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Holiday rentals in Keewaydin Island

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Top-rated holiday rentals in Keewaydin Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A spacious deck extends over the canal, surrounded by lush palm trees. Comfortable seating is arranged around a fire pit, with a paddleboard propped nearby. A BBQ grill is visible, inviting outdoor dining in a serene waterfront setting.
Home in Naples
4.94 out of 5 average rating, 127 reviews

Boaters Bayshore Bungalow w/HOT TUB view of water.

BRING YOUR BOAT! This ranch home is located on a canal with direct access to the Gulf/Naples Bay(no bridges). Amazing water sports access. In the cool/hip Bayshore Arts district! Great restaurants, Naples Botanical Gardens, boating, 3 miles to DT Naples and 4 to the best beaches. This is a perfect family/friends vacation spot. We have all the gear to enjoy this location. Quiet neighborhood/newly renovated/great views. Coffee on the deck with sunrise in front of you or drinks at sunset. Serenity

Top guest favourite
A tranquil pool area is showcased, surrounded by lounge chairs and palm trees. The inviting water reflects the blue sky and waterfront views of lush greenery. The building nearby features a light exterior, complementing the serene atmosphere of the space.
Apartment in Marco Island
4.99 out of 5 average rating, 136 reviews

Waterfront View, Boat Dock, Pool Wildlife &Fishing

Unique Waterfront Condo & Gorgeous Intercoastal Views, Wildlife, Fishing, Boat Dock. 1 block from Snook Inn! Adjacent Pool Steps Away from Patio. NEWLY REMODELED! Pool & 2 Private Patios overlook Beautiful Waterfront, Dolphins, Manatees, Exotic Birds. Main Floor -no steps. If you love water and WILDLIFE, this place is for you! Fishing on the dock-Fishing Poles and Tack Supplied, pull your boat right to the back door. TONS of wildlife. Dock is lit at night, watch the sea life! NON SMOKING UNIT

Top guest favourite
A bright studio features a queen-sized bed with a turquoise coverlet and decorative pillows. Natural light floods the room, highlighting the light wood flooring and modern furnishings. A small dining area is visible, with artwork showcasing a coastal theme.
Flat in Naples
5 out of 5 average rating, 43 reviews

Naples Gem|Perfect for 2|Beach 10Min|BBQ|Parking

We want to be your Host in Naples! Let us show you why you should book with us: Top Location: - 10 Min to the beaches by car - 8 Min to Downtown - 5 Min to Naples Botanical Garden - 8 Min-Rentals paddleboard, Jesky - 8 Min-Sightseeing, sunset & fishing - 30 Min to Marco Island - Smart TV - Fast WIFI - Fully equipped kitchen - Dedicated work space - FREE Onsite parking - Quiet and Safe Area - Private Patio - BBQ - Outside dining - Beach supplies - Self check-in & Hosts available 24/7

Top guest favourite
Home in Naples
4.95 out of 5 average rating, 176 reviews

Tropical Cottage by the Sea- your own private home

Welcome to your own private waterfront home on private lot close to Naples beaches! This small cottage comes with a big view of a tropical, peaceful lagoon. Fish and kayak right from the back yard! Two Kayaks & bikes provided! Lush, tropical setting and lots of wild life to see too! Relax on the back porch where there's always a breeze! Bike over to the Botanical Gardens or one of the many restaurants close by! Short drive to famous 5th Ave & Naples beaches! Lots of fun things to do close by!

Top guest favourite
A spacious screened-in lanai features a heated pool with a shallow area for children. Luxury chaise lounges are positioned near the pool, offering comfortable seating. The outdoor space is designed for relaxation and enjoyment, with clear views of the surrounding greenery.
Home in Naples
4.95 out of 5 average rating, 138 reviews

LUXE Oasis | HTD Pool •10 min Beach +5th Ave •Crib

Welcome to Your Naples Getaway! Why our home is perfect for your vacation: 🏖️ Beaches Nearby – Just a quick 10–15 minute drive to Via Miramar and Lowdermilk Beach. 📍Prime Location – Nestled on a peaceful street only 7 minutes from the iconic 5th Avenue. 🏡 Resort-Style Comfort – Relax in our fully screened lanai featuring: • Heated private pool • Luxury chaise loungers • Outdoor TV • Gas grill for BBQ nights Unwind with a cocktail, take a sunset dip, or simply kick back under the stars!

Top guest favourite
Apartment in Marco Island
5 out of 5 average rating, 25 reviews

Anglers Cove•Luxe Waterfront•Carport•Beach 3 Miles

Welcome to COASTAL BREEZES, a modern, carefully designed 3rd floor condo overlooking the pool & bay, an ideal stay for families, couples or friends seeking a fun island getaway near Olde Marco. Carport, full beach gear, a fully equipped kitchen w/coffee bar & mini bar. Comfy sleeping for 5. Next to Rose Marina for fishing charters & adventures. Two pools & spas, tennis, on-site dining and fishing. Bike & golf cart rental next door. With the beaches minutes away, your vacation starts here!

Top guest favourite
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, 188 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 favourite
A bright bedroom features a spacious bed with a soft yellow coverlet. A small dining table with two chairs is positioned nearby. A painting adorns the wall, with light entering through the window. A laundry area is visible, providing added convenience.
Flat in Naples
4.99 out of 5 average rating, 103 reviews

Aesthetic Lush Landscape, 3 Min to Town, King Bed

For Guests Who Love Privacy! Sunny Studio where Art is highlighted. French Doors to Lg Screened Porch for Outside Dining/Working. Peaceful. Stilt home (8 steps) in Safe, Quiet area w parking right outside. Backyard is yours w BBQ grill, table & chairs. Charmingly Furnished w Recliner, Heavenly King Bed, Convection/Microwave oven, Kitchen Aid stove top & Full Fridge. 624/34 Mbps at antique desk. SMALL quiet pets ok. Attached to owner's home but Studio is Completely Private! Only One Bed!

Top guest favourite
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.
Apartment in Marco Island
4.99 out of 5 average rating, 106 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.

Superhost
An outdoor seating area features a comfortable arrangement of a sectional sofa and matching chairs with vibrant orange cushions. A glass-topped coffee table sits at the center on a stone-paved floor, while double French doors lead to the interior space.
Townhouse in Naples
4.83 out of 5 average rating, 212 reviews

Royal Palm flat Bay side shoppes

Royal Palm flat first floor charming Just remolded, updated new on market fresh, with large back porch and shared garage with beach toys, close to the beach 1 block from 5th Ave. one mile from beach 3 blocks from Naples bay. close to many restaurants and shops on 5th ave. The beach is at the end of 5th Ave. great walk down the heart of Naples down town and charming tin city shops and dinning. view 5th ave from rear porch. entire first floor with many games in garage.

Top guest favourite
A spacious living area is filled with natural light, featuring a comfortable sectional sofa and armchair arranged around a coffee table. A flat-screen TV is mounted on the wall, with access to the open kitchen visible through an adjoining doorway.
Apartment in Marco Island
4.93 out of 5 average rating, 220 reviews

Marco Island Beach Club 201 - Modern 2 bed/ 2 bath

Enjoy the comfort of this bright, clean 2nd-floor, end-unit condo at Marco Island's Beach Club. Save money compared to expensive hotels and enjoy all the amenities of home. With 1,100 sq ft, this condo is ideal for a couples getaway or family vacation. Located on the peaceful south end of Marco Island, the Beach Club is just a short walk from over six bars, restaurants, a movie theater, and mini-golf—only three blocks away. The Marriott is just a mile away.

Guest favourite
Cottage in Marco Island
4.97 out of 5 average rating, 123 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

Popular amenities for Keewaydin Island holiday rentals