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Home Rentals
Bella Vita
2+ Den bedrooms, 2 bathrooms
Monthly rental - A beautiful life is within your grasp at this inviting tropical estate on Sanibel Island. Vaulted ceilings, a cozy fireplace and a stylish den can entice even the...(view the unit)
Blissful Bayou
3 bedrooms, 2.5 bathrooms
Monthly rental - Comfortable, chic and charming…this stilted home in Sanibel Bayous offers the best of everything for your extended stay on the island. Two bedrooms, two and one-half...(view the unit)
Cottage By the Sea
2 bedrooms, 2 bathrooms
Monthly rental - This two-bedroom charming cottage home is conveniently located off Middle Gulf Drive in the heart of Sanibel Island. This meticulously maintained residence is well...(view the unit)
Island Rendezvous
3 bedrooms, 2 bathrooms
Monthly rental - Tucked away on the cul-de-sac at the end of East Rocks Drive, Island Rendezvous is the perfect cottage style home for your extended stay on Sanibel. Ascend the stairs...(view the unit)
Kellys Kove
3 bedrooms, 3 bathrooms
Monthly rental - We are sure you'll be "reeled" in by this spacious three bedroom, three bath home. Located on a Gulf access canal that goes to San Carlos Bay, Kelly's Kove is truly a...(view the unit)
Las Palmas
3 bedrooms, 3 bathrooms
Monthly rental - This lovely 3 bedroom Sanibel Island home is beautifully decorated and very well equipped. The second floor location of the master suite offers privacy with its own...(view the unit)
Majestic Mornings
3 bedrooms, 2.5 bathrooms
Monthly rental - Nestled at the end of a cul-de-sac off Sanibel-Captiva Rd., this 2650 square foot cottage style home provides privacy and plenty of space for an extended stay. World...(view the unit)
Osler
3 bedrooms, 2 bathrooms
Weekly rental - This ground level Florida-style home is just 100 yards from the Gulf of Mexico and the warm sandy beach. The living room features a large-screen TV, perfect for sporting...(view the unit)
Osprey Landing
3 bedrooms, 2 bathrooms
Monthly rental - Located in the East Rocks area off West Gulf Drive, Osprey Landing is a stilted lakefront home set amid lush, mature landscaping and is just 5-7 minutes from the Gulf of...(view the unit)
Pampaya
3 bedrooms, 3 bathrooms
Monthly rental - Pampaya is located off Sanibel-Captiva Road on a direct access canal leading to Pine Island Sound. The high ceilings, open floor plan, home theater system and gourmet...(view the unit)
Pelican Bend
3 bedrooms, 2 bathrooms
Monthly rental - This stilted home in the Sea Oats subdivison is the perfect Sanibel Island retreat. Three bedrooms and two bathrooms will accommodate up to eight guests and features...(view the unit)
Pelican Point
2 bedrooms, 2 bathrooms
Monthly rental - Uniquely located on an inlet of Blind Pass, this Florida style cottage is ideal for the wildlife and fishing enthusiast. You're also within walking distance to...(view the unit)
Sea Tulip
2 bedrooms, 2 bathrooms
Monthly rental - Sea Tulip is conveniently located off West Gulf Drive on Rabbit Road and is just a short stroll to the Gulf beach. You'll love the privacy of the screened-in, heated...(view the unit)
The Tree House
3 bedrooms, 2 bathrooms
Monthly rental - Tucked away in a lush subdivision on Sanibel Island sits the perfect home for your Florida family vacation. The tropical decor of this 3 bedroom house encourages you to...(view the unit)
Toucan House
3 bedrooms, 2 bathrooms
Monthly rental - Enjoy abundant nature from this peaceful neighborhood or take a short walk to one of Sanibel Island's finest beaches, Bowman’s Beach. This charming home with an airy,...(view the unit)
Condo Rentals
Loggerhead Cay - Unit 191
2 bedrooms, 2 bathrooms
Weekly rental - This family friendly beach-front complex on East Gulf Drive promises a great fun-filled vacation for everyone. Enjoy beautiful views of the Gulf or the lushly...(view the unit)
Loggerhead Cay - Unit 273
2 bedrooms, 2 bathrooms
Weekly rental - This family friendly beach-front complex on East Gulf Drive promises a great fun-filled vacation for everyone. Enjoy beautiful views of the Gulf or the lushly...(view the unit)
Loggerhead Cay - Unit 353
2 bedrooms, 2 bathrooms
Weekly rental - This family friendly beach-front complex on East Gulf Drive promises a great fun-filled vacation for everyone. Enjoy beautiful views of the Gulf or the lushly...(view the unit)
Sea Pines - Unit F
2 bedrooms, 3 bathrooms
Monthly rental - This townhome unit overlooking the Sanibel River is conveniently located on Middle Gulf Drive. Close to shops and restaurants, this spacious unit has two bedrooms plus...(view the unit)


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For more information on vacation homes on Captiva Island or Sanibel Island,
contact us at vacation@sanibelholiday.com
(800) 572-6423, (239) 472-6565
630 Tarpon Bay Road, Unit 9 * Sanibel Island, Florida 33957
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