
Holiday rentals with a pool in Marathon
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Marathon

Total holiday rentals
Explore 1,320 holiday rentals in Marathon

Nightly prices starting at
Marathon holiday rentals start at €78 per night before taxes and fees

Verified guest reviews
Over 34,770 verified reviews to help you choose

Family-friendly holiday rentals
1,080 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 480 rentals that welcome pets

Rentals with dedicated workspaces
690 properties have a dedicated workspace

Wifi availability
1,320 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!
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.

Lagoona-Matata
A truly magical place "Lagoona-Matata" sits on the edge of Vaca Cut showcasing fabulous views of the Gulf. The outdoor area flows from the patio to the pool deck, private sandy beach, tidal pool and then to the pier dock. "Vaca Cut" is a fast-moving body of water from incoming to outgoing tides with fish of every kind moving through that makes fishing from the dock great entertainment. The continuous plethora of sea life in the lagoon makes this property an experience unlike any other.

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

*NEW!*Life is a Marathon~VIEWS!~Pool~Dock~HotTub!
🏖️Welcome to Life is a Marathon!🌴☀️ This peaceful 4-BR sanctuary has everything you need for the perfect getaway. Enjoy open-water views, a dock just steps from the home, and a prime location minutes from the Ocean or the Gulf⛵. Relax by the pool, fire up the grill for a sunset BBQ, challenge friends to cornhole, and set off on a kayak adventure!🌅🐟 Life is a Marathon is the retreat you and your family have been looking for. Don't wait until it's booked, secure your stay today!✨🌊

Beautiful Beachfront Home w/ Pool/Tiki/Dock
Beautiful Beachfront home located directly across the street from famous Sombrero Beach, with heated pool & Tiki Bar. Large wrap around balconies provides stunning beach views, sunrises & sunsets for relaxation. It boasts open floor plan with a large entertainment area that includes a gorgeous Olhausen Pool table, large bedrooms & the master bath is also a steam room. A 45' dock & spacious yard is great for entertaining or barbecuing. Pool Heater is available for an additional fee.

P01 - New 3 bed, 3 bath with private pool
This beautiful new home offers 3 bedrooms, 3 baths and a comfortable open floorplan. Additionally, this property boasts and abundance of fabulous outdoor living space and is ideally located minutes from Coco Plum Beach. - Maximum Occupancy: 6 guests (includes adults and children of any age) (*children of any age, including infants, count toward occupancy) - No day guests or visitors allowed above the advertised max. occupancy. - Parking: 3 vehicle max - 3 bedroom/3 bathroom

Marathon Oceanfront 4BR Private Pool 60’ Boat Dock
Wake up to open-water views at your private oceanfront retreat in Marathon. Bring the boat, step into your private pool, Perfect for families and boating groups.Your private 60' dock offers direct water access, freshwater for rinsing gear and flushing engines, while parking accommodates up to 4 vehicles. • Direct oceanfront setting • Private swimming pool • Private 60' boat dock • Complimentary kayaks • Sleeps up to 10 • Parking for 4 vehicles • Wi-Fi + dedicated workspace

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!

🏝Beautiful🏖 Water🏊♀️ View🌅 Pool Gym🏋️ Room, Private⛵️ Dock⚓️
Over 100ft of water frontage, with expansive bay view of all the beautiful wildlife that Marathon has to offer! Pets are always welcome but you MUST‼️indicate how many guest and pets when you make the booking. If cleaning crew discover sign of pets, guest will be charge $350/entire stay due to the extra cleaning work from the cleaning crew. With an outdoor heated pool, paddle boards, and kayaks, you and your family will never need to leave the home for activities!

Waterfront Pool Home w/ Private Dock, Tiki Hut & B
Captain’s Hideout, your 4BR waterfront escape in Marathon’s Little Venice, built for boaters, families, anglers, and easy Keys living with quick access near Vaca Cut to the Gulf. 🏊♂️ Private backyard pool ⛵ 28’ dock with fish cleaning table 🌴 Huge tiki hut hangout area 🍳 Outdoor kitchen + dining space 🧊 Commercial ice machine + bait freezer 🛏️ Ground-level comfort for 10 🐾 Pet & kid friendly with pack ’n play + highchair

4BR 3B, Heated Pool & Spa, 60' Dock
Enjoy breathtaking views of the Gulf and Ocean from the screened in patio of this beautiful 4 BEDROOM/3 BATH canal front home. Bring your boat to the 60' dock on a 200' wide canal just 10' away from the Ocean. Relax by the pool/spa area after a day of fishing. A pool heater is offered as an option for your convenience. Please inquire about water heater fee and operating instructions before booking. (VR Lic # PLR2020-00104)

NEW! Private Pool, 50’ Dock, Kayaks, Waterfront
Slack Tide Cove Welcome to Slack Tide Cove, a stunning 3-bedroom, 2-bathroom waterfront retreat in the heart of Marathon, FL. This brand-new construction is chicly decorated with a coastal theme, offering the perfect blend of luxury and relaxation. Take in breathtaking views of Boot Key Harbor from the pool or balcony, and enjoy 50 feet of deep-water dockage with a fish cleaning station for your day’s catch.
Popular amenities for Marathon rentals with a pool
House rentals with a pool

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

Your Key Colony Beach Paradise Awaits!

Entire private two family water front home.

Sunset Key Escape/Pool, Dock, Kayaks & Gulf Access

Emerald Palms ~ Waterfront ~ Pool ~ Dock ~ Games

A Paradise Point by Sombrero Beach

Villa Serenity At Sombrero Private Pool Spa Dock

Welcome to Paradise! Private Pool, SUPs, Kayak!
Apartment rentals with a pool

Mad Mahi | Housekeeping + Waterfront + Marina View

Slip, Private Ramp, Pool, Trailer Parking, Freezer

Amazing Ocean Front Views Key Colony Beach

Tequila Sunrise

Tiki Time! Ocean Pointe Top Floor King 1 Br/1Ba

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

Toes in the Sand - 2 Bedroom Condo Sleeps 4

Your Happy Place - Oceanfront
Other holiday rentals with a pool

Sombrero beach vacation paradise, great location

Beautiful View! 4BR 3 BA 32FT Dock, Cabana Club!

Florida Keys Wellness Gem Tranquility & Activity

Blue Paradise Call for Weekend ONLY rates

Oasis Canal-Front Home: Pool, Dock, BBQ, and more!

Searenity Vacation Rental! Pool, Tiki Hut, Dockage

Castillo Del Mar- Ocean access from your backyard

Sunset Catch Gulf Front, Pool, Dock, Kayaks, Fish
When is the best time to visit Marathon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €348 | €392 | €396 | €327 | €305 | €327 | €306 | €274 | €242 | €248 | €282 | €340 |
| 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 |
Destinations to explore
- Miami Holiday rentals
- Four Corners Holiday rentals
- Miami Beach Holiday rentals
- Orlando Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Hollywood Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Cape Coral Holiday rentals
- Nassau Holiday rentals
- St. Petersburg Holiday rentals
- Apartment rentals Marathon
- Rentals with an accessible-height toilet Marathon
- Beachfront rentals Marathon
- Rentals with breakfast Marathon
- Flat rentals Marathon
- Hotel rooms Marathon
- Boutique hotels Marathon
- Family-friendly rentals Marathon
- Villa rentals Marathon
- Rentals with beach access Marathon
- Beach house rentals Marathon
- Rentals with lake access Marathon
- Pet-friendly rentals Marathon
- Townhouse rentals Marathon
- House rentals Marathon
- Rentals with a hot tub Marathon
- Rentals with a kayak Marathon
- Cottage rentals Marathon
- Waterfront rentals Marathon
- Luxury rentals Marathon
- Rentals with pools Monroe County
- Rentals with pools Florida
- Rentals with pools United States
- Everglades National Park
- Sombrero Beach
- Smathers Beach
- Bahia Honda State Park
- Ernest Hemingway Home & Museum
- Seven Mile Bridge
- Fort Zachary Taylor Historic State Park
- Robbies Marina Of Islamorada
- Theater of the Sea
- Key Largo Kampground And Marina
- Southernmost Point
- Florida Keys Aquarium Encounters
- Harry Harris Beach and Park
- Dolphin Research Center
- Founder's Park
- Key West Butterfly & Nature Conservatory
- Key West Lighthouse Museum
- History Of Diving Museum
- Calusa Campground
- Conch Key
- Mel Fisher Maritime Museum
- Truman Little White House
- Key West Aquarium
- Curry Hammock State Park





