Englewood Single Family Homes For Rent - 47 homes

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: Beautiful 2 bed 2 bath home with one car garage now available for rent. This home has all new impact resistant windows and a fresh coat of paint. Situated on a large lot with mature landscaping and a huge rear deck in the fenced back yard. Home comes with washer and dryer, sorry no pets please. Make this your piece of Paradise.

Listing is courtesy of: PARADISE REALTY OF VENICE INC (941-488-1111)

Listing Agent: Tom Roberts (941-400-5361)

Remarks: Available now for annual lease: this 2-bedroom, 1-bathroom rental home in Englewood, FL 34224 offers 972 sq ft of comfortable, low-maintenance living. Located on Bensonhurst Lane in a quiet residential neighborhood, this home is close to Englewood Beach, Manasota Key, Lemon Bay, local golf courses, shopping, and dining — making it easy to enjoy the Gulf Coast lifestyle year-round. Inside, the open floor plan is filled with natural light, creating a bright and welcoming living space that flows easily from room to room. Both bedrooms offer comfortable, private retreats, and the full bathroom is functional and well-kept. A driveway provides convenient off-street parking. This home is pet-friendly, so your furry family members are welcome (breed/weight restrictions and pet fees may apply — confirm with listing agent). Englewood offers small-town charm with easy access to Sarasota and Port Charlotte, making this an ideal rental for anyone seeking an affordable, relaxed coastal lifestyle close to Florida's best beaches. Available for immediate move-in. Annual lease only — no short-term or seasonal rentals. Schedule your showing today — homes at this price point in Englewood don't last long! Laundry: In garage, Ready for use Pets: Negotiable up to 15lbs Lawncare: Tenant Responsible Utilities: Tenant responsible for electric and water. Move in Funds: Minimum one month rent and one month security deposit. At PMI Southwest Florida, we strive to provide an experience that is cost effective and convenient. That’s why we provide a Resident Benefits Package (RBP) to address common headaches for our residents. Our Standard Program handles insurance, air filter changes, utility set up, credit building, rent rewards and more at a rate of *$39.95/month, added to every property as a required program. You have the option to elect our Premium Program, which includes all of the above plus identity protection & pest control at a rate of *$49.95/month. *If you provide your own insurance policy, the RBP cost will be reduced by $11.95, which is the amount of the insurance premium billed by Second Nature Insurance Services This home also comes with high speed internet up to 1 Gig at an exclusive group rate of $65.00, and includes 24/7 premium support and setup to help get you connected at move-in.

Listing is courtesy of: PMI SOUTHWEST FLORIDA (941-237-0011)

Listing Agent: Alex Corona (616-648-0662)

Remarks: Booked Feb 11th to June 13th, June 20th-27th, July 4th to August 9th, Nov 21st-29th, Dec 26th 2026 to Jan 9th 2027, Feb 6th-27th, March 13th-20th, March 27th-April 3rd, April 10th-17th, May 1st-8th, Dec 18th 2027-Jan 1st 2028. Welcome to Sea Garden, a peaceful beachfront retreat on beautiful Manasota Key. This spacious 4-bedroom, 3-bath stilt home blends coastal charm with modern luxury. The open-concept living area features soaring ceilings, abundant natural light, and stunning Gulf views from the family room and primary suite. The newly remodeled gourmet kitchen is a chef's dream, featuring brand-new high-end appliances, including a convection oven, along with premium cookware, gourmet pots and pans, and everything needed to prepare memorable meals. The luxurious primary suite features a private balcony with breathtaking Gulf views and a spa-inspired bathroom complete with a large walk-in shower and soaking tub. Two primary suites provide privacy and comfort, while the additional bedrooms are perfect for family and guests. Recent updates include a brand-new covered porch and deck area, ideal for outdoor dining, morning coffee, or sunset cocktails. Relax in the private hot tub surrounded by tropical landscaping and soothing Gulf breezes. **New photos showcasing the home's beautiful upgrades, refreshed interiors, enhanced outdoor living spaces, and spectacular beachfront setting are to come.** Sea Garden is the perfect place to relax, reconnect, and create unforgettable memories by the sea. The beach will be your lifestyle interwoven with a sandy yard filled with indigenous plants and amazing winding oaks. The dunes have been kept natural with a well-traveled path to your private beach. Manasota Key Beach area for locals is best known as the little-known beaches being the least crowded. You can have the best of both worlds with the public beaches of Englewood, Blind Pass or Stump Pass Beaches if you want to check out the other local spots. If you want to try out other leisure time adventures there are many to choose from. Choose from Sea Turtle Viewing, Fishing, Stump Pass Beach State Park, Parasailing, Shell and shark teething hunting or dining. White Elephant Pub from their brochure:THE WHITE ELEPHANT PUB invites you to bring your boat to the deepwater harbor and enjoy great food and drinks. The 'Old Florida' style structure was originally as a resort, and now houses the popular cold drinks and delicious food spot on Chadwick's Cove. The idyllic location with the public beach across the highway and the marina at the bay make it a favorite eating place, with fantastic entertainment a regular feature! Flounders from their brochure:Party at Flounder's! Flounder’s Restaurant and Tiki Bar is a party even when there is no party. The $21,750 is for base rent only. There are taxes, an insurance fee, cleaning fees, credit card fee, and pool heating fee.

Listing is courtesy of: PRECISE REALTY CORP (941-400-0374)

Listing Agent: Jennifer Le Blanc (941-400-0374)

Remarks: The Coolest House on Manasota Key Welcome to island living at its finest. This Key West style waterfront home sits directly on Lemon Bay with panoramic water views that'll stop you in your tracks. Three floors of laid-back luxury, all connected by a private elevator, for easy access to all levels. The kitchen alone is worth the trip. We're talking granite countertops, a massive island with seating, herringbone tile backsplash, stainless steel appliances including a glass-front wine cooler, farmhouse sink, and enough counter space to prep for the whole crew. Vaulted ceilings make the open-concept living and kitchen area feel enormous, and those navy leather power recliners facing the big screen are where you'll end up every night after a day on the water. Two master suites give you options, and the primary wakes up to bay views through a wall of glass. The en suite bathroom has a soaking tub and walk-in shower. Coastal blues throughout make the whole place feel like you never left the water. Step outside and it gets even better. The heated pool and spa sit waterside with unobstructed views of Lemon Bay. There's a boat lift right on the canal, so bring the boat and you're just minutes from Stump Pass and out to the Gulf. Fish off the dock, launch the paddleboards, take the kayaks out at sunset. The ground level has a tiki bar setup, a fully built-out utility room with tons of cabinetry and a beverage fridge, plus a two-car garage. The best part? You're a short walk or golf cart ride to all the restaurants and live music on Englewood Beach. No driving, no parking hassles, just roll down the road and you're there. New roof. Fully furnished and turn-key. Available month to month. This one doesn't come around often.

Listing is courtesy of: LASBURY-TRACY REALTY INC. (941-474-5585)

Listing Agent: Austin Tracy (941-387-4259)

Remarks: Enjoy the best of historic Englewood living in this charming updated rental just blocks from Indian Mound Park and its public boat launch. This home offers a convenient location close to everything that makes Englewood special. The home features a brand-new fully renovated bathroom completed in 2026, along with major system updates including a roof replaced in 2017 and HVAC system replaced in 2020. An indoor storage area off the kitchen provides valuable extra space for pantry items, hobbies, or household storage. Outside, relax on the screened front porch, enjoy the spacious backyard and patio, or take advantage of the property's ample parking and storage possibilities. There is room to accommodate a boat, making it ideal for those who enjoy Florida's outdoor lifestyle. Located just a short walk or bike ride from downtown Dearborn Street, you'll have easy access to local restaurants, shops, community events, and the popular Englewood Farmers Market. Indian Mound Park is only blocks away and offers a beautiful setting to launch a boat, fish, or enjoy spectacular sunsets over Lemon Bay. Englewood Beach is approximately 3 miles away, putting morning beach walks, yoga, and sunset strolls within easy reach. The home can be offered partially furnished although not all photos have current furnishings. Tenant is responsible for electric, water, cable/internet, and lawn care. Don't miss this opportunity to enjoy a comfortable home in one of Englewood's most desirable and walkable locations.

Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)

Listing Agent: Lauren Hofing (773-960-1122)

Remarks: Welcome to this beautiful 3-bedroom, 2-bathroom rental home offering comfort, style, and convenience. This well-maintained property features a bright and open floor plan, a spacious living area, and a fully equipped kitchen with ample cabinet and counter space. The primary suite includes a private bathroom and generous closet space, while the additional bedrooms are perfect for family, guests, or a home office. Enjoy a large backyard ideal for relaxing or entertaining, along with a two-car garage and a convenient indoor laundry area. Located in a quiet neighborhood close to shopping, restaurants, schools, parks, and beautiful Gulf Coast beaches, this home offers the perfect blend of comfort and accessibility. Don't miss this opportunity to make this wonderful property your next home. Schedule your private showing today!

Listing is courtesy of: GILVAN REALTY CORP. (954-825-5722)

Listing Agent: Gilberto Imery (561-927-5412)

Remarks: ~AVAILABLE MONTH OF APRIL & MAY 2026~ Cute Cottage on Gottfried Creek~Newly refurbished 2BR/1.5BA seasonal rental with all new flooring, drywall, fixtures, kitchen, bedding, and housewares. Enjoy spectacular creek views with wildlife visits from manatees, dolphins, otters, and cranes. Located on a quiet, dead-end street just 5 minutes to Manasota Key. Bring your bikes. Close to dining, shopping, fishing, golfing, Wellen Park, and a community pool 5 minutes away. Use of kayak included! RENTAL DETAILS...... $2,600/month + 12% tax, $250 departure cleaning fee & $500 security deposit will secure this property. Available for APRIL & MAY OF 2026 Owner would consider small dog with $300 non-refundable pet fee. Contact Pineapple Gulf 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: Beautiful 3 bedroom 2 bath home with pool in Englewood Serene lifestyle offered by this charming residence at 7344 Brookhaven Ter, nestled in the heart of picturesque Englewood, FL.***All Carpet in home being replaced*** This inviting home boasts 1,600 square feet of well-designed living space, featuring three spacious bedrooms and two full bathrooms. Step inside to discover a warm and welcoming atmosphere that perfectly blends style and functionality. The open floor plan connects the living areas, creating an ideal setting for both entertaining and everyday living. Large windows flood the home with natural light, illuminating the tasteful finishes and plenty of space in the kitchen making meal preparation a joy. Outside, enjoy the tranquility of the surrounding neighborhood, perfect for leisurely strolls and outdoor activities. This rental home is not just a place to live, but a space to create memories and enjoy every moment. Experience the perfect balance of comfort and convenience at this delightful Englewood haven, ready to welcome you home. This home sits just 15 minutes from the world class beaches of Manasota Key, but allows you enjoy the home which offers an inground pool. ADDITIONAL FEES AND RENTAL INFORMATION: Move-In Funds: Minimum 1st month rent, 1 month security deposit. Pets: Pets Considered. $35 per month, $250 pet deposit, Nothing over 50lbs. Laundry: Washer and Dryer hookups available. Lawn Care: Tenant Responsible. Utilities: Trash is Included, Tenant responsible for electric and water. At PMI Southwest Florida, we strive to provide an experience that is cost-effective and convenient. That’s why we provide a Resident Benefits Package (RBP) to address common headaches for our residents. Our Standard Program handles insurance, air filter changes, utility set up, credit building, rent rewards and more at a rate of *$39.95/month, added to every property as a required program. You have the option to elect our Premium Program, which includes all of the above plus identity protection & pest control at a rate of *$49.95/month. *If you provide your own insurance policy, the RBP cost will be reduced by $11.95, which is the amount of the insurance premium billed by Second Nature Insurance Services.

Listing is courtesy of: PMI SOUTHWEST FLORIDA (941-237-0011)

Listing Agent: Alex Corona (616-648-0662)

Remarks: Welcome to this charming 2BR and 2BA home near historic Dearborn Street in Englewood. Walk to your favorite restaurants, live music, shopping and activities. Short 10-minute drive to Englewood Beaches and 20-minute ride to downtown Venice and beaches. The backyard paradise features a playground, fire pit area and multiple sitting areas for relaxing in the Florida sun. The fenced in yard is perfect for your dog's enjoyment. The large, air-conditioned lanai has abundant light and is filled with custom built in cabinets and a desk area. An artist or crafters dream come true. Special Summer rate at $1,995 monthly. Rented for the 2027 season. Will consider weekly rental at $700 per week.

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

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

Remarks: *** Season Rental Available *** Very cool 2 bedroom 1 bathroom seasonal rental available in Englewood. This property is located on a large lot with both front and back yards. Located minutes from local shops, restaurants and coastal beaches. Don't miss your opportunity to vacation at this great home!

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

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

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: 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 welcome, 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 and a den, 3 full bathrooms, and an attached garage. Open-concept floorplan and high ceilings. 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! Golf membership not included. Use of Clubhouse and pool included. Reach out to list agent for season rates.

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

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

Remarks: THIS IS A FURNISHED SEASONAL RENTAL AVAILABLE FOR December 2026 through April 2027~THREE MONTH MINIMUM~ Located in Englewood, newer 3 bedroom, 2 bath, 2 car garage, heated pool home. Tile throughout this open floor plan. Split floor plan. High cathedral ceilings. Ceiling fans. Full size washer and dryer. Walk in master bath shower. Full size tub and shower in guest bath. French doors to the screened in pool area. All linens, pots and pans and houseware items are included. Close to shopping, dining and many local beaches. If you enjoy golfing, there are 9+ local golf courses in the area. Walking trails close by. Kayaking & paddle boarding. Internet provided. Rent is $4,800.00 each month + 12% tax, $300 departure cleaning fee and $500 security deposit. Please call Pineapple Gulf Property Mgmt. for more information or to book this property. SORRY, NO PETS!!!!!! THIS IS A NON SMOKING RENTAL PROPERTY VOTED BEST OF ENGLEWOOD 2024/2025/2026

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

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

Remarks: THIS IS A FURNISHED SEASONAL RENTAL ~NOT AVAILABLE JANUARRY 1, 2027 TO MARCH 31, 2027~ This is a fully furnished seasonal, 3 bedroom, 2 bath heated pool home located in North Englewood in the great community of Dale Lakes Estate. Just minutes to Manasota Key beach. Take a drive to the beach and enjoy the Florida Sunshine or take a dip in the heated pool. This home is fully furnished to include all your houseware items, linens and pots and pans. Full size washer and dryer. Rent is $4500 monthly + 13 sales tax. $300 departure cleaning fee & $500 security deposit will secure this rental property. Rent includes internet and streaming TV. Close to shopping, dining, shelling, golfing and the best beaches anyone could ask for. For more information, please contact Pineapple Gulf Property Mgmt. THIS IS A NON SMOKING RENTAL PROPERTY!!!!! PETS ARE NOT INVITED.

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

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

Remarks: ANNUAL UNFURNISHED SINGLE FAMILY HOME in Prime Englewood Location Don’t miss this freshly updated 1 bedroom, 1 bath single family home located at 870 S McCall Rd. #4. This cozy and well-maintained unit features fresh interior paint and brand-new flooring, offering a clean and comfortable living space in a highly desirable area of Englewood. Inside stack washer/dryer and central AC. Enjoy being centrally located just minutes from local shopping, restaurants, beautiful Gulf beaches, and scenic biking paths. Whether you're looking for convenience or a simple, low-maintenance lifestyle, this property delivers. Rent is $1,250 per month and a minimum-security deposit of $1,250 is required. Applicants must have no prior evictions, a minimum credit score of 600, and verifiable income of at least $3,750.00 per month. A full background and credit check will be conducted. There is a $100 non-refundable application fee, and applications will only be processed once payment is received.  Possible small pet, under 25 lbs, with owner approval. $300 nonrefundable pet fee will apply.  This clean, updated, and conveniently located property. THIS IS A NO SMOKING RENTAL PROPERTY Proudly serving the community and voted Best of Englewood 2024, 2025, and 2026.

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

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

Remarks: REASONABLE SEASONAL RENTAL ~ Not AVAILABLE DECEMBER 2026 TO MARCH,2027 SEASON~1 MONTH MINIMUM ~787 Liberty St., Englewood, 34223~ Centrally located! Bike to downtown Englewood or Manasota Beach. Quiet area close to shopping, Thursday farmers market, car shows, art shows, golfing, fishing and beaching. 10 miles from the new Wellen Park and the Braves Stadium. 2 BR, 1 BA home with screened lanai & carport. Tile throughout. Full bath with tub & shower. Both bedrooms have queen beds. $2,900/mo. + 13% tax. $250 departure cleaning fee. $500 security deposit. Pet considered with $300 non-refundable fee (NO CATS owner allergic). Call Pineapple Gulf Property Mgmt. for details Voted Best of Englewood 2024/2025

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

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

Remarks: Spend the Winter months in Sunny Englewood, Florida! FULLY FURNISHED RENTAL PROPERTY AT 1153 Clark St...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 2024/2025/2026

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

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

Remarks: FURNISHED SEASONAL RENTAL AVAILABLE~3 MONTH MINIMUM~ December1, 2026 through April 30, 2027. This three-bedroom, three-bath single-family home at 881 Bayshore Dr., Englewood, FL, is a clean and comfortable option for your winter retreat. It features two master suites, a split floor plan, and an open living room-to-kitchen design, providing ample space for relaxation and entertaining. The home also includes a private heated pool with a jacuzzi and a large screened lanai, perfect for enjoying the Florida sunshine. Additional amenities include a full-size washer and dryer and an outdoor grill. The property is conveniently located near local beaches, Wellen Park-Cool Today Park, fishing, dining, shopping, farmers' markets, and golf courses. The rent is $4,500 each month, plus 13% tax. There is a $300 departure cleaning fee and a $500 security deposit required to secure your reservation. A pet may be considered with owner approval, and a non-refundable pet fee of $300 will apply. Please note that this is a non-smoking rental property. Please reach out to Pineapple Gulf Property Mgmt for more details or to reserve this property. VOTED BEST OF ENGLEWOOD 2024/2025/2026

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

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

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!

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

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