
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.

Tropical Keys Retreat | Pool | Hot Tub | Cinema
Welcome to Paradise Palms: ⭑ 1750 sqft liveable space on 10,500 sqft estate ⭑ Private home, deck, patio & backyard, overlooking a beautiful scenic landscape ⭑ Crystal pool, hot tub, movie theater, remote workspace, game room with arcade & more ⭑ Secure parking for up to six vehicles, boat trailer parking, RV and EV charging ⭑ 10 min to sombrero beach & just minutes to all island attractions ⭑ Fully stocked kitchen ⭑ Extremely safe neighborhood License #VACA-24-20 License #VACA-24-32

Waterfront Oasis3/2 Direct Ocean
Welcome to our stunning vacation rental property located on the waters of the ocean, where you can enjoy the ultimate tropical getaway. Our property boasts of an exceptional location, featuring a private dock that provides direct access to the ocean. This beautifully furnished property has three spacious and comfortable bedrooms that can accommodate up to eight guests, making it perfect for families or friends. The two modern bathrooms are fully equipped with all the necessary amenities

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.

Heated&Cooled PrivatePool/CabanaClub/Bikes/PaddleB
Fresh and Clean!! 2 Paddle Boards and 6 Bikes!! Our home is located on the south end of 9th Street, making it an easy walk to Sunset Beach, Key Colony Inn and access to "Members Only" Cabana Club w/ Pool, Beach and Restaurant. We have everything you'll need for a wonderful vacation! Need something special, just ask! The 37.5' dock with plug in, fish cleaning station, water and green underwater fish light will be sure to please any angler and crew! KCB is the GEM of the FL Keys!!

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!

P58 - Gulf Front Luxury 4 bedroom 4 bath with priv
This beautiful Polynesian style home offers 4 bedrooms, 4 baths, beautifully landscaped grounds and a large, private, heat optional pool. Ideally located on the open water of the Gulf of Mexico the views are unlike any other. Located in Grassy Key, this allows guests to be away from the hustle and bustle of Marathon traffic. - Maximum Occupancy: 8 guest (includes adults and children of any age) (*children of any age, including infants, count toward occupancy)

Private Pool Tropical Oasis - Centrally Located
Centrally located in the Florida keys, this beautiful three-bedroom home is steps away from fishing, restaurants, boat rentals and water sports. The property features a private and lush backyard filled with your own private pool, loungers and outdoor games. In the evening, unwind with a refreshing drink under the outdoor lighting or in the heated pool. The villa includes a high chair, pack and play, bed rails, booster seat, baby gate and kids dishware.

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

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.

Waterfront Escape | Pool, Tiki, Breakfast & Marina
Stay at Mystic Mermaid, a brand-new luxury 1BR/1BA Waterfront Villa that sleeps up to 4 guests. Located on a scenic canal in the heart of the Florida Keys, this elegant retreat offers marina views and resort-style amenities including a pool, Tiki Bar, restaurant, pickleball & sand volleyball courts, fitness center, and complimentary breakfast. Perfectly located between Islamorada and Key West for the ultimate island getaway.

Florida Keys Resort-Style Home w/ Pool & Dock 5/3
Perfect for families, couples, groups, or solo travelers, this spacious home offers 5 bedrooms, 3 bathrooms, an open living room, and a fully stocked kitchen. Easy to reach and simple to access, it’s set in a peaceful neighborhood close to island fun and water adventures. Just a short walk to Sweet Savannah’s Ice Cream & Sweets Parlor, this retreat is ideal for relaxing or exploring. We look forward to hosting you!
Popular amenities for Marathon rentals with a pool
House rentals with a pool

Villa Blue-Water Front-Cabana Club-37ft Dock Space

Brand New Luxury Oceanfront Home w/ Pool, 38' Slip

Sombrero Sunset-Marathon 7BR 6BA Waterfront Pool

Beautiful Beachfront Villa w/ Pool/Tiki/Dock

Luxury Boating Paradise+Pool+Sailing Kayaks

Casa Blue Flamingo

Fishermen's Paradise | Pool, 220' Dock & Open-Wate

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

Oceanside Spacious Studio Escape VACA-23-103

Gorgeous lagoon-front 2BR Townhouse with 2 pools

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

Luxurious Suite+Open Ocean Views+Pool & Cabana Bar

Slip, Ramp, Pool, Trailer Parking, Bait Freezer

BEAUTIFULLY DESIGNED OCEANFRONT CONDO

Beachside Unit 33-Private Tropical Beach Plus Pool

Tiki Time! Ocean Pointe Top Floor King 1 Br/1Ba
Other vacation rentals with a pool

Tiki Hut w/TV, Pool, Kayak, Paddleboards, Bikes!

Sombrero beach vacation paradise, great location

Oceanfront with Pool near Sombrero Beach

Waterfront House - 30' Dock & Pool at Cabana Club

Beautiful View! 3BR 3 BA, Cabana Club Membership!

Castillo Del Mar- Ocean access from your backyard

Cielo's Del Mar 1 - Pool/Dock/Beach Luxury in KCB

Waterfront Home| Heated Pool + Dock+Kayaks
When is the best time to visit Marathon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$83,471 GYD | G$94,140 GYD | G$94,977 GYD | G$69,245 GYD | G$62,551 GYD | G$67,781 GYD | G$73,429 GYD | G$65,898 GYD | G$58,158 GYD | G$59,622 GYD | G$67,781 GYD | G$81,588 GYD |
| 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 1,230 vacation rentals in Marathon

Nightly prices starting at
Marathon vacation rentals start at G$16,736 GYD per night before taxes and fees

Verified guest reviews
Over 32,500 verified reviews to help you choose

Family-friendly vacation rentals
1,010 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 400 rentals that welcome pets

Rentals with dedicated workspaces
570 properties have a dedicated workspace

Wi-Fi availability
1,230 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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- Everglades National Park
- Sombrero Beach
- Smathers Beach
- Calusa Campground
- Bahia Honda State Park
- Ernest Hemingway Home & Museum
- Theater of the Sea
- Robbies Marina Of Islamorada
- Seven Mile Bridge
- Fort Zachary Taylor Historic State Park
- The Turtle Hospital
- Florida Keys Aquarium Encounters
- Dolphin Research Center
- Southernmost Point
- Key Largo Kampground And Marina
- Harry Harris Beach and Park
- History Of Diving Museum
- Key West Butterfly & Nature Conservatory
- Conch Key
- Founder's Park
- Key West Lighthouse Museum
- Mel Fisher Maritime Museum
- Truman Little White House
- Key West Aquarium





