Holiday rentals in Keewaydin Island

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Top-rated holiday rentals in Keewaydin Island

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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 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, 163 reviews
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

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 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

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 favourite
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 favourite
Home in Marco Island

JAmbers Marco Island Home w/Heated Pool

Welcome to The Modern Oasis on Marco Island, a NEW CONSTRUCTION (Completed January 2023) luxury getaway nestled in the island’s most coveted & conveniently located neighborhood! The Modern Oasis is a short stroll from the salty Gulf Coast sea & pristine Public Beach. Explore the island with ease & walk to Boutique Shops, Fine Dining like Marco Prime, & Entertainment like Marco Movie Theater too. Get active & discover top-rated Golf Courses, Public Pickleball Courts, Nature Preserves, & more!

5.0 out of 5 average rating, 100 reviews
Top guest favourite
Home in Marco Island

Turtle Paradise/Pool/Heater/Gym/EV Charger/G Room

Close your eyes and imagine warm Gulf breezes, palm trees swaying gently, and the feeling of complete relaxation the moment you arrive. Welcome to your private coastal retreat in Marco Island a thoughtfully designed 3bedroom,3bath home,style and effortless beach living come together. Enjoy your morning coffee by your private pool, fire up the BBQ for evening dinners under the Florida sky and make exploring the island even easier with our street-legal golf cart available for rent. ☀️🕶️🌴

5.0 out of 5 average rating, 66 reviews
Top guest favourite
Flat 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
Guest favourite
The exterior of a two-story house is framed by palm trees, showcasing a welcoming entry with steps leading up to a spacious deck. Lush green foliage surrounds the home, providing a tropical feel beneath a clear blue sky.
Home in Naples Park

#Closest2Beach - 3BD/3BA Oasis by RITZ BEACH GOLF

CLOSEST RENTAL HOME TO BEACH in Naples Park. Sleeps 6 with possibility of up to 10 by adding the additional Private Suites if available. Great Home for Large Family Vacations located near Ritz Carlton Beach Resort in Naples. Short Stroll to soft white sands at Vanderbilt Beach-Restaurants-Shops-Boats! See other listings for options: #Closest2Beach - 4BR/4BA Lux by RITZ- BEACH & GOLF #Closest2Beach - 4BR/4BA Cabana by RITZ BEACH GOLF #Closest2Beach - Huge 5BR/5.5BA by Ritz & Beach

4.86 out of 5 average rating, 155 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
Top guest favourite
Flat in Marco Island

Luxury Waterfront 2BR/2 BA Marco Island Condo

Enjoy upscale waterfront living in this beautifully updated 2 BR/2BA condo in Riverside Club. Relax on the private lanai with stunning sunrise views, passing boats, and frequent dolphin sightings. Well-equipped with everything needed for a comfortable stay, plus access to resort-style heated pools, hot tubs, tennis/pickleball courts, and fishing piers. This island retreat is centrally located and just minutes away from the beach, dining, shopping & more! Beach equipment included.

5.0 out of 5 average rating, 17 reviews
Top guest favourite
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
Top guest favourite
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 South Naples

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.

5.0 out of 5 average rating, 71 reviews

Popular amenities for Keewaydin Island holiday rentals