Expedia
Absolutely Perfect! Reel Vacation Villa w\/Pool, Dock, Close to Beach w\/Extras!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This stunning home on the Intracoastal Waterway is loaded with amenities including a private pool and patio with boat do ...
From $823 per night (USD)Expedia
From $368 per night (USD)VRBO
Charming Half Duplex
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Charming Half Duplex offering 2 bedrooms 2 bathrooms. The home is on a quiet street in a residential neighborhood on a c ...
From $368 per night (USD)VRBO
From $430 per night (USD)Expedia
LAST MINUTE SUMMER DEALS! Waterfront Keys Cottage with Amazing Outdoor Living!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sea Salt Cottage is a spacious 3 bedroom 2 bath open concept home on a wide canal with direct access to the ocean. Gues ...
From $430 per night (USD)Expedia
From $562 per night (USD)VRBO
Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
** The Marina is repairing some of the boat slips currently BUT you can reserve one at the marina right there for an add ...
From $562 per night (USD)VRBO
From $525 per night (USD)Expedia
Island Adventure I 4 Bedrooms 4.5 Baths, Pool, Ocean View with Dock & Kayaks
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
VACA-22-75 "Island Adventure" was built-in 2021, with Family, Fun, Luxury, and Water Sports Lovers in Mind. The home is ...
From $525 per night (USD)Expedia
From $276 per night (USD)VRBO
Anchor's Away: Discover Charm on the Canal, Swift Atlantic Access, Dockage & Above Ground Pool Await
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Anchor's Away - Your Waterfront Haven in Marathon! Escape to Anchor's Away, your charming waterfront sanctua ...
From $276 per night (USD)VRBO
From $314 per night (USD)Expedia
Enjoy the keys updated 3\/2home on a canal in marathon 7 day min disc for 30days+
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A fisherman's dream boat dock freezers for your catch commercial icemaker fish cleaning station backyard grill fully s ...
From $314 per night (USD)Expedia
From $486 per night (USD)VRBO
Island Adventure II 4 Bedrooms 4.5 Baths, Pool, Ocean View with Dock & Kayaks
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
VACA-22-74 "Island Adventure" was built-in 2021, with Family, Fun, Luxury, and Water Sports Lovers in Mind. The home is ...
From $486 per night (USD)VRBO
From $261 per night (USD)Expedia
Last Minute Discounts! Deep Water Canal w\/ Pool, Walk to Ocean Front Tiki Bars!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
We have availability into January, 2025 ! If you’re looking for larger accommodations, please view our home across the s ...
From $261 per night (USD)Expedia
From $1437 per night (USD)VRBO
Beach House, Waterfront, Sombrero Beach, Florida Keys Rental, Private Pool, Dock
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
New Listing - Family Reunion Large Vacation Rental 6 bedrooms 5 baths steps to Sombrero Beach. 6 bedrooms (5 King size b ...
From $1437 per night (USD)VRBO
From $623 per night (USD)VRBO
This Marathon Canal home has a pool and hot tub! Park your boat in your backyard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Mirage Manor has had lots of happy visitors, but needed a bigger and better pool. Construction is now complete and rent ...
From $623 per night (USD)VRBO
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Condo 2br\/2bath waterfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Situated just off the historic Florida Keys Overseas Highway, The Hammocks at Marathon™ lets you and your family experie ...
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From $710 per night (USD)Expedia
Gorgeous Gulf-front home with dock, private pool & gas grill
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sunset Sanctuary Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $710 per night (USD)Expedia
From $543 per night (USD)VRBO
Dog-friendly oceanfront home with private pool, screened porch & outdoor kitchen
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Blue Water Bungalow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $543 per night (USD)VRBO
From $324 per night (USD)Expedia
Harbor House 2bed 2bath Open water views & dockage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Quaint little 2 bedroom 2 bath single family right on Boot Key Harbor! The porch overlooks the harbor where you can sit ...
From $324 per night (USD)Expedia
From $1117 per night (USD)VRBO
Casa Blanca By the Gulf 5 bedroom 3 bath with pool and dockage, kayaks, bikes,
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Vaca-21-484 Casa Blanca By The Gulf is a Florida Keys Paradise for Everyone. This is a modern design home with sleek li ...
From $1117 per night (USD)VRBO
From $546 per night (USD)Expedia
5 Seas Retreat 4 bed 2 bath dock, pool, Sandy Beach Dockage For up to a 25 ft
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Sandy Beach a Rarety for the Keys. Gorgeous open water sunset views await you at this fully furnished tropical waterfron ...
From $546 per night (USD)Expedia
From $245 per night (USD)VRBO
Our Happy Place 2 bed 2 bath with Boat slip Open water views of Boot Key Harbor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Our Happy Place with Sunsets and Open water views of Boot Key Harbor. This condo is a 2 bedroom 2 bath with elevator ac ...
From $245 per night (USD)VRBO
From $452 per night (USD)Expedia
Vaca Cove unit A Shore Thang 4 Bedrooms 3 Baths, Pool, Ocean View with Dock
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
VACA-23-193 Built in 2016, this rental offers beautiful Bonefish Bay views and private boat access. This home features ...
From $452 per night (USD)Expedia
From $379 per night (USD)VRBO
Vaca Cove unit D Sunset Pointe 4 Bed 3 Baths, Saltwater Pool, Jacuzzi, Ocean
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
VACA-23-232 Vaca Cove is a private oasis comprised of 7 stilted homes facing Shelter Bay, with direct Ocean and Gulf ac ...
From $379 per night (USD)VRBO
From $452 per night (USD)Expedia
Vaca Cove B Sea Forever 4 Bed 3 Baths, Saltwater Pool, Jacuzzi, Ocean View with
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
VACA-22-360 Built in 2016, this rental offers beautiful Bonefish Bay views and private boat access. This home features ...
From $452 per night (USD)Expedia
From $444 per night (USD)VRBO
Vaca Cove G Beach Daze 4 Bed 3 Baths, Saltwater Pool, Jacuzzi, Ocean View with
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
VACA-22-102 Vaca Cove is a private oasis comprised of 7 stilted homes facing Shelter Bay, with direct Ocean and Gulf ac ...
From $444 per night (USD)VRBO
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Relaxing getaway with SO much to do! Right on the ocean. You NEED to get away.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful location close to the beach, fishing, all kinds of water sports, or just relaxing because you're on ISLAND TI ...
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From $383 per night (USD)VRBO
Waterfront Home w\/ Private Dock, Outdoor Shower & Home Office - Dog-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Casa Palmera Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $383 per night (USD)VRBO
From $759 per night (USD)Expedia
Waterfront luxury Villa (51) with sunset views and boat slip
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the secluded Indigo Reef Resort in Marathon, this luxury vacation rental is pure paradise. You will immerse y ...
From $759 per night (USD)Expedia
From $689 per night (USD)VRBO
RELAX AWAY- NEW 4BDRM W\/ 40FT DOCK & PRIVATE POOL
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
RELAX AWAY @ SOMBRERO (Marathon Lic # VACA-22-432) - ENJOY OUR NEW 1800 SQ FT HOME, 4/3 WITH COVERED BALCONY & PATIO & S ...
From $689 per night (USD)VRBO
From $466 per night (USD)Expedia
REOPEN NOV 23-30, 2024\/~POOL HEAT\/LG ICE MACHINE, DOCK~BOOK NOW~INSTANT BOOK
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Upon entering the driveway to VRBO's Premiere Partner's home, SUNNY DAZE ESCAPE you will know why we are a premiere priv ...
From $466 per night (USD)Expedia
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The Hammocks- Marathon Paradise
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautiful centrally located resort with full amenities. Water sport rentals on site, walking distance to restaurants. Ti ...
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Lovely 1\/1 condo with assigned dock on open canal
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy our peaceful and centrally-located condo; in a quiet neighborhood which encourages walking and biking with a boat ...
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From $346 per night (USD)VRBO
Gulf Pointe Paradise
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Gulf Pointe Paradise is a tranquil townhouse featuring a balcony with sweeping Gulf of Mexico views. Dockage is availabl ...
From $346 per night (USD)VRBO
From $283 per night (USD)Expedia
Cozy Canal-Front House w\/ Free WiFi and Deck - Close to Beaches & State Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Anchors Aweigh Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $283 per night (USD)Expedia
From $821 per night (USD)VRBO
W10 - 4 Bedroom Sombrero Isle Beauty on Crystal Lagoon!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This spacious 4-bedroom, 3-bath home is a half a mile from the picturesque Sombrero Beach. Located on Sombrero Is ...
From $821 per night (USD)VRBO
From $371 per night (USD)Expedia
Sombrero Beach Home on Canal with Private Dock and Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful villa was built in 2018, making it one of the newest and modern homes in the Florida Keys. There are nume ...
From $371 per night (USD)Expedia
From $983 per night (USD)VRBO
3 bed 2.5 bath at Coral Lagoon Resort with boat slip directly behind villa!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
We are the No. 1 rated resort in Marathon! Enjoy our renovated luxury villa with boat slip right behind the villa! We ...
From $983 per night (USD)VRBO
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Luxury Waterfront Pool Home Canal Front Direct Ocean Access Fisherman's Paradise
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come relax in our Marathon Oasis...This calm, comfortable and modern updated home is a 2/2 with a great open room floor ...
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From $376 per night (USD)VRBO
Sombrero Beach Villa with Private Pool and Dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
This beautiful villa was built in 2017, making it one of the newest and modern homes in the Florida Keys. There are nume ...
From $376 per night (USD)VRBO
From $520 per night (USD)Expedia
Vacation Home on Open Gulf with Fantastic Panoramic View
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Our home in Marathon at M.M.51, is located in a tropical setting on the open gulf surrounded by lush palms. Marathon is ...
From $520 per night (USD)Expedia
From $810 per night (USD)VRBO
Waterfront house with covered patio, private pool, & 75' dock - dogs welcome
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Magic in Marathon Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $810 per night (USD)VRBO
From $333 per night (USD)Expedia
Seas The Day 3bed\/2.5bath updated with great outdoor space
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Seas the Day is a stunning 3bed/2.5bath townhouse style single family home right in the heart of Marathon. The home fe ...
From $333 per night (USD)Expedia
From $1135 per night (USD)VRBO
Wonderful 4 Bedroom 4 bathroom waterfront estate!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to "Casa Luna", a 4 bedroom 4 bathroom estate 3 are master bedrooms with bathrooms. You can enjoy the roof top j ...
From $1135 per night (USD)VRBO
From $1286 per night (USD)Expedia
Boaters’ Paradise - Marlin Bay Resort & Marina
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort fea ...
From $1286 per night (USD)Expedia
From $601 per night (USD)VRBO
W01 - Beautiful family home with pool and dockage and tiki hut
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Newly updated 3 bedroom, 2 bathroom canal-front home. Great boating location with easy access to the Atlantic and 100' o ...
From $601 per night (USD)VRBO
From $414 per night (USD)Expedia
BeachHouse @ Sombrero & Ocean access w\/45’ Dock, kayaks and Bikes.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your family will be close to everything when you stay at this centrally-located place. Our home is close to grocery stor ...
From $414 per night (USD)Expedia
From $402 per night (USD)VRBO
Slice of Paradise, Beautiful home on a canal. 3 bedrooms and 2 bathrooms.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Slice of Paradise is our beautiful home. It is located on a canal. On the Gulf of Mexico side. A very comfortable livin ...
From $402 per night (USD)VRBO
From $736 per night (USD)Expedia
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 $736 per night (USD)Expedia
From $691 per night (USD)VRBO
Waterfront Private House w\/ a Pool near Sombrero Beach - Family & Pet Friendly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Casa Pina! Enjoy your trip to the keys in this stunning custom canal-front craftsman style 3 bedroom/3 bathro ...
From $691 per night (USD)VRBO
From $482 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 $482 per night (USD)Expedia
From $343 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! - Maximum Oc ...
From $343 per night (USD)VRBO
From $402 per night (USD)Expedia
P48 - Charming 2 bedroom, 2 bath pool home with 50 ft of dockage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Charming Keys Cottage! This single family, 2 bedroom 2 bath home is the perfect retreat to spend your vacation! ...
From $402 per night (USD)Expedia
From $574 per night (USD)VRBO
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 $574 per night (USD)VRBO
From $348 per night (USD)Expedia
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 $348 per night (USD)Expedia
From $706 per night (USD)VRBO
P78 - Charming beach home just down the road from Sombrero Beach. 3 bedroom 2...
- 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 $706 per night (USD)VRBO
From $690 per night (USD)Expedia
P42 - Gulf Front condo with 3 bedrooms 2.5 baths, pool and dock
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the beautiful gated community of Indigo Reef! This 3 bedroom, 2 1/2 bath townhouse boasts plent ...
From $690 per night (USD)Expedia
From $668 per night (USD)VRBO
P12 - Single Family, Direct Ocean Front home with private pool and dockage. 3...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
This 3 bedroom, 2.5 bath home boasts a beautiful open floor plan with "Keys-style" charm and appeal. As an all ground le ...
From $668 per night (USD)VRBO
From $484 per night (USD)Expedia
P74 - Direct Ocean Front, 4 bedroom home near 7-Mile Bridge
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This spacious 4 bedroom, 3 bathroom, open waterfront home is located at the south end of Marathon, near the base of the ...
From $484 per night (USD)Expedia
From $478 per night (USD)VRBO
P51 - 2 bedroom 2 bath, single family pool home with dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This 2 bedroom, 2 bath home has been beautifully updated inside and out. Located oceanside, canal front in Marathon, the ...
From $478 per night (USD)VRBO
From $371 per night (USD)Expedia
P43 - Updated 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 $371 per night (USD)Expedia
From $932 per night (USD)VRBO
Big Kahuna: 5BR\/4BA, Private Pool, Dock, Beach Proximity & More!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to the Big Kahuna – an expansive and inviting 5-bedroom, 4-bathroom single-family haven that encapsulates the es ...
From $932 per night (USD)VRBO
From $498 per night (USD)Expedia
P33 - Charming 4 bedroom house with pool and a short walk to the beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This charming 4 bedroom, 3 bathroom home has it all! Located in the very desirable neighborhood of Sombrero Beach ...
From $498 per night (USD)Expedia
From $1134 per night (USD)VRBO
P58 - Gulf Front Luxury 4 bedroom 4 bath with private pool and deep water...
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This beautiful Polynesian style home offers 4 bedrooms, 4 baths, beautifully landscaped grounds and a large, private, he ...
From $1134 per night (USD)VRBO
From $962 per night (USD)Expedia
Swept Away: 3-Bed\/2-Bath Oasis with Open Water Views, Private Pool & Dockage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
"Swept Away," an exquisite and newly crafted luxury single-family residence boasting three bedrooms and two bathrooms. T ...
From $962 per night (USD)Expedia
From $420 per night (USD)VRBO
P54 - Location - Location - Location - Sombrero Beach Area Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This spacious home is located in Marathon, the heart of the beautiful Florida Keys. This home located in the very desira ...
From $420 per night (USD)VRBO
From $661 per night (USD)Expedia
Fisherman's dream!!, Privacy, Heated Pool,Hot Tub, 50' Dockage, Tiki, pets ok,
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
copy and paste following URL link for a virtual tour of the property........with 360 walk around of the property... ...
From $661 per night (USD)Expedia
From $855 per night (USD)VRBO
P50 - Beautiful 3 bedroom single home with zero entry pool and deep water...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the Florida Keys in this lovely 3 bedroom 2 bath canal home with private pool, located minutes from Sombrero Beach ...
From $855 per night (USD)VRBO
From $1069 per night (USD)Expedia
P02 - 5 bed, 3.5 bath home with large private pool in Sombrero Beach!
- Bedrooms:
- 4
- 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 $1069 per night (USD)Expedia
From $361 per night (USD)VRBO
P53 - Gulf Side 3 bedroom, single family home with pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3 bedrooms and 2 bathrooms with heat optional pool in the heart of Marathon. Great boating location near the Vaca Cut Br ...
From $361 per night (USD)VRBO
From $442 per night (USD)Expedia
P10 - Charming 2 bedroom, 2 bath duplex with private pool and deep water...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This lovely 2 bedroom, 2 bath home is located on the gulfside with immediate Gulf water access and near the Vaca Cut for ...
From $442 per night (USD)Expedia
From $575 per night (USD)VRBO
Waterfront luxury Villa (14) with spectacular sunset views and boat slip
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Located in the secluded Indigo Reef Resort in Marathon, this luxury vacation rental is pure paradise. You will immerse y ...
From $575 per night (USD)VRBO
From $461 per night (USD)Expedia
Dog-Friendly Home on the Water w\/ Dock, Boat Access, Private Pool, & Free WiFi
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Marathon Magic Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $461 per night (USD)Expedia
From $812 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 $812 per night (USD)VRBO
From $255 per night (USD)Expedia
007 CONCH COTTAGE ~ 2BED\/1.5BATH Pool, Peleton , 40ft boat slip Kayak and
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sean Connery would be suited for this Property…The Pool in this community is now available for your use! This property ...
From $255 per night (USD)Expedia
From $1078 per night (USD)VRBO
La Palma Verde 4bed\/4 bath with pool and dockage plus 2 kayaks
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Vaca-21-69 Gorgeous Home in the heart of Marathon! Located in a 4-home gated community, La Palma Verde (The Green Palm) ...
From $1078 per night (USD)VRBO
From $677 per night (USD)Expedia
NEW 4 Bedroom\/3 Bath Home w\/Private Pool,40 ft. Dock near Sombrero Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Brand New 4 Bedroom/3 Bath Family Home with private pool and 40ft dock near Sombrero Beach, shopping & dining! This spa ...
From $677 per night (USD)Expedia
From $1017 per night (USD)VRBO
Sept - October SALE!! Oceanfront 4 bedroom House, Pool and Deep Water Pier!!
- 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 $1017 per night (USD)VRBO
From $679 per night (USD)Expedia
Waterfront Sunway Lagoon *Huge Private Dock*
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Marathon, home of the best fishing town in the Middle Keys. This home has an incredible 120ft boat dockage, a ...
From $679 per night (USD)Expedia
Click For PricingVRBO
Cozy RV, Ocean Boaters Fish Lodge
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Direct ocean access Camper RV at Key by the Sea. 2 Bedrooms, 1 Queen Bed, 3 Bunks, Full Kitchen and Full Bathroom, Cable ...
Click For PricingVRBO
From $1239 per night (USD)Expedia
P44 - 4 bed, 3 bath estate home with Southern Charm and private pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
New in our inventory! This estate style home is premier! Built in beautiful southern tradition, this home does not disap ...
From $1239 per night (USD)Expedia
From $549 per night (USD)VRBO
203 Sombrero- 4 Bedroom\/3 Bath Attached Villa w\/ Private Boat Dock
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
4 Bedroom 3 Full Bath Attached Villa on the Canal in Marathon, a 15 minute boat ride to the ocean. Private Heated Pool. ...
From $549 per night (USD)VRBO
From $519 per night (USD)Expedia
Rx: Paradise 2bed\/2.5bath updated open water condo with shared pool & dockage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
Indulge in the mesmerizing beauty of colorful sunsets during your vacation in this recently renovated property! Unwind o ...
From $519 per night (USD)Expedia
From $495 per night (USD)VRBO
Angler`s Retreat: Updated 3-Bed\/2-Bath Home with Dockage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy the Florida Keys in this beautifully updated 3-bedroom, 2-bath home just minutes from Sombrero Beach! The fully eq ...
From $495 per night (USD)VRBO
From $240 per night (USD)Expedia
Ocean Jewel 1bed\/1bath updated condo with pool access, tiki bar & more!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
"Ocean Jewel" is a beautifully decorated one bedroom & one bath condo in a resort style setting with some resort ameniti ...
From $240 per night (USD)Expedia
From $462 per night (USD)VRBO
Sombrero- Waterfront 4 BR Luxury Pool Home- M#9
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
5 STAR Waterfront Luxury 4BR, Dock, Private Pool. Fresh & Fabulous , best describes this listing. This fantastic luxury ...
From $462 per night (USD)VRBO
From $622 per night (USD)Expedia
P60 - 4 bedroom 4 bathroom home with pool and dockage. Amazing outside living...
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
This fabulous 4 bedroom, 4.5 bathroom home was designed and built for comfort and style with extra attention being given ...
From $622 per night (USD)Expedia
From $1045 per night (USD)VRBO
Great deal ! Private pool and dock. Five minute bike ride to Sombrero Beach.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This 3 bedroom and 3.5 bath house has everything you need in order to experience a relaxing and enjoyable vacation at S ...
From $1045 per night (USD)VRBO
From $388 per night (USD)Expedia
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 $388 per night (USD)Expedia