Southwest Florida Vacation Rentals

All of Our Captiva, Sanibel, & Pine Island Vacation Rentals

If you're looking for rental homes on Sanibel or Captiva Island, you've come to the right place! We have the best selection of vacation rentals in the area and strive to make your trip as effortless as possible. That's why you'll find keyless entry, high-speed wireless internet, spotless cleaning/housekeeping, and luxury resort-style linens in every Dream Vacation Rentals home. We also make sure to have reservation team members ready and able to assist you 24/7 during your stay.

Whether you're looking for a one-bedroom condo right on the water or a large beach house to accommodate your entire group, we're sure to have a place that meets your wants and needs. We also offer long-term rentals for guests who would like the experience our little slice of heaven like a local for a month or more.

If you don't have a preference between staying on Captiva Island or Sanibel Island, you have more than 110 vacation rentals to choose from! Whichever island you land on, you'll love. Both are known for some of the best shelling in the world and conserving the beauty of the barrier islands. That's why you won't find a single stoplight. With 15 miles of pristine beaches, you couldn't find a better place for a beach vacation! The easiest way to explore these breathtaking islands is to book a Dream Vacation Rentals property, so you can have peace of mind knowing that you'll be taken care of during your stay.

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Sanibel, FL
  • 8 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • Code: Gulf Pines
  • Pets Allowed
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Captiva, FL
  • 16 Guests
  • 7 Bedrooms
  • 8 Bathrooms
  • Code: New Latitude
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Sanibel, FL
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: Pointe Santo E6
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Fort Myers, FL
  • 8 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Sabal Pointe at Majestic Palms 1004
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Captiva, FL
  • 11 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • Code: Sanga Na Langa No Worries
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Sanibel, FL
  • 6 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • Code: Shorewood 3B
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Captiva, FL
  • 11 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • Code: South Seas Beach House 29
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Captiva, FL
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: South Seas Beach Villa 2318
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Captiva, FL
  • 6 Guests
  • 2 Bedrooms
  • 3 Bathrooms
  • Code: Sunset Captiva 17
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Sanibel, FL
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Surfside 12 C4
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Starting at (USD)

$150.00

Villa Sanibel 2B
Sanibel, FL
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: Villa Sanibel 2B
View Rental
Starting at (USD)

$525.00

Captiva Breeze Pool Home near beach
Captiva, FL
  • 10 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • Code: Captiva Breeze
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Sanibel, FL
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Shorewood 1C
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Sanibel, FL
  • 8 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Sanibel Umbrella
  • Pets Allowed
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Starting at (USD)

$105.00

Loggerhead Cay 433 Pool Beach and More
Sanibel, FL
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: Loggerhead Cay 433
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Sanibel, FL
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: Loggerhead Cay 342
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Captiva, FL
  • 10 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • Code: South Seas Beach House 18
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Starting at (USD)

$500.00

Palmflower House
Captiva, FL
  • 10 Guests
  • 5 Bedrooms
  • 4 Bathrooms
  • Code: Palmflower House
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Sanibel, FL
  • 4 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Sundial C408
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Sanibel, FL
  • 10 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • Code: Bunting Lane
  • Pets Allowed
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Starting at (USD)

$150.00

Sundial H110 Sanibel Beach Resort
Sanibel, FL
  • 4 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Sundial H110
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Starting at (USD)

$497.00

Villa Dolce Vita Luxury Style Home
Sanibel, FL
  • 12 Guests
  • 5 Bedrooms
  • 5 Bathrooms
  • Code: Villa Dolce Vita
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Sanibel, FL
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Sundial T201
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Captiva, FL
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: South Seas Lands End 1625
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