Vacation Home Rentals By Owner In Englewood, FL

Luxury accommodations await you in this perfect island hideaway!!! Flip-Flop Retreat is located less than 150 feet away from the pristine Gulf of Mexico beaches on gorgeous Manasota Key in Southwest Florida. The beach is directly across the street from Flip-Flop Retreat...it's all about ease of access from Beachcomber's Flip-Flop Retreat! The perfect getaway spot to escape for a few days, a week, or a month!

Flip Flop Retreat - Pool Home

Englewood, Florida, United States

Bed

Bath

Sleeps

$251.29

Nice 3 Bed/2 Bath home with a screened/covered patio on a corner lot in Englewood East. The Living Room has a large flat screen TV and there is another flat screen in master bedroom with Direct TV. The master bedroom has a queen-size bed and an ensuite bathroom with a walk-in shower. The 2 guest bedrooms are on the other side of the house. One guest bedroom has 2 twin beds, the other has a bunk bed. There is also free Wi-Fi internet, full-size washer & dryer, BBQ grill on the screened/covered lanai, and a two-car garage. brbrLess than a 15-minute drive to several public beaches on Manasota Key. The home is near the Rotonda golf courses, many restaurants, and shopping. Only a 2 min. drive to the library and recreation center; 5 min. to the large public swimming pool at Ann Dever Park.brbrPLEASE NOTE THAT THIS RENTAL REQUIRES A 30 DAY MINIMUM.

Englewood home near the Rotonda golf courses

Englewood, Florida, United States

Bed

Bath

Sleeps

$265.83

Follow the sunshine & salty air & arrive at your meticulously maintained home away from home. Whether cooking for one or ten, the chef in the group is certain to appreciate this fully upgraded, open concept kitchen. Start the day brewing coffee in the Keurig & end the day sharing a bottle of chilled Pinot from your wine fridge. Open the sliders & the party extends outdoors. Inflate the raft & spend your days daydreaming afloat in the heated, salt water pool. brbrbrWe want you to have a peaceful and enjoyable stay. Just a phone call or text away if you need anything.brbrThe home is located in the old salt fishing town of Englewood which is a quiet community. Located less then 10 minutes to beautiful, Englewood Beach and Stump Pass. Many unique dining and recreational experiences close at hand. Englewood is a community featuring more Mom and Pop shops as opposed to the big box stores. Publix is recommended for grocery shopping. Golf courses open year round. Discounts in the summer for the golf courses. Englewood caters to the water enthusiast with great boating, fishing, kayaking and paddle boarding just a short drive away.brbrThe home has a lockbox for entry. The lockbox code will be sent via text on the morning of the reservation. The Welcome Guide in the home will include the information about the home, wifi, trash day, etc. in addition to information about the local area. A contact number is in the book to reach me when needed. Homeowner has personal belongings in 2 small cabinets in laundry room, all else can be enjoyed by the tenant including indoor laundry.brbr Modern facade and front sitting area welcome you to your home away from home. Natural light flows through the glass plated door & enhances this well appointed floor plan featuring 3 bedrooms and 2 bathrooms. An entertainer's delight. Kitchen stocked with all the needed conveniences and serves as the hub of the home as your guests gather around the dining room table with seating for ten or casually chatting at the breakfast bar. Open the sliders and the party extends outdoors. Gorgeous, paved lanai with space for those who love to soak up the rays and covered space those who prefer the shade. Loungers poolside along with table seating. Fire up the grill and season the steaks. When you warm up, take a in the saltwater pool. The pool can be heated for a fee of $20 per night during the winter season months . After a hard day of play, settle into the master suite for a peaceful slumber in the king sized bed. Master split from guest bedrooms for privacy and seclusion. First guest bedroom features queen size accommodations and bedroom three offers queen size bunk beds and twin XL trundle bed, this room can easily accommodating up to five people. Grab the cooler and chairs from the garage and it is just a 7 mile drive to the beautiful beaches of the Gulf of Mexico on Manasota Key. With white sand beaches, azure water and unobstructed views make this hidden treasure a once in a lifetime experience. Your four legged babies are welcome and we have a kennel for their comfort. You will certainly be booking your next stay before you know it.brbrIt is recommended you have a vehicle. Uber is often used. brbrHome is cleaned and sanitized between each guest. The list is provided for you in the home. br We will do our best to accommodate early check in requests. Security system in place but Interior and rear monitoring are disabled. Pet friendly home and a pet addendum must be completed. $300 pet fee. Kennel provided if needed. Pool Addendum must be completed and signed as well. Pool heat must be requested 48 hours prior to desired time. Pool heat is $20 per night. Once reservation is placed, a personal email must be provided to send the aforementioned and additional details about the home and area. The reservation will not be considered complete until these forms are signed and returned. We look forward to having you!

Sleeps 10!! Coastal Home, Heated Pool, Near Beach!

Englewood, Florida, United States

Bed

Bath

Sleeps

$177.72

Summary:brbrWelcome to your tranquil getaway at this 2BR 2Bath oasis just 5 mins away from downtown and thebrbrpicturesque Manasota Key. Whether you're looking to explore exciting attractions, spend the day at thebrbrbeach, or sample local cuisine, this prime location provides the perfect starting point for your Gulf Coastbrbradventures.brbr✔ 2 Comfortable BRs (Sleeps 6)brbr✔ Open Design Living + Sunroombrbr✔ Full Kitchenbrbr✔ Smart TVsbrbr✔ Backyard (Heated Pool, Hot Tub, Dining, Seating)brbr✔ Wi-Fibrbr✔ ParkingbrbrLearn more below!brbrbrbrThe Space:brbrBegin your tour of this gorgeous house in the open-concept living area, where the modern and vibrantbrbrliving room perfectly blends with the fully-equipped kitchen and cozy dining area.brbrbrbrAfter a day of exploring the exciting attractions of Englewood and the Gulf Coast, relax in this spaciousbrbrand inviting room, filled with natural light that floods through the large windows, highlighting the elegantbrbrfloors and tasteful decor.brbrbrbrThe home boasts two additional lounge spaces, one adjacent to the living room and the other in thebrbrinviting sunroom.brbrbrbrWhen it's time to rest, go to one of the two lovely bedrooms, each designed to provide a comfortable andbrbrluxurious experience. While no bed compares to your own, we guarantee these three will come close.brbrFinally, we invite you to start and end each day in the fully fenced backyard, complete with a spaciousbrbrswimming pool, luxurious hot tub, alluring sun lounges, and a lovely lawn ideal for outdoor activities andbrbrrelaxation.brbrbrbr★ LIVING ROOM ★brbrIndulge in a leisurely afternoon while lounging on the sofa and watching your favorite movie with yourbrbrloved ones.brbrbrbr✔ Comfy Sofa with Pillows (can be extended into an extra Full-Size Sofa Bed)brbr✔ Smart TVbrbr✔ Cozy Sofa Chairbrbr✔ Coffee Tablesbrbrbrbr★ KITCHEN & DINING ★brbrThe kitchen is fully equipped with modern appliances and ample workspaces, making it easy to preparebrbrdelicious home-cooked meals for the whole group. Whether you're preparing a quick breakfast or abrbrhearty dinner, this well-appointed kitchen has everything you need to satisfy your culinary cravings.brbrbrbr✔ Microwavebrbr✔ Stovebrbr✔ Ovenbrbr✔ Toasterbrbr✔ Blenderbrbr✔ Coffee Makersbrbr✔ Hot Water Kettlebrbr✔ Refrigerator/Freezerbrbr✔ Dishwasherbrbr✔ Sink - Hot & Cold Waterbrbr✔ Traysbrbr✔ Glassesbrbr✔ Silverwarebrbr✔ Pots & PansbrbrbrbrThe dining area connects the living room and kitchen, ensuring you never miss a moment of excitingbrbrconversation and laughter while savoring delicious meals.brbrbrbr✔ Dining Table with Seating for 4brbr✔ Kitchen Island with Seating for 3brbrbrbr★ SLEEPING ARRANGEMENTS – 2 BEDROOMS + LIVING ROOM ★brbrExperience ultimate relaxation in these serene areas of the home. After a day of exploring Englewood'sbrbrbustling streets, pristine beaches, and exciting attractions, unwind and recharge in these cozy spaces.brbrbrbr♛ Bedroom 1: King-Size Bedbrbr♛ Bedroom 2: King-Size Bedbrbr✔ Ensuite Bathroomsbrbr✔ Premium Mattress, Linens, Sheets, and Pillowsbrbr✔ Smart TVsbrbr✔ Closets with Hangers and Shelvesbrbr✔ Night Stands with Reading Lampsbrbrbrbr***If more sleeping space is required, the living room sofa can be quickly converted into an extra Full Size Bed.brbrbrbr★ BATHROOMS ★brbrWe have paid extra attention to the design and amenities of both ensuite bathrooms, ensuring that allbrbrthe essentials are available for your convenience.brbrbrbr✔ Walk-In Showerbrbr✔ Bathtub with a Showerbrbr✔ Vanity (Double in the Master Bath)brbr✔ Mirrorbrbr✔ Toiletbrbr✔ Towelsbrbr✔ Hair Dryerbrbr✔ Essential Toiletriesbrbrbrbr★ SUNROOM ★brbrThe sunroom is our favorite spot for early morning coffee or afternoon tea. Let us know if you share thebrbrsame sentiment.brbrbrbr✔ Lounge Seating Areabrbrbrbr★ BACKYARD ★brbrTake advantage of this perfect outdoor setting without leaving your home. The fully fenced backyard willbrbrprovide a private haven for you to enjoy with your loved ones.brbrbrbr✔ Swimming Pool (Heated November – April) Please also keep in mind the pool may be between 75-85 depending on the temp outside during winter and temps can get over 90 in the summerbrbr✔ Hot Tubbrbr✔ Sun Lounges & Parasolsbrbr✔ Al Fresco Dining Table with Seating 4brbrbrbrCreate lasting memories in our beautiful house, where modern amenities meet stylish design. Don'tbrbrhesitate to message us to make all the necessary arrangements for an unforgettable vacation.brbrbrbrGuest Access:brbrThe house is exclusively yours, with no interruptions during your stay, so feel free to relax and makebrbryourself at home.brbrbrbrOther than the already mentioned amenities, our home is also equipped with the following:brbrbrbr✔ High-Speed Wi-Fibrbr✔ Self Check-In (Smart Lock)brbr✔ Air Conditioningbrbr✔ Heatingbrbr✔ Iron/Boardbrbr✔ Laundry Room (Washer/Dryer, Iron/Board, Sink)brbr✔ Free ParkingbrbrbrbrThe Neighborhood:brbrThe house is conveniently located in the friendly and tranquil neighborhood in Englewood, FL, a laid-backbrbrGulf Coast destination renowned for its serene beaches, turquoise waters, and Old Florida charm.brbrbrbrThe heart of Englewood lies along its stunning coastline, featuring Englewood Beach, Manasota KeybrbrBeach, Blind Pass Beach, and Stump Pass Beach State Park, all renowned for their soft, white sand,brbrexcellent shelling, and frequent shark tooth finds. Start your day on the beach to enjoy sunbathing,brbrswimming, and vibrant Gulf sunsets. Meanwhile, more adventurous guests can explore activities such asbrbrkayaking, paddleboarding, jet skiing, and even parasailing. Stump Pass Beach features scenic naturebrbrtrails that wind through protected habitats, making it a favorite spot for wildlife viewing and shellbrbrcollecting.brbrbrbrEnglewood's parks, including Lemon Bay Park and Nature Center, Ann Dever Memorial Regional Park, andbrbrCedar Point Environmental Park, offer peaceful retreats with walking trails, nature observation areas, andbrbrcanoe or kayak launches. Lemon Bay, situated between Englewood and Manasota Key, is an idealbrbrdestination for kayaking, boating, fishing, and guided eco-tours.brbrbrbrDearborn Street in Olde Englewood is the town's cultural hub, offering art galleries, boutique shops,brbrseafood restaurants, and seasonal festivals showcasing local artists and musicians. The Lemon BaybrbrPlayhouse offers year-round live theater, while the Englewood Farmers Market provides fresh, localbrbrproduce, baked goods, and crafts each Thursday from October to May.brbrbrbrHere are some places of interest you'll be looking to visit during your stay.brbrbrbr✔ Farlow's on the Water (3 mins away)brbr✔ Manasota Key (6 min away)brbr✔ Stump Pass Beach State Park (10 min away)brbr✔ Indian Mound Park (10 min away)brbr✔ Catanias Winery (10 min away)brbr✔ Lemon Bay Park & Environmental Center (12 mins away)brbr✔ Blind Pass Beach (14 min away)brbr✔ Manasota Key Beach (16 min away)brbr✔ Fort Myers (1h away)brbr✔ St. Petersburg (1h 15 min away)brbr✔ Tampa (1h 20 min away)brbr✔ Cape Coral (1h 20 min away)brbrbrbr***Distance times are calculated if traveling by car.brbrbrbrGetting Around:brbrIf you arrive by car, you will be happy to know that we offer free parking. If you prefer not to drivebrbrduring your stay, there are numerous convenient and easily accessible transportation options near ourbrbrhome.brbrbrbr✔ Busbrbr✔ Taxibrbr✔ Water Taxis and Boatingbrbr✔ Uber & LyftbrbrbrbrIf you are flying in/out of the area, the best way would be at one of the following airports:brbrbrbr✔ Punta Gorda Airport (45 min away)brbr✔ Sarasota-Bradenton International Airport (55 min away)brbr✔ Southwest Florida International Airport (1h 15 min away)brbrbrbrOther Things to Note:brbr★ ADDITIONAL ACCOMMODATION ★brbrTraveling in a larger group, or your preferred dates are already taken You'll be pleased to know that webrbroffer additional accommodations in the area. Please browse our host profile for the complete list of ourbrbrlistings.brbrbrbr★ CLEANING & SANITIZATION ★brbrThe health, safety, and well-being of our guests are of utmost importance. For this reason, we use abrbrthorough cleaning process after each check-out.brbrbrbr★ NO PETS ALLOWED ★brbrWe love those little (and not-so-little) furry bundles of joy. Sadly, our home is not suitable tobrbraccommodate them.brbrbrbr★ NO SMOKING INSIDE ★brbrPlease refrain from smoking inside the home! Any evidence of smoking will result in odor removal andbrbrfurniture cleaning fees.brbrbrbr★ NO PARTIES/EVENTS ★brbrWe kindly ask you to treat our home as your own to preserve its pristine condition for future guests andbrbryour return visits.brbrbrbr★ POOL HEATING ★brbrDuring the cooler months there is a $50 per stay charge for pool heating, this is to offset the cost to run the heater. This applies to stays of 4 days or 30 days. Pool/spa is set to run on a schedule, Pool heats from 9-6pm. Spa cannot be heated higher then pool while pool is heating. It would be one or the other heating.brbrbrbrThank you very much. We look forward to hosting you!brbrbrbrInteraction with Guests:brbrWe will be accessible to our guests via phone, text, or the Booking app.brbrExpect a quick and prompt response. We give our guests space, but we are always available to addressbrbrany inquiries.brbrbrbrContact us now to begin arranging your perfect vacation!

Tranquil & Spacious Heated Pool, Hot Tub, Parking

Englewood, Florida, United States

Bed

Bath

Sleeps

$338.4

Spend your free time at this gorgeous beach house just 50 steps from our beautiful Gulf waters. Come experience the fantastic tropical lifestyle. High end all new since the hurricanes that include granite counter tops, stainless steel appliances, dishwasher, tile floors throughout the house, full size washer/ dryer, two beach bikes and a 50 Smart TV. Beautiful bathroom, all tile with a large shower. Second bedroom with a full/single bunkbed. Private patio with furniture & fire pit. Views of the beach and ocean. Just four blocks from the beautiful, Stump Pass State Park. Manasota Key is old Florida, quaint & relaxing with lots to do minutes away on the mainland. MOST COMMON REVEIW COMMENTS...LOVE THIS PLACE, WILL RETURN SOON, SO CLOSE TO THE BEACH, EVERYTHING YOU NEED. Read our reviews. ANDY and JUSTINA want to make your WINDROSE beach vacation your best ever. LIFE IS BETTER AT OUR BEACH!!!

Windrose is 50 STEPS TO BEACH! Beautiful gulf views from the front & back yards.

Englewood, Florida, United States

Bed

1

Bath

6

Sleeps

$258.28

Welcome to your perfect coastal getaway! Relax by the water and take in peaceful bay views after a day at the private beach or out on the boat.brbrThis beautifully 3-bedroom, 3-bath home blends modern comfort with classic Old Florida charm - featuring vaulted beamed ceilings, hardwood floors, and stylish coastal décor.brbrKey Featuresbr3 Spacious Bedrooms – Comfortably accommodates families or groupsbr2 Modern Bathrooms – Fresh, updated, and designed for conveniencebrFully Equipped Kitchen – Includes appliances, cookware, and everything needed for easy meal prepbrBalcony Terrace – Perfect for morning coffee or sunset viewsbrOn the Bay – Enjoy peaceful water views right from the homebrPrivate Beach Access – Easy, direct access to a pristine stretch of shorelinebrbrManasota Key is a laid-back barrier island known for its pristine beaches, crystal-clear waters, and Old Florida charm. Guests love the relaxed atmosphere, scenic nature preserves, and beautiful coastline perfect for beach walks, shelling, paddleboarding, and dolphin watching. The island offers a peaceful escape while still being just minutes from great restaurants, local boutiques, live music, and the vibrant communities of Englewood and Venice. With its quiet roads, stunning sunsets, and abundant wildlife, Manasota Key is the ideal destination for anyone seeking a tranquil beach getaway.brbrIf you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team and we will be happy to assist you. brbrGulf Coast Holiday Homes offer a wide range of services including: br- An any day arrival policy and length of stay requirements starting at just 7-nights.br- We have a professional property manager and maintenance systems meaning you’ll experience the service you deserve.br- Professional housekeeping pre-stay and during stay if requested. br- 'Guide Books' allowing you to be able to add experiences to your itinerary and see some of our recommendations. br- 'Preferred Vendors' menaing you can trust the company you use for rentals.brbrAll properties listed with Gulf Coast Holiday Homes benefit from an interactive 'Guide Book' which will be sent ahead of arrival and will include the house manual, check in instructions, preferred vendors and unique information about the home.brbrExperience the best of coastal living with this beautifull home offering stunning bay views, private beach access, and all utilities included. Relax at the beach or out on the boat. This 3-bedroom, 2-bath retreat blends modern luxury with classic Old Florida charm, featuring vaulted beamed ceilings, hardwood floors, and coastal décor throughout. The home comes fully equipped with high-quality appliances, cookware, and everyday essentials—just bring your swimsuits and beach gear. Inside, you’ll enjoy hand-selected interiors, a large 4K HD TV, custom blinds, granite countertops, and thoughtful touches that elevate your stay. Guests can take advantage of a locked storage area for personal belongings and year-round boat access with a private dock. Amenities include cable TV, Wi-Fi, and support from a local property manager. With deeded private beach access and a prime location on the north end of Manasota Key—close to Manasota Beach, Venice, and downtown Englewood—this home offers the perfect mix of comfort, convenience, and coastal relaxation.brbrFrom I‑75, take the exit toward U.S. Route 41 (US-41) in Englewood. Drive south on US-41 until you reach State Road 776 / Manasota Beach Road, then turn west onto Manasota Beach Road. Continue over the water on the Tom Adams Bridge onto Manasota Key. Once across the bridge, turn left onto Manasota Key Road and drive about two more miles — the home will be on your left.brbrIf the travel dates you are looking for don’t appear to be available, please contact our reservations team directly and we will see if we can accommodate your request at your property of choice, or another comparable home in our portfolio.brbrPrior to your stay, we require you to complete a pre-arrival form and sign & agree to our rental conditions. brbrAccidental Damage Insurance: Accidental Damage Insurance is included within all guest stays at Gulfcoast Holiday Homes. On this property, for stays greater than 29 nights, an additional $90 will be due as the current rates are for 29 nights or less. For additional blocks of 30 nights past 59 nights you, will be charged $71. brbrGuests must cancel at least 60 days before check-in to receive a full refund for all nights, minus a 10% processing fee.brGuests must cancel at least 30 days before check-in to receive a 50% refund for all nights.brIf a guest cancels less than 30 days before check-in, you’ll be charged 100% for all nights.brWe strongly recommend that you purchase your own travel insurance for your protection.

The Dock House - 3 Bed/3 Bath with Dock on The Bay by The Bay & Key Collection

Englewood, Florida, United States

Bed

Bath

Sleeps

$261.33

***SPECIAL--April THRU OCT *** $165 PER NIGHT 2 NIGHT MINIUM/$950 FOR ALL GROUP SIZES**** Welcome to this lovely spacious house in Englewood in the Grove City District. Fantastic for families, golfers, fishermen and, girls or boys weekend. This adorable property features 4 cozy bedrooms that sleep 2 in each- 3 with king beds and 1 with a queen bed and a queen murphy bed in the Living room....... Enjoy the convenience of 2 bathrooms, one with a relaxing jetted bathtub (no en suite bathroom). A large privacy fenced in back yard with grille, new Hot Springs saltwater hot tub, blue tooth speakers and lounge chairs. A covered deck with seating for 10, a gas firepit and Roku tv. Inside there are 2 arcade games, board games and card games. Kitchen is fully stocked for cooking with a convection oven. There are 2 living areas, each with a Roku TV's. Each bedroom has a Roku tv, bed, dresser, closet , clock and nightstands and is named after a state we have lived in, extra blankets are in each bedroom closet and extra pillows are in the Alaska, Florida and Maryland room closets. Blow up bed, high chair and pack n play avail upon request. There are baskets in each bathroom with toiletries to get you thru if you forgot something. There is also a corn hole game for the backyard. We also have 2 cameras out side, 1 by the front door and one on the right side of the house facing the driveway.... there is a small cooler, beach chairs and towels, Rain umbrellas in the pantry and one hanging in the living room by the front door..brbrPublic pool and parks 2 miles awaybrbr-Ann & Chuck Dever Regional Parkbrhttps://www.charlottecountyfl.gov/departments/community-services/parks/all-parks/ann-chuck-dever-regional-park.stmlbrbr-Oyster Creek Environmental Parkbrhttps://www.charlottecountyfl.gov/departments/community-services/parks/all-parks/oyster-creek-environmental-park.stmlbrbrHope to host you soon.

Cozy Blue 4 Miles to beach. Pet Friendly, Hot tub, gas firepit, public pool 2 mi

Englewood, Florida, United States

Bed

Bath

Sleeps

$211.28

Welcome to Sunshine on Sunnybrook – a spacious 3BR/3BA retreat in Englewood that comfortably sleeps up to 8 guests and offers the perfect mix of comfort and Florida fun.brbrStep outside to your own private oasis with a heated pool, screened lanai, and BBQ grill. Whether you’re lounging by the pool or enjoying dinner outdoors, this home is designed for relaxation.brbrInside, you’ll love the bright, open layout featuring two living areas, a fully equipped kitchen, and a split-bedroom floor plan that provides plenty of space for everyone. Modern comforts include Wi-Fi, smart TVs, washer/dryer, and ample parking with both a garage and driveway.brbr ️ Just 6 miles from Englewood Beach, you’ll also be close to boating, fishing, golf, parks, dining, and shopping—everything you need for the perfect Gulf Coast getaway.brbr Pets welcome (with approval & fee).brbr✨ Spotlessly maintained and hosted with care by Paradise Breeze Vacation Rentals, Sunshine on Sunnybrook is the ideal escape for families and friends ready to enjoy all that Southwest Florida has to offer.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 DISCLOSURE:brThis property has exterior security camera(s) only.brLocations: Front Door, Inside Garage, Driveway, RH & LH side of house, Rear of house x 2 facing Pool, Door BellbrNo cameras are located inside the home or positioned to view interior living spaces.brConfirmed via signed owner disclosure on file.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.

Sunshine on Sunnybrook

Bed

Bath

Sleeps

$244.1

Beautiful views overlooking the bay waters from the backyard. 7 minutes away from Manasota beach. Just minutes away from grocery stores and delicious restaurants. Warm mineral springs park just a short 20-minute drive. Englewood is waiting for you at this 3-bedroom house. Step inside to find a beautiful space with 1 king bed and 2 queen beds and 2 full baths. The soothing atmosphere will make you feel right at home. With amenities like heating, AC, your stay will be comfortable and relaxing. Enjoy your time in Englewood at our gem with a view!

A gem with a view! 3-bedroom house on the bay

Englewood, Florida, United States

Bed

Bath

Sleeps

$212.44

Beautiful Villa with 3 private bedrooms. brbrThe master bedroom has a king size bed, private bath, great walk in and direct access to the pool. brbrSecond bedroom one has a queen size bed and the third has a double bed with a single bed above. brbrBeautiful kitchen with hardwood cabinet and large granite counter top with all new stainless steel appliances. brbrDouble living room with leather furniture and all electronic devices for internet and television entertainment. Second living room has a pull out queen bed. brbrLarge private screened pool with a garden table and barbecue.br The pool is fenced in to ensure the safety of children. brbrSituated on salt water canal with direct access to Lemon Bay and the Gulf- with private dock and 10,000 lb. boat lift and a boat shed.

New Listing! The Villa Dolphins: 5 mins to Manasota Beach! Private Pool! Dock!

Englewood, Florida, United States

Bed

Bath

Sleeps

$742.61

Your dream beach getaway awaits at Sunset Beach Retreat on beautiful Manasota Key, one of Florida’s best-kept coastal secrets — just 500 steps from the beach. Known for its uncrowded white-sand beaches, incredible shelling, and breathtaking sunsets, Manasota Key offers a peaceful, authentic island escape away from the crowds of busier destinations.brbrWhether you’re planning a relaxing family vacation, a fun girls’ weekend, or a memorable group getaway, this private coastal retreat offers the perfect blend of comfort, adventure, and resort-style amenities.brbrSpend your days exploring Manasota Key Beach and nearby Stump Pass Beach State Park, a protected nature preserve famous for its pristine shoreline, wildlife sightings, shark tooth hunting, and some of the most beautiful sunsets on the Gulf Coast. Dolphins, manatees, and coastal birds are often spotted just offshore.brbrBack at the home, unwind in your private resort-style backyard designed for relaxation and wellness. Take a dip in the pool, relax in the 5-person infrared sauna, or reset with a cold plunge after a day in the sun.brbrFor guests who love to stay active or explore the island, Sunset Beach Retreat delivers. Enjoy complimentary kayaks, paddleboards, and bicycles, challenge friends on the putting green, or take advantage of the optional 6-person golf cart rental to cruise the island, visit the beach, or explore local restaurants and live music spots with ease.brbrInside, you’ll find a spacious, open layout designed for gathering and comfort, with room for everyone to relax after a day at the beach. With sleeping accommodations for groups, fast Wi-Fi, and all the comforts of home, this retreat is ideal for everything from laid-back beach days to active island adventures.brbrEnjoy nearby beachfront dining, local seafood favorites, and live music, or venture a short drive to Englewood, Venice, Boca Grande, and Sarasota for shopping, fishing charters, and memorable day trips.brbrWhether you’re escaping the cold, celebrating a special occasion, or simply craving time by the sea, Sunset Beach Retreat offers the ultimate Manasota Key experience — steps from the beach, rich in amenities, and designed for unforgettable stays.

Gulf Coast Beach Retreat. Pool & Sauna, Cold Plunge, Short Walk To Beach.

Englewood, Florida, United States

Bed

Bath

Sleeps

$200.77

10% DISCOUNT FOR 90+ DAY RENTAL!br brBright and brautiful home has everything you need - 3 bedrooms, 2 baths, and a furnished lanai with a nice sized heated pool. The home is located in a premier spot - only 2.6 miles from Old Englewood Village on West Dearborn Street. The quiet deed restricted community called Bay Vista is also immediately adjacent to Lemon Bay Park - a 210-acre nature park with 1.7 miles of shoreline on the beautiful Lemon Bay Aquatic Preserve. So a quiet walk among tropical birds, eagles, tortoises, manatees, and more can be found right at the end of our street.brbrBut what about the beach , you ask. This home is only 10-15 minutes away from FIVE different gulf coast beaches - Manasota Key Beach, Englewood Beach, Stump Pass, Blind Pass, and Caspersen.brbrThis home is in walking/biking distance to Old Englewood Village - Englewood's historic downtown. First settled in 1878, this former fishing village is charming and laid-back and is home to some great eateries, boutiques, and galleries. The Village is home to several popular ongoing events, including the Englewood Farmers' Market (every Thursday from 9 a.m. to 2 p.m., October through May) and Cruisin' on Dearborn Street (the first Saturday of every month at 5 p.m.), a free vintage and antique car show.brbrAlso, if you want a taste of New Florida for a bit, travel 10 minutes to Venice, Florida. Venice Beach is only 20 minutes away and is hopping with activity! Linens: Beach towels are available for your use. There are two sets of sheets for each bed and extra blankets in each of the bedroom closets. Additionally, there are 12 sets of bath towels (four sets for each room). Prior to departure, please be sure all dirty linens and towels are stripped and placed next to the washer in the garage. If you are able to start a load and move it to the dryer before you leave, all the better.brbrOutdoor equipment: There are beach chairs, an umbrella, and other outdoor items available for your use. At this point, we have two bikes that guests are free to use but we are not responsible for their condition.brbrRegarding parking, our garage is used for storage. Therefore, there is only room for one car in the garage.

A SW FLORIDA COASTAL HOME

Englewood, Florida, United States

Bed

Bath

6

Sleeps

$162.72

Keyside Cottage is a relaxing hideaway rooted in Englewood’s history. Just a walk away from Dearborn Street and Lemon Bay, and a six-minute drive to the beaches of Manasota Key. This restored 1920s home features original hardwood floors, tongue and groove walls and ceilings, and classic sash windows. Designed for guests who value privacy, simplicity, and peace.brbrThe spacebr2 bedrooms 1 bathroom | Driveway provides enough space in case you have a boat | Front porch with mosquito netbrbrGuest accessbrGuests are allowed to use the entire house, front porch, back yard, and driveway - parking space for a boat / trailer.

Keyside Cottage is a relaxing hideaway rooted in Englewood’s history

Englewood, Florida, United States

Bed

Bath

Sleeps

$239.66

Your Englewood adventure begins at this marvelous 3-bedroom house. With 3 queen beds and 2 bathrooms with showers, this cool property also offers a living room with a sofa bed for extra space. Guests can enjoy WiFi and AC during their stay. We hope you enjoy what our place and Englewood has to offer.

3-bedroom house in delightful Englewood with WiFi, AC. Live the dream

Englewood, Florida, United States

Bed

Bath

Sleeps

$491.27

Englewood Private Pool+ Spa Vacation Home On Lemon Bay Canal - 4 Miles To Gulf BeachesbrbrOur 3-bedroom, 3 Bathroom private pool+spa vacation home offers a fantastic property perfect for your relaxing South Florida Gulf Coast Vacation brbr* Englewood Vacation Home with Private Pool+Spabr* 3 Bedrooms / 3 Bathroomsbr* On Canal- just North of Stump Pass br* Boat Dock (Boat lift not available)br* 4 miles to Englewood Beachbr* Fully Equipped Kitchenbr* Dining for up to 6 at the dining tablebr* Wrap Around Porch overlooks the canal br* Parking for 2 cars in the driveway (boat trailer parking available)br* Beach Supplies including chairs, umbrella, cart + coolerbr* Dog-Friendly +$br*Two 2-person Kayaksbr* Pack & Playbr* 25-year minimum age to rent restrictionbrbrBEDROOMS Upstairs (Second Floor)br- Bedroom 1: Master King Bedroom with Private Balcony (Private Attached Bathroom) br- Bedroom 2: One King Bedroom (Attached Bathroom)brbrBEDROOMS Downstairs (Bottom Floor)br-Bedroom 3: Two Queen BedroombrbrPool+Spa Heater Charges and Information:br* The pool faces West brPool size is 24x11 Spa is 6' in DiameterbrPool heat is an additional cost of $200 per week or $500 per month PLUS TAX.brIn order to heat the Spa, the additional cost must be paid. brPlease note that our pools are serviced on a weekly basis.brbrGarage:brThere is no parking in the garage- the owner's private vehicle is parked in the garage.brbrDock: br- Boat Dockbr- Boat Lift is Not Available for Guest UsebrbrDog-Friendly Home (+$)br*This is a dog-friendly homebr*There is an additional $250 plus tax nonrefundable feebr* There is a two-dog limitbr* Dog(s) must be disclosed and the additional fee must be paid prior to arrival. brbrBBQ:br- There is a BBQ at this property for complimentary guest use. br- While there is a propane tank included with the BBQ, we do not provide refills. br- Guests are welcome to swap the tank at any local store. br- BBQ must be cleaned upon guest departure or an additional $56 fee will be charged. brbrSecurity Camera Disclosure- There is a Ring doorbell camera monitored by the owners.brbrDistances to Shopping & Attractions: The home is located on Georgia Avenuebr- Chadwick Park at Englewood Beach 4 milesbr- Boca Grande 10 milesbr- Englewood Farmers Market 4 milesbr- Publix at Merchants Crossing 1.6 milesbr- Farlows on the Water 2 milesbr- Ann & Chuck Dever Regional Park 1.7 milesbr- Punta Gorda Airport 28.6 milesbr- Sarasota/Bradenton Intl Airport (SRQ) 44.9 milesbrbrWhy Choose this Rental br- Professionally managed to serve all your needsbr- Management company has over 26 years of experience hosting well over 200,000 familiesbr- Go straight to your rental with online email check-inbr- 24/7 on-call maintenancebr- Smoke-free for your comfortbr- Towels and linens are providedbr- Complimentary WiFibrbrStarter welcome packet supplies:br- 2 rolls of toilet paper per bathroombr- 1 round hotel-size bar soap per bathroombr- 1 hotel-size shampoo/conditioner per full bathroombr- 1 roll of paper towelsbr- 2 packets of dishwasher detergentbr- 2 trash bags size-13-gallonbr- 2 pods of laundry detergent br- Garbage can liners in each bedroom/bathroom small garbage cansbrAny supplies beyond this are up to the guest to replenish, we do not restock these items. brNo salt/pepper or cleaning supplies are stocked due to safety issues. brThis is an industry-standard practice.brbrFOR GUESTS WHO BOOK 30 NIGHTS OR LONGER STAYS: (this does not apply if you are staying less than 30 nights)brWe will collect a $1,500 deposit.brBalance is due 60 days prior to arrivalbrIf canceled 90 days or more before arrival, we keep with us $250.00. $1,250.00 will be refunded.brIf canceled between 61 and 89 days prior to arrival, we keep with us the $1,500.00 deposit.brNo cancellation or modification 60 days or less prior to arrival.

Englewood 3 Bedroom Private Pool+Spa Canal on Lemon Bay Home

Englewood, Florida, United States

Bed

Bath

8

Sleeps

$190.53

Summary:brbrThis beautifully renovated 3-bedroom, 2-bath vacation rental features a spacious split-floor plan with an inviting family room and screened lanai, perfect for relaxing and entertaining. Situated on an oversized lot, the property also offers a heated pool and tranquil waterfront views. Experience the perfect blend of convenience and relaxation in this exceptional vacation rental—your perfect Floridian escape awaits.brbrbrbrThe Neighborhood:brbrJust 2.5 miles from Manasota Beach and a short drive to the beautiful beaches of Manasota Key, this home is ideally located near local dining, shopping, and area attractions including Dearborn Street in Old Englewood Village, Wellen Park, and historic downtown Venice.

Waterfront beauty in Overbrook Gardens

Englewood, Florida, United States

Bed

Bath

Sleeps

$302.4

Perfect family beach destination . 3 minute walk to beach, less than 10 minute walk to bars/restaurants and shops . Short drive to up and coming downtown Englewood . Two bedroom one bathroom, full kitchen . Washer/dryer, outdoor shower . We have 2 bikes , 4 beach chairs and 2 beach umbrellas.

Beach house

Englewood, Florida, United States

Bed

1

Bath

6

Sleeps

$234.7

Bring your furry friends and enjoy Old Florida charm at this pet-friendly Englewood retreat! Featuring a private heatable pool, lush fenced backyard, and detached studio suite—just minutes from Englewood Beach, Dearborn Street, and Rotary Park Boat Launch. This spot blends vintage charm with coastal comfort.brbrWhy You’ll Love Itbr• Authentic “Ol’ Florida” style home with updated touchesbr• Heatable private pool with screened lanai and dining for sixbr• Detached studio bedroom – ideal for extra privacy or couplesbr• Large covered pergola with gas & charcoal grills for cookoutsbr• Hammock under palms for ultimate backyard relaxationbrbrSleeping Arrangementsbr• Bedroom 1 – Queen bed br• Bedroom 2 – Queen bed br• Detached Studio – Queen bedbrbrOutdoor Highlightsbr• Screened-in lanai with dining table and lounge areabr• Pergola with outdoor dining and dual grills (gas & charcoal)br• Spacious fenced backyard with hammock and tropical landscapingbr• Plenty of parking space for vehicles, boat trailers, or RVsbrbrInterior Comfortsbr• Living room with pool views and stone-accent feature wallbr• Private pool – heating available for $25 per day or $250 per monthbr• Open dining area for four and breakfast bar for twobr• Bright Florida décor and cabin-style charm throughoutbr• Two full bathrooms with walk-in showersbrbrKitchen & Diningbr• Fully equipped kitchen with stainless steel appliancesbr• Breakfast bar seating for two and dining table for fourbr• Great layout for entertaining and cooking togetherbrbrIncluded Home Essentialsbr• Washer and dryer in garagebr• Second full bath with pool and studio accessbr• Bikes, beach gear, and pool floats for guest usebr• High-speed Wi-Fi and streaming TVbr• Pet Policy – Up to two dogs (50 lbs max each) welcome with $200 per pet fee per staybrbrNeighborhood Perksbr• Adjacent to Rotary Park Boat Launch – great for fishing or boatingbr• 5-minute drive to Englewood Beach and island diningbr• 4-minute ride to Dearborn Street’s farmers market and shopsbr• Easy drive to local golf courses and waterfront restaurantsbrbrAccess & Parkingbr• Single-level layout br• Driveway parking for multiple cars, boat trailers, or small RVbrbrWhether you’re grilling under the palms, exploring Dearborn Street, or dipping into the pool after a beach day, this home lets you live like a local in true Old Florida style. Stay with Gulf Coast Vacations – where every getaway feels like coming home to the coast.

Englewood Escape – Pet Friendly + Heated Pool

Englewood, Florida, United States

Bed

Bath

Sleeps

$293.8

Tropical Retreat in quiet neighborhood. Bring your boat and fishing poles. Take the kayaks out to explore Forked Creek. Manatees and dolphins like it here. A floating boat dock and floating kayak dock/launch pad make for easy access onto the water fun. The 30' heated pool is worth staying home for. Manasota Beach is 7 minutes from here down beautiful Bay Shore Drive. The boat ramp to launch your boat is a couple streets away. Plenty of room to park boat trailer on side of house. Fish right off the stationary dock or fish & bird watch from the elevated deck. The fish light brings the snook and other fish out after dark. Clean your catch at the fish cleaning station down by water. Use the outdoor shower to wash sand off after day at the beach. Grill a meal on the gas grill. Enjoy coffee or cocktails at the bistro set in front foyer surrounded by tropical plants. Rainy day use the game room to keep the fun coming. Good eats and shopping in Englewood and Venice. Come expecting much fun and relaxation.

3 Bedroom waterfront home w/access to ICW Bring your boat

Englewood, Florida, United States

Bed