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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Top guest favorite

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 East Naples

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

4.94 out of 5 average rating, 164 reviews

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

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

4.99 out of 5 average rating, 152 reviews

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

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.

4.96 out of 5 average rating, 138 reviews

Top guest favorite

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 East Naples

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).

4.96 out of 5 average rating, 156 reviews

Top guest favorite

A spacious living area is highlighted by a light-colored sofa adorned with turquoise cushions. An elegant chandelier hangs from the ceiling, complementing the large wall-mounted TV. Natural light fills the room through windows, with a dining area visible in the background.

Home in Naples

Beach, Sun and Fun! *Beach House * New Listing

Location! Location! Location! 3 beautiful bedrooms, 2 baths, just 1 mile to the beach and entertainment. Peaceful and private, this home boasts an abundance of room for entertaining and outdoor space, free parking and access to private beach. Conveniently located close to the Venetian Village, Water Side mall and 5th Avenue which futures several casual and upscale dinning, shopping and multiple entertainment venues. Great for a relaxing vacation and enjoying the Florida sunshine and sunsets!

4.97 out of 5 average rating, 107 reviews

Top guest favorite

Home in Naples

Lux Prvte Fam Home Pool Pcklbl Mins 2 Beach/Dning

🏡 THIS LUXURY PROPERTY IS IDEAL FOR FAMILIES/SMALL GROUPS (SLEEPS 8) YOU HAVE MADE IT! You are now viewing one of the most unique properties in Naples 🌴 & here is why: 🌳 This property is on 2.5 acres of land & VERY private 🏖️ Beach is only 12 minutes away 🍽️ 10 minutes from heart of the city (Dining, shopping, nightlife) 🏊‍♂️ Heated saltwater pool/spa ⛳ Golf putting green 🎾 2 Pickleball Courts 🏓 Ping Pong table W/AC in garage 🏀 Adjustable Basketball Hoop 💻⚡ Blazing fast WIFI

4.97 out of 5 average rating, 118 reviews

Top guest favorite

A private dock extends over calm waters, reflecting the clouded sky and surrounding greenery. Sturdy posts provide support along the water's edge. Colorful outdoor furniture can be seen in the background, offering a relaxed space to enjoy the waterfront views.

Home in Goodland

SWFl waterfront home with direct Gulf access

Private waterfront home in the quaint fishing village of Goodland. We are on a deep water canal with 40 foot of dock space to park your fishing boat, with direct access to the Gulf of Mexico and the 10000 Islands National Park. We have 3 marinas ,walking distance , to launch your boat and get gas. Our home has a 300 square foot screened in porch and a 450 square foot dock with southern exposure to watch the sunrise and sunsets . The Marco Island shopping and beaches are 5 miles away.

4.91 out of 5 average rating, 438 reviews

Top guest favorite

Apartment in Marco Island

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!

5.0 out of 5 average rating, 14 reviews

Superhost

Home in Isles of Capri

Capri Cove

Nestled in a quiet and friendly waterfront community on Isles of Capri, this retreat offers stunning sunset views, coastal comfort, and walkable access to local restaurants, fresh seafood, and live music. Enjoy mornings overlooking the water and evenings watching the sky light up with unforgettable colors. Experience the lively island atmosphere, then unwind in peaceful surroundings as the music fades by 9 PM. Just minutes from Marco Island beaches, boating, fishing, and adventure.

5.0 out of 5 average rating, 3 reviews

Guest favorite

Cottage in Marco Island

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

4.92 out of 5 average rating, 157 reviews

Top guest favorite

A modern single-story home is showcased with a sleek facade and an inviting entryway. A well-maintained driveway leads to a garage, with green landscaping and carefully arranged plants adorning the front. Large windows allow natural light to fill the interior space.

Home in Marco Island

Flamingo Paradise 4 min walk from Beach Access.

Time, and worries of the rest of the world, will melt away as you are captured by the serenity of this beautiful location. This 3 bedroom home accommodates up to 8 guest, all with its own private heated pool. This is the best option to create the story of a perfect vacation with family and friends. This house is newly renovated with a modern look steps away from the beautiful white sanded beach. Its fully equipped with gym, laundry, BBQ, and even with bikes for the whole family.

4.98 out of 5 average rating, 118 reviews

Guest favorite

Home in Marco Island

"Stunning Waterfront Oasis: Pool & New Seawall"

Discover our stunning 3-bed/2-bath Marco Island home for 6. Relax in our private pool and enjoy the brand-new seawall. Our boat LIFT is pending. Direct Gulf access from our backyard, near top Naples beaches & shops. Important Note: Local regulations strictly prohibit excessive noise and loud music. Violations are subject to substantial fines. And subject to immediate cancellation of reservations. Thanks for keeping Marco Island serene. (No pets, NO parties, & NO trailers).

4.87 out of 5 average rating, 210 reviews