Vacation rentals in Keewaydin Island

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Top-rated vacation rentals in Keewaydin Island

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Guest favorite
Home in Marco Island
4.9 out of 5 average rating, 21 reviews

Island Breeze Haven by HEAT Properties

Relax with the whole family at this serene paradise in warm Florida at ‘Island Breeze Haven’ — a luxury canal view home on Marco Island! With its spacious layout, top-notch amenities, and WiFi-friendly workspace, this 4-bed, 3-bath is a perfect paradise escape. We now offer a 6-person electric golf cart available to rent during your stay. It’s a fun way to explore the island. 10 min walk to Marco Island Public Beach Access 7 min drive to Tigertail Beach 45 min drive to Fort Myers (RSW) airport

Top guest favorite
A modern living area is highlighted by a spacious sofa and two accent chairs, complemented by a large flat-screen TV. Natural light pours in through sliding glass doors, which open to the balcony. A dining table sits in the corner, enhancing the open layout.
Condo in Marco Island
5 out of 5 average rating, 137 reviews

Beach Across the Street! Balcony in the ❤️of Marco

A modern 1 bed 1 bath condo nestled in the heart of Marco Island and packed with everything you need for an unforgettable and effortless trip. Enjoy the convenience of beach access right across the street and JW Marriott a block away! Perfectly located on the main strip with popular restaurants like Da Vinci's and Marco Prime, shops, grocery stores, and major convention centers just down the road. Wind down your day watching breathtaking western exposure sunsets from your own private balcony...

Top guest favorite
Guesthouse in Naples
5 out of 5 average rating, 171 reviews

By the Beach and 5th - Studio Apartment with Pool

Great location! Newly renovated! A studio guest apartment with your own private entrance, full kitchen & bath! A non-smoking home only 1 mile from the beach, 5th Ave dining & shops, the mall, the zoo, beautiful Baker Park, and that's not all- Only steps away are local restaurants and shops! Bikes and beach equipment included! Did we mention there's also a pool? Or that you can sing along to your fave tunes in the shower via a Bluetooth speaker? This home is 325 square feet of clean cuteness!

Top guest favorite
The exterior of a modern single-story residence features a combination of light and dark wood paneling, complemented by a sleek stone pathway. A paved driveway leads to an attached two-car garage. A lush green landscape with minimal plantings is present in the front yard.
Home in Marco Island
5 out of 5 average rating, 82 reviews

JAmbers Marco Island Home w/Heated Pool

Welcome to The Modern Oasis on Marco Island, a NEW CONSTRUCTION (Completed January 2023) luxury getaway nestled in the island’s most coveted & conveniently located neighborhood! The Modern Oasis is a short stroll from the salty Gulf Coast sea & pristine Public Beach. Explore the island with ease & walk to Boutique Shops, Fine Dining like Marco Prime, & Entertainment like Marco Movie Theater too. Get active & discover top-rated Golf Courses, Public Pickleball Courts, Nature Preserves, & more!

Top guest favorite
A bright living area features large glass sliding doors that open to a private patio with views of lush greenery. A round dining table with four chairs is positioned adjacent to the doors, while a dark sofa is placed nearby, creating a welcoming and open atmosphere.
Cottage in Naples
4.98 out of 5 average rating, 185 reviews

Sandy Cove Cottage/Sandy Cove Villa near the beach

Sandy Cove is one bedroom, one bathroom Cottage located only 10 minutes from Downtown Naples, beaches, 5th Ave, fine dining and world-class art galleries. Sandy Cove Cottage is next to the Hamilton Harbor Yacht club, & within walking distance to beautiful Naples Bay. Only a short bike ride to the Naples Botanical Gardens, Sudgen Park, & East Naples Park- Home of the Pickleball Championship! Sandy Cove Cottage is fully furnished, just bring your clothes and settle in for some fun in the sun!

Top guest favorite
A single-story home is framed by lush greenery and colorful landscaping. A welcoming entryway is visible, featuring arched windows and a shaded porch. The driveway leads to a garage, with palm trees swaying gently in the breeze under a clear blue sky.
Home in Marco Island
5 out of 5 average rating, 42 reviews

NEW Island Paradise With Private Heated Pool/Dock

Blocks from the beach. This peaceful centrally located home offers fantastic indoor and outdoor spaces for your stay on Marco. This home features a private heated pool and being less than 1 mile to the top restaurant's on the island. High speed Wi-Fi allows for zoom meetings and streaming your favorite TV shows. Guests are welcome to fish from our private dock right behind the house and enjoy the outdoor shower. Please be aware there are outdoor security cameras on the exterior of property.

Top guest favorite
The living space features new furnishings, including a light-colored sofa and armchair, complemented by a round wooden table. A large glass door offers views of Factory Bay, while a modern ceiling fan provides a refreshing breeze.
Condo in Marco Island
4.99 out of 5 average rating, 102 reviews

Chic Top-Floor Condo: Gulf & Sunrise Views

Escape to our chic, top-floor condo where you can swap the hustle for flip-flops and indulge in dolphin sightings. Immerse in relaxation at our heated pools or unwind in the hot tubs - all while savoring views of Factory Bay. Head over to Dolphin Cove Marina for a boat rental and venture out to fish or shell under the sun. Culinary delights await at 9 top-rated eateries within a stroll in Olde Marco. With beach access close by, our condo is your gateway to island amenities galore.

Guest favorite
The illuminated pool glistens in a tranquil setting, adorned with floating yellow lily candles. Lounge chairs with striped towels are positioned beside the water, while soft lights provide ambiance around the area, creating a serene space for relaxation.
Home in Marco Island
4.96 out of 5 average rating, 145 reviews

Heated Pool with Outdoor Kitchen in Prime Location

💰No nickel & diming — AirBnb & cleaning fees in nightly rate! 🏠Newly renovated & professionally designed 👙Amazing pool and outdoor kitchen (including grill, pizza oven, fridge)! 🏖️4 mins to beach 🌊Beach chairs, umbrellas, beach wagon & bikes 🐶Low pet fee; we love our 4-legged guests! ✅Fully stocked chef’s kitchen 🛌🏽Super comfortable beds for ultimate comfort and sleep 💻 High speed internet with dedicated workspace 😊24/7 local & professional host support!

Guest favorite
Villa in Naples
5 out of 5 average rating, 15 reviews

Luxury Villa | Heated Pool | Cinema & GameRoom

Enjoy upscale living at Olam Villa, a private, single-level retreat just 5 minutes to 5th Ave South and 15 minutes to Gulf beaches. Designed for families and groups, the home blends heated pool living, a secret cinema, and a game room in a quiet, family-friendly neighborhood. Enjoy morning laps in the heated pool, movie nights in the secret cinema, and friendly games in the game room. Every detail has been curated to deliver an unforgettable experience.

Top guest favorite
Condo in Naples
5 out of 5 average rating, 13 reviews

Naples Luxurious Resort Retreat with Lazy River

Naples Tyme Retreat is an elegant, newly renovated, 2-bedroom, 2-bath condo that sleeps 6. Enjoy luxurious resort amenities, including 5 pools, a spa, gym, tennis, and world-class dining (see below for resort fees). Just steps from vibrant 5th Avenue and Naples' stunning beaches, this serene retreat offers a private lanai, modern kitchen, and sophisticated decor. Perfect for families or mature travelers seeking a blend of relaxation and upscale living.

Guest favorite
Cottage in Marco Island
4.97 out of 5 average rating, 121 reviews

Coastal Paradise! Kayaks+Bikes+Fishing+Boat Dock

Direct back bay access+ boat dock & lift+ kayaks + bikes. 1 mile to Everglades National Park! Minutes to shops & dining! Adorable spacious home- perfect for a seaside retreat!. Designed for dockside enjoyment: hammocks, swing chairs, outdoor dining - 5 minute boat ride to beach -12 minute car ride to beach -Walk to waterfront dining & live music -Kayak in the Everglades -Fish off the dock -Cool, rustic Old Florida vibe -Bring your boat or rent one

Top guest favorite
Apartment in Marco Island
4.97 out of 5 average rating, 39 reviews

Island cottage home beautiful waterfront views

Kick back and relax in this calm, stylish space. Guests will enjoy proximity to marco island hot spots with a quiet peaceful setting. A large sitting porch for you to relax on. You may see dolphins or manatees in the canal. Walk to the snook inn or the pub. Rent bicycles on bald eagle another short walk. Breakfast lunch and dinner restaurants across the street or cook your own meals. Order kayaks for a short paddle to tigertail beach!

Popular amenities for Keewaydin Island vacation rentals