Sanibel & Captiva Vacation Rentals with Pools

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Villa

Sanibel Causeway New Pool Villa

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3 bedrooms

Pool
$268 per night incl. taxes & fees Rate based on Dec 4 – Dec 11 View Deal Book on Trip.com

Vacation Home

Pool Fully Remodeled in 2026

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3 bedrooms

Pool
$461 per night incl. taxes & fees Rate based on Dec 4 – Dec 11 View Deal Book on Trip.com

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Sanibel & Captiva Vacation Rentals with Pools

We list 26 Sanibel & Captiva vacation rentals with pools, about 23% of the places to stay we compare in Sanibel & Captiva. Nightly prices start at $155, and the typical stay is about $355 a night. They range from 1 to 5 bedrooms. They book on Trip.com, and the list above puts their stays side by side so you can compare photos, ratings and prices first.

Sanibel & Captiva Vacation Rentals with Pools FAQ

How much do Sanibel & Captiva vacation rentals with pools cost?

From $155 a night, and about $355 for a typical stay. These are sample rates for the dates on each stay; open a deal with your dates for the exact price, including fees and taxes.

How many Sanibel & Captiva vacation rentals with pools are there?

We compare 26 of them in Sanibel & Captiva right now. Add your dates above to see which are free when you want to go.

What else do Sanibel & Captiva vacation rentals with pools have?

Of these stays, 1 welcome pets, 4 have a hot tub and 6 have four or more bedrooms. Combine the filters above to narrow them down.

What should I check before booking?

Some pools are private and heated indoors, others are a shared resort pool that’s only open in summer. Check the listing for which kind it is and when it’s open.

How do I book?

Pick a stay and choose View Deal. You book directly on Trip.com, which handles payment, confirmation and support. 41 Vacations doesn’t charge you anything; we may earn a commission from the partner.

About Sanibel & Captiva

Sanibel and Captiva are neighboring barrier islands off Florida’s southwest coast, known for some of the best shelling beaches in the country, protected wildlife areas and a slow, low-rise pace. There are no high-rise towers here, just beach resorts, inns and cottages.
Where to stay

Sanibel has most of the places to stay, from beachfront resorts along West Gulf Drive to small inns near Periwinkle Way, the island’s main road with shops and restaurants.
Captiva, reached by driving across Sanibel, is smaller and more secluded, with resorts known for sunsets and boating.

Things to do
Go shelling at low tide, bike the island’s paths, and visit the J.N. “Ding” Darling National Wildlife Refuge for birds and wildlife. Captiva is a classic spot for sunset.
Best times to visit

Best overall: March through May: warm, dry and sunny, with good shelling and active wildlife.
Best value: Summer and early fall bring the lowest rates and the quietest beaches.
Busiest: January through April, when winter visitors fill the islands and rates peak.
Weather to know: Summer is hot and humid with daily afternoon storms. Hurricane season runs June through November, peaking from mid-August through early October.

Getting there
Southwest Florida International Airport (RSW) in Fort Myers is about 40 minutes from Sanibel. A toll causeway connects the island to the mainland.

Flying in? Compare flights on CheapOAir

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