Home Vacation Condo Rentals By Owner In Englewood, FL

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$197.84

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Tamarind Escape – Poolside Views & Bay Breeze

Englewood, Florida, United States

Enjoy a relaxing getaway in this beautifully appointed 2-bedroom, 2-bath second-floor condo at Tamarind Gulf & Bay on Manasota Key. With views of Lemon Bay from the lanai and the sparkling pool just out front, this condo offers a perfect mix of comfort, serenity, and convenience.brbrWhy You’ll Love ItbrFrom peaceful mornings on the lanai with a bay breeze to easy afternoons lounging by the pool, this unit is ideal for low-key travelers. With a full kitchen, washer/dryer, and TVs in every room, you'll feel right at home on the island.brbrSleeping Arrangementsbr• Primary Bedroom: Queen bed, TV, ensuite bath with tub/shower combobr• Guest Bedroom: Queen bed, wall-mounted TVbr• Guest Bathroom: Walk-in showerbrbrOutdoor Highlightsbr• Screened lanai with small Lemon Bay viewbr• Front-facing view of sparkling community poolbr• Second-floor location near clubhouse and docksbrbrInterior Comfortsbr• Comfortable living room with sofa and two chairsbr• Flat-screen TVs in both bedroomsbr• Washer and dryer in-unitbr• Clean and cozy furnishings with open layoutbrbrKitchen & Diningbr• Fully equipped kitchen with all essentialsbr• Breakfast bar for casual diningbr• Open to living and dining spacebrbrIncluded Home Essentialsbr• Free WiFi and cablebr• Central air conditioningbr• Bed and bath linens providedbrbrTamarind Gulf & BaybrTamarind Gulf & Bay is a tropical island community nestled between the Gulf of Mexico and Lemon Bay on Manasota Key. Meander through cobblestone paths surrounded by lush landscaping as you make your way to the private beach or bayside boat docks. This well-maintained complex offers an ideal mix of relaxation, recreation, and scenic Florida charm.brbr• Heated outdoor pool with poolside loungersbr• Private beach access with rinse-off showerbr• Charcoal grilling areas by the beach, bay, and poolbr• First-come, first-served boat slips on Lemon Baybr• Community kayak launchbr• Bike rack and car wash stationbr• Clubhouse for guest and owner usebrbrAccess & ParkingbrGuests register easily with the association and are assigned a covered parking space for convenience. Each building offers quick access with just a few steps or elevator service for floors above two stories. Entry codes or physical keys are provided by management prior to arrival.brbrEasy, breezy, and perfectly placed — book your Tamarind retreat today with Gulf Coast Vacations!
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$196.93

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Gulf-Side Retreat – 2BR Ground-Floor Condo

Englewood, Florida, United States

Escape to this charming 2-bedroom, 2-bath ground-floor condo on the Gulf side of Tamarind Gulf & Bay. Just steps from the beach, this comfortable retreat offers easy access to both the sand and the pool, making it the perfect base for your Manasota Key getaway.brbrWhy You’ll Love Itbr• Ground-floor Gulf-side unit with open patiobr• Steps to private beach accessbr• Short walk to pool on the baysidebr• Peaceful location in Tamarind Gulf & BaybrbrSleeping Arrangementsbr• Primary Bedroom – King bed, ensuite with walk-in showerbr• Guest Bedroom – Queen bed, access to bathroom with tub/shower combobrbrOutdoor Highlightsbr• Open patio with outdoor seatingbr• Easy walk to beach and bayside poolbr• Located in lush, tropical surroundingsbrbrInterior Comfortsbr• Cozy living room with sofa, chaise, and flat-screen TVbr• Two full bathrooms, updated for comfortbr• Washer and dryer close by in common areabrbrKitchen & Diningbr• Fully equipped kitchen with modern appliancesbr• Dining table for shared mealsbr• Everything you need to cook and dine at homebrbrIncluded Home Essentialsbr• High-speed Wi-Fi and flat-screen TVsbr• Washer and dryerbr• Starter essentials for your staybrbrTamarind Gulf and Baybr• Heated pool, clubhouse, and beach accessbr• Boat ramp, kayak racks, and fish cleaning stationbr• Covered parking, outdoor grills, and boat slipsbrbrAccess & Parkingbr• Ground-floor unit with easy entrybr• Assigned covered parking spacebrbrBook your coastal escape and enjoy the best of beachside living at Tamarind with Gulf Coast Vacations!
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Exceptional(14)

$156.8

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Perfectly Located on Manasota Key with Close Beach to Bay Access

Englewood, Florida, United States

Please Note: Jan thru Apr 2027 are now booked!brEnglewood Beach is located on beautiful Manasota Key, a barrier island located about 40 minutes south of Sarasota and 90 minutes north of Naples. Manasota Key offers a comfortable and relaxing environment that is unlike the high-rise hustle and bustle of Florida's east coast.brbrOur Live Oak Landings condominium is just a short walk across the street from one of Florida's most pristine beaches, and located on Lemon Bay. Restaurants, beach bars with live entertainment and convenience stores are also just a short walk from the condominium. (Some locations may still be under repair in 2025, from previous storms) Sport fishing, boat and kayak rentals, jet skiing, and bike rentals are all available, less than a mile away. Theaters, major shopping, and fine dining can all be found within a 20-minute drive to Venice or Port Charlotte. There is a Walmart, grocery stores, restaurants and other local shopping within minutes of the unit, as well.brbrFish from our dock on Lemon Bay, or bring your small boat (max 18’), which may be docked at one of our slips for up to two weeks at a time. Please provide advance notice if you wish to reserve a slip. Our waters are home to exotic wildlife and some of the finest fishing in Florida. If you prefer, take a dip in our beautiful pool, hunt for shark teeth on our beautiful beaches, bike around the Key, or just curl up with that favorite novel, but be sure to catch a relaxing Florida sunset each evening on the beach.brbrThe condominium is fully appointed with all the comforts of home and is maintained in excellent condition. There are 2 bedrooms and 2 baths. There is even a small dumbwaiter for assistance with your luggage and groceries. A large carport and garage offer plenty of room for your gear. There are bicycles, fishing gear, beach chairs, umbrellas, kids toys, coolers, a beach cart for bringing your items to the beach.brbrPLEASE NOTE: Our condo has NEVER experienced any storm damage, since being built. It is in a safe and well protected area of our complex.brbrCome and experience the beauty and charm of Florida's Gulf Coast! You will never want to leave.brbrKeywords: Condominium, Townhouse, Beach Rental, Beach Condo, Manasota Beach, Englewood Beach, Englewood Beach Condo, Manasota Beach Condo, Monthly Rental, Seasonal Rental, Live Oak Landings
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$281.45

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Charming condo with access to shared outdoor pool, wifi, and private balcony

Englewood, Florida, United States

Sunburst142brbrOur 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 sanctuary in beautiful Englewood, Florida! Nestled just moments from the sparkling shoreline, this charming coastal condo blends comfort, convenience, and a touch of paradise—offering everything you need for a truly unforgettable getaway.brbrWake up each morning to serene water views and enjoy your coffee on the private patio while soaking up the Florida sunshine. Whether you're lounging by the shared outdoor pool or walking to the nearby beach for a relaxing day of sand and surf, this retreat puts you in the heart of everything Englewood has to offer.brbrStep inside to a bright and welcoming space featuring a thoughtfully appointed living area with a plush sofa bed—perfect for unwinding or accommodating extra guests. The open kitchen is fully equipped with modern appliances including a refrigerator, stove, oven, dishwasher, toaster, and coffee maker, making it easy to whip up anything from sunrise breakfasts to sunset snacks.brbrStay cool and connected with central air conditioning, high-speed WiFi, and cable TV. You'll find cozy sleeping arrangements with two comfortable queen beds, two twin beds, and all the extra linens and beach towels your group needs for a hassle-free stay. Family-friendly and spacious, the condo offers a convenient home base for exploring local attractions, nearby theme parks, nature preserves, golf courses, and the charm of Old Florida towns.brbrWhether you're here for adventure or rest, this serene escape is the perfect setting to make unforgettable memories. Book now and embrace the best of coastal living in Englewood, FL—where every sunset brings new memories and every day ends in relaxation.brbrThings to Know: br-This unit requires an HOA application to be completed and emailed back to us within 3 days of booking. Reservation is contingent upon HOA approval. Failure to complete HOA requirements will result in the HOA’s denial of the reservation. Normal cancellation policies will apply.brbrParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 1.brbrDock details: Due to liability reasons, we cannot guarantee a safe docking of any water crafts. HOA has limited dock space and guests must provide boat make and model on the required HOA form. HOA approval is required for the boat and it is not guaranteed. Boat and trailers are not allowed to be parked in the parking lot. 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 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
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$373.65

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Quiet Coastal Condo Near Restaurants & Beach

Englewood, Florida, United States

Welcome to Your Englewood Island EscapebrbrLocated on beautiful Manasota Key, this inviting condo offers the perfect blend of comfort, convenience, and coastal charm. Inside, you’ll find two spacious bedrooms—each with a cozy queen bed—and two full bathrooms that make mornings and evenings effortless for everyone. The condo stays comfortable year-round with central heating and air conditioning, and essentials like a hair dryer are provided to keep your stay easy and stress-free. It has a Large Flex space on lower level.brbrStep outside and you’re just a few steps from public beach access, where soft sand, shark-tooth hunting, seashell collecting, and seasonal sea-turtle hatchings await. After a beach day, unwind in the community’s heated pool, a peaceful spot to relax and enjoy the Florida sun.brbrThe location couldn’t be better—walk to Waverly, Lock ‘N Key, SandBar, and Magnolia’s for great dining and island vibes. Explore nearby Stump Pass State Park, or spend your weekends enjoying the Dearborn Street Farmers Market, local art festivals, live music, and countless coastal events.brbrWhether you’re exploring Englewood’s natural beauty or savoring quiet moments inside, this condo offers a serene, spacious, and rejuvenating getaway. It’s easy to see why guests love unwinding here—your perfect island retreat awaits.brbrPlease note that this condo is offered exclusively as a monthly rental, and the community association has a short approval process. We’ll gather a bit of information from you right away to ensure a smooth and timely approval.
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$119.11

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Beachfront condo with pool, private balcony, and washer and dryer

Englewood, Florida, United States

La Coquina 106brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEscape to the ultimate beachfront paradise at LaCoquina Beach Condominiums in the charming coastal town of Englewood, FL. This delightful 1-bedroom, 1-bath condo on the first floor offers panoramic views of the Gulf of Mexico, setting the perfect backdrop for relaxation and rejuvenation. Recently upgraded with a stunning sea wall, the property boasts direct beach frontage, making it ideal for sunset strolls, collecting seashells, or simply listening to the soothing waves.brbrStep outside and dive into the refreshed swimming pool or take a leisurely walk along the beach, where the warm Gulf waters await. Englewood Beach is just a short stroll away, where you can enjoy a variety of vibrant restaurants, lively beach bars, and exciting live entertainment. Plus, you’ll have one convenient parking space under the building, ensuring ease and accessibility during your stay.brbrInside the condo, comfort meets convenience with modern amenities designed to make your stay effortless. The unit is fully equipped with a sofa bed, washer/dryer, central AC, and high-speed internet access. Whether you're unwinding after a day in the sun or planning your next adventure, you’ll feel right at home. The kitchen is stocked with modern appliances, making cooking simple, whether you’re preparing a quick snack or a gourmet meal. Step out onto the private patio or balcony and enjoy your morning coffee or evening cocktail while taking in the breathtaking Gulf views.brbrFor the outdoor enthusiasts, LaCoquina Beach Condominiums offers a range of exciting activities. You’ll have access to surfboards, boogie boards, and water sports equipment to make the most of your time in the water. Explore the nearby historic landmarks, or venture out on a horseback riding excursion along the beach. For a bit more adventure, try your hand at stand-up paddleboarding or explore the area on bikes.brbrWhether you're planning a romantic retreat or a family vacation, LaCoquina Beach Condominiums is the ideal destination for anyone looking to experience beachfront living at its finest. With its perfect blend of comfort, convenience, and adventure, this condo offers an unforgettable escape from the ordinary.brbrBook your stay today and discover why LaCoquina Beach Condominiums in Englewood, FL, is the ultimate destination for those seeking the perfect combination of relaxation and recreation!brbrbrThings To Know : This vacation rental requires the completion of an application requiring sensitive information to be submitted directly to the HOA within three days of booking.brbrbrbr**Some of the buildings are currently experiencing renovations due to prior Hurricane Damage. There may be noise associated with this work**brbrParking notes: There is free parking available for 1 vehicle.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.
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$141.68

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Captivating, Old Florida, Fish Camp Inspired, Luxe Waterfront Condo On Lemon Bay

Englewood, Florida, United States

Luxury, waterfront condo in the quaint, old Florida town of Englewood, Florida. Million dollar+ views with 180-degree vistas of Lemon Bay, Manasota Key, Oyster Creek and Cedar Point Environmental Park await your enjoyment! Watch dolphins, fish, birds, Bald Eagles and manatees frolic from your top floor balcony while having your morning coffee or watching the sunset and savoring your favorite wine and charcuterie board. Wake up in awe, after a great night's sleep in the cozy king bed and look out the large owner's suite windows at the bay and the natural Florida scenery. If not in the mood for nature watching, turn on the owner's suite television and relax. The well-appointed en-suite owner's bath features lavish amenities including free standing shower and separate jetted tub, hotel-style wall hanging dryer, heated towel rack, his and hers sinks and vanity/ladies' make-up area with accompanying chair. Toping it all off, is a large walk-in closet with plenty of room for your clothes. The guest room, fondly called the Key West room, has equally impressive decor and furnishings. There is a comfy queen bed, tv and large closet. Close by is the guest bath that also has a hotel-style wall hanging dryer, heated towel rack and tub/bath combo. The kitchen has quartz countertops, newer cabinets and stainless-steel appliances. Additionally, there are top of the line turn-key kitchen items, plates, glassware and small appliances. The dining room and living areas feature Ethan Allen solid wood dining, coffee, end tables and credenza. The newly installed 65-inch tv in the living room will be a joy to watch football games and movies on. A convenient, in unit combo stacked washing machine and dryer, is tucked away behind doors in the hall closet near the guest room and bath. Linens and towels are provided. Downstairs there is a pool and spa (deck area under renovations, pool and spa are still open) for heated swimming and spa soaking. The community also has kayak launches and a private marina. The beaches of Manasota Key and Boca Grande are nearby (please note, they have changed post hurricanes) as well as restaurants, grocery stores and shops. Guests will have everything they need for a phenomenal and relaxing stay in this 5-star condo. Just bring your toothbrush and clothes! Fall in love with your peaceful accommodations, serene ambience and Englewood with all the magic it has to offer.
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$283.63

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Relaxed island condo with private beach & bay access, pool

Englewood, Florida, United States

SUNBURST 243brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to your serene coastal escape at the Sunburst Condominiums on beautiful Manasota Key, Englewood, FL. This charming beach-to-bay condo is perfect for families, boaters, and anglers alike, offering the unique advantage of private Gulf beach access on one side and a community dock on the bay side. Here, you can enjoy the best of both worlds, whether you’re building sandcastles with the kids or launching your kayak for a day of fishing.brbrFamilies will appreciate the safe, walkable island setting, where children can splash in the heated community pool or explore the quiet beach. The shaded outdoor areas and on-site gas grills make it easy to unwind and enjoy meals together without the hassle of crowded attractions.brbrFor boating enthusiasts, the community dock on Lemon Bay provides quick access to the Intracoastal Waterway, perfect for fishing or leisurely cruising. Spend your days swimming, paddleboarding, or simply soaking in the breathtaking Gulf-side sunsets just steps from your door. The complex has limited boat slips available. Renters must get HOA approval prior to occupancy if they want to bring a boat. It is not a guarantee that approval will be given. Boats and trailers cannot be parked in the parking lot.brbrInside, the condo is designed for comfort and relaxation after a day of adventure. With amenities like a fully equipped kitchen, cozy living room, spacious bedrooms, and cable, you’ll find everything you need for a stress-free stay. Whether you’re enjoying a family movie night or savoring quiet moments on the balcony, this retreat is your ideal home away from home.brbrBook your unforgettable beach-to-bay getaway today and experience the perfect blend of relaxation and adventure in Englewood, FL!brbrThis unit requires an HOA application to be completed and emailed back to us within 3 days of booking. Reservation is contingent upon HOA approval. Failure to complete HOA requirements will result in the HOA’s denial of the reservation. Normal cancellation policies will apply.brbrParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 2.brbrDock details: Due to liability reasons, we cannot guarantee a safe docking of any water crafts. HOA has limited dock space and guests must provide boat make and model on the required HOA form. HOA approval is required for the boat and it is not guaranteed. Boat and trailers are not allowed to be parked in the parking lot. 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 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
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$612.31

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Sunny coastal retreat with beach access, outdoor patio, and dog-friendly

Englewood, Florida, United States

Blissful Beach Retreat BCbrbrOur 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 family-friendly getaway in Englewood, FL!brThese two charming units, part of a peaceful quadplex, offer the ideal combination of comfort and convenience. Perfectly situated near the beach and downtown—with easy beach access—they make a fantastic home base for your coastal adventures.brbrEach unit includes high-speed internet and a washer/dryer for all the comforts of home. Whip up your favorite meals in the fully equipped kitchen—complete with a fridge, stove, oven, dishwasher, and microwave—or enjoy a laid-back barbecue on the patio using the gas grill. After a fun-filled day of exploring or fishing, unwind in the inviting living area and stream your favorite shows.brbrThese dog-friendly spaces welcome your furry friends to join in the fun! With fresh towels and linens provided and safety essentials like smoke and carbon monoxide detectors, you can relax knowing everything is taken care of.brbrBook your stay today and enjoy a relaxing, memorable escape in beautiful Englewood!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 2.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.
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