Englewood Single Family Homes For Rent - 47 homes

Remarks: Short or Long term rental in Englewood. 3 months plus, preferred. $2500 per month in season, $1995 a month off season. Already booked for February thru April of 2026. 3 bedroom, 2 bathroom home on a corner lot. Home is turnkey furnished, so just bring a suitcase! Convenient coffee bar area just off of kitchen. Next to that, is a sunny Florida room with couch and dining table. Ensuite bathroom and laundry in master bedroom. Only 9 miles to Manasota Key Beach, which is completely open! Very close to Lemon Bay, where you can fish, rent a boat, kayak or a Jet-Ski! No pets allowed. Book your private Florida retreat today! Already booked for February thru April of 2026.

Listing is courtesy of: SECURE DOOR PROPERTY MANAGEMENT (941-231-4065)

Listing Agent: Alan Myhre (941-866-6685)

Remarks: Luxury Custom Built 2025 Waterfront 5BR home Sleeps 12 comfortably with Heated Pool, Spa & Dock — Near Boca Grande Welcome to your private coastal getaway. This spacious new custom built 5BR/3.5BA on deep-water canal home is perfect for families, boaters, and groups looking for sunshine, relaxation, and adventure. Steps from Cape Haze Marina and minutes to Boca Grande, you’ll enjoy resort-style outdoor living and plenty of room for everyone. Outdoor Oasis - Saltwater heated pool & spa - Private dock on deep water canal Available on a monthly basis beginning in October 2026. Close to beaches, boating, fishing, golf, and the best of Boca Grande. Your group will love the space, comfort, and waterfront lifestyle — the perfect place to make memories.

Listing is courtesy of: FLORIDA DREAMIN' REALTY GROUP INC (941-303-0855)

Listing Agent: Bill Williams (941-303-0855)

Remarks: Enjoy modern living in this 2021, furnished and beautifully maintained 3-bedroom, 2-bath home with a 2-car garage, built in 2021 and located approximately 2 miles from Manasota beach. Designed for comfort and easy living, the home features porcelain tile flooring throughout and an open layout with sliding glass doors leading to a spacious area for entertaining with a gas BBQ and up graded hurricane windows, sliding glass doors. The kitchen is equipped with tons of cabinets, solid-surface countertops, kitchen appliances plus a nice Washer/Dryer in the garage. The primary suite includes a private bath with a walk-in shower and separate tub. The two guest bedrooms and guest bathroom are thoughtfully positioned on the opposite of the house for added privacy. This property will be leased on a "1st come, 1st Served" basis (subject to receipt of a fully completed application, receipt of application fee and approval). All information contained within this listing including room dimensions, interior, exterior, land, site, tax, and schools is provided by public websites and deemed reliable but not guaranteed. If important to tenant, Tenant must verify before submitting an application to lease.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-429-3506)

Listing Agent: Chuck Allford (941-830-1144)

Remarks: **BOOKED JAN-APR, 2027** Short Term/Seasonal Rental. Beautifully appointed, updated, heated Salt Water POOL home. Spacious 3 Bedroom, 2 Bath, and 2 car garage, just over 2000 sq ft under air. Includes Living Room, Dining Room, and Family Room. Recently updated Kitchen including cabinets, counter tops, new appliances, and Breakfast Bar. Master In-Suite Bedroom and Bath, including King bedded, dual bathroom vanities, garden tub, and walkin shower. Two guest rooms, each Queen bedded and walkin closets. Lanai and Pool accessible from the Living Room, Family Room/Kitchen, Master Bedroom, and one guest room, via pocketing sliding glass doors. Large paver pool deck and covered Lanai with multiple seating groups. Salt Water, electric heated pool overlooking tropical landscaping and partially fenced backyard. All based on 3mos minimum for Seasonal rental months of Nov-Apr, at $4,500/Mo ; 1mos minimum for Off-Seasonal rental months of May-Oct, at $3,600/Mo. Tourist Tax of 12% and Cleaning Fee of $175 additional. Up to medium sized Pets will be considered, with $200 per pet Deposit.

Listing is courtesy of: COLDWELL BANKER SUNSTAR REALTY (941-214-3111)

Listing Agent: Diana Legg (941-475-4362)

Remarks: This stunning home provides the perfect backdrop for your next vacation to beautiful Englewood, FL. Follow the sunshine & salty air & arrive at a destination that is meticulously maintained both inside & out. Modern facade & front sitting area welcome you to your home away from home. Natural light flows through the glass plated door & enhances this well appointed floor plan. An entertainer's delight. Whether you are cooking for one or ten, the chef in the group is certain to appreciate this fully upgraded, open concept kitchen stocked with all the needed conveniences. Start the day brewing coffee in the Keurig & end the day sharing a bottle of chilled Pinot from your wine fridge. Kitchen is the hub of the home as your guests gather around the dining room table with seating for ten or casually chatting at the breakfast bar. Open the sliders & the party extends outdoors. Gorgeous, paved lanai with space for those who love to soak up the rays & those who prefer the shade. Heated,salt water pool. After a hard day of play, settle into the master suite for a peaceful slumber in the king sized bed. Master split from guest bedrooms for privacy & seclusion. First guest bedroom features queen sized accommodations and bedroom three offers two, single beds. Grab the cooler & chairs from the garage & it is just a 7 mile drive to beautiful white sand beaches of the Gulf. Unique shopping & dining experiences about. A place where memories are made. Contact for available rental dates.

Listing is courtesy of: REALTY BY DALE THOMAS (941-979-8497)

Listing Agent: Nicole Smith-Mayle (941-468-1964)

Remarks: This immaculate home with 4-bed, 2-bath home is move-in ready or perfect for renting out! With no HOA restrictions, enjoy ultimate freedom. The open floor plan offers spacious, inviting rooms designed for comfort, while the large patio creates the ideal spot for Florida’s year-round sunshine. Located in a sought-after neighborhood, you’re close to Port Charlotte’s community and amenities. Additional features include a double garage and elegant laminate flooring. Don’t miss this exceptional opportunity to make this beautiful home in a prime location!

Listing is courtesy of: ADAN INVESTMENTS REAL ESTATE GROUP, PLLC (407-967-2867)

Listing Agent: Adan Ordonez (407-967-2867)

Remarks: Welcome to refined Florida living in the heart of Old Englewood! Nestled within a private gated community, this executive-style single-family home offers the perfect blend of luxury, comfort, and convenience just minutes from Historic Dearborn Street, local dining, boutique shopping, and the area’s beautiful Gulf beaches. Situated on an oversized lot, this spacious 4-bedroom, 2.5-bath residence features a thoughtfully designed split floor plan with plenty of room to live and entertain. Inside, you’ll find formal living and dining spaces in addition to a large family room, creating flexible spaces for both everyday living and hosting guests. The chef’s kitchen is the centerpiece of the home, complete with a large center island, double ovens, abundant cabinetry, and ample prep space for cooking and gathering. Step outside to your private outdoor retreat featuring a screened, heated pool and expansive lanai — ideal for relaxing year-round and enjoying the Florida lifestyle. A 2-car garage adds additional storage and convenience. This home is perfectly suited for someone relocating to the area, a busy professional seeking a maintenance-free lifestyle, or anyone waiting for a new home to be completed. Lawn care and pool maintenance are included in the rent for easy living. Tenant is responsible for electric, water/sewer, and internet. One small dog will be considered. First month’s rent, last month’s rent, and security deposit are due at lease signing.

Listing is courtesy of: RE/MAX PALM REALTY OF VENICE (941-208-5246)

Listing Agent: Kathi Obendorfer, Pa (941-445-3775)

Remarks: BEAUTIFUL NEW HOME - 3-bedroom, 2 bath, 2 car garage. As you enter the home, the view of the expansive living area is breathtaking. Continue through to the covered patio and back yard beyond. The kitchen, to the left of the living area, has granite counters, stainless steel appliances, closet pantry, breakfast bar that can sit 4 comfortably and an additional eating area. The primary bedroom has a walk-in closet. The primary bath has double sinks, a step-in shower and linen closet. The guest bath has a tub/shower combination. Beaches, golfing, fishing, shopping and restaurants, all nearby.

Listing is courtesy of: TALL PINES REALTY (941-475-5015)

Listing Agent: Madelene Waterhouse (941-276-6015)

Remarks: Waterfront beauty in Overbrook Gardens, located in Englewood. This beautifully renovated 3-bedroom, 2-bath vacation rental features a spacious split-floor plan with an inviting family room and screened lanai, perfect for relaxing and entertaining. Situated on an oversized lot, the property also offers a heated pool and tranquil waterfront views. Just 2.5 miles from Manasota Beach and a short drive to the beautiful beaches of Manasota Key, this home is ideally located near local dining, shopping, and area attractions including Dearborn Street in Old Englewood Village, Wellen Park, and historic downtown Venice. Experience the perfect blend of convenience and relaxation in this exceptional vacation rental—your perfect Floridian escape awaits. Seasonal rent is $5,500 (December - April). Off season rent is $3,500 (May - November). Tourist tax of 13% is in addition to the rent. Rent includes water & electric up to $200 monthly.

Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)

Listing Agent: Laurie Shaffer (330-565-5651)

Remarks: Available for the 2027 Season as well as 2026 off season available with gorgeous waterviews and offering rear western exposure from the large screened lanai with beautiful sunsets! Brand new build detached single family home and newly furnished, 3/2/2 at the desirable Coco Bay Community amenity rich gated community with resort style heated pool, fitness, playground, pickleball and close to many pristine beaches, including Boca Grande, Englewood and Manasota Key, lots of dining options, shopping, downtown Englewood Farmers Market and events on Dearborn Street. Enjoy the spacious kitchen with center island and open layout living room and dining area ideal for relaxing and entertaining. Enjoy your morning coffee or evening cocktail in the large screened in lanai overlooking a beautiful lake and lots of birds and nature.

Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)

Listing Agent: Michele Vena (941-867-6199)

Remarks: ANNUAL RENTAL! Waterfront single-family home located in the Gulf Aire subdivision. This beautifully renovated 3-bedroom, 2-bathroom home features wood laminate flooring throughout and an updated kitchen with all the bells and whistles. When you walk through the front door, you are welcomed by a spacious great room with plenty of room to entertain guests or enjoy time with family. The primary bedroom is privately situated away from the guest bedrooms and features an ensuite bathroom with dual granite vanities, a large walk-in closet, and an updated walk-in shower with stone flooring. The kitchen offers stainless steel appliances including a refrigerator, dishwasher, range, and microwave, along with granite countertops that extend into a breakfast bar. Just off the kitchen is the dining area with updated light fixtures throughout the home. The guest bedrooms are conveniently located near the shared guest bathroom, which has also been updated with a granite vanity and a beautiful walk-in tile shower. Step outside onto the screened-in lanai and enjoy peaceful waterfront views and true Florida living. The canal leads to Rocky Creek and out to Lemon Bay. A small dock has been added for leisure fishing and relaxing by the water. Additional updates include impact windows and a new roof installed in 2022. Don’t miss your opportunity to view this beautiful waterfront rental — schedule your showing today!

Listing is courtesy of: FLORIDA WEST COAST REALTY, INC (941-637-4900)

Listing Agent: Jean Leach (941-286-9672)

Remarks: This brand new luxury 3 bedroom, 3-bathroom and a 3 car garage house, is a single-family home that encompasses 2,150 sq. of open living space with high ceilings. The kitchen has upgraded granite countertops with large counter island, along with a corner pantry and plenty of cabinet space. The Master Bedroom includes his and hers oversized walk-in closet with build in shelves, separate sink vanities, enormous wall-to-wall walk-in shower and private water closet, and oversize free standing bath tub. Guest bedroom with its own ensuite bathroom, build in closet shelves. Ecofriendly, surround with security cameras, HURRICANE IMPACT RATED WINDOWS AND DOORS, sound isolation from outside noise, HEATED POOL WITH SPA, and cage enclosed. GARAGE FLOORS COVERED EXPOXY. FULLY FURNISHED.

Listing is courtesy of: TAMM REAL ESTATE (941-416-4765)

Listing Agent: Oksana Glushko (720-939-0184)

Remarks: Charming Old Florida-style cottage with a relaxed boho coastal vibe, ideally located in Englewood. Situated on a quiet dead-end street just a short distance from Dearborn Street’s shops, dining, and local events, and only minutes from the Gulf beaches. This fully furnished home offers comfortable living spaces, a functional kitchen, in-unit laundry, and a private fenced backyard, perfect for enjoying the Florida sunshine. Available for short-term rental with a minimum stay of one month.

Listing is courtesy of: TEAM OCEAN BREEZE (941-275-6345)

Listing Agent: Andrea Davis (941-275-6345)

Remarks: Wow! Calling all snow birds we now have Winter openings! From the moment you walk into the Breezy Oasis you are surrounded by modern day comforts and welcoming colors. The home hugs you and you immediately feel right at home. The owners are frequent visitors so it is well stocked. If you enjoy cooking, we have you covered. But we must say Englewood offers excellent culinary delights for the foodie in the group. We will share our favorite's with you. You will walk through the door and immediately make your way to the pool. We can't blame you! The sun kissed pool deck is completely private and cut off from the world by nature's own fencing. Have your bathing suit on, rinse off in the outdoor shower, and float in the heated, salt water pool! Loungers in place to bask in the Florida sun.... RELAXATION!!!. Fire up the propane grill and delight the neighbors with wafting deliciousness. After all the play, turn on the outdoor television, grab a cold drink from the mini fridge, and enjoy your dinner around the outdoor table with seating for six. As the day comes to a reluctant end you will rest comfortably here. The main bedroom sits opposite of the two guest rooms and you will sprawl in King sized bedding with a walk in closet. Slider right out to the lanai. Bonus! Queen accommodations in the second bedroom and two singles in the third. Need a break from the snoring, the sofa pulls out into a bed. Stream your favorite shows from the various Smart Tv's. A bluetooth speaker as well to set the mood. I can hear the calypso drums now. Garage area is off limits to guest. Less than a 7 mile drive to the beautiful beaches of the Gulf of Mexico on Manasota Key and help yourself to the towels, chairs, umbrella, and the trusty cooler located in bin on side of home. Shelling , shark tooth hunting, parasailing, jet skiing, boating, fishing is all right at hand. Multiple beaches along Manasota Key to choose from. Please do not miss Stump Pass. Great food and yummy drinks right across the street. Sip your margarita and watch a breath taking sunset. We know with certainty you will be booking your next stay before you know it.

Listing is courtesy of: REALTY BY DALE THOMAS (941-979-8497)

Listing Agent: Nicole Smith-Mayle (941-468-1964)

Remarks: One or more photo(s) has been virtually staged. Brand-new 2026 construction offering 3 bedrooms plus a versatile den, thoughtfully designed with modern architecture and elevated finishes throughout. Soaring ceilings and tile flooring throughout the entire home — with no carpet — create a bright, open atmosphere from the moment you step inside. The open-concept layout flows seamlessly into a stunning chef-inspired kitchen featuring an oversized island with cabinetry on both sides, sleek push-open and soft-close cabinetry, and a spacious walk-in pantry — perfect for everyday living and entertaining. The living area is enhanced by expansive sliding glass doors that open fully to the covered patio, creating seamless indoor-outdoor living and filling the home with natural light. High-end upgrades throughout include premium plumbing fixtures and shower heads, Toto toilets, a bathtub integrated within the shower for added versatility, USB-integrated outlets, modern interior doors and hardware, a Rheem Gladiator water heater, and epoxy-coated garage flooring for a clean, polished finish. The den offers flexible space ideal for a home office, media room, or additional living area. Outside, enjoy a spacious covered patio with plenty of room to relax or create your own outdoor setup. The home is on its own well and septic system, which can help reduce monthly utility expenses. Conveniently located near shopping, dining, and major roadways. English, Spanish, and Portuguese assistance available.

Listing is courtesy of: KW ELEVATE LUXURY (239-330-1217)

Listing Agent: Christina Ruud (239-223-4376)

Remarks: BEAUTIFUL NEW HOME - 3 bedroom, 2 bath, 2 car garage. As you enter the home, the view of the expansive living area is breathtaking. Continue through to the covered patio and back yard beyond. The kitchen, to the right of the living area, has stone counters, stainless steel appliances, closet pantry, breakfast bar that can sit 4 comfortably and an additional eating area. This primary bedroom has a walk-in closet. The primary bath has double sinks and step-in shower. The guest bath has a tub/shower combination. Beaches, golfing, fishing, shopping and restaurants, all nearby.

Listing is courtesy of: TALL PINES REALTY (941-475-5015)

Listing Agent: Madelene Waterhouse (941-276-6015)

Remarks: Listing reflects peak season rate. Escape to Good Vibrations, a dog-friendly canal-front home in Englewood, designed for a serene and stylish escape. Swim in your private, heated saltwater pool or relax on the spacious screened lanai, perfect for sun-kissed afternoons and starlit gatherings. With direct access to the tranquil canal, you can launch kayaks or paddleboards right from your backyard and explore scenic waterways. Inside, discover an an open, light-filled haven boasting a bohemian flair, a fully equipped kitchen for whipping up vacation feasts, and the convenience of an in-home washer and dryer. We've got you covered with a complimentary starter kit and all the essentials, including cozy linens, fluffy towels, and beach-ready gear. Sleeping up to 4 guests, you'll find comfort in the primary bedroom with a king bed and the guest bedroom with a queen bed, both offering private spaces. Plus, enjoy complimentary Wi-Fi and a work space in the living area for those who work remote. Immerse yourself in the local scene with vibrant arts, lively festivals, delicious dining, and charming shops on Downtown Dearborn Street. Step out and explore Englewood's stunning Manasota Key Beach, a treasure trove of crystal-clear waters and shark teeth. Getting around is a breeze: we're just 10 minutes from the Tom Adams Bridge (to get you to Manasota Key), and you can even hop on Stumpy’s Free Ride for complimentary shuttle service around Manasota Key. While exploring by car lets you uncover hidden gems at your own pace, our local team is always here to ensure your stay is relaxing, enjoyable, and filled with fantastic recommendations. Book your vibrant escape today! Please note: If you are bringing a pet, there is a $250 pet fee (per pet). We encourage you to inquire about the specific pet policy applicable to your reservation for clarification, including how and when the pet fee will be collected.

Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)

Listing Agent: Beth Dilley (941-400-1322)

Remarks: *** Short Term Rental Available *** Come see this stunning, 3 bedroom 2 bathroom home located Englewood, FL. This home sits on 5 acres of private, set back land with board fencing, three - 10x16 horse stalls and a newly built in-ground pool with a cage. Inside, you can find beautifully updated features throughout, including new appliances, furniture and plenty of comfortable space for relaxation after long days of riding. A unique equestrian property for those looking to get away for the winter.

Listing is courtesy of: PALM REALTY PROPERTY MANAGEMENT (941-484-7644)

Listing Agent: Nicholas Cuviello (941-484-7644)

Remarks: Turnkey Furnished Private Pool Home in Boating Community – Englewood Isles Retreat! 2BR | 2BA | Screened Pool | 2-Car Garage | Sleeps up to 6 people. Welcome to your perfect Florida escape in the sought-after boating community of Englewood Isles. This beautifully maintained 2-bedroom, 2-bathroom pool home is designed for comfort, relaxation, and convenience—ideal for a seasonal getaway, snowbird stay, or monthly vacation rental. From the moment you arrive, a new impact-rated front door welcomes you into a sunlit open living space with elegant ceramic tile throughout (no carpet!) and fresh interior paint. The formal living and dining areas are outfitted with electric blinds, custom drapes, and a pocket slider leading to the screened lanai and pool—perfect for indoor-outdoor living. Split Floor Plan for Privacy. The primary suite features a walk-in closet, ensuite bathroom, and Plantation shutters for a calm, coastal feel. On the opposite side, the spacious guest bedroom offers a walk-in closet and nearby access to a pool bath with granite vanity and impact door to the lanai—great for guests! Whip up meals in the Chef’s Kitchen equipped with: granite countertops, Thomasville soft-close cabinets, pull-out spice rack & touchless faucet, tile backsplash and newer appliances, accent cabinet lighting. Just off the kitchen is a pantry closet and a breakfast area that opens to a light-filled family room with views of the pool. Interior laundry room with washer & Dryer. Spacious 2-car garage with a fresh epoxy floor, double utility sink, and impact garage door. Outdoor Oasis where you can relax on your freshly painted lanai, enjoy a swim in the private screened-in pool, or take a walk through this serene, well-kept neighborhood. Englewood Isles sits on Forked Creek with a nearby community marina & boat ramp. Boat slips with access to Lemon Bay and the Gulf are available for rent. It's perfect for boating enthusiasts or anyone looking to enjoy coastal living. You're just minutes from Manasota Key beaches, golf, shopping, dining, and the charm of downtown Englewood. Whether you're looking for sun, sand, or simply serenity—this home has it all. Now booking for seasonal and monthly stays! Rental rates: *Off-Season: $3,000 per month plus taxes & fees. *In-Season: $6,000 / month plus taxes & fees. Additional rental fees include: (13%) Sales & Resort Tax, ($100) booking fee, ($350) exit cleaning fee, ($400) pool heater fee (mandatory from Nov - Apr). Pet Friendly: up to 3 pets, under 60 lbs each with $250 pet fee per animal * (see breed restrictions). *Prices based on 2-person occupancy. Additional persons staying in the unit for a period of longer than 7 days may be considered additional occupants and subject to additional rental fees being charged and/or application and approval process if the community is governed by association rules and regulations. Your rental Agent must be advised of all additional occupants and dates they will be in the unit. Note that rates are subject to change without notice and reservations are not guaranteed until an initial reservation deposit is received. Also available for long-term lease (over 6 months stay) at discounted rate of $2,500.00 per month plus utilities.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Tanya Agle (484-904-5588)

Remarks: Beautifully furnished and recently renovated 2-bedroom, 1.5-bath home available for month-to-month or short-term rental terms of 3 to 6 months. Located in a quiet Englewood neighborhood, this home is less than 10 minutes from Manasota Key Beach and approximately 1 mile from Dearborn Street’s restaurants, shops, and local attractions. Offered fully furnished, the tenant only needs to bring personal belongings. The home also a fully fenced in yard, laundry area, garage, and long driveway. Tenant is responsible only for water and electricity. A great option for anyone needing temporary housing, a shorter-term rental, or a comfortable furnished home for a few months in a convenient Englewood location.

Listing is courtesy of: KW COASTAL LIVING (941-473-7399)

Listing Agent: Veronica Diquez (561-809-1769)