Marathon Rentals
From $456 per night (USD)VRBO
P77 - Sombrero Beach - Pool home offering 3 bedrooms, private pool and deep water dockage!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This updated 3 bedroom, 2 bath single family home is ideally located in the heart of Sombrero Beach and is an easy 7 min ...
From $456 per night (USD)VRBO
From $575 per night (USD)Expedia
P98 - 75ft dock with shore power, 4 bed, 4 bath home w/private pool in Sombrero Beach Neighborhood.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This fabulous 4 bedroom, 4.5 bathroom home was designed and built for comfort and style with extra attention given to ea ...
From $575 per night (USD)Expedia
From $559 per night (USD)VRBO
Views ~ Pool~Private Hot Tub~FREE Boat Slip~Heaven!!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Breathtaking VIEWS of The Gulf of Mexico from your ROOFTOP patio with a bar for Happy Hour, dinner table and lounge chai ...
From $559 per night (USD)VRBO
From $249 per night (USD)Expedia
Coastal Charm: 2BR Condo, Patio, Pool Views, Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Coastal Charm, your serene seaside retreat located in Marathon, Florida! This charming condo offers 2 bedroom ...
From $249 per night (USD)Expedia
From $498 per night (USD)VRBO
Villa Marlin - New Home for the Perfect Family Vacation in the Florida Keys
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious house, newly built with a private outdoor pool in the beautiful Florida Keys. This is the perfect location for ...
From $498 per night (USD)VRBO
From $331 per night (USD)Expedia
Bird of Paradise: 3BR Condo, Atlantic Views, Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This charming property offers 3 bedrooms and 2 bathrooms, ideal for families or groups looking to enjoy the beauty and t ...
From $331 per night (USD)Expedia
From $524 per night (USD)VRBO
Caribbean Sunsets: 3BR Home Gulf Views Pool & Dock
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Property Overview: Prime Location: Caribbean Sunsets is nestled in a quiet and picturesque neighborhood, offering breat ...
From $524 per night (USD)VRBO
From $433 per night (USD)Expedia
Oct. Cancellation Deals: 10/17 thru 10/31
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
2026 - New eco-friendly pool resurface completed This ground level waterfront home has received a new face lift. Comple ...
From $433 per night (USD)Expedia
From $588 per night (USD)VRBO
Tropical: 4BR Luxury Home Gulf Views Pool and Dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Tropical Sunsets, your tropical oasis in the heart of Marathon, Florida! This stunning 4-bedroom, 3-bathroom ...
From $588 per night (USD)VRBO
From $466 per night (USD)Expedia
Sea Renity~ Large 3/2 SFH, 30ft dockage, Private pool, Hot tub & Huge game room
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our lavishly appointed, open floor plan, 3/2 Single Family Home with water views from the living room and bal ...
From $466 per night (USD)Expedia
From $166 per night (USD)VRBO
NAUTI HIDEAWAY - 2/2, Slip, Private Ramp, Pool, Trailer Parking, Bait Freezer!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Vehicle parking, trailer parking, the private boat ramp, your slip, and the pool are each, at most 200 ft from the cond ...
From $166 per night (USD)VRBO
From $146 per night (USD)Expedia
Sombrero Beach Vacation 2/2 Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
You'll love this beautifully remodeled canal front condo within walking distance to Sombrero Beach! Fully furnished with ...
From $146 per night (USD)Expedia
From $624 per night (USD)VRBO
Amazing Bayfront New House with Large Dock and Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
NEW TO MARKET! This new construction has everything! This concrete house is waterfront with great views of Bonefish Ba ...
From $624 per night (USD)VRBO
From $340 per night (USD)Expedia
Marathon FL Waterfront Home | 30ft Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Welcome to Casa Carey — your laid-back Keys escape in Marathon! This charming, one-of-a-kind octagon-shaped h ...
From $340 per night (USD)Expedia
From $1241 per night (USD)VRBO
Extraordinary 4K Sq Ft 6 bd/4-bth, large pool/spa & NEW 140 ft concrete dock!!!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
City of Marathon license VACA 25-83 VRBO ID: 1995269 Step into your own private slice of the Florida Keys at Casa Del M ...
From $1241 per night (USD)VRBO
From $242 per night (USD)Expedia
Scenic Oceanview Haven Pool Beach Access U7
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Discover Atlantic Reflections, where stunning ocean views meet cozy comfort. Ideal for couples or small famili ...
From $242 per night (USD)Expedia
From $572 per night (USD)VRBO
Copacabana, Overlooking the Gulf!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Overlooking the Gulf of Mexico allows for the great views at this beautiful home. Bring your boat or rent one! The new d ...
From $572 per night (USD)VRBO
From $437 per night (USD)Expedia
🌇 Ocean Sunset Views with Pool and Dock 🌇
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful two bedroom two bath single family home with pool and spa with dock right on the water! Enjoy the beautiful s ...
From $437 per night (USD)Expedia
From $192 per night (USD)VRBO
Convenient central Marathon location, canal view.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Cute and super clean! One bedroom and one bath, nicely decorated & furnished. Bedroom has queen bed with topper. Bedroom ...
From $192 per night (USD)VRBO
From $987 per night (USD)Expedia
5BR Coastal Retreat, Pool, Spa, Dock, roof top seating & Walk to Sombrero Beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
This home is professionally managed by Rentals in Paradise, a locally owned company in Marathon. No need to leave this 3 ...
From $987 per night (USD)Expedia
From $718 per night (USD)VRBO
4/3 pool home-Best Boating Location, BEST Views & an amazing Oceanfront Property
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
THE LOBSTER LOUNGE Best Boating. Best Views. Best Vacation. Welcome to The Lobster Lounge — one of Marathon’s most incr ...
From $718 per night (USD)VRBO
From $404 per night (USD)VRBO
Seaside Escape - Waterfront Villa unit #3
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Worry free stay with all new appliances and most recently remodeled unit at Indigo Reef. Rated 5 stars by every guest. ...
From $404 per night (USD)VRBO
From $415 per night (USD)VRBO
P30 - Charming 2 bed, 2 bath home with stunning Boot Key Harbor views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
New on the rental market! This 2 bedroom, 2.5 bath home is stunning! The water views of Boot Key Harbor are breath takin ...
From $415 per night (USD)VRBO
From $1431 per night (USD)VRBO
2 Oceanfront Homes - 1 Price! Heated Pool, Hot Tubs, Elevators & Rooftop Patios!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome to our 2 neighboring private stand-alone oceanfront homes in a quiet, yet friendly gated community in Marathon, ...
From $1431 per night (USD)VRBO
From $583 per night (USD)VRBO
Blue Paradise 5bed/5bath walking distance to the beach with a private pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
License #: Vaca-20-106 Welcome to Blue Paradise: Your Dream Getaway in the Heart of Sombrero! Escape to luxury and com ...
From $583 per night (USD)VRBO
From $590 per night (USD)Expedia
Coral Lagoon Updated Single Family Home with 40' Boat Slip directly behind home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to paradise! The Silly Sailfish is 1 of 8 stand-alone single-family homes within the 25-unit Coral Lagoon commun ...
From $590 per night (USD)Expedia
From $724 per night (USD)VRBO
Dolfan Oceanfront Cottage Direct oceanfront with 50 ft of dockage and jacuzzi and kayaks 4 bed 2 bath home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Vaca-21-243 This beautiful and spacious home has Direct Oceanfront Living. Ocean views and deep water dockage with boa ...
From $724 per night (USD)VRBO
From $445 per night (USD)VRBO
PF Pool Beach Kitchen Sleep 6, Hot Tub W&D Marina WiFi Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This listing is for a PALM COURT villa, at Cocoplum Beach & Tennis Club & Marina, which is one of the 6 villas (Units #5 ...
From $445 per night (USD)VRBO
From $352 per night (USD)VRBO
KG Arrive any day, pool on beach, full Kitchen, W/D, Parking, Docks, balcony,
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This listing is for a KEY LIME GROVE villa (Units #11 or #12 or #13 or #14 or #15 or #17 or #19 or #20), at Coco Plum Be ...
From $352 per night (USD)VRBO
From $1711 per night (USD)VRBO
30 DAY RENTAL ONLY! Beautiful 2.5 acre waterfront villa with pool , & tiki bar
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
THIS PROPERTY IS AVAILABLE FOR 30 DAY RENTAL ONLY! Beautiful 2.5-acre waterfront villa with private pool, hot tub and ...
From $1711 per night (USD)VRBO
From $319 per night (USD)VRBO
TF Pool Beach Kitchen Sleep 6, Hot Tub W&D Marina WiFi Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This listing features a TROPICAL ISLAND villa at Cocoplum Beach & Tennis Club &Marina—one of just two villas near the of ...
From $319 per night (USD)VRBO
From $189 per night (USD)Expedia
Carpe' Diem Heart of the Fl. Keys Specials
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
****Hi Y’all, Connie here your owner/ hostess at Carpe’Diem Marathon Florida Keys. I are still accepting weekly reserva ...
From $189 per night (USD)Expedia
From $429 per night (USD)VRBO
WOW! PRIVATE POOL, OCEAN FRONT, & DOCK Sister house next-door VRBO#1034656
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
From the moment that you arrive you will be swept away by the views this house offers. Perfect for a family, or friends ...
From $429 per night (USD)VRBO
From $399 per night (USD)Expedia
Waterfront Oasis w/ Pool, Tiki Lounge, Dock & BBQ
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Discover your dream vacation in this freshly remodeled 3-bedroom, 2-bath gem on a stunning flow-through canal with direc ...
From $399 per night (USD)Expedia
From $401 per night (USD)VRBO
Seas the Day ~ Spacious Waterfront Pool Home, 50` Dock!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Seas the Day Seas the Day beckons you to embrace luxury in Marathon, Florida Keys. This exquisite vacation rental boast ...
From $401 per night (USD)VRBO
From $186 per night (USD)Expedia
Studio Sea- studio with queen bed, living room, fully stocked kitchen& full bath
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautiful studio condo in the Heart of the Florida Keys! Located in Coco Plum in Marathon, FL. This condo has a queen si ...
From $186 per night (USD)Expedia
From $252 per night (USD)VRBO
Beautiful canal front townhouse w/paradise feel, 3 blocks from Sombrero Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a little piece of paradise in this beautiful/spacious townhouse located just 3 blocks from Sombrero Beach. This co ...
From $252 per night (USD)VRBO
From $458 per night (USD)Expedia
Harbor Hideaway - 3bed,2bath,50' dock, heated pool, tiki with all the amenities.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
VACA-23-42 is a charming romantic villa that serves as your perfect getaway, featuring a private saltwater pool right on ...
From $458 per night (USD)Expedia
From $368 per night (USD)VRBO
FALL SPECIALS Now Available- 3bdr./3ba. UPDATED HOME canal access to Sombrero
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Start planning your perfect escape to the Florida Keys! Blue Ocean Bungalow is ideally located on a wide, deep-water can ...
From $368 per night (USD)VRBO
From $394 per night (USD)Expedia
Blue Breeze
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Grassy Key Family Friendly Home to Get Away From it All! This Grassy Key home has open-water views of both the ...
From $394 per night (USD)Expedia
From $543 per night (USD)VRBO
Amazing Sombrero Beach house-Pool, Kayaks, Bikes & More, great vacation home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
New beach house clean and ready for renters. Accessible to beautiful Sombrero Beach via bike, car, kayak or walk. Priv ...
From $543 per night (USD)VRBO
From $901 per night (USD)Expedia
Waterfront Home, 200ft Dock, Gulf Access, Kayaks, Bicycles, Mini Golf, Game Room
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
WELCOME TO SOL MATE VACATION HOME - MARATHON, FLORIDA KEYS Welcome to Sol Mate Vacation Home, your private waterfront r ...
From $901 per night (USD)Expedia
![Paradise Bay - 4 Bedrooms [with 2 Master Suites] & 4 Bathrooms - sleeps 10](https://media.vrbo.com/lodging/34000000/33400000/33393600/33393564/a3087862.jpg?impolicy=ccrop&w=350&h=233&q=medium)
From $810 per night (USD)VRBO
Paradise Bay - 4 Bedrooms [with 2 Master Suites] & 4 Bathrooms - sleeps 10
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
NEW : Welcome old Guests. New Turf Grass around Pool. Paradise Bay - A spacious open floor plan located right in the h ...
From $810 per night (USD)VRBO
From $253 per night (USD)Expedia
Oceanfront Sandy Beach Vacation Rental Unit 1
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We have two oversized second story apartments directly on a private Sandy Beach. Both apartments have had complete renov ...
From $253 per night (USD)Expedia
From $919 per night (USD)VRBO
Spacious Home, Directly on Gulf , Beautiful Sunsets, 2 Master Suites, 2 Kayaks
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This spacious property sits directly on the Gulf. Most rooms in the house has views of the Ocean. The deep water dock a ...
From $919 per night (USD)VRBO
From $431 per night (USD)VRBO
3 Bedroom 2.5 Bathroom POOL home with Canal Frontage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Fully remodeled home! Everything is brand new and no detail has been spared. This home is the perfect Florida Keys escap ...
From $431 per night (USD)VRBO
From $500 per night (USD)VRBO
Marathon Waterfront Home | Pool, Hot Tub & Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Trade cold weather for sunshine in your own tropical oasis in Marathon! "Tropical Temptation" is a private 3B ...
From $500 per night (USD)VRBO
From $344 per night (USD)VRBO
Waterfront Aviation Florida Keys Vacation Rental 9104
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is a beautiful home centrally located in the Florida Keys. It has just been completely renovated and everything is ...
From $344 per night (USD)VRBO
From $450 per night (USD)VRBO
4BR Beach Pool-Home | Dock & Steps from the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Just 300 feet from Sombrero Beach, “Beach Nuts” is a fun 4BR tropical retreat with retro charm and classic Key ...
From $450 per night (USD)VRBO
From $230 per night (USD)VRBO
Beautiful 2 Bedroom Condo - Private Pool & Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to my spacious and modern 2 bedroom, 2 bathroom condo with a bright and open floor plan! This condo is fully equ ...
From $230 per night (USD)VRBO
From $765 per night (USD)VRBO
The Gulf-Front Refuge on Grassy Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy your own private retreat! Fabulous Home on Morton Street. This three-bedroom, two-bath, private home is tucked aw ...
From $765 per night (USD)VRBO
From $3575 per night (USD)VRBO
Private, Gated, Oceanfront Estate, Beach, Docks, Putting green, Pickleball, Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
COMING MARCH 1, 2027 — Newly Remodeled Private Oceanfront Estate in the Florida Keys This exceptional private, gated ...
From $3575 per night (USD)VRBO
From $553 per night (USD)VRBO
Villa Casa Cayo.....Ocean Side Canal Sombrero Beach Area
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This very open and airy vacation rental is your home away from home for that once in a lifetime Florida keys vacation! T ...
From $553 per night (USD)VRBO
From $290 per night (USD)Expedia
Oceanside, Pet Friendly, Smart Home with-SUP, kayak with and 60 ft Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Great news, we just completed construction of a brand new 60FT dock. We have a kayak launch and plenty of room for your ...
From $290 per night (USD)Expedia
From $784 per night (USD)VRBO
Gulffront Waterfront open water views heated private pool,hot tub, kayaks, bikes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Vista Linda on the Gulf of Mexico with deep water dock and open water views. Nice neighborhood for riding bikes Mid Cent ...
From $784 per night (USD)VRBO
From $1079 per night (USD)Expedia
FL Keys Gulfside Waterfront Gated Home w/ Pool, Spa, Private Dock & Boat Ramp
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Luxury waterfront vacation rental property in Marathon Florida Keys with a private swimming pool, spa, dock, and boat ra ...
From $1079 per night (USD)Expedia
From $1041 per night (USD)VRBO
PRIVATE OASIS! Vacation Home with a place for Everyone. Book now for summer!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Guests are sure to enjoy a memorable vacation in this fully furnished, 5 bedroom/4 bath house. The main bedroom has a k ...
From $1041 per night (USD)VRBO
From $365 per night (USD)VRBO
Canal home-12 min walk to Sombrero Beach! Private Pool w/CHILLER-Outdoor Kitchen
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
We REALLY LOVE our Marathon house! UPDATE 2024! We added a mini split AC to the twin bedroom! VERY COOL! Also refinishe ...
From $365 per night (USD)VRBO
From $547 per night (USD)VRBO
Open Water views, 80' dock Private Pool Ice machine DIRECT ACCESS open water
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Such a lovely spot for your next Keys "timeout". See the sunset over the Gulf of Mexico. Check for dolphins from your ...
From $547 per night (USD)VRBO
From $644 per night (USD)VRBO
ONLY 375- per night- Aug 29- Nov.7 ! Best Waterfront estate in Sombrero Beach
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Weekly rentals in the Keys {and generally elsewhere } are based on a Saturday to Saturday occupancy. Check - in is on Sa ...
From $644 per night (USD)VRBO
From $859 per night (USD)VRBO
Ocean Side Waterfront Exclusive Affordable Home - Pool , Tennis, Fishing & Golf
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Discover Villa Sombrero, your cozy waterfront escape in the heart of the Florida Keys. This unique retreat offers: - F ...
From $859 per night (USD)VRBO
From $1021 per night (USD)Expedia
Custom Built Luxury Home on Canal; Walk to Beach; Close to Everything! Dockage
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Home Description: Enjoy our large and beautiful custom built luxury home on the water and walking distance to the beach ...
From $1021 per night (USD)Expedia
From $1731 per night (USD)VRBO
Beachfront 8-bedroom villa 10% off any bookings done before labor day
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 20
Marathon's beautiful beaches are home to our magnificent 8-bedroom oceanview estate where you can have your dream vacati ...
From $1731 per night (USD)VRBO
Click For PricingVRBO
Ground level house with pool and canal to ocean
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
VACA-22-386 This ground level house with two master bedrooms and two full bathroom house is located in a quiet marathon ...
Click For PricingVRBO
From $1197 per night (USD)VRBO
Extraordinary 7br waterfront custom home, pool 56'dock ,ice machine,kayaks,bikes
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 16
Beautiful 6 or 7 bedroom 5 bath custom home on 200' wide canal minutes to the ocean or bay too many amenities to list--2 ...
From $1197 per night (USD)VRBO
From $388 per night (USD)VRBO
🌴 Coco Plum Paradise 🌴 Private Bayfront Home • Pool • Hot Tub • Dock • View
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Coco Plum Paradise, located in Marathon, FL - the Heart of the Florida Keys. This private Key West-style hom ...
From $388 per night (USD)VRBO
From $248 per night (USD)VRBO
Oceanview Retreat Pool Steps Away From Beach U14
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Discover our inviting 1-bedroom condo in Marathon, a serene retreat with stunning ocean views from a screened ...
From $248 per night (USD)VRBO
From $904 per night (USD)Expedia
Grouper House: 4 Masters/6 BA, Pool/Dock, BoatRamp
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Grouper House — Your Private Ultra Luxury Retreat in the Heart of the Florida Keys Step into Grouper House, ...
From $904 per night (USD)Expedia
From $305 per night (USD)VRBO
Canal Home with Direct Ocean Access, 75' dock, Hammock, Coconut Trees & More
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
License: VACA-20-937, Strictly Non-Smoking inside and outside of house. Elderly may have a hard time going up and down ...
From $305 per night (USD)VRBO
From $526 per night (USD)VRBO
PARADISE HOME ON THE ATLANTIC WITH HEATED POOL
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
***PROPERTY IS PERMASAFE PROTECTED AGAINST COVID-19, MOST BACTERIAS AND VIRUSES*** www.Permasafe.com/home-2/ ...
From $526 per night (USD)VRBO
From $571 per night (USD)VRBO
Sunset Catch- Gulf Front, Open Water Views, Private Pool and Dock, Kayaks.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Whether an avid adventurer or a family seeking to relax and enjoy the expansive view, Sunset Catch is the place for you. ...
From $571 per night (USD)VRBO
From $556 per night (USD)VRBO
Waterfront Pool home with Quick Access to Gulf
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy your relaxing Keys Vacation in YELLOWTAIL BUNGALOW (PLR2019-00357) This newly rebuilt / renovated CBS private home ...
From $556 per night (USD)VRBO
From $595 per night (USD)VRBO
Beachfront tropical oasis pool ocean views U33
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Immerse yourself in our vibrant 3BR condo, where comfort meets artistic flair. Overlook the sparkling Atlantic ...
From $595 per night (USD)VRBO
From $794 per night (USD)Expedia
Pet-Friendly Canalfront Home | Pool, Hot Tub + 36ft Dock in Marathon
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Escape to the heart of the Florida Keys at "Relax & Renew", a canal-front Marathon home, designed for boating ...
From $794 per night (USD)Expedia
From $369 per night (USD)VRBO
Gulf Open Water, Sunset Views, Protected Boat Dock, Ground Level
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Media Luna is located on the Gulf of Mexico. This island home has expansive sliding glass doors opening onto the ocean. ...
From $369 per night (USD)VRBO
From $383 per night (USD)VRBO
SPECTACULAR! PRIVATE POOL, OCEAN FRONT, & DOCK Sister house nextdoor VRBO#770357
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
From the moment that you arrive you will be swept away by the views this house offers. Perfect for a family, or friends ...
From $383 per night (USD)VRBO
From $369 per night (USD)VRBO
Waterfront, dock, easy ocean access, heated pool, walk to beach! Great location!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
One room with a king sized bed and the other has a queen sized bed – both with cool comfort memory foam mattresses. Pull ...
From $369 per night (USD)VRBO
From $473 per night (USD)VRBO
Amazing Views! Dockage on the open water! Brand New 4 Bedrooms, Cabana Club!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Sweeping views of the Open Atlantic Ocean and just seconds to Vaca Cut! Boating hot spot as well as a comfortable home t ...
From $473 per night (USD)VRBO
From $419 per night (USD)VRBO
Kon Tiki ~ Private Waterfront Pool Home, 30' Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Kon Tiki at Sombrero Beach Kon Tiki at Sombrero Beach is a charming 2-story on stilts A-frame vacation rental in Maratho ...
From $419 per night (USD)VRBO
From $430 per night (USD)Expedia
Island Time~ Pool Home Seconds to Open Ocean! 26' Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Property Highlights: • Sleeps: 8 • Bedrooms: 3 • Bathrooms: 2 • Dock: 29' seawall dockage, 5-7' depth, with direct acce ...
From $430 per night (USD)Expedia
From $758 per night (USD)VRBO
Casa Playa~ Luxury Pool Home Amazing Outdoor Area!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
4BR 4.5BA Home w/ Fantastic Outdoor Entertainment Area w/ Full Kitchen, Yard Games, Bikes, Kayaks, Paddleboards! ...
From $758 per night (USD)VRBO
From $561 per night (USD)Expedia
Angler & Ale~ Waterfront Pool Home, Hot Tub & 60' Dock!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Angler and Ale Escape to luxury at Angler and Ale, a 4-bed, 3-bath private pool split-level home located near Sombrero ...
From $561 per night (USD)Expedia
From $347 per night (USD)VRBO
Sunset Bay ~ Luxury Waterfront Villa, 31' Boat Slip
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
••• Property Highlights: • Sleeps: 8 • Bedrooms: 3 • Bathrooms: 2.5 • Master Bedroom: Indulge in the ultimate retreat i ...
From $347 per night (USD)VRBO
From $249 per night (USD)Expedia
Seaside Villa~ Charming Beachfront Condo w/ Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Seaside Villa at Coco Plum Beach Welcome to Seaside Villa, a charming 2-bedroom, 2-bathroom condo nestled in the heart ...
From $249 per night (USD)Expedia
From $508 per night (USD)VRBO
Indigo Reef #50 ~ The Palms, Sunset Views & 31' Boat Slip
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Property Highlights: • Sleeps: 6 • Bedrooms: 3 • Bathrooms: 2.5 • Dock: 35' dock (boat length max is 31'), slip number ...
From $508 per night (USD)VRBO
From $651 per night (USD)Expedia
Sunsets in Paradise~ Gulf Front Pool Home, 22' Dock, Kayaks, Bikes & Paddleboards
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sunsets in Paradise Escape to an indulgent private 3-bedroom gulf retreat in the Florida Keys, where luxury meets seren ...
From $651 per night (USD)Expedia
From $422 per night (USD)VRBO
One Particular Harbor ~ Waterfront Pool Home Near the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
One Particular Harbor Nestled in the peaceful Coco Plum Beach neighborhood, this 3BR, 3BA home features a private, heat ...
From $422 per night (USD)VRBO
From $358 per night (USD)Expedia
Turtle Cove at Indigo Reef~ Pet-friendly Townhome, 31' Boat Slip!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Property Highlights: • Sleeps: 8 • Bedrooms: 3 • Bathrooms: 2.5 • Dock: 35' dock (boat length max is 31'), slip number ...
From $358 per night (USD)Expedia
From $386 per night (USD)VRBO
Sunset House at Indigo Reef ~ Open Water Views, 31' Slip!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The Sunset House at Indigo Reef Spacious and like new 3 BR 2.5 BA at one of Marathon, Florida Keys most prestigious res ...
From $386 per night (USD)VRBO
From $738 per night (USD)Expedia
Tropical Retreat at Coral Lagoon~ Waterfront Villa w Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Tropical Retreat at Coral Lagoon # 18 Escape to your own slice of paradise at Tropical Retreat, a breathtaking 3-bedroo ...
From $738 per night (USD)Expedia
From $712 per night (USD)VRBO
Tropical Seahorse at Coral Lagoon ~ Waterfront Villa w Resort Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
IMPORTANT: If you are planning to bring a boat, there are additional documents you will need to complete for us to submi ...
From $712 per night (USD)VRBO
From $638 per night (USD)Expedia
Pier Pressure~ Luxury Waterfront Pool Home, 100' Dock
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Pier Pressure Welcome to Pier Pressure, your luxurious waterfront oasis in Marathon, Florida! This stunning, newly remo ...
From $638 per night (USD)Expedia
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2BR Condo with Pool & Marina in Marathon
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Spacious and well-equipped, this 2-bedroom, 2-bath condo offers a convenient home base for exploring the area. ...
Click For PricingVRBO
From $1196 per night (USD)Expedia
Luxury Waterfront Estate—Pool, Spa, Game Lounge, 2 Docks & Ramp Access—Gulfside
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to The Azul Sea Estate — Where Modern Coastal Luxury Meets Island Living 5 Beds | 5 Baths | Additional Sleeper ...
From $1196 per night (USD)Expedia
From $465 per night (USD)VRBO
Close to Sombrero Beach! Open Water Views, POOL and Dockage!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Privacy galore at this great location on Sombrero Beach Rd WITH A BRAND NEW POOL! Famous Sombrero Beach is approximately ...
From $465 per night (USD)VRBO
From $615 per night (USD)Expedia
Refuge on the Reef~ Waterfront Pool Home, 75
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Refugee on the Reef Relax your cares away at Refuge on the Reef! Read a book in the shady outdoor hammock, take a lazy d ...
From $615 per night (USD)Expedia
From $347 per night (USD)VRBO
Indigo Reef #17~ Plane Fun ~ 31' Boat Slip!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
••• Property Highlights: • Sleeps: 8 • Bedrooms: 3 • Bathrooms: 2.5 • Dock: 35' dock (boat length max is 31'), slip num ...
From $347 per night (USD)VRBO
From $139 per night (USD)Expedia
Cozy Conch - oceanside charmer 10 minutes from beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The Cozy Conch is ideally located, just walking distance from the historic 7 mile bridge. Take a bike ride along Overse ...
From $139 per night (USD)Expedia
From $985 per night (USD)VRBO
Brand New Build! Krakens Cove, Marathon FL
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Spacious, tropical home features 4 king bedrooms, each with ensuite bath. Open concept living area with state of the ar ...
From $985 per night (USD)VRBO
From $804 per night (USD)Expedia
Waterfront 4BR Retreat, Quick Gulf Access, 75' Dock, Ice Machine, Private Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
If your ideal Florida Keys vacation is all about boating, fishing, relaxing by the pool, and having plenty of comfortabl ...
From $804 per night (USD)Expedia