Vacation rentals in Keewaydin Island

Breathtaking beachfront paradise.

Bring the whole family to this great place with lots of room for fun. Perfectly located with direct beach views and amazing sunsets. This spacious slice of paradise won’t disappoint. Extra clean and well maintained. This unit is located inside a renovated condo complex. Come enjoy the sunsets and make paradise your own. ***Please be aware that our condo HOA is now requiring an application fee of $150 as well as the completed application to be submitted for approval by the board by renters.

Family Home w/6-Seat Golf Cart & Heated Pool

Relax with the whole family at Casa Azul, a peaceful Marco Island retreat just a short walk to Tigertail Beach or take an optional 2026 Bintelli golf cart ($100/day - $595/week). This 3BR + sleepable den (with dedicated workspace) sleeps 8 and features a private heated pool, spacious lanai with firepit & outdoor TV, and Smart TVs in every room. Family-friendly amenities include toys, bikes, kayaks, paddleboard, beach gear, and even golf clubs. A short drive to Marco Island restaurants and shops

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

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!

Sandy Cove Cottage/Sandy Cove Villa near the beach

Sandy Cove is one bedroom, one bathroom Cottage located only 10 minutes from Downtown Naples, beaches, 5th Ave, fine dining and world-class art galleries. Sandy Cove Cottage is next to the Hamilton Harbor Yacht club, & within walking distance to beautiful Naples Bay. Only a short bike ride to the Naples Botanical Gardens, Sudgen Park, & East Naples Park- Home of the Pickleball Championship! Sandy Cove Cottage is fully furnished, just bring your clothes and settle in for some fun in the sun!

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. ☀️🕶️🌴

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

Island lifestyle family vacation home (Salt Pool)

A stylish, brand new island home perfect for vacationing with your own private heated pool. The West Hilo Home sleeps 8 and is within 3 blocks of local restaurants that feature dining on the water in sunny Isles of Capri. Enjoy laid back island life- including kayaking, boating, fishing and jet skiing just minutes away. Neighboring Marco Island is less than 10 minutes by car and famous for their powder white sand beaches. Or relax at home grilling by the pool while the sun sets.

Heated Pool & Spa | Game Room | 5 Min Beach

Welcome to Sunset Serenity, a beautifully remodeled Marco Island retreat designed for unforgettable family vacations. Enjoy a heated pool, relaxing spa, game room, and spacious indoor and outdoor living areas. Located just 5 minutes from the beach, you'll be close to restaurants, parks, shopping, and scenic bike trails. Whether you're exploring the island, relaxing poolside, or unwinding under the stars, Sunset Serenity is the perfect place to create lasting memories.

Olde Marco Cove Beautiful View

This special place is close to everything, making it easy to plan your visit. We are a short walk from many restaurants and live music places. Snook Inn, good vibes pub, the board room, Lee bees fish house… merricks and ZaZa’s. Bicycle rental nearby and Rose Marina also for a boat rental. Less then 4 miles to the public beach access near the marco walk shopping plaza. Tiger tail beach is closer. Quiet and very peaceful but also close to all the fun places!

3bed 2bath Home Pool/Hottub/Spa East Naples Lely

We are located in a quiet residential neighbourhood in Naples Florida, 10 minute drive from the beach. Our home has a pool and hottub in a spacious screened patio area, with comfortable furniture. We are close to many beaches, great 5star restaurants and quaint shops. Plan a day at the Naples Botanical Gardens, play a few holes of golf, play pickleball minutes away, enjoy the numerous beaches, or stay home and relax next to the pool!

Backwater Paradise

Clean, updated, and perfectly centered in middle of the island. Rental is a first floor 2 bedroom/2 bathroom unit with separate entrance. Living room opens up to the backyard with tranquil views of the water and docks. Take a complimentary backpack beach chair and take a short ride to the beach which is only a straight 1 mile ride down Winterberry Drive.