Home Vacation Rentals By Owner In Englewood, FL

Showing 1188 Of 1188 Vacation Rentals
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Exceptional(15)

$117.25

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Private Vacation Home

Casa Soleil in charming Old Englewood Village with outdoor deck

Englewood, Florida, United States

Located in the artists' district of Olde Englewood Village, within walking distance to restaurants, ice cream parlor, grocery store, drugstore, banks, library, art centers and 5 minutes' drive from Englewood Beaches and beautiful Stump Pass Beach State Park. The location of this duplex is unique in that it is within walking distance of a lot of amenities around Dearborn Street, including waterfront Indian Mound Park & Cherokee Park.brThere are many things to do in the area for recreation and relaxation including boating, fishing, golf, shopping, live music and great restaurants. Boca Grande and Gasparilla Island is 25minutes away, Sarasota is 45 minutes away, Orlando, 2 and1/2 hours away and Fort Myers, 1 hour away. brIn Olde Englewood, there are several excellent restaurants, many having live music: Mango Bistro, Englewoods on Dearborn, Vino Loco, Comadres Mexican Restaurant, La Stanza Italian Restaurant, Bobarino's Pizzeria and Joe Maxx Coffee Shop, which has great coffee and pastries. In addition, there is Snook's Bayside Bar & Grill at Royal Palm Marina. All of these restaurants offer delicious food and a fun atmosphere.brThis duplex has everything you will need for an enjoyable Florida vacation. There is a beautiful wood deck with a privacy fence. The deck is accessed directly from the cottage so you can go outside to enjoy the incredible Florida mornings, sitting drinking a cup of coffee and reading the morning paper. And in the evenings, you can enjoy sunsets and barbecue. brThe kitchen is fully equiped with a stove, refrigerator, microwave, garbage disposal, toaster, blender, pots & pans and dishes, glasses, cups, silverware and cooking utensils and a dine in bar with 4 bar stools. The outdoor area has a large wooden table with 4 chairs, as well as 2 lounge chairs and a barbeque. brThe spacious bedroom has a queen-sized bed, night stands, chest of drawers and a large closet. The bathroom has an in-tub shower. brThe bright and cheery living room with sleeper futton, 42-inch HD television with the television service provided. WiFi is included.brEnglewood Beach on Manasota Key is 5 minutes' drive away and here you will find several excellent restaurants for lunch or dinner, most of which also provide live music. Some of these are Lock and Key, SandBar Tiki and Grille, the White Elephant, The Gulfview Grill, and the Beach Road Wine Bar and Bistro. brbr*** WE DO NOT ALLOW PETS ***
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Exceptional(1)

$156.32

/ Nightly
Private Vacation Home

Pet-Friendly Coastal Cottage Sleeps 4 1 B/ 1 B 2 miles to the Beach Boat Ramp

Englewood, Florida, United States

brEntire home • Dog-friendly • Bring your boat • Hurricane-impact windows & doorsbrbrRelax and recharge in this remodeled 1-bedroom, 1-bath standalone beach cottage, located just 2 miles from the Gulf Coast shoreline in a quiet, friendly neighborhood. Perfect for couples or small families, the home comfortably sleeps up to 4 guests and is equipped with hurricane-impact windows and doors for added peace of mind during your Florida stay.brbr Private bedroom with comfortable queen bed and soft linensbrbr Spacious living room with sectional that folds out into a double bedbrbrClean, modern bathroom with shower and stylish tileworkbrbr Fully equipped kitchen with full-size appliances and all cooking essentialsbrbrSemi-fenced backyard with patio furniture for lounging or dining outdoorsbrbrPet-friendly – well-behaved dogs welcome with prior approvalbrbrBoat-friendly! Less than 0.5 miles to a public boat rampbrbrHurricane-proof windows and doors throughout for your safety and comfortbrbrDriveway parking available for one vehicle and boat trailerbrbr Location Benefits:br Less than 2 miles to the nearest beach accessbrbr 1.2 miles to Publix grocery storebrbr 1.5 miles to Dearborn Street – Englewood’s downtown hub with:brbrLocal restaurants & coffee shopsbrbrArt galleries & boutiquesbrbrWeekly farmers marketbrbrBars & live musicbrbrWhy You’ll Love It:brThis beach cottage is clean, cozy, and thoughtfully renovated — ideal for guests looking for a tranquil coastal escape with all the comforts of home. Whether you're launching your boat, enjoying local seafood, relaxing in the sunshine, or catching a Gulf sunset, this home provides the perfect base for your Florida vacation.brbrProfessionally cleaned and fully stocked — just bring your flip-flops!
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Exceptional(8)

$201.33

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Condo

YOUR DREAM BEACH VACATION-BAY TO BEACH

Englewood, Florida, United States

Welcome to your dream beach vacation! This condo affords you the peace and tranquility of beautiful Manasota Key, a barrier island off the coast of Englewood known as the gem and the heart of sun coast. With 300 feet of private beach you can enjoy the white sands and calm tropical ocean water. You can also choose to relax and appreciate the beautiful views of the intercostal waterways of Lemon Bay from the condo’s screened in lanai. A personal favorite is going to the beach in the evening, where you can watch the gorgeous sunset.brbrFrom Beach to Bay, this condo has all you need for your beach vacation. The master bedroom has a king bed, an en-suite bathroom and a television. The second bedroom has two twin beds and an en-suite bathroom. In the living area you can enjoy your evenings relaxing on the comfortable reclining couch and chair while watching 62inch smart TV. The condo also has a full sized kitchen. For your convenience there is a washer and dryer inside the condo. Further amenities listed below.brbrOn this cozy island you can enjoy snorkeling and shelling right on the private beach. If you’re the adventurous type, you can find rentals of kayaks, jet skies, paddle boards, boats, fishing equipment, and bicycles less than a mile from your doorstep. The island offers plenty of restaurants within 3/4 of a mile (1.2 km). Supermarkets like Publix and Winn Dixie, additional restaurants, and Walmart is a short drive away and within 1.7 miles (2.7 km).brbrWelcome to the paradise that is Manasota Key, away from hectic city life, no crowds, no traffic lights, just yours to enjoy. brbrbrAmenities include: brWIFIbrCablebrTelevisionbrDVD / Blu-Ray playerbrLarge heated poolbrJacuzzibrTennis courtbrBar-B-QuebrFree parkingbrElevator accessbrBoat dockbrbrbrFor more beach fun you can find these for use:brBeach chairsbrBeach umbrellabrBeach towelsbrBeach cart with small cooler brFishing rods brNoodlesbrPickle ball rack n ballbrPlaying cardsbrBoard games
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Exceptional(10)

$287.51

/ Nightly
Private Vacation Home

Single-story home with private yard, AC, & W/D - walk to beach, & dog-friendly

Englewood, Florida, United States

Manasota Key DreambrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrThis gorgeous Gulf Coast getaway will have you living it up with family or friends just steps from the sugar-white shores of Englewood Beach. Set in the heart of Manasota Key, you'll have the best of Florida's Suncoast practically at your doorstep! An enclosed backyard provides a private slice of paradise for you to enjoy the sunshine and sea breezes from the comfort of home. There's also a fully enclosed front porch that is ideal for morning coffee or afternoon cocktails. A wagon loaded with chairs and sand toys is provided to make trips to the beach even easier.brbrYour whole group will appreciate the home's single-level layout and eclectic coastal decor. A plush, new sofa and a smart TV are ready to welcome casual downtime in the living room. The renovated full kitchen boasts beautiful new counters, cabinets, and a suite of stainless steel appliances for stress-free meal prep. The primary suite includes a smart TV, a private bathroom, and direct patio/yard access.brbrWaterfront dining options and attractions like the Chadwick Park Fishing Pier and Stump Pass Beach State Park are all within one mile of the home. brbrThings to KnowbrCheck-in time: 4:00 p.m.brCheck-out time: 10:00 a.m.brAll guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10 p.m. to 8 a.m.brNo smoking is permitted anywhere on the premises.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking notes: There is free parking available for 2 vehicles.brThis rental is located on floor 1.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 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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Exceptional(3)

Select Dates for Price

Manasota Key Beach Entire Heated Pool Englewood Home

Englewood, Florida, United States

brMinutes away from Manasota Key Beach, This home features the allure of vaulted ceilings, a breakfast bar in the kitchen, two spacious living areas, Fully furnished and oversized heated pool! brGuests would love the sliding doors as you can step outside directly from your bedrooms to the pool. br
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Exceptional(2)

$251.95

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Private Vacation Home

Modern Charming 3-bedroom Cozy House 4 min From Englewood Beach

Englewood, Florida, United States

Welcome to your perfect getaway in Englewood, FL! This spacious 3-bedroom, 2-bathroom home is just a 4-minute drive from beautiful beaches and main stores. Relax in the king-sized master suite, enjoy a queen bed in the second room, and two full beds in the third—ideal for families or groups. Cook with ease in the fully stocked kitchen, stay active in the private gym, and unwind in the huge fenced backyard with outdoor seating and a BBQ grill. Your coastal escape awaits!brThe spacebrYour dream Florida escape awaits in this beautifully furnished 3-bedroom, 2-bath vacation home just 4 minutes from Englewood Beach and local shops. Tucked away on a quiet street, this spacious retreat offers everything you need for a relaxing family or group getaway—cozy beds, a fully stocked kitchen, a private gym, and a massive fenced backyard with outdoor dining and a BBQ area.brbrBedroomsbrThe master bedroom features a plush king-size bed, smart TV, walk-in closet, an office area with a desk and a chair, and an en-suite bathroom with a modern glass showerbrbrThe second bedroom includes a queen memory foam bed, ideal for restful nights.brbrThe third bedroom is perfect for kids or extra guests, with two full beds and plenty of space to spread out.brbrKitchen & DiningbrThe fully stocked kitchen comes with everything you need—cookware, three coffee makers (keirug, espresso & filter), toaster, and more. Enjoy meals indoors at the dining table or outside on the patio under the Florida sun.brbrLiving RoombrThe inviting living area includes a comfy sectional sofa and a large smart TV with streaming options—perfect for movie nights or relaxing after a beach day.brbrThere’s also a huge dining table that fits up to 10 people perfect for family dinners.brbrNext to the fireplace, there is also three accent chairs perfect for sitting and enjoying the outdoors.brbrBackyard OasisbrThe huge fenced backyard is made for entertaining and unwinding. Grill out, dine under the stars, or just lounge with friends and family in the outdoor seating area or on the loungers.brbrHome GymbrStay fit on vacation with your own private gym equipped with essential gear for light or full workouts.brbrAmenitiesbr• Gym in the housebr• Smart TVs & high-speed Wi-Fibr• Fully stocked kitchenbr• BBQ grill & outdoor diningbr• Washer & dryerbr• Baby-friendly (Pack ’n Play, high chair available on request) and board gamesbr• Ample parkingbr• Beach chairs & gearbr• Pet-friendlybrbrbrLocation Highlightsbr• 4 minutes to Englewood Beachbr• 5 minutes to Publix, Starbucks, shops & restaurantsbr• Close to Manasota Key, boat rentals, and local golf coursesbr• Peaceful street, perfect for walking or bikingbrbrWhether you’re traveling with family, friends, or working remotely, this Englewood gem blends comfort, convenience, and classic Florida charm. Your coastal getaway starts here!
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$363.07

/ Nightly
Private Vacation Home

Dog-friendly home w/access to Englewood Beach, WIFI, and outdoor patio

Englewood, Florida, United States

Beach House RetreatbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEscape to your coastal haven in sunny Englewood, Florida! This delightful single-story beach cottage combines comfort, convenience, and charm — just a short stroll from your own private path to the pristine sands of Englewood Beach. Perfect for families, couples, and dog lovers, this inviting retreat offers everything you need for a memorable seaside getaway.brbrThe home features two cozy queen-size beds and a fun bunk bed setup with a trundle, comfortably accommodating both adults and little beachcombers. After a day in the surf and sun, retreat inside to unwind in the welcoming living area, where you can stream your favorite Netflix shows or enjoy an old-fashioned game night with the selection of board games provided. Central air conditioning keeps the entire space cool and comfortable, even on the warmest Florida afternoons.brbrWhip up delicious meals in the fully equipped kitchen, complete with a refrigerator, microwave, and gas grill perfect for sunset BBQs. Outside, the charming patio is a serene spot to bask in the warm Gulf breeze with a morning coffee or enjoy al fresco dining after a day exploring the coast.brbrThoughtfully stocked with all the essentials — including fresh towels, linens, a washer/dryer, and safety features like smoke and carbon monoxide detectors — this home gives you peace of mind while you focus on fun and relaxation.brbrWhether you're beachcombing, dolphin spotting, or savoring the peaceful nights under the stars, this Englewood oasis is your ticket to the quintessential Florida beach vacation. Book your stay today and discover the easygoing charm of life by the sea!brbrThings to Know:brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking notes: There is free parking available for 3 vehicles.brThis rental is located on floor 1.brbrSecurity camera details: Cameras on front and back of home.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 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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Exceptional(4)

$216.53

/ Nightly
Private Vacation Home

Inviting home w/ screened pool, lovely patio & upgraded interior - beach nearby

Englewood, Florida, United States

No RegretsbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEscape to this charming single-level home in Englewood, FL, where you can enjoy a relaxing getaway with your family and furry friends. This dog-friendly house features a spacious patio overlooking a heated pool, perfect for soaking up the Florida sunshine. Inside, you'll find a cozy living space with comfortable furnishings, a well-equipped kitchen with modern appliances, and multiple bedrooms including a king bed and two queens bed for a restful night's sleep.brbrWith amenities like a washer/dryer, central AC, internet, and cable TV, this home offers all the comforts you need for a stress-free stay. Pack light knowing that towels, linens, and essentials like a hair dryer, iron, and first aid kit are provided. The safety of guests is a top priority, with features such as smoke detectors, carbon monoxide detectors, and a fire extinguisher in place.brbrLocated near the ocean, this property is ideal for beach lovers looking to spend their days by the water. Whether you're lounging by the outdoor pool or exploring the nearby attractions, this home provides the perfect base for your Englewood adventures. Book your stay now and create unforgettable memories in this family-friendly retreat by the sea.brbr3 days notification is required in order to heat the pool. A fee of USD 32 per day must be paid prior to check-in. Guests can Contact us after booking to purchase pool heat for your stay.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.br3 days notification is required in order to heat the pool. A fee of USD 32 per day must be paid prior to check-in to purchase pool heat for your stay.brPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 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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Home Most popular vacation rentals in Englewood

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Exceptional(4)

$1006.88

/ Nightly
Private vacation home

30 Seconds to Beach Path! Outdoor Tiki Bar w/ TV! Kayaks, SUP's, Bikes & More!

Englewood, Florida, United States

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Bath 2

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Sleep 13

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Exceptional(4)

$910.60

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Private vacation home

Private Dock + Beach Access - Hot Tub - Sweeping Bay Views - Walk to Restaurants

Englewood, Florida, United States

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Bath 3

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Sleep 10

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Exceptional(4)

$914.67

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Private vacation home

Relax under the Tiki Hut. Build memories! Without the Boca Grande price tag!!!

Englewood, Florida, United States

Bed 6

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Sleep 20

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Exceptional(4)

$948.87

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Private vacation home

Breathtaking 250' Bayfront home w/ private pool

Englewood, Florida, United States

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Sleep 8

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Exceptional(4)

$960.50

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Villa

Sorry major hurricane damage. 11-7-2023 please don’t contact

Englewood, Florida, United States

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Exceptional(4)

$968.18

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Private vacation home

Manasota Key Beachfront Oasis: Private Luxury Jacuzzi & Breathtaking Gulf Views

Englewood, Florida, United States

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Bath 3

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Sleep 9

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Exceptional(4)

$977.36

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Private vacation home

7BR, 3BA, Sleeps 17 near Englewood Beach, Manasota Key

Englewood, Florida, United States

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Sleep 18

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Exceptional(4)

$1050.29

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Private vacation home

Flip Flop Retreat - Pool Home

Englewood, Florida, United States

Bed 3

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Bath 3

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Sleep 6

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Exceptional(4)

$1465.74

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Condo

Sunset Rendezvous Beach Duplex

Englewood, Florida, United States

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Bath 4

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Sleep 17

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Exceptional(4)

$1103.86

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Private vacation home

Casa Bahia-Luxury Bayfront Pool Home with Studio

Englewood, Florida, United States

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Bath 6

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Sleep 8

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