Vacation rentals in Keewaydin Island

A modern pool area is featured with a spacious swimming pool surrounded by a screened-in lanai. Lounge seating and vibrant cabanas are positioned nearby, providing shaded relaxation. An adjacent game room is visible, equipped with a pool table and foosball table under unique lighting.

4.96 out of 5 average rating, 111 reviews

New Home, 6 Beds, Heated POOL / Game Room

Park in the driveway and enter through the front double doors to a newly and completely updated Home with 3bedrooms and 3 full bathrooms located just 7 miles from the trendy 5th avenue south, white sanded beaches and the famous Naples pier; This private and MODERN exquisite home has everything you need to enjoy an endless summer alike stay. Heat for the Pool Available EXTRA $ October to May $40 EXTRA per each night stay May to September $30 EXTRA per each night stay. Game Room and and Gym area.

Superhost

An aerial view showcases a luxury home featuring a spacious layout with large windows. A heated pool is visible within the outdoor lanai area, surrounded by lush greenery. The scenic canal and nearby waterfront properties can be seen in the background, illuminated by a soft sunset glow.

4.88 out of 5 average rating, 16 reviews

Island Breeze Haven by HEAT Properties

Relax with the whole family at this serene paradise at ‘Island Breeze Haven’ — a luxury canal view home on Marco Island, FL! With its spacious layout, top-notch amenities, and WiFi-friendly workspace, this 4-bed, 3-bath is perfect for a cozy beach escape. We now offer a 6-person electric golf cart available to rent during your stay. It’s a fun way to explore the island. 10 min walk to Marco Island Public Beach Access 7 min drive to Tigertail Beach Park 45 min drive to Fort Myers (RSW) airport

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.

4.94 out of 5 average rating, 126 reviews

LUXE Oasis | 10 min Beach+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!

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.

4.96 out of 5 average rating, 123 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).

A private swimming pool is encased within a screened-in enclosure, offering protection from insects. Sunlight reflects off the water, creating a shimmering effect. Lounge chairs are positioned nearby, complemented by a grassy area lined with lush greenery.

4.98 out of 5 average rating, 44 reviews

Echo Beach Oasis

Take a break from the hustle and bustle and relax with the whole family at this peaceful oasis. Swimming pool and BBQ area! Fully equipped kitchen, and dining room with an outdoor Florida room to entertain and play fun games! -6 mins from the beach. -3 mins from country club and golf course. -3 mins from town center. The home also features a double car garage equipped with bikes and beach chairs for guests to use! With 3 bedrooms and a sofa bed, this home can host your family comfortably!

Guest favorite

A charming blue cottage with an inviting entrance is surrounded by lush tropical vegetation. The exterior features a garage and large windows that enhance the cottage's character. Palm trees gently sway in the breeze, adding to the relaxed island atmosphere.

4.97 out of 5 average rating, 112 reviews

Boater’s Paradise at the Coastal Cottage!

Perfect ENTIRE HOME for a seaside retreat! Direct access 3/2 with boat lift and dock. Charmingly furnished and designed to delight. Enjoy amazing access to Florida's best boating, fishing and beaches- just 4 minutes from the dock to end of no wake zone and a 12 minute car drive to stunning local beaches. Enjoy upstairs screened lanai overlooking tranquil waters and feel your troubles melt away as you relax in the tranquil island vibe of Old Florida! Boat rental available at near by marina.

A welcoming entrance to the home features a spacious front porch with double doors framed by large, arched windows. Lush landscaping includes various plants and stones, creating a well-defined pathway leading to the entrance. The architecture incorporates a tile roof and a modern design.

4.98 out of 5 average rating, 52 reviews

Gorgeous Marco Island Pool Home near Mackle Park!

Welcome to Marco Island! This stylish vacation home is the ONE! Great location close to Mackle Park, Marco Island Library, and the Marco Island Historical Museum. This spacious home has an open floor plan, high ceilings, and sliders along the back, providing natural light and creating a space for a grand Marco experience! The outdoor pool area has plenty of seating and an outdoor television and covered grill area. The nearby park amenities are an added bonus for family-friendly activities!

A sunlit pool area is seen with a clear blue pool surrounded by a stone patio. Wooden chairs and a table are set nearby, with two plates and glasses ready for outdoor dining. Lush greenery and palm trees frame the scene, enhancing the inviting atmosphere.

5 out of 5 average rating, 25 reviews

Blue Banyan Boathouse w/heated POOL. Boat DOCK!

POOL! 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, 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/drinks/BBQ poolside. Pool is not heated. You have use of 1/2 of dock.

5 out of 5 average rating, 31 reviews

A spacious screened lanai features a private pool surrounded by lounge chairs. A BBQ grill is positioned nearby, and a glimpse of the indoor living area is visible through large glass doors. Lush greenery offers a natural backdrop to this relaxing outdoor space.

Villa in Naples

Salt Pool Oasis: 5 Miles to Beaches (4BD/3BA)

Tranquil Naples Oasis: 5 Miles to Beaches! Updated, family-friendly 4BD/3BA home, just 5 miles from Lowdermilk, 5th Ave, and Clam Pass beaches. Quiet, safe, gated cul-de-sac community with sports amenities. Relax in our screened lanai: salt pool, grill, loungers, egg chairs, indoor/outdoor flow. Perfect for family gatherings and relaxing afternoons. Enjoy white linens, a fully stocked kitchen, and easy access to all Naples has to offer, 15 minutes away! Your perfect family getaway awaits!

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.

4.98 out of 5 average rating, 89 reviews

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.

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.

5 out of 5 average rating, 24 reviews

Mediterranean Inspired Villa with Private MiniGolf

Welcome to our Mediterranean-inspired villa, where luxury meets comfort in the heart of Naples. Nestled just 12 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.

A spacious outdoor area features a large pool surrounded by a screened enclosure. A hot tub is adjacent to the pool, alongside comfortable loungers. Multiple sliding glass doors lead to the interior living space, providing access to the serene views of the canal.