Home Vacation Rentals By Owner In Englewood, FL

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Exceptional(6)

$209.58

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Private Vacation Home

Treetop Cottage - super cute beach tree with great privacy and walk to beach

Englewood, Florida, United States

Welcome to Treetop Cottage, a charming retreat nestled in the heart of Englewood, just a short stroll from the beautiful Manasota Beach. This delightful two-bedroom cottage offers a cozy ambiance perfect for couples or small families looking to unwind and enjoy the coastal lifestyle.brbrTreetop Cottage features two inviting bedrooms, including a serene master suite with a comfortable queen bed, and a second bedroom that accommodates up to four guests with a queen bed and a bunk bed. The single bathroom is well-appointed, ensuring convenience for all guests.brbrStep inside to discover a warm and welcoming living area, ideal for relaxation after a day at the beach. The fully equipped kitchen boasts modern appliances, including a stove, oven, microwave, and dishwasher, making meal preparation a breeze. Enjoy your meals at the dining table or take them outside to the private patio, where you can soak up the sun or enjoy a barbecue.brbrThis cottage is designed with your comfort in mind, featuring air conditioning, heating, and essential amenities such as a washer and dryer, hairdryer, and high-speed internet. Families will appreciate the thoughtful touches, including a pack n play travel crib, high chair, and children's books and toys.brbrSafety is a priority, with smoke and carbon monoxide detectors, a fire extinguisher, and a private entrance for added peace of mind.brbrLocated in a quaint neighborhood, Treetop Cottage is just a short walk from the beach, where you can enjoy stunning sunsets and a variety of water activities. Explore nearby attractions, including local shops, restaurants, and nature trails, all within easy reach.brbrDon't miss the chance to experience the charm and comfort of Treetop Cottage. Book your stay today and create unforgettable memories by the beach!
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$159.56

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Private Vacation Home

Dolphin Inn near Englewood Beach

Englewood, Florida, United States

Cozy 3BR Pool Home Minutes from Beaches!brbrWelcome to your perfect Florida getaway! This inviting 3-bedroom, 2-bathroom home is located just under 5 miles from Englewood Beach and 13 miles from the stunning shores of Boca Grande Island. Whether you’re here to soak up the sun, explore the coast, or simply relax, this home has everything you need for a memorable stay.brbrOutdoor Living at Its BestbrStep into your private, fully fenced backyard featuring a sparkling sun-heated swimming pool, spacious outdoor dining area, and a large pergola for shade—complete with fans to keep things breezy on humid days. It’s the ideal spot for lounging, grilling, or enjoying a peaceful evening under the stars.brbrComfortable & Stylish InteriorbrInside, the home boasts tile floors throughout, granite countertops, and cozy furnishings to make you feel right at home.br • Master bedroom: King bed, flat-screen TV, and French doors that open to the yard.br • Twin bedroom: Twin bed with twin trundle, plus a desk and chair—perfect for remote work or kids.br • Queen bedroom: Located on the opposite side of the home for added privacy, adjacent to a full guest bath with optional privacy door—ideal for creating a private suite.brbrFully Equipped KitchenbrEnjoy the convenience of a fully stocked kitchen, ready for cooking up your favorite meals.brbrPrime Locationbr • Walk to Steamers Oyster Barbr • Directly across the street from the Lighthouse br Grillbr • Quick drive to beaches, shopping, and local br attractions!brbrAdditional Info:br • Bed Configuration: 1 King, 1 Queen, 2 Twins br (trundle)br • Dogs under 25 lbs allowed upon management br approval ($200 non-refundable fee)br • No cats permittedbr • Minimum rental age: 21 yearsbrbrBook your stay today and enjoy the charm, comfort, and convenience of this beautiful Florida home!brbrGuests have access to the entire housebrbrGuests are provided with full privacy but we are available through messaging systembrbrQuiet residential area near Placida and Rotonda West. Away from hustle and bustle of the town but only a few minutes away from shopping, dining and beach!brbrTrash day - TuesdaybrMinimum rental age of 21 years old.brDogs 25 lbs on management approval only. $200 feebrTerms & conditions review and agreement requirement. brQuiet time 9pm-7am.brNo smoking, vaping inside home or close to windows or doors.brNo parties.brIdentification required. brWork crew reservations require additional information.brGuest making reservation must be staying at the property unless approved by management.
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Exceptional(1)

$457.78

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Private Vacation Home

2-Unit Beach Combo – Bikes, Sand & Sunsets

Englewood, Florida, United States

Perfectly located on the quiet south end of Manasota Key, this beautifully remodeled 4-bedroom, 2-bathroom duplex offers the ideal setup for two families or a group traveling together. With two private 2BR units—each with its own entrance, kitchen, and living space—you'll enjoy shared outdoor amenities and all the comforts of home just steps from the Gulf of Mexico.brbrWhy You’ll Love Itbr• Rent the full duplex – perfect for families or friendsbr• Sleeps 8 comfortably with 2 king beds & 4 full bedsbr• Located directly across the street from the beachbr• Short walk to Stump Pass State Park for shelling & kayakingbr• Bikes, BBQ grills, beach chairs, corn hole & more includedbrbrSleeping Arrangementsbr• Upstairs Primary Bedroom: King bedbr• Upstairs Guest Bedroom: Two full bedsbr• Downstairs Primary Bedroom: King bedbr• Downstairs Guest Bedroom: Two full bedsbr• Sleeps 8 total in comfortbrbrOutdoor Highlightsbr• Private outdoor shower for rinsing off sandy toesbr• Two charcoal grills & picnic tables beneath the homebr• Backyard corn hole setup for sunset competitionsbr• Beach cruisers for exploring the Key in stylebr• Plenty of beach gear: chairs, umbrellas, carts & toysbrbrInterior Comfortsbr• Two fully updated kitchens with granite countertops & stainless appliancesbr• Open living rooms with flat-screen TVs & comfy seatingbr• Two beautifully remodeled bathrooms with glass walk-in showersbr• Upstairs unit offers elevated Gulf-view glimpses & breezy vibesbrbrKitchen & Diningbr• Kitchens stocked with pots, pans, utensils & coffee makersbr• Dining areas in both units – perfect for group meals or separate family timebrbrIncluded Home Essentialsbr• Washer & dryer in both unitsbr• Linens, towels, and starter toiletries providedbr• High-speed Wi-Fi & Smart TVsbrbrNeighborhood Perksbr• Across the street from beach access – truly steps to the sandbr• Walk to Stump Pass State Park for nature trails, kayaking & dolphin sightingsbr• Close to island bars, food trucks, and waterfront restaurantsbr• Stumpy’s Free Ride offers convenient transport to local hot spotsbr• Minutes to boat rentals, parasailing, and famous shark tooth huntingbrbrAccess & Parkingbr• Private entrances for each unitbr• Parking + extra space for gear or a trailerbrbrWhether you’re sipping cocktails on the patio, grilling beneath the palms, or taking in the views from the upper-level balcony, this is Gulf Coast living made easy.brbrBook now with Gulf Coast Vacations – and vacay your way on Manasota Key!
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Exceptional(1)

$310.31

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Apartment

Elevated Beach Vibes – Bikes, Beach, Views

Englewood, Florida, United States

Perched on the top floor of a charming duplex on the quiet south end of Manasota Key, this newly remodeled 2-bedroom, 1-bath unit offers elevated Gulf views and unbeatable access to the beach—just steps from your front door. Wake up to the sight of palm trees swaying and enjoy your morning coffee while soaking in sea breezes from above. Located just a short walk from scenic Stump Pass State Park, you’re perfectly positioned to explore the best of the island—from nature trails and hidden beaches to island eateries and waterfront bars.brbrWhy You’ll Love Itbr• Upper-level unit with partial Gulf views and extra privacybr• Directly across from the beach – toes in the sand in minutesbr• Walk to Stump Pass State Park for nature trails, dolphin spotting & shellingbr• Newly renovated with coastal style, stainless appliances & glass walk-in showerbr• Beach gear included: chairs, cart, umbrellas, cruiser bikes & outdoor showerbr• Rent one side for 4 guests or both for a group of 8brbrSleeping Arrangementsbr• Bedroom 1: King bedbr• Bedroom 2: Two full bedsbr• Sleeps 4 comfortablybrbrOutdoor Highlightsbr• Charcoal grills and picnic tables below the unit for cookoutsbr• Cornhole and yard games for sunset hangoutsbr• Outdoor shower to rinse off after beach daysbr• Sweeping views now that neighboring beachfront homes have clearedbrbrInterior Comfortsbr• Light-filled open-concept layout with updated furnishingsbr• Smart TV, fast Wi-Fi, and beach-inspired décorbr• In-unit washer & dryerbrbrKitchen & Diningbr• Fully stocked kitchen with stainless appliances & granite countersbr• Coffeemaker, blender, cookware & morebr• Eat-in breakfast bar and outdoor picnic tables below for alfresco diningbrbrIncluded Home Essentialsbr• Central A/C and ceiling fansbr• Linens, towels, and starter toiletries providedbr• Beach cruisers for your crewbrbrNeighborhood Perksbr• Steps to Stumpy’s Free Ride for trips to island restaurants, bars & boat rentalsbr• Minutes to parasailing, kayaking, and fishing chartersbr• Short drive to Boca Grande and Rotonda’s golf coursesbrbrAccess & Parkingbr• Private entrance via exterior staircasebr• Parking for two vehicles brbrStart your island escape with the views you’ll never forget—book now with Gulf Coast Vacations and vacay your way!
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Exceptional(6)

$309.01

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Apartment

Steps to Sand – 2BR Beach Vibes + Bikes & BBQ

Englewood, Florida, United States

Wake up to salty breezes on the quiet south end of Manasota Key! This freshly updated 2-bedroom, 1-bath duplex sits directly across from the Gulf and a short stroll to Stump Pass State Park, where a 1.3-mile nature trail, hidden coves, and crystal-clear waters make shelling and dolphin-watching a daily delight. Walk or hop Stumpy’s Free Ride to island shops, boat rentals, and live-music tiki bars, then return to your chic coastal hideaway for sunset grilling and cornhole in the backyard.brbrWhy You’ll Love Itbr• Steps to the sand!br• Walk to Stump Pass State Park for shark-tooth hunting, kayaking & wildlife trailsbr• Brand-new remodel: stainless appliances, granite counters & glass walk-in showerbr• Beach gear galore: cruiser bikes, chairs, cart, umbrellas & outdoor showerbr• Duplex sleeps 4 per side (8 if both sides rented together)brbrSleeping Arrangementsbr• Bedroom 1: King bedbr• Bedroom 2: Two full bedsbr• Sleeps 4 comfortably (ask about renting both sides to sleep 8)brbrOutdoor Highlightsbr• Two charcoal grills for backyard cookoutsbr• Cornhole set and picnic tables under the house for shady hangoutsbr• Outdoor shower for sandy toesbr• Unobstructed Gulf views now that beachfront homes have cleared—sunsets are spectacularbrbrInterior Comfortsbr• Open-concept living area with smart TV & fast Wi-Fibr• Fresh coastal décor and plank flooring throughoutbr• In-unit washer & dryerbrbrKitchen & Diningbr• Fully stocked kitchen with stainless appliances & granite topsbr• Coffeemaker, blender, and all cookwarebr• Breakfast bar plus patio picnic tables for alfresco mealsbrbrIncluded Home Essentialsbr• Central A/C and ceiling fansbr• Linens, towels, and starter toiletries providedbr• Beach cruiser bikes for island exploringbrbrNeighborhood Perksbr• Stumpy’s Free Ride golf-cart shuttle to restaurants, bars & boat rentalsbr• Minutes to kayak launches, fishing charters & parasailingbr• Short drive to historic Boca Grande, boutique shopping, and championship golfbrbrAccess & Parkingbr• Parking for two vehiclesbr• Single-level interior; exterior stairs to main entrancebrbrYour Gulf Coast getaway is ready—book now with Gulf Coast Vacations and vacay your way!
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Exceptional(17)

Select Dates for Price
Private Vacation Home

Manasota Key Retreat with free use of bikes and beach supplies

Englewood, Florida, United States

Come as you are, kick off your shoes, and immerse yourself into this tropical Paradise. The locally known Lemon Bay Park and Environmental center is within a 1/2 mile walk. Lemon Bay park offers beautiful nature trails, a butterfly garden, a canoe/kayak launch, fishing pier, and an abundant of wildlife including some rare and exotic birds. There are many bike routes nearby to enjoy a nice sunny ride. brAre you more of a beach enthusiast Then pack up the cooler and beach chairs and go hunt for shells or catch some rays at the beach. Manasota Key beach is only 5 miles away. It comes highly recommended by the locals and is a great spot for any occasion! brbrWith a unique location, this two bedroom split floor plan home offers privacy for guests and everything you need for an amazing vacation. Fantastic restaurants are an easy drive and many of them are on the water. Music and nightlife entertainment are within minutes on Manasota Key or down on Dearborn St in the heart of Englewood.brbrWe've ensured your ability to prepare, serve, and then relax any way your heart desires with a fully stocked kitchen and comfortable living room. Enjoy luxury linens in your King and Queen size beds and 3 TV’s so everyone can watch their favorite show. Outside your patio awaits, where you can dine and sit around on a cool night or lounge the day away reading your favorite book and enjoying the Florida lifestyle. brbrWe enjoy offering couples and families a wonderful value added vacation and a great guest experience as well. We like to think we've thought of everything to make your stay both memorable and enjoyable. Included in your stay are bicycles and beach supplies including chairs, coolers, and sea shell sifters. brbrIf you have any questions, always feel free to contact us directly. Please note, there is a Ring door bell located on the outside screened front door that is active and will be in use during your stay.br
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Exceptional(4)

$544.77

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Private Vacation Home

Elegance in Englewood - Beautiful Pool home with views of Lake Van

Englewood, Florida, United States

This stunning, nearly new 3 bed 2 bath home is nicely situated with pool and views of Lake Van. Upon entering the home, you are immediately greeted with gorgeous pool views, open concept floor plan and exceptional kitchen. The chef in your party will be delighted by the modern appliances, stylish backsplash, and beautiful quartz counter tops. Don't feel like cooking indoors No problem! The outdoor grilling area is the prefect. Inviting the outdoors in is a breeze with vanishing sliding glass doors. The spacious primary bedroom offers walk-in closet with en-suite bath. Dual sinks and walk-through shower give this home a true luxury feel. The guest wing offers 2 additional bedrooms and a full bath with walk-in shower. 3-month rental preferred. Located close to shopping, beaches and restaurants. Come and get out of the cold. You won't ever want to leave this spectacular home.br Amenities include: Fully furnished, WIFI, Xfinity TV, Air-conditioning, propane BBQ grill, washer/dryer, linens included, dishwasher, microwave, toaster, coffeemaker, blender, dishes/utensils provided, brbrSorry - NO pets and NO SMOKINGbrbrbrThe pool and spa can be heated subject to the following conditions: The monthly electric bill is limited to a maximum of $250. For weekly rentals, there is an additional service charge for heating the pool and/or spa. Please note that the pool and spa heating should not be operated continuously. Guests are kindly requested not to adjust or handle the pool equipment, as our staff can control it remotely for your convenience.br Please note: An additional 3% credit card fee applies for all payments made by credit card. To avoid this fee, feel free to pay by check. Thank you for your understanding and cooperation
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$228.83

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Condo

Sun, Sand and Serenity

Englewood, Florida, United States

Welcome to Sun, Sand & Serenity! Walk in, kick off your shoes, and relax. This sun filled 2 bedroom/2bath plus loft with extra bed and with a lanai condo is ready to be your home away from home with a coastal feel and an open floorplan.brbrPelican Landing #E-204 is located in a wonderful gulf to bay condo community with a beautiful view of Lemon Bay. Nestled away from Beach Road adds additional privacy and quiet living. The condo is steps away from the bay and across the street from the private beach, heated pool, and hot tub. The tennis and pickleball court are on the bay side.brbrThe master bedroom features a king bed and beautiful ensuite with walk in shower and double vanities. The master has its own entrance to the lanai.brbrThe guest bedroom offers a queen bed your guest is sure to enjoy, and for down time they can enjoy the lovely chair in a quiet corner nook and read a book.brbrThe bright loft has a twin daybed with new dresser for storage and has plenty of room for a queen air mattress (provided at condo) a home office space, or yoga.brbrThe screened-in lanai is spacious and bright, has a table and four chairs and can be open to the living space with patio doors that slide right into the wall.brbrThe entire condo was just professionally painted and has brand new flooring and window treatments throughout.brbrKitchen is well appointed with both a Keurig and a coffee maker, toaster, microwave, new plates and steak knives, and all the cookwarebrand appliances you need to live like you do at home while you are on vacation with dining are seating 6 comfortably.brbrThe condo also has a full size washer and dryer, wi-fi, a nest thermostat, two flat screen televisions with Comcast Cable and Firestick.brbrYou will be ready for the beach as your chairs, beach umbrella, toys and towels are stored in the guest closet!brPelican Landing is conveniently located by many wonderful restaurants, and all of your necessities are close by. Time to relax and enjoy!brbrThis is a non-smoking, no pet rental.brTaxes and fees not included in listed price. (Rental rate does not include the departure cleaning fee, 12% tax, booking fee, or security deposit)
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Exceptional(26)

$335.44

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Private Vacation Home

Heated Pool, Bikes, Kayaks, Sups, Outdoor Tiki Bar with TV! & Corn Hole Court

Englewood, Florida, United States

Welcome to The Pool House at Stump Pass Place Resort. Come as you are, kick off your shoes, and immerse yourself into this little tropical Paradise. Located on the southern tip of Manasota Key. The Pool House is a destination within itself offering couples and family's a wonderful value added vacation and a great guest experience as well. This listing is for a 2 Bedroom, one bathroom suite. This home is a duplex, with another 2 Bedroom, one Bathroom suite on the opposite side. Both suites share access to our private heated pool.brbrAt our resort you will feel right at home the minute you arrive. From lush tropical landscaping to a spotless accommodation, we like to think we've thought of everything to make your stay both memorable and enjoyable.brbrNO ferries or water taxi needed. Just drive over the bridge to our island and enjoy your freedom and spontaneity.brbrThe Pool House offers a boutique style vacation on the southern tip of Manasota Key. Included in your stay will be a heated swimming pool, bicycles, kayaks, stand-up paddle-boards, private outdoor showers with hot water, corn hole court, beach chairs, beach umbrellas, and so much more! The Pool House comes recommended by the locals and is a great spot for any occasion! With a unique location and unmatched amenities, we have everything you need for a perfect beach vacation! Just a 3 minute walk to our neighborhood beach or a just 4 minute walk to Stump Pass State Park at the end of our street. Here you can go to the beach, launch the water toys, and make lifelong memories. Stump Pass State Park has one of the most beautiful pristine beaches in all of Florida!brbrWhen quality and cleanliness are important, The Pool House delivers on both and more! Lush tropical landscaping welcomes you to your suite. Enter into the open floor plan, living room, dining area and fully stocked kitchen. Cook, dine, or relax by the pool or your own back yard patio. This area is truly a tropical paradise complete with a Tiki bar with outdoor TV, Weber grill, commercial grade outdoor table, chairs, chaise lounges, lush landscaping and soft night lighting. Don't forget to experience showering in our custom made fully enclosed outdoor showers with hot water. There's just nothing like showering outside under they blue sky and tropical palm trees.brbrThe wildlife here is amazing! You will see pelicans diving for fish, osprey in tree tops, and herons on the beach. Dolphins and manatee are always swimming the shoreline and sea turtles choose this paradise to lay their eggs. Don't forget to bring your camera! Also make sure to look down in the sand, Prehistoric shark teeth and beautiful shells are never hard to find and are abundant on the beaches of the Key. Go shelling then return home to rinse your souvenirs in our custom made Shell Cleaning Station.brbrFYI, this listing can sleep up to 4 adults and 2 kids, 6 in total. Top bunks may be used by children and college age guests, not full size adults.brbrbrIf you've been here before, you know its allure. If it's your first time, get ready for a soul refreshing journey! Be sure to enjoy all our beach cruiser Bikes, Stand Up Paddle Boards and Kayaks! They're FREE to use and included with your rental.brbrBring your friends and family! There's one more suite on site, five more next door at Stump Pass Place, and and two more next to that at our sister property The Highview.brbrIf you have any questions, always feel free to contact us directly.
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$154.69

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Private Vacation Home

Golf & Gulf – Pool Home Near Beach w/ Cart

Englewood, Florida, United States

Escape the winter and enjoy a luxurious seasonal stay in the highly sought-after Oyster Creek Golf & Country Club, a 24-hour manned gated community in Englewood, Florida. This fully furnished 3-bedroom, 2-bathroom pool home is available for a 3–4 month seasonal rental and includes a golf cart—perfect for cruising to the clubhouse or exploring this resort-style community in style.brbrWhy You’ll Love Itbr• Located in a gated, 24-hour guarded golf communitybr• Golf cart included with your staybr• Overlooks the 7th fairway with tranquil creek viewsbr• Sunroom off the pool – ideal for entertaining or relaxingbr• 3–4 month seasonal rental – perfect snowbird escapebr• Just minutes to Gulf beaches and Lemon BaybrbrSleeping Arrangementsbr• Primary Bedroom: King bed, en-suite bath with walk-in showerbr• Guest Bedroom 1: Two twin bedsbr• Guest Bedroom 2: DaybedbrbrOutdoor Highlightsbr• Private heatable pool with lush tropical landscapingbr• Pool patio with umbrella table and BBQ grillbr• Spacious screened lanai and sunroom with golf course viewsbrbrInterior Comfortsbr• Open-concept layout with golf and water viewsbr• Modern furnishings and stylish coastal décorbr• Front-loading washer and dryerbr• Large flat-screen TVs and fast Wi-Fibr• Sunroom perfect for morning coffee or afternoon cocktailsbrbrKitchen & Diningbr• Fully remodeled kitchen with stainless steel appliancesbr• Built-in wine fridge and Keurig + single-serve coffee makerbr• Formal dining area plus casual breakfast seatingbrbrIncluded Home Essentialsbr• Central A/C and ceiling fans throughoutbr• Linens, towels, and starter toiletries providedbr• Ample storage and closet spacebrbrNeighborhood Perksbr• 18-hole golf course with pro shopbr• Clubhouse with pool, hot tub, tennis courts & shuffleboardbr• Fitness center, walking/biking trails & social eventsbr• Minutes to restaurants, shops, and beachside entertainmentbrbrAccess & Parkingbr• Attached garage plus driveway parkingbr• Step-free access and single-level livingbrbrYour private golf-side oasis awaits – book now with Gulf Coast Vacations and vacay your way!
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