Looking for a serene coastal retreat? Our monthly rentals in Englewood, Florida, offer the perfect long-term getaway in a charming beach town along the Gulf Coast. Whether you’re planning a winter escape or an extended vacation, Englewood’s relaxed atmosphere, beautiful beaches, and outdoor activities make it a fantastic destination.
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Charming Old Florida Condo…Minutes to World Famous Beaches. 2 Bedroom, 2 Bathroom Condo in Active Adult Community with Pool. Spacious Condo with plenty of room for 4 with screened in porch and all the necessities for a short vacation or a seasonal stay!
Distance to beach: 2 miles to Englewood Beach
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Stunning one of a kind duplex. Just remodeled, everything is new! Garage parking. 2 bedrooms, 2 bathrooms. Huge lanai with a large backyard! 5 minutes from englewood beach. Available as a weekly rental or monthly.$200.00 a night (booking through airbnb) Or $3950.00 monthly.AVAILABILITY ...
Distance to beach: 1 miles to Manasota Key Beach
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This stunning recently remodeled 2,400 square foot home is located in beautiful North Englewood, (2 blocks from Venice) Florida. With multiple beaches so close, it's only a quick drive to get to some world class beaches including Manasota Key Beach, Casey Key, Venice Beach and 30 minutes to Siesta ...
We have stayed at Casa Maria two times, both for extended stays. It is a beautiful place to relax! Comfortable beds, most of the amenities you need and plenty of space inside and out. Also, you are within ...
Distance to beach: 3 miles to Boca Grande, Palm Island South , Manasota Key
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Four-bedroom condo. Quiet & secluded. Newly renovated pickle ball court!! Minimum stay: 14 days No Pets or SmokingGorgeous newly renovated condo. Professionally decorated & carefully designed to provide the perfect blend of space & functionality. With an open & airy plan, the ...
Location was what initially attracted us to The Sanctuary. Out your back door is Florida nature at its best between Lemon Bay Conservancy and Amberjack Environmental Park. However, our experience has ...
Distance to beach: 1 miles to Manasota Beach
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**Escape to Paradise in Southwest Florida!**Why use a hotel when you can cook at home and enjoy this beautiful property located just a few short miles from Manasota Key and Venice/Nokomis beaches!Discover the ultimate getaway in this beautifully refurbished 1-bedroom, 1-bath condo, perfectly nestled ...
Truly enjoyed our stay at this wonderful property. Great Floorplan, updated appliances, extremely clean. Property close to shopping , restaurants, beaches, golf & other amenities. Highly recommend. Property ...
Distance to beach: 3 miles to Englewood
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Beautiful newly constructed 3 bedroom - 2 baths home on quiet street.We purchased the home in November and all things new. This is our second home and we are going to try seasonal rental and see how it goes and hopefully we will be blessed with recurring rental friends !When you walk in the ...
Distance to beach: 4 miles to Englewood Beach
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Enjoy the beach life or choose to stay in your spacious home and relax around a beautiful pool area which overlooks a spring-fed lake. Our 3 bedroom, 2 bathroom pool home with modern furnishings is located in a quiet, safe location just a few short miles from area beaches and is conveniently located ...
We visited in late May and our departure date will be June 1. It was myself, my husband , our son and daughter in law , our 3 yr old grand daughter and our daughter in laws parents. This is by far one ...
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Charming 2 br/2 bath home in Englewood, located 2 miles from Manasota Beach for all the shark teeth hunting! You can bike to the beach without having to go on the main road. The home has a fully equipped kitchen, screened in lanai, outdoor grill, 50' living room TV, wifi, washer/dryer, games and ...
Everything appears newly renovated and decorated. Very clean. Small bathroom between the two bedrooms but the second bath area in the laundry area was roomy with a big shower that was easy to get in and ...
Distance to beach: 1 miles to Englewood Public Beach
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Enjoy having breakfast along with serenity & beauty of Gulf, viewed from Alcove downstairs else the den upstairs. Great comfort and luxury of home at beach side condo at Tamarind Gulf & Bay condominiums. Very quiet & relaxed area of the Manasota Key , about walking distance for plenty of restaurants ...
Great location, layout, and furnishings. We felt most welcome by Julie's very generous communications. We would recommend this great unit to anyone who likes a quiet & serene beach vacation!We hope ...
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GORGEOUS, GULF FRONT VILLA CONDO AT “ EL GALEON BY THE SEA”This lovely 2 bedroom/2 bath unit is part of a 20 unit villa condo complex, situated directly on the beach on beautiful Manasota Key. Because this is a relatively small complex, it offers guests a more lay back, relaxing atmosphere. ...
Love staying here even though there's a lot of clean-up working happening around the area from the hurricanes! This place had a beautiful view of the sunsets from the living room picture window! The balcony ...
Distance to beach: 5 miles to Englewood Beach
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Fully Furnished Rental 1986 Massachusetts, Englewood, FL UNIT A This beautiful 2-bedroom + 1 den (equipped with 2 beds), 2-bathroom home offers a spacious and comfortable living environment for families who have recently lost their homes. The unit is fully furnished and features a heated pool for year-round ...
Distance to beach: 6 miles to Englewood Beach
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New House build 2024. 3 Beds with TV, 3 Baths, 6 Guests, nice view to the lake from the living room, communitiy pool with gym 24/7 and 4 pickelball places,
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Welcome to your charming slice of paradise in Englewood, FL. This 2 bedroom, 1 1/2 bathroom home has undergone a recent renovation, offering the perfect blend of coastal and modern comfort.Upon entering the home, you will feel the open and airy living space and seamless flow from the living room ...
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Nice 3-bedroom 2-bathroom house with a screened lanai and fenced-in backyard. Separate living room and den. Bedrooms have a king bed, queen, and two twins. Master bath has a shower, guest bath has a tub/shower combination. Includes 2 new flat-screen TVs, free Wi-Fi internet, and full-size washer & ...
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Breathtaking views of the Gulf of Mexico! Just steps from the beautiful beach of Manasota Key Spacious, 3 bedroom, 2 1/2 bathroom 2nd floor Condo in the gated community of Boulder Pointe. Large, open kitchen has plenty of counter space and two breakfast bars to enjoy coffee or a cocktail at sunset. Master ...
Distance to beach: 5 miles to Englewood Beach
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Clean ,comfortable and centrally located.. Two bedroom, 2 bath, sleeps six with large screened in Florida room. Pet friendly with a fenced in yard, washer and dryer, wifi, beach toys and chairs, 2 bicycles and a bbq grill. Two blocks from Ricaltinis bar and restaurant and 6 blocks to Stump Pass Lighthouse ...
We have been coming to Englewood for 7 years . We stayed at this awesome home December 2024-february 2025. We have had a great stay and are signed up for next year. The owners are attentive and responsive. ...
Distance to beach: 5 miles to Englewood Beach
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High season 2025 dates are still available to pet free and non-smoking household. $300 savings on monthly rent. 30-day minimum. Available Feb 15 - April 15. Rates on Rate page are for 2025 only. Inquire if interested in 2026 dates. --------- Relax in this cozy 2 bedroom / 2 bathroom private ...
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Beautiful 3 bedroom pool home 1.25 miles from manasota beach quick walk or drive through the neighborhood to beach home is well stocked with all amenities outdoor lanai and pool area with large dining area interior comfort has two living rooms cable and internet provided 30 day rental minimum no ...
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Waterfront Island 2/2 Condo-Perfect for Boaters and Beach LoversATTENTION BOATERS BEACH LOVERS! You will love this Updated Ground Floor 2/2 Condo that sits right on Lemon Bay with access to the beautiful beaches of the Gulf of Mexico. You have the best of both worlds. For the boater, World Class Fishing ...
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Enjoy the gulf breezes and the beautiful sunsets every evening from your screened lanai, living room or from the master bedroom. You may see pods of dolphins swimming by, baby turtles crawling into the Gulf (May through October), and all sorts of birds on the beach.The living room is comfortably ...
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This is a perfect vacation home! A 3 bedroom, 2 bath, pool with a spa home. Lots of room for enjoying your stay in paradise. This beauty is spacious and bright. There is a very generous sized living room and a large family room combination, volume ceilings, formal dining room and multi chef kitchen! The ...
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This recently updated 3-bedroom, 2-bathroom home in a quiet cul-de-sac of Englewood Isles. It has a fully stocked kitchen with a small eat in area or separate dining area. Enjoy your favorite tv shows in the cozy living room on the comfortable furniture and wall mounted flat screen tv. King bed in the ...
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Beachy furnished 2/1 home in historic Englewood. Great location, just 2 miles to Englewood Beach, 1 mile to Dearborn Street. Easy 5 minute walk to Lemon Bay Park with boat launch. Carefree Boat Club is also a short walk away.Quiet neighborhood, has fenced yard, laundry room and large driveway. ...
I had to relocate because of Ian and I saw this on Zillow and I called the owner and she was more than willing to rent to me for the 3 months that I needed as I was awaiting my home to be replaced. She's ...
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2 bedroom 2 bath condo with full kitchen, living and dining area, and lanai. Condo is a first floor corner unit located next to the pool and clubhouse. All bedding and bath towels are supplied. Complete kitchen with all utensils, dishes (etc.), dishwasher, washer and dryer. The Living Room has a 55” ...
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Recently built custom home with pool/spa and 3 car garage. Come live the Florida dream in the stunning 3 bedroom/2 bath home located in a quaint area of Englewood where you can bike to charming historic Dearborn. As soon as you enter you will fall in love with the open floor plan and coastal design. The ...
Distance to beach: 4 miles to Manasota Key Beach, 8570 Manasota KeyRd, Englewood
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HAPPY WEDNESDAY ~ 3/12/25 HEADS UP: Don’t Sleep on This: Total Lunar Eclipse will Bring Blood Moon March 13-14Wide water View over Crystal Clear Pool! This relaxing retreat is positioned on deep water 'Forked Creek' which leads to the Intracoastal Waterway & Gulf of Mexico. ...
We just spent the month of February for our 8th year. We honestly look forward to this all year. We were fortunate to find this home to rent years ago and have never been disappointed. Sitting outside on ...
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Pelican Landing A-202 Welcome to your stunning beach view vacation home located on the Gulf of Mexico at the Pelican Landing Condominiums in Manasota Key home of Englewood Beach recognized as one of the most beautiful beaches in Florida. The Pelican Landing complex has lots to offer. This is a beach-to-bay ...
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WELCOME TO SERENITY!! An exquisite home on Lemon Bay with boat dock and saltwater pool that is within walking distance to the beach. Very bright home with ceiling to floor windows that offers a view from every room. There is as much living space outdoors as indoors. A covered bar-b-que area, where you ...
Distance to beach: 3 miles to Manasota
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Beautiful 2bd/2bth corner 55+ condo (stairs), overlooking Fork Creek waterway. All rooms open to the lanai. Each side of home views Fork creek. Sit, relax and watch our local visitors stroll by: manatees, sandhill cranes, dolphin, eagles, ospreys and much much more. Located near numerous beaches, golfing ...
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Nice 2 Bed/2 Bath La Coquina upstairs condo with water view. Open up the sliding glass doors to the screened lanai to enjoy the breeze in the living and dining areas, which both have a view of the new sandy beach and the Gulf of Mexico. The updated kitchen has lots of storage, granite counter-tops and ...
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FALL PRICE HAS BEEN REDUCED!!! CALL FOR INFORMATION!!Stay here and enjoy this spacious, 3 bedroom / 2 bath condo with all the amenities that you'll need to call this place home. The updated kitchen is fully equipped to stay in for home cooked meals, if you choose.The Master Bedroom includes a ...
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New Listing for Gulf Realty!Welcome to Sun, Sand & Serenity! Walk in, kick off your shoes, and relax. This sun filled 2 bedroom/2bath plus loft and lanai condo is ready to be your home away from home with a coastal feel and an open floorplan.Pelican Landing #E-204 is located in a wonderful ...
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Beautiful 3 bedroom, 2 bath, 2 car garage pool home situated on a private greenbelt garden setting available for Seasonal Rental. Very spacious and roomy home with vaulted ceilings with 1762 square feet of air-conditioned living area. This beauty is a split plan offering maximum privacy for you and your ...
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Gulf Front recently Updated 2-bedroom, 2-bathroom ground-floor condo! Beautiful gulf views from almost every room. Relax on the open, covered patio area listening to the waves. Plenty of seating in the living room. Updated kitchen with granite counter tops. Beautiful, modern, updated bathrooms. Master ...
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Experience magnificent Gulf views from almost every room of this stacked duplex. Built in 2018, this property has many high-end finishes, and is modern coastal living at its finest. The property has yards of PRIVATE beachfront on the Gulf, and lots of nesting sea turtles. This property is non-smoking ...
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Adorable 2-bedroom 2-bath ranch style home located in a quiet neighborhood close to shopping, golfing, boating and Manasota Keys' awesome beaches. The home has an open floor plan including office space just off of the kitchen. The coastal kitchen offers white cabinetry, granite countertops, and ...
Distance to beach: 5 miles to Englewood Beach
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“COTTAGE ON COCOANUT" Classic Beach Cottage in Downtown "Old Englewood Village." WATER VIEW OF LEMON BAY1/2 block to downtown shops, restaurants,events,and all Old Englewood has to offer!! 5 Minutes to the Beach or 1 mile to boat launch. 1/4 mile to launch your Paddle Board ...
Excellent location to enjoy the local attractions on Dearborn Street. Walking distance to Farmers Market, restaurants, shops and parks. Landlord quick to respond to any concern. Screen lanai a bonus to ...
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Experience magnificent Gulf views from almost every room of this top-floor duplex. Built in 2018, this property has many high-end finishes and is modern coastal living at its finest. The property has yards of PRIVATE beachfront on the Gulf, and lots of nesting sea turtles.This property is non-smoking ...
Distance to beach: 4 miles to Englewood Beach
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Mermaid Cove is an oasis in the heart of Old Englewood Village!!This vintage-style 1940's renovated bungalow is just one block from the Dearborn artistic district where you will enjoy Art Festivals, monthly Antique Car Shows, Farmers Market on Thursdays, our quaint shops and wonderful restaurants. ...
Thank you Julie and Mike for let us stay in Mermaid Cove. It is wonderful place to spend our winter months for forth time this year. You are great hosts who are doing everything to make their guest ...
Browse through a variety of monthly rentals in Englewood, from waterfront condos to spacious homes. Whether you want to be close to Manasota Key or enjoy a quiet spot near Lemon Bay, you’ll find the perfect rental to suit your needs. Experience the comfort and convenience of a long-term stay in this peaceful town.
Secure your long-term rental in Englewood today by browsing our listings. Whether you’re visiting for the season or planning an extended trip, Englewood provides the perfect backdrop for a relaxing and enjoyable stay.
Booking in advance ensures you get the best rental for your desired dates. Englewood’s popularity as a winter retreat means rentals fill up fast, so plan ahead to lock in your preferred property
Group-Friendly Rentals
Planning a family reunion or getaway with friends? Englewood offers spacious rentals with multiple bedrooms, large living spaces, and often direct access to the beach or water, making them ideal for group vacations.
Family-Friendly Monthly Rentals
Englewood is perfect for families looking for outdoor activities and beach days. Attractions like Stump Pass Beach State Park and Lemon Bay Park offer nature trails, kayaking, and wildlife viewing. Our family-friendly rentals come with spacious living areas, outdoor spaces, and proximity to family-friendly attractions.
Romantic Getaways for Couples
Englewood’s quiet beaches and stunning sunsets make it the perfect spot for couples. Cozy monthly rentals offer private outdoor spaces, ocean views, and peaceful surroundings for a romantic retreat.
Winter Retreats for Snowbirds
Englewood is a top destination for snowbirds seeking warm weather and a laid-back lifestyle during the winter months. Our monthly rentals provide the perfect home base for exploring Englewood’s beaches, parks, and dining options, all while escaping the cold northern winters.
Plan your winter escape to Englewood by booking your long-term rental today. Enjoy the warm weather, friendly community, and relaxed coastal lifestyle that make Englewood a favorite among snowbirds and long-term visitors.
Englewood is known for its outdoor adventures and beautiful beaches. When you stay in one of our monthly rentals, you’ll have access to:
💰 Highest rates
February and March
🎉 Busiest month
March
🏠 Popular home types
Beachfront condos and single-family homes
🔥 Hottest months
July and August
❄️ Coldest months
January and December
☔ Rainiest month
June through September
🌺 Best months for flowers
April and May
🌴 Peak tourist season
December through March
🍂 Quietest months
September and October
🌊 Best beach months
March through May
🏌️ Best golfing months
November through April
🎨 Top cultural events
Englewood Seafood & Music Festival (February), Pioneer Days Parade (July)
🍽️ Best dining months
January through March
🦋 Best months for nature activities
March through May
🛶 Best water sports season
June through September
🏖️ Best months for shelling
May and June
📅 Local festivals peak
January through March
