Family-friendly holiday rentals in Captiva

Sundial G406 - Brand New w/Beautiful Beach Views

On the beach with top floor ocean views! Enjoy sparkling ocean views from this relaxing coastal retreat, just steps from the beach. This large condo sleeps 4 and was fully renovated to include an expanded custom kitchen & luxury bathroom with large walk-in shower. Top of the line coastal furnishings in every room. The spacious master bedroom offers gulf views, king bed and a full-size desk if you need a quiet space to work. WiFi has been fully upgraded to make streaming and video a breeze.

Welcome to Paradise at CollinsCoveCaptiva!

Welcome to your dream getaway in this beautifully updated, turnkey Key West-style home located in the heart of Captiva Island within walking distance to the village. Nestled in the charming Sunset Captiva community—lined with brick-paver streets—this home offers direct access to award-winning beaches and a private marina on the Bay. Boater’s Paradise? Immediate availability for the brand-new HOA-maintained boat docks. Or spend your days relaxing in the oversized, heated resort-style pool.

Gulf House with pool and generator.

Beautiful single family house with an elevator and backup generator right across the beach. Large kitchen with morning nook and dinning area overlooks the beach. Tastefully decorated with designer furniture. Private backyard, backs to nature reserve. Covered all season pool with shower, gas grill and outdoor dining table. Beautiful landscaping! Close proximity to restaurants and all amenities. Enjoy with beautiful sunsets from front yard or take a stroll on the beach across the street.

Steps To Private Beach Captiva Includes Golfcart

LABOR DAY SPECIALS Golf Cart and Club Membership Included North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly(small fee) accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach start making memories!

Waterfront - Bayside Villas Captiva

LOCATION, LOCATION, LOCATION! The 180 degree views from our screened in lanai are amazing! You get full views of the Bayside Marina, Pine Island Sound and the pool deck! This condo was recently renovated in June of 2025. Our place is privately owned so you still get access to the resort's beautiful public beach which is within walking distance across the road thru the Beach Villas path, the Bayside Villas pool and hot tub! We also provide beach chairs, an umbrella and a beach wagon!

Fredrickson's Corner

Fredrickson’s Corner is newly renovated (2023) and oozes old school captiva cottage charm! Home is steps to Captiva’s world famous beaches and Village and features 3 bedrooms / 2 baths. Our beach house is tastefully decorated with modern finishes and touches. With vaulted ceilings and numerous windows the sun shines bright. The master suite is large and spacious and the guest rooms offer plenty of comfort for family and guests. Pool and hot tub get amazing sun all day!

Coastal Chic Island Escape

Just 150 yards from Sanibel's peaceful beach, our home offers unmatched luxury: direct beach access, a heated saltwater pool, private pickleball/tennis court, and sea-view dining. A king suite, additional king bedroom, playful bunk room, and separate apartment provide comfort for all. Perfect for those seeking a serene escape, our home is not suited for loud gatherings or parties. Please help us preserve the tranquility of this special place. 28-day minimum.

Beachfront Island Retreat | 360 Views & Privacy!

Stella Maris is a beachfront family retreat on North Captiva with private beach access, panoramic Gulf views, and a 360° rooftop deck for sunrises, sunsets, and stargazing. Enjoy cathedral ceilings, a gourmet kitchen, formal dining with sunset views, and spacious living. All three bedrooms feature private en-suite baths. Relax in the hot tub, lounge outdoors, and explore the island with a private golf cart included during your stay.

"Seaspray" - beachfront, Amazing GULF VIEWS!

Hurricane Update: When Hurricane Ian hit on September 28, 2022 it devastated the island. Many complexes are still recovering. There is a likelihood that you will hear construction noises throughout your stay from our complex or neighboring complexes depending on the dates of your stay. We appreciate you being part of the healing process. There are plenty of local restaurants and shops to experience during your stay! #SanibelStrong