
Holiday rentals with a pool in Marathon
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Top-rated rentals with a pool in Marathon
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Cancellation Deal: March 21 thru March 28
2025 - New concrete dock, fenders & fish filet table. This ground level waterfront home has received a new face lift. Completely remodeled 3 bedroom with bonus room in the well known Sombrero Beach neighborhood. Just a short block walk to the sandy beach shore. Home has an open floor plan overlooking the in-ground pool deck and new tiki hut. Enjoy your morning coffee and happy hour in the screened-in porch with views of the wide lagoon. Come and create your family memories in the fabulous Keys.

*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.

Slip, Ramp, Pool, Trailer Parking, Bait Freezer
7 DAY MINIMUM BOOKINGS / MAX 4 PERSONS NAUTI HIDEAWAY - This Nauti Stays Vacation Rental property is a 2-bedroom, 2-bath 2nd level 925 sq ft. condo located in Coco Plum, Marathon. Set in a well-protected, deep canal on the Atlantic, comes with a deep slip (length up to 40 ft) next to pool allowing access to the Atlantic Ocean and Florida Bay. ONSITE boat ramp & trailer (36 ft max) parking! Enjoy a heated or chilled pool after a boat day! Dock has water, power hook ups & fish cleaning station.

Coastal Key Colony Beach Condo, Oceanfront Complex
Lovely coastal Keys studio condo in Key Colony Beach oceanfront complex with heated pool and private beach. Unit #17 has new beds with memory foam mattress toppers and renovated kitchen with granite countertops stocked with everything needed to cook a complete meal (dishes, cookware, appliances and of course blender, etc). Relax on the back balcony and enjoy sunsets from Sunset Park right next door. Private beach with lounge chairs, patio tables, tiki's and BBQ grills for guest use.

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.

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!

Marathon Keys Coral Lagoon Unit 2 Waterfront Villa
***A quick update regarding the property. The community has scheduled construction to begin on the seawall in our backyard. At this time, work has not yet started, but a temporary fence has been placed at the back of the property for safety. The view from the home is still beautiful, and we do not currently know the exact start date for construction or if/when there may be any noise. We will keep you informed of any changes as soon as we learn more.

Beachside Unit 22 - Private Beach on Atlantic
Unit 22 Details: Main Floor, Walk-in Shower, 2 Queen Beds and Queen Sofa Pull-out, Maximum Occupancy 4 Guests, Not Handicapped Accessible. A registration and liability waiver form signature will be required as part of your reservation. Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.”

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.

Villa in Paradise. Plunge pool. Middle of the Keys
Baja Breeze 🏝, a freshly updated, family-friendly, resort-style villa in the ♥ of the Keys. ♥ Please save Baja Breeze by clicking on the heart in the top right hand corner, this will help you find it again and share with others! 🛶 Waterfront canal view 🌴 Gated Resort Area 👙 Private spa pool 📍 Halfway between Key Largo and Key West ☀️ Outdoor dining/lounge area 🍳 Fully stocked Kitchen 📶 300Mbps+ Wifi

Waterfront Condo w/ Pool, Tiki Bar & Marina
Welcome to THE MAD MAHI – your ultimate waterfront getaway! This stunning 1-bedroom condo (sleeps 4) in Marathon is the perfect spot for a relaxing retreat. Enjoy the season while relaxing with a full kitchen, private balcony, resort pool, Tiki Bar, restaurant, & Marina with boat ramp, trailer parking, boat and slips. Located between Key Largo & Key West, with shops and dining just a walk or bike ride away.

Beachfront Condo w/ Ocean Views in Marathon
Beautifully decorated 2nd floor end unit with stunning panoramic ocean views from the balcony, living room and master bedroom. Two bedrooms / two full bathrooms and washer and drier in unit. Full kitchen. Directly on the beach! Beach chairs, umbrellas and towels provided for you. Guests have access to the heated swimming pool, tennis court and beach. Master bedroom king-size memory foam mattress
Popular amenities for Marathon rentals with a pool
House rentals with a pool

Salty Kisses Beach House

Updated Key Colony Tiki Hut-37.5 Dock-Cabana Club

P52 - Canal front, 2 bedroom, 3 bath with private

Yellowtail Getaway with Boat Dock and Pool 2

“La casa azul” step 3’ to a private pool

Waterfront House with 37 ft Dock & Cabana Club

Marathon one-level home on the Marina - with slip!

Beach Breeze
Condo rentals with a pool

Luxury Top Floor Suite W/ Unobstructed Ocean View

Gorgeous lagoon-front 2BR Townhouse with 2 pools

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

Ocean Views at Ocean Pointe

Florida Keys Getaway - Slps 4 - Ocean View

Paradise found! Sea-Esta Condo beach and pool.

🏝 Oceanfront Paradise Awaits You

BEAUTIFULLY DESIGNED OCEANFRONT CONDO
Other holiday rentals with a pool

Luxe Super Snapper-Heated Pool, Tiki, Dock, Lanai

Waterfront Oasis: Pool, Tiki Lounge, Dock & BBQ

Ocean Isles #98~ Fishing Village, Community Pool!

Oceanview Luxury Retreat 12 Guest 6 Beds Pool&Dock

Casa Chiquita Waterfront Canal Home

Discount - Jan 31! 3 Bed/3 BA Cabana Club Access!

Oceanfront with Pool near Sombrero Beach

Paradise Ocean Front 4/3Home Heated Pool
When is the best time to visit Marathon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $522 AUD | $574 AUD | $596 AUD | $493 AUD | $446 AUD | $483 AUD | $523 AUD | $470 AUD | $414 AUD | $388 AUD | $417 AUD | $508 AUD |
| 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 holiday rentals with a pool in Marathon

Total holiday rentals
Explore 1,400 holiday rentals in Marathon

Nightly prices starting at
Marathon holiday rentals start at $134 AUD per night before taxes and fees

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

Family-friendly holiday rentals
1,120 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 490 rentals that welcome pets

Rentals with dedicated workspaces
660 properties have a dedicated workspace

Wi-Fi availability
1,390 of Marathon holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- Everglades National Park
- Ernest Hemingway Home & Museum
- Key West Lighthouse Museum
- Sombrero Beach
- Smathers Beach
- Calusa Campground
- Florida Keys Aquarium Encounters
- The Turtle Hospital
- Calusa Beach & Loggerhead Beach
- Sea Oats Beach
- History Of Diving Museum
- Conch Key
- Long Beach
- Theater of the Sea
- Bahia Honda State Park
- Fort Zachary Taylor Historic State Park
- Boyd's Key West Campground
- Southernmost Point
- Key West Butterfly & Nature Conservatory
- Seven Mile Bridge
- Dolphin Research Center
- Curry Hammock State Park
- Sunset Park
- Robbies Marina Of Islamorada




