
Vacation rentals with a kayak near Sombrero Beach
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Top-rated kayak rentals near Sombrero Beach
Guests agree: these stays are highly rated for location, cleanliness, and more.

Sombrero beach vacation paradise, great location
Your family will be close to everything when you stay at this centrally-located home. Close to Sombrero beach you can walk ride a bike, kayak or take a short drive there. Many attractions near by. Publix and winn dixie and many restaurants near by. Key West just one hour away for any day trip. House has an ice maker, refrigerator and freezer downstairs to keep bait or fish .Private pool and Dock, back yard oasis There is a paddle board and 4 bikes and 2 kayaks for your use. Amazing location!

New Private 4/3 Single Family - Kayaks & Bicycles+
Blue Treasure at Sombrero Beach is a 2020 built single-family home in a private community within walking distance to the beautiful Sombrero beach and 5 minute boat ride to the ocean. This house is a private fully equipped 4/3 that has three king memory foam beds and one queen memory foam & queen sofa memory foam. All the rooms have a TV w/ cable & Netflix. We also have a separate downstairs area that we provide kayaks, paddle boards, and bicycles at no additional cost. License #:VACA-20-150

Tiny Home Aqua Lodges 2/1
This memorable place is anything but ordinary. Stay in our fully equipped aqua lodge with private surroundings. This lodge has 1 queen bed, 1 full bed, a sofa sleeper full size on the main floor, and 1 twin in the loft. It has a full kitchen, mini split ac, and full bathroom with hot water. This location has great sunset views and private BBQ waterfront area. All lodges have all bedding and dishes and cooking utensils. You will also have access to the Cabana Club located in Key Colony Beach.

Walk to Sombrero Beach, 50’Dock, SPA, Kayaks,Bikes
Cozy FL Keys stilted beach house ideally located in Sombrero Beach w/ 50’ private dock & large SPA whirlpool & attached bar. Walk/bike to beautiful Sombrero Beach down paved path. 4 bikes, 2 paddle boards, 2 kayaks included. Renovated home with new central A/C unit, new bathrooms & kitchen. Near supermarkets, liquor stores, pharmacy, great restaurants & more. Near Dolphin Research, Aquarium Encounters, Turtle Hospital, Bahia Honda State Park Beaches & more. Key West less than 1 hour away.

Tropical Keys Retreat | Pool | Hot Tub | Cinema
Welcome to Paradise Palms: ⭑ 1750 sqft liveable space on 10,500 sqft estate ⭑ Private home, deck, patio & backyard, overlooking a beautiful scenic landscape ⭑ Crystal pool, hot tub, movie theater, remote workspace, game room with arcade & more ⭑ Secure parking for up to six vehicles, boat trailer parking, RV and EV charging ⭑ 10 min to sombrero beach & just minutes to all island attractions ⭑ Fully stocked kitchen ⭑ Extremely safe neighborhood License #VACA-24-20 License #VACA-24-32

Dapper Dolphin | Canal View + Breakfast + Pool
Escape to The Dapper Dolphin, a beautifully updated coastal 1-bedroom, 1-bath condo located at Skipjack Resort & Marina in the heart of Marathon. Sleeping up to 4 guests, this stylish retreat features a full kitchen, private balcony, and 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!

Marathon Oceanfront 4BR Private Pool 60’ Boat Dock
Wake up to open-water views at your private oceanfront retreat in Marathon. Bring the boat, step into your private pool, Perfect for families and boating groups.Your private 60' dock offers direct water access, freshwater for rinsing gear and flushing engines, while parking accommodates up to 4 vehicles. • Direct oceanfront setting • Private swimming pool • Private 60' boat dock • Complimentary kayaks • Sleeps up to 10 • Parking for 4 vehicles • Wi-Fi + dedicated workspace

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

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

Villa Serenity At Sombrero Private Pool Spa Dock
Relax and unwind at Serenity at Sombrero! This cozy canal front vacation home is perfect for a secluded and relaxing Florida Keys getaway! The three bedroom two bathroom, newer build stilt home comes fully apportioned with a 30' concrete dock with space for up to a 45' boat, optionally heated pool and spa, and large industrial sized ice machine! Centrally located and just minutes from Sombrero Beach and all major shopping and tourist attractions!

Beach House | Waterfront Villa | Kayaks
Wake up surrounded by the beauty of Duck Key and unwind in the warm island breeze. This beautifully updated 2-bedroom villa offers a relaxed coastal setting, comfortable living spaces, and inviting outdoor areas perfect for morning coffee or evening cocktails. Located in Duck Key, it’s an ideal home base for boating, fishing, snorkeling, beaches, and waterfront dining, with Marathon, Key West, Bahia Honda, and Islamorada all within easy reach.

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.
Popular amenities for kayak rentals near Sombrero Beach
House rentals with a kayak

Tiki Time! Private Pool~Tiki Hut~Kayak~Grill!

Get Hooked private pool & dock

Casa Marquez

Flamingo Palms-BOOK Spring 2027 dates NOW!

Waterfront Heated Pool 120 ft Boat Dock

Amazing Oceanfront Home

Waterfront Private Home w/Pool-Family&Pet Friendly

Sunset Key Escape/Pool, Dock, Kayaks & Gulf Access
Other vacation rentals with a kayak

b watervibe

Marathon Villa w/ Priv Pool/Dock Sombrero Beach

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Golf Coast Oasis near Sombrero Beach,

Beach House, Private Pool, Dock, Gulf View Sunsets

Boaters delight! 1 min to open water, Dock & Beach

Discounts all Fall! Private Pool, SUPs, Kayak!
Quick stats about vacation rentals with a kayak near Sombrero Beach

Total vacation rentals
Explore 50 vacation rentals in Sombrero Beach

Nightly prices starting at
Sombrero Beach vacation rentals start at ﺩ.ﺇ 735 per night before taxes and fees

Verified guest reviews
Over 880 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Sombrero Beach vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Sombrero Beach rentals

4.9 Average rating
Sombrero Beach stays are highly rated by guests—averaging 4.9 out of 5!
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- Everglades National Park
- Smathers Beach
- Bahia Honda State Park
- Ernest Hemingway Home & Museum
- Seven Mile Bridge
- Fort Zachary Taylor Historic State Park
- Robbies Marina Of Islamorada
- Theater of the Sea
- Southernmost Point
- Florida Keys Aquarium Encounters
- Dolphin Research Center
- Harry Harris Beach and Park
- Founder's Park
- Key West Butterfly & Nature Conservatory
- History Of Diving Museum
- Key West Lighthouse Museum
- Conch Key
- Mel Fisher Maritime Museum
- Truman Little White House
- Curry Hammock State Park
- Key West Aquarium
- The Rain Barrel Village





