Englewood Single Family Homes For Rent - 47 homes

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: Experience resort-style living in the highly sought-after Boca Royale Golf & Country Club, a gated golf community in Englewood offering beautifully maintained grounds, winding tree-lined streets, community pools, and a guard-gated entrance for added privacy and security. Located just 3 miles from Manasota Key Beach, this stunning Endless Summer III single-family home combines modern design with the relaxed Florida lifestyle. This beautifully designed residence features 3 spacious bedrooms, 3 full bathrooms, and an attached garage with an open-concept floorplan perfect for comfortable living and entertaining. The extra-large primary suite includes a 4-foot extension, en suite bathroom, and generous walk-in closets. Throughout the home, you’ll find upscale finishes including 8-foot two-panel doors, elegant stone detailing, brass floor accents, and bronze windows that add warmth and character to the modern style. The rear patio lanai is ideal for enjoying Florida evenings, complete with a gas hookup for grilling and charming fairy lights draped over the garden trellis overhead. Whether you're relaxing at the community pool, enjoying the golf course surroundings, or spending the day at nearby beaches, this home offers the perfect blend of luxury and convenience. Plan your best life in the Florida sunshine at Boca Royale!

Listing is courtesy of: SHOWTIME REALTY (941-822-0890)

Listing Agent: Anna Lee Williams (240-315-4672)

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: Nice updated house with NO CARPET, wood laminate flooring through out with tile in the bathrooms. This house offers lots of room and storage with formal living, dinning, 2 FAMILY ROOMS, all bedrooms nice sized with walk in closets and a huge screened in lanai. Kitchen is light and bright with skylight and recessed lighting, White cabinets and stainless steel appliances with granite stone counters and nice sized closet pantry. The kitchen is the middle focal point of this split bedroom plan. The kitchen views into the family room and the sun room surrounded with windows. The house is on a double lot with 2 nice outdoor sheds for storage or to work out of. The location is great in the center of Englewood, minutes to the new ALDI, restaurants, Tringali Recreational Center, BEACHES and live entertainment,

Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)

Listing Agent: Toyia Youtzy (941-915-7926)

Remarks: Seasonal or Annual Rental. Fully turnkey/furnished 3 bedroom, 2 bath home. ONLY 2 miles to Manasota Key Beach. All you need to bring is your toothbrush and a suitcase. The home is extremely well equipped with everything you need including beach chairs, towels and even ice coolers. Master suite with king size bed, 2nd bedroom has a queen size bed, 3rd bedroom has 2 double beds. Kitchen was completely remodeled with all stainless steel appliances. It was designed for entertaining, with everything you need and more. The bathrooms and bedrooms are stocked with an abundance of linens & towels. The backyard is a vacation Paradise with your own bocce ball court, outdoor shower and large covered, screened in Lanai. The home is well equipped with electronics - every room has a flat screen TV, even the Lanai! Tile flooring throughout. No HOA. Small dogs or cats accepted. No smoking. Available June 2026 through January 2027. Everything is included!

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

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

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: Welcome to this sun-drenched, charming oasis perfect for your holiday retreat in the sunshine state! This cozy TURN-KEY home boasts THREE bedrooms, TWO full bathrooms, an open kitchen, living, and dining area, all flooded with natural light and rich quarry tile throughout keeping cool underfoot. Step outside to discover the privacy of a beautifully landscaped backyard with mature shade trees and palms, a fire pit, barbecue grill, fountains, a refreshing outdoor shower and outdoor table and chairs, ideal for entertaining or simply soaking up the sun. This home sits on a double lot, offering ample space for your furry friends to roam safely within the FULLY FENCED yard. Inside, you'll find all the comforts of home, including a washer/dryer, fast WiFi, and luxurious amenities like down pillows, bed and shower linens, cooking and dining utensils, board games, books and more! This home is a mile from the waterfront Lemon Bay Park, just over a mile to the historic Dearborn Street with boutique shopping, lively restaurants, and a farmers’ market and an easy 10-minute drive to the beach! You are also located within an hour drive of Sarasota to the North and Fort Myers to the South and all the fabulous coastal beach communities in between including Boca Grande, Venice, Nokomis, & Siesta Key! Call/Text to schedule a private preview of this great home for the prefect Florida summer/fall retreat!

Listing is courtesy of: EXIT KING REALTY (941-497-6060)

Listing Agent: Chantelle Edalgo (209-993-2788)

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: Seasonal/Short-Term Rental available throughout the year. Posted rate is winter/peak season rate. Off-season rate is $2,000/month. Lovely East Englewood home. This 3 bedroom, 2 bathroom home is located on a quiet side street on a corner lot with an oversized back yard. This spacious home is great for entertaining your visiting friends and family. The pocket sliders open to the nicely decorated lanai for additional entertaining space. There is plenty of counter space in the updated kitchen, which overlooks the family room. The master suite has a king size bed. The master bath has a walk-in shower and his and her vanities. The second bedroom has a queen bed, with twin beds in the third bedroom. One bay of garage is available for renter parking. Owner uses second bay. This home is very close to the 5 Rotonda golf courses, as well as many fine area restaurants and shopping. Internet included. Sorry No Pets.

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

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

Remarks: Spend the Winter months in Sunny Englewood, Florida! FULLY FURNISHED RENTAL PROPERTY AT 1153 Clark St...  AVAILABLE FOR THE 2026/2027 SEASON... 3 MONTH MINIMUM~2 bedroom, 2 bath, 1 car garage home located in Englewood on a quiet dead end street.  Boat dock will accommodate up to 24 ft. Easy access to Gulf.  Fully furnished home awaits you for your winter getaway.  Includes all the houseware items, linens, pots and pans, beach chairs and umbrellas. 2 nice size walk in closets. Split floor plan.  Coffee bar. Very nicely decorated. Both bathrooms have walk-in showers. Full size washer and dryer.  All new furnishings. Brand new kitchen. Screened lanai with a view of the canal. Close to local beaches, Wellen Park & Cool Today & Atlanta Braves stadium, Thursday downtown Englewood farmers market, shopping, local restaurants, golfing and fishing.  Includes all utilities and internet.  Streaming service only.  Rent is $4,000 + 12% sales tax, $250 departure cleaning fee and $500 security deposit will confirm your rental.  THIS IS A NON SMOKING RENTAL PROPERTY.  SORRY, PETS ARE NOT WELCOME. Call Pineapple Gulf Property Mgmt. for details on this property. Voted Best of Englewood 2024/2025

Listing is courtesy of: CELEBRATION RENTAL GROUP (407-566-8009)

Listing Agent: Dane Bradley (407-566-8009)

Remarks: Welcome to your beautifully remodeled coastal retreat at 275 Pineapple Street in Englewood, Florida! This charming 2-bedroom, 1-bath home has been thoughtfully updated from top to bottom, offering a fresh, modern feel with all the comforts you’re looking for. Step inside to discover stylish luxury vinyl plank flooring throughout, complemented by a bright and open living space. The fully renovated kitchen is a standout feature, boasting sleek granite countertops, stainless steel appliances, and plenty of cabinet space—perfect for cooking and entertaining. Both bedrooms are well-sized with great natural light, while the updated bathroom showcases clean, contemporary finishes. A single-car garage adds convenience and includes a washer and dryer for your everyday needs. Location is everything, and this home truly delivers. Nestled in a quiet neighborhood, you’re just minutes from the stunning beaches of Manasota Key, local dining, shopping, and all that Englewood has to offer. If you’re looking for a move-in-ready rental in a prime location with modern upgrades throughout, this home is a must-see!

Listing is courtesy of: LANDMARK REALTY (941-575-4550)

Listing Agent: Lisa Blanchard (941-575-4550)

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: Available now for annual lease, this charming furnished cottage in the highly sought-after Historic Dearborn District offers an incredible location with lovely views of Lemon Bay down Tyler Avenue and easy access to Old Englewood’s shops, restaurants, parks, and farmer’s market. Recently renovated, the home features fresh interior paint, updated flooring, crown molding, and LED soffit lighting, providing modern comfort with coastal charm. Enjoy nearby access to Lemon Bay for kayaking, fishing, boating, and manatee watching, while Manasota Key’s beautiful Gulf beaches are just 2 miles away. Utilities and lawn care are not included in rent, and ample parking is available.

Listing is courtesy of: PARADISE BREEZE VACATION RENTALS AND REALTY, LLC (941-223-2656)

Listing Agent: Shannon Doell (941-223-2656)

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)