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.
Key Amenities
About this property
Completely updated, modern,clean and full of essentials and additional touches. Smart TVs, internet, cozy bedrooms, comfortable living space. Fully equipped kitchen .Pull out couch in living room. Beach towels,chairs, umbrella, coolers available for guest to use.Lots of natural light. There are grills ...
Property Type
Englewood Condo
Distance to beach: 5 miles to Englewood Beach
Key Amenities
About this property
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 ...
Property Type
Englewood Mobile Home
Featured review
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
Key Amenities
About this property
YES, ENGLEWOOD WAS FLOODED BUT AT THE COTTAGE WE HAD MINIMAL DAMAGEWe were able to react quickly and remove the furniture, flooring and appliances.Photos Will Be Updated As Work ProgressesWork is continuing on repairsBut the Cottage Will Be Available for January, February ...
Property Type
Englewood Cottage
Featured review
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 ...
Key Amenities
About this property
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!
Property Type
Englewood Condo
Key Amenities
About this property
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 ...
Property Type
Englewood House
Key Amenities
About this property
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 ...
Property Type
Englewood House
Featured review
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: 4 miles to Englewood Beach
Key Amenities
About this property
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 ...
Property Type
Englewood House
Featured review
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 ...
Distance to beach: 1 miles to Manasota Beach
Key Amenities
About this property
**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 ...
Property Type
Englewood Condo
Featured review
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: 1 miles to Englewood Public Beach
Key Amenities
About this property
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 ...
Property Type
Englewood Condo
Featured review
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 ...
Distance to beach: 3 miles to Englewood
Key Amenities
About this property
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 ...
Property Type
Englewood House
Key Amenities
About this property
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. ...
Property Type
Englewood Apartment
Featured review
Stop looking, start getting in touch with Marg! This was the first time we stayed at El Galeon by the Sea but it won't be the last. We love coming to Manasota Key from PA and have been doing so for about ...
Distance to beach: 1 miles to Manasota Key Beach
Key Amenities
About this property
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 ...
Property Type
Englewood Estate
Featured review
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: 8 miles to Englewood Beach
Key Amenities
About this property
A gorgeous, corner house in a quiet, friendly, safe neighborhood. Locates at: 7474 Quarry Street. Englewood, FL 34224. This house has a total of 1633 sq. and offers 3 bedrooms, 2 bathrooms. The living room has a Sofa bed and a 60" inch smart TV with Roku player. YouTube TV. The double sliding ...
Property Type
Englewood House
Featured review
This home was in close proximity to many attractions. The neighborhood was quiet and great for taking a walk or biking. The home was well stocked with kitchen tools, towels and linens. Spacious and comfortable.
Distance to beach: 3 miles to Boca Grande, Palm Island South , Manasota Key
$200
avg/night
Key Amenities
About this property
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 ...
Property Type
Englewood Condo
Featured review
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 ...
Key Amenities
About this property
em>WINTER SPECIAL FOR 2025. JANUARY REDUCED RATE !! BOOK NOW THIS WON'T LAST LONG!!! 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 ...
Property Type
Englewood House
Key Amenities
About this property
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” ...
Property Type
Englewood Condo
Key Amenities
About this property
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 ...
Property Type
Englewood House
Distance to beach: 3 miles to Manasota
Key Amenities
About this property
Our beautiful corner condo is overlooking Waterford Canal. This is one bridge to bay including a heated community pool. The view is spectacular in the morning, the afternoon or the evening.A 2 bed/2 bath/2nd floor condo with heated pool, WiFi and smart TVs located on Englewood Isles Pkwy and near ...
Property Type
Englewood Condo
Distance to beach: 4 miles to Manasota Key Beach, 8570 Manasota KeyRd, Englewood
Key Amenities
About this property
HAPPY FRIDAY!! ~ 11/22/24 ~ “What wisdom can you find that is greater than kindness?” Jean-Jacques RousseauWide water View over Crystal Clear Pool! This relaxing retreat is positioned on deep water 'Forked Creek' which leads to the Intracoastal Waterway & Gulf of exico. ...
Property Type
Englewood House
Featured review
We really enjoyed our stay at this terrific home! Linda and Bobby were very attentive hosts, the house was VERY clean, and it was stocked with absolutely everything we needed for the month. The best stocked ...
Key Amenities
About this property
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 ...
Property Type
Englewood Condo
Key Amenities
About this property
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 & ...
Property Type
Englewood House
Key Amenities
About this property
SPECIAL LOW SEASON RATE - 9/17 to 12/15 - 2024 $1253.00 PER WEEK PLUS TAXES AND FEES BRAND NEW! Dream Vacation. Crystal blue waters and uncrowded beaches.Welcome to "Bayfront Retreat", your premier destination for an unforgettable waterfront vacation experience!Manasota Key is one ...
Property Type
Englewood Condo
Key Amenities
About this property
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. ...
Property Type
Englewood House
Featured review
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 ...
Key Amenities
About this property
Recently built custom home with pool/spa and 3 car garage. Come live the Florida dream in the stunning 3 bedroom2bath 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 ...
Property Type
Englewood House
Distance to beach: 4 miles to Englewood Beach
Key Amenities
About this property
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. ...
Property Type
Englewood Apartment
Featured review
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 ...
Key Amenities
About this property
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 ...
Property Type
Englewood Condo
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
