13 Beautiful Sanibel and Captiva Island Vacation Rentals With Water Views

Synonymous with paradise, Florida’s Sanibel Island, Captiva Island and North Captiva Island offer the ultimate tropical retreat. People know Sanibel and Captiva much better, but North Captiva, also known as Upper Captiva, was separated from Captiva Island over a century ago. There are no bridges to this remote island – visitors must take a ferry or water taxi from Pine Island. There are also no cars – transportation consists of electric golf carts, bicycles, and feet.

If you’re looking for your own island paradise with your own private beach, check out our North Captiva Island vacation rentals below. Want to be closer to the action? A Sanibel condo will be more for you. For something in between, try Captiva Island, home to the Clinic for Wildlife Rehabilitation (CROW), the JN Ding Darling National Wildlife Refuge, and the Bailey-Matthews National Seashell Museum. All three islands offer abundant wildlife, excellent shelling, cool Gulf Coast breezes, bright Florida sunshine, soft sandy beaches, fruity tropical drinks, outdoor activities, bike trails and water toy rentals.

Pack your bags and get ready for a memorable island retreat! Here’s where to stay in North Captiva Island, Captiva Island and Sanibel Island.

  1. North Captiva Beachfront Home

  2. What’s better than your own private beach? That’s right, a sprawling, unobstructed bayside beach is right outside this four-bedroom vacation rental and you don’t have to share it with anyone else!

    Just when you thought it couldn’t get any better than gentle waves lapping against the sugar-sand shore as dolphins frolic in the distance, the hosts up the ante with two golf carts, two kayaks and a personal concierge to welcome you.

    But that’s not all! This rental also includes access to the North Captiva Island Club, which features two pools, a poolside bar, hot tubs, tennis courts, basketball court, fat bikes, and more.

    Bedrooms: 4

    Bathrooms : 3.5

    Sleeping: ten

    Minimum night: Varied

    Rent now

  3. Anse Tarpon

  4. Anse Tarpon

    Located on the quiet north end of the island, this two-bedroom vacation rental also includes a golf cart and access to amenities at the North Captiva Island Club. But instead of a private beach, Tarpon Cove comes with a private dock on Pine Island Sound where you can fish or launch a kayak. A quick bike or golf cart ride will take you to area beaches as well as the island’s three restaurants.

    Bedrooms: 2

    Bathrooms : 2.5

    Sleeping: 6

    Minimum night: 7

    Rent now

  5. Oasis by the sea

  6. Oasis by the sea

    Located in Rum Point, the northern tip of North Captiva Island, this vacation rental also has its own pristine white sand beach. The scenery includes the island of Cayo Costa, sailboats and pelicans, manatees and much more. A wall of windows allows for unobstructed views of the beach and Captiva Pass. Adjacent to four acres of Federal Wildlife Preserve, the property feels peaceful and secluded. Explore the undeveloped private grounds as you stroll one of the nature trails.

    An Island Club membership is also included with this rental, so you can take advantage of amenities as well as free bike and kayak rentals. Unlike the rest of the North Captiva Island vacation rentals listed above, this one doesn’t include a golf cart rental, but you can reserve one starting at $50 per day.

    Bedrooms: 3

    Bathrooms : 4

    Sleeping: 8

    Minimum night: 7

    Rent now

  7. Gypsy Wind Beach Retreat

  8. Gypsy Wind Beach Retreat

    While the Gypsy Wind Beach Retreat is not on the beach, but only 30 steps from the warm, inviting waters of the gulf. Surrounded by tropical landscaping, this vacation rental offers more privacy than some beachfront homes. It also offers stunning sunset views.

    Relax on the lanai by the pool, unwind in the hot tub, and mix up something tropical at the tiki bar. Other features include an elevator, hammocks, corn hole, foosball table, two six-passenger golf carts, two stand-up paddle boards, and two kayaks each for two people.

    Bedrooms: 5

    Bathrooms : 5.5

    Sleeping: 14

    Minimum night: 7

    Rent now

  9. Safety Harbor Clubhouse

  10. Boasting spectacular sea views, this North Captiva Island retreat is just 50 steps from the Gulf, with private beach access. Breathtaking views become more spectacular on each floor, complemented by 360-degree rooftop sunrise views. No other home interrupts the views from this private beachfront lot. Watch the sunset from the hot tub. A six-seater golf cart is included. As with the rest of the North Captiva Island vacation rentals listed here, Dockage is available at the Safety Harbor Club dock for a fee, if you plan to bring a boat.

    Bedrooms: 3

    Bathrooms : 4

    Sleeping: 6

    Minimum night: 7

    Rent now

  11. Rum Cove Waterfront House With Pool

  12. Rum Cove Waterfront House With Pool

    This four-bedroom North Captiva Island vacation rental is not on the beach, but on the water, which is great for boat docking and fishing. He also has a heated pool, cabana bar and decks on all levels. Watch the sunset and gaze at the stars on the observation deck, which offers stunning views of the National Park and Safety Harbor. Two golf carts are provided so you can explore the island. Hike, kayak, enjoy adult frozen drinks, go shell hunting, float in the pool and catch fish right from the dock!

    Bedrooms: 4

    Bathrooms : 4.5

    Sleeping: 12

    Minimum night: Varied

    Rent now

  13. Captiva North Beach House

  14. Captiva North Beach House

    Boasting 75 feet of private white-sand gulf beach, this five-bedroom vacation rental in North Captiva also features a heated pool and private canal dock. The home offers 360 degree views of the island’s gulf and bay, while two large screened porches offer sweeping views of the pool and the Gulf of Mexico. Ping-pong and volleyball equipment are provided, along with 12 beach chairs, three umbrellas, four single kayaks, and two stand-up paddleboards. Paddle out to the sandbar, just a third of a mile offshore, for fabulous shelling!

    Bedrooms: 5

    Bathrooms : 5.5

    Sleeping: 12

    Minimum night: Varied

    Rent now

  15. Bayfront Captiva Home With Pool

  16. Bayfront Captiva Home With Pool

    Moving on to Captiva Island, which is connected to Sanibel by a small bridge, this three-bedroom vacation rental is part of the Silver Palms Estate, which is nestled on the Roosevelt Channel. It has a private dock – the boat lifts are out of service, but it’s great fishing. Enjoy the heated pool and access the Tween Waters Island Resort and Spa, just half a mile away. This location allows dogs for an additional fee.

    Bedrooms: 3

    Bathrooms : 3.5

    Sleeping: 9

    Minimum night: 7

    Rent now

  17. Captiva Bay House With Pool

  18. Captiva Bay House With Pool

    This four-bedroom Captiva Island vacation rental offers beautiful views of the bay. Watch breathtaking sunrises from the covered lanai, enjoy the pool and hot tub, and fish from the private dock.

    The restaurants, rental shops and retail stores of Captiva Village are all within walking distance. A short walk through the village will take you to the beach, where you can watch postcard-worthy sunsets over Captiva Island.

    Bedrooms: 4

    Bathrooms : 4

    Sleeping: 8

    Minimum night: Varied

    Rent now

  19. Captiva Beachfront House With Pool

  20. Captiva Beachfront House With Pool

    This four-bedroom Captiva Island vacation home offers a private, pristine beachfront with white sands, seashells, and sightings of sea turtles and dolphins. It also has a huge terrace, swimming pool and hot tub. A cabana sits between the pool and the beach, offering stunning views of the sunset over the water.

    Bedrooms: 4

    Bathrooms : 4

    Sleeping: 12

    Minimum night: 7

    Rent now

  21. Luxurious Bayfront Estate

  22. Luxurious Bayfront Estate

    At the southern end of Captiva, on the island’s sought-after Gold Coast, this vacation rental is located on the bay, directly across from the Gulf beaches. Watch dolphins, manatees, and birds from the screened porch or third-floor observation deck. Not only is there a heated pool with a spa, but the finest stretch of gulf beaches on the island is just steps away.

    Captiva’s world-renowned ecological wildlife paradise, Blind Pass, is accessible via the Roosevelt Canal. Explore the waterways by kayak or paddleboard from the private dock. Sign up for guided mangrove eco-tours at nearby nature centers. Captiva’s most famous restaurants and the Sanibel bike path are near this five bedroom bay front estate.

    Bedrooms: 5

    Bathrooms : 6

    Sleeping: ten

    Minimum night: 7

    Rent now

  23. Condo facing Sanibel Gulf

  24. Condo facing Sanibel Gulf

    Finally, we are in Sanibel! Located on the popular east end of the island, this two bedroom condo is on the first floor. A stone’s throw from the beach, it offers a breathtaking view of the Gulf of Mexico. The Gulf Beach condo complex offers a heated swimming pool and covered parking.

    Two bikes are included for tooling around the island. The Sanibel Lighthouse, fishing pier, and numerous restaurants and shops are all within walking distance.

    Bedrooms: 2

    Bathrooms : 2

    Sleeping: 6

    Minimum night: 7

    Rent now

  25. Luxury condo facing Sanibel Gulf

  26. Luxury condo facing Sanibel Gulf

    This luxurious two-bedroom rental offers breathtaking views of the gulf. Sip your morning coffee on the screened-in porch and listen to the waves while keeping an eye out for wildlife like birds and dolphins.

    Community facilities include a heated swimming pool and tennis courts. A parking space and a bike rack are provided. Restaurants, grocery stores, and numerous hiking and biking trails are nearby.

    Bedrooms: 2

    Bathrooms : 2

    Sleeping: 6

    Minimum night: 14

    Rent now

About Michael B. Billingsley

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