Chicago\92s Best Vacation Rentals - Vacation Rentals in Bolivar Peninsula

Beautiful 4 Bedroom, 3 bath Beach Home. Sleeps 16. in Crystal Beach From US $556
         

10.0 (57 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Little Pink House Home in Bolivar Peninsula From US $297
         

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New
House
  • Breakfast
  • Child Friendly
  • Internet
Walk to Crystal Beach: 'the Sandbar Escape' in Port Bolivar From US $743
         

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10.0 (1 Review)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Looney Dunes Home in Bolivar Peninsula From US $185
         

New
House
  • Breakfast
  • Child Friendly
  • Internet
Walk to Sand! Home w/Wide-open Ocean Views + Bar in Port Bolivar From US $526
         

Knot Flying home in Bolivar Beach From US $250
         

9.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Breakfast
Relax in our 3-bedroom retreat in Crystal Beach in Crystal Beach From US $339
         

10.0 (199 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Dramatic Ocean Views*Seconds to Beach*3 bdrm House*Sleeps 12 in Crystal Beach From US $414
         

Splash Spacious 3BD 3bath Beachfront! Steps to Beach! in Bolivar Peninsula From US $395
         

10.0 (164 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Beach Front Home, Huge Deck, Sleeps 12 in Crystal Beach From US $526
         

9.6 (258 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Changes in Latitudes: 2nd Row Gulf Views/4BR, Sleeps 14 in Crystal Beach From US $352
         

9.8 (126 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Looney Dunes: 3 BR, 3 BA House in Crystal Beach, Sleeps 18 in Bolivar Peninsula From US $500
         

Chillin Beach at Crystal Beach, 976 Stingaree in Crystal Beach From US $688
         

La' Bella Vie - 3 Bedroom - 2 Bath - Sleeps 10 in Crystal Beach From US $401
         

10.0 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Pelican Crossing: 4 BR, 3 BA House in Crystal Beach, Sleeps 14 in Bolivar Peninsula From US $488
         

Surf Shak: 2 BR, 2 BA House in Crystal Beach, Sleeps 8 in Crystal Beach From US $239
         

9.4 (36 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Pro Tip: Chicagosbestvacationrentals makes it easy to compare the best listings on Chicagosbestvacationrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Chicagosbestvacationrentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Bolivar Peninsula.

Weather in Bolivar Peninsula

View the weather forecast for Bolivar Peninsula before booking your Bolivar Peninsula Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Bolivar Peninsula Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Bolivar Peninsula?
How many vacation rentals are available in Bolivar Peninsula?

Currently, the total number of properties listed in 2026 is over 2868 in the Bolivar Peninsula area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Bolivar Peninsula.