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Family-friendly rentals near Sombrero Beach

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Top-rated family-friendly rentals near Sombrero Beach

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A sparkling in-ground pool is visible in the foreground, surrounded by a spacious patio. Lounge chairs are positioned along the deck, offering views of the lagoon. Lush palm trees provide shade, while a clear sky enhances the tranquil atmosphere of the waterfront setting.
Home in Marathon
4.99 out of 5 average rating, 164 reviews

Sea Ray Cove w/ 80' Dock, Pool, Beach & Tiki Hut

2025 - New concrete dock, fenders & fish filet table. This ground level waterfront home has received a new face lift. Completely remodeled 3 bedroom with bonus room in the well known Sombrero Beach neighborhood. Just a short block walk to the sandy beach shore. Home has an open floor plan overlooking the in-ground pool deck and new tiki hut. Enjoy your morning coffee and happy hour in the screened-in porch with views of the wide lagoon. Come and create your family memories in the fabulous Keys.

Guest favourite
A private heated pool is surrounded by a spacious patio with laid brick flooring. Palm trees frame the scene, while a vibrant sunset casts warm colors across the sky. Lounge chairs are positioned by the pool, inviting relaxation by the serene water view.
Villa in Marathon
4.95 out of 5 average rating, 153 reviews

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

Wake up to breathtaking water views at our 4-bedroom, 3-bathroom villa. Enjoy the 1800 sq ft layout, fully equipped kitchen w/stainless steel appliances, and granite countertops. Sleeps 10 with memory foam beds. Outside, relax by your private heated pool (winter) and tiki-shaded area. Fish from the 32' dock or use the BBQ gas grill. Includes 2 kayaks, 2 paddleboards, and 4 adult bikes for a 5-minute ride to Sombrero Beach. Exterior cameras for security. Vacation License #VACA-22-40. Book now!

Superhost
Villa in Marathon
5 out of 5 average rating, 3 reviews

Sol Island ~ Waterfront Oasis ~ Pool ~ Dock ~ Kayaks

Indulge in this luxurious 4BR 4BA house nestled on a gorgeous waterfront property in Marathon, FL. This 3-story estate offers the perfect retreat from bustling crowds with its modern design, high-end comforts, and scenic outdoors with heated pool, private dock, rooftop deck, and Pac-Man arcade. ✔ 4 Comfortable BRs ✔ Open Design Living ✔ Chef's Kitchen ✔ Heated Pool ✔ Yard (BBQ, Games, Bikes, Kayaks) ✔ 36ft Dock (Fishing Station, Water) ✔ 3 Decks ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Parking

Top guest favourite
An aerial view of the waterfront area shows vibrant turquoise waters and lush greenery. The scene includes several residential buildings along the coastline and a nearby marina, with boats visible on the water and the horizon illustrating a scenic expanse.
Home in Marathon
4.93 out of 5 average rating, 225 reviews

Oceanfront Tiny Villa in the Heart of the FL Keys

Welcome to your happy place in the beautiful Florida Keys! Our oceanfront villa is located on Duck Key right outside of Marathon and next to the world famous Hawks Cay Resort. Halfway between Key Largo and Key West, it’s the perfect location to explore all our island paradise has to offer. Enjoy world class fishing, diving and snorkeling or kick back with a cold beverage and enjoy a stunning sunset on one of our covered porches. And always remember…it’s 5 o’clock somewhere!!

Superhost
Three modern Aqua Lodges are positioned on water, featuring white exteriors and blue roofs. Each lodge has a furnished deck with chairs, providing relaxed seating options. A smooth, concrete path runs alongside the lodges, leading to a marina setting with sailboats in the background.
Villa in Marathon
4.89 out of 5 average rating, 525 reviews

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!

Top guest favourite
Home in Marathon
4.91 out of 5 average rating, 33 reviews

Private Dock| 5min beach| Kayak| Sunset view|RV

Relax in this serene beach house, just a 5-minute walk from Sombrero Beach and a quick drive to Publix. Located in the heart of Marathon, FL, this home features its own boating dock, perfect for water adventures. The master bedroom includes a king bed, full bathroom, and closet. The second bedroom offers a king bed, bunk bed with pullout, and a nearby full bathroom. Enjoy a fully equipped kitchen, washer/dryer, kayaks (3) and trailer parking. Your perfect vacation getaway

Superhost
An airy dining area features a white stone-topped table positioned beneath a stylish light fixture. Large glass doors allow natural light to flood the space, connecting indoor and outdoor seating areas. The wooden floor adds warmth to the contemporary design.
Home in Marathon
4.83 out of 5 average rating, 12 reviews

SeaEsta! Bring your boat & 1 block to the beach!

Take a 1 Block walk to Sombrero Beach, dock your boat at this waterfront home or simply relax on the patio. 3 Bedrooms 3 baths. Large deck for cooking out. Direct access to the Atlantic. 65" TVs in all rooms. Enjoy your mornings by starting at our Coffee bar. Our home is fully furnished with all the essentials. We even include Kayaks, Bikes and Fishing Poles as well as Corn Hole and Giant Jenga. Boat Rental is offered at an additional cost. - VR License No: VACA -20-147

Guest favourite
Home in Marathon
5 out of 5 average rating, 24 reviews

Pickleball & Pool Vacation at Sombrero Beach!

Come and stay at our beautiful 3 bed/2ba home, with plenty of space to park your vacation water toys (boats, jetskis, etc.). We have a new pickleball/basketball court and heated/chilled pool in the yard! It's a quick stroll to the clear, warm waters and white sands of Sombrero Beach. All the appliances are state of the art and there are big screen tv's and Xbox to enjoy. Outdoor gas grill and comfy furniture to relax on under the covered deck. Quick drive to dining.

Superhost
A cozy living space features a navy blue sofa adorned with nautical-themed throw pillows. A dining area with a glass table and chairs is visible in the background, alongside a decorative display of framed art and a potted plant. Natural light filters through the windows.
Houseboat in Marathon
4.88 out of 5 average rating, 133 reviews

Houseboat Getaway In Marathon

Get ready to indulge in a relaxing and unforgettable experience at the first overwater houseboat getaway in Marathon, Florida! 🌴🌊 What awaits you is - fun filled days living and exploring out on the fabulous florida keys waters in your own private aqualodge, breathtaking sunsets, and a private sanctuary perched above the sea. 😍 Don't miss out on this one-of-a-kind experience! Book your stay now and create memories that will last a lifetime.

Guest favourite
The image showcases a vibrant living space within the Dapper Dolphin condo, featuring a stylish kitchen with granite countertops, a cozy dining area, and a comfortable bedroom with a king-sized bed. The outdoor area displays a large pool surrounded by lounge chairs, highlighting the resort's inviting atmosphere.
Apartment in Marathon
4.94 out of 5 average rating, 108 reviews

Canal View Condo w/ Pool, Balcony & Bar

Celebrate the season in paradise at THE DAPPER DOLPHIN, an updated coastal-themed 1-bedroom, 1-bathroom condo, accommodating up to 4 guests. Featuring a complete kitchen, balcony, and access to resort amenities including a pool, Tiki Bar, restaurant, Marina, and more! Situated in the heart of Marathon, it offers proximity to the beach, restaurants, activities, and all the essentials for an unforgettable vacation experience right on-site!

Guest favourite
Home in Marathon
5 out of 5 average rating, 17 reviews

P87 - Modern 4 bedroom, 4 bath home on open water

Stunning views with premier Sombrero Beach location sets this home apart from all others! This ocean front home is spectacular inside and out! With 4 bedrooms and 4 full bathrooms this home can easily accommodate large groups; perfect for families or business colleagues. Please note, due to the number of stairs throughout this home it is not suitable for guests who have difficulty navigating stairs. There is no roof top is access.

Superhost
Home in Marathon
5 out of 5 average rating, 3 reviews

A Paradise Point by Sombrero Beach

Modern Tropical Paradise | Marathon, FL Stylish home in exclusive Flamingo Isle, minutes from Sombrero Beach, marinas, fishing piers, indoor surf-style shop, and the Florida Keys Country Club. 3 bed | 2 bath + den Downstairs full bath with handicap-accessible walk-in shower Living room + playroom (pool table, games) Outdoor: Heated pool , Jacuzzi, BBQ, tiki hut Corner lot with parking for boat trailer & RV (full hook-ups)

Popular amenities for family-friendly rentals near Sombrero Beach

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Superhost
Home in Marathon
4.7 out of 5 average rating, 50 reviews

Fisherman's Catch- 3BR Home with 60' Dock & Pool

Guest favourite
Home in Marathon
4.95 out of 5 average rating, 144 reviews

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

Top guest favourite
Home in Marathon
5 out of 5 average rating, 19 reviews

Waterfront 2-bedroom Home w/Pool and Spa

Top guest favourite
A serene pool area is framed by palm trees and lush greenery, offering views of the ocean. Comfortable lounge chairs are positioned around the pool, which features a spa. The scene includes bright umbrellas, enhancing a relaxing outdoor space under a clear blue sky.
Home in Marathon
4.98 out of 5 average rating, 56 reviews

Oceanfront with Pool near Sombrero Beach

Guest favourite
A serene canal-side view features a spacious sandy area with palm trees. A thatched tiki hut and outdoor seating set the scene for relaxation. The home is positioned in the background, showcasing large windows that reflect the clear blue skies.
Home in Marathon
4.89 out of 5 average rating, 9 reviews

Twin Dolphin Marathon Deep Water Canal, 100’ Yard!

Top guest favourite
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.
Home in Marathon
5 out of 5 average rating, 23 reviews

Marathon Paradise

Guest favourite
A stilted beach house stands beside a serene canal, with lush green foliage lining the wooden dock. A kayak rests on the dock, while palm trees sway gently in the background, all under a bright blue sky.
Home in Marathon
4.93 out of 5 average rating, 28 reviews

Walk to Sombrero Beach, 50’Dock, SPA, Kayaks,Bikes

Superhost
An outdoor view reveals a spacious coastal retreat featuring a private pool and hot tub. Surrounding areas include outdoor seating and a dining table under a shade structure. Lush landscaping and palm trees frame the setting, while the home’s second floor is elevated, providing an inviting ambiance.
Home in Marathon
4.67 out of 5 average rating, 6 reviews

Rest A Shore Waterfront Home, New Private Pool

Family- and pet-friendly home rentals

Top guest favourite
A spacious outdoor area is surrounded by tropical landscaping, featuring a BBQ grill and a hot tub. Comfortable lounge chairs are available under umbrellas, with a gravel walkway leading to various seating arrangements. Sunlight filters through the palm fronds, creating a relaxing atmosphere.
Home in Marathon
4.96 out of 5 average rating, 45 reviews

Private Home,Hot Tub,BBQ.Boat & RV Parking FL Keys

Superhost
A serene waterfront view is captured, showcasing calm waters framed by lush greenery and palm trees. The scene includes a glimpse of a dock area with boats visible in the distance, enhancing the peacefulness of this tropical setting.
Home in Marathon
4.81 out of 5 average rating, 36 reviews

Waterfront, dock, easy ocean access, heated pool!

Superhost
An open-concept interior features a full kitchen with modern appliances and ample cabinetry. A comfortable seating area is present, with a grey sofa and decorative yellow pillow. Natural light floods through the windows, highlighting the wooden beams and white walls that create a bright and welcoming space.
Houseboat in Marathon
4.76 out of 5 average rating, 90 reviews

Tiny Home Aqua Lodges 2/1

Top guest favourite
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.
Home in Marathon
5 out of 5 average rating, 67 reviews

Tropical Keys Retreat | Pool | Hot Tub | Cinema

Guest favourite
A spacious living area features a comfortable sofa and access to a balcony with views. The modern kitchen showcases white cabinetry and stainless steel appliances. The outdoor pool area provides a relaxing atmosphere, complete with a colorful inflatable float. A dining table is set for formal meals.
Home in Marathon
4.88 out of 5 average rating, 17 reviews

Sombrero Siesta Heated Pool & Stunning Canal Views

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.
Home in Marathon
4.92 out of 5 average rating, 36 reviews

COZY Family Home- 5 minutes from sombrero beach

Superhost
A two-story home with vibrant teal accents is nestled among tropical landscaping. The property features a private pool and a sand volleyball court prominently positioned in the foreground, complemented by shaded seating areas and palm trees surrounding the space.
Home in Marathon
4.8 out of 5 average rating, 10 reviews

Sea Haven~ Waterfront Pool Home, 35' Dock

Top guest favourite
A private wooden dock extends over calm waters, featuring a boat with a blue canopy and a small table with colorful umbrellas nearby. Palm trees line the waterfront, and a series of pastel-colored homes are visible across the canal, creating a serene setting.
Home in Marathon
5 out of 5 average rating, 122 reviews

Waterfront Oceanside, 60 Ft Dock, As seen on HGTV

Family-friendly home rentals with a pool

Guest favourite
A light blue house is prominently featured, elevated above ground level with a staircase leading to the entrance. Palm trees surround the property, creating a tropical ambiance. Nearby homes display a mixture of colors, enhancing the neighborhood's coastal charm.
Home in Marathon
4.92 out of 5 average rating, 26 reviews

Sombrero Beach Getaway

Top guest favourite
A two-story house is surrounded by lush greenery and palm trees. A spacious backyard features a heated pool and a wooden dock. Loungers are arranged near the pool, providing a relaxing outdoor space. The exterior showcases large windows and a balcony with seating.
Home in Marathon
4.97 out of 5 average rating, 76 reviews

Sombrero beach vacation paradise, great location

Guest favourite
An aerial view captures the property's prime location along the waterfront, highlighting proximity to Sombrero Beach and the 7 Mile Bridge. The tranquil waters and nearby coastal homes enhance the inviting atmosphere of this tropical getaway.
Home in Marathon
5 out of 5 average rating, 6 reviews

Waterfront Oasis3/2 Direct Ocean

Guest favourite
A beach home with a turquoise roof is nestled among palm trees and tropical landscaping. Two sets of chairs in yellow and blue are positioned on the sandy area in the foreground, inviting relaxation. A private pool and lush greenery are visible in the background.
Home in Marathon
4.92 out of 5 average rating, 72 reviews

Beach House, Private Pool, Dock, Gulf View Sunsets

Top guest favourite
A lush garden area is filled with a variety of palm trees and tropical plants. Sunlight filters through the foliage, illuminating the stone pathway and the vibrant greenery. Seating areas and outdoor umbrellas are visible, creating inviting spaces for relaxation.
Home in Marathon
5 out of 5 average rating, 15 reviews

Paradise away from home. 7 nights minimum

Guest favourite
A modern beach home stands parallel to a wooden dock, set against a clear blue sky. Lush greenery borders the property, while palm trees offer a tropical feel. The two-story structure features a spacious front porch, enhancing the outdoor living experience.
Home in Marathon
4.83 out of 5 average rating, 54 reviews

Tropical Dream Vacation - 3bdrm/2bath CANAL FRONT!

Guest favourite
This aerial view captures a canal front home, showcasing two private pools on the lawn and a dock for boat access. The surrounding greenery complements the spacious outdoor areas, while the coastal setting is highlighted by the water's edge.
Home in Marathon
4.97 out of 5 average rating, 29 reviews

FREE fish charter! Get Hooked private pool & dock

Guest favourite
The exterior view of the villa features a well-maintained pool surrounded by lounge chairs, framed by palm trees. A spacious upper balcony offers views of the canal, while the property showcases modern coastal architecture with white accents and a welcoming layout.
Villa in Key Colony Beach
5 out of 5 average rating, 17 reviews

Private Pool, Paddleboards, Bikes & Lots of Games!

Family-friendly home rentals with wifi

Top guest favourite
An outdoor dining area is presented with a rectangular table and six chairs, surrounded by lush greenery and serene water. A partially opened umbrella offers shade, while a compact air conditioning unit is positioned nearby on the rooftop surface.
Boat in Marathon
5 out of 5 average rating, 90 reviews

Dan’s 2024 catamaran cruiser vessel can’t be moved

Guest favourite
Home in Marathon
5 out of 5 average rating, 8 reviews

Beach House is a stunning and spacious 2bed/2bath

Top guest favourite
A boat is docked beside a light blue cottage, featuring large windows that reflect on the water's surface. Lush palm trees surround the property, enhancing the tropical atmosphere and offering a serene view of the canal.
Home in Marathon
4.98 out of 5 average rating, 56 reviews

Flamingo Palms-April availability

Top guest favourite
A cozy sleeping area featuring a quilted bedspread in various patterns. A kitchenette with modern appliances is visible, complemented by cabinetry. Two refrigerators are nestled in the corner, and a large mirror reflects the space. Ambient lighting and decorative touches add character.
Houseboat in Marathon
4.94 out of 5 average rating, 51 reviews

b watervibe

Guest favourite
An aerial view captures the waterfront property with a heated pool and outdoor seating areas, surrounded by lush palm trees. The private canal is visible, along with neighboring homes. Blue skies enhance the tropical setting, creating a serene atmosphere perfect for relaxation.
Home in Marathon
4.92 out of 5 average rating, 24 reviews

Grand Arenas/ 120'Dock/Mini Golf/HtPool/GameRoom

Top guest favourite
A private deck overlooks lush greenery leading to the ocean. A circular table with six chairs sits under a large umbrella, providing a shaded spot. The scene features bright blue skies and a calm sea, creating a serene atmosphere.
Home in Marathon
4.98 out of 5 average rating, 65 reviews

Oceanview Escape

Home in Marathon
5 out of 5 average rating, 3 reviews

Luxury Canal Home | Heated Pool & Ocean Access

Guest favourite
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
4.93 out of 5 average rating, 86 reviews

Perfect Paradise

Destinations to explore