Captiva Island

Captiva Island Vacation Rentals

The Best Selection of Condos & Vacation Rentals in Captiva Island

With more than 40 properties to choose from, we have the best selection of Captiva Island vacation rentals. We have everything from one-bedroom condos right on the water to large eight-bedroom beach houses that can accommodate up to 20 people. Whether you’re planning a romantic getaway or a family reunion, we’re sure to have the Captiva Island rental home for you! We also make things easy for you with amenities like keyless entry, high-speed wireless internet, spotless cleaning/housekeeping, and luxury resort-style linens in every Dream Vacation Rentals home. If you need anything during your stay, we have team members ready and able to assist you 24/7.

Many of the properties below are Captiva Island luxury rentals that will provide you with what you need and so much more. From the furnishings to the amenities, nothing was neglected when it comes to adding convenience and extravagance to your stay. However, you don’t have to select a luxury home to have everything you need and incredible amenities.

Captiva Island is smaller than Sanibel and even less developed. It’s a place where life truly slows down, and humans can live in harmony with nature. With about 5 miles of beach, the island is a great spot for shelling, fishing, and long walks, just to name a few. While you’re exploring the island, you’re likely to spot some wildlife like birds and alligators. Although we recommend seeing as much of the area as you can, we know you’ll love relaxing in your Captiva Island vacation rental!

  • All Seasons Villa

    4 beds · 4 baths

    Nicely updated property with everything you need for a wonderful Captiva Island vacation

  • Bayside Villa 4102

    1 bed · 2 baths

    Relax and Enjoy Beautiful Water Views from Your Captiva Bayside Villa 4102.

  • Bayside Villa 4108

    1 bed · 2 baths

    Bayside Villa 4108 | Renovated luxury and spacious comfort in the heart of Captiva, just steps from the island’s best dining, shopping, and attractions.

  • Bayside Villa 4222

    1 bed · 2 baths

    Enjoy Stunning Water Views from Your Captiva Bayside Villa.

  • Bayside Villa 4224

    1 bed · 2 baths

    Enjoy breathtaking bay views from this bright and spacious corner unit at Bayside Villas. Filled with natural light, this inviting condo offers unobstructed views of the Roosevelt Channel and Pine Island Sound. Relax on your private lanai while taking in beautiful waterfront scenery, or enjoy easy access to Captiva’s beaches, shops, and restaurants. The perfect island retreat for soaking up the sun, enjoying the views, and experiencing everything Captiva has to offer!

  • Bayside Villa 5130

    1 bed · 2 baths

    Your perfect island retreat in Captiva, this 1-bedroom, 2-bath villa offers beautiful bay views and an easy walk to the beach. Ideal for up to 4 guests, Bayside Villa 5130 blends laid-back coastal comfort with a prime location for a relaxing getaway.

  • Bayside Villa 5206

    1 bed · 2 baths

    Bayside Villa 5206 – your elevated escape in Captiva! Enjoy stunning bay views, a serene second-floor setting, and refined modern style designed for the perfect island getaway.

  • Bayside Villa 5234

    1 bed · 2 baths

    Bayside Villa 5234 | Your Perfect Captiva Getaway with Pool, Beach & Tennis

  • Bayside Villas 5142

    1 bed · 2 baths

    Bayside Villas 5142 | Coastal Luxury with Panoramic Water Views & Private Lanai

  • Beach Cottage 1408

    2 beds · 2 baths

    Beach Cottage 1408: Remodeled 2BR/2BA, Screened Lanai, Heated Pool located in CaptivaWake Up to the Waves: Enjoy Direct Gulf Views from Your Lanai, Plus Access to a Heated Pool.

  • Beach Cottage 1415

    3 beds · 2 baths

    Beach Cottage 1415: Newly Remodeled Gulf-Front Bliss in CaptivaModern Gulf-Front Luxury with In-Unit Laundry, Included Gear Credit, and Direct Views from the Screened Lanai.

  • Beach Cottage 1423

    2 beds · 2 baths

    Beach Cottage 1423 | Newly Remodeled Gulf-Front Tropical Getaway 

  • Beach House 13

    4 beds · 5 baths

    Beach Home 13: Your Premier Gulf-Front Escape on Captiva IslandPanoramic Sunset Views Await from the Second-Level Balcony and Just Steps from the Beach and Pickleball Court.

  • Beach House 15

    4 beds · 3 baths

    Beach House 15 | Direct Gulf-Front Home with Pool, Just Steps from the Sand and Community Amenities

  • Beach House 22

    4 beds · 4 baths

    Beachfront Retreat | Completely Renovated Home with Panoramic Sunset Views, Community Pool, Steps from the Beach

  • Beach House 29

    4 beds · 4 baths

    Beach House 29 | Captiva Island Beach-View Resort Home

  • Beach House 33

    4 beds · 3 baths

    Beach House 33 – Your Captiva Island Retreat Awaits4BR/3BA Gulf-View Home with Private Beach Access & VayKLife Beach Gear

  • Beach Villa 2001

    2 beds · 2 baths

    ✨ Captiva Chic Villas: Gulf Beach Villa 2001 – Modern Style Meets Island Charm ✨ With a splash of Miami flair and a laid-back island spirit, this privately owned 2BR/2BA villa delivers a carefree retreat on Captiva’s sugar-sand shoreline. Steps from the beach and Captiva Village, this villa blends comfort and fun with stylish ease. Watch dolphins splash and sunsets glow from your private screened lanai. Sleeps 6.

  • Beach Villa 2007

    1 bed · 1 bath

    Beach Villa 2007: Renovated 1BR Steps to Beach

  • Beach Villa 2028

    3 beds · 3 baths

    Beach Villa 2028 | Gulf-Front Condo with the Largest Floor Plan

  • Beach Villa 2112

    1 bed · 1 bath

    Luxury Gulf-front 1BR condo steps from the beach

  • Beach Villa 2117

    1 bed · 1 bath

    Enjoy Unforgettable Sunsets and Island Relaxation.

  • Beach Villa 2121

    3 beds · 3 baths

    Beach Villa 2121: Your Exclusive Two-Story Beach Villa with Direct Gulf ViewsYour Secluded Sanctuary Steps from the Sand and Captiva Village.

  • Beach Villa 2124

    3 beds · 2 baths

    Beach Villa 2124: Rare 2-Story Gulf-Front VillaCorner Unit w/ Loft, Sleeps 8!

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