Condo
10.0(203 Reviews)
1 Bedroom
2 Guests
Oceanfront
Parking
Ocean View
Balcony/Terrace
US $363/Night
7 Nights - US $2,540
Fort Myers Beach Winter Rentals & Holiday Homes
Discover winter rentals Fort Myers Beach - We found 2692 exact matches
- Up-front pricing
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Compare Winter Rental in Fort Myers Beach
10.0
House
10.0(3 Reviews)
5 Bedrooms
13 Guests
- Oceanfront
Hot Tub- Parking
Pool
US $1,016/Night
7 Nights - US $7,110
US $444/Night
7 Nights - US $3,106
House
10.0(184 Reviews)
2 Bedrooms
6 Guests
Private Pool- Oceanfront
- Hot Tub
- Parking
US $466/Night
7 Nights - US $3,260
House
10.0(2 Reviews)
1 Bedroom
4 Guests
- Hot Tub
- Parking
View
Air Conditioner
US $361/Night
7 Nights - US $2,527
Condo
10.0(152 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $233/Night
7 Nights - US $1,632
Apartment
10.0(2 Reviews)
1 Bedroom
4 Guests
Private Beach- Oceanfront
- Hot Tub
- Parking
US $216/Night
7 Nights - US $1,512
Condo
10.0(150 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $529/Night
7 Nights - US $3,702
House
10.0(2 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $229/Night
7 Nights - US $1,601
Condo
10.0(143 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $622/Night
7 Nights - US $4,351
House
10.0(2 Reviews)
6 Bedrooms
14 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $1,296/Night
7 Nights - US $9,074
Condo
10.0(133 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $163/Night
7 Nights - US $1,144
House
10.0(1 Review)
5 Bedrooms
14 Guests
- Hot Tub
- Parking
- View
Internet
US $850/Night
7 Nights - US $5,951
Condo
10.0(112 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $173/Night
7 Nights - US $1,211
Condo
10.0(107 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $344/Night
7 Nights - US $2,407
Condo
10.0(107 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $334/Night
7 Nights - US $2,335
Condo
10.0(97 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $168/Night
7 Nights - US $1,175
Condo
10.0(90 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $193/Night
7 Nights - US $1,350
House
10.0(83 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $287/Night
7 Nights - US $2,012
Condo
10.0(82 Reviews)
2 Bedrooms
5 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $314/Night
7 Nights - US $2,195
House
10.0(81 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $332/Night
7 Nights - US $2,325
Condo
10.0(80 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $332/Night
7 Nights - US $2,326
Condo
10.0(77 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $436/Night
7 Nights - US $3,050
Condo
10.0(77 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- View
US $268/Night
7 Nights - US $1,878
About Fort Myers Beach Winter Rental on BedroomVillas
At BedroomVillas, we feature a wide range of listings for accommodations in Fort Myers Beach, FL that are perfect for your winter trip or seasonal escape. Our listings include hotels, private vacation homes, cabins, condos, villas, resorts, or pet-friendly apartments that travelers are sure to love. BedroomVillas winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Whether you are escaping the snow or running to it, BedroomVillas helps connect you to the best cabins, bungalows, lodges, and villas, as well as the best places to stay in both sun and ski resorts. BedroomVillas will make your winter getaway an unforgettable experience.
BedroomVillas offers luxury finds for travelers planning on renting a place in Fort Myers Beach, to enjoy these benefits and to book your winter vacation homes, go to the BedroomVillas filter option, enter your travel date, check the filters to narrow down your property type and amenities, then choose from a long list of incredible winter vacation rentals without hassle. Our interactive map is also available, so you can view destinations spanning the globe or around Fort Myers Beach and unlock even more amazing deals. Relax with BedroomVillas.
Winter Rental: Explore Top Destinations
Frequently Asked Questions About Fort Myers Beach Winter Rentals
What are the top rated Winter Rentals in Fort Myers Beach?
There are a lot of options in Fort Myers Beach. If you plan on staying in the Fort Myers Beach area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Fort Myers Beach:
- Salty Air Retreat: Family Beach House | Heated Pool | Beach Gear | 1-Min Walk to Sand
- Rare Find! Sea Breeze Gulf Home. Heated Pool, steps to the Beach.
- Gorgeous Blue Lagoon. An oasis just 2 min walk from the beach.
- NEW Build Modern Beach Beauty on Canal with Heated Pool 150 yds to beach Access
- Sun Soaked Coastal Getaway, Private Heated Pool, Steps to Sugar Sand Beach!
- Your perfect beach getaway! Pool, Tiki Bar, Gulf-side, Ocean!
- Elevator to Paradise: Luxury Beachfront Escape with Incredible Ocean Views!
- Luxury Beach Home, Gulf Access, Pool Table, Heated Pool & Spa - Summer Wind - Roelens
- Waterfront Luxury | Walk to Beach | Heated Pool
- Fabulous Views at this Beachfront Paradise Vacation Rental - Close to Everything
How much does it cost to rent a place to stay near Fort Myers Beach in the wintertime?
The average cost for winter rentals in Fort Myers Beach is $420 per night. BedroomVillas has a wide list of great winter places to stay near Fort Myers Beach that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Fort Myers Beach that allow pets?
Yes, here are the top cottage/chalet rentals in Fort Myers Beach that allow you to bring your pet or dog:
- Shores Penthouse End unit Direct beach front water views from every window,prfct
- Villa Capri - 2025 Luxury Build - Steps to beach
- 1 Island Hideaway
- Decompress and Revitalize! Lose yourself in Paradise!
See all pet-friendly vacation rentals in Fort Myers Beach on BedroomVillas
Do you have any winter rentals in Fort Myers Beach that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Fort Myers Beach to find what works for you.
Are there winter accommodations in Fort Myers Beach that have indoor swimming pools?
As of 2026, the data from BedroomVillas shows that there are over 2692 private swimming pools or indoor pools accommodations near Fort Myers Beach along with other great amenities.
Do any winter holiday rentals in Fort Myers Beach have hot tubs?
About 2692 holiday rentals in Fort Myers Beach boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Fort Myers Beach?
Yes, there are many luxury places to stay in Fort Myers Beach for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Fort Myers Beach with all the best amenities for your next trip.
