Find Historic Hotels in Caribbean Isle, FL

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Check availability on Caribbean Isle Historic Hotels

Tonight
Sep 5 - Sep 6
Tomorrow
Sep 6 - Sep 7
This weekend
Sep 5 - Sep 7
Next weekend
Sep 12 - Sep 14

Top Caribbean Isle Historic Hotels

Our top choices for Caribbean Isle historic hotels

Holiday Inn Express Pensacola Downtown by IHG
Terrace/patio

Holiday Inn Express Pensacola Downtown by IHG

2.5 star property
9.2 out of 10, Wonderful, (805)
"Perfect location. Will definitively stay there again."
$148 nightly
The price is $167
Sep 14 - Sep 15
Total with taxes and fees
Holiday Inn Express Pensacola Downtown by IHG
The Oyster's Pearl @ Seashell Cottages, Large Yard, for Your Boats & More!
Fridge, microwave, oven, stovetop

The Oyster's Pearl @ Seashell Cottages, Large Yard, for Your Boats & More!

8.8 out of 10, Excellent, (34)
"Great house..Great Owner...Great location.. Perfect weather.. yea its pet friendly..our 2nd time staying here.. nice & quite neighbor.. "
$237 nightly
The price is $252
Sep 7 - Sep 8
Total with taxes and fees
The Oyster's Pearl @ Seashell Cottages, Large Yard, for Your Boats & More!
Oyster Bay Boutique Hotel
Lobby sitting area

Oyster Bay Boutique Hotel

3.5 star property
9.4 out of 10, Exceptional, (17)
"Clean, quiet and absolutely beautiful inside and out! Staff was super friendly! Would definitely stay there again!"
$465 nightly
The price is $524
Oct 6 - Oct 7
Total with taxes and fees
Oyster Bay Boutique Hotel
Spectacular Beach Front Views! Free Lazy Days Beach Chairs & Umbrella Included!
Outdoor dining

Spectacular Beach Front Views! Free Lazy Days Beach Chairs & Umbrella Included!

9.6 out of 10, Exceptional, (343)
"The condo was as described, great location and well stocked."
$388 nightly
The price is $431
Sep 12 - Sep 13
Total with taxes and fees
Spectacular Beach Front Views! Free Lazy Days Beach Chairs & Umbrella Included!
Top floor! Complimentary beach chairs! Amazing view!
On the beach, sun loungers

Top floor! Complimentary beach chairs! Amazing view!

9.4 out of 10, Exceptional, (118)
"We had a wonderful time with the best views of the ocean and the gulf! Everything was just as described and pictured on the site, with added bonuses. "
$293 nightly
The price is $324
Sep 14 - Sep 15
Total with taxes and fees
Top floor! Complimentary beach chairs! Amazing view!
Directly on the Ocean! Beautiful Views! Free Beach Chairs and Umbrella sleeps 6
On the beach

Directly on the Ocean! Beautiful Views! Free Beach Chairs and Umbrella sleeps 6

9.6 out of 10, Exceptional, (89)
"This condo is perfect. It is clean.The location is great and the beach is so close!"
$500 nightly
The price is $555
Sep 18 - Sep 19
Total with taxes and fees
Directly on the Ocean! Beautiful Views! Free Beach Chairs and Umbrella sleeps 6
Amazing Beach & Sunset Views, Free Lazy Days Beach Chairs/Umbrella provided
On the beach, sun loungers, beach towels

Amazing Beach & Sunset Views, Free Lazy Days Beach Chairs/Umbrella provided

9.4 out of 10, Exceptional, (222)
"Perfect location, amazing views and beach. Condo is perfect and comfy for our family of 4."
$580 nightly
The price is $644
Sep 28 - Sep 29
Total with taxes and fees
Amazing Beach & Sunset Views, Free Lazy Days Beach Chairs/Umbrella provided
Ocean Front Penthouse Suite Panoramic Views of Gulf,Pensacola Beach,Pier, & Bay
On the beach

Ocean Front Penthouse Suite Panoramic Views of Gulf,Pensacola Beach,Pier, & Bay

9.8 out of 10, Exceptional, (288)
"Repeat visitor to the area and this property with family. Property is always well kept in an excellent location with access to the beach and other entertainment. Will be back soon."
$341 nightly
The price is $379
Sep 25 - Sep 26
Total with taxes and fees
Ocean Front Penthouse Suite Panoramic Views of Gulf,Pensacola Beach,Pier, & Bay
Pet friendly on the beach in uncrowded building
On the beach, beach towels

Pet friendly on the beach in uncrowded building

8.4 out of 10, Very Good, (39)
"Love this condo. Great location with privacy and just a good all around place! "
$359 nightly
The price is $375
Sep 12 - Sep 13
Total with taxes and fees
Pet friendly on the beach in uncrowded building
Gorgeous beachfront condo w/ocean views, shared pool, and beach access
A heated pool

Gorgeous beachfront condo w/ocean views, shared pool, and beach access

9.2 out of 10, Wonderful, (83)
"This was the perfect spot for not only an amazing view but the sound of the ocean, the soft breeze, the ability to be in the water in minutes made this the perfect vacation spot that will build lifelong memories.We will definitely be back !!!!"
$300 nightly
The price is $334
Sep 18 - Sep 19
Total with taxes and fees
Gorgeous beachfront condo w/ocean views, shared pool, and beach access
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Caribbean Isle Hotel Reviews

The Pensacola Beach Resort

The Pensacola Beach Resort

10/10 Excellent
"Friendly service, polite and respectful staff, clean and comfortable rooms, located in walking distance from shoping centrall squear, wirh beautiful golf view... "
irina 7-night trip
Posted 2 days ago
The Pensacola Beach Resort

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