Marathon Rentals
From $247 per night (USD)VRBO
MILLION DOLLAR ocean view, cozy 2-bedroom house pet friendly. Boat Slip optional
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
If you are looking for #serenity from a "millionaire's view", while being serenaded by mangrove birdsong, or on-the-go a ...
From $247 per night (USD)VRBO
From $385 per night (USD)Expedia
Lux Waterfront Villa 24: Priv. Boat Slip, Boat Ramp Access, Gulf Views, Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Two Weeks Notice Villa | Indigo Reef #24 | Gated Waterfront Community | Private Boat Slip | Gulf Views | Marathon, FL A ...
From $385 per night (USD)Expedia
From $975 per night (USD)VRBO
Lazy Manatee
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: Luxurious 5 Bed/4.5 Bath Coastal retreat. This tropical haven features private lush greenery pool, 80' dockage ...
From $975 per night (USD)VRBO
From $456 per night (USD)Expedia
Mermaid Retreat – Coastal Paradise Just Steps from Sombrero Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Experience Marathon like a local in this 4-bedroom house. The peaceful space features one king bed and three queen beds, ...
From $456 per night (USD)Expedia
From $442 per night (USD)VRBO
P85 - New Listing! Be the First to Stay in This 3BR Pool Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your perfect Florida Keys getaway! This beautifully updated 3 bedroom, 2 bathroom ground-level home in Marath ...
From $442 per night (USD)VRBO
From $432 per night (USD)Expedia
Catch of the Bay - Waterfront - Pool - 35' Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Welcome to Catch of the Bay! A freshly renovated 2-bedroom waterfront retreat in the heart of Marathon, where ...
From $432 per night (USD)Expedia
From $1794 per night (USD)VRBO
Water front 5-bedroom house with boat dock in beautiful Marathon
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 9
Unwind in Marathon within walking distance to Sombrero beach at this beautiful house with direct water access for boatin ...
From $1794 per night (USD)VRBO
From $426 per night (USD)Expedia
Blue Lagoon 2bed/2bath with private pool - no dockage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Blue Lagoon, your perfect Florida Keys escape! This inviting 2-bedroom, 2-bath single-family home offers a re ...
From $426 per night (USD)Expedia
From $433 per night (USD)VRBO
Paradise House a Waterfront Oasis : Your Perfect Getaway on the Atlantic!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Waterfront Oasis: Your Perfect Getaway on the Atlantic! Vaca-25-183 Escape to paradise with this stunning waterfront r ...
From $433 per night (USD)VRBO
From $756 per night (USD)VRBO
Waterfront - Private Dock, Pool and Backyard
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
This home is very lightly rented. It is meticulously maintained and in immaculate condition. it is located just a short ...
From $756 per night (USD)VRBO
From $630 per night (USD)VRBO
Wide Water Getaway - Waterfront with dockage, private pool and hot tub, incredible water views, Perfect Family Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Wide Water Getaway - A Boater's Paradise with the best wide-water views, a private pool & hot tub, ice maker, ...
From $630 per night (USD)VRBO
From $484 per night (USD)Expedia
Sunset Reef 2bed/2bath updated single family with private pool & dockage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your perfect Florida Keys escape! This bright and breezy 2-bedroom, 2-bath home offers laid-back island livin ...
From $484 per night (USD)Expedia
From $293 per night (USD)VRBO
Sombrero Beach Neighborhood - Deep Water Dockage - Spacious 3 Bedroom!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Boater's Paradise boasting Deep Water Dockage – Minutes from Sombrero Beach! Welcome to your Florida Keys getaway at 11 ...
From $293 per night (USD)VRBO
From $751 per night (USD)Expedia
Marathon Oceanfront 4BR, 3.5BA Private Pool 60’ Boat Dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Wake up to endless open-water views at your private Marathon oceanfront retreat. Designed for families, boaters and grou ...
From $751 per night (USD)Expedia
From $431 per night (USD)VRBO
Sombrero Sanctuary ~ Pet Friendly Pool Home, Steps to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Sombrero Sanctuary Escape to your own slice of paradise in this Marathon, FL vacation rental, ideally located just seco ...
From $431 per night (USD)VRBO
From $504 per night (USD)Expedia
Waterfront Marathon FL Home w/ Pool, 75' Dock, Near Sombrero Beach, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Bougainvillea Beauty Escape to Bougainvillea Beauty, a newly remodeled waterfront vacation rental in Marathon, FL, loca ...
From $504 per night (USD)Expedia
From $1131 per night (USD)VRBO
SPARE KEY Sombrero Beach 5 BR Waterfront Luxury Pool, Hot Tub, Dock and More
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 11
Welcome to SPARE KEY—a luxury 5 Bedroom waterfront home in the best location in Marathon, Florida! Guests will enjoy a p ...
From $1131 per night (USD)VRBO
From $535 per night (USD)Expedia
P01 - New 3 bed, 3 bath with private pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful new home offers 3 bedrooms, 3 baths and a comfortable open floorplan. Additionally, this property boasts ...
From $535 per night (USD)Expedia
From $445 per night (USD)VRBO
Marathon Getaway: Florida Keys Home with a 45' dock and ocean access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Marathon Getaway: Waterfront Home with 45' Dock Relax at Marathon Getaway, a canal-front Florida Keys home just one mile ...
From $445 per night (USD)VRBO
From $279 per night (USD)VRBO
Discover Family Fun and Island Adventure at The Hammocks at Marathon-1 Bedroom
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Ready for a tropical getaway your family will never forget? Bluegreen Vacations The Hammocks at Marathon is your gateway ...
From $279 per night (USD)VRBO
From $1191 per night (USD)VRBO
Mockingbird Cove Luxury 5/5 Waterfront Retreat Near Sombrero Beach w Private Pool + Dockage
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Mockingbird Cove, a stunning luxury waterfront retreat in the heart of Marathon, Florida Keys, where breathta ...
From $1191 per night (USD)VRBO
From $1546 per night (USD)VRBO
Spacious 5-bedroom luxury home in new waterfront community in Grassy Key!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to SeaGlass Cove — where barefoot luxury meets the laid-back beauty of the Florida Keys. Book this summer for a ...
From $1546 per night (USD)VRBO
From $487 per night (USD)VRBO
Sunshine Hideaway – Peaceful 3BD/2BA Home with Private Pool & Screened Porch
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Sunshine Hideaway, your peaceful retreat in the heart of the Florida Keys. This charming 3-bedroom, 2-bath si ...
From $487 per night (USD)VRBO
From $359 per night (USD)Expedia
Florida Keys Coastal Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stay awhile in this fully updated 2BD/2BA Florida Keys home that sleeps 6 comfortably. Perfect for remote work or extend ...
From $359 per night (USD)Expedia
From $645 per night (USD)VRBO
Aqua Verde ~ Waterfront Lux Gem ~ Dock ~ Game Room
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Welcome to this brand-new 3BR 3BA waterfront retreat in Marathon, Florida Keys. This two-story canal-front hom ...
From $645 per night (USD)VRBO
From $931 per night (USD)Expedia
Saltwater Social ~ Game Room ~ Pool ~ Dock ~ Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to Saltwater Social, a brand-new 4BR/3BA waterfront home in Marathon, Florida Keys. This two-story can ...
From $931 per night (USD)Expedia
From $689 per night (USD)VRBO
Blue Paradise
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 8
Waterfront Luxury Retreat in the Heart of Marathon, Florida Welcome to your home away from home — a spacious waterfro ...
From $689 per night (USD)VRBO
From $238 per night (USD)Expedia
Hidden Treasure near the 7mile
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover Your Hidden Treasure in the Florida Keys! Vaca-25-226 Welcome to your ideal vacation escape, just a short str ...
From $238 per night (USD)Expedia
From $990 per night (USD)VRBO
Oceanfront Rooftop Views w/ 75ft of Dockage
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
“We enjoyed our coffee every morning on the roof top patio, and every sunset in the hot tub also on the roof.” - Lara M ...
From $990 per night (USD)VRBO
From $469 per night (USD)VRBO
BREATHTAKING OCEAN FRONT VIEW! PRIVATE POOL AND PROTECTED DOCK
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This home is one of three that we offer, located next door to one another, each with it's own private pool and dock. Th ...
From $469 per night (USD)VRBO
From $315 per night (USD)VRBO
P48 - 2 Bedroom, 2 Bath Beach front condo with pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Condo overlooking the natural beach of Coco Plum. This 2 bedroom, 2 bath condo unit offers 1,280 sq feet of living space ...
From $315 per night (USD)VRBO
From $162 per night (USD)VRBO
Relax and Unwind! Outdoor Pool, Pets Are Welcome, Free Breakfast!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Pet- and family-friendly waterfront property with pool and breakfast This listing is for a room within a hotel. ✦ Your ...
From $162 per night (USD)VRBO
From $405 per night (USD)VRBO
Spacious 4-bedroom 4.5 bath house in welcoming Marathon with Pool on the water.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Waterfront Luxury Retreat in Marathon, Florida Keys Escape to this stunning, nearly-new 4BR/4.5BA waterfront home in Mar ...
From $405 per night (USD)VRBO
From $320 per night (USD)VRBO
Florida Keys Escape! 2 Elegant Rooms, Outdoor Pool, Free Breakfast!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Pet- and family-friendly waterfront property with pool and breakfast This listing is for 2 separate rooms within a hote ...
From $320 per night (USD)VRBO
From $320 per night (USD)VRBO
Family & Friends Getaway! 2 Relaxing Units, Outdoor Pool, Free Breakfast!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Pet- and family-friendly waterfront property with pool and breakfast This listing is for 2 separate rooms within a hote ...
From $320 per night (USD)VRBO
From $305 per night (USD)Expedia
Discover Family Fun and Island Adventure at The Hammocks at Marathon-1 Bedroom
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Ready for a tropical getaway your family will never forget? Bluegreen Vacations The Hammocks at Marathon is your gateway ...
From $305 per night (USD)Expedia
From $724 per night (USD)VRBO
Waterfront Luxury, Volleyball, Putting Green, Dock & More!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Pescayo Pointe Welcome to your modern Florida Keys escape—an upscale 4-bedroom, 3-bath canal-front home designed for ...
From $724 per night (USD)VRBO
From $1456 per night (USD)Expedia
Casa Pilar at Seaglass Cove
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Casa Pilar at SeaGlass Cove, an oceanfront masterpiece blending timeless Cuban charm with modern Keys luxury. ...
From $1456 per night (USD)Expedia
From $462 per night (USD)VRBO
Unwind in Paradise at The Hammocks at Marathon – 2 Bedroom Escape!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled in the heart of the Florida Keys, The Hammocks at Marathon offers a slice of tropical paradise perfect for f ...
From $462 per night (USD)VRBO
From $931 per night (USD)VRBO
Lagoona-Matata Amazing ocean view on vaca cut with ocean access to both gulf and Atlantic. Property features your very own private lagoon and white sand beach that adds a truly unique and unforgettable touch to your stay. Heated pool included.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A truly magical place "Lagoona-Matata" sits on the edge of Vaca Cut showcasing fabulous views of the Gulf. The outdoor ...
From $931 per night (USD)VRBO
From $191 per night (USD)VRBO
Relax from Your Room w/ Pool View! Outdoor Pool, Free Breakfast, Pet-Friendly!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our family-friendly property! An unforgettable tropical vacation awaits you in the Middle Keys. This listing ...
From $191 per night (USD)VRBO
From $191 per night (USD)VRBO
Maximum Comfort! Outdoor Pool, Pets Are Welcome, Free Breakfast!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our family-friendly property! An unforgettable tropical vacation awaits you in the Middle Keys. This listing ...
From $191 per night (USD)VRBO
From $1191 per night (USD)VRBO
Oceanfront Home in Private Community: Dockage less than 1 Mile away!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
This newly built, three-story oceanfront residence offers over 5,200 sq. ft. of beautifully designed indoor and outdoor ...
From $1191 per night (USD)VRBO
From $670 per night (USD)Expedia
The Point at Coral Lagoon, Rare End of Canal Villa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A rare find at Coral Lagoon — the only fully private, standalone villa at the end of the canal, with a dedicated 40 ft b ...
From $670 per night (USD)Expedia
From $221 per night (USD)VRBO
Sombrero Beach Getaway - Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Scape to the Florida Keys at Sombrero Beach Getaway, a comfortable 1-bedroom condo in the heart of Marathon. Enjoy a rel ...
From $221 per night (USD)VRBO
From $567 per night (USD)Expedia
Waterfront Pool Home w/ Private Dock, Tiki Hut & Backyard Oasis
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Captain's Hideout, your private Marathon retreat in Little Venice, designed for boating, fishing, and laid-ba ...
From $567 per night (USD)Expedia
From $459 per night (USD)VRBO
Marathon Beach House | Pool, Dock & Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Escape winter and "Stay Salty" in Marathon! Just 0.3 miles from Sombrero Beach, this modern 3BR + bonus bunk ...
From $459 per night (USD)VRBO
From $244 per night (USD)Expedia
Beautiful 2-bedroom, 2-bath condo perfect escape to relax and fish in Marathon
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Island Tides Getaway in Marathon! This charming 2-bedroom, 2-bath retreat is your perfect escape to the Flori ...
From $244 per night (USD)Expedia
From $721 per night (USD)VRBO
Mango Moorings| 50' Dockage| 3bd 2bth|Beach close
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Mango Moorings | Tropical Waterfront Escape | 1-Min to Coco Plum Beach | 50' Dockage | Easy Ocean and Gulf Acc ...
From $721 per night (USD)VRBO
From $664 per night (USD)VRBO
Pescayo Point on Coco Plum- Pool, Dock, and AMAZING VIEWS
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your perfect Florida Keys escape in Marathon. This beautifully appointed 4-bedroom, 3-bathroom waterfront poo ...
From $664 per night (USD)VRBO
From $222 per night (USD)VRBO
The Salty Coconut ~ Waterfront ~ Dock ~ Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Escape to The Salty Coconut from Villa Paraiso Vacation Rentals, your brand-new waterfront sanctuary in Marath ...
From $222 per night (USD)VRBO
From $678 per night (USD)Expedia
Dockside Paradise | Brand New, Large Dock, Private Pool, Tiki Hut, Walk to Sombrero Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Dockside Paradise, your brand-new weekly vacation retreat in the heart of Marathon! Completely renovated in 2 ...
From $678 per night (USD)Expedia
From $547 per night (USD)VRBO
Conch Nation – 4 Bedroom / 3 Bath Gulfside Home with Dockage
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Conch Nation, a comfortable single-family home located on the Gulfside of Marathon. This property offers conv ...
From $547 per night (USD)VRBO
From $312 per night (USD)Expedia
Waterfront Remodeled Home w/ Private 35’ Boat Dock - at the foot of the iconic 7-Mile Bridge. Cozy house, water views, outdoor entertaining, private XL hot tub, walk to Sunset Grill for pool. Perfect for fishing, boaters, divers & sunset lovers.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Great Views with 35' Large Boat Dock providing direct access to the ocean and gulf! Oversized hot tub, complimentary acc ...
From $312 per night (USD)Expedia
From $482 per night (USD)VRBO
Sailfish Villa: Lux Waterfront 3BR w/ Boat Slip, Boat Ramp Access, Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Sailfish Villa — Indigo Reef #13 A signature HappyintheKeys waterfront retreat with a dedicated boat slip, pr ...
From $482 per night (USD)VRBO
From $476 per night (USD)Expedia
La Pirata: Hgtv-Remodeled 3BR/2BA Canal Home w/ Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
La Pirata: Hgtv-Remodeled 3BR/2BA Canal Home w/ Pool Hgtv-Remodeled Canal-Front Retreat with Private Pool & Dockage We ...
From $476 per night (USD)Expedia
From $530 per night (USD)VRBO
\"Fish, kayak, relax Blue Heaven Marathon.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Luxury Waterfront Vacation Rental in Marathon Key – Gulf Access, Kayaks, "Bring your boat, dock in your backyard". ...
From $530 per night (USD)VRBO
From $853 per night (USD)Expedia
NEW! LUX VILLA 5 Beds 4 Baths Pool Boat Slip
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: Welcome to Villa Del Mare, a luxury oasis in the Florida Keys. Enjoy your private pool, 37-ft boat dock, and a ...
From $853 per night (USD)Expedia
From $357 per night (USD)VRBO
Flamingo House
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Private Pool Home in Flamingo Isle | Marathon, Florida Keys The Space: Welcome to your relaxing Florida Ke ...
From $357 per night (USD)VRBO
From $479 per night (USD)Expedia
Gulfside Gem – 2bed/2bath Open Water Waterfront Escape
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gulfside Gem – Open Water Waterfront Escape Welcome to Gulfside Gem, a charming 2-bedroom, 2-bath single-family home of ...
From $479 per night (USD)Expedia
From $492 per night (USD)VRBO
Key Vaca ~Waterfront Home with Pool & 75' Dock
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Key Vaca Experience the ultimate waterfront vacation rental in Marathon, Florida Keys, perfect for families, boaters, a ...
From $492 per night (USD)VRBO
From $604 per night (USD)Expedia
Mar-Key Paradise | 100' Dockage, Atlantic Access & 3 En-Suite Bedrooms
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Mar-Key Paradise! City of Marathon regulations require a minimum stay of 7 nights. No exceptions can be ...
From $604 per night (USD)Expedia
From $756 per night (USD)VRBO
5BR Oasis w/ Pool, HotTub & Near Beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
*There is currently construction going on across the street* Welcome to your Marathon escape — a spacious 5-bedroom, 3- ...
From $756 per night (USD)VRBO
From $569 per night (USD)Expedia
Emerald Palms ~ Waterfront ~ Pool ~ Dock ~ Games
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to Emerald Palms, a 4BR/2.5BA canal-front home in Marathon, Florida Keys. Built for groups who come to ...
From $569 per night (USD)Expedia
From $904 per night (USD)VRBO
Seven Palms: Your Key to Happiness Oceanfront Luxury with Private Pool, Dock & Stunning Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Seven Palms, a newly built oceanfront retreat in the heart of the Florida Keys - just 100 yards from open wat ...
From $904 per night (USD)VRBO
From $361 per night (USD)Expedia
CANAL FRONT HOME OCEAN ACCESSIBLE
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Marathon house boasts 2 inviting bedrooms, featuring a king bed and a twin bed. Guests also enjoy a tranquil living ...
From $361 per night (USD)Expedia
From $894 per night (USD)VRBO
Casa Bella | Ocean view | 3/2 with fishing pier, private pool, tiki, sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Casa Bella is a modern oceanfront retreat in the heart of the Florida Keys, featuring 3 bedrooms, a bonus bunk area, 2 b ...
From $894 per night (USD)VRBO
From $1043 per night (USD)Expedia
Beach Walk to Sombrero
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Beach Walk, your ultimate slice of paradise in the heart of the Florida Keys. Nestled in Marathon's most soug ...
From $1043 per night (USD)Expedia
From $460 per night (USD)VRBO
4BR Family Coastal Retreat 6min to Sombrero Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Just a 6-minute drive to beautiful Sombrero Beach, this newly renovated 4-bedroom, 2-bath Marathon home is the perfect F ...
From $460 per night (USD)VRBO
From $629 per night (USD)VRBO
3/2 Emerald pool home with dock - amazing privacy - Sombrero Beach area
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Tropical 3-Bedroom Waterfront Retreat with Pool, Porches & 60ft Dock – Near Sombrero Beach Escape to this spacious 3-be ...
From $629 per night (USD)VRBO
From $344 per night (USD)VRBO
The Perfect Hideaway Retreat for Your FLKeys Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this beautifully appointed coastal retreat, thoughtfully designed for comfort, relaxation, and effortless liv ...
From $344 per night (USD)VRBO
From $584 per night (USD)Expedia
Yellowtail Retreat | Canal Front 3BR w/ Dockage, Swim Spa & Gulf Access | Dog-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
City of Marathon regulations require a minimum stay of 7 nights. No exceptions can be made. Please review the additional ...
From $584 per night (USD)Expedia
From $322 per night (USD)VRBO
Luxury Harbourview Retreat at Bonefish Yacht Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This waterfront corner-unit townhome offers stunning harbor views from both floors and breathtaking sunsets from the pri ...
From $322 per night (USD)VRBO
From $326 per night (USD)Expedia
Escape to Sailors Paradise in Marathon FL
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sailor’s Paradise, a fully equipped waterfront retreat designed for relaxation, comfort, and boating enthusia ...
From $326 per night (USD)Expedia
From $777 per night (USD)VRBO
Emerald Horizon - Luxury Home with Private Pool and Ocean Views
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Emerald Horizon Experience elevated coastal living in this luxury 5-bedroom, 4-bath vacation rental in Marathon, Florid ...
From $777 per night (USD)VRBO
From $910 per night (USD)Expedia
Azure Key Escape - Waterfront Retreat w/ Pool, Dock & Balconies
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to your private waterfront haven, thoughtfully designed for refined coastal living. This luxury canal-front home ...
From $910 per night (USD)Expedia
From $1887 per night (USD)VRBO
Gulfside Oasis a Dream on the Gulf
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Escape the ordinary and embrace a world of coastal elegance at Gulfside Oasis, an exquisite 5-bedroom, 5-bathroom oceanf ...
From $1887 per night (USD)VRBO
From $451 per night (USD)Expedia
Waterfront Pool Home w/ 30’ Dock, Kayaks & Outdoor Kitchen – Marathon
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Ground-level 4BR waterfront escape in Marathon with a private backyard pool, 30’ boat dockage, 4 kayaks, and a covered o ...
From $451 per night (USD)Expedia
From $381 per night (USD)VRBO
Salt Life – 2Bed/2Bath Beachfront Condo with Pool & Elevator Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Salt Life, a beautiful beachfront condo offering stunning ocean views and all the comforts of home. Located i ...
From $381 per night (USD)VRBO
From $368 per night (USD)Expedia
Boot Key Harbor Retreat with Pool & Breakfast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to the Florida Keys in this brand-new luxury 1BR/1BA waterfront suite overlooking beautiful Boot Key Harbor in Ma ...
From $368 per night (USD)Expedia
From $350 per night (USD)VRBO
Marina View Getaway with Pool & Free Breakfast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sassy Seahorse is a brand-new waterfront villa in Marathon, FL—perfect for a relaxing Keys getaway. This luxury 1BR/1BA ...
From $350 per night (USD)VRBO
From $366 per night (USD)Expedia
Marina View Suite with Pool & Tiki Bar
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Breezy Bonefish – Elegant Waterfront Living in the Florida Keys Escape to Breezy Bonefish, a beautifully des ...
From $366 per night (USD)Expedia
From $430 per night (USD)VRBO
Waterfront Escape with Pool, Tiki, Breakfast & Marina
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Be one of our guest at the MYSTIC MERMAID, a brand-newly built 1BR/1BA Waterfront Villa that sleeps up to 4 guests! This ...
From $430 per night (USD)VRBO
From $430 per night (USD)Expedia
Waterfront Retreat with Marina Views & Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sassy Seahorse is a brand-new waterfront villa in Marathon, FL—perfect for a relaxing Keys getaway. This luxury 1BR/1BA ...
From $430 per night (USD)Expedia
From $421 per night (USD)VRBO
Waterfront Suite with Pool, Tiki Bar & Marina
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Bashful Barracuda – Brand-New Luxury Waterfront Suite on Boot Key Harbor Experience the perfect Florida Keys ...
From $421 per night (USD)VRBO
From $430 per night (USD)Expedia
Marina View Escape with Pool, Tiki & Breakfast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Moonlit Manatee is a fresh waterfront villa in Marathon, FL, made for easygoing Florida Keys escapes. This luxury 1B ...
From $430 per night (USD)Expedia
From $530 per night (USD)VRBO
Lovely 2-bedroom/2 bath house with 1 minute ocean access/pool/modern upgrades
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Coastal Keys Escape, a beautifully updated 2-bedroom, 2-bathroom home designed for relaxed Florida Keys livin ...
From $530 per night (USD)VRBO
From $153 per night (USD)Expedia
Snowbird Paradise Canal-Front 1BR Minutes to Sombrero
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Relax and unwind in this bright, fully renovated 1-bedroom apartment located just off Sombrero Boulevard in the heart of ...
From $153 per night (USD)Expedia
From $394 per night (USD)VRBO
Gulf-Front Condo | Panoramic Views | Marathon, FL
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Welcome to GulfSideHaven112, your waterfront retreat in Marathon, Florida. This beautifully renovated Gulf-fro ...
From $394 per night (USD)VRBO
From $377 per night (USD)Expedia
Indigo Reef Villa 31 aka Captain's Cure - Lux 3BR w/ Boat Slip, Boat Ramp, Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Captain's Cure Villa — Indigo Reef #31 A signature HappyintheKeys waterfront retreat! With a dedicated boat s ...
From $377 per night (USD)Expedia
From $318 per night (USD)VRBO
*NEW!*Life is a Marathon~VIEWS!~Pool~Dock~HotTub!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
🏖️Welcome to Life is a Marathon!🌴☀️ This peaceful 4-BR sanctuary has everything you need for the perfect getaway. Enj ...
From $318 per night (USD)VRBO
From $312 per night (USD)Expedia
Heart of the Key Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spacious Holiday Home in Marathon: Heart of the Key Cottage offers a spacious holiday home in Marathon, Florida. The pro ...
From $312 per night (USD)Expedia
From $530 per night (USD)VRBO
Oceanfront Beach House 3BR|3BA Newly renovated
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Hakuna Matata Beach House | Oceanfront Paradise in the Florida Keys "Hakuna Matata" means no worries—and th ...
From $530 per night (USD)VRBO
From $736 per night (USD)Expedia
Hooked on Avocado -Stunning 5 Bedroom/ 3 Bath waterfront home on canal, resort style private pool & hot tub, 34’ dock, and quick open-water Gulf and Atlantic access. Ice Maker, Ping Pong table. Minutes to Sombrero Beach & Dining.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: Welcome to Hooked on Avocado, your slice of paradise in the heart of the Florida Keys. This stunning 5- Bedroo ...
From $736 per night (USD)Expedia
From $828 per night (USD)VRBO
Water Views | Private Pool Oasis + Gazebo + Kayaks
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Luxury Keys boating escape in Marathon’s Coco Plum! Includes kayaks + pier-style dockage on a wide-open canal with gorg ...
From $828 per night (USD)VRBO
From $790 per night (USD)Expedia
NEW - Luxury Waterfront Island Home - BEACH, Pool & Dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Dreaming of that elusive Keys home with a incredible waterfront views, a private pool, a great beach, and a dock for you ...
From $790 per night (USD)Expedia
From $268 per night (USD)VRBO
*NEW* Reel Escape~50'Dock!!~Pet Friendly!~Grill!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Marathon, FL, the heart of the beautiful Florida Keys 🌴 This charming 3BR, 2BA coastal retreat features a pr ...
From $268 per night (USD)VRBO
From $387 per night (USD)Expedia
Waterfront Cottage with Private Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Cottage de la Paz, your peaceful waterfront escape in beautiful Marathon, Florida! Come relax, unwind, and ...
From $387 per night (USD)Expedia
From $407 per night (USD)VRBO
Searenity Retreat! Waterfront Home With Private 60 ft Dock, Pool, Tiki, BBQ
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to your perfect Marathon getaway! This beautiful 2-bedroom, 2-bath waterfront home is designed for relaxation, c ...
From $407 per night (USD)VRBO
From $545 per night (USD)Expedia
Salty Skies : 4-bedroom - Pool - Dock - walking distance from Sombrero Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Salty Skies on Sombrero, your ultimate tropical paradise, just steps from the white sands and turquoise water ...
From $545 per night (USD)Expedia