
Home rentals with a pool near Sombrero Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool near Sombrero Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

Exquisite Oceanfront Paradise - Key Colony Beach
Exquisite renovation just completed (Nov 2024). Unobstructed ocean views from our beachfront condo in Key Colony Beach. Ground floor and just a few steps away from our private beach and heated pool. Location just does not get any better. Stunning, clean white interior - kitchen stocked with everything (dishes, cookware, utensils, glassware, stove, oven, toaster, microwave, blender, fridge, etc). Guests can enjoy the quiet private beach with lounge chairs, patio tables, tiki's and BBQ grills.

Beautiful Beachfront Villa w/ Pool/Tiki/Dock
Beautiful Beachfront home located directly across the street from famous Sombrero Beach, with heated pool & Tiki Bar. Large wrap around balconies provides stunning beach views, sunrises & sunsets for relaxation. It boasts open floor plan with a large entertainment area that includes a gorgeous Olhausen Pool table, large bedrooms & the master bath is also a steam room. A 45' dock & spacious yard is great for entertaining or barbecuing. Pool Heater is available for an additional fee.

Angler’s Eden
Amazing get-away in the beautiful Florida Keys! This property (constructed in 2018) is a haven for families seeking to escape to paradise year-round. Situated on a deep water canal with ocean access and enough dock space to park your boat for the week. A floating dock is also provided with kayaks and a paddle-board. Enjoy the large pool or ping pong table, or lounging in the sun! Beautiful Sombrero Beach is within walking distance (approx 1.5 miles) via a paved bike path.

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!

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.”

Angler’s Terrace Conde Nast Traveler’s Best Airbnb
As published in Condé Nast Traveler, this is one of the best Airbnb's in Florida. Newly Built two story Tropical Oasis with pool has been thought-out meticulously. An open, very light & spacious floor plan, carefully appointed furnishings, and great location provide the perfect surroundings. Decorated with a Zen sensibility, It’s outdoor Patio deck and Rooftop Terrace extends your living space into the private quiet ocean setting with panoramic views

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!

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.

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

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.

Luxury Oasis, Pool, Tiki, Dock, Near Beach
Casa De Cayo – Waterfront Keys Getaway Tropical 3BR + cabana just 1 mile from Sombrero Beach! Enjoy a luxury pool, tiki hut w/ outdoor kitchen & TV, 40’ dock (Boat lift is not for Guest use) w/ electric, water & trailer parking , plus kayaks, paddleboard & mangrove launch. Outdoor games in a luxury landscape complete your perfect island escape.
Popular amenities for rentals with a pool near Sombrero Beach
House rentals with a pool

Sombrero Beach Getaway

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

New Luxury Oceanfront House. Hot Tub & Sunset View

Sombrero Beach Waterfront | Pool, Dock, Bikes

Sombrero Sunset-Marathon 7BR 6BA Waterfront Pool

Oceanfront with Pool near Sombrero Beach

Waterfront 2-bedroom Home w/Pool and Spa

Searenity Vacation Rental! Pool, Tiki Hut, Dockage
Condo rentals with a pool

1st Floor Condo w Boat Slip, Pool, Adjustable Bed

P42 - Gulf Front condo with 3 bedrooms 2.5 baths,

Private Beach in Marathons Key Colony Beach

Keys Wade 1B/2Bath Pool Clubhouse Patio

2-story condo w/ panoramic bay views and balconies

Slip, Ramp, Pool, Trailer Parking, Bait Freezer

Paradise found! Sea-Esta Condo beach and pool.

Sandy Toes Approved — Studio Beach Escape
Other holiday rentals with a pool

Sombrero beach vacation paradise, great location

Waterfront, dock, easy ocean access, heated pool!

Marathon Keys Escape • Pool • Hot Tub • Near Beach

Sombrero Siesta Heated Pool & Stunning Canal Views

Waterfront Private Home w/Pool-Family&Pet Friendly

Sea Glass Beach Bungalow in Key Colony Beach!

Waterfront w/pool and hot tub

Sea Haven~ Waterfront Pool Home, 35' Dock
Quick stats about rentals with a pool near Sombrero Beach

Total holiday rentals
Explore 110 holiday rentals in Sombrero Beach

Nightly prices starting at
Sombrero Beach holiday rentals start at $209 NZD per night before taxes and fees

Verified guest reviews
Over 1,590 verified reviews to help you choose

Family-friendly holiday rentals
110 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
110 of Sombrero Beach holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Sombrero Beach rentals

4.8 Average rating
Sombrero Beach stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Pet-friendly rentals Sombrero Beach
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- Rentals with pools Marathon
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