
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.

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.

Bohemian Beach Bungalow
Cabana Club Access Included! Escape to our newly built 2-bd, 2-bath duplex in KCB, where relaxation meets luxury. Located on the golf course, this stylish home boasts professional decor with modern amenities. While not directly waterfront, ample parking for your boat/trailer. Fully equipped kitchen meets all your culinary needs. Savor effortless access to Havana Jacks, Cabana Club, and Sunset Park, all within walking/biking distance, making this the ultimate Florida Keys retreat

2br/1ba w heated pool, 1 mile to robbies marina
Your slice of Islamorada awaits at the Key Lime Cottage! Step inside this charming 2 bedroom cottage and you will instantly feel at home. Located in the heart of the Florida Keys yet nestled in a serene neighborhood, it offers the perfect blend of comfort and relaxation. With a full kitchen, access to a gorgeous pool shared with only 6 other homes, outside seating with grill and a fire pit, beach chairs and key lime treats - there is something for everyone!

Beachside Unit 33-Private Tropical Beach Plus Pool
Unit 33 Details: Second Floor, Walk-in shower, Two Queen Beds, Maximum Occupancy 4 Guests, No elevator on site and 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.”

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.

*New* Turtles Pace-Private Beach
Discover the perfect getaway in this beachfront condo in Key Colony Beach, FL. With direct access to a private beach, you’ll enjoy breathtaking ocean views and endless relaxation. This condo features modern amenities, a fully equipped kitchen, and comfortable living spaces. Whether you’re soaking up the sun on the beach or exploring local attractions, this is the ultimate coastal escape. Don't miss the chance to experience paradise!

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

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

Tradewinds in Key Colony Beach. XL Porch, Dock

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

Yellowtail Getaway with Boat Dock and Pool 2

Oceanfront with Pool near Sombrero Beach

Mermaid's Paradise ~ Pool ~ Dock ~ Games ~ Views!

Waterfront House with 37 ft Dock & Cabana Club

Marathon one-level home on the Marina - with slip!
Apartment rentals with a pool

Luxury Top Floor Suite W/ Unobstructed Ocean View

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

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

Ocean Views at Ocean Pointe

Ocean views at “Sangria Sunrise” 10% off Charters

BEAUTIFULLY DESIGNED OCEANFRONT CONDO

Sandy Toes Approved — Studio Beach Escape
Other holiday rentals with a pool

P62 - 3 Bedroom 2 bath, private pool and beach mem

Waterfront Oasis: Pool, Tiki Lounge, Dock & BBQ

Oceanside Spacious Studio Escape

Waterfront Oasis w/Private Pool-Dockage-Beach

Beach House, Private Pool & Dock, Gulf Sunset view

Grand Arenas/120'Dock/MiniGolf/Hted Pool/FirePit

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

2-story condo w/ panoramic bay views and balconies
When is the best time to visit Marathon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £262 | £288 | £299 | £247 | £223 | £242 | £262 | £235 | £208 | £194 | £209 | £255 |
| 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 £67 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 490 rentals that welcome pets

Rentals with dedicated workspaces
660 properties have a dedicated workspace

Wifi availability
1,390 of Marathon holiday rentals include wifi 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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- Everglades National Park
- Key West Lighthouse Museum
- Ernest Hemingway Home & 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
- Key Largo Kampground And Marina
- Boyd's Key West Campground
- Key West Butterfly & Nature Conservatory
- Southernmost Point
- Seven Mile Bridge
- Sunset Park
- Curry Hammock State Park
- Founder's Park




