Vacation Home Rentals By Owner In Englewood, FL

WFH Friendly | Long-Term Rentals Welcome | Bring Your BoatbrbrBoasting a charming outdoor area and easy beach access, this 2-bed, 2-bath vacation rental is the perfect place to escape the hustle and bustle of everyday life. Spend your days lounging on nearby sands, browsing shops in Downtown Venice, or teeing off on a top-tier golf course. With its full kitchen, inviting interior, and sun-soaked lanai, this Englewood home is the ideal setting for your next weekend escape or extended getaway!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 queen bedbrbrOUTDOOR LIVINGbr- Screened lanai, outdoor diningbr- Furnished patio, gas grillbr- Outdoor showerbr- Spacious & private yardbr- Motion lights, 2 bikes brbrINDOOR LIVINGbr- Open floor planbr- Flat-screen TVsbr- Decorative fireplacebr- Board games, booksbr- Dining table, dishes & flatware brbrKITCHENbr- Stainless steel appliances, br- Stove, oven, microwave, dishwasherbr- Drip coffee maker, toaster, blenderbr- Pet-safe sliding doorbrbrGENERALbr- Free WiFi (WFH friendly)br- Towels, linensbr- Complimentary toiletriesbr- Central A/C, ceiling fansbr- Keyless entrybr- 3 extra sets of sheets & blankets for each bedroombrbrFAQbr- 1 exterior security camera (facing out)br- Pet fee (paid pre-trip, dogs only, 1 max)brbrACCESSIBILITYbr- Step-free access, single-story homebrbrPARKINGbr- Driveway (3 vehicles)br- RV/boat parking allowed on-sitebrbr-- THE LOCATION --brbr- 1 mile to Manasota Key Beachbr- 5 miles to Blind Pass Beachbr- 8 miles to Historic Downtown Venice, FL & Centennial Parkbr- 10 miles to Stump Pass Beach State Parkbr- 4-10 miles to golf courses: Clubhouse at Boca Royale Golf & Country Club, Venice East Golf Course, Sarasota National Golf Club, Myakka Pines Golf Club, Oyster Creek Golf Clubbr- 31 miles to Sarasota Bradenton International Airport & 76 miles to Southwest Florida International Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smoking br- Pet friendly w/ $100 fee (+ fees & taxes, dogs only, 1 max)br- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- Your safety matters. The property features 1 exterior security camera located next to the front door facing the front entrance area. The camera does not look into any interior spaces. The camera records video when activated by motionbr- This single-story home offers step-free access

1 Mi to Manasota Key Beach! Home w/ Screened Lanai

Englewood, Florida, United States

Bed

Bath

Sleeps

$98.87

Discover your perfect Englewood getaway in this beautiful 2BR/2BA home just minutes from stunning Englewood Beach. Enjoy a spacious open floor plan, fully equipped kitchen, cozy bedrooms, high-speed Wi-Fi, A/C, and in-home laundry. Relax in the peaceful backyard or explore nearby dining, shopping, and local attractions. No garage parking. With comfort and convenience in a prime location, this home is ideal for your next Florida vacation. Book now and start making memories!brHouse RulesbrApplies to All Paradise Breeze Vacation Rentals – FloridabrbrBy booking and occupying this property, you agree to comply with the following House Rules. Failure to comply may result in additional fees, loss of deposit, or termination of the reservation without refund.brbrOccupancybrOnly registered guests listed on the reservation are permitted to stay overnight.brMaximum occupancy limits must be followed at all times. Exceeding occupancy or misrepresentation of guest count may result in immediate termination without refund.brbrMinimum Age & Age-Restricted CommunitiesbrThe primary renter must be at least 18 years old.brSome properties are located in HOA-governed or age-restricted communities, including 55+ communities. In these cases:brAll guests, occupants, and visitors must meet HOA age requirementsbrAge restrictions may apply to primary renters and additional occupantsbrHOA approval or age verification may be requiredbrFailure to comply may result in denied access, termination of the stay, or HOA fines. These situations are not grounds for a refund.brbrCheck-In / Check-OutbrCheck-In: 4:00 PMbrCheck-Out: 11:00 AMbrEarly check-in or late check-out is not guaranteed and requires prior approval. Unauthorized late check-outs may result in additional charges.brbrNoise, Parties & Community StandardsbrThis is not a party property.brQuiet hours: 10:00 PM – 8:00 AMbrNo parties, events, or gatheringsbrGuests must comply with local ordinances and community rulesbrNoise complaints, HOA violations, or law-enforcement involvement may result in immediate termination without refund.brbrSmoking & VapingbrSmoking and vaping are strictly prohibited inside the home, garage, lanai, balconies, and near open doors or windows.brMinimum $400 cleaning and deodorization fee appliesbrAdditional remediation costs may be charged if requiredbrbrPetsbrPets are allowed only in approved pet-friendly properties with prior written approval and applicable fees paid.brIf approved:brPets must be leashed outdoorsbrGuests must clean up after pets immediatelybrPets may not disturb neighbors or damage the propertybrUnauthorized pets may result in additional fees or termination.brbrPool & Hot Tub (If Applicable)brUse at your own risk.brNo diving, running, or horseplaybrChildren must be supervised at all timesbrNo glass in pool or lanai areasbrGuests may not adjust pool equipment, heaters, timers, or valvesbrService calls or damage due to misuse will be charged to the guest.brbrParkingbrParking rules vary by property and may be governed by HOA or community regulations.brPark only in approved or assigned spacesbrNo parking on lawns, sidewalks, fire lanes, or unassigned areasbrBoats, trailers, RVs, commercial vehicles, motorcycles, or oversized vehicles are not permitted unless approved in writingbrTowing, fines, or HOA penalties due to parking violations are the guest’s responsibility.brbrCleaning & TrashbrGuests are responsible for maintaining reasonable cleanliness.brTrash must be bagged and placed in designated binsbrFollow posted recycling rulesbrAll trash and personal items must be removed at check-outbrExcessive mess or improper disposal may result in additional cleaning charges.brbrAppliances, Utilities & AC UsebrUse appliances and systems as instructed.brDo not set AC below reasonable temperaturesbrTurn off lights and appliances when not in usebrDo not tamper with thermostats, electrical panels, or equipmentbrDamage caused by misuse will be charged to the guest.brbrMaintenance & Property AccessbrReport any damage or maintenance issues immediately.brDo not attempt repairsbrManagement may enter the property for emergencies, safety concerns, or HOA compliancebrFailure to report issues promptly may increase guest liability.brbrBehavior & Legal CompliancebrGuests must behave respectfully and comply with all laws.brNo illegal substances or illegal activitiesbrNo unsafe or disruptive behaviorbrViolations may result in immediate termination without refund.brbrSecurity, Cameras & SafetybrLock doors and windows when leavingbrDo not share access codes or keysbrSecurity cameras are installed (exterior only)brTampering with security systems is prohibitedbrExterior security cameras and noise-monitoring devices may be in use where permitted by law. No interior cameras are installed in private spaces.brbrLiabilitybrGuests assume all risk for injuries, accidents, or loss during the stay.brThe owner and management are not responsible for personal injury or loss of personal belongings.brDamage, Theft & Missing ItemsbrGuests are financially responsible for damage, theft, or missing items.brCosts may be charged to the card on filebrAll damage must be reported immediatelybrbrVisitorsbrVisitors are not permitted without prior approval.brUnauthorized guests or visitors may result in additional fees or termination.brCancellations & Early DeparturebrGuests are responsible for understanding the cancellation policy.brEarly departure, late arrival, or weather-related interruptions do not qualify for refundsbrRule violations may void refund eligibilitybrbrForce MajeurebrManagement is not responsible for disruptions caused by weather, natural disasters, utility outages, governmental actions, or events beyond reasonable control.brbrEmergency ContactbrFor emergencies or urgent maintenance issues, contact property management immediately using the communication method provided in your reservation.brbrAcknowledgmentbrBy booking this property, you confirm that you have read, understand, and agree to comply with these House Rules.

Olde Englewood Nook-Near the beaches

Englewood, Florida, United States

Bed

Bath

Sleeps

Select Dates for Price

Welcome to Tradewinds, a stunning 4-bedroom home nestled in the serene neighborhood of Manasota Beach, just a stone's throw away from the beautiful shores. This spacious retreat offers a perfect blend of comfort and style, making it an ideal getaway for families seeking relaxation and adventure.brbrWith a generous capacity to accommodate up to 8 guests, Tradewinds features a luxurious master suite with a king-sized bed, complemented by two additional queen bedrooms and a cozy twin room, ensuring everyone has their own space to unwind. The three well-appointed bathrooms provide convenience and privacy for all guests.brbrStep inside to discover a bright and airy living area, perfect for gathering with loved ones. The fully equipped kitchen boasts modern appliances, including a refrigerator, oven, microwave, and dishwasher, along with essential cooking basics and a dining table for shared meals. Enjoy your morning coffee on the lanai, or take advantage of the pool for a refreshing dip.brbrThis home is equipped with all the amenities you need for a comfortable stay, including air conditioning, internet access, extra pillows and blankets, and a washer and dryer for your convenience. For entertainment, unwind in the private living room with a television or engage in some friendly competition with the available board games.brbrSafety features such as smoke and carbon monoxide detectors, along with a fire extinguisher, ensure peace of mind during your stay. Located in a quiet neighborhood, Tradewinds is just minutes away from the stunning Manasota Beach, where you can enjoy sunbathing, swimming, and beachcombing.brbrDon't miss the chance to experience the tranquility and charm of Tradewinds. Book your stay today and create unforgettable memories in this beautiful coastal retreat!

Tradewinds - Bayshore Drive pool home

Englewood, Florida, United States

Bed

Bath

Sleeps

$326.83

It's a Shore Thing AbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to your tranquil beach haven in beautiful Englewood, FL! This charming two-bedroom, two-bathroom duplex on Manasota Key is the perfect destination for your next coastal escape. Just a short stroll from the sandy shores, this vacation rental offers breathtaking sunset views, ideal for families and friends seeking a relaxing retreat by the Gulf Coast.brbrAs you enter the second level, you'll be greeted by an open and airy living space, filled with natural light and offering picturesque views. The modern kitchen, complete with new granite countertops and all of the necessary appliances, is perfect for preparing delicious meals. Plantation shutters adorn the windows, framing a lovely partial view of the Gulf, while the front deck invites you to sit back and soak in the serene surroundings.brbrThe third level is dedicated to the master suite, a true sanctuary featuring a private screened balcony where you can savor stunning sunsets. The luxurious master bathroom boasts a walk-in shower, adding a touch of spa-like comfort to your stay. On the ground floor, you'll find a cozy enclosed backyard and convenient beach access, complete with a private entrance. For added fun, the garage is stocked with all the beach toys you'll need.brbrFor those traveling with larger groups, the adjoining unit is also available for rent. With an interior door connecting the two units, it’s perfect for hosting family gatherings or vacations with friends. If you're interested in booking both units, please refer to 'It's A Shore Thing Super.'brbrWhether you’re enjoying the view from the balcony, taking a leisurely walk on the beach, or relaxing in this beautifully appointed home, your beach vacation awaits. Reserve your stay today and experience the ultimate coastal getaway!brbrThings to KnowbrCheck-in time: 4:00 p.m.brCheck-out time: 10:00 a.m.brAll guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brNo smoking is permitted anywhere on the premises.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking notes: There is free parking available for 2 vehicles.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Beautiful duplex with private W/D, WiFi, & close to the beach

Englewood, Florida, United States

Bed

Bath

Sleeps

$629.08

It's A Shore Thing SuperbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to your ultimate beach retreat in beautiful Englewood, FL! This expansive super unit on Manasota Key combines both sides of a charming duplex, perfect for larger groups or family gatherings. Each home within this duplex features its own kitchen, living area, two bedrooms, and two bathrooms, providing ample space and comfort. The two units are seamlessly connected through an interior door, allowing for easy access and togetherness.brbrBoth kitchens are equipped with sleek granite countertops and fully equipped appliances, ideal for preparing meals to share with your loved ones. The living areas are bright and airy, with plantation shutters framing partial Gulf views from the front decks, creating a serene and inviting atmosphere.brbrOn the third level of each home, you’ll find a master suite that serves as a private sanctuary. Each master bedroom boasts a private screened balcony for savoring sunsets and a luxurious master bathroom with a walk-in shower. The ground floors offer an enclosed backyard with private entrances. For added enjoyment, the garages are stocked with all the beach toys you'll need.brbrIf your group is smaller, each side of the duplex is available to rent individually. Please refer to 'It's A Shore Thing A' or 'It's A Shore Thing B' for individual bookings.brbrWhether you're lounging on the balcony, exploring the nearby beach, or relaxing in these beautifully appointed homes, your perfect beach vacation awaits. Book your stay today and discover the ultimate coastal getaway!brbrThings to KnowbrCheck-in time: 4:00 p.m.brCheck-out time: 10:00 a.m.brAll guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brNo smoking is permitted anywhere on the premises.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 4 vehicles.brbrSecurity camera details: brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Spacious Duplex with two kitchens, W/D, and WiFi throughout

Englewood, Florida, United States

Bed

Bath

12

Sleeps

$371.12

Neverending ParadisebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrTreat yourself and your family to a well-deserved escape at this peaceful, renovated home - perfect for both families and snowbirds. As you step inside, you’ll see vinyl plank flooring and tile throughout the home. The split floor plan allows for both privacy and family time. The home has an abundance of natural light with three sliding doors letting it in. The living room invites you to spread out comfortably and enjoy a memorable time with your crew. Watch a show or an exciting movie on the smart TV that has cable and streaming service, read a book, or simply relax while planning your adventures. The adjoining kitchen overlooks the pool and is a chef's dream with all new appliances, granite countertops, and a gas grill on the patio allowing you to cook memorable meals for everyone!brbrSleeping arrangements include three bedrooms providing comfort and privacy. The primary bedroom has an en suite shower and opens to the lanai. Both bathrooms have been updated with tile and new fixtures, including a beautiful quartz countertop in the primary bathroom.brbrThe outdoor living is unbeatable. The screened lanai with a large private pool is perfect for refreshing splashes! Plenty of space to relax, barbecue and dine all while enjoying the warm tropical breezes and sunshine that make Florida special. Additional perks include a washer/dryer and an extra large yard perfect for family games and playing fetch with Fido. Included beach chairs and towels along with a cooler make your trips to the beach a great one.brbrThis home is in a perfect location and a short drive to all the wonderful restaurants in the area, convenience and grocery stores, and only eight miles to the Gulf of Mexico and the beach. Some must-visit attractions include all the local beaches; Stump Pass Bay Beach State Park, Manasota Key Beach, Englewood Beach, and Middle Beach. Lemon Bay Park and Environmental Center and Myakka State Forest are the perfect places to take a hike and learn about all the beautiful nature Florida has to offer.brbrThings to KnowbrCheck-in time: 4:00 p.m.brCheck-out time: 10:00 a.m.brAll guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brNo smoking is permitted anywhere on the premises.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 2 vehicles.brThis rental is located on floor 1.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Renovated dog-friendly home near beach with private pool, screened lanai, grill

Englewood, Florida, United States

3

Bed

Bath

Sleeps

$282.91

Snow We're NotbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEnjoy a convenient location close to great golf, beaches, and the best of the Suncoast when you book this sunny Southwest Florida escape! Boasting a waterfront location that showcases phenomenal sunset vistas, this single-level home comes complete with a private, screened pool for ultimate sun-soaked bliss. The neighboring community of Rotonda offers five fabulous golf courses within a two-mile radius, and Manasota Key beaches are within a seven-mile drive. Great local dining options are three miles away in downtown Grove City. brbrThe home's updated, single-level interior comes wholly furnished for modern family comfort. Plush sofas and recliners are ready to welcome casual downtime in the living room, and you can stream all your favorite programs on the smart TV. Start your days with coffee in the sunroom before heading out to lounge by the pool. The well-appointed full kitchen is more than equipped to handle all your home cooking needs. Each bedroom comes equipped with its own smart TV for added flexibility. Additional perks include central air-conditioning, free WiFi, and a private washer/dryer.brbrTHINGS TO KNOWbrStreaming services are available with guests’ own account(s).brThe dock is not accessible.brbrParking notes: There is free parking available for 2 vehicles.brbrSecurity camera details: Camera facing towards entry/driveway area. One camera on pool deck facing towards the pond.br3 days notification is required in order to heat the pool. A fee of USD 32 per day must be paid prior to check-in to purchase pool heat for your stay.brPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Snowbird-friendly home with private pool, water views, patio & sunroom

Englewood, Florida, United States

Bed

Bath

Sleeps

$324.94

Waterfront OasisbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to this stunning waterfront oasis in Englewood! This beautifully landscaped pool home is a true gem, offering breathtaking views of the waterway basin and evening sunsets over the pool and waterfront. Step outside to enjoy the large dock and take in the serene surroundings of Ainger Creek.brbrThis home is perfect for families looking to unwind and soak up the Florida sunshine. The fenced, heated swimming pool, expansive lanai, and boat dock provide ample opportunities for relaxation and outdoor fun. With easy access to Lemon Bay and the Intracoastal Waterway, water enthusiasts will be in paradise. Plus, the proximity to Stump Pass and the Gulf makes this location a dream for fishermen and beach lovers alike.brbrConveniently located near restaurants, shops, and the pristine beaches of Manasota Key, this home offers the ideal blend of tranquility and accessibility. Explore the local dining scene, walk to nearby attractions, or simply relax by the pool and take in the stunning waterfront views. Whether you're looking for a day of adventure or a peaceful retreat, this Englewood getaway has it all.brbrWith a wide range of amenities including a fully equipped kitchen, heated pool, high-speed internet, and outdoor grill, this home ensures a comfortable and enjoyable stay for all guests. From a kayak and bikes to board games and beach gear, there's something for everyone to enjoy.brbrA minimum 1-month rental for peak months ensures a peaceful and relaxing stay for snowbirds and long-term guests.brbrDon't miss out on the opportunity to experience waterfront living at its finest in Englewood, Florida. Book your stay today and create unforgettable memories in this waterfront beauty!brbrParking notes: There is free parking available for 2 vehicles.brbrSecurity camera details: Front door and yard entrywaysbrbrDock details: The dock is about 18 feet long. The first picture shows the direction to go to get to the creek. There’s plenty of water most of the time except for really low tides. My understanding is that the bridge has a clearance of 8 1/2 feet.brbrNote that the davits don’t work and the fenders belong to our neighbor who uses the dock on occasion.brbr3 days notification is required in order to heat the pool. A fee of USD 32 per day must be paid prior to check-in to purchase pool heat for your stay.brbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Waterfront pool home, family friendly, close to beaches with AC, WD and WIFI

Englewood, Florida, United States

3

Bed

Bath

Sleeps

$233.93

Recently built custom home with pool/spa and 3 car garage. Come enjoy the Florida dream in the stunning split floor plan 3 bedroom/2 bath home located in a quaint area of Englewood, where you can bike to charming historic Dearborn. Upon entering, you will fall in love with the open floor plan and coastal design. The kitchen features a large island, plenty of cabinetry, coffee bar, under cabinet lighting, quartz countertops and stainless-steel appliances. This home features many upgrades including the elegant tray ceiling in the living room, light fixtures and so much more. The master bedroom also features tray ceilings and sliding glass doors to the covered lanai with king bed and TV. The master bathroom is upgraded with dual vanities, dual lava stone sinks and rain shower head.brbrThe guest bedrooms are on the opposite side of the home. The first guest bedroom has a queen bed and personal TV. It has a pocket door to enclose Bedroom 2 & 3 and a separate bathroom area from main living space for privacy. The second guest bedroom has queen bed and personal TV as well. The guest bathroom is conveniently located nearby with access to the pool. brbrFrom the living room, kitchen and dining room, you'll enjoy the 90-degree corner pocketing sliding glass doors that maximize your living space while bringing the outdoors in. You will love to spend your time on the covered lanai. The beautiful custom-built heated pool and spa features a bench and waterfall. The spacious backyard has beautiful landscaping and is surrounded by a new fence for complete privacy. All of this and more located on a dead-end street near shopping, restaurants, pristine beaches and parks.br** This is a pet friendly property with nonrefundable pet fee.**brThe owner prefers a 3-month rental for Jan-April 2026.brPrice does not include tax, cleaning fee, pet fee, booking fee, or pool heating fee (this is optional)

Florida Dream living pet friendly

Englewood, Florida, United States

Bed

Bath

Sleeps

$326.67

Enjoy your own private home right on the Gulf. There are two buildings on the property. The Main House is a 2/2.5 and the VRBO #923682. This unit is a 2/1 rental unit and is on the top floor of a 2 story Carriage/Guest House. The bottom unit is a 1/1, VRBO #895527. It has gorgeous views of the Gulf from several windows. The Master Bedroom has a king bed and the 2nd Bedroom has a queen bed. There is a full bathroom with a double sink, tub/shower combo, new cabinets, mirrors, lighting and tile. There is a fully stocked kitchen with NEW stainless steel appliances (dishwasher, fridge, microwave, stove, range), granite counter tops, cabinets and porcelain tile. The dining area has a table and 4 chairs and 2 folding chairs for more guests. The living area has a queen sleeper sofa. (sleeps 6) brbrThere is a screened gulf front patio with spectacular, panoramic, unobstructed, pristine views of the Gulf of Mexico. The unit overlooks the gulf and offers a serene setting with waves crashing onto the rocks just steps from your door. brbrWe also have a 1 bedroom/1 bath bottom apt. that is now available to rent. It is VRBO # 895527 brManasota Key is known for its lush vegetation and white sandy beaches just off the coast of Englewood. Kayaking, jet skiing, snorkeling, parasailing and various other activities are available on this quaint island. Its location is within comfortable driving distance to Sarasota, Tampa, and Fort Myers. Sarasota airport is closest (45 mins.) Fort Meyers airport is an hour and 20 mins. Tampa airport is an hour and 40 mins. Sarasota and Tampa have the best car rental rates.brbrNO NEED TO LUG MAJOR ITEMS TO THIS UNIT. Beach umbrellas and chairs are free to take to the public beaches. We have plenty of beach towels and coolers as well and pretty much anything you'll need to make a day at the beach comfortable. Just ASK before you come to see if we have it!brbrThe left side of our property has been unofficially designated as our renters area. We have provided a patio table, 6 chairs and a large umbrella for dining, 4 comfortable lounge chairs, additional umbrellas if needed and a fire-pit. There are also a couple of benches and a couch overlooking the water for sunset relaxation. The right side of our property is designated for owner activities please :)brbrWe can also arrange travel to and from local restaurants for a minimal fee if you wish to drink and not drive. brbrSmoking outside only. Pets negotiable.

Gulf Front - 2/1 Private House/Beach - Spectacular Views

Englewood, Florida, United States

Bed

Bath

Sleeps

$340.53

Sunny ShoresbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrCoastal Haven in Englewood — Two-Unit Duplex Just Minutes from the Beach!brbrBring the whole crew to this spacious Englewood duplex, where comfort meets coastal charm! With 2 full units, each featuring 1 king bed and 2 queen beds, this property is perfect for large families, multi-family trips, or friends traveling together who want to stay close — while still having their own space.brbrEach side offers its own private entrance, full kitchen, living area, and patio with access to the relaxing shared hot tub. Central AC keeps things cool, and both kitchens are stocked with modern appliances to make dining in a breeze. Stream your favorite shows on Netflix, host a game night, or wind down after a day exploring the Gulf Coast.brbrLocated just minutes from Englewood Beach, Stump Pass Beach State Park, and Blind Pass Beach, you’ll have easy access to white sand, calm waters, and spectacular sunsets. For outdoor adventures, Lemon Bay Park offers peaceful trails and kayaking through mangroves, while nearby Dearborn Street is the go-to spot for boutique shopping, local art, and fresh seafood dining.brbrWhether you’re here for a family reunion, a beach getaway with friends, or a mix of work and play, this Englewood retreat offers the perfect setup — space to spread out, places to gather, and a location close to everything that makes the Gulf Coast so special.brbrBook your stay at this Englewood gem and enjoy double the comfort, double the fun, and endless Florida sunshine!brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 4 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Dog friendly duplex with hot tub, internet, and washer and dryer

Englewood, Florida, United States

Bed

Bath

12

Sleeps

$205.78

Sunny Shores- SunrisebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to your ideal seaside retreat in sunny Englewood, Florida — a charming and pet-friendly duplex designed for comfort, relaxation, and effortless coastal living. With one king bed and two queen beds, this inviting space is perfect for families or close friends seeking a peaceful getaway. Inside, enjoy modern comforts like central air conditioning, a fully equipped kitchen with updated appliances, and a cozy living area complete with Netflix streaming — perfect for fun-filled game nights or laid-back movie marathons. After a full day of adventure, unwind on your private patio or soak your cares away in the rejuvenating hot tub under the stars.brbrLocated just minutes from Englewood’s most beloved beaches and attractions, you’ll have every opportunity to soak up the Gulf Coast’s natural beauty and charm. Stroll along the sugar-white sands of Englewood Beach, hike scenic trails at Stump Pass Beach State Park, or explore the peaceful waters of Blind Pass and Lemon Bay with kayaking, shelling, and birdwatching. When it’s time to venture out for a taste of local culture, head to Olde Englewood Village on Dearborn Street to discover unique boutiques, art galleries, and fresh seafood eateries. Whether you're chasing sun-kissed adventures or quiet moments by the sea, this coastal escape offers everything you need for an unforgettable Florida vacation.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 2 vehicles.brThis rental is located on floor 1.brbrSecurity camera details: brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Coastal duplex with internet, washer and dryer, and dog friendly

Englewood, Florida, United States

3

Bed

Bath

Sleeps

$206.19

Sunny Shores- SunsetbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to your sunny Englewood escape — a bright and beachy duplex just minutes from Florida’s Gulf Coast. This charming, pet-friendly retreat features one king bed and two queen beds, making it perfect for families or groups of friends ready to relax. Start your mornings on the patio with a cup of coffee and end your evenings in the private hot tub under the stars. With an open layout, coastal-inspired decor, a fully equipped kitchen, and a spacious living area, you’ll feel right at home in this laid-back oasis designed for comfort and easy living.brbrIdeally located just a few miles from Englewood Beach and Stump Pass Beach State Park, you’ll have quick access to the area’s best sun, sand, and sea. Explore Lemon Bay by kayak, hunt for shark teeth at Blind Pass Beach, or stroll along charming Dearborn Street for local shopping and seafood dining. Whether you’re seeking outdoor adventures or simply looking to unwind in paradise, this Gulf Coast getaway offers the perfect balance of relaxation and recreation.brbrParking notes: There is free parking available for 2 vehicles.brThis rental is located on floor 1.brbrSecurity camera details: Security: Ring doorbell + exterior perimeter cameras for your safetybrbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Dog friendly duplex with hot tub, internet, and washer and dryer

Englewood, Florida, United States

Bed

Bath

Sleeps

$461.74

Spacious waterfront home to share magical moments with your family. Spend the day relaxing in the heated pool, or fishing off the dock. Switch gears to one of the many beaches just minutes away. Rent a boat or bring yours to spend the day at Stump Pass sandbar. Enjoy world class in/off shore fishing in Lemon Bay or the Gulf of Mexico on your boat or by chartering one. Enjoy your morning coffee on the dock where you may see manatees and other wild life. Snowbird friendly for groups or professional athletes during spring training. Recently renovated due to hurricane Ian.br4BD/4BA house with huge bonus room at pool level and game room. Waterfront with fishing pier and private dock. Minutes from amazing public beaches, Dearborne Street and Old Englewood

WATERFRONT 4Bdr/4BA House with Heated pool, Bonus room and game room!

Englewood, Florida, United States

Bed

Bath

Sleeps

Select Dates for Price

Welcome to this gorgeous waterfront pool home designed for entertaining and relaxation. Only 7 miles from Englewood Beach, this vacation rental has everything you are looking for. When you enter you will be greeted by a beautiful open floor plan. The living room is equipped with a 55 4k TV with Dolby Atmos soundbar, beautiful tropical décor and a sliding glass to your private lanai. The kitchen comes fully stocked with everything you may need to fully enjoy your stay, if you have a particular question about an item, feel free to ask if we have it.brbrIn the covered lanai area, you can expect to unwind, relax and get your vacation on with friends and family to the relaxing ambiance of bird sounds. There is plenty of seating throughout the entire home and the lanai is no exception. The fire table and Edison lights create a beautiful evening ambiance. Besides the pool you can find two comfortable sun loungers and a hammock. The saltwater pool is kept heated to a comfortable temperature year round. brbrCHILD PROOF: One great feature of this rental is that it is child friendly. The pool area as well as kitchen cabinets can be made child proof upon request for the duration of your stay. There are magnetic child locks that can be activated on all the lower kitchen cabinets as well. brbrEXERCISE AREA: for the active person, to make your stay more enjoyable there is a full weight bench / rack for CrossFit or strength training in the garage. brbrBEACH GEAR: Available for you to bring and enjoy at the beaches are folding chairs, a small cooler, cooler bags and a shade umbrella. brbrADDITIONAL OPTIONS: Up to two dogs under 50 lbs are allowed for a pet fee of $100. Please make sure to select this when booking or inquiring.brbrSECURITY NOTES: The property has a Ring security system installed. A front door Ring doorbell, and 1 Ring camera facing the driveway, and 1 Ring camera on the side of the house. Cameras only monitor outside front yard / driveway / front door.br

Waterfront private salt water pool house with lanai & incredible panoramic views

Englewood, Florida, United States

Bed

Bath

10

Sleeps

Select Dates for Price

Delightful Florida home! Resort-style backyard with palm trees, tiki hut, 6 person jetted hot tub, and heated saltwater pool perfect for lap swimming or just taking a dip. Inside the home, you'll enjoy the split plan which boasts 3 bedrooms and two full bathrooms one walk in shower and one soaking tub. Beautiful and bright new kitchen, fully equipped with everything you need. Additional bedroom with trundle bed/office space with view of the canal off of Lemon Bay. The comfortable living area with reclining sofa and chairs perfect for relaxing on a night in and watching your favorite shows on the large flat screen television. The indoor dining area looks out to the pool and tiki area and attached to the screened-in porch/lanai area. Have a barbeque using the gas grill, and watch your favorite show on the outdoor TV. Paved pool area with plenty of comfortable outdoor seating, sun lounge chairs and devoted spot with cornhole board.brbrGet out and explore the area, with so much to do! Enjoy the small-town feel of Englewood, walk or bike to Lemon Bay Park or downtown Englewood to restaurants, farmers market, and concerts or watch the sunset from Lemon Bay Park or Veterans Park. Bring your fishing poles and catch a fish on the private dock area in the canal across the street. Ride the bikes or take the kayaks for a peaceful ride around Lemon Bay, all available for guest use . Love the beach Our beautiful Englewood and Manasota beaches are just a short drive away. Bring your boat and launch at Indian Mound boat ramp or utilize your Freedom Boat club membership with the new location just minutes away. Minimal no wake zones and no low bridges make easy access to the Gulf.

Resort-style pool and tiki Split plan 3/2 shopping restaurants amazing beaches!

Englewood, Florida, United States

Bed

Bath

Sleeps

$175.15

Beautiful cottage,conveniently located only minutes from pristine Englewood beach.Relax and take a nap on the hammock,sit by the fire pit,fire up the gas grill,relax in the screened-in lanai or enjoy the privacy of the fenced- in backyard.When you're done soaking in the sun and swimming in the calm, clear waters you can walk across the street to the awesome outdoor/indoor restaurants & bars with live music located steps away & enjoy the gorgeous sunset. Live the Florida lifestyle in paradise.

Sunset Getawayn

Englewood, Florida, United States

Bed

Bath

Sleeps

$145.97

The DockhousebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to your perfect getaway in Englewood, FL! This charming single-level house offers a deeded boat slip just one lot over on the canal, providing you with easy launch access to the stunning Lemon Bay, Stump Pass, and the Gulf—without any bridges to restrict your entry. Enjoy partial water and bay views from the comfort of your patio, where you can unwind and soak in the serene surroundings.brbrInside, you'll find a well-equipped kitchen featuring a fridge, stove, oven, microwave, coffee maker, and toaster, making meal preparation a breeze. The cozy living room is perfect for family gatherings, complete with a TV and comfortable seating. With central AC, a washer/dryer, and ample amenities like extra linens and towels provided, your stay will be both convenient and comfortable.brbrThis home is designed with accessibility in mind, featuring step-free access throughout, wide doorways, and an accessible-height toilet. Whether you're fishing, kayaking, or simply relaxing by the water, this family-friendly retreat is the ideal spot for your next vacation. Book your stay today and experience the beauty of coastal living!brbrParking notes: No parking available.brbrThis rental is located on floor 1.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Cozy retreat with fenced yard, boat dock, and washer & dryer

Englewood, Florida, United States

Bed

Bath

Sleeps

$193.65

Blue SkiesbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrThis comfortable home has lots of room to spread out, with two spacious living areas plus a large covered lanai. And, with a great location just south of Myakka State Forest, this is the quiet getaway you've been looking for. Grab a cup of coffee and head outside first thing in the morning. Jump in the pool for a few laps before breakfast, then start meal prep in the full, well-equipped kitchen. Everyone can eat together at the dining table or step outside to dine alfresco. brbrYou can easily spend the day exploring the coastline's beautiful beaches and then head home to relax in the central air-conditioning. Both seating areas offer lots of comfy couches and TVs for your entertainment needs. The evening may call for a frosty beverage out on the lanai, so you can toast your good luck at finding such a sweet retreat. brbrTHINGS TO KNOWbrStreaming services are available with guests' own accounts.brDue to Hurricane Ian, the pool cage is missing from this property. It is secured with orange netting, and the pool is unaffected. We apologize for the inconvenience and appreciate your understanding while we try to rebuild.brbrParking notes: There is free parking available for 2 vehicles.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

One-level home in quiet location with private pool, central AC & open layout

Englewood, Florida, United States

Bed

Bath