Holiday rentals with a fireplace in Islamorada

A serene outdoor seating area is presented with two cushioned sofas and a wooden coffee table, overlooking a waterfront. The sunset creates a vibrant orange and yellow backdrop, reflecting off the water. Additional seating in the distance enhances the tranquil atmosphere of the space.

4.95 out of 5 average rating, 128 reviews

Paradise Casa Bayfront sunsets,pool,King bed ,dock

Welcome to Paradise Casa! Just five feet from the waterfront, you will think your on a cruise ship when you look out the windows. Breathtaking Unobstructed views of the sunset every night. This Glamping at its finest with an amazing pool. 2 bedrooms plus loft, with the main bedroom having a king size bed. Fireplace, fully stocked kitchen, massage chairs, 2 AC units for your comfort. 2 miles from John Pennekamp that has kayak rentals, glass bottom boats, create memories scuba diving/snorkeling

An illuminated RV is showcased against a dusk sky, with blue lighting enhancing its modern design. Nearby, bright kayaks are propped against a picnic table, while a hammock sways slightly in the breeze, creating a relaxed outdoor space.

4.98 out of 5 average rating, 244 reviews

NEW luxury RV, Marina, 6 beds&1.5 baths, 2 pools!

This hidden gem is anything but ordinary!!! Come enjoy a piece of paradise in Key Largo while you relax in this spacious NEW luxury RV. It has a BOAT RAMP, indoor/outdoor kitchen with a TV, outdoor speakers, 2 hammock chairs, outdoor sofa, outdoor dining, separate bedrooms including a bunk room that can sleep 5-6, 1.5 baths, 2 heated pools, 2 beaches, volleyball court, playground, & shuffleboard. There are so many outdoor activities to enjoy right at the Kampground, you'll never want to leave!

4.94 out of 5 average rating, 157 reviews

An open-concept living area features a comfortable sofa and loveseat, designed for relaxation. A stylish dining table accommodates four. A wall-mounted TV and electric fireplace add modern touches, while large sliding glass doors offer natural light and views of the surrounding landscape.

Apartment in Tavernier

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

Welcome to our remodeled costal 1BR 1 Bath condo nestled in the premier oceanfront complex in Tavernier, FL. Escape to paradise and enjoy the wonderful Ocean views from the private balcony while just a few steps away from the sunny private beach, marina, minutes away from restaurants, shops, and attractions. ✔ Comfortable Queen BR ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Balcony ✔ Smart TVs/WI FI ✔ Complex Amenities (Pool, Hot Tub, Marina, BBQ, Sports, Free Parking) Learn more below!

Top guest favourite

A charming cottage exterior is visible, featuring a peaked roof and large, triangular windows that allow natural light to enter. The entrance is framed by wooden stairs leading up from a gravel pathway. Potted plants add greenery along the side, while a blue umbrella provides shade.

Cottage in Key Largo

5 out of 5 average rating, 85 reviews

My Little Paradise

Your slice of paradise. Brand new Cottage with all new appliances, bed, Sofa and TV's. This is a waterfront property located at Manatee Cove. Kayak and flotation devices included for you to use during your stay. Use our kayak at your own risk. By far the best place for Kayaking, Fishing and relaxing by the pool area or grill your catch of the day on the outdoor BBQ. Free internet, Tesla charging station is available and included with your rental. NO BOATS OR JET SKIS ALLOWED ON THIS PROPERTY.

5 out of 5 average rating, 16 reviews

A charming tiny home is displayed with a gabled roof and welcoming front porch. White railings surround the porch, providing access through wooden steps. Lush green palm plants are positioned on both sides, enhancing the coastal ambiance under a clear blue sky.

Tiny home in Key Largo

The Driftwood Den Your Keys Tropical Oasis

Escape to this tropical gem & catch the laid-back vibes of the Florida Keys, where island time is the only time that matters! Located in the heart of Key Largo inside Calusa Campground Resort & Marina, nestled on a unique oversized corner lot, this tiny homes’ rustic coastal vibes, comfty beds, and community amenities provide an absolute carefree stay. Whether you come down to dive the reefs, spot dolphins, watch iconic sunsets, or unwind under the palms - this is your Keys escape done right!

A hot tub is set under a blue canopy, inviting relaxation. Adjacent, outdoor seating with colorful chairs is positioned near the water, framed by palm trees and an American flag. The calm canal reflects the vibrant surroundings, enhancing the tranquil atmosphere.

4.96 out of 5 average rating, 50 reviews

Experience the Ultimate Florida Keys Getaway.

Embark on the ultimate family retreat at our vibrant canal oasis! in tranquility, this haven boasts a bounty of amenities—hot tub, mini-golf, EV charger, 5 kayaks, paddleboard, convenient elevator, dock, bikes, and more. Just moments from the sandbar, beaches, boat ramp, restaurants our newly renovated home promises boundless enjoyment. Keep cool with a 300-pound outdoor ice maker and freezer. Experience waterfront bliss and craft unforgettable memories in this extraordinary getaway location

Top guest favourite

A private outdoor space is showcased with gravel underfoot, surrounded by lush greenery and potted plants. A Winnebago travel trailer is parked nearby, accompanied by a dining table and four yellow stools. A swing chair hangs from a tree, inviting relaxation.

4.98 out of 5 average rating, 44 reviews

New Winnebago Trailer in the Heart of Key Largo.

Paradise in the first Key.Restaurant and Marina 300’Charter fishing and diving boats. Coral Reef restoration 400’. Key Largo Fisheries .03. Use of bikes. American Legion 400’ Dolphin Plus Marine Mammal 04 . Key Largo community Park .05 m Base Ball Diamond, tennis & paddle courts, pool. John Pennekamp Coral State Park is 3.6 a beautiful large glass bottom boat,Dive boats, Kayak, paddle board rentals.nature trails, boat ramp,Dive shop. Beach area. Theater of the Sea 15m. So much more.

A sandy beach scene framed by palm trees, with calm waters extending towards the horizon. A clear sky with a few clouds is visible above, providing a serene and inviting backdrop to the tropical setting.

4.93 out of 5 average rating, 147 reviews

Paradise in Key Largo Florida 2

Reconnect with nature at this unforgettable unit with great taste in interior design. This unit has an outdoor tiki hut with BBQ. This amazing place accommodates a total of 6 guests with 2 bedrooms. The first bedroom has a King sized bed with a very comfortable memory foam mattress. The second bedroom has two beds one full and one twin sized bed with a high quality Lucid memory foam mattress. Lot 115 is one of the largest lots in Key Largo Kampground and is located very close to the pool

5 out of 5 average rating, 14 reviews

The Lookout #48 Full Ocean View Luxury Villa |

Discover a serene vacation rental where luxury meets tranquility. Ocean Residences offers modern design, a secluded retreat vibe, and access to the exclusive amenities of Playa Largo Resort & Spa, including pools, dining, and beachside relaxation (wristband required). Pet-friendly with a stunning clubhouse and Atlantic views, this destination ensures unforgettable memories. Complimentary shuttle service makes exploring effortless. Book your ultimate getaway today!

A modern interior showcases a spacious living area with a sectional sofa adorned with decorative cushions. Adjacent, a bright kitchen is visible, alongside a dining table. A cozy bedroom features a bed with plush linens. Outdoor seating is arranged on a covered patio, surrounded by greenery.

4.89 out of 5 average rating, 170 reviews

Waterfront Cozy Modern Retreat w/Deep Canal

Welcome to our beautiful waterfront home in Marathon! Our smoke-free property is modern, clean and features a 37ft long concrete dock, perfect for boating and fishing enthusiasts. With easy access to the movie theater, Sombrero Beach, Turtle Hospital, Publix, Walgreens, and delicious restaurants, you'll have everything you need right at your fingertips. We can't wait for you to experience the peacefulness and convenience of our lovely home.

4.85 out of 5 average rating, 118 reviews

A shaded outdoor seating area is showcased under a thatched roof, illuminated by soft string lights. The space features four armchairs and a central table, all arranged on a stone-paved surface, surrounded by a fenced yard that provides privacy.

Home in Key Largo

beautiful villa

This home isn’t just a place to stay—it’s a place to create memories. So, come and enjoy everything Key Largo has to offer, and let this unique home be the perfect backdrop for your vacation. We can’t wait to welcome you and help make your time here unforgettable. Your comfort and satisfaction are our top priority, and we’re always available to assist with anything you need during your stay.

Top guest favourite

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, 33 reviews

COZY Family Home- 5 minutes from sombrero beach

⸻ Keep it simple at this peaceful, centrally located getaway. Our Paradise Key sits in the heart of Marathon—close to restaurants, supermarkets, and all the island fun. Sombrero Beach is just 2.5 miles away, and if you’re bringing a boat, the ramp is only 5 minutes from the house. We pride ourselves on spotless spaces, cozy comfort, and happy guests. Our reviews say it all!

Popular amenities for rentals with a fireplace in Islamorada

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a fireplace

The exterior of Windley Cottage features a light yellow two-story home surrounded by lush landscaping and palm trees. A covered carport is visible, allowing for parking. A welcoming front porch with white railings shows a pair of chairs, inviting relaxation outdoors.

Home in Islamorada

Oceanfront Angler's Reef Pool Home!

5 out of 5 average rating, 10 reviews

A spacious outdoor area features a large wooden swim spa, framed by vibrant greenery and decorative accents. A sun umbrella provides shade over one side, while light-colored tiles and wooden decking surround the spa, creating a relaxing ambiance. The sky is clear with soft clouds.

Home in Key Colony Beach

Swim Spa~Ice Machine~Fishing Equip~Cabana Club

A modern two-story home features a clean white exterior with navy blue accents. A set of black stairs leads to a covered balcony adorned with potted plants. Large windows allow natural light to enter, while a gravel driveway provides ample space in front.

5 out of 5 average rating, 43 reviews

Waterfront Escape -VACA-23-408

Fish & Boat On-Site! Waterfront Florida Keys Home

A bright, airy living space is illuminated by natural light, featuring a comfortable sofa adorned with decorative pillows. A coffee table sits in front of the sofa, while textured wall art adds visual interest. The dining area is visible, showcasing a modern table with white chairs.

4.6 out of 5 average rating, 10 reviews

Salty Air Retreat. 2/1 Half Duplex. Dockside.

An outdoor area features a fenced pool surrounded by colorful chairs. Palm trees provide shade, and the spacious deck above is visible. The setting reflects a relaxed atmosphere with nearby greenery enhancing the tranquil environment.

4.83 out of 5 average rating, 23 reviews

Soothing Nest

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, 78 reviews

Dream Vacation KCB Marathon with private pool !

A scenic view of a protected canal is visible, featuring a dock with boats moored nearby. Lush greenery lines the waterfront, while palm trees provide shade. The sky is bright with scattered clouds, creating a peaceful atmosphere in this serene location.

4.95 out of 5 average rating, 75 reviews

Private 174ft Dock, Boat Launch, Sombrero Beach

Villa rentals with a fireplace

A modern oceanfront clubhouse is illuminated at night, featuring spacious outdoor seating and a swimming pool surrounded by palm trees. The serene water reflects the evening sky, enhancing the tranquil ambiance of the area.

4.81 out of 5 average rating, 16 reviews

Tranquility #19 Luxury Villa by the Ocean | Pool

Aerial view of a modern vacation rental surrounded by water, featuring a sleek design and a spacious pool area. Lush greenery contrasts with the pristine waters, and palm trees line the property, providing a tropical ambiance. Nearby structures are visible in the background.

4.7 out of 5 average rating, 27 reviews

Hideaway #23 Key Largo 3BR Villa | Pool, Kayaks &

Villa in Marathon

Sol Island ~ Waterfront Oasis ~ Pool ~ Dock ~ Kayaks

Villa in Marathon

Isla Luna ~ Waterfront Oasis ~ Pool ~ Dock ~ Kayaks

An open-concept living and dining area is showcased, featuring a large wooden dining table set for several guests. A comfortable woven sofa is positioned nearby, with a stylish floor lamp providing light. Natural light floods the space through numerous windows, enhancing the warm ambiance.

4.53 out of 5 average rating, 15 reviews

Gull's Nest #36 4BR Key Largo Villa w/ Beach &

Villa in Marathon

Aqua Verde ~ Waterfront Lux Gem ~ Dock ~ Game Room

Other holiday rentals with a fireplace

Campervan/Motorhome in Islamorada

Family-Friendly RV in Key Largo Paradise

The interior of the RV features a modern layout with a spacious living area, including a sofa and dining table. A large kitchen island provides ample counter space, while stainless steel appliances, including a refrigerator and stove, are visible. Light-colored cabinetry and soft lighting enhance the inviting atmosphere.

Spacious Montana Experience

4.7 out of 5 average rating, 135 reviews

Modern Key Largo Camper • Steps to Pool • Sleeps 6

A screened-in terrace features two white chairs facing a small table, offering a serene view of the lagoon and surrounding foliage. Soft sunlight illuminates the space, creating a peaceful spot for relaxation.

Townhouse in Key Largo

Key Largo Getaway 3/3 Townhouse w/ Paradise Vibes

A sparkling pool with a built-in jacuzzi is surrounded by a spacious deck. Two white lounge chairs are positioned nearby, complemented by a Tiki Hut visible in the background. Tall palm trees sway gently, framing the outdoor space and providing a relaxing vibe.

Home in Tavernier

Paradise in the Florida Keys

A spacious outdoor area is presented, featuring a luxury RV positioned on a stone paver driveway. The RV displays sleek lines and ample windows, while a nearby covered entrance can be seen. The sky is partly cloudy, contributing to a bright atmosphere.

Home in Key Largo

4.2 out of 5 average rating, 41 reviews

Relax in Paradise! Enjoy a tropical lifestyle

Luxury Retreat in the Keys | Boat Dock | Beach

A large swimming pool is surrounded by a spacious deck with lounge chairs. Guests are enjoying the clear blue water under a bright sky, with palm trees visible in the background and a building nearby that houses restrooms and changing facilities.