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Come Shelling at Montishello!!

House
Welcome to Monteshello on Jefferson- 239 JeffersonPool AreaWelcome to Monteshello on Jefferson- 239 JeffersonGrill Area Behind HousePool Area
Montishello on Jefferson
Sleeps 8
3 Bedrooms
3 Full Baths

Top Reasons to Book Montishello on Jefferson:

* Private Pool

* Pet Friendly (Additional Fees Apply)

* 401 Yards to Beach Access #22

* 1.7 Miles to Times Square

* Professionally Managed

Nestled just steps from the sandy shores of Fort Myers Beach, Montishello on Jefferson welcomes you with its charming facade and inviting atmosphere. This delightful abode offers more than just a catchy name - it promises a memorable retreat filled with shell hunting, relaxation, and joyful moments. Step inside this tropical haven to discover a thoughtfully designed layout, perfect for families and friends seeking comfort and convenience.

All bedrooms and 2 full bathrooms are upstairs while there is a convenient full bathroom in the lower level near the pool.

The kitchen, a chef's delight, beckons culinary adventures, while the living room's large windows frame picturesque views of the lush surroundings, blurring the line between indoors and outdoors. Outside, a private oasis awaits. The large private pool features plenty of lounge and Adirondack chairs for fun in the sun. The spacious covered seating off the pool provides the perfect setting to cool off and relax.
As for the bedrooms, the second level boasts a primary bedroom with a king bed, along with two guest bedrooms furnished with a king and a queen bed. The living room on this level also features a queen sleeper sofa for added accommodation. With its prime location, Montishello on Jefferson provides easy access to a myriad of recreational activities, from boating and fishing to water sports and unforgettable sunsets over the Gulf of Mexico. Get ready to create cherished memories in this adorable home away from home.

The Bed Setup:
2nd Level:
Primary Bedroom: King Bed
Guest Bedroom: King Bed
Guest Bedroom: Queen Bed
Living Room Queen Sleeper Sofa


**If you are traveling with a pet, please call the reservations team within 24 hours of placing your reservation. Guests are responsible for paying a non-refundable pet fee for dogs under 30lbs is $200 per dog; dogs above 30lbs is $300 per dog.*

*This property does not allow parties of adults under the age of 25.*

Area Activities:

Welcome to Fort Myers Beach! There are multiple state parks nearby that are waiting for your adventures. Jump on the trolley to take you south to the secluded Lover's Key State Park or go north to Bowditch Point Park. The Fish Tale Marina offers boat rentals and dockage for those wanting to get out on the water. Travel around the island in style in a rented Moke or golf cart. Trolley service is also available from Estero Boulevard to the Times Square area, the central hub of Fort Myers Beach. Several restaurants, shops, and bars have come back since the hurricane. If a day trip is what you are looking for check out the Key West Express for an unforgettable trip to Key West. Don’t forget to see Sanibel Lighthouse which is less than 15 miles away! Please note that the area is currently rebuilding after Hurricane Ian. Despite the changes, the island continues to get better and better, inviting you to bask in the sun, sand, and amazing sunsets once again. As local restaurants continue to reopen, you'll have lots of opportunities for entertainment and dining experiences. We're excited to welcome you back.

165 Jefferson St
STR - 22-0234

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Top 5 Amenities
Beach Access
Dogs Over 30lb
Dogs Under 30lb
Private Pool
Short Walk to Beach

Room Arrangements

Primary Bedroom

1 King Bed

2nd Level

Guest Bedroom

1 King Bed

2nd Level

2nd Guest Bedroom

1 Queen Bed

2nd Level

Living Room - 2nd Level

1 Sofa Sleeper Bed

Queen Sleeper Sofa

Primary Bathroom

2nd Level

Guest Bathroom

2nd Level

Lower level bathroom

Lower level bathroom

Availability
Location
41 Reviews
5.0  

Stayed March 2026

5/5 
"Very nice place in quiet area. Easy walk to the beach. We rented a golf cart and loaded it up and parked it at a beach access just a few minutes away. House was clean with a well stocked kitchen. pool is clean and nice. Loved having the mini kitchen with sink, microwave ,oven burner, hot plate at the pool! Enjoyed having the third bathroom poolside. Six Tommy Bahama chairs and small beach umbrella that were in the garage were utilized daily. We really appreciated that! We left behind another umbrella and some toys for the next people . Would suggest putting some more hooks in bathroom and some outside up so we can dry towels without hanging over furniture, banisters, etc. (which the rules say not to do)."
Allison
Customer Relations Representative
Thank you for your detailed review! We're so glad you enjoyed the quiet location, easy beach access, and all the thoughtful amenities like the mini kitchen, poolside bathroom, and beach chairs. We appreciate your suggestions about adding more hooks and will take that into consideration for future improvements. Thank you also for leaving items for the next guests—it’s very thoughtful! We’d love to host you again.

Stayed February 2026

5/5 
"Felt right at home in this cozy home with screened in front porch, private pool, and outdoor entertainment space. Walk to beach with the provided wagon, beach chairs, and umbrella. Very relaxing and had everything we needed."

Stayed January 2026

5/5 
"Amazing home with everything you need. We enjoyed everything about the Jefferson St beach home. No complaints at all"
Allison
Customer Relations Representative
Thank you, Michelle! Glad the Jefferson St beach home had everything you needed and that you enjoyed your stay. We appreciate the kind words and hope to host you again soon.