Holiday rentals with a fire pit in Key West

The image showcases a modern two-story home with a light blue exterior, surrounded by lush landscaping. A heated pool is visible in the foreground, alongside kayaks and paddle boards. The ocean view offers clear, open water, enhancing the tranquil setting of 'The 7-Mile Villa.'

5 out of 5 average rating, 23 reviews

New Luxury Oceanfront House. Hot Tub & Sunset View

Brand new build 2024. This 5 bed/4bath luxury ocean gulf home with boat dock, heated/chilled pool/ spa, paddle boards kayaks, bicycles was meticulously designed and custom built like no other house in Marathon Key. You can see ocean water from every room in the house. and the interior design was chosen to maximize comfort, with a stress-free peaceful setting. Only three homes on this one-acre private ocean gulf lot that has the look and feel of a private island with 400 feet of bulk head

4.98 out of 5 average rating, 51 reviews

Grouper Getaway @ Ocean Isles Fishing Village

Escape to paradise at the Grouper Getaway located at Ocean Isles Fishing Village in Marathon Key, FL. This beautiful brand new fully furnished 1 bed/2 bath studio townhouse, offers a central location and an array of luxurious amenities for a truly unforgettable vacation. Steps away from the the Atlantic Ocean, enjoy the largest pool in Marathon with clear views of the VACA Cut boat traffic and the Sombrero Light House. Enjoy fishing, paddle boarding, kayaking, tiki huts, beach, and grills.

A two-story home is showcased, featuring a spacious backyard with a swimming pool surrounded by lounge chairs and umbrellas. The exterior is illuminated under a twilight sky, while a stone walkway leads to the inviting entrance. Lush greenery adds a vibrant touch to the setting.

5 out of 5 average rating, 42 reviews

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

Experience the relaxing setting of this 4BR 4.5Bath home, ideally situated in the picturesque waterfront neighborhood of Marathon, FL. Discover the area's scenic beauty and a diverse selection of water activities, attractions, and landmarks. After a day of exploring, return to our home for a rejuvenating stay. ✔ 4 Comfy BRs ✔ Open Design Living ✔ Full Kitchen ✔ Balcony ✔ Backyard (Pool, Games, BBQ, Lounges, Dining) ✔ 73-Foot Dock ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more below!

5 out of 5 average rating, 15 reviews

An open-concept living area features wraparound seating in dark leather surrounding a polished wooden dining table. Abundant natural light filters through panoramic windows, reflecting off the rich wooden flooring. Tropical-themed wall decor and greenery enhance the inviting aesthetic. A well-equipped kitchen is visible in the background.

Boat in Key West

Sailboat Stay + Resort Amenities

Unplug and unwind aboard The Dream, your own sailboat in Key West, Florida! This is not your typical Airbnb — it's a floating escape on a beautiful 1-bedroom, 2-bathroom 42 foot sailboat docked at the exclusive Perry Hotel & Marina (just minutes from downtown!) Enjoy a queen bed in the spacious Captain’s suite, 2 full-sized paddle boards, snorkel gear, private Wi-Fi, and more. With tropical vibes, luxury touches, and the comforts of home, this is where island adventure meets peaceful retreat.

4.92 out of 5 average rating, 79 reviews

A spacious living area features a comfortable blue sofa and a white coffee table at its center. Modern appliances are visible in the adjacent kitchen, along with a dining area. Natural light flows in through sliding doors leading to the outdoor space.

Holiday home in Marathon

Perfect Paradise

Perfect paradise is located in the heart of marathon. Only 9 minutes away from sombrero beach. Restaurant, supermarkets, ice cream, aquarium, and much more less than 7 minutes away. Public boat ramp is 5 minutes away. The house has plenty of parking spaces in the front to park your boat and cars. The home is fully stocked with everything you will need during your stay. For specific dates please message me first before booking so I may accommodate you to the dates that you would like to book.

4.9 out of 5 average rating, 20 reviews

A colorful array of lounge chairs in yellow, green, and blue is positioned by a shared pool area. A thatched-roof cabana is visible, providing shaded seating near the water's edge. The lush surroundings and bright blue sky complement the inviting atmosphere.

Home in Cudjoe Key

Oceanside home 109, dock,kayaks,bikes,pool,fishing

This luxurious home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built in 2007 with only 10 other homes. This is #109 and I also rent adjacent homes 111 and 107 in case you need more than one. We are 80 feet from the water's edge facing Southwest. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool breezes on the balconies or poolside, where you can sun, fish or boat from the docks. Key West is 17 miles away.

An inviting outdoor space features comfortable seating and a hot tub, surrounded by lush greenery. A large screen is set up for movie nights, and ambient lighting enhances the evening atmosphere as the sun sets.

5 out of 5 average rating, 55 reviews

Marathon Keys Escape • Pool • Hot Tub • Near Beach

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

4.87 out of 5 average rating, 124 reviews

The living area features a spacious sectional sofa facing a large window with multiple shutters, allowing natural light to fill the room. A modern coffee table is situated on a soft area rug, complemented by dining stools near the open kitchen with updated appliances.

Home in Cudjoe Key

Waterfront Sanctuary in the Keys!

Your WATERFRONT Keys getaway!! Updated appliances & fixtures, this 2BR/2BA elevated property won’t disappoint! Fully stocked kitchen/bathrooms. Never ending activities for your group at the Venture Out Resort- a gated community with oversized pool, hot tub, pickle ball/tennis/basketball courts, fishing, lobstering, biking, kayaking, boating! Launch your boat from the private ramp and tie it up on our 35’ seawall! Situated between Key West & Marathon, this property is THE PLACE!

4.92 out of 5 average rating, 12 reviews

A 40-foot catamaran is anchored in clear turquoise waters. Two individuals are enjoying the ocean; one is swimming while another relaxes on the deck. The yacht features a modern design with a spacious deck for sunbathing and enjoying the surrounding scenery.

Boat in Key West

Luxurious 40' Sailing Yacht!

Enjoy exclusive use of this 40-foot yacht all to yourselves, with the opportunity to get close to ocean life. This yacht is docked at the Perry Hotel & Marina, with free access to two stunning waterfront swimming pools, live music, three restaurants, complimentary shuttle service, & more. Come and go on the yacht anytime, day or night. Participating in an ocean excursion on this yacht is mandatory & comes at an extra charge. Inquire here about our other yachts in our fleet

4.88 out of 5 average rating, 121 reviews

A comfortable outdoor seating area is showcased, with bright blue cushions arranged around a dark table. The view overlooks crystal-clear waters, and decorative lanterns provide soft lighting. A potted flower adds a touch of color beside the seating, enhancing the peaceful ambiance by the water.

Home in Cudjoe Key

*Emerald Seas*-Florida Keys Ocean Front Paradise!

Welcome to our Florida Keys Ocean Paradise, Emerald Seas! Truly a special place to get away and relax. Enjoy the crystal-clear waters and amazing views. Bring or rent a boat, look for sea turtles, manatees, dolphins, lobster & tropical fish right from your patio or dock. Take in a glorious sunrise or moonlit night over the water. The amazing, 180 degree panoramic ocean views will take your breath away every moment you are there.

A vibrant sunset casts a warm glow over the outdoor area featuring a sheltered gazebo, surrounded by lush greenery and reflective water. Nearby, a modern living room is furnished with comfortable seating and a large screen, creating an inviting space for relaxation.

4.95 out of 5 average rating, 111 reviews

Coco Plum Waterfront Hideaway Home in Marathon

This Coco Plum home is the ultimate family getaway! With four bedrooms, two bathrooms, a modern living room with a 4K TV and surround sound, and an outdoor area that includes a fire pit, outdoor dining, and outdoor living space. The boat dock and breathtaking sunset views make this the perfect home for your fishing adventures. Beautiful Coco Plum beach is just a ten minute walk away. Make this home your next island adventure.

4.89 out of 5 average rating, 64 reviews

The main saloon features wooden paneling, providing a warm atmosphere. Two leather couches flank a central table, while decorative pillows add comfort. A flat-screen TV is mounted above the seating area. A basket of towels sits on the table, with a soft rug running along the floor.

Houseboat in Key West

The simple life on Seaplicity!

Come stay on our beautiful & Super Comfy 38 ft Hunter Sailboat at the Perry Hotel & Marina! Start your morning with a fresh cup of coffee on board & "SIMPLIFY" your vacation with unrestricted access to all resort amenities! Two heated salt water pools, gym, laundry, and bathrooms and try one of the great restaurants onsite. Shuttle service takes you to old town Key West, leaving every hour from the hotel lobby.

Popular amenities for Key West Holiday Accommodation with Fire Pit

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a fire pit

An aerial view captures the oceanfront estate featuring a spacious house with a light green roof. A private pool is surrounded by lounge chairs, while kayaks rest on the sandy area by the water. A long pier extends into the clear, shallow water, framed by palm trees.

4.83 out of 5 average rating, 30 reviews

Million Dollar View

A fishing dock is depicted with a thatched roof providing shade, surrounded by clear turquoise waters. The wooden platform extends outward, bordered by posts with black caps. The tranquil scene highlights the inviting atmosphere of the waterfront setting.

4.89 out of 5 average rating, 28 reviews

Ocean Escape 97

A private dock is seen along a deep water canal, with a boat and jet ski moored nearby. Lush palm trees frame the waterfront space, while a two-story residence with a balcony stands in the background under a clear blue sky.

4.98 out of 5 average rating, 41 reviews

Waterfront home with direct Atlantic Ocean access

5 out of 5 average rating, 18 reviews

Waterfront 2-bedroom Home w/Pool and Spa

The modern living area features a stylish glass-top coffee table made from natural wood pieces, surrounded by four bar stools at a sleek kitchen island. Soft lighting from the blue LED lights adds a subtle glow, while a fan and entertainment center contribute to the functional space.

4.9 out of 5 average rating, 79 reviews

Dream Vacation KCB Marathon with private pool !

The outdoor area is softly illuminated with multicolored lights, outlining the space. A set of colorful stools sits invitingly near a grassy section, while a staircase leads to the entry. The façade of the home is visible, creating a welcoming ambiance at night.

4.97 out of 5 average rating, 34 reviews

COZY Family Home- 5 minutes from sombrero beach

A private pool with crystal-clear water reflects sunlight, featuring a large inflatable flamingo floating serenely. The surrounding area is bright and spacious, with a view of a light-colored house and tropical greenery in the background.

4.99 out of 5 average rating, 68 reviews

Casa Blue Flamingo

An open-concept living area is featured with light wood flooring and large windows allowing natural light. A modern dining table is set for four, while a cozy seating area includes a sofa and decorative wall art. Nautical elements enhance the coastal ambiance.

5 out of 5 average rating, 14 reviews

Marathon Paradise

Apartment rentals with a fire pit

Apartment in Key West

Fantasy Fest Huge 2 Story Townhouse Oldtown

New place to stay

Marathon 2BR Villa on Lovely Waterfront Resort

An aerial view captures the expansive ocean and its varying shades of blue, framed by a sandy shoreline and a marina. A large pool is visible amid well-maintained grounds, alongside a collection of white-roofed condos, palm trees, and recreational areas.

Apartment in Big Pine Key

Ocean Isles Yellowtail Row

A comfortable living area features a plush sofa and a small white coffee table. Shelves filled with books stand against the wall, while natural light streams in through large glass doors. Soft lighting is provided by a lamp on the side table.

Sir David Waterfront

A scenic outdoor area features a thatched-roof gazebo overlooking the ocean. Palm trees sway gently in the breeze, and a paved pathway leads to the waterfront. The blue waters reflect the sky, creating a tranquil coastal atmosphere.

5 out of 5 average rating, 21 reviews

#1 Island Hideaway 89 - OCEAN FRONT

The exterior of a charming beachfront resort showcases three stories of pastel-colored buildings, framed by palm trees. A private marina with docks is visible in the foreground, while clear skies and vibrant greenery enhance the tropical setting.

Apartment in Key West

Waterfront Sunset Harbor Club Resort+Amenites. 1BR

A waterfront view captures a serene canal lined with tropical greenery and residential boats. The white boat is positioned on the dock, with steps leading to an inviting home painted in a soft yellow. Clear blue skies enhance the tranquil atmosphere.

4.82 out of 5 average rating, 57 reviews

Little Venice in Marathon (in the Beautiful Keys)

The heated pool is surrounded by palm trees, offering a refreshing view of the ocean beyond. Lounge chairs are placed along the pool deck, which is paved with light-colored stones. Stairways lead to the building's upper levels, providing access to additional outdoor areas.

Apartment in Layton

4.71 out of 5 average rating, 7 reviews

Lovely Oceanfront Townhouse with pool & boat slip.

Cabin rentals with a fire pit

A bright living area features a comfortable sofa, a wooden entertainment unit with a TV, and a dining table with white chairs. Natural light enters through two windows, illuminating the space, which is decorated with framed photos on the walls.

4.61 out of 5 average rating, 90 reviews

2 Bedroom Pink Cabin Half/Duplex # 11

4.65 out of 5 average rating, 26 reviews

An outdoor area features a large chessboard with oversized pieces set up on a sandy surface. Colorful lounge chairs and palm trees are visible in the background, alongside a glimpse of the ocean. Additional games can be seen in the vicinity, enhancing the recreational space.

Cabin in Marathon

Viamarhe Cabin-Private beach, Kayak, yard games

A welcoming living space features a cozy blue sofa with striped cushions and a dining area. Light-colored tiled flooring extends throughout the area, complemented by the refreshing green walls. Wooden cabinetry in the kitchen area provides ample storage, and a ceiling fan enhances airflow.

4.59 out of 5 average rating, 29 reviews

1 Bedroom Cabin Half/Duplex Unit B up on Stilts

A vibrant pink cabin is surrounded by tropical greenery and swaying palm trees. A white roof contrasts with the bright exterior, while a gravel pathway leads to the entrance. The landscape includes natural elements, creating a relaxed coastal environment.

4.29 out of 5 average rating, 14 reviews

2 Bedroom Pink Cabin Half/Duplex # 10

A bright yellow cabin is framed by lush greenery and shrubs. Large windows allow natural light to fill the interior, creating an airy feel. The surrounding landscape features a sandy area, adding to the cabin's appeal within the marina setting.

4.69 out of 5 average rating, 103 reviews

2 Bedroom Yellow Cabin

A bright kitchen area features teal cabinetry and a white refrigerator, complemented by a ceiling fan and a wall-mounted TV. A cozy blue sofa and a dining table with chairs are positioned nearby, with large windows allowing natural light to fill the space.