
Vacation rentals with a pool in Marathon
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Marathon
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Beach House, Private Pool, Dock, Gulf View Sunsets
You don’t come to the islands to stay in a town—you come to slow down. Welcome to our tropical keys beach home, tucked away from the traffic and noise of US Hwy #1. Sway with the palms on the wraparound deck, soak in wide-open panoramic bay views, and catch fiery sunsets right off your dock. Fire up the BBQ, brew a Keurig, float in the private pool, or cast a line from the 300’ private pier/dock. Easy going island living with ocean / gulf breezes, comfy beds, quality linens, Wi-Fi, and cable TV.

*New Modern*3/2Duplex/37' Dock/Cabana/Kayaks/Bikes
Perfectly situated in KCB w/ 37.5' of dockage on a wide and pristine canal that leads easy access to both the Ocean & the Gulf, our newly listed 1/2 duplex is newly renovated w/ brand new AC, appliances, fixtures, furniture, mattresses, & decors. Featuring 3BR 2BA accommodating up to 8 ppl in a large & open living room & backyard, provided w/ multi-game table, bikes, kayaks, 6-burners grill, 2 mins walk to Sunset park, & Cabana Club access, it is the perfect Florida Keys getaway for your family.

*NEW!*Paradise Point~VIEWS!~Open Water~Dock~Pool!
✨ Welcome to Paradise Point! 🌊⛵ Indescribable Views! This stunning sanctuary offers Water Frontage on 3 sides giving over 180° of unparalleled Atlantic Ocean Views, Direct Ocean Access from your Private Dock, perfect for boating or fishing right from the backyard🎣🐟 After a day on the water, unwind in your Heated Pool, take in the breathtaking views, & fire up the grill for a sunset BBQ to remember! 🌅 Whether you're looking for relaxation, luxury, or adventure, Paradise Point has it all! 🌴☀️

King Suite | Heated Pool | Marathon Keys | Sleep 4
Time to relax in the Florida Keys! Bring family or friends to this modern 1BR/2BA retreat in a gated fishing village of Ocean Isles in Marathon. Perfect for couples, snowbirds, or small families, the home features a king suite, queen sleeper sofa, full kitchen, washer/dryer, and two balconies with partial Atlantic views. Enjoy the heated pool, waterfront picnic area, clubhouse & grill, and open lawn along the water. About 65 minutes to Key West Airport and an easy scenic drive from south FL.

Waterfront Home 37.5-ft dock, Cabana Club Included
Bright, Open Floor Plan with new floors & kitchen. East facing for sunny mornings and shady afternoons on the great screened porch. Two roomy bedrooms and 2 full baths. Plenty of parking on the paved driveway. Perfectly located with the boater and angler in mind on a 37. 5 ft concrete dock, on deep & wide canal. Here on Key Colony Beach you can walk or bike the entire city to the marina, Sunset Park, 3 restaurants, play golf, tennis, pickle ball, bocce ball, horseshoes & basketball.

Paradise Ocean Front 4/3Home Heated Pool
Paradise home only 4 houses from open ocean on the Atlantic side of Marathon with a Pool to soak in.This cozy home features 4/3 open floor plan style living room and kitchen and stainless steel appliances. There's a beautiful tiki hut to relax and cook your fresh catch on the BBQ while looking at the Atlantic ocean. 80 feet of dock space to park your boat or boats and a convenient fish cleaning station with t-top clean and prepare your fresh catch. RENTAL LICENSE ID # PLR2019-00144

Angler's Eden
Amazing get-away in the beautiful Florida Keys! This property (constructed in 2018) is a haven for families seeking to escape to paradise year-round. Situated on a deep water canal with ocean access and enough dock space to park your boat for the week. A floating dock is also provided with kayaks and a paddle-board. Enjoy the large pool or ping pong table, or lounging in the sun! Beautiful Sombrero Beach is within walking distance (approx 1.5 miles) via a paved bike path.

New Aqua Lodge 2Beds 1 Bath with Full Kitchens
This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!

Ocean views at “Sangria Sunrise” 10% off Charters
Welcome to Sangria Sunrise at Ocean Pointe Suites in the beautiful Tavernier Key Florida. Relax and enjoy all of the options offered such as Jr. Olympic sized pool, beach, marina, kayak rentals, tennis courts, and so much more! We invite you to come stay at this cozy and updated one bedroom and one bathroom top floor condo with the most amazing ocean views. We offer a very comfortable queen sized bed and also a queen sleeper sofa that's equally as comfortable.

Angler’s Terrace Conde Nast Traveler’s Best Airbnb
As published in Condé Nast Traveler, this is one of the best Airbnb's in Florida. Newly Built two story Tropical Oasis with pool has been thought-out meticulously. An open, very light & spacious floor plan, carefully appointed furnishings, and great location provide the perfect surroundings. Decorated with a Zen sensibility, It’s outdoor Patio deck and Rooftop Terrace extends your living space into the private quiet ocean setting with panoramic views

Exquisite Oceanfront Paradise - Key Colony Beach
Experience a wonderful ocean view from our beachfront condo in Key Colony Beach. Newly renovated studio condo in Key Colony Beach, Florida Keys. Unit #10 offers one king bed, a fully equipped kitchen with full-size appliances and essentials, reliable WiFi, and a SmartTV for a comfortable stay. Enjoy the heated pool and private sandy beach just steps away. Sunset Park is next door-perfect for catching a beautiful Florida Keys sunset.

Paradise in Key Colony Beach + Cabana Club
Beautiful two bedroom, two bathroom property in the prestigious Key Colony Beach neighborhood. This property is a ten minute walk from Sunset Beach, two minute walk from restaurants and bars in KCB and across the street from a golf course, tennis court and playground. Dockage for boats up to 50ft and beautiful water views. Key Colony Beach Cabana Club is included with your stay. You'll feel completely relaxed in this tropical oasis.
Popular amenities for Marathon rentals with a pool
House rentals with a pool

Sea Ray Cove w/ 80' Dock, Pool, Beach & Tiki Hut

Soothing Nest

Florida Keys Resort-Style Home w/ Pool & Dock 5/3

Waterfront | Pool, Dock, Bikes, Steps to Beach

Tropical Keys Retreat | Pool | Hot Tub | Cinema

Beautiful Beachfront Villa w/ Pool/Tiki/Dock

Marathon Peach Pit

Grand Arenas/ 120'Dock/Mini Golf/HtPool/GameRoom
Condo rentals with a pool

Canal View Condo w/ Pool, Balcony & Bar

Gorgeous lagoon-front 2BR Townhouse with 2 pools

Turtles Nest 2 Beach, Pool, Restaurant 2bed 2bath

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!

Enjoy sunsets & sunrise in your home away home.

Ocean Shores Villa 2 with pool and boat slip

Slip, Ramp, Pool, Trailer Parking, Bait Freezer

Beachside Unit 33-Private Tropical Beach Plus Pool
Other vacation rentals with a pool

Grouper Getaway @ Ocean Isles Fishing Village

Florida Keys Sanctuary

Luxury Waterfront Retreat with Dockage & Pool

Paradise Cove! 50ft Dock Pool BBQ

Seas the Keys Getaway with plunge pool/spa

Key Colony Beach Waterfront 321

Waterfront Heated Pool 120 ft Boat Dock

Private Pool! Luxury Paradise Pointe, Pet Friendly
When is the best time to visit Marathon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R5,947 ZAR | R6,541 ZAR | R6,796 ZAR | R5,624 ZAR | R5,080 ZAR | R5,505 ZAR | R5,964 ZAR | R5,352 ZAR | R4,723 ZAR | R4,842 ZAR | R5,505 ZAR | R6,626 ZAR |
| Avg. temp | 21°C | 22°C | 24°C | 25°C | 27°C | 29°C | 30°C | 30°C | 29°C | 27°C | 25°C | 23°C |
Quick stats about vacation rentals with a pool in Marathon

Total vacation rentals
Explore 1,400 vacation rentals in Marathon

Nightly prices starting at
Marathon vacation rentals start at R1,529 ZAR per night before taxes and fees

Verified guest reviews
Over 31,630 verified reviews to help you choose

Family-friendly vacation rentals
1,120 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 490 rentals that welcome pets

Rentals with dedicated workspaces
660 properties have a dedicated workspace

Wi-Fi availability
1,390 of Marathon vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Marathon rentals

4.8 Average rating
Marathon stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with pools Monroe County
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- Rentals with pools United States
- Everglades National Park
- Sombrero Beach
- Smathers Beach
- Calusa Beach & Loggerhead Beach
- Long Beach
- Bahia Honda State Park
- Sea Oats Beach
- Theater of the Sea
- Conch Key
- Fort Zachary Taylor Historic State Park
- Calusa Campground
- Seven Mile Bridge
- Key Largo Kampground And Marina
- Ernest Hemingway Home & Museum
- Sunset Park
- Dolphin Research Center
- Key West Lighthouse Museum
- Florida Keys Aquarium Encounters
- Robbies Marina Of Islamorada
- Key West Butterfly & Nature Conservatory
- Founder's Park
- The Turtle Hospital
- Boyd's Key West Campground
- History Of Diving Museum




