Vacation rentals in Keewaydin Island

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Top-rated vacation rentals in Keewaydin Island

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Top guest favorite

Home in Naples

5 out of 5 average rating, 80 reviews

Your Private NaplesBeach Getaway

🌴 Private Oasis 3 mins from Vanderbilt Beach 🌊 Welcome to our slice of paradise in Naples Park, Florida! Nestled 3 minutes away from the pristine sands of Naples Beach, world-famous Mercato Shops & Dining, and Publix/Walmart. Only 15 minute north of 5th Ave Downtown District. Our renovated home features a privately fenced backyard with a new heated saltwater pool, a custom miniature golf zone, and many outdoor games for every guest ❤️ Simply the most perfect cozy retreat for your beach getaway🏖️

Top guest favorite

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.

Condo in Marco Island

4.99 out of 5 average rating, 126 reviews

Waterfront View, Boat Dock, Pool Wildlife &Fishing

Unique Waterfront Condo & Gorgeous Intercoastal Views, Wildlife, Fishing, Boat Dock. One block from Snook Inn! Adjacent Pool Steps Away from Back Patio. NEWLY REMODELED! Pool & Patio Overlook Beautiful Waterfront, Dolphins, Manatees, Exotic Birds. Main Floor with 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

Guest favorite

Condo in Fort Myers Beach

4.82 out of 5 average rating, 112 reviews

Oceanfront Views + Balcony Sunsets Bikes Included

“Caihlin, you were a phenomenal host.” – Sandy, May 2025 ☀️ What You’ll Love: • Unbeatable Views: Floor-to-ceiling glass sliders open to the Gulf—watch dolphins, sunsets, and seabirds from your private balcony. • Free Beach Bikes: Cruise the beach or explore nearby Lovers Key with the 2 bikes we provide. • Updated Interior: Modern kitchen, stainless appliances, granite countertops, and a cozy living area with coastal decor. • Comfy King Bed: Sleep to the sound of waves in a plush king-size

Top guest favorite

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

4.97 out of 5 average rating, 97 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.

Top guest favorite

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, 130 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 favorite

Aerial view displays a waterfront complex with multiple buildings adjacent to a pool and marina. The lower image shows a cozy balcony with palm trees and vibrant sunset colors, creating a serene backdrop for relaxation.

Condo in Marco Island

5 out of 5 average rating, 47 reviews

Waterfront Getaway! 2 Bath, Pool, Spa, King Bed

Stunning Waterfront 2 Full Bath upgraded condo. Screened Balcony w/ amazing views of Marco River, Pool & Spa. Sip coffee and watch dolphins. The best spot on Marco Island Walk to Snook Inn, Smith House, Boardroom Tavern & Collier House King size memory foam Bed, 2 full bathrooms & dream kitchen. Twin Daybed & Trundle In-unit washer & dryer w/ laundry supplies, coffee, creamers, sweeteners & More Beach chairs, umbrella's, towels, coolers, Pickleball, paddles & More Air fryer & ice machine

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

4.97 out of 5 average rating, 141 reviews

Top-rated luxury pool home in prime location

*No AirBnB or Cleaning Fees!* 🏠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! 🧻Household supplies and personal amenities included ✅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!

Top guest favorite

A spacious heated pool invites relaxation, surrounded by lounge chairs placed along the deck. Lush palm fronds frame the view, enhancing the tropical ambiance. The pool area is well-maintained, with clear water reflecting the sun. Parking is visible beyond the poolside greenery.

Condo in Naples

4.93 out of 5 average rating, 126 reviews

NEW! ONE BLOCK to the Beach, Restaurants & Shops!

Welcome to your newly renovated condo in the heart of Olde Naples! Just ONE BLOCK to the beautiful Naples beaches and all of the shops and dining on 3rd Street! Your first floor condo suite is ideally situated just steps from the oversized heated pool. And with large windows you can let that warm Florida sunshine in. The studio also has a designated parking space, common laundry, kitchen, bathroom, dining table, king size bed, pull out single trundle bed and can sleep up to 3 people.

Top guest favorite

A modern two-story home displays a striking architectural design with a flat roof and prominent front entrance. Lush tropical landscaping frames the property, featuring greenery and flowers. The driveway leads to two garage doors, and a mailbox stands at the edge of the manicured lawn.

Home in Marco Island

5 out of 5 average rating, 6 reviews

Water’s Edge Oasis Waterfront, Boating, Kayaking

Welcome to your dream getaway on Marco Island! 🌴✨ This elegant, beautifully crafted waterfront home offers the perfect blend of sophistication and coastal charm. From its striking modern exterior to the resort-style screened lanai, every detail has been thoughtfully designed to create a serene, luxurious escape. Enjoy spacious, light-filled interiors, stunning architectural touches, and inviting outdoor spaces that invite you to relax, entertain, and savor the island lifestyle. ☀️🌊

Top guest favorite

An outdoor dining area is highlighted by a large wooden table surrounded by woven chairs. Pendant lights hang above, casting soft illumination. A swimming pool with clear water is visible through a screened enclosure, complemented by lush greenery in the background.

Home in Naples

5 out of 5 average rating, 33 reviews

Mediterranean Inspired Villa with Private MiniGolf

Welcome to our Mediterranean-inspired villa, where luxury meets comfort in the heart of Naples. Nestled just 15 minutes from the beach and downtown, our home features one of the largest private putting greens and pools in the area. With 4 inviting bedrooms and 3 spacious bathrooms, our villa comfortably hosts 8 adults or a mix of 6 adults and 6 children. It’s the perfect vacation home for the whole family. Enjoy the blend of relaxation and adventure in our tropical paradise.

Top guest favorite

A spacious outdoor area showcases a swimming pool and a hot tub, surrounded by a screened enclosure. Comfortable seating is arranged nearby, with a dining table set under an umbrella. Bright green murals add a touch of color to the white walls.

Home in Marco Island

4.97 out of 5 average rating, 34 reviews

Sunset Serenity | Heated Pool | SPA |5min Beach

Welcome to a beautifully remodeled property. When we first discovered the island, our entire family, including our little daughters, fell in love with this natural paradise. Marco Island has it all: excellent and serene beaches, a wide variety of restaurants, parks, trails for walking and biking, and many other attractions that make it perfect for vacationing with family and friends… We hope you enjoy it as much as we do!

Top guest favorite

The spacious living area is filled with natural light, featuring large windows that showcase stunning ocean views. A modern sectional sofa offers comfort and relaxation, complemented by a dining table set for four. A large Smart TV is mounted on the wall for entertainment.

Condo in Marco Island

5 out of 5 average rating, 20 reviews

Best of Florida 2025 | Front Corner Unit | Views!

La Bella Vita on Marco - 1812 **Please note, pool will be under construction from September 8, 2025 for 4 - 6 weeks.** We are the ONLY Marco Island vacation rental winning the coveted Best of Florida 2025 🏆! Welcome to luxury, style and views! This condo was remodeled in Nov 2024. Wake up to breathtaking ocean VIEWS from every room! Enjoy spectacular SUNSETS from this front corner 18th floor beachfront condo.