
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.

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

Waterfront House with 37 ft Dock & Cabana Club
Right in the middle of the action between Miami and Key West. This 2/2 house has been nicely renovated and furnished with new stainless kitchen appliances and a gorgeous granite countertop. Comfortable outside/inside living space perfect for a getaway in paradise. Walk out to the porch and backyard, and you will be engulfed by the beauty of the sunset views while lying on the cozy hammock. It features lots of outdoor entertaining: fishing, paddling, BBQ or just plain hanging out in the shade.

Bright Cheery Condo, Ocean Views in Key Colony
Beautiful renovated studio condo at Key Colony Beach with a private balcony, heated pool and sandy beach. Continental Inn Unit #35 offers one King size bed and a fully equipped kitchen with essentials (stove, oven, toaster, microwave, blender, fridge, cooking utensils). Reliable WiFi and a TV. Enjoy a short walk to Sunset Park next door to experience a stunning Florida Keys sunset. Guests also have access to a private beach with lounge chairs, patio tables, tiki huts, and BBQ grills.

Beachside Unit 14 - Brand New Kitchen and Bathroom
Unit 14 Details: Second Floor Unit, Walk-In Shower, King Bed and Queen Sized Sofa Pull-Out Bed, 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.”

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*May the Surf Be With You-Florida Keys Retreat
Beautiful 2 bedroom, 2 bath condo in Key Colony Beach, Marathon FL. This spacious retreat features a king bed, a queen bed, and bunk beds, perfect for families or groups. Enjoy access to a private beach and a refreshing pool, all just steps from your door. Centrally located near restaurants, fishing, and the best of the Florida Keys, this condo offers the perfect mix of comfort and island relaxation. -No Pets are allowed. -No Smoking allowed. -You must be 25 years or older to rent.

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

P14 - Charming 2 Bedroom, 2 bath waterfront duplex
Welcome to the heart of the Florida Keys! Located in the very desirable Key Colony Beach, this ground level 2 Bedroom, 2 bath duplex boasts ease of access inside and out and is the perfect setting for a tropical vacay-get-away! The other half of the duplex is in our inventory and is listed on our website as P16 (-- ID# - 2245638). - Maximum Occupancy: 4 guests (includes all adults and children of any age) (*children of any age, including infants, count toward occupancy)

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!

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

Golf Coast Oasis near Sombrero Beach
Escape to a stunning modern home in the Keys with a heated pool, private putting green (Mini Golf) , and dock for your boat. Relax on the plush sectional sofa or explore the outdoors with complementary bicycles and kayaks. Conveniently located 7 minutes to sombrero beach. Close by dining, and shopping, this single-story home with three bedrooms has everything you need for a fun-filled vacation. You'll love our Golf Coast Oasis!

Boat Ramp & Slip On-Site @ No Additional COST!
Welcome to Angler’s Paradise, a stunning waterfront nestled in the heart of Marathon with Direct Atlantic Ocean Access. BYOB: (Bring Your Own Boat) @ NO ADDITIONAL COST! Boat & Trailer Registration must be up to date. Documents must be submitted for review and approval. Property Overview: • Type: Condo • Bedrooms: 1 • Bathrooms: 1 • Sleeps: 4 VACA-24-170
Popular amenities for Marathon rentals with a pool
House rentals with a pool

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

Heated Pool w/4 water loungers/CabanaClub/ 6 Bikes

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

Waterfront House - 30' Dock & Pool at Cabana Club

Sombrero Siesta Heated Pool & Stunning Canal Views

COZY Family Home- 5 minutes from sombrero beach

Luxury Boating Paradise+Pool+Sailing Kayaks

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

1BR - Key Largo Sun & Sand Hideaway

Canal View Condo w/ Pool, Balcony & Bar

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

Luxurious Suite+Open Ocean Views+Pool & Cabana Bar

Slip, Ramp, Pool, Trailer Parking, Bait Freezer
Other vacation rentals with a pool

Waterfront | Pool, Dock, Bikes, Beach Hat

Relax with the whole family at this peaceful place

Ocean Escape 97

Beach House, Private Pool & Dock, Gulf Sunset view

Waterfront home w/pool, dock & close to beach

Grand Arenas/120'Dock/MiniGolf/HtPool/GameRoom/BBQ

Casa De Grouper with a Beautiful Canal View

Refreshed & Elevated Indigo Reef Luxury Villa 15,
When is the best time to visit Marathon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $477 CAD | $525 CAD | $546 CAD | $451 CAD | $408 CAD | $442 CAD | $479 CAD | $430 CAD | $379 CAD | $389 CAD | $442 CAD | $532 CAD |
| 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 $123 CAD 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 and kid-friendly amenities

Pet-friendly vacation rentals
Find 490 rentals that welcome pets

Rentals with dedicated workspaces
660 properties have a dedicated workspace

Wifi availability
1,390 of Marathon vacation 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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- Rentals with pools United States
- Everglades National Park
- Sombrero Beach
- Smathers Beach
- Calusa Beach & Loggerhead Beach
- Sea Oats Beach
- Long Beach
- Conch Key
- Bahia Honda State Park
- Theater of the Sea
- Seven Mile Bridge
- Fort Zachary Taylor Historic State Park
- Key Largo Kampground And Marina
- Calusa Campground
- Sunset Park
- Ernest Hemingway Home & Museum
- Dolphin Research Center
- Robbies Marina Of Islamorada
- Florida Keys Aquarium Encounters
- Key West Lighthouse Museum
- Key West Butterfly & Nature Conservatory
- The Turtle Hospital
- Founder's Park
- Southernmost Point
- History Of Diving Museum




