Marathon Rentals
From $1015 per night (USD)VRBO
Ocean`s 11.3 Oceanfront & Beachfront, Dock, Pool, Kayaks, Pool Table 4 Bed 3
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Oceanfront White Sand Beach Home with a dock for your boat and Ocean views from practically every room. Your Florida Ke ...
From $1015 per night (USD)VRBO
From $637 per night (USD)Expedia
The Nautilus on the Ocean in Grassy Key 4 bed 3 bath with private pool, Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
VACA-21-558 Oceanfront living with your private pool. Doesn't get much better than this, and at a reasonable price! Tak ...
From $637 per night (USD)Expedia
From $198 per night (USD)VRBO
Waterfront Hideaway~ Canal Front Home, 24' Dock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Waterfront Hideaway Discover your perfect hideaway in the heart of Marathon, Florida! This charming 2 bedroom canal fr ...
From $198 per night (USD)VRBO
From $448 per night (USD)Expedia
Paradise Palms: Movie Theater - Pool - Hot Tub - Boat/RV Parking
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Paradise Palms: ⭑ 1750 sqft liveable space on 10,500 sq ft estate ⭑ Private home, deck, patio & backyard ove ...
From $448 per night (USD)Expedia
From $357 per night (USD)VRBO
Indigo Reef Resort Premium Waterfront Villa 67 With Boat Dockage, Pool, and Sunset-View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
License # VACA-23-217 - What more could you ask for? This Newly Renovated Townhouse in Paradise has everything you could ...
From $357 per night (USD)VRBO
From $319 per night (USD)Expedia
Indigo Reef Resort Premium Waterfront Villa 63 With Boat Dockage, Pool, and Sunset-View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
License # VACA-23-216 - You'll find your home away from home with us in villa 63 at the Indigo Reef resort. The size of ...
From $319 per night (USD)Expedia
From $448 per night (USD)VRBO
Coral Lagoon Villa 5 With Pool and Wet Slip Rental Option
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The Coral Lagoon's villa 5 features the classic beach cottage atmosphere with only the most lavish of Florida Keys' furn ...
From $448 per night (USD)VRBO
From $373 per night (USD)Expedia
Indigo Reef Resort Waterfront Villa 22 With Boat Dockage, Pool, and Sunset-View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
License # VACA-23-218 - Ready for the ultimate Keys getaway? Don't hesitate because the Indigo Reef resort's villa 22 of ...
From $373 per night (USD)Expedia
From $334 per night (USD)VRBO
Indigo Reef Resort Waterfront Villa 2 With Boat Dockage, Pool, and Sunset-View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
License # VACA-21-209 - An unforgettable Middle Keys getaway is within reach! The open floor plan welcomes socializing b ...
From $334 per night (USD)VRBO
From $319 per night (USD)Expedia
Indigo Reef Resort Waterfront Villa 9 With Boat Dockage, Pool, and Sunset-View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
License # VACA-21-207 - Get lost in the grandeur of this impressive townhome, conveniently located in Marathon, Florida. ...
From $319 per night (USD)Expedia
From $934 per night (USD)VRBO
Seaside Serenity~ Luxury Waterfront Pool Home w/ 35` Dock
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Seaside Serenity Welcome to your exclusive luxury retreat in Marathon, Florida. Seaside Serenity is a brand-new, 4-bedr ...
From $934 per night (USD)VRBO
From $375 per night (USD)Expedia
*NEW* Come Monday: Sombrero Beach Home w private pool, walking distance to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your dream vacation rental in Marathon, the heart of the Florida Keys. This charming two-bedroom, two-bathroo ...
From $375 per night (USD)Expedia
From $265 per night (USD)VRBO
Sanctuary Bay~ Open Harbor Views, near Sombrero
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sanctuary Bay Escape to tranquility in this 2-bedroom, 2-bathroom vacation home, with bonus loft, nestled along the pi ...
From $265 per night (USD)VRBO
From $436 per night (USD)Expedia
July 4 Deal! Serenity Oasis ~ Walk2Ocean, HotTub, Kayaks, Bikes!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your dream Serenity Oasis in the heart of the Florida Keys! This 3 BR sanctuary has been meticulously redesig ...
From $436 per night (USD)Expedia
From $995 per night (USD)VRBO
Brand new 5bed/6Bth pool w/76 ft of Dockage- 2 Homes Next Door Available as well
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
A beautiful home that can only be described as a luxury beach cottage, on exclusive Dodge Lake. Another Lily of the Keys ...
From $995 per night (USD)VRBO
From $995 per night (USD)Expedia
Brand new 5bed/6bath pool w/45 foot dockage - available with 2 more homes
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
A beautiful home that can only be described as a luxury beach cottage, on exclusive Dodge Lake. Another Lily of the Keys ...
From $995 per night (USD)Expedia
Click For PricingVRBO
Oceanview Serenity
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your private oasis in the heart of the Florida Keys! This stunning oceanfront house offers unparalleled views ...
Click For PricingVRBO
From $504 per night (USD)Expedia
Captains Quarters: 4/4 beautiful ground level canal front home with pool and dockage
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Beautiful Canal Front 4BR/3BA Home with Pool and Boat Dock
From $504 per night (USD)Expedia
From $339 per night (USD)VRBO
Sea Shell Escape: Brand New 3/2 walking distance to Sombrero Beach with pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to our stunning 3-bedroom, 2-bathroom vacation rental, just a 5-minute walk from Sombrero Beach. Nestled in a ser ...
From $339 per night (USD)VRBO
From $578 per night (USD)Expedia
Just Beachy: 2/2 private pool + dock, short walk to Sombrero Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your slice of paradise on Tingler Lane in Marathon, FL! Nestled in the heart of the Florida Keys, this enchan ...
From $578 per night (USD)Expedia
From $571 per night (USD)VRBO
Coco Plum Paradise: Luxurious 4/4 with dockage + pool, short walk to beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Newly constructed in the sought-after Coco Plum neighborhood, this family-friendly estate perfectly blends modern luxury ...
From $571 per night (USD)VRBO
From $779 per night (USD)Expedia
Waterfront Villa: Serene Escape!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Discover our stunning Marathon waterfront villa, where outdoor bliss meets luxury. Each of the 4 bedrooms comes with its ...
From $779 per night (USD)Expedia
From $1816 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 $1816 per night (USD)VRBO
From $921 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
Welcome to Sea Forever Marathon, Florida Keys | Luxury Waterfront Vacation Home Discover Sea Forever, a stunning luxury ...
From $921 per night (USD)Expedia
From $697 per night (USD)VRBO
Elegance by the Sea Contemporary 3-Bed/4-Bath w/ Water Views, Private Pool,
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Elegance by the Sea, a stunning and contemporary single-family residence located in the sought-after Coco Plu ...
From $697 per night (USD)VRBO
From $205 per night (USD)Expedia
Waterfront Bungalow~ Charming Canal-front Home!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Waterfront Bungalow Discover your perfect escape in the heart of Marathon, Florida! This charming 2 bedroom canalfront ...
From $205 per night (USD)Expedia
From $460 per night (USD)VRBO
Mermaid Manor ~ Waterfront Haven w/ Hot Tub & Dock
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Discover waterfront luxury at Mermaid Manor, a stunning 4BR retreat in Marathon. Built in 2019, this elevated h ...
From $460 per night (USD)VRBO
From $320 per night (USD)Expedia
Waterfront pool home half duplex on a quiet street, bayside location.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Paradise in beautiful Marathon is waiting for you at this 2-bedroom 2 bath pool home. This beautiful property features 1 ...
From $320 per night (USD)Expedia
From $220 per night (USD)VRBO
La Casa de la Playa: Updated 2BR Home in Marathon with Spacious Outdoor Living & Prime Location!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
City of Marathon zoning requires a minimum rental period of 7 nights, and no exceptions can be made. Please review addit ...
From $220 per night (USD)VRBO
From $381 per night (USD)VRBO
Keys to Ohana. On Ocean Inlet. Private Pool is ready this week & Early June Open
- 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 $381 per night (USD)VRBO
From $2621 per night (USD)VRBO
Morton Manor: Updated 9-Bed, 7.5-Bath Estate with Private Pool, Pickleball, Tiki
- Bedrooms:
- 7
- Bathrooms:
- 9
- Sleeps:
- 24
Experience the perfect blend of luxury, comfort, and privacy at this stunning estate. Ideal for large groups or families ...
From $2621 per night (USD)VRBO
From $642 per night (USD)Expedia
Coco4Fun New Luxury Canal Front with Pool/Spa/Dock
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Thank you for taking the time to look at CoCo4fun in Coco Plum! My wife and I spent years staying in vacation r ...
From $642 per night (USD)Expedia
From $357 per night (USD)VRBO
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 $357 per night (USD)VRBO
From $1067 per night (USD)Expedia
Starfish Isle 5 bedroom 5 bath pool, elevator, 50 ft of dockage paddleboards,
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Starfish Isle Luxury in Sombrero BOOK FROM NOW UNTIL MARCH 31 and GET ONE NIGHT FREE. RATES ARE ALREADY ADJUSTED...THE ...
From $1067 per night (USD)Expedia
From $402 per night (USD)VRBO
Charming 55' Waterfront Paradise, Fishers Dream, Bring Your Boat & Enjoy.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 9
Located in Marathon, this adorable house is a dream. With 2 cozy queen bedrooms and additional sleeping space in the liv ...
From $402 per night (USD)VRBO
From $278 per night (USD)Expedia
P47 - New on the rental market! 2 bedroom, 2 bathroom home with deep water...
- 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 A ...
From $278 per night (USD)Expedia
From $318 per night (USD)VRBO
Waters Edge: 2 BR, 2.5 BA Condominium in Marathon, Sleeps 4
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Water’s Edge, a charming 2-bedroom, 2.5-bathroom coastal retreat nestled right on the Gulf of Mexico. From th ...
From $318 per night (USD)VRBO
From $647 per night (USD)Expedia
Sundance | Ocean View, Boat Dock, Pool | Walk to Sombrero Beach, 2 kayaks
- 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 $647 per night (USD)Expedia
From $314 per night (USD)VRBO
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 $314 per night (USD)VRBO
From $206 per night (USD)Expedia
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 $206 per night (USD)Expedia
From $209 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 $209 per night (USD)VRBO
From $365 per night (USD)Expedia
Anglers Paradise, Spacious Sombrero Area Pool Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sombrero Beach Area- Angler's Paradise with Private Pool!
From $365 per night (USD)Expedia
From $508 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 $508 per night (USD)VRBO
From $664 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 $664 per night (USD)Expedia
From $265 per night (USD)VRBO
Coco Plum Waterfront Escape – 2BR Duplex, Pet-Friendly, Hot Tub & Private Dock!
- 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 $265 per night (USD)VRBO
From $285 per night (USD)Expedia
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)Expedia
From $319 per night (USD)VRBO
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 $319 per night (USD)VRBO
From $715 per night (USD)Expedia
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 $715 per night (USD)Expedia
From $1086 per night (USD)VRBO
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)VRBO
From $1047 per night (USD)Expedia
P97 - Premier 5 bedroom, 3.5 bath waterfront home with spectacular views of...
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
BRAND NEW in our inventory. A premier waterfront property offering luxurious living in the heart of the Florida Ke ...
From $1047 per night (USD)Expedia
From $408 per night (USD)VRBO
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 ...
From $408 per night (USD)VRBO
From $1057 per night (USD)Expedia
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 $1057 per night (USD)Expedia
From $846 per night (USD)VRBO
Sunrise Getaway Oceanfront 5bed 3.5bath pool Outdoor kitchen
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Luxury Oceanfront Retreat | 5BR, 4BA | Private Gated Home | Sleeps 12 Location Location Location...Direct oceanfront hom ...
From $846 per night (USD)VRBO
From $327 per night (USD)Expedia
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 $327 per night (USD)Expedia
From $340 per night (USD)VRBO
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 $340 per night (USD)VRBO
From $936 per night (USD)Expedia
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 $936 per night (USD)Expedia
From $433 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 $433 per night (USD)VRBO
From $571 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 $571 per night (USD)Expedia
From $687 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 $687 per night (USD)VRBO
From $862 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 $862 per night (USD)Expedia
From $370 per night (USD)VRBO
Ocean Beauty 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 $370 per night (USD)VRBO
From $312 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 $312 per night (USD)Expedia
From $420 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 $420 per night (USD)VRBO
From $303 per night (USD)Expedia
All Aboard: 2BR Oceanfront Condo with Community Pool, Tiki Hut, and Stunning Views of the Atlantic!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
City of Marathon zoning requires a minimum rental period of 7 nights, and no exceptions can be made. Please review addit ...
From $303 per night (USD)Expedia
From $285 per night (USD)VRBO
3-bedroom house with boat access in amazing Marathon with AC, WiFi
- 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 $285 per night (USD)VRBO
From $460 per night (USD)Expedia
Hate to Leave It – Beautiful 3BR/3BA Oasis in the Heart of 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 Bougainv ...
From $460 per night (USD)Expedia
From $892 per night (USD)VRBO
Captain's Retreat: Disneyland for Boaters
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
"The kayaks were amazing and so easy to launch right from the dock! We spotted manatees in the canal and paddled to a hi ...
From $892 per night (USD)VRBO
From $644 per night (USD)Expedia
Coastal Paradise! 5 bedroom retreat with pool/spa and a boat lift!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 15
Welcome to your tropical getaway in Marathon, Florida! This recently remodeled vacation rental home, adorned with beauti ...
From $644 per night (USD)Expedia
From $719 per night (USD)VRBO
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-g ...
From $719 per night (USD)VRBO
From $359 per night (USD)Expedia
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 $359 per night (USD)Expedia
From $225 per night (USD)VRBO
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 $225 per night (USD)VRBO
From $202 per night (USD)Expedia
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 $202 per night (USD)Expedia
From $210 per night (USD)VRBO
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 $210 per night (USD)VRBO
From $485 per night (USD)Expedia
Sunset Key Escape Waterfront Home w/ Pool, Dock, Kayaks & Sunset Views.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Sunset Key Escape – Your Private Gulfside Getaway in Marathon, FL Discover the charm and relaxation of the Fl ...
From $485 per night (USD)Expedia
From $890 per night (USD)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 ...
From $890 per night (USD)VRBO
From $481 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 $481 per night (USD)VRBO
From $1229 per night (USD)VRBO
Resort-Style Beach House Paradise 6 BR Suites Pool & Heater
- 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 $1229 per night (USD)VRBO
From $656 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 $656 per night (USD)VRBO
From $628 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 $628 per night (USD)VRBO
From $342 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 $342 per night (USD)VRBO
From $602 per night (USD)VRBO
*NEW!*Paradise Palms~Dock~Pool~Kayaks~Grill~View!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
🌴 Welcome to Paradise Palms!🌊☀️ This stunning 4-BR retreat has it all. Boating right from your private dock, easy open ...
From $602 per night (USD)VRBO
From $849 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 $849 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 $235 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 $235 per night (USD)VRBO
From $1122 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. Nes ...
From $1122 per night (USD)VRBO
From $514 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 $514 per night (USD)VRBO
From $513 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 rel ...
From $513 per night (USD)VRBO
From $376 per night (USD)Expedia
Charming 2-bedroom condo with oceanfront views!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Direct oceanfront condo with stunning views of the Atlantic. Large heated pool tennis courts. Stroll along the long span ...
From $376 per night (USD)Expedia
From $201 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 $201 per night (USD)VRBO
From $476 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 $476 per night (USD)Expedia
From $156 per night (USD)VRBO
Florida Keys Gem with Impressive Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Great renovated 1 bdrm condo with view of Boot Key Harbor. Relax on the balcony and watch the boats go by or sit on fron ...
From $156 per night (USD)VRBO
From $358 per night (USD)VRBO
3/3 completely upgraded, Bonefish Yacht Club Retreat w. ocean views, tiki & pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Sea Level, a fully renovated and upgraded 3 bedroom, 3 bathroom townhome located on the water in the quiet an ...
From $358 per night (USD)VRBO
Click For PricingVRBO
Cabins at Bonefish Bay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
<p>While you're here, you can enjoy all the comforts of home and more, including a full-sized refrigerator/freezer and a ...
Click For PricingVRBO
From $316 per night (USD)Expedia
Bikini Bottom - 3 Bedroom Home Canal With Boat Lift - Rental Lic# VACA-23-244
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy coffee on the lanai overlooking the canal while at this quiet three bedroom home with true island feel and Keys ch ...
From $316 per night (USD)Expedia
From $564 per night (USD)VRBO
One of the few detached Villa's at Coral Lagoon Resort & Marina.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful Villa is located in Coral Lagoon Resort & Marina. Coral Lagoon Resort & Marina features a heated, in gro ...
From $564 per night (USD)VRBO
From $300 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 $300 per night (USD)VRBO
From $214 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 $214 per night (USD)VRBO
From $620 per night (USD)Expedia
Boot Key Harbor Retreat - Marathon, FL
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Three-Condo Waterfront Villa with Four Boat Slips and Roof Deck 101 Sombrero is a stunning waterfront property that offe ...
From $620 per night (USD)Expedia
From $353 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 $353 per night (USD)VRBO
From $252 per night (USD)Expedia
Yacht Haven Marina
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>While you're here, you can enjoy all the comforts of home and more, including a full-sized refrigerator/freezer and a ...
From $252 per night (USD)Expedia