Extending from Sarasota to Charlotte, Englewood is a gorgeous coastal city and tourist destination in Florida. It’s a paradise for beach-goers who avoid heavy crowds and big-city pollutions because the beaches are pristine, serene, and less trafficked. White sand beaches, such as Englewood Beach and the secluded Stump Pass Beach State Park, are favorite go-to destinations for locals and visitors alike. Besides dreamy waters, Englewood is home to stunning green spaces where tourists can enjoy scenic hikes and watch wildlife in their natural habitats, such as Cedar Point Environmental Park, Myakka State Forest, and Manasota Scrub Preserve. Planning a long-term holiday in this lovely city in Florida? Be sure to browse through this list of top monthly rentals in Englewood, Florida.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and long-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on April 11, 2024.
1. Instagram-worthy retreat on Lemon Bay (from USD 150)
If you’re an Instagram-savvy tourist who likes dreamy settings and picture-perfect accommodations, this stylish Airbnb vacation rental on Lemon Bay will surely make you blush. It’s a two-bedroom retreat that boasts pastel-colored furnishings and majestic water views. The rental houses a complete kitchen, where you can whip up your favorite dishes, indoor dining, and alfresco dining, which is the perfect place for breakfasts or romantic date nights.
It offers a three-night minimum stay, and discounts are afforded for month-long bookings.
2. Tropical chic Airbnb with a heated pool (from USD 150)
Ditch the crowded hotels and go for this private abode with resort-like amenities you can enjoy with three of your best buds. This charming two-bedroom Airbnb has a soulfully relaxing atmosphere similar to expensive hotels and aesthetically pleasing, tropical chic interiors. It also boasts an expansive heated pool, where you can enjoy morning laps. If you are up for some saltwater swim, you can easily drive to Englewood Beach, which is only 2.5 mi (4 km) from the property.
This Airbnb has a seven-night minimum stay and offers discounts for month-long rentals.
3. Cozy studio for two (from USD 135)
Planning to take the love of your life on an extended holiday in the beautiful town of Englewood? Complete your vacation plans by booking this lovely studio with marvelous water views. This property boasts aesthetically pleasing interiors, a relaxing atmosphere, lots of natural light, and complete amenities. A fully equipped kitchen, a living room with a smart TV, a private bathroom, a chic bedroom, alfresco dining, free parking, and Wi-Fi are available.
You can book this Airbnb for a short five-day vacation, or go for a month-long stay and score discounts.
4. Pet-friendly townhouse near local beaches (from USD 143)
Are you up for a month-long adventure in Englewood? If so, this fully furnished accommodation close to the town’s top attractions might be for you. Book this two-bedroom abode and enjoy proximity to local beaches, such as Manasota, Englewood, and Stump Pass beaches. Shops and restaurants are a stone’s throw away from the property as well. This two-bedroom abode welcomes up to four guests, and not only that, you can bring your playful four-legged fur babies as well.
This pet-friendly holiday haven welcomes short-term and long-term rentals with discounts for extended stays.
5. Beach-themed haven near Dearborn Street (from USD 123)
For guests who are into sightseeing, restaurant-hopping, and shopping, you might want to check out this superb studio nestled within an arm’s reach from the historic Dearborn Street. Breezing through many shops, restaurants, and hangout nooks is a piece of cake from this location. After a fun-filled day of indulging in Dearborn Street’s temptation, you can come home to this beach-inspired townhouse with entertainment facilities, such as Wi-Fi and a Netflix-ready TV. Fur parents will be thrilled with this humble abode as it welcomes pets.
This Airbnb has a four-night minimum policy, and month-long stays come with discounts.
6. Superb vacation rental near Manasota Beach (from USD 150)
This Airbnb vacation rental has all the ingredients for a fabulous Englewood holiday. It’s steps from Manasota Beach, has a relaxing ambiance, and is complete with three bedrooms for the whole family. Up to six guests are welcome to stay in this humble abode, even the four-legged fur babies. It even has a fenced lawn where they can play, while you relax in the screened lanai. If you are into sailing and fishing, you can take advantage of the neighborhood’s boat ramp.
This vacation rental offers discounts for long-term stays, whether week-long or month-long.
7. Comfortable Old Florida townhouse
The lush greenery that surrounds this cozy beach house creates a soulfully relaxing atmosphere that guests enjoy. You can spend mornings taking in vitamin D from the comforts of the screened lanai, and devote afternoons marveling at the picture-perfect sunset from the alfresco dining area in the backyard. This Airbnb houses three comfortable bedrooms, an open-plan kitchen and living area, and two private baths. Wi-Fi is accessible throughout the property for guests’ added convenience.
Month-long bookings are rewarded with discounts.
5.92 km (3.7 mi) from Blind Pass BeachSuperhost
Accommodates: 4
8. Lovely haven with views of Lemon Bay
Wake up to majestic views of Lemon Bay every day of your vacation when you book this simple yet homey and complete accommodation, just steps away from the waters. In its well-manicured grounds, an outdoor pool is waiting for you, offering guests the best of both worlds. When not taking advantage of the outdoor amenities, you can curl up in any of the two cozy bedrooms indoors, or lounge in the living space while watching TV.
This vacation rental has a 10-night minimum policy, and month-long bookings are rewarded with discounts.
Englewood, Florida, United States
4.35 km (2.8 mi) from Blind Pass BeachAccommodates: 6
9. Family-friendly retreat for dog owners
There are plenty of excellent accommodations near Dearborn Street that are perfect for families, and this dog-friendly abode close to shopping and dining spots is one of them. Apart from its tourist-friendly location, the property boasts cleanliness and coziness in its minimalist design. Two bedrooms are housed in this abode, with a kitchen and a sunny living space equipped with a Roku TV. It also showcases a lovely dining area, laundry facilities, and a well-manicured lawn, where you can peacefully meditate in the morning.
Thinking of booking for a month-long vacation? You’ll be thrilled as this Airbnb provides discounts for long-term stays.
Englewood, Florida, United States
2.64 km (1.7 mi) from Blind Pass BeachAccommodates: 4
10. Fully furnished guesthouse with easy access to Lemon Bay
There are no dull days for tourists staying in this two-bedroom Airbnb that’s close to the local beaches. You can spend most of your time frolicking in Englewood Beach, basking in the warmth of the sun, or checking out eateries. You can also go boating, as this accommodation comes with a dock and easy access to Lemon Bay. Plus, if you wish to stay within the premises, you can go swimming in the private pool. On another note, the indoors also offer fun activities, from movie marathons in the living room to cook-offs in the kitchen.
A 10 percent discount is provided for month-long bookings.
Englewood, Florida, United States
5.79 km (3.6 mi) from Blind Pass BeachAccommodates: 5
Make the most of your month-long holiday in Englewood
Englewood is a dreamy place with lots of natural wonders and outdoor opportunities. Here, you can swim, fish, hike, camp, or just enjoy the sun to your heart’s content. Plus, lots of excellent dining spots await visitors. Come and treat yourself to a much-deserved month-long holiday.
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