Home rentals with a pool near Sombrero Beach

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.

Rest A Shore Waterfront Home, New Private Pool

2-Bed, 2-Bath Retreat Sleeps 4 (Max 6). Additional guests: $25/day after 4 guests. Air mattresses available. Features a private pool, hot tub, gas grill, outdoor games, and a 42-ft private dock with water/power (boats up to 32 ft). (Note: Minimum weekly rental. All bedrooms and bathrooms are located on the second floor of the home and involve stairs). Pet-friendly, 1 pet max ($350) Charter recommendation: Captain Jay Charters, 10% when booking Sombrero home. Pack and Play available upon request.

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!

Amazing Oceanfront Home

Mesmerizing views, directly on the Atlantic Ocean! Sleeps 10 with 4 bedrooms and 3 bathrooms. We have a 28 foot pool (heat, for an extra charge) with a view you will not forget. We have Paddle boards, Kayaks, bikes, snorkel gear, etc. We also have a game room with a ping pong table, big screen TV, card table, and a piano. We have a very nice Kid's Park (just down the street). I do Last Minute Deals, just contact me! We require a standard signed rental agreement in order to rent the house.

Sombrero Beach Getaway

Spend your days boating, fishing, and swimming in the South Florida sunshine when you escape to this waterfront home in Marathon! Scenically, this home features a 90 -foot dock (with a filet cleaning table and water), a private heated outdoor pool, and a patio where you can grill your fresh catch each evening. We are located just minutes away from restaurants, bars and entertainment. Key West is less than an hour from the property. We can provide help with Golf Cart and Boat rentals.

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

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.

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.

Waterfront, Pool, Dock, Kayaks & Stunning Views

Welcome to Hook, Wine & Sinker, a beautifully designed 3-bedroom, 2-bathroom ground-level waterfront, pet-friendly home where comfort meets convenience in the heart of the Florida Keys. Overlooking the peaceful waters of Boot Key Harbor, this spacious getaway is perfect for families or small groups, with a maximum occupancy of 8 guests. Sleeping arrangements include 2 king bedrooms and 1 bedroom with 2 twin beds — there is no pullout couch.

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.

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.

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)