Englewood Apartments for Rent - 105 rentals

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: Englewood first-floor condo available Dec - April $3900- Off-season $2000. Welcome to your Florida getaway! This beautifully maintained first-floor condo offers 1,112 square feet of comfortable living space with 2 spacious bedrooms and 2 full bathrooms. Tastefully decorated and move-in ready, this home features a bright, open layout designed for easy coastal living. Enjoy the convenience of ground-floor access and relax in a welcoming community with a sparkling community pool. Located just minutes from the beautiful Englewood beaches and the charming shops, restaurants, and local attractions of Dearborn Street, you'll love the perfect blend of beachside relaxation and small-town charm. Whether you're looking for a seasonal escape or a longer-term rental, this condo offers comfort, convenience, and the Florida lifestyle you've been looking for! Call text or email for more details

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

Listing Agent: Liesa Payne (941-255-7220)

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: Beautifully remodeled condo with waterfront views. Located in a quiet community that includes a pool, tennis courts, fitness center, clubhouse and walkways. This 3 bedroom, 2.5 bath condo can be your personal oasis. It has been beautifully remodeled with a coastal feel. Prepare meals in the chef inspired kitchen with large walk in pantry. Guest quarters can be closed off for privacy. Great room floor plan with a bonus room off of the kitchen. Laundry room and storage is in the unit for your convenience. There are 2 reserved parking spots with lockable cages for your belongings.

Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)

Listing Agent: Michelle Stevens (941-456-5950)

Remarks: SEASONAL FURNISHED HOME - Available in February. Seasonal rate $3800 per month, Dec-April, Off season rate $2500, May-Nov. Experience Florida living at its best in this fully furnished 3-bedroom, 2-bath villa located in the heart of Englewood! This spacious villa offers an open floor plan with modern decor, a well-equipped kitchen, and comfortable living spaces. Enjoy access to the community pool, perfect for relaxing and soaking up the sunshine. The condo is in a peaceful community, close to local shops, dining, and the beautiful Gulf beaches. Available for immediate move-in., not available June, July or August. Don’t miss out on this amazing rental opportunity in Englewood, FL!

Listing is courtesy of: BARNES & PHILLIPS REAL ESTATE (941-743-4200)

Listing Agent: Kendra Cox (941-875-4359)

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: Charming 2-Bed, 2-Bath, 2 car garage for Rent in Englewood - Lawn Service Included! This spacious and well-maintained duplex offers the perfect combination of comfort and convenience, featuring 2 bedrooms and 2 full bathrooms. Located in a desirable Englewood neighborhood, this home comes with modern amenities and a well-thought-out layout. Washer and dryer inside laundry room. No pets. No smoking. 1st, last, and security deposit plus water deposit.

Listing is courtesy of: PAPE PROPERTIES REALTY (941-380-6472)

Listing Agent: Dennis Pape (941-380-6472)

Remarks: 2026 AVAILABLE: APR, MAY, JUN, JUL, AUG, SEP, OCT, NOV, DEC. 2027 AVAILABLE: JAN, FEB, MAR, APR. BOOK AT: $5000/PER MONTH (SEASON IS DEC-APRIL, 3 MONTHS MINIMUM) BOOK AT: $2500/PER MONTH (OFF SEASON IS MAY-NOV, 3 MONTH MINIMUM) *PRICES MAY VARY DEPENDING ON NUMBER OF NIGHTS BOOKED* Beautiful Seasonal Englewood Villa - DOG FRIENDLY- new construction with Community Pool – Located minutes from Englewood Beach, Hospital, & YMCA! Enjoy the best of Florida living in this gorgeous new construction villa located in the heart of Englewood. This stylish and spacious three-bedroom, two-bath home with a two-car garage offers 1,579 square feet of beautifully designed living space, perfect for relaxing or entertaining during your seasonal stay. Residents and guests can enjoy the community pool, cabana, and BBQ area, all just minutes from the beautiful Gulf shoreline at Englewood Beach, as well as nearby conveniences including HCA Florida Englewood Hospital and the YMCA of Southwest Florida – Englewood Branch for those who enjoy staying active. The open-concept kitchen is ideal for gathering and entertaining, featuring a large kitchen island with breakfast bar seating—perfect for enjoying your morning coffee or casual meals. A separate dining area provides space for more formal dining or evening games with guests. The master suite offers en-suite bathroom with a walk-in shower and closet. A comfortably appointed second bedroom is conveniently located near the main bathroom, also featuring a walk-in shower. The third bedroom provides flexibility and may be used as a guest room, den, or office, complete with a day bed for visiting guest. Additional features include a large screened lanai overlooking the peaceful community lake, a dedicated laundry room with full-size washer and dryer, and an attached two-car garage. This beautiful villa offers comfort, style, and a prime location just minutes from beaches, dining, shopping, and recreation—making it the perfect seasonal escape in Englewood. ~Property located on the Villa Side Community with access to Community Pool and Cabana located on Single Family Home side. ~Included in rent: Water, Sewer, Garbage, Streaming Service, Wi-Fi, Landscaping, Electric. ~Paid in full under 90 Days, $145 Booking Fee, $1000 Security Deposit, $300 Clean, plus 13% Tax. ~Dog considered $300 Pet Fee (HOA requires under 50 lbs) ~Association: Application & Fee Required (Fee is Subject to Change).

Listing is courtesy of: COMPASS PROPERTY MANAGEMENT LLC (941-444-6185)

Listing Agent: Jeremy Myers (941-444-6185)

Remarks: THIS IS A FURNISHED SEASONAL RENTAL AVAILABLE 2027 SEASON-3 MONTH MINIMUM PER HOA 1 Bedroom, 1.5 Bath Furnished Condo in Quails Run Englewood, FL (55+ Community) Enjoy coastal living in this beautifully furnished second-floor condo located in the tranquil Quails Run community, designed exclusively for residents aged 55 and over. This is a 1 Bedroom, 1.5 Bathroom second floor condo. Fully Furnished. Heated Community Pool, Clubhouse & Shuffleboard. Utilities Included: Internet and Cable TV. Close to Beaches, Shopping, Golfing, Shelling, and Dining. Easy Access to Wellen Park, Venice, and Port Charlotte Monthly Rent is $2,850 + 13% Tax. Security deposit of $500 and dept cleaning Fee of $200. HOA Application Fee: $150 (Approval Required) Minimum Lease Term: 3 Months (Per HOA Requirement) Pets are not permitted 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: Seasonal Rental~3-Month Minimum 70 N McCall Rd., Englewood, FL 2 Bed / 2 Bath Duplex. Rent is $3,300 + 13% Sales Tax with departure cleaning fee of $250. Live in the Heart of Historic Downtown Englewood! Enjoy a charming and walkable lifestyle in this beautifully maintained 2-bedroom, 2-bath duplex located in the heart of Historic Downtown Englewood. Just steps from local dining, coffee shops, theaters, farmers markets, art and car shows, and more! Convenient downtown location. Walking distance to restaurants, shops, and entertainment. Close to area beaches, fishing, shelling, golfing, and more. Easy access to Wellen Park and two major baseball stadiums. Rent is $3,300/month + 13% sales tax. Security deposit of $500 and $250 departure cleaning fee. 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: 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: -SEASONAL RENTAL - AVAILABLE FOR THE 2027 RENTAL SEASON~OWNER WILL CONSIDER OFF SEASON RENTAL AT $2500 PER MONTH HOA REQUIRES 1 MONTH MINIMUM Located in the gated community of Lemon Bay Breeze Condominiums, this beautifully maintained 2-bedroom, 2-bath, 3rd-floor condo (with elevator access) is the perfect seasonal retreat. Split floor plan for privacy. Screened lanai with a large creek view and designated covered parking. Community Amenities, heated swimming pool, pickleball/tennis courts & outdoor grilling area. Rent is $3,300/month + 12% sales tax. $250 departure cleaning fee. $500 security deposit secures the property. Enjoy biking to Englewood Beach and living in a friendly, active community. HOA requires application for approval. No charge. Call Pineapple Gulf Property Mgmt. for availability. 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...  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: Special Weekly rent for off season is $1100 each week through August 2026. $4400 Special for May, June, July or August. Choose your week or month and stay in this Brand new vacation rental available now while it has SPECIAL PRICING. **Newly renovated condo complex. The buildings were totally renovated with only a couple more things to make this complex back to his true beauty. The pool is sparkling clean and the boat dock is available.** This ground level end unit offers a relaxed coastal atmosphere with the convenience of easy, no stairs access. The layout features two comfortable bedrooms suited with a queen bed in each and one all-tile bathroom along with a well equipped kitchen and a comfortable living area. Step out from the living room onto your own private patio where you can enjoy a morning coffee or a quiet evening with direct view of the sparkling pool. Or choose a perfectly located seat at the water’s edge and watch the fish jump or a short walk across the street to the beach. Whether you’re here to fish the flats, hunt for prehistoric shark teeth, swim or simply soak up the Florida sun, this condo serves as your ultimate home base. Reserve your Englewood escape today and enjoy the best of the bay and the beach! Price changes after August 2026.

Listing is courtesy of: KW PEACE RIVER PARTNERS (941-875-9060)

Listing Agent: Frances Bell (941-391-7371)

Remarks: Welcome to your beautifully remodeled coastal retreat at 255 Pineapple Street #3 in Englewood, Florida! This charming 1-bedroom, 1-bath apartment has been thoughtfully updated, offering a clean, modern feel in a comfortable and efficient space. Step inside to find easy-to-maintain tile flooring throughout, creating a bright and cohesive living area. The updated kitchen features quartz countertops, stainless steel appliances, and ample cabinet space—perfect for everyday living. The bedroom is well-sized with plenty of natural light, and the bathroom has been refreshed with contemporary finishes for a crisp, updated look. Location is everything, and this apartment truly shines. Situated in a quiet neighborhood, you’re just minutes from the beautiful beaches of Manasota Key, as well as local dining, shopping, and entertainment. If you’re searching for a stylish, move-in-ready apartment in a prime Englewood location, this is one you won’t want to miss!

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

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

Remarks: Welcome to your beautifully remodeled coastal retreat at 275 Pineapple Street #3 in Englewood, Florida! This charming 1-bedroom, 1-bath apartment has been thoughtfully updated, offering a clean, modern feel in a comfortable and efficient space. Step inside to find easy-to-maintain tile flooring throughout, creating a bright and cohesive living area. The updated kitchen features quartz countertops, stainless steel appliances, and ample cabinet space—perfect for everyday living. The bedroom is well-sized with plenty of natural light, and the bathroom has been refreshed with contemporary finishes for a crisp, updated look. Location is everything, and this apartment truly shines. Situated in a quiet neighborhood, you’re just minutes from the beautiful beaches of Manasota Key, as well as local dining, shopping, and entertainment. If you’re searching for a stylish, move-in-ready apartment in a prime Englewood location, this is one you won’t want to miss!

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

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

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: Beautifully updated seasonal/short-term beach area vacation rental on Gulf of America in SW FLA. $1350 rental-price is WEEKLY off-season rental rate including cleaning fee but not including required 12% sales tax. Contact rental management for in-season rate. Beautifully updated one bedroom (plus sleeper sofa in living room), one bath condominium unit in Gulf-front El Galeon by the Sea! You'll have all the comforts of home while vacationing at the BEACH! BRING YOUR BOAT... in addition to being Gulf-front, this complex offers Bayside boat dockage with FIVE (5) BOAT SLIPS AVAILABLE on a first come-first serve basis right across the street! Bayside docks front Lemon Bay and the Intracoastal Waterway (ICW). Complex also offers heated pool, beach-side deck/pavilion with chairs, umbrellas and outside shower. YOU'LL LOVE the way this rental unit has been updated! Southwest Florida offers beautiful, pristine beaches, world-class boating and fishing, beautiful inland waterways, and comfortable temperatures. Located in the small community of Englewood between world renowned west-coast vacation locations Sarasota and Boca Grande, the El Galeon by the Sea complex is in close proximity to several airports, major interstate/highway arteries, golf communities, fine waterfront restaurants and medical facilities. Call today to book your next vacation in beautiful SW FLA!

Listing is courtesy of: ENGLEWOOD BEACH REALTY, INC (941-460-8089)

Listing Agent: Alison Mullany (941-685-7115)