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Find Historic Hotels in Sanibel Captiva Island, FL from $125

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Top Sanibel Captiva Island Historic Hotels

Ocean's Reach Condominiums
3 out of 5
2230 Camino del Mar, Sanibel, FL
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4.8/5Exceptional! (110 reviews)
Beautiful inside and out

"My husband and I were schedule to be at Oceans reach from 8/31/17 to 9/10/17. Upon check in we found the staff to be very friendly and helpful. The property is beautifully maintained. Our condo was very nice and furnished in a very pleasing beach theme. We did have to be evacuated from the island ..."…"

Reviewed on Sep 15, 2017

Ocean's Reach Condominiums
Tarpon Tale Inn
3 out of 5
367 Periwinkle Way, Sanibel, FL
The price is $175 per night from Sep 26 to Sep 27
4.7/5Exceptional! (240 reviews)
birthday getaway

"Very quaint short walk to the Beach the lighthouse cafe is right across the street for a great breskfast"…"

Reviewed on Jun 7, 2020

Tarpon Tale Inn
Island Inn
3 out of 5
3111 W Gulf Dr, Sanibel, FL
The price is $139 per night from Sep 28 to Sep 29
4.6/5Exceptional! (958 reviews)

"Beautiful beach views throughout the property with plenty of things to do from shuffleboard and horseshoes to swimming in the pool or at the beach and grilling. Hammocks and lounge chairs available throughout the property. Bikes, kayaks and paddleboard rentals available. Staff was always friendly. ..."…"

Reviewed on Sep 20, 2020

Island Inn

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Sanibel Siesta on the Beach
3.5 out of 5
1246 Fulgur St, Sanibel, FL
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4.5/5Wonderful! (134 reviews)
Great place.

"Great place. Would go again."…"

Reviewed on Sep 6, 2019

Sanibel Siesta on the Beach
Kona Kai Motel
3 out of 5
1539 Periwinkle Way, Sanibel, FL
The price is $139 per night from Sep 27 to Sep 28
4.4/5Excellent! (714 reviews)

"Super cute, clean and comfortable. We will definitely stay here again when in the area."…"

Reviewed on Sep 14, 2020

Kona Kai Motel
Seaside Inn
3 out of 5
541 E Gulf Dr, Sanibel, FL
Free CancellationReserve now, pay when you stay
The price is $169 per night from Sep 28 to Sep 29
4.4/5Excellent! (1,182 reviews)

"We truly enjoyed our stay. Staff was very friendly. We spent most our time between the pool and the beach (30 seconds apart). Bikes available to check Sanibel. Perfect place to relax"…"

Reviewed on Aug 16, 2020

Seaside Inn
Beachview Cottages
3 out of 5
3325 West Gulf Drive, Sanibel, FL
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4.4/5Excellent! (17 reviews)

"Close to the beach, quiet. Room was a little small bath room really small but loved our stay great place to relax"…"

Reviewed on Jan 15, 2019

Beachview Cottages
Casa Ybel Resort
3.5 out of 5
2255 W. Gulf Dr., Sanibel, FL
The price is $284 per night from Sep 27 to Sep 28
4.3/5Excellent! (270 reviews)

"you couldn't ask to be any closer to the beach. Staff was great and so were the amenities."…"

Reviewed on Sep 9, 2020

Casa Ybel Resort
West Wind Inn
3 out of 5
3345 West Gulf Drive, Sanibel, FL
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4.3/5Excellent! (956 reviews)

"It was clean, staff was friendly and helpful. Beach is right there! It was great."…"

Reviewed on Aug 31, 2020

West Wind Inn
Panoramic Waterfront Views From Well Appointed South Seas Located Bayside Villa
4.3/5Excellent! (28 reviews)
Great Sunrises

"Great location on the island! Unit was clean and had more then enough towels, pillows, blankets, ect. The lanai overlooked the bay which offered great sunrises in the morning. There were also a bunch of beach and pool equipment such as umbrellas, chairs, coolers and floats to use although we didn't ..."…"

Reviewed on Sep 2, 2020

Panoramic Waterfront Views From Well Appointed South Seas Located Bayside Villa
Waterside Inn on the Beach
2 out of 5
3033 West Gulf Drive, Sanibel, FL
The price is $152 per night from Sep 25 to Sep 26
4.3/5Excellent! (621 reviews)

"This is a quiet, clean and relaxing place to stay. The staff was great. We loved the pool and being on the beach. We will stay here again in the future."…"

Reviewed on Sep 9, 2020

Waterside Inn on the Beach
Shalimar Cottages and Motel
2.5 out of 5
2823 West Gulf Drive, Sanibel, FL
The price is $195 per night from Sep 27 to Sep 28
4.3/5Excellent! (206 reviews)

"My only complaint which is just personal was the hot water ran out pretty quick. But it wasn’t anything horrible. I would definitely stay there again."…"

Reviewed on Sep 8, 2020

Shalimar Cottages and Motel
Sundial Beach Resort & Spa
3 out of 5
1451 Middle Gulf Drive, Sanibel, FL
Free CancellationReserve now, pay when you stay
The price is $194 per night from Oct 1 to Oct 2
4.3/5Excellent! (2,203 reviews)

"Place was clean, well kept grounds, and beach was great ! good spot to go with the family"…"

Reviewed on Sep 5, 2020

Sundial Beach Resort & Spa
Tween Waters Island Resort & Spa
3 out of 5
15951 Captiva Drive, Captiva, FL
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4.2/5Excellent! (987 reviews)

"We loved the location of this property. The beach was wonderful. We were disappointed by the quality of our beds, the mattresses were worn out and the pillows were cheap and provided no support. We expected a better night’s sleep for the price we paid. We stayed in the Seagrape building and enjoyed ..."…"

Reviewed on Aug 17, 2020

Tween Waters Island Resort & Spa
South Seas Island Resort
3.5 out of 5
5400 South Seas Plantation Rd, Captiva, FL
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4.1/5Very Good! (979 reviews)

"Nice property. Very quiet in a good way! Beach villas were older but well maintained."…"

Reviewed on Sep 22, 2020

South Seas Island Resort
Anchor Inn and Cottages
2 out of 5
1245 Periwinkle Way, Sanibel Island, Sanibel, FL
The price is $127 per night from Sep 29 to Sep 30
4.1/5Very Good! (413 reviews)

"I loved how friendly the staff was. Everyone was very attentive and helpful. I would recommend Anchor Inn and Cottages to my friends and family."…"

Reviewed on Sep 14, 2020

Anchor Inn and Cottages
Sunset Beach Inn
3 out of 5
3287 West Gulf Dr, Sanibel, FL
Free CancellationReserve now, pay when you stay
The price is $134 per night from Sep 27 to Sep 28
3.9/5Very Good! (989 reviews)

"Clean room, right next to the ocean, had a comfy night's sleep"…"

Reviewed on Sep 19, 2020

Sunset Beach Inn
Captiva Island Inn
3 out of 5
11509 Andy Rosse Lane, Captiva, FL
The price is $125 per night from Oct 14 to Oct 15
3.9/5Good! (240 reviews)

"Its a wonderful place for a weekend get away. Safe and very clean specially in these new times. Will definitely return."…"

Reviewed on Aug 10, 2020

Captiva Island Inn
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Guide to Sanibel Captiva Island Historic Hotels

When you go on a Sanibel Captiva Island trip out of town, it is easy to pick a chain you are familiar with, or a modern hotel. You know that your accommodation will have all the essentials. However, staying in an in a more unique location can elevate your getaway. Staying in a Sanibel Captiva Island historic hotel still gives you a well-appointed room and one with loads of character. Moreover, it affords you the opportunity to immerse yourself in Sanibel Captiva Island's past.

If These Walls Could Talk

A visit to one of these Sanibel Captiva Island historic accommodations can transport you to a historic era as soon as you step into the front door. From old-world facades to some of the oldest hotels in Sanibel Captiva Island infused with a colorful past, these surroundings will make you instantly think like you are a time traveler, not a tourist. Luckily, you won't have to actually live in the past. Although these hotels are vintage, they have many modern conveniences to help you keep in touch or relax on your stay. You will find your room outfitted with a comfy bed and just about everything else you'll want for a wonderful getaway.

After you have explored the hotel property, you can tour the art galleries and famed landmarks to take in more of the region's culture. Of course, all this hopping through history can stimulate your appetite. Be sure to speak with your hotel's front desk to point you to where their favorite areas to grab a cold one or dinner in Sanibel Captiva Island are. You can also read the reviews section and see the places other guests to Sanibel Captiva Island think is worth a visit.

Your Sanibel Captiva Island Hotel Is Waiting

Sanibel Captiva Island has 1523 vintage hotels that possess the look and feel of another era. Some of these famous hotels are where renowned musicians may have stayed. You are sure to reserve an accommodation possessing all the in-room amenities and the qualities you desire. Take advantage of the great Sanibel Captiva Island deals here at Expedia, and make your visit one to remember with a stay in one of these unique accommodations.

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Travelers Loved These Historic Hotels