
Marathon Rentals
- From $249 per night (USD)
VRBO
Cozy Tropical Paradise In Middle Keys, Excellent location in the Marathon.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Comfortable 3/2 home is in a residential fishing village. . Long term rental only.Additional. Trailer parks in neighborh ...
From $249 per night (USD)VRBO
- From $303 per night (USD)
Expedia
Oceanside waterfront 2/2 home with 55ft dock and paddle equipment
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our wonderful Oceanside waterfront home is just two minutes from the Atlantic Ocean and Vaca Cut. There are no bridges t ...
From $303 per night (USD)Expedia
- From $238 per night (USD)
VRBO
Pet Friendly Half-Duplex Cottage with kayaks and 40' Slip Option at Marina
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We have a lovely oceanside cottage in Marathon Key, Florida, close to everything with hidden amenities. The cottage has ...
From $238 per night (USD)VRBO
- From $505 per night (USD)
VRBO
Calm Palms- Corner of Canal, Heated Pool, Kayaks and Privacy!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Calm Palms is the place to book if you want a conveniently located vacation home with privacy, a heated pool to relax in ...
From $505 per night (USD)VRBO
- From $283 per night (USD)
VRBO
Sailor's Delight 1bed/2bath condo at the Reef Resort with shared pool & more!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This condominium at The Reef in Marathon, Middle Keys is a true resort setting with a “home away from home” feel. This u ...
From $283 per night (USD)VRBO
- From $933 per night (USD)
VRBO
NEW Waterfront Home w/ Heated POOL & Private Dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
New 4-bedroom spacious home with 2 master suites, a heated pool, 160' of dock, and a covered outdoor bar. Large kitchen ...
From $933 per night (USD)VRBO
- Click For Pricing
VRBO
Private 174ft dock & ramp, 3br, 3 mins to Sombrero Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
****7 Day Minimum Per City Ordinance**** Vacation Rental Permit# VACA-22-404 This 3bed, 3 bath sleeps 8. Stunning wate ...
Click For PricingVRBO
- From $819 per night (USD)
Expedia
Sombrero Beach Beauty~ 50` Dock Private Pool Home!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Property Highlights: • Sleeps: 12 • Bedrooms: 5 • Bathrooms: 3 • Master Bedroom: Experience the epitome of relaxation i ...
From $819 per night (USD)Expedia
- From $774 per night (USD)
VRBO
Peach Paradise 4 Bedrooms 4.5 Baths, Pool, Ocean View with Dock and Kayaks
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Peach Paradise – Your Ultimate Florida Keys Getaway! Built in 2022, *Peach Paradise* is a stunning blend of ...
From $774 per night (USD)VRBO
- From $323 per night (USD)
Expedia
Bikinis & Martinis is a serene townhouse nestled within the Gulf Pointe II Association.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Bikinis & Martinis is a serene townhouse nestled within the Gulf Pointe II Association. Enjoy partial water vistas from ...
From $323 per night (USD)Expedia
- From $457 per night (USD)
VRBO
Heated Pool -Dock and 3 min from the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful Waterfront Vacation home. Relax at Beauty and The Sea beach house . The house has 2 bedrooms and 2 bathrooms, ...
From $457 per night (USD)VRBO
- From $537 per night (USD)
VRBO
BG Beach Front villa Pool Beach Dock Ocean Sleeps 6 W&D Kitchen Parking WiFi BBQ
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This listing is for a beachfront villa—1 of 4 overlooking the Atlantic Ocean on a swimming beach, at Coco Plum Beach & T ...
From $537 per night (USD)VRBO
- From $714 per night (USD)
VRBO
Direct Oceanfront Private Paradise - Pool/Spa/Dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: A peaceful oasis with every detail and convenience in place for the perfect Keys getaway. The huge private sal ...
From $714 per night (USD)VRBO
- From $557 per night (USD)
VRBO
Casa Las Palmas Minutes away from Sombrero Beach and Marathon Airport
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to a Peaceful Retreat, perfect for the whole family or a Romantic getaway. Steps away from airport, Sombrero Bea ...
From $557 per night (USD)VRBO
- From $257 per night (USD)
VRBO
Sea Glass Cottage~ Pet Friendly Tropical Home!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sea Glass Cottage Introducing Sea Glass Cottage, a newly renovated vacation rental nestled in the heart of the Florida ...
From $257 per night (USD)VRBO
- From $1920 per night (USD)
VRBO
Bayfront Home with Dock and Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
NEW TO MARKET! This new construction has everything! This concrete house is waterfront with great views of Bonefish Ba ...
From $1920 per night (USD)VRBO
- From $293 per night (USD)
VRBO
Butterfly Garden Retreat - Ocean View Hot Tub - Authentic Keys Charm
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to The Butterfly Cottage – Where Nature's Magic Meets Keys Comfort Escape to a truly unique Florida Keys experie ...
From $293 per night (USD)VRBO
- From $542 per night (USD)
Expedia
Celeste Bright Home with Private Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This peaceful and centrally-located home puts you within a 10-minute drive of Sombrero Beach, 20-minutes drive of Bahia ...
From $542 per night (USD)Expedia
- From $413 per night (USD)
VRBO
P32 - Meticulous 3 bedroom, 3 bathroom home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This meticulous 3 bedroom, 3 bath home is a beautiful all ground level home full of charm and appeal. Guest are delighte ...
From $413 per night (USD)VRBO
- From $438 per night (USD)
Expedia
Private Pool, 40’ Dock, Tiki Hut, Open Water Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Mana-Tiki Bay Stop! You’ve found it. This is the one. Mana-Tiki Bay checks all the boxes! Named after the mammals t ...
From $438 per night (USD)Expedia
- From $1028 per night (USD)
VRBO
Luxury Waterfront Oasis w Heated Pool and 50' Dock
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Experience the Florida Keys at its finest in this luxurious 4-bed, 4.5-bath tropical paradise in a peaceful oc ...
From $1028 per night (USD)VRBO
- From $237 per night (USD)
Expedia
The Mini Coconut Summ
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Summary: Relax with your family at this peaceful location, steps away from the water. The beautiful lagoon that opens up ...
From $237 per night (USD)Expedia
- From $565 per night (USD)
VRBO
2021 Vacation Home with Ocean Access & Boat Docking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This vacation home was built in 2021 and provides direct water/canal access to the Atlantic Ocean. There is dock space ...
From $565 per night (USD)VRBO
- From $383 per night (USD)
Expedia
Gulf views w/scenic elevated sundeck, heated shared pool, boat dock availability
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy Four (4) separate levels of outdoor privacy. All levels include comfort seating/lounging, and shade/cover for var ...
From $383 per night (USD)Expedia
- From $254 per night (USD)
VRBO
Sea Gem-2/2 half duplex with quick ocean access, dockage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your vacation in Paradise awaits! This 2/2 half duplex in Marathon has all the amenities you need. There is a fully equi ...
From $254 per night (USD)VRBO
- From $300 per night (USD)
Expedia
W16 - 3 bed, 2 bath Tropical Bungalow with Dockage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This adorable 3 bedroom, 2 bath waterfront home provides an exclusive retreat from the hustle and bustle of everyday lif ...
From $300 per night (USD)Expedia
- From $300 per night (USD)
VRBO
W15 - 3 bed, 2 bath Caribbean Bungalow with Dockage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This adorable 3 bedroom, 2 bath waterfront home provides an exclusive retreat from the hustle and bustle of everyday lif ...
From $300 per night (USD)VRBO
- From $808 per night (USD)
Expedia
Oceanfront PARADISE w Heated pool, 55’ dock, ocean view & bathroom in every room
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to your gorgeous newly built vacation home curated with your utmost enjoyment in mind. Stunning open water view ...
From $808 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Direct to Ocean! 3BR 2.5B Home with Private Pool, Bikes, Paddleboards!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Blue Shell is a delightful new canal front vacation home with a pool, just a minute to the ocean and open water and lots ...
From $400 per night (USD)VRBO
- From $976 per night (USD)
Expedia
Blue Water is Calling! 5bedroom 3bath with large pool and 150 ft of dockage 2 kayaks included
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Vaca-21-559 Blue Water is Calling! Your Perfect Getaway Awaits Property Overview Experience the beauty of the Caribbe ...
From $976 per night (USD)Expedia
- From $549 per night (USD)
VRBO
WATERFRONT - Luxury Dome-Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our Luxury Dome-Home on the water in the heart of Marathon. (Sleeps 8) This gorgeous 4bedroom/3.5 bath Geod ...
From $549 per night (USD)VRBO
- From $176 per night (USD)
Expedia
Cozy 1 bedroom 1 bath condo minutes from Sombrero beach.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Great 1 bedroom 1 bath condo located near Sombrero resort. Outdoor pool with direct access to the waterway. Great for ...
From $176 per night (USD)Expedia
- From $534 per night (USD)
VRBO
Oceanfront Family Retreat - Stunning Views Lindsay Landing! Beach/Pool Access!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Lovely ocean views at Lindsay Landing with BEACH/POOL club membership…A new ocean front home with views from every room! ...
From $534 per night (USD)VRBO
- From $606 per night (USD)
Expedia
Reel Knotty ~ Pool Home, 35' Dock, Walk to the Beach, Bikes & Kayaks!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Property Highlights: • Sleeps: 10 • Bedrooms: 4 plus bonus room • Bathrooms: 4 • Dock: 35' dock with swim ladder for ea ...
From $606 per night (USD)Expedia
- From $326 per night (USD)
VRBO
Serenity at Coco Plum's Hidden Waterfront Hideaway, Marathon
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Looking for the ultimate family getaway? Look no further than our beautiful Coco Plum vacation home! With four spacious ...
From $326 per night (USD)VRBO
- From $514 per night (USD)
Expedia
Gorgeous townhouse at Indigo Reef w. Pool & dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautifully decorated town-home in a quiet location with a boat slip at your doorstep and sunsets that you will remember ...
From $514 per night (USD)Expedia
- From $955 per night (USD)
VRBO
Island Luxury, Upscale, Walk to Sombrero Beach!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
The physical address is 90 Calle Ensueno, Marathon FL 33050 Come stay, fish, snorkel, relax in the pool, walk to Sombre ...
From $955 per night (USD)VRBO
- From $1077 per night (USD)
Expedia
World class ocean views on a sugar sand beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Beautiful home located right on the ocean and sits on a sugar sand beach. Truly, world class views from all 3 levels. ...
From $1077 per night (USD)Expedia
- From $482 per night (USD)
VRBO
Lux Sunset Villa 15: 3BR w/ Boat Slip, Boat Ramp Access, Gulf Views, Heated Pool
- 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 $482 per night (USD)VRBO
- From $6223 per night (USD)
Expedia
Ocean Panorama w private pool, huge yard, fire pit, kayaks, SUPs
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Spectacular 4 bedroom, 3 bath oceanfront bungalow estate. Perfect for family, sports, nature and relaxation. Availab ...
From $6223 per night (USD)Expedia
- From $338 per night (USD)
VRBO
Pineapple Retreat Serene Oceanview Escape U12
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Dive into relaxation at Pineapple-Pied-à-Terre, featuring panoramic ocean vistas from a screened balcony. With ...
From $338 per night (USD)VRBO
- From $505 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 $505 per night (USD)Expedia
- From $284 per night (USD)
VRBO
Tropical Private Home w/Hot Tub,BBQ. Bring Your Boat, RV Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
License# VACA-23-370. Adorable conch cottage located in Tropicana subdivision in the Heart of Marathon. This single-fam ...
From $284 per night (USD)VRBO
- From $810 per night (USD)
Expedia
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 $810 per night (USD)Expedia
- From $555 per night (USD)
VRBO
Tropical Island Pool Villa- Ocotillo#14
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This stunning vacation home is the perfect setting for your tropical getaway. The private heated pool becomes the heart ...
From $555 per night (USD)VRBO
- From $681 per night (USD)
Expedia
Casa Del Mar~ Luxury Pool Home w/ Kayaks and Bikes!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
4BR 4.5BA Home w/ Fantastic Outdoor Entertainment Area, Outdoor Bar and Private Heated Pool! Casa Del Mar T ...
From $681 per night (USD)Expedia
- From $317 per night (USD)
VRBO
Hammock Time! Best secret in the Florida Keys!
- 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 $317 per night (USD)VRBO
- From $353 per night (USD)
Expedia
Ocean Front Breeze
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
“Freestanding 2BR, 2BA home on a spacious double lot with stunning ocean views and breezes. Enjoy a private 50‑ft dock i ...
From $353 per night (USD)Expedia
- From $376 per night (USD)
VRBO
Palm - 1 or 2 Bedroom/1 Bath Villa Sleeps 2-4 located at Safe Harbor Marathon.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Palm is a spacious, two-bedroom private villa located on the water's edge at Safe Harbor Marathon Marina. *The Palm ...
From $376 per night (USD)VRBO
- From $163 per night (USD)
VRBO
Sunset - 1 Bedroom/1 Bath Villa Sleeps 2 located at Safe Harbor Marathon Marina
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Sunset is a spacious, one-bedroom private villa located on water's edge, 2nd floor at Safe Harbor Marathon Marina. ...
From $163 per night (USD)VRBO
- From $409 per night (USD)
VRBO
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
There's Key West — and then there's Stock Island. Quieter, more local, more authentic. The Perry Hotel & Marina is where ...
From $409 per night (USD)VRBO
- From $384 per night (USD)
Expedia
2/2 Oceanfront Villa - Newly Remodeled by Sombrero Beach & POOL/DOCK/BOAT RAMP
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to our beautiful two bedroom, two bathroom unit located in the heart of Marathon! This newly remodeled property ...
From $384 per night (USD)Expedia
- From $241 per night (USD)
VRBO
Ocean - 2Bed/2Bath Sleeps 4 on marina property - 1 Bedroom Option available.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Ocean is a spacious, two-bedroom private villa located on the water's edge at Safe Harbor Marathon Marina. Full kit ...
From $241 per night (USD)VRBO
- From $910 per night (USD)
Expedia
Sombrero Beach Luxury Retreat, Steps to the beach 4 bed 4 bath with 2 kayaks
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Vaca-23-98 How close to Sombrero Beach do you want to be? Steps? This is it! This home location is incredibly convenie ...
From $910 per night (USD)Expedia
- From $240 per night (USD)
VRBO
Dock Beach House in Sombrero Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful beach house located in the quiet neighborhood of Sombrero Beach, less than a 5min walk from the beach and less ...
From $240 per night (USD)VRBO
- From $536 per night (USD)
Expedia
Golf Coast Oasis
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our dreamy Keys retreat! Our modern home boasts a heated pool, private putting green, dock, and complimentary ...
From $536 per night (USD)Expedia
- From $259 per night (USD)
VRBO
Waterfront Bliss: Stylish Canal-Front Retreat , Spacious Yard
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our beautiful waterfront home in Marathon! Our smoke-free property is modern, clean and features a 37ft long ...
From $259 per night (USD)VRBO
- From $255 per night (USD)
Expedia
Ocean Isles GATED Sunrise Pool Haven
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
GATED Ocean View Home 1BR/2BA in Marathon, FL Located near the Ocean this free standing 1 floor home features stunning ...
From $255 per night (USD)Expedia
- From $864 per night (USD)
VRBO
This One Has It All on Sisters Creek!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This One Has It All On the inlet at Sister's Creek This 4 bedroom, 3 bath beachfront pool home has magnificent ocean vie ...
From $864 per night (USD)VRBO
- From $975 per night (USD)
Expedia
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 $975 per night (USD)Expedia
- From $897 per night (USD)
VRBO
Wide Horizon oceanfront. 4 bedroom, 4 ½ bath, kayaks, pool + observation deck.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Wide Horizon is a bright beautiful upscale home where you feel immersed in nature. The house was custom designed, by th ...
From $897 per night (USD)VRBO
- From $295 per night (USD)
Expedia
Captain's Quarters 3bed/2bath mobile home with dockage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This delightful home features an open-concept design encompassing the kitchen, living room, and dining area. The kitchen ...
From $295 per night (USD)Expedia
- From $1309 per night (USD)
VRBO
Walk to Beach, 90' Dock, Huge Pool, Kayaks
- 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 ...
From $1309 per night (USD)VRBO
- From $386 per night (USD)
Expedia
Tommy Bahama Charm Ocean View heated Pool U29
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Embrace the laid-back luxury of the Keys in our Tommy Bahama-style condo, offering serene ocean vistas. This 3 ...
From $386 per night (USD)Expedia
- From $249 per night (USD)
VRBO
Beachfront paradise heated pool and ocean view U9
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Experience our one bedroom condos unique coastal charm. It offers an ocean view from a private screened balcon ...
From $249 per night (USD)VRBO
- From $937 per night (USD)
Expedia
MILLION DOLLAR VIEW very private 4 bedroom resort with pool, pier, kayaks, spa
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy endless open water views from anywhere on this acre-sized, OCEAN FRONT Gulf-side estate. Coconut palms, private ho ...
From $937 per night (USD)Expedia
- From $1131 per night (USD)
VRBO
Bristol Keys: Experience Unrivaled Luxury, Magnificent 6BR Canal Home Near Sombrero Beach, Pool/Dock
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
City of Marathon zoning requires a minimum rental period of 7 nights, and no exceptions can be made. Please review addit ...
From $1131 per night (USD)VRBO
- From $425 per night (USD)
Expedia
Pineapple Sea Shack: 60' Dock, Tiki Hut, Swim Spa, Kayaks, Paddleboards & Pets
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the Pineapple Sea Shack! Escape to your private, waterfront oasis in the heart of Marathon. Perfect for boa ...
From $425 per night (USD)Expedia
- From $172 per night (USD)
VRBO
Ocean Isle Pool Ocean Front Elevator Single Level
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Relax in the Florida Keys at this spacious single-level retreat in Marathon’s gated Ocean Isles Fishing Villag ...
From $172 per night (USD)VRBO
- From $519 per night (USD)
Expedia
Viamarhe-3/1 Ground Level Oceanfront home w/Kayaks, Yard Games & More
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Must be 25 year old or older to book and be present for the entire stay. Check in 4:00 pm, Check out 10:00 am. If you ar ...
From $519 per night (USD)Expedia
- From $169 per night (USD)
VRBO
Florida Keys Condo, 200 per night Saturday to Saturday only , Dec until May 1
- 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 $169 per night (USD)VRBO
- From $442 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 $442 per night (USD)Expedia
- From $702 per night (USD)
VRBO
Sunset Seeker~ Oceanfront, Pool & Hot Tub!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Sunset Seeker Discover your dream vacation getaway in the Florida Keys! Nestled within a private gated estate, this exq ...
From $702 per night (USD)VRBO
- From $365 per night (USD)
Expedia
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 $365 per night (USD)Expedia
- From $411 per night (USD)
VRBO
Keys Tropical Oasis:Private Pool, Huge 75 foot Dock! Swim,Fish,Dive! Family Fun!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Come enjoy this Boaters’ Paradise! Not for the Sit inside type- get out there and fish, dive and swim! This place is ide ...
From $411 per night (USD)VRBO
- From $1582 per night (USD)
Expedia
P04 - Beach Front Estate with Pool and 6 bedrooms
- 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 and u ...
From $1582 per night (USD)Expedia
- From $769 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 $769 per night (USD)VRBO
- From $183 per night (USD)
VRBO
Direct Ocean Front, Beautiful Views, Close to Everything. MONTHLY RENTALS ONLY
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Condo in Marathon with kitchen and patio on the ocean front! SPECTACULAR 1 BEDROOM IN THE HEART OF MARATHON! HARD TO FIN ...
From $183 per night (USD)VRBO
- Click For Pricing
VRBO
BRAND NEW 6 BEDROOM 7 BATHROOMS PARADISE IN MARATHON
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 14
Come and spend the perfect vacation at this new construction in the heart of the Keys! We offer you a modern house full ...
Click For PricingVRBO
- From $335 per night (USD)
Expedia
SOMBRERO BEACH,POOL/BOAT DOCK/BEACH NEARBY
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
SOMBRERO BEACH LARGE 4/3 HOME w/HEATED POOL, 40FT BOAT DOCK, PLENTY OF ROOM TO PARK YOUR BOAT TRAILER. RESTAURANTS & B ...
From $335 per night (USD)Expedia
- From $333 per night (USD)
VRBO
New! Oceanview Oasis whole house - Theater - Screened Porch - Sundeck - Grill
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
New listing - Getaway to Paradise in Sunny Marathon! This private, well-appointed 2 bed, 2 bath whole house boasts all t ...
From $333 per night (USD)VRBO
- From $927 per night (USD)
Expedia
Salty Kisses Beach House
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Salty kisses are a Modern brand-new construction 5/4 beach house with a pool and a dock. Salty kisses is a piece of par ...
From $927 per night (USD)Expedia
- From $478 per night (USD)
VRBO
paradise with or without a Boat clean waterfront Beach Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Deep canal two bedroom, two bathroom on Sombrero Beach Road with a large lot, nearly 100 feet of water with a dock on a ...
From $478 per night (USD)VRBO
- From $619 per night (USD)
Expedia
Oasis in The Keys-Kayaks-Paddle Boards-Cabana Club
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Oasis in The Keys, as the name implies, is a haven for guests looking to escape the everyday and enjoy the rel ...
From $619 per night (USD)Expedia
- From $397 per night (USD)
VRBO
Clocked Out townhouse-style condo offering 2 bedrooms and 2.5 baths with pool & dockage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the Keys with unparalleled sophistication! Introducing Clocked Out—a remarkable townhouse-style condo offerin ...
From $397 per night (USD)VRBO
- From $284 per night (USD)
Expedia
Your Coastal Paradise in the heart of the Florida keys near beach & restaurants
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your coastal paradise in the heart of the Florida keys Minutes away from Sombrero Beach and walking distance ...
From $284 per night (USD)Expedia
- From $527 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 $527 per night (USD)VRBO
- From $423 per night (USD)
Expedia
3/2 SFH w. Private pool/dockage/quick Gulf access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Catch-n-relax at our wonderful 3/2 SFH with dockage & private pool in the heart of the Florida Keys. Enjoy a cup of coff ...
From $423 per night (USD)Expedia
- From $211 per night (USD)
VRBO
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 $211 per night (USD)VRBO
- From $908 per night (USD)
VRBO
\"Grouper Getaway\" - Waterfront, Blue skys, Pool - Marathon, Florida Keys
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This is a secluded, exclusive, unique property. Open water in the best neighborhood in Marathon. Large open living area ...
From $908 per night (USD)VRBO
- From $652 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 $652 per night (USD)VRBO
- From $249 per night (USD)
Expedia
Boot Key Harbor Waterfront - Marathon, FL
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a ground-level studio with a 16 ft wall of windows opening to the harbor. This unit has granite counters and con ...
From $249 per night (USD)Expedia
- From $700 per night (USD)
VRBO
One of the few detached Villa's at Coral Lagoon Resort & Marina.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Coral Lagoon Villa Getaway with Heated Pool, Canal Views, Games, Bikes & Endless Amenities Perfect for Families, Boater ...
From $700 per night (USD)VRBO
- From $313 per night (USD)
VRBO
3/3.5 Key Colony Beach canal home - Fabulous Views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Manatee Love awaits you! Nicely updated, spacious 3 bedroom, 3.5 bathroom canal front home on beautiful Key Colony Beach ...
From $313 per night (USD)VRBO
- From $259 per night (USD)
VRBO
Boot Key Harbor Retreat Penthouse - Marathon, FL
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located on the third floor of the house, this romantic studio has a beautiful granite kitchen counter and an elevated di ...
From $259 per night (USD)VRBO
- From $607 per night (USD)
Expedia
Priv Pool + Spa, Walk to Beach, Dock, Tiki, Pets
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Paradise Cove Welcome to Paradise Cove, your tropical oasis in the heart of the mesmerizing Florida Keys! This stunning ...
From $607 per night (USD)Expedia
- From $410 per night (USD)
VRBO
Paradise Pointe updated 2bed/2.5bath townhouse style condo with partial water views, shared pool & dockage
- 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 $410 per night (USD)VRBO
- From $941 per night (USD)
Expedia
Games area, Htd Pool/Spa, Kayaks, 4BR/3BA, 75' dock deep canal, near beach.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to your ultimate Florida Keys getaway! NOW ACCEPTING SATURDAY TO SATURDAY BOOKINGS ONLY. This stunning Gulf-s ...
From $941 per night (USD)Expedia
- From $398 per night (USD)
VRBO
2/2 Pool Home on Sombrero Beach with screened porch-beautiful views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Key Lime Sunrise Watch the sunrise & feel the tropical breezes while sipping your coffee from the comfort of the upstair ...
From $398 per night (USD)VRBO
- From $552 per night (USD)
Expedia
New to Vrbo SeaEsta! 1 Block to Sombero Beach! Bring your boat or rent ours!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
1 Block to Sombrero Beach, 70' waterfront w/ dockage. 3 Bedrms 3 baths. Large deck for cooking out. Direct access to the ...
From $552 per night (USD)Expedia




































































































