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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Top 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, 152 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, 140 reviews

Dolphin Pardise Waterview, Wildlife, Pool &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
Flat in Naples
5 out of 5 average rating, 18 reviews

Lux Lakefront Resort | Beach 3 MIN Drive | 70"TVs

🌴Naples Coastal Escape🌴 “After several Airbnb visits this place definitely stands out among the rest…” Enjoy sunrises and sunsets in this remodeled, quiet, lavish lakefront oasis at Park Shore Resort. ☞Screened lanai w/lakeview+alfresco dining ☞Gourmet kitchen+Coffee bar+Wine fridge ☞Rainfall showerheads ☞Towel Warmer ☞Workspace desk ☞Cable TV TOP LOCATION ☀️ Clam Pass Beach->3min by car /~20min walk 🍹Mercato->9min car 💎 Old Naples/5th Ave->10min car 🛒 Fresh Market Grocery->10min walk

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, 128 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
Home in Naples
4.96 out of 5 average rating, 45 reviews

DreamStay | Pool | Heated Spa | Golf | Top Area

Welcome to DreamStay Naples! Why should you book with us?👇 -Heated pool & spa -Private mini golf ⛳️ -Quiet, safe & central location -20 minutes to Naples Pier & beaches 🌅 -10 minutes to Paradise Coast Sports Complex (fields, gym & indoor waterpark) -Minutes to I-75, shops & dining -Sleeps 6 comfortably -Family & kids friendly -Fast WiFi & Smart TVs -Fully equipped kitchen -BBQ area with outdoor dining -RV & boat friendly parking -Washer & dryer on-site -Self check-in & hosts available 24/7

Top guest favourite
A wooden pier extends into the ocean, supported by numerous vertical posts. Two structures with thatched roofs are visible at the end of the pier. Gentle waves lap at the shoreline, reflecting the sunlight, with a clear sky above.
Apartment in Naples
4.96 out of 5 average rating, 186 reviews

Sea Shell Villa 1

Your will be close to everything when you stay at this centrally-located villa. Our villa is fully upgraded. Has a full kitchen, 1 bedroom with a queen bed and laundry room with a full size washer and dryer. There is a great variety of restaurants and shopping just minutes away. In just 15 minutes you can be at the famous Naples pier for a fun day at the beach. We also have Marco Island, which is one of the top beaches in the world, just 20 minutes away. We do not offer snorkeling gear.

Top guest favourite
Home in Naples
4.97 out of 5 average rating, 113 reviews

"The Boho Bliss" - Reset & Recharge Wellness House

Discover Bohemian Bliss in this uniquely styled home, 2mins walk to Sudgen Lake in Naples that includes beach, lake activities, walking trails or biking. Vibrant energy with the comfort of your creatively adorned space that tells you a story. All brand new, high-quality furniture, Tempur-Pedic mattress, Very Fast WiFi, King-size bed, TVs in all bedrooms, fully equipped kitchen, Fire pit, BBQ. Reserve now so we can welcome you home, to a boho-inspired sanctuary in the heart of Naples.

Top guest favourite
Home in Naples
5 out of 5 average rating, 13 reviews

Newly Restored Old Naples Estate - Best Location!

Main House is one of five quaint rental opportunities on a magnificently rebuilt Old Naples Cottage Estate, built c.1910. It is two blocks from the Gulf and two minutes walking distance from everything 5th Avenue and 3rd Street have to offer. Two beautiful bedrooms, each with its own bathroom. Large living room, fully equipped eat-in kitchen, laundry, deck, patio, and game room with a mini ping pong table. Upstairs is a standalone or can be rented, accommodating eight combined.

Top guest favourite
Home in Marco Island
5 out of 5 average rating, 17 reviews

Spacious Retreat w/ Pool, Fire Pit & Mini Golf.

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
Home in Marco Island
4.93 out of 5 average rating, 28 reviews

Marco Island Serene Paradise| Beach gear | Laundry

Welcome to our 4-bedroom, 3-bath Marco Island retreat, with canal-side living, a heated pool, and room to gather inside and out. • Heated pool, spa, and a lanai with plenty of seating • Chef’s kitchen with a large island and dining for the group • Living room with a 55" Smart TV plus a dedicated workspace • Public Beach, about 10 min walk Settle in and enjoy! 10 min walk to Marco Island Public Beach Access 7 min drive to Tigertail Beach 45 min drive to Fort Myers (RSW) airport

Superhost
Home in Marco Island
5 out of 5 average rating, 4 reviews

Tigertail Luxury Beach Retreat -Heated Pool & Spa

**Newly Listed for the 2025/2026 Season** Located just steps from Tigertail Beach, this luxurious Waterfront Estate offers an unparalleled escape from the ordinary. At this luxurious property, you'll enjoy a gourmet kitchen, designer furnishings, and spacious covered lanai with abundant seating perfect for relaxing or entertaining. The heated pool and spa and fully equipped outdoor kitchen complete this extraordinary retreat, creating a truly elevated Marco Island experience.

Top guest favourite
A modern kitchen area is highlighted by sleek white cabinetry and a large island with seating for four. A decorative bowl rests on the countertop, while a stylish light fixture adds a contemporary touch. A glimpse of greenery is seen on the counter, enhancing the space.
Apartment in Naples
5 out of 5 average rating, 41 reviews

Luxe Naples | Golf View | Players Club Spa & Pools

Wake up to fairway views from the 19th Hole, step outside to a heated pool and tennis courts, and spend your evenings at an on-site steakhouse - all without paying a single resort fee. This newly renovated 3-bedroom Lely Resort condo blends upscale Naples living with genuine vacation ease. Ultra fast WiFi, a SMEG coffee machine, Egyptian cotton sheets, and complimentary golf rounds mid-May through October seal the deal. Downtown Naples and Gulf beaches are 15 minutes away.

Popular amenities for Keewaydin Island holiday rentals