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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
40 Reviews
5.0  

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"

Stayed January 2026

5/5 
"Had an amazing stay at Jefferson st. The house was as depicted in the photos. Has everything you would need for a relaxing beach vacation. Beach chairs, cooler and a beach wagon to pull everything to very short walk across the street to the beach. We left a beach umbrella for the next guests to enjoy. The pool and backyard were clean and relaxing. We loved everything about this house and our stay! Would definitely recommend"
Allison
Customer Relations Representative
Thank you for your wonderful review! We’re thrilled to hear you enjoyed your stay at Jefferson St. and found the home well-equipped for a relaxing beach vacation. It’s great to know you appreciated the easy beach access, pool, and backyard, and we truly appreciate your thoughtful gesture for future guests. Your recommendation means a lot, and we’d love to welcome you back anytime!