Holiday rentals with a pool in Marathon

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.

Location · Family · Comfort

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

Location · Family · Getting around

*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!✨🌊

Location · Family · Indoor spaces

The Lighthouse - Beach Houses Key West

If you’re reading this, you’re already one step closer to paradise. Thank you for considering us for your getaway. Our charming Lighthouse Bungalow is a 2-bedroom, 1-bath loft-style retreat located just steps from our private beach. The master bedroom loft, accessed by a spiral staircase, offers a stunning bird’s-eye view of the Atlantic Ocean. The nautical-inspired living area opens to an exterior deck overlooking the beach—an ideal spot for peaceful mornings and ocean breezes.

Family · Location · Amenities

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

Family · Location · Accuracy

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!

Family · Value · Amenities

🏝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!

Location · Value · Pool

Valhalla Beach House

Discover Valhalla (paradise) with everything you'll need for the perfect Florida Keys private getaway of a lifetime! Relax with the whole family at this peaceful tropical resort style backyard. Spend your day lounging by the private pool while enjoying your favorite drink, while the rest of the family can enjoy the pool table, ping-pong table, Dominoes and much more! This centrally located, fully equipped home is ready for your ultimate family vacation getaway!

Family · Value · Hospitality

P31 - 2 bed, 2 bath with Spectacular Open Water on

Location! Location! Location! This 2 bedroom, 2 bath home is beautiful and boasts stunning open water views! Boating guests are especially pleased with this home ideal location on the Ocean side of the Vaca Cut. With abundant indoor and outdoor living space and its prime location this home is home a show stopper! - Maximum Occupancy: 6 guest (includes 4 adult max and 2 children of any age) (*children of any age, including infants, count toward occupancy)

Location · Family · Hot tub

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

Value · Family · Pool

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!

Value · Family · Hospitality

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.

Family · Location · View