Seasonal Rentals for 2027


Properties Available 33 properties available
Your seasonal rental carriage home is tucked away at the end of the building and being situated on the corner you get extra windows for additional light. Your rental includes a paver driveway and sidewalk along with a 1 car attached garage. We make it easy to go to the beach as we have 2 beach chairs, a beach cart and umbrella and a boogie board
Beautiful Corner Unit in Woods Edge W Brand New Kitchen Community Pool Close to Beach
Condominium Pet Friendly
$117 - $240 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Key Features of this Second Floor Condo:Accommodates Up to 6 Guests:*Main bedroom with king bed, en-suite bath with single vanity and shower, and sliding doors to the lanai.*Guest bedroom with queen bed; second full bath located just outside the room.*Living room with queen sleeper sofa for 2 additional guests.Comfort & Convenience:*Full laundry ro
A 2 Waterfront Condo Near Naples Bay Beaches
Condominium Pet Friendly
$125 - $500 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Live the Southwest Florida lifestyle at Copperleaf at The Brooks, a private gated bundled golf community in Estero. This seasonal (monthly+) rental offers a rare opportunity for transferable club amenities and dining privileges, allowing guests to enjoy championship golf, resort-style pool, fitness center, tennis, bocce, and multiple on-site dining
Relax All Season Pool Spa Golf Included
House
$185 - $1,500 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Discover an expansive retreat in our condominium, boasting just under 1500 square feet of living space adorned with lofty 10-foot ceilings throughout. Situated on the fourth floor, access is granted effortlessly via a common elevator or a set of stairs, offering convenience for all residents.The heart of this residence unfolds through its thoughtfu
Elegant Oasis in Majestic Palms of Ft Myers
Condominium
$90 - $750 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (1)
The main bedroom of this villa has a King bed with an attached bathroom and a small TV for your enjoyment. The guest bedroom, which is great for your kids or grand kinds comes with a Queen bedThis villa has an attached 1 car garage for your exclusive use along with parking in the driveway. You can also use the washer and dryer in the laundry room
Lake View Villa with a 1 Car Garage 2 Bedrooms in Lakeside of Naples Fl
Villa
$125 - $500 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Welcome to your luxury extended-stay retreat in the desirable Majestic Palms community. Situated on the top (4th) floor with elevator access, this newly built (2023) 3-bedroom, 2-bathroom residence features soaring 10-foot ceilings, high-end chandeliers, and tranquil freshwater lake views.Designed specifically for seamless mid and long-term stays,
Top Floor Lake View Oasis 4 Mi to Beach Heated Pool Gym
Condominium
$90 - $500 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Key Features of this First Floor Condo:Accommodates Up to 6 Guests:*Main bedroom with king bed, en-suite bath with single vanity and shower, and sliding doors to the lanai.*Guest bedroom with two twin beds; second full bath located just outside the room.*Living room with queen sleeper sofa for 2 additional guests.Comfort & Convenience:*Full laundry
A 1 Waterfront Condo Near Naples Bay Beaches
Condominium Pet Friendly
$125 - $500 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Your first floor coach home features a King bed in the main bedroom, a Standard bed in the second bedroom and a single bed in the third bedroom. There is a wonderful en suite main bathroom that has dual sinks, a water closet, a glass enclosed shower and a soaking tub that is quite luxurious,The second bathroom features a shower and tub combo and i
Lake View First Floor Coach Home At Amenities Filled The Quarry of Naples
Townhouse
$160 - $297 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
**Your Winter Escape Begins Here — Horizon House, Naples FL**Welcome to beachfront living at its finest! Horizon House is an iconic 12-story condo located directly on the white sands of the Gulf of Mexico, offering guests the ultimate winter retreat with *DIRECT BEACH ACCESS*. Wake up to the sound of waves and enjoy sunrise walks on the sand—all ju
Gulf Front Walk to Beach Enjoy Sunsets
Condominium
$335 - $408 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
*Welcome to Your Relaxing Getaway with Stunning Golf Course Views*Whether you're escaping the winter chill or planning an off-season retreat, this thoughtfully stocked and comfortably furnished condo offers everything you need for a memorable stay. Located in a serene community with peaceful lake and golf course views, the home provides plenty of s
Cypress Woods for Seasonal or Summer Stays
Condominium
$125 - $235 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Our condo is located in the very quiet and lovely community of Bayview and it has an assigned parking space located right behind the unit and off a quiet alley. This condo is located on the second floor and there is a set of stairs to reach the second floor and then it is a short walk down the open corridor to our condo. There is a view to the co
Walk to the Beach and Downtown Naples From Our Totally Upgraded Condo
Condominium
$140 - $260 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Upon entering the home you can see all the way through to the back of the house to the pool and the lake beyond, it is quite a spectacular entrance to the home! Immediately to your right is the dining room flanked by 2 ionic columns with seating for six and 3 large windows letting in lots of natural light. There are tall ceilings throughout the h
Beautifully Furnished Single Family Pool Home with Lake View in Gateway
House
$185 - $465 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests

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