Vacation rentals in Keewaydin Island

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Top-rated vacation 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, 158 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

Guest favourite
A serene beach scene captures a vibrant sunset, with hues of pink and orange reflected on the water's surface. Gentle waves lap at the shoreline, while soft sand stretches along the beach, interspersed with small scattered shells.
Home in Naples
4.96 out of 5 average rating, 133 reviews

Magical Gateway in Naples FL

You'll fall in love with this tinny but magical place in the heart of Naples, modern open concept,high end finishes, a lot light, 2 BR queens beds, fine blinens, full bathroom with marble, enclosed pool, spacious back yard and a wood burning fire pit, 2 parking spaces just few steps from your front door. This place is near to all Naples has to offer, beautiful beaches, dining & nightlife, it is only 3km from the beach, 3 km from 5th ave in Old Naples and less than a mile from shopping centers.

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
4.94 out of 5 average rating, 157 reviews

Lux Oasis | 10 min Beach and 5th Ave•HTD Pool•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
The image showcases a bright, inviting pool area featuring clear blue water illuminated by string lights above, creating a relaxed atmosphere. Surrounding spaces include a cozy living room with comfortable seating and a spacious kitchen area with modern fixtures and finishes.
Home in Naples
4.96 out of 5 average rating, 155 reviews

Coastal Getaway *Heated Pool *3 King Rooms

Tropical Oasis Downtown Naples 3 BD/2 BA full house w/ a HEATED pool, outdoor entertaining, BBQ grill, lanai seating/dining for 8, outdoor games, 2 living rooms w/ large TVs (main room has a 75" screen TV), master suite w/ ensuite bathroom & flatscreen TV, all 3 bedrooms have king beds. Close to downtown restaurants/shopping (9 min), beaches/Naples Pier (14 min). DOG POLICY: Only after owner's approval, a non-shedding small dog is allowed with $100 per dog non-refundable fee (2 dog maximum).

Guest favourite
Home in Naples
4.96 out of 5 average rating, 52 reviews

Cozy and Stylish, 2 King, Close to Beach & 5th Ave

Nestled on a tranquil street in the heart of Naples, this newly renovated retreat offers the perfect mix of modern comfort and coastal charm. Step outside to a chic outdoor living area, perfect for enjoying your morning coffee or relaxing in the evening breeze. Just minutes from renowned 5th Avenue and pristine beaches, it's easy to enjoy the best of the area. Plus, we provide all the beach essentials — chairs, umbrellas, and towels — so you can fully relax and enjoy the sun-soaked paradise.

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, 199 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!

Superhost
Apartment in Marco Island
5 out of 5 average rating, 6 reviews

Seashell Island | Beach Across the Street

🏝️Marco Island Beach Escape! 🌊✨ Experience the perfect coastal getaway at Seashell Island, ideally located directly across from the JW Marriott on beautiful Marco Island. 🏖️ Why You’ll Love Staying Here:
✨ Beach access just across the street 🌅 5th-floor unit with spectacular views
Spacious 1-bedroom, 1-bathroom condo
👑 Comfortable queen-size bed + queen sleeper sofa
🏊 Resort-style swimming pool
🎾 Tennis courts on site
⛱️All beach amenities are included—just pack your swimsuit!

Top guest favourite
Home in Marco Island
5 out of 5 average rating, 21 reviews

Family Retreat | Pool, Fire Pit, Mini Golf & Bikes

Welcome to Junonia House — your private tropical oasis. Designed for relaxing and memorable getaways, this luxury retreat combines comfort with resort-style outdoor living just minutes from Marco Island’s famous beaches, restaurants, and shopping. Spend your days lounging by the heated pool, enjoying friendly mini golf matches, or sharing unforgettable evenings around the fire pit under the stars. Every space was thoughtfully designed to create a calm, elevated vacation experience.

Guest favourite
Cottage in Marco Island
4.93 out of 5 average rating, 152 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! Delightful rustic home- perfect for a seaside retreat!. Designed for dockside enjoyment: hammocks, swing chairs, outdoor dining. Enjoy a taste of old Florida! - 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 favourite
Condo in Marco Island
4.96 out of 5 average rating, 27 reviews

Olde Marco Cove Beautiful View

This special place is close to everything, making it easy to plan your visit. We are a short walk from many restaurants and live music places. Snook Inn, good vibes pub, the board room, Lee bees fish house… merricks and ZaZa’s. Bicycle rental nearby and Rose Marina also for a boat rental. Less then 4 miles to the public beach access near the marco walk shopping plaza. Tiger tail beach is closer. Quiet and very peaceful but also close to all the fun places!

Top guest favourite
A spacious bedroom features a navy accent wall behind a white bed with striped linens. Adjacent, a modern bathroom is visible, showcasing a clean layout with white cabinetry. A well-equipped kitchen displays stainless steel appliances and a sleek island, while an inviting pool area is framed by a screened enclosure.
Home in Naples
4.98 out of 5 average rating, 58 reviews

Villa Anna Retreat with Pool

Welcome to our exquisite villa, a tranquil haven where luxury meets comfort! Nestled in the heart of Naples, less than 10 miles from the beach. Perfect for a serene getaway. Dive into the laid-back charm of our villa, with a coastal vibe in every corner. Feel the sea breeze, relax by your private pool, and let the easygoing ambiance transport you to a beachside paradise. Book your exclusive retreat in paradise now and experience luxury living!

Top guest favourite
Home in Naples
5 out of 5 average rating, 36 reviews

3bed 2bath Home Pool/Hottub/Spa East Naples Lely

We are located in a quiet residential neighbourhood in Naples Florida, 10 minute drive from the beach. Our home has a pool and hottub in a spacious screened patio area, with comfortable furniture. We are close to many beaches, great 5star restaurants and quaint shops. Plan a day at the Naples Botanical Gardens, play a few holes of golf, play pickleball minutes away, enjoy the numerous beaches, or stay home and relax next to the pool!

Popular amenities for Keewaydin Island vacation rentals