Marathon Rentals
From $857 per night (USD)VRBO
Luxury Oceanfront Retreat | 5BR, 4BA | Private Gat
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Luxury Oceanfront Retreat | 5BR, 4BA | Private Gated Home | Sleeps 12Location Location Location Direct oceanfront home ...
From $857 per night (USD)VRBO
From $338 per night (USD)VRBO
Charming Gulfside Retreat - Dock, Immediate Boating Access, and Bait Freezer
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Light, bright and freshly renovated, this well-kept 2 bedroom stilted half duplex is a great Keys getaway! Comfortable o ...
From $338 per night (USD)VRBO
From $271 per night (USD)VRBO
Waterfront coastal duplex w/ balcony views, gas grill, washer & dryer, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Seabreeze Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $271 per night (USD)VRBO
From $309 per night (USD)Expedia
P57 - Charming 2 Bed, 2 bath stilted, half duplex, with private pool and dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
BRAND NEW in our inventory! P57 - Livin' on Key's Time - Charming and immaculate 2 Bedroom, 2 bathroom stilted, ...
From $309 per night (USD)Expedia
From $956 per night (USD)VRBO
Ultimate Beach House in Marathon
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Welcome to the Florida Keys! Have an unforgettable stay at this mega tropical oasis with 2 houses! These are TWO houses ...
From $956 per night (USD)VRBO
From $594 per night (USD)Expedia
Marathon Oceanfront Room | 2Queens + Spa-Like Bath
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wake up to breathtaking ocean views in the Oceanfront Balcony | Double Queen room. Featuring two plush queen beds, a spa ...
From $594 per night (USD)Expedia
From $571 per night (USD)VRBO
Marathon Oceanfront | 2 King Beds + Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover oceanfront luxury in the Oceanfront Balcony | 2BR 2Kings guestroom. This spacious retreat features two king bed ...
From $571 per night (USD)VRBO
From $605 per night (USD)Expedia
Marathon Oceanfront Suite | Balcony + Kitchenette
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wake up to stunning ocean views from the Oceanfront Balcony | 1BR King + Kitchenette (Suite). This spacious retreat offe ...
From $605 per night (USD)Expedia
From $1000 per night (USD)VRBO
Marathon Beachfront Suite | 1BR Veranda +Luxe Bath
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Step from your Oceanfront Veranda | 1BR King + Kitchenette (Suite) straight onto the sand for a true beachfront escape. ...
From $1000 per night (USD)VRBO
From $610 per night (USD)Expedia
Marathon Beachfront | ADA 2 Queens + Veranda
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy oceanfront accessibility in the Oceanfront Veranda | Double Queen ADA in Marathon. This room features two queen be ...
From $610 per night (USD)Expedia
From $376 per night (USD)VRBO
Man-of-War Pool Retreat- (M#27), Seaside Pool Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Waterfront 2BR/2BA Retreat quick Ocean Access – Walk to Sombrero Beach This stunning 2-bedroom, 2-bath getaway is in the ...
From $376 per night (USD)VRBO
From $478 per night (USD)Expedia
On Island Time! HotTub-Water View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This charming 3-bedroom, 2-bathroom home in Marathon, FL offers the perfect coastal retreat. Enjoy a spacious full kitch ...
From $478 per night (USD)Expedia
From $288 per night (USD)VRBO
All Aboard: 2BR Oceanfront Condo with Community Pool, Tiki Hut, and Stunning Views of the Atlantic!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
City of Marathon zoning requires a minimum rental period of 7 nights, and no exceptions can be made. Please review addit ...
From $288 per night (USD)VRBO
From $331 per night (USD)Expedia
Oceanfront house with dock, kayaks, deck, fast WiFi, central AC & washer/dryer
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Isla Bella Villa Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $331 per night (USD)Expedia
From $330 per night (USD)VRBO
Serene retreat with private dock, pool, washer/dryer, & canal access
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Seaside Manor Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $330 per night (USD)VRBO
From $955 per night (USD)VRBO
Spacious 5-bedroom with pool and dock
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Stunning Waterfront 5-Bedroom, 4-Bath Home – A Boater's Dream! Nestled in a prime location just minutes from the ocean, ...
From $955 per night (USD)VRBO
From $551 per night (USD)VRBO
3/2 with canal front home pool and dock - open concept
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your ideal canal front retreat! This delightful 3-bedroom, 2-bathroom home boasts a perfect blend of comfort ...
From $551 per night (USD)VRBO
From $292 per night (USD)Expedia
Waterfront 2BR w/ Dock, Hot Tub & Easy Ocean Access – Boaters Welcome!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to this private, pet-friendly waterfront duplex on Coco Plum, where modern comfort meets the beauty of the Florid ...
From $292 per night (USD)Expedia
From $285 per night (USD)VRBO
Cozy 2-BR 2-BA bungalow near beaches and 7-Mile Bridge - Pet Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to this spacious, clean duplex in Marathon just one mile to 7-Mile Bridge and three miles to Sombrero Beach. Wal ...
From $285 per night (USD)VRBO
From $865 per night (USD)Expedia
Ocean Dream – Private Beach + Pool (M#31)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Luxury Oceanfront Oasis w/ Private Beach, Pool & Jacuzzi Enjoy the ultimate retreat with a private pool, Jacuzzi, and wr ...
From $865 per night (USD)Expedia
From $246 per night (USD)VRBO
Seashell Sanctuary 1B/2Ba Pool Clubhouse Elevator
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Time to relax! Bring your family & friends to this 721 sqft. Oceanview home steps away the pool. Time to relax, ...
From $246 per night (USD)VRBO
From $1086 per night (USD)Expedia
One of a Kind! Spacious 5-bedrooms all on one level, indoor pool amazing views!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Experience a taste of early Keys grandeur at Anglers End. This estate was built in 1973 and retains most of the original ...
From $1086 per night (USD)Expedia
From $289 per night (USD)VRBO
Key Colony Beach , Pool & Beach Access
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Waterfront Retreat with Dock & Private Club Beach-Pool Access minutes away. This Key Colony Beach deep-water dock moors ...
From $289 per night (USD)VRBO
From $1050 per night (USD)VRBO
Manatee Manor your tropical getaway in the heart of the Florida Keys!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This spacious and beautifully designed 4 bedroom 3 bath home Located in Marathon offers the perfect blend of relaxation ...
From $1050 per night (USD)VRBO
From $534 per night (USD)VRBO
Seaside Escape in Marathon
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Seaside Escape is a 3-bedroom, 3-bath ground-level home with a private pool, dock, and tiki hut, located in the heart of ...
From $534 per night (USD)VRBO
From $366 per night (USD)Expedia
3-bedroom house in fantastic Key Colony Beach with dock and Cabana Club!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Experience the epitome of coastal living in this exceptional half-duplex located in the prestigious Key Colony Beach. Si ...
From $366 per night (USD)Expedia
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2 bedrooms 1 bathroom Poolside Retreat!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Relax and recharge in the heart of the Florida Keys at this cozy 2-bedroom, 1-bathroom home—the perfect escape for famil ...
Click For PricingVRBO
From $661 per night (USD)VRBO
Spectacular 3/2 Gulf front home with pool, dock and sundeck. Amazing Views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to this spectacular Gulf front home, nestled in one of Marathon's most desired areas, offering privacy and a fri ...
From $661 per night (USD)VRBO
From $740 per night (USD)VRBO
Dolphin Oasis 5 bed 3.5 bath with 90 ft of dockage
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Dolphin Oasis is synonymous with your Tropical Oasis in the Florida Keys Sleeps 12 | Heated Pool | Hot Tub | Private Sa ...
From $740 per night (USD)VRBO
From $354 per night (USD)Expedia
Waterfront Paradise in Marathon Key – 3BR Home with Private Canal Access!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to paradise in this beautifully appointed 3-bedroom, 2-bath canal-front home in the heart of the Florida Keys. De ...
From $354 per night (USD)Expedia
From $630 per night (USD)VRBO
Private Pool, Deep Water Dock, Kayaks, Near Golf
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the Salt Cottage Sombrero Tucked away in Marathon’s exclusive Flamingo Island neighborhood, this stunning 3-b ...
From $630 per night (USD)VRBO
From $615 per night (USD)Expedia
Oceanview Rooftop Retreat 3BR 3BA in Marathon FL
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Welcome to Rooftop Bliss – the ultimate family getaway in Marathon, FL! This spacious 3BR/3BA villa is perfect ...
From $615 per night (USD)Expedia
From $1007 per night (USD)VRBO
Easy Breezy Family Complex 5BR 3BTH 100ft Dock, Pool, & Beach!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: This stunning 5-bedroom waterfront home in Marathon, Florida, offers the perfect getaway with a private pool, d ...
From $1007 per night (USD)VRBO
From $1369 per night (USD)Expedia
Morton Manor 5bed only
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Experience the perfect blend of luxury, comfort, and privacy at this stunning estate. Ideal for large groups or families ...
From $1369 per night (USD)Expedia
From $530 per night (USD)VRBO
Sun Daze at Sombrero
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Just steps from Sombrero Beach, this tropical retreat offers the feel of a private resort. With ample parking for multip ...
From $530 per night (USD)VRBO
From $306 per night (USD)VRBO
2 Mi to Sombrero Beach: Condo w/ Pool & Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Waterfront Community (Marathon Key Beach Club) | Near Grocery Stores & Eats | Boat Slip Seeking a warm-weather escape ...
From $306 per night (USD)VRBO
From $683 per night (USD)VRBO
Walk to Sombrero Beach, Pet Friendly with 60 feet of Boat Dock and Plenty of Parking!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to The Salty Dog — your perfect Florida Keys escape, just a half-mile from the turquoise waters and white sands ...
From $683 per night (USD)VRBO
From $251 per night (USD)Expedia
Ocean Isles Pelican Palace
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy open ocean views and take advantage of all the amenities this property has to offer. Fish off the docks with your ...
From $251 per night (USD)Expedia
From $180 per night (USD)VRBO
Ocean Isles Peace and Serenity
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Oceanside Condo, steps to the ocean! Located in a gated fishing village in Marathon. Huge pool, clubhouse and grills, fi ...
From $180 per night (USD)VRBO
From $220 per night (USD)Expedia
Ocean Isles Yellowtail Row
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Oceanside Condo, steps to the ocean! Located in a gated fishing village in Marathon. Huge heated pool, clubhouse, grills ...
From $220 per night (USD)Expedia
From $1177 per night (USD)VRBO
Resort-Style Beach House Paradise 6 BR Suites Pool & Heater with Ice-machine
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Welcome to Beach House Paradise Experience luxury and relaxation at this brand-new, resort-style home built in 2025. Per ...
From $1177 per night (USD)VRBO
From $609 per night (USD)Expedia
Luxury Oasis, Pool, Tiki, Dock, Near Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Casa De Cayo A refined waterfront escape in the heart of the Florida Keys, just one mile from the emerald-gr ...
From $609 per night (USD)Expedia
From $1120 per night (USD)VRBO
Captain's Retreat: Disneyland for Boaters
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
"The furnishings/decor are beautiful. This is one of the nicest houses we have had the pleasure to rent, everything is s ...
From $1120 per night (USD)VRBO
From $268 per night (USD)Expedia
3-bedroom,boat access in Marathon.AC,WiFi,50 ft Dock '' No problem atol ''.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Consider this house your home away from home while you visit Marathon. This lovely property features 3 bedrooms with a k ...
From $268 per night (USD)Expedia
From $397 per night (USD)VRBO
Hate To Leave It in marathon
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Island Time Starts Now Your Florida Keys Escape!Stay in a top-rated, sun-filled home in Marathon's exclusive Bougainvil ...
From $397 per night (USD)VRBO
From $297 per night (USD)VRBO
Charming and cozy Oceanfront 1 bedroom cottage in superb Marathon, with WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Nestled in the heart of Marathon, this lovely cottage features 1 inviting bedroom with a comfortable queen bed. Guests ...
From $297 per night (USD)VRBO
From $418 per night (USD)VRBO
Charming 2-bedroom home close to Sombrero Beach in fantastic Marathon
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Tropical Canalfront Retreat Near Sombrero Beach – 2 Bed / 2 Bath Escape to paradise at this beautifully appointed 2-bed ...
From $418 per night (USD)VRBO
From $683 per night (USD)Expedia
Keys Launchpad: 5 BR, 4 BA in Marathon, Sleeps 12
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Keys Launchpad, a striking new-construction vacation home located in the exclusive Emerald Flats community in ...
From $683 per night (USD)Expedia
From $209 per night (USD)VRBO
Ocean Bliss on Beach Heated Pool & Views Unit 32
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
About this space Wake up to palm trees and the sound of waves. Lounge by the heated pool, stroll to your private beach, ...
From $209 per night (USD)VRBO
From $316 per night (USD)Expedia
Modern, Oceanfront Views Apartment in Marathon with a pool and a marina
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This bright, beautiful, spacious 1-bedroom, 2-bathroom waterfront Apartment in Marathon offers an impeccable island retr ...
From $316 per night (USD)Expedia
From $532 per night (USD)VRBO
4/3 Sombrero Home with pool, dock, hot tub - concierge services avail.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
We WELCOME you to Reel 'Em Inn! Expertly decorated single family home in Marathon. Whether you are vacationing with fam ...
From $532 per night (USD)VRBO
From $503 per night (USD)Expedia
Sunset Key Escape Waterfront Pool Home with Dock and Sunset Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Wake up to sweeping Gulf views and end the day with world class Florida Keys sunsets. This 3 bedroom, 3 bath waterfront ...
From $503 per night (USD)Expedia
From $608 per night (USD)VRBO
Grassy Key Waterfront Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your private slice of paradise in Grassy Key, Marathon, FL! This spacious 4-bedroom, 2-bath waterfront home i ...
From $608 per night (USD)VRBO
From $599 per night (USD)Expedia
Spacious 5-bedroom house with Pool, Ocean Views, Dock in wonderful Marathon, Fl
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to this luxurious and spacious 5-bedroom, 3-bath home in beautiful Marathon, Florida. Enjoy immediate ocean acce ...
From $599 per night (USD)Expedia
From $463 per night (USD)VRBO
Newly Renovated 4BR/3BA Home in Marathon with Private Pool, Jetted Tub, and 40' Canal Dockage
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Nestled along a tranquil canal in Marathon, this newly renovated 4-bedroom, 3-bathroom retreat offers an elegant escape ...
From $463 per night (USD)VRBO
From $412 per night (USD)VRBO
Family-Friendly Room Perfect for Beachside Relaxation! Outdoor Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience an unforgettable stay by the waterfront, where vibrant local adventures await. Proximity to Turtle Hospital o ...
From $412 per night (USD)VRBO
From $348 per night (USD)VRBO
Spacious Family-Friendly Stay Near Dolphin Encounters & Beaches! Outdoor Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Experience an unforgettable stay by the waterfront, where vibrant local adventures await. Proximity to Turtle Hospital o ...
From $348 per night (USD)VRBO
From $363 per night (USD)VRBO
Waterfront Escape with Marina Views & Beach Access! Outdoor Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Experience an unforgettable stay by the waterfront, where vibrant local adventures await. Proximity to Turtle Hospital o ...
From $363 per night (USD)VRBO
From $339 per night (USD)VRBO
Minutes to Iconic Florida Keys Attractions! Outdoor Pool, Onsite Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Experience waterfront comfort at Faro Blanco Resort and Yacht Club Marathon, featuring spacious accommodations with two ...
From $339 per night (USD)VRBO
From $328 per night (USD)VRBO
Tropical Escape with Pool Access, Sunset Views, and Nearby Beach Adventures!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience an unforgettable stay by the waterfront, where vibrant local adventures await. Proximity to Turtle Hospital o ...
From $328 per night (USD)VRBO
From $347 per night (USD)VRBO
Discover Florida Keys from Comfortable Modern Retreat! Outdoor Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Experience an unforgettable stay by the waterfront, where vibrant local adventures await. Proximity to Turtle Hospital o ...
From $347 per night (USD)VRBO
From $363 per night (USD)VRBO
Soak up Florida Sun in Comfortable Room with Marina! Outdoor Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Experience an unforgettable stay by the waterfront, where vibrant local adventures await. Proximity to Turtle Hospital o ...
From $363 per night (USD)VRBO
From $330 per night (USD)VRBO
Experience Island Living in a Relaxed Room Setting! Outdoor and Parking Onsite!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience an unforgettable stay by the waterfront, where vibrant local adventures await. Proximity to Turtle Hospital o ...
From $330 per night (USD)VRBO
From $200 per night (USD)Expedia
OCEANFRONT community, perfect condo, sleeps 4
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Experience coastal living at its finest in this newly built, modern 1-bedroom condo located in the gated community of Oc ...
From $200 per night (USD)Expedia
From $352 per night (USD)VRBO
Comfortable Room with Pool View! Near Florida Keys Aquarium Encounters
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience an unforgettable stay by the waterfront, where vibrant local adventures await. Proximity to Turtle Hospital o ...
From $352 per night (USD)VRBO
From $354 per night (USD)VRBO
Relax at Room with Historic Lighthouse & Warm Welcome! Outdoor Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience an unforgettable stay by the waterfront, where vibrant local adventures await. Proximity to Turtle Hospital o ...
From $354 per night (USD)VRBO
From $338 per night (USD)VRBO
Enjoy Relaxation at Inviting Room in Marina Setting! Outdoor Pool, Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Experience an unforgettable stay by the waterfront, where vibrant local adventures await. Proximity to Turtle Hospital o ...
From $338 per night (USD)VRBO
From $350 per night (USD)VRBO
Charming Coastal Escape with Poolside Relaxation & Sunset Views!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience an unforgettable stay by the waterfront, where vibrant local adventures await. Proximity to Turtle Hospital o ...
From $350 per night (USD)VRBO
From $356 per night (USD)VRBO
Tropical Hideaway Near Beaches and Reefs! Outdoor Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience an unforgettable stay by the waterfront, where vibrant local adventures await. Proximity to Turtle Hospital o ...
From $356 per night (USD)VRBO
From $220 per night (USD)VRBO
Chill Island Vibes & Sunrises: Your Private Paradise in the Florida Keys!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Treasure Hideaway – Your Private Oasis in the Florida Keys! Nestled in the heart of Marathon, Treasure Hidea ...
From $220 per night (USD)VRBO
From $309 per night (USD)VRBO
Wreckers House King Room at Grassy Flats
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Thoughtfully furnished with mixed metals and woods, the Wreckers House tells the story of ships and their crews of "wrec ...
From $309 per night (USD)VRBO
From $615 per night (USD)Expedia
Galleon Suite at Grassy Flats Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Thoughtfully furnished with mixed metals and woods, the Wreckers House tells the story of ships and their crews of "wrec ...
From $615 per night (USD)Expedia
From $295 per night (USD)VRBO
Wreckers House Double Queen Room at Grassy Flats
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Thoughtfully furnished with mixed metals and woods, the Wreckers House tells the story of ships and their crews of "wrec ...
From $295 per night (USD)VRBO
From $477 per night (USD)Expedia
Humidor House Suite at Grassy Flats
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Adults-only building, available for guests ages 21+ only. Decorated with an ode to Caribbean cigar making, the Humidor ...
From $477 per night (USD)Expedia
From $1315 per night (USD)VRBO
🏝🌊 Blue Island at Marathon -Sunrise Views -Pool- Dock-near Sombrero Beach
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 10
Experience the newly updated Blue Island at Marathon - your ultimate luxury oceanfront retreat! Our brand new sofa furni ...
From $1315 per night (USD)VRBO
From $655 per night (USD)VRBO
3/2 Gulf Views with dock and pool. Pets welcome under 30pds.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your coastal escape! This ground-level 3-bedroom, 2-bath Gulf-front home offers breathtaking, unobstructed vi ...
From $655 per night (USD)VRBO
From $917 per night (USD)VRBO
Tropical paradise home w/in-ground pool, private dock, and dog-friendly
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Fishermans Paradise Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $917 per night (USD)VRBO
From $803 per night (USD)Expedia
Paradise Point - Luxury Oceanfront Estate w/ Pool, Dock, Outdoor Kitchen & Family Amenities
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Paradise Point Paradise Point is the ultimate in luxury waterfront living in the heart of Marathon, Florida Keys. Perfe ...
From $803 per night (USD)Expedia
From $1441 per night (USD)VRBO
Waterfront Marathon Keys Escape • Pool, Dock & Comfort for 8 Guests
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Discover your dream getaway in the heart of the Florida Keys. This spacious oceanfront villa in Marathon offers breathta ...
From $1441 per night (USD)VRBO
From $266 per night (USD)VRBO
Canal-Front Florida Keys Home w/ Private Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
52' Screened Porch | Kayaks Provided | Pet Friendly w/ Fee When turquoise waters and island vibes are calling your name ...
From $266 per night (USD)VRBO
From $358 per night (USD)VRBO
Waterfront, Pool, Dock, Kayaks & Stunning Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
<p><strong>Welcome to Hook, Wine & Sinker</strong>, a beautifully designed 3-bedroom, 2-bathroom ground-level waterfront ...
From $358 per night (USD)VRBO
From $494 per night (USD)Expedia
P91 - New Listing! Fabulous 3 bed, 3 bath Flamingo Island home with private...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
New Listing! Welcome to your dream getaway! This beautifully remodeled 3-bedroom, 3-bathroom home offers the perf ...
From $494 per night (USD)Expedia
From $396 per night (USD)VRBO
Salty Sunsets in Marathon
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Salty Sunsets Relax in the Florida KeysThis property was sold in March 2025 and is now under new ownership. The new own ...
From $396 per night (USD)VRBO
From $585 per night (USD)Expedia
*NEW!*Paradise Point~VIEWS!~Open Water~Dock~Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
✨ Welcome to Paradise Point! 🌊⛵ Indescribable Views! This stunning sanctuary offers Water Frontage on 3 sides giving ov ...
From $585 per night (USD)Expedia
From $1394 per night (USD)VRBO
Oceanview Marathon Villa – Private Pool, Dock, Kayaks & Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to your perfect Florida Keys getaway in this stunning oceanview villa in Marathon, FL. Enjoy breathtaking water v ...
From $1394 per night (USD)VRBO
From $312 per night (USD)VRBO
#1 Island Hideaway 89 - OCEAN FRONT
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy the BEST VIEW from your living room window, 1st floor balcony and 2nd floor balcony directly overlook the Atlantic ...
From $312 per night (USD)VRBO
From $305 per night (USD)VRBO
#1 Island Hideaway Marathon Vacation Rental
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Relaxation is waiting. 1 bedroom 1 bathroom, newly furnished, professionally decorated. Lush landscaping, resort pool w ...
From $305 per night (USD)VRBO
From $627 per night (USD)Expedia
Casa De Grouper
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Experience Marathon like a local in this 4-bedroom house. With 2 king beds, 1 queen bed, and 2 twin bed, this tremendous ...
From $627 per night (USD)Expedia
From $444 per night (USD)VRBO
Martin's Bayside Bungalow: Waterfront Paradise Found! Spacious Marathon Home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious & Comfortable Florida Keys Retreat Welcome to your perfect getaway in Marathon! This cozy yet spacious home co ...
From $444 per night (USD)VRBO
From $345 per night (USD)VRBO
Blue Isle Gem II- Gulf of America in the front yard
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
This is a well maintained and newly furnished property with a direct view of the Gulf. If you're seeking Gulf front sol ...
From $345 per night (USD)VRBO
From $450 per night (USD)VRBO
The Twin Palm Villas in Sombrero Beach - A- Oceanfront home with great views.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Indulge in island luxury at this stylish 2BR/2BA canal front oasis just blocks from Sombrero Beach. Located in a newly r ...
From $450 per night (USD)VRBO
From $519 per night (USD)Expedia
The Twin Palm Villas in Sombrero Beach - B- Oceanfront home with great views.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Indulge in island luxury at this stylish 2BR/2BA canal front oasis just blocks from Sombrero Beach. Located in a newly r ...
From $519 per night (USD)Expedia
From $529 per night (USD)VRBO
Four-bedroom beach house with oceanfront pool and smokeless bonfire area
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Recently remodeled, four-bedroom beach house on private acreage with oceanfront pool, smokeless bonfire area, and three ...
From $529 per night (USD)VRBO
From $323 per night (USD)Expedia
Charming 2-bedroom house in Marathon with pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to this charming house in Marathon. This awesome property features 2 bedrooms - one with a queen bed and the oth ...
From $323 per night (USD)Expedia
From $820 per night (USD)VRBO
Sea Watch | 5BR Marina View Luxury Home in Marathon FL Keys
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Sea Watch at Emerald Flats Modern luxury meets effortless coastal living at Sea Watch, a stylish 5-bedroom, 4-bathroom h ...
From $820 per night (USD)VRBO
From $388 per night (USD)Expedia
Cozy Beach House in Marathon
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Get ready to unwind and make memories at this tropical retreat where fun and relaxation come together. Soak in the hot t ...
From $388 per night (USD)Expedia
From $643 per night (USD)VRBO
Fish & Boat On-Site! Waterfront Florida Keys Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Freezer for Storing Fresh Catches | 7 Mi to Sandy Beaches | Bring Your Boat Canal-front living awaits — this 4-bed, 2-b ...
From $643 per night (USD)VRBO
From $419 per night (USD)Expedia
Sombrero Shores ~ Waterfront Oasis w/ Pool, Hot Tub, 63' Dock & By The Beach
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
span style="font-size:24px;">Sombrero Shores Experience ultimate waterfront luxury at Sombrero Shores, a 3-bedroom, 3.5- ...
From $419 per night (USD)Expedia
From $412 per night (USD)VRBO
Beach House in Marathon with Amazing Backyard!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Dive into paradise where relaxation meets fun. Soak in the hot tub, take a refreshing dip in the pool, or enjoy drinks a ...
From $412 per night (USD)VRBO
From $461 per night (USD)VRBO
Luxury Waterfront Villa, Marathon, Florida Keys
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Ideally located in a gated community in Marathon, Florida Keys, this spacious 3-bedroom, 2.5 bath furnished villa will m ...
From $461 per night (USD)VRBO