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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 $742 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 ...
From $742 per night (USD)
Expedia
From $200 per night (USD)
VRBO
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)
VRBO
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)
VRBO
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)
VRBO
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)
Expedia
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)
Expedia
From $238 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 $238 per night (USD)
VRBO
From $1014 per night (USD)
Expedia
Paradise Oceanside Estate- 6 Bedrooms & 9 BR + Office + Theater Room – SLEEPS 14
Bedrooms:
8
Bathrooms:
6
Sleeps:
14
Paradise Oceanside Estate – A brand new home brought to you by the same owners of Paradise Bay - VRBO# 1404444 10/10 S ...
From $1014 per night (USD)
Expedia
From $317 per night (USD)
VRBO
Cozy, 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 $317 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 Pricing
Expedia
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 $454 per night (USD)
Expedia
Paradise Palms~Dock~Pool~Kayaks~Grill~View!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
🌴 Welcome to Paradise Palms!🌊☀️ This stunning 3-BR retreat has it all. Boating right from your private dock, easy open ...
From $454 per night (USD)
Expedia
From $964 per night (USD)
VRBO
Sunrise Getaway | 5BR, 4BA | Private Gated Home | Sleeps 12
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Vaca-25-22 Sunrise Getaway Luxury Oceanfront Retreat | 5BR, 4BA | Private Gated Home | Sleeps 12 Location, Location, L ...
From $964 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 $346 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, half ...
From $346 per night (USD)
VRBO
From $1071 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 $1071 per night (USD)
Expedia
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 $324 per night (USD)
VRBO
All Aboard | Top-Floor Oceanfront Condo with Heated Pool & Stunning Atlantic Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
City of Marathon regulations require a minimum stay of 7 nights. No exceptions can be made. Please review the additional ...
From $324 per night (USD)
VRBO
From $323 per night (USD)
Expedia
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)
Expedia
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)
VRBO
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)
VRBO
From $268 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 $268 per night (USD)
Expedia
From $831 per night (USD)
VRBO
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)
VRBO
From $142 per night (USD)
Expedia
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)
Expedia
From $1119 per night (USD)
VRBO
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)
VRBO
From $296 per night (USD)
Expedia
Key Colony Waterfront, Beach & Pool Access KCB#28
Bedrooms:
3
Bathrooms:
2
Sleeps:
5
Boaters Waterfront Retreat with Dock & Private Club Access! Deep‑water dock fits large boats with fast Bay/Ocean access— ...
From $296 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 $247 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 $247 per night (USD)
Expedia
From $213 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 $213 per night (USD)
VRBO
From $230 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 $230 per night (USD)
Expedia
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)
Expedia
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)
Expedia
From $744 per night (USD)
VRBO
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)
VRBO
From $1135 per night (USD)
Expedia
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)
Expedia
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)
Expedia
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)
Expedia
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)
Expedia
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)
Expedia
From $842 per night (USD)
VRBO
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)
VRBO
From $250 per night (USD)
Expedia
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)
Expedia
From $315 per night (USD)
VRBO
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)
VRBO
Click For Pricing
Expedia
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 Pricing
Expedia
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)
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 $451 per night (USD)
Expedia
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 Pricing
VRBO
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)
VRBO
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)
VRBO
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)
VRBO
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)
VRBO
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
From $357 per night (USD)
Expedia
Seaside Dream House 3bed/2bath single family with open water views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hidden in the midst of wonderful trees, vegetation and beautiful, friendly wildlife, you will love the privacy of our ho ...
From $357 per night (USD)
Expedia
From $527 per night (USD)
VRBO
Seashell Escape
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to your perfect beach getaway! Just a 5-minute walk to beautiful Sombrero Beach. This modern 3-bedroom, 2-bathro ...
From $527 per night (USD)
VRBO
From $818 per night (USD)
Expedia
Lower Latitudes
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Enjoy a private, resort-style vacation home ideal for a short-term escape! This beautiful property boasts a custom in-gr ...
From $818 per night (USD)
Expedia
From $1344 per night (USD)
VRBO
Loggerhead Lodge updated 4bed/4bath main house with 1bed/1bath guest house, private pool, dockage & open water views
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Welcome to Loggerhead Lodge, an exquisite property situated right on the open water in the heart of Marathon. This stunn ...
From $1344 per night (USD)
VRBO
From $365 per night (USD)
Expedia
Private waterfront escape! Open water views & kayaks. Come sail away
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
When you come to the Keys, you come for the water – and this lovely home delivers with an unobstructed ocean view. The w ...
From $365 per night (USD)
Expedia
From $1584 per night (USD)
VRBO
Reel Joy | Florida Keys Waterfront Home + Pool & Private Dock
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Experience the ultimate Keys getaway in this stunning 3,000 sq. ft., three-story mansion, perfectly designed for up to 1 ...
From $1584 per night (USD)
VRBO
From $1484 per night (USD)
Expedia
Tropical Waterfront Sombrero Beach House Private Pool, Hot Tub, Boat Dock, Pet
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
New Listing - Welcome to 411 Sombrero Beach Road, an exclusive 6-bedroom, 5-bath waterfront villa just a short walk to o ...
From $1484 per night (USD)
Expedia
From $485 per night (USD)
VRBO
Coral Garden House
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Coral Garden House – A Hidden Oasis in Grassy Key **3 Bedrooms | 2 Bathrooms | Sleeps 8 | Private Pool | Tesla Charger ...
From $485 per night (USD)
VRBO
From $335 per night (USD)
Expedia
Paradise Palms 2bed/2.5bath townhouse style condo with water views, shared pool & dockage
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
New TO Rental Market!! Welcome to your perfect Florida Keys getaway! This 2-bedroom, 2.5-bath townhouse-style condo off ...
From $335 per night (USD)
Expedia
From $1448 per night (USD)
VRBO
Blue Island at Marathon Oceanfront •5BR 6BA+Bonus Room Pool-Hot Tub •Near Beach
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
Blue Island at Marathon is a luxury 5-bedroom, 6-bath Oceanfront home in the heart of the Florida Keys, just minutes fro ...
From $1448 per night (USD)
VRBO
From $658 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 $658 per night (USD)
VRBO
From $529 per night (USD)
VRBO
Paradise Point - Luxury Oceanfront Estate w/ Pool, Dock, & Family Amenities
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Paradise Point ***Please note this property has a 28 night minimum rental requirement*** Paradise Point is the ultimat ...
From $529 per night (USD)
VRBO
From $659 per night (USD)
Expedia
Ocean Muse - Lux Waterfront Escape - Pool - Dock
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Summary: Step into a 4BR/3BA waterfront getaway at Ocean Muse in Marathon, FL. Leave the crowds behind and settle into ...
From $659 per night (USD)
Expedia
From $320 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 $320 per night (USD)
VRBO
From $463 per night (USD)
Expedia
Waterfront, Pool, Dock, Kayaks & Stunning Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Hook, Wine & Sinker, a beautifully designed 3-bedroom, 2-bathroom ground-level waterfront, pet-friendly home ...
From $463 per night (USD)
Expedia
From $613 per night (USD)
VRBO
P91 - New Listing! Fabulous 3 bed, 3 bath Flamingo Island home with private pool and tiki
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
New Listing! Welcome to your dream getaway! This beautifully remodeled 3-bedroom, 3-bathroom home offers the perfect b ...
From $613 per night (USD)
VRBO
From $541 per night (USD)
Expedia
Salty Sunsets updated 3bed/2bath single family home with private pool & dockage
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Salty Sunsets – Your Florida Keys Escape Welcome to Salty Sunsets, a spacious 3-bedroom, 2-bath ground-level home featu ...
From $541 per night (USD)
Expedia
From $1056 per night (USD)
VRBO
*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 $1056 per night (USD)
VRBO
From $207 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 $207 per night (USD)
VRBO
From $378 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 $378 per night (USD)
VRBO
From $450 per night (USD)
Expedia
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)
Expedia
From $445 per night (USD)
VRBO
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 $445 per night (USD)
VRBO
From $612 per night (USD)
Expedia
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 $612 per night (USD)
Expedia
From $365 per night (USD)
VRBO
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 $365 per night (USD)
VRBO
From $436 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 $436 per night (USD)
Expedia

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