
Marathon Rentals
- From $243 per night (USD)
VRBO
Relaxing Couple Retreat in the Florida Keys | Resort w/ Scenic Waterfront View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This listing is for a room within a hotel. ✦ Your room is 323 sq. ft, equipped with complimentary toiletries, TV, avail ...
From $243 per night (USD)VRBO
- From $730 per night (USD)
VRBO
Enjoy Breathtaking Water View from Our Outdoor Pool | 3 Family Ready Units
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms. ✦ Each room is ...
From $730 per night (USD)VRBO
- From $487 per night (USD)
VRBO
Two Units Right tn the Heart of Florida Keys | Water Front Hotel w/ Scenic View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $487 per night (USD)VRBO
- From $242 per night (USD)
VRBO
Florida Keys Water Front Getaway | Near Historic Seven Miles Bridge
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This listing is for a room within a hotel. ✦ Your room is 344 sq. ft, equipped with complimentary toiletries, TV, avail ...
From $242 per night (USD)VRBO
- From $699 per night (USD)
VRBO
Gorgeous canal front 3/3 with screened in pool/hot tub in the beautiful FL Keys
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Bring your boat and your loved ones for a vacation you will never forget! The meticulously maintained home is centrally ...
From $699 per night (USD)VRBO
- From $782 per night (USD)
Expedia
Mystic Waters~ Open Ocean Views, Private Pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Mystic Waters Welcome to Mystic Waters, your exclusive retreat in Marathon, Florida, where luxury meets the serenity of ...
From $782 per night (USD)Expedia
- From $597 per night (USD)
VRBO
Tranquil Tides~ Waterfront Pool Home 75` Dock!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Tranquil Tides Welcome to this stunning new home that captures the irresistible charm of the Keys with a modern and coz ...
From $597 per night (USD)VRBO
- From $444 per night (USD)
Expedia
P88 - New on the rental market! 3 bedroom, 2 bath with private pool and 50 feet of dockage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy Marathon in this lovely 3 bedroom 2 bath canal home with private pool, located minutes from Sombrero Beach! ...
From $444 per night (USD)Expedia
- From $388 per night (USD)
VRBO
Charming 3-bedroom house in Marathon with Pool and Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This charming home offers easy access to the ocean and boasts a delightful 10 X 20 pool with depths ranging from 3 to 5 ...
From $388 per night (USD)VRBO
- From $558 per night (USD)
VRBO
Waterfront 4BR in Marathon with Pool, Hot Tub & Private Dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Peace at 7 Knots... It is a 4/3 pool and hot tub home that is wonderfully decorated with a "more is less" clean style wh ...
From $558 per night (USD)VRBO
- From $412 per night (USD)
VRBO
Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This Marathon condo boasts 1 inviting bedroom. The living room features a cozy sofa bed for extra guests. Guests can enj ...
From $412 per night (USD)VRBO
- From $457 per night (USD)
Expedia
Sombrero Getaway: Poolside Retreat with Canal Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to your tropical oasis in the heart of paradise! This spacious 4-bedroom, 3-bathroom vacation home is the perfec ...
From $457 per night (USD)Expedia
- From $471 per night (USD)
VRBO
Sombrero Siesta: Heated Pool & Stunning Canal Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Sombrero Siesta, your ultimate tropical getaway in the heart of the Florida Keys! This luxurious canal-front ...
From $471 per night (USD)VRBO
- From $681 per night (USD)
Expedia
Walk to Beach: Waterfront Home in Marathon!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Kayaks & Paddleboard | Tropical Hut w/ Grill | Private Pool & Boat Dock | Pet Friendly w/ Fee Feel your worries drift a ...
From $681 per night (USD)Expedia
- From $211 per night (USD)
VRBO
~ Ocean Isles ~ Brand New Waterfront Condo w/ Pool! #27
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Come join us at this newly added condo at Ocean Isles Fishing Village. This condo is a 1 bedroom 2 bathroom. With a day ...
From $211 per night (USD)VRBO
- From $440 per night (USD)
Expedia
Canalside Retreat: 4Br, 3BA with Pool & Stunning Canal Views!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Canalside Cabana : Your Dream Waterfront Escape! Nestled in a tranquil neighborhood, Canalside Cabana is a l ...
From $440 per night (USD)Expedia
- From $541 per night (USD)
VRBO
Paradise Palms~ Waterfront Oasis w/ 40' Dock, Pool, Open Water Views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Property Highlights: • Sleeps: 8 • Bedrooms: 3 • Bathrooms: 3.5 • Parking: This property features 6-8 parking spaces fo ...
From $541 per night (USD)VRBO
- From $1040 per night (USD)
Expedia
LUXURY 5BR BAYFRONT OASIS: Marathon Keys Villa + Boat Dock + Pool + Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Experience the ultimate Marathon Keys retreat at this luxury 5 bedroom 4.5 bath bayfront villa with private dock, saltwa ...
From $1040 per night (USD)Expedia
- From $1317 per night (USD)
VRBO
New!Luxurious & spacious waterfront 4 bedroom house in Marathon with endless fun
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Discover this lovely 4-bedroom gem in Marathon. This nice house features 2 king beds and 2 queen beds, perfect for a lar ...
From $1317 per night (USD)VRBO
- From $901 per night (USD)
Expedia
Sea Forever Sunsets On the Ocean all year round 4 bed 3 bath, dock and pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Vaca-24-215 Welcome to Sea Forever Marathon, Florida Keys | Luxury Waterfront Vacation Home Discover Sea Forever, a s ...
From $901 per night (USD)Expedia
- From $277 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 $277 per night (USD)VRBO
- From $443 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 $443 per night (USD)VRBO
- From $274 per night (USD)
VRBO
P47 - 2 bedroom, 2 bathroom with deep water dockage and easy ocean or gulf access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This home is located in Little Venice, a quintessential Keys neighborhood. With 2 bedrooms and 2 bathrooms, and easy Atl ...
From $274 per night (USD)VRBO
- From $541 per night (USD)
VRBO
NEW! Private Pool, 50’ Dock, Kayaks, Waterfront
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Slack Tide Cove, a stunning 3-bedroom, 2-bathroom waterfront retreat in the heart of Marathon, FL. This brand ...
From $541 per night (USD)VRBO
- From $459 per night (USD)
VRBO
Villa Serenity At Sombrero Private Pool Spa Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Relax and unwind at Serenity at Sombrero! This cozy canal front vacation home is perfect for a secluded and re ...
From $459 per night (USD)VRBO
- From $1440 per night (USD)
Expedia
World-Class Oceanfront Pool/Hot tub Sunset Escape `The Lighthouse`
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Oceans Cay Villas – Private Luxury Oceanfront in the Florida Keys True open-water Gulf frontage 🌊 No canals. No seagra ...
From $1440 per night (USD)Expedia
- From $895 per night (USD)
VRBO
World-Class 5 Bed Villa Oceanfront Pool/Hot tub Sunset Escape Sleeps 12
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Oceans Cay Villas – Private Luxury Oceanfront in the Florida Keys True open-water Gulf frontage 🌊 No canals. No seagra ...
From $895 per night (USD)VRBO
- From $312 per night (USD)
Expedia
Waters Edge
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Water’s Edge exudes coastal charm with stunning sunsets, endless sunshine, and a pool just steps away. The ...
From $312 per night (USD)Expedia
- From $714 per night (USD)
VRBO
Sundance: Ocean View, Dock, Pool, Elevator, Beach, Kayaks, Ice Machine
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Sundance is located just steps from Sombrero Beach and offers ocean views, a deep-water dock with Atlantic boating acces ...
From $714 per night (USD)VRBO
- From $313 per night (USD)
Expedia
Open Ocean View, Private Hot Tub, Ice Machine, Moor 26' Boat!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Ocean View Retreat! Located in the heart of Marathon with spectacular open water ocean views and direct and i ...
From $313 per night (USD)Expedia
- From $1207 per night (USD)
VRBO
Luxury Retreat w/Pool, Spa, 100’ Dock, Games & More!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Latitude 24 Please Note: There is currently construction taking place on a home across the canal from our property. N ...
From $1207 per night (USD)VRBO
- From $226 per night (USD)
VRBO
Cozy RV in Fantastic Marathon with AC, WiFi, on Canal, direct access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Marathon, enjoy what this 1-bedroom recreational vehicle has to offer. This terrific property features a cozy ...
From $226 per night (USD)VRBO
- From $175 per night (USD)
VRBO
Villa Mars In Marathon
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Enjoy your Florida Keys Vacation at the NEWLY LISTED Villa Mars! This recently renovated two bedroom, two bathr ...
From $175 per night (USD)VRBO
- From $432 per night (USD)
Expedia
Marathon 2BR | Private Pool & 24' Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: "Angler’s Paradise" Escape to sunny Marathon this fall or winter in this updated 2-bedroom, 2-bath half-duple ...
From $432 per night (USD)Expedia
- From $481 per night (USD)
VRBO
Adventures in Sombrero ~ Pet Friendly, Private Pool, 26' Dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Adventures in Sombrero at Sombrero Beach This breathtaking 4-bedroom duplex offers the ultimate in luxury living, with ...
From $481 per night (USD)VRBO
- From $386 per night (USD)
Expedia
El Tesoro II a Beautiful 3 Bedroom 2 Bath Marathon Home w/ Private Pool & Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Vaca-24-233 This home is the perfect Florida Keys get-away; it truly lives up to its name EL Tesoro! A 3 Bedroom, 2 B ...
From $386 per night (USD)Expedia
- From $882 per night (USD)
VRBO
Starfish Isle 5 bedroom 5 bath pool, elevator, 50 ft of dockage paddleboards, kayaks, bikes and walking distance to the beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Vaca-24-269 Starfish Isle Luxury in Sombrero Experience Waterfront Luxury in the Heart of the Florida Keys Welcome to ...
From $882 per night (USD)VRBO
- From $2486 per night (USD)
Expedia
Morton Manor Estate - 9bed/7.5bath multi home property with private pool, pickleball court, putting green, dockage & more
- Bedrooms:
- 8
- Bathrooms:
- 9
- Sleeps:
- 24
Experience the perfect blend of luxury, comfort, and privacy at this stunning estate. Ideal for large groups or families ...
From $2486 per night (USD)Expedia
- From $353 per night (USD)
VRBO
Octopus Oasis: Escape to 4BR Canal-Front Retreat in Marathon, Dockage & Quick Atlantic Access
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
City of Marathon zoning requires a minimum rental period of 7 nights, and no exceptions can be made. Please review addit ...
From $353 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Relaxing Marathon Keys Home, Bikes & Beach Gear included Near Sombrero Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your clean, comfortable, and bright home-away-from-home in vibrant Marathon! This delightful 2-bedroom, 2-bat ...
From $200 per night (USD)Expedia
- From $531 per night (USD)
VRBO
Keys to Ohana. On Ocean Inlet. Ocean view. Private Pool, Hot Tub, XL Dock space.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Relax and enjoy in this contemporary styled Inlet-next-to-ocean-front home. This is a Single Family house and has much ...
From $531 per night (USD)VRBO
- From $495 per night (USD)
Expedia
Azul Paradise ~ Waterfront ~ Games ~ Pool ~ Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Welcome to this 3BR 2BA waterfront home in Marathon, Florida Keys. Azul Paradise pairs modern coastal design w ...
From $495 per night (USD)Expedia
- From $387 per night (USD)
VRBO
Charming 2-BR house in fabulous Marathon with Pool and Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to this charming coastal retreat featuring 2 bedrooms and 2 baths that is just 1.5 miles away from Sombrero Beac ...
From $387 per night (USD)VRBO
- From $962 per night (USD)
VRBO
Modern Masterpiece in the heart of Marathon with stunning views of the Gulf
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 12
This enjoyable house in Marathon is the perfect home base for your trip. With 5 spacious bedrooms, each with an ensuite ...
From $962 per night (USD)VRBO
- From $201 per night (USD)
VRBO
KCB-access Private Cabana Club,Dock on Canal,PET Friendly, Pickle ball courts
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
water front home is located on 100 foot wide canal with your owe 30 feet of free dockage. We are pet friendly. Furnished ...
From $201 per night (USD)VRBO
- From $383 per night (USD)
Expedia
Angler’s Paradise & Family Oasis near Sombrero Beach: Pool, Spa, Kayak, New Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy this 3BR/2BA home, 5 houses from open ocean! Amenities include fish cleaning station, electricity and water access ...
From $383 per night (USD)Expedia
- From $412 per night (USD)
VRBO
Mermaid Manor ~ Waterfront Haven w/ Hot Tub & Dock
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Waterfront luxury at Mermaid Manor, a 4BR retreat in Marathon. Built in 2019, this elevated home features powe ...
From $412 per night (USD)VRBO
- From $687 per night (USD)
Expedia
P97 - Premier 5 bedroom, 3.5 bath waterfront home with spectacular views of Boot Key Habor
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Brand New in our inventory. A premier waterfront property offering luxurious living in the heart of the Florida Keys! ...
From $687 per night (USD)Expedia
- From $395 per night (USD)
VRBO
Vaca Cut w/60` dock, 4br/4ba, 2 kitchens
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Calling all boaters and anglers—your Keys getaway awaits! This fully renovated 4BR/4BA home just off Vaca Cut delivers r ...
From $395 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful water front condo with amazing views and minutes to Sombrero beach.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This breathtaking renovated condo in the keys will have you coming back every year. Bring your boat or rent one and feel ...
Click For PricingExpedia
- From $1464 per night (USD)
VRBO
Sunset Point | Luxury 5 bdrm w pool, jacuzzi and XL dock, walk to beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Sunset Point, a luxurious 5-bedroom, 4-bathroom waterfront home located in the prestigious Coco Plum neighbor ...
From $1464 per night (USD)VRBO
- From $385 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 $385 per night (USD)VRBO
- From $387 per night (USD)
VRBO
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 $387 per night (USD)VRBO
- From $1594 per night (USD)
Expedia
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 $1594 per night (USD)Expedia
- From $630 per night (USD)
VRBO
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 $630 per night (USD)VRBO
- From $1150 per night (USD)
Expedia
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 $1150 per night (USD)Expedia
- From $483 per night (USD)
VRBO
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 $483 per night (USD)VRBO
- From $446 per night (USD)
Expedia
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 th ...
From $446 per night (USD)Expedia
- From $265 per night (USD)
VRBO
On Island Time! HotTub-Water View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This charming home in Marathon, FL offers the perfect coastal retreat. Enjoy a spacious full kitchen, a beautiful patio ...
From $265 per night (USD)VRBO
- From $934 per night (USD)
VRBO
Boulevard Paradise
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: This family-friendly home is a guest favorite, offering the perfect spot for fishing, paddleboarding, kayaking ...
From $934 per night (USD)VRBO
- From $323 per night (USD)
VRBO
Charming 2-bedroom house in beautiful Marathon with Swim Spa, Dock, Pets Welcome
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
PARADISE on a large lot with mature landscape, docks, a SWIM SPA, and a large tiki for relaxing or gathering. The extra ...
From $323 per night (USD)VRBO
- From $995 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 $995 per night (USD)VRBO
- From $611 per night (USD)
VRBO
3/2 with canal front home pool and dock - open concept
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Canal Front Paradise with Private Pool, Dock, Bikes & Endless Amenities Your Ultimate Florida Keys Escape Awaits Where ...
From $611 per night (USD)VRBO
- From $318 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 $318 per night (USD)Expedia
- From $268 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 $268 per night (USD)VRBO
- From $831 per night (USD)
Expedia
Ocean Dream – Your 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 w ...
From $831 per night (USD)Expedia
- From $142 per night (USD)
VRBO
Ocean Views Heated Pool King Suite Ocean Isle
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Relax in the Florida Keys at this beautifully updated 1BR/2BA retreat in Marathon’s gated Ocean Isles Fishing ...
From $142 per night (USD)VRBO
- From $1119 per night (USD)
Expedia
Marathon Sombrero Beach 5 min to Beach, Pool, 70' Dock, Elevator
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 14
Welcome to Marathon Sombrero Beach Villa Your home away from home in the Florida Keys. Our villa sits right on a canal ...
From $1119 per night (USD)Expedia
- From $1308 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 $1308 per night (USD)VRBO
- From $566 per night (USD)
Expedia
Seaside Escape - 3bed/3bath ground level waterfront pool home
- 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 $566 per night (USD)Expedia
- From $370 per night (USD)
VRBO
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 $370 per night (USD)VRBO
- From $669 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 $669 per night (USD)VRBO
- From $807 per night (USD)
VRBO
Dolphin Oasis 5 bed 3.5 bath with 90 ft of dockage pool & tiki
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Vaca-25-23 Dolphin Oasis – Tropical Florida Keys Retreat Sleeps 12 | Heated Pool | Pet Friendly | 90’ Usable Dock | Pr ...
From $807 per night (USD)VRBO
- From $473 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- ...
From $473 per night (USD)VRBO
- From $353 per night (USD)
VRBO
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 $353 per night (USD)VRBO
- From $1800 per night (USD)
Expedia
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, ...
From $1800 per night (USD)Expedia
- From $1531 per night (USD)
VRBO
Morton Manor - Main House - 5bed/4.5bath single family home with private pool, dockage, pickleball court, putting green & more
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Experience the perfect blend of luxury, comfort, and privacy at this stunning estate. Ideal for large groups or families ...
From $1531 per night (USD)VRBO
- From $566 per night (USD)
Expedia
Sun Daze 3/2 across from beach, dock, pool, spa. Pet friendly!
- 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 $566 per night (USD)Expedia
- From $438 per night (USD)
VRBO
Waterfront Home w/ NEW Pool + Dock | Pet-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Trade snow and cold for sunshine at The Salty Dog! This pet-friendly Florida Keys retreat is just ½ mile from ...
From $438 per night (USD)VRBO
- From $989 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 $989 per night (USD)VRBO
- From $593 per night (USD)
VRBO
Luxury Oasis, Pool, Tiki, Dock, Near Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Casa De Cayo 🏆 Featured in Rolling Stone as one of the best Airbnbs for large groups Casa De Cayo deliver ...
From $593 per night (USD)VRBO
- From $744 per night (USD)
Expedia
Waterfront 6BR Luxury Retreat w/ Pool & Dock
- 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 $744 per night (USD)Expedia
- From $1135 per night (USD)
VRBO
Brand New Oceanfront 5BR - Luxury Stay w/ Elevator & Boat Slip Included
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Mangrove Manor at SeaGlass Cove, an oceanfront sanctuary in Marathon—the Heart of the Florida Keys. Located i ...
From $1135 per night (USD)VRBO
- From $300 per night (USD)
VRBO
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 $300 per night (USD)VRBO
- From $435 per night (USD)
VRBO
Relaxing 3 Bdr Keys Retreat - Hate to leave it
- 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 Bougain ...
From $435 per night (USD)VRBO
- From $321 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 $321 per night (USD)VRBO
- From $387 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 $387 per night (USD)VRBO
- From $842 per night (USD)
Expedia
Keys Launchpad
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: Welcome to Keys Launchpad, a stunning new-construction vacation home located in the exclusive Emerald Flats co ...
From $842 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Ocean Bliss on Beach Heated Pool Unit U32
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Wake up to palm trees and the sound of waves. Lounge by the heated pool, stroll to your private beach, and sip ...
From $250 per night (USD)VRBO
- From $315 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 $315 per night (USD)Expedia
- Click For Pricing
VRBO
Marlin Bay Resort & Marina
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Along with a marina, this smoke-free aparthotel has an outdoor pool and a fitness center. Free WiFi in public areas, fre ...
Click For PricingVRBO
- From $559 per night (USD)
VRBO
4/3 Sombrero Home with pool, dock, hot tub HUGE DISCOUNT NOW
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
HUGE PROMOTION ALERT FREE EARLY CHECK IN AND FREE LATE CHECK OUT ALSO A HUGE DISCOUNT UNTIL MAY 22!!!!! We WELCOME you ...
From $559 per night (USD)VRBO
- From $451 per night (USD)
VRBO
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 $451 per night (USD)VRBO
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $497 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 $497 per night (USD)VRBO
- From $208 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 $208 per night (USD)Expedia
- From $238 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 $238 per night (USD)VRBO
- From $345 per night (USD)
Expedia
Salty Dog 3bed/2.5bath condo at The Reef Resort with shared pool & more!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Salty Dog, a unique 3-bedroom, 2.5-bathroom condominium located within The Reef Resort in Marathon, Florida. ...
From $345 per night (USD)Expedia
- From $242 per night (USD)
VRBO
Waterfront Resort Stay w/ Pool Access & Marina Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This listing is for a room within a hotel. ✦ Your room is 323 sq. ft, equipped with complimentary toiletries, TV, avail ...
From $242 per night (USD)VRBO
- From $242 per night (USD)
VRBO
Resort Comfort Near Key West Attractions & Beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This listing is for a room within a hotel. ✦ Your room is 344 sq. ft, equipped with complimentary toiletries, TV, avail ...
From $242 per night (USD)VRBO




































































































