Holiday rentals with breakfast in Vaca Key

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Top-rated Holiday Accommodation with Breakfast in Vaca Key

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The resort's outdoor pool area features a clear blue pool surrounded by lounge chairs. Palm trees are seen in the background, alongside a two-story building. Red umbrellas provide shade for guests enjoying the poolside atmosphere under a bright blue sky.
Apartment in Marathon
4.63 out of 5 average rating, 1,482 reviews

Standard 1 Bedroom King Suite with Balcony

Our Standard King One Bedroom Suite offers you with all the comforts of a home with a private balcony overlooking the hotel grounds. All Standard Suites have a private bedroom with a King-sized bed with memory foam mattress and a Sleeper Sofa in the living room area. Each suite is equipped with a full living and dining room area, with two 42’’ flat screen TV’s and a desk with USB charging stations. The fully equipped kitchenette provides you with dinner & silver ware, cups & glasses, a mini fridge, microwave and a coffee maker. The private bathroom has custom tiled showers and designer bath amenities by Hydra Spa.

Guest favourite
The exterior of the mobile home is shown, featuring light gray siding and multiple awnings over the windows. A landscaped area with rocks and tropical plants adds a natural touch, while palm trees provide shade near the entrance. The surrounding area includes a gravel driveway and additional parked vehicles.
Home in Marathon
5 out of 5 average rating, 8 reviews

Paradise Place in Grassy Key

Are you looking for a place in paradise? Paradise Place is located in Marathon, FL surrounded by excellent places where you can spend an unforgettable vacation, ample parking, canal with access to the Gulf of Mexico. Can comfortably sleep 6 people, has 4 bedrooms, 2 bathrooms, kitchen, dining room, and Florida room. Just 1 hour and a half from the historic city of Key West Minimum 7 nights as well as long term rentals more than 28 night. RESERVE NOW, and get ONE night FREE on your NEXT booking

Superhost
Home in Marathon
5 out of 5 average rating, 4 reviews

Gorgeous 3 Bdrm Home w/ private pool, 60' dockage

🌴 4 Ever Big Sky – Coastal Luxury Retreat | Private Pool + 60’ Dockage | Key Colony Beach, FL | 3 Bedroom plus bonus Florida Room/ 3 Bath Welcome to 4 Ever Big Sky, a sophisticated waterfront escape where modern coastal design meets effortless Florida Keys living. Ideally located on prestigious 12th Street in Key Colony Beach, this beautifully curated home features a private pool, 60 feet of dockage, and an unforgettable outdoor oasis designed for both relaxation and entertaining. ✨ The Expe

Guest favourite
Home in Marathon
4.88 out of 5 average rating, 51 reviews

Oasis in The Keys-Kayaks-Paddle Boards-Cabana Club

Oasis in The Keys, as the name implies, is a haven for guests looking to escape the everyday and enjoy the relaxing peace and beauty of The Florida Keys. Sit back and relax in this spacious and luxurious amenity filled waterfront home with floor to ceiling views of the turquoise blue Caribbean waters. This home has everything you need to enjoy your vacation without having to go far, though should you venture out it's central location makes it ideal for anyone looking to explore the middle keys!

Top Guest favourite
Home in Marathon
5 out of 5 average rating, 7 reviews

It's 5 O'clock Somewhere 5 min drive to the beach

Escape to paradise in the heart of the Florida Keys! This stunning 4BR/3BA luxury home in Marathon offers the perfect blend of comfort, fun, & coastal charm. - Private heated/chilled pool - 36-ft dock with fish cleaning tables, water, and electric. Boat lift required. Fees apply. - Waterfront gazebo with 2-minute access to the ocean or gulf - Pet-friendly (fees apply) - Ping pong table and life-sized Connect Four - Sleeps up to 10 guests - 5 minutes to restaurants, attractions, & Beaches

A private dock extends into a serene canal, flanked by palm trees and landscaped with white gravel. Clear blue water reflects the sky, while nearby homes add a coastal ambiance to the scene. Sunlight creates a bright and inviting atmosphere along the waterfront.
Home in Marathon
4.71 out of 5 average rating, 14 reviews

Private Dock/Cabana Club/Bikes & Kayak

Key Colony Beach Duplex, 2 Bedrooms (w/4 beds) 2 baths w/Cabana Club Access & Private 37.5 ft Dock on 100 ft wide Canal. This home has been recently remodeled, includes new furnishings, coastal décor, bedding, appliances and cookware. Master bedroom has an en-suite bathroom with a shower, flat screen TV, King bed, ceiling fan, and hairdryer. The second bedroom offers a bunk bed w/full size on the bottom and twin on top, flat screen TV is adjacent to a full bath with a hairdryer and a sofa bed.

Guest favourite
The image showcases a vibrant living space within the Dapper Dolphin condo, featuring a stylish kitchen with granite countertops, a cozy dining area, and a comfortable bedroom with a king-sized bed. The outdoor area displays a large pool surrounded by lounge chairs, highlighting the resort's inviting atmosphere.
Condo in Marathon
4.93 out of 5 average rating, 117 reviews

Waterfront Condo, daily housekeeping & breakfast!

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!

Guest favourite
The vacation home features a spacious under-house parking area surrounded by lush palm trees. The two-story structure has a wrap-around balcony adorned with wooden railings. Clear blue skies provide a bright backdrop, enhancing the home's inviting presence.
Home in Marathon
4.86 out of 5 average rating, 22 reviews

Villa Casa Cayo

Beautiful Marathon vacation home in the Sombrero Beach area, this waterfront vacation rental is surrounded by lush tropical gardens and a newly constructed pool. Only 300 meters from beautiful Sombrero Beach. Open concept home with wrap around balconies and views of the water. Hurricane impact doors and windows and new metal roof just completed in 2022. It's a 5 star! Tie your boat or kayak up for easy access to the Atlantic Ocean. Family friendly, just 45 minutes from Key West.

Superhost
The exterior of the modern home showcases a spacious backyard featuring a heated swimming pool, fire pit, and lounge chairs. Lush green grass surrounds the paved pathway leading to the entrance, with the house's contemporary design highlighted against a colorful sunset backdrop.
Villa in Marathon
4.5 out of 5 average rating, 8 reviews

Ocean Muse - Lux Waterfront Escape - Pool - Dock

Step into Ocean Muse, a luxurious 4BR 3Bath waterfront escape in peaceful Marathon, FL! Enjoy a private backyard with heated pool & spa, fire pit, dock, elevator, and stunning ocean views at Ocean Muse—just minutes from top attractions. ✔ 4 BRs (2 Master Suites, Bunk Room) ✔ Open‑Design Living ✔ Full Kitchen + Wet Bar ✔ Backyard w/ Lounge, Pool, Fire Pit, Games, BBQ ✔ 40' Dock w/ Fish Station ✔ Rooftop Ocean Views ✔ Elevator to All Levels ✔ Minutes from Top Attractions

Guest favourite
A two-story yellow villa is seen against a clear blue sky, featuring a private pool surrounded by lounge chairs. The outdoor area includes a grassy lawn and is bordered by a white fence, enhancing the space for relaxation and enjoyment.
Home in Marathon
4.99 out of 5 average rating, 68 reviews

Luxury 4/3 Waterfront/Private Heated Pool/Dock/Ice

Located on Sombrero Beach Road, Paradise Cove is a new and luxurious 4 bedroom and 3-bathroom Villa with plenty of space to comfortably accommodate up to 10 guests. The spacious Villa offers three Master King Suites, one on the first floor and two on the second floor. You will find a fourth Bedroom with full bunkbeds on the second floor as well! Daily rate includes unlimited use of Pool Heater, Ice Machine, and multiple amenities during your stay.

Amara Cay Resort
4.08 out of 5 average rating, 36 reviews

Amara Cay Resort

Standard room king offers an elegant retreat with private furnished balcony, ideal for soaking in the keys atmosphere and sea breeze. Enjoy free wifi, air conditioning, mini refrigerator, coffee and tea maker, 37 inch HD flat-screen TV with premium cable and streaming, deluxe bath amenities, hairdryer, iron and ironing board, alarm clock, telephone, and use of beach chairs and pool towels.

Isla Bella Beach Resort & Spa Florida Keys
4.7 out of 5 average rating, 44 reviews

Isla Bella Beach Resort & Spa Florida Keys

Enjoy stunning ocean views from your private balcony in this spacious guestroom, featuring two queen beds and a deluxe bathroom with separate shower and bathtub. Located on the second or third floors, these rooms also offer a comfortable outdoor living area and desk space. Thoughtful amenities like air conditioning and pet-friendly options ensure a relaxing, memorable stay.

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