Keewaydin Island vacation rentals

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Top-rated vacation rentals in Keewaydin Island

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Guest favorite

Apartment in Fort Myers Beach

4.98 out of 5 average rating, 56 reviews

Island Sunshine Poolside Gem

Important Note: This apartment has been totally remodeled from hurricanes in 2024. Everything is perfect here. Beaches are beautiful, pool is relaxing and welcoming. Thankfully the island restaurants and bars are also back up and going in fun island style! Perfectly remodeled bright and cheery poolside apartment. This one truly has it all. From luxury bedding to a fully equipped kitchen to a spacious screen porch right outside the living room door. This dreamy island apartment offers a king me

Superhost

Home in Captiva

4.98 out of 5 average rating, 87 reviews

Ocean Views |Fast Wifi_Pool | 5 Min Walk to Beach

❤We have OVER EIGHTY 5★ Reviews......Book with Confidence❤ ★ 2 Story, 2,115 Sq Ft Home w/ 2 Patios ★ Views of the Ocean on 2 sides ★ 5 Min Walk to Gulf of Mexico Beach ★ Sleeps 8 - (2 Kings, 2 Twins, Sofa Bed) - 3 Bathrooms ★Fast Wifi, Keurig, & Smart TVs ★ Access to Pool & Fitness Center ★ Pack N Play + Board Games ★ Experienced Hosts - (easy check-in, clear communication, recommendations, clean home) ★★ 3 hurricanes hit the area over the last 2 years so expect some damaged trees & debris ★★

Guest favorite

Home in Bonita Springs

5 out of 5 average rating, 16 reviews

Casa Bonita by the Sea

Indulge in a dream vacation at our 3-bedroom oasis near one of Florida's top beaches. Inside this brand new home, bask in natural light and chic decor. Unwind on the reclining sofa, step outside to your private paradise with a saltwater pool, infinity spa, and outdoor kitchen. The master suite offers luxury with pool access, soaker tub and shower. Enjoy nearby beach activities, hiking, shopping and dining. Every detail is designed for your relaxation. Book now for the ultimate coastal retreat!

Superhost

Condo in Captiva

4.62 out of 5 average rating, 63 reviews

South Seas Bayside Villa 5234

Captiva Island Bayside vacation rental condo. Pool, beach, tennis, WiFi. 1 bedroom/2 bathrooms. 2 full beds in the bedroom. Spacious living room, dining area and full kitchen. Everything nicely updated. Private screened lanai with water views of the marina and bay just beyond. Short walk over to the sandy beaches. Rent a golf cart and get around the resort easily as well as nearby shops and restaurants. Full resort access not available. Association pool, hot tub, nearby beach always included.

Guest favorite

Home in Captiva

4.87 out of 5 average rating, 93 reviews

Ricks Retreat in Captiva Island Florida.

BIG NEWS: Captiva is back to life. My house will be ready to receive new guests as of January 28, 2023 with all new bedding, furniture, new kitchen and baths, freshly painted inside and out--tropical-nautical theme. This is a ground level home-extra clean and bright. Comes fully equippped with all linens, towels, flat-screens, Wi-fi, parking. Few minutes stroll down the shell lane to the beautiful beach with no roads to cross. Short walk to village shops, restaurants, galleries. Paradise!

Guest favorite

Home in North Fort Myers

5 out of 5 average rating, 13 reviews

Paradise Found

PARADISE FOUND, you can vacation right here at your own LAKE SIDE PARK! Stunning, peaceful & beautiful waterfront property with your own little island. Fish, bird watch or feed the turtles from your private dock or double arched bridge. Huge back yard for enjoyment & safety of children & pets. Your vacation home has a sunny disposition & soaring ceilings. First floor master suite with sliders to pool/lanai. Two story ceilings in livingroom & gorgeous staircase to guest suites.

Guest favorite

Home in Fort Myers Beach

5 out of 5 average rating, 48 reviews

Coastal Retreat; paradise found!

No damage from recent Hurricane Helene! Welcome to our tranquil retreat, nestled just minutes away from the pristine shores of Ft Myers Beach and Sanibel. Step inside and be captivated by the inviting ambiance of our thoughtfully designed space. The airy living area welcomes you with its abundant natural light, stylish decor, and comfortable furnishings. Relax on the sofa or enjoy the backyard space as you plan your beach adventures. We look forward to hosting you!

Guest favorite

Home in Naples

4.95 out of 5 average rating, 59 reviews

Blue Tides Inn

Put away your wool hats, hang up your parkas, and break out the swim trunks, sunglasses and flip flops. There’s no better way to celebrate summer (or escape winter) than with a relaxing beach vacation with a tropical pool. Bring the whole family, roll with a group of friends, or make it a romantic retreat. Whatever the trip, opt for a luxurious vacation rental with all the home amenities you’re used to at home—and some. This incredible beach home has it all!

Guest favorite

Home in Marco Island

4.98 out of 5 average rating, 297 reviews

⭐ Rare Waterfront Western Exposure Vacation Home

This dream getaway home is located in the heart of Marco Island with everything you need for an unforgettable trip! Enjoy the convenience of being only minutes away from South Marco Beach, with its white sand and clear blue skies, and the best restaurants such as Da Vinci's, Marco Prime, The Snook Inn, The Oyster Bar and shopping on the Island! Wind down your day watching breathtaking Western exposure sunsets from your own waterfront patio and dock...

Superhost

Cottage in Fort Myers Beach

4.89 out of 5 average rating, 27 reviews

DEJA BLUE 1000 FT from Beach Great for Families

1000 ft from the beach No car needed!!!! Walk around town or Trolley Best location on beach Perfect vacation spot, beautiful sunsets Newly renovated Close to time square restaurants and shopping. Relax on landscaped palm tree front patio 3 New flat screen tv’s and Brand new stainless kitchen Beach chairs, umbrella and towels are ready to go to the beach Backyard with grill Let’s book and start your vacation!!!!!!!!!!!!!!!!!!!!!!

Guest favorite

Home in Naples

4.93 out of 5 average rating, 131 reviews

675 FantaSea | New Heated Resort Pool & Fire Pit

Spend the day outside morning, noon & night and live out your FantaSea vacation! Lounge on the deck or in the heated pool on the sun shelf. On a cool night sit by the fire and relax in the Adirondack chairs. Desirable designer interior with coastal decor has the comfort of home with the feel of the sea. We are just a few minutes away from white sandy beaches with beautiful sunsets, amazing restaurants and upscale shopping centers.

Superhost

Condo in Marco Island

4.75 out of 5 average rating, 4 reviews

Angler Oasis III-Marco Waterfront Condo - 5 Star!

LOCATION! LOCATION! We are Superhosts This tropical escape has a laid back style all it's own. A 1 BDR condo that sleeps 4 is located right on the water with water views, 2 pools, tennis courts and the Dolphin Tiki Bar are all on the grounds. Fish right off the dock or rent a boat at Rose's Marina which is right next door. There are so many reasons you'll love your stay. LOCATION! LOCATION!