Home rentals with a pool near Sombrero Beach

4.99 out of 5 average rating, 146 reviews

Sea Ray Cove; Pool, 75’ Dock and steps to Beach

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.

4.96 out of 5 average rating, 45 reviews

Dock Pool Home by Sombrero Beach

This spectacular home is in the heart of Paradise. Sombrero beach just a few blocks away, Golfing across the street and your boat in our dock, everything you need to enjoy paradise! Situated in a very quiet and desirable neighborhood close to the beach and shopping. This home is a private oasis. The golf course is directly in front of the home. The home offers a private swimming pool with spa. There is 75' of deep water dockage which offers a straight shot out to the Ocean or Bootkey VACA-21-493

4.95 out of 5 average rating, 146 reviews

Villa in Marathon

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!

Condo in Key Colony Beach

4.96 out of 5 average rating, 218 reviews

Oceanfront Sunrise Condo Private Beach Heated Pool

Impeccable condo directly on the ocean with water views from every window. Located in Key Colony Beach (middle Keys) with heated pool and private beach. Unit #20 is a studio condo with a classic Keys interior: newly renovated bathroom and crisp white kitchen stocked with everything needed to cook a complete meal (stove, oven, toaster, microwave, blender, fridge, etc). Enjoy the private back balcony and private beach with lounge chairs, patio tables, tiki's and BBQ grills for guest use.

4.9 out of 5 average rating, 48 reviews

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

Family friendly, newly renovated, modern beach home located in Marathon, the heart of the Florida Keys - CANAL FRONT! This property contains a spacious environment, with 3 bedrooms, 2 bathrooms, an open concept living room that has a queen size sofa bed, a private pool, and a 50 ft private dock. It is located less than one mile (0.8 miles) from the beautiful Sombrero Beach! Ample parking space for cars and a boat trailer. We hope you enjoy our Tropical Dream Vacation Home! #VACA-22-149

Superhost

5 out of 5 average rating, 5 reviews

Sombrero Beach Luxury Retreat, Steps to the beach

How close to Sombrero Beach do you want to be? Steps? This is it! This home location is incredibly convenient to walk the beach every morning, or every afternoon. Located two houses from the Sombrero Beach Main entry, you can Swim at the beach and enjoy all the ocean wonders and the sounds of the ocean, and for the little ones there are multiple playgrounds and volleyball courts. This home has Beach Chairs and Umbrellas included to bring to the beach.Private pool and Outdoor kitchen.

4.9 out of 5 average rating, 69 reviews

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.

4.95 out of 5 average rating, 124 reviews

Home in Key Colony Beach

Waterfront Home 37.5-ft dock, Cabana Club Included

Bright, Open Floor Plan with new floors & kitchen. East facing for sunny mornings and shady afternoons on the great screened porch. Two roomy bedrooms and 2 full baths. Plenty of parking on the paved driveway. Perfectly located with the boater and angler in mind on a 37. 5 ft concrete dock, on deep & wide canal. Here on Key Colony Beach you can walk or bike the entire city to the marina, Sunset Park, 3 restaurants, play golf, tennis, pickle ball, bocce ball, horseshoes & basketball.

4.9 out of 5 average rating, 365 reviews

Villa in Marathon

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!

4.98 out of 5 average rating, 52 reviews

Oceanfront with Pool near Sombrero Beach

<b>Welcome to Seascape Point!</b><br /><br /> Perfectly situated at the end of a quiet block, this stunning fully-renovated house is the perfect place to relax and unwind in between your sightseeing or fishing excursions. The house sits on an oversized lot that juts into the ocean to offer amazing water views from every angle. Its incredible location next to a nature preserve provides you with unparalleled privacy plus daily sightings of exotic, tropical birds.

5 out of 5 average rating, 9 reviews

P82 - Sombrero Beach - 4 bedroom pool home with do

Sombrero Beach Sea-clusion awaits our guests! Get ready to create great vacation memories! This spacious 4-bedroom, 3 and a half-bath home is located one half block from the coveted sandy Sombrero Beach. Enjoy afternoons in the crystal clear oversized pool or bring your boat for fishing and snorkeling trips off our plentiful coral reefs. *Please note, we have been notified that construction will be starting on the lot next door to this home.