
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.

Cancellation Deal: March 21 thru March 28
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.

Turtle Cove allergy & smoke free home in FL Keys
Turtle Cove is a private allergy free & smoke/pet free home with an upscale beach bungalow vibe. The duplex is situated on a canal with its own private Tiki Hut, a brand new Rest & Renew memory foam mattress and over 250 TV channels & WiFi. Our property is the only one of its kind in Marathon & offers those seeking a tropical hideaway a rare opportunity to enjoy life in Paradise. Enjoy all the islands of The Florida Keys by car, as we centrally located in the middle of the island chain.

Turtle-By-The-Sea: the Best Deal in KCB!
A perfect get-away for couples or budget travelers, Turtle-by-the-Sea is the best priced vacation rental or hotel room in the middle-keys. Together with its prime location and amenities there simply isn’t a better deal to be had! Bursting with Keys charm, this cozy retreat is the perfect place to relax & escape. Owners Mallory & Steve infused their love of the Keys & its surrounding ocean into every aspect of their waterside home. Shoot us a message & start planning your dream Keyscation!

Beach House - Kayak 2/2.5 Villa - OS Slip/Ramp/Pkg
Welcome to Beach House Getaway, a charming villa tucked away on the serene island of Duck Key and perfectly situated in the heart of the Florida Keys. Nestled between Key Largo and Key West, Duck Key serves as a peaceful yet convenient base for your island getaway. Its central location means you’re just a short drive from some of the most iconic destinations in the Keys, including the natural wonders of Bahia Honda State Park, the famous waters around Islamorada, and the lively Key West.

Coastal Key Colony Beach Condo, Oceanfront Complex
Lovely coastal Keys studio condo in Key Colony Beach oceanfront complex with heated pool and private beach. Unit #17 has new beds with memory foam mattress toppers and renovated kitchen with granite countertops stocked with everything needed to cook a complete meal (dishes, cookware, appliances and of course blender, etc). Relax on the back balcony and enjoy sunsets from Sunset Park right next door. Private beach with lounge chairs, patio tables, tiki's and BBQ grills for guest use.

Beachside Unit 33-Private Tropical Beach Plus Pool
Unit 33 Details: Second Floor, Walk-in shower, Two Queen Beds, Maximum Occupancy 4 Guests, No elevator on site and Not Handicapped Accessible. A registration and liability waiver form signature will be required as part of your reservation. Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.”

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.

Paradise in Key Colony Beach + Cabana Club
Beautiful two bedroom, two bathroom property in the prestigious Key Colony Beach neighborhood. This property is a ten minute walk from Sunset Beach, two minute walk from restaurants and bars in KCB and across the street from a golf course, tennis court and playground. Dockage for boats up to 50ft and beautiful water views. Key Colony Beach Cabana Club is included with your stay. You'll feel completely relaxed in this tropical oasis.

Beach Heaven-Private Beach, Pool
This condominium offers serene and peaceful atmosphere perfectly designed for a relaxing beach getaway, and easy to explore the wonders of the FL Keys. Beach Heaven is the ideal spot to unwind and enjoy the sun, sand, and crystal clear waters of our private beach. With its location and beach ambiance this property is sure to provide a memorable and enjoyable experience in the heart of Marathon. No Pets Allowed.

Villa in Paradise. Plunge pool. Middle of the Keys
Baja Breeze 🏝, a freshly updated, family-friendly, resort-style villa in the ♥ of the Keys. ♥ Please save Baja Breeze by clicking on the heart in the top right hand corner, this will help you find it again and share with others! 🛶 Waterfront canal view 🌴 Gated Resort Area 👙 Private spa pool 📍 Halfway between Key Largo and Key West ☀️ Outdoor dining/lounge area 🍳 Fully stocked Kitchen 📶 300Mbps+ Wifi

Waterfront Condo w/ Pool, Tiki Bar & Marina
Welcome to THE MAD MAHI – your ultimate waterfront getaway! This stunning 1-bedroom condo (sleeps 4) in Marathon is the perfect spot for a relaxing retreat. Enjoy the season while relaxing with a full kitchen, private balcony, resort pool, Tiki Bar, restaurant, & Marina with boat ramp, trailer parking, boat and slips. Located between Key Largo & Key West, with shops and dining just a walk or bike ride away.

Discount Available! Pool 100' Dock, Fun Amenities!
This newly renovated tastefully decorated 3 bedroom, 3 bath home (pull-out couch) has a peek-a-boo view of the ocean and is seconds to open water in your boat! It has an open floor plan and is ground level with plenty of natural light and a fully fenced yard! Available for guest use are 2 bikes, 3 kayaks, and a paddleboard! It has a large pool with plenty of room for everyone to swim and play.
Popular amenities for family-friendly rentals near Sombrero Beach
Family-friendly home rentals with a hot tub

Waterfront with Boat Lift/Kayaks and Hot Tub

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

Dock, Beach Club, Ocean & Gulf Access, Pickle Ball

Oceanfront Rooftop Views w/ 75ft of Dockage

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

Waterfront 2-bedroom Home w/Pool and Spa

Oceanfront with Pool near Sombrero Beach

COZY Family Home- 5 minutes from sombrero beach
Family- and pet-friendly home rentals

Salty Kisses Beach House

Waterfront, dock, easy ocean access, heated pool!

Tiny Home Aqua Lodges 2/1

Beach Waterfront Hat | Pool, Dock, Bikes

Waterfront Home 37.5-ft dock, Cabana Club Included

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

Blue Ocean-JAN 17-24 AVAIL.

Sea Haven~ Waterfront Pool Home, 35' Dock
Family-friendly home rentals with a pool

Luxe Super Snapper-Heated Pool, Tiki, Dock, Lanai

Sombrero Beach Getaway

Grouper Getaway @ Ocean Isles Fishing Village

New Luxury Oceanfront House. Hot Tub & Sunset View

Marathon Keys Escape • Pool • Hot Tub • Near Beach

Relax with the whole family at this peaceful place

Casa Blue Flamingo

Keys Wade 1B/2Bath Pool Clubhouse Patio
Family-friendly home rentals with Wi-Fi

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

KCB Tropical Escape

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

b watervibe

Sombrero Siesta Heated Pool & Stunning Canal Views

A Fishermans Paradise with 30ft Dock, OceanSide

Marathon Paradise

Private 45’ Luxury Yacht
Destinations to explore
- House rentals Sombrero Beach
- Pet-friendly rentals Sombrero Beach
- Beachfront rentals Sombrero Beach
- Villa rentals Sombrero Beach
- Rentals with beach access Sombrero Beach
- Rentals with pools Sombrero Beach
- Waterfront rentals Sombrero Beach
- Rentals with outdoor seating Sombrero Beach
- Rentals with a washing machine and dryer Sombrero Beach
- Condo rentals Sombrero Beach
- Rentals with a kayak Sombrero Beach
- Rentals with a hot tub Sombrero Beach
- Rentals with a patio Sombrero Beach
- Family-friendly rentals Marathon
- Family-friendly rentals Monroe County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Everglades National Park
- Key West Lighthouse Museum
- Ernest Hemingway Home & Museum
- Smathers Beach
- Florida Keys Aquarium Encounters
- The Turtle Hospital
- Calusa Beach & Loggerhead Beach
- Sea Oats Beach
- History Of Diving Museum
- Conch Key
- Long Beach
- Theater of the Sea
- Bahia Honda State Park
- Fort Zachary Taylor Historic State Park
- Boyd's Key West Campground
- Sunset Park
- Founder's Park
- Harry Harris Beach and Park
- Robbies Marina Of Islamorada
- Dolphin Research Center
- Seven Mile Bridge
- Southernmost Point
- Key West Butterfly & Nature Conservatory
- Curry Hammock State Park




