Vacation Home Rentals By Owner In Englewood, FL

Showing 460 Of 650 Vacation Rentals

$260.88

Turquoise Turtle - pool and spa, beautifully furnished

Englewood, Florida, United States

Welcome to the Turquoise Turtle, a stunning pool and spa home nestled in the heart of Englewood, Florida. This charming retreat offers a perfect blend of comfort and luxury, making it an ideal getaway for families seeking relaxation and adventure.brbrWith three beautifully appointed bedrooms, including two king-sized beds and a queen bed with a bunk bed, this home comfortably accommodates up to eight guests. The inviting ambiance is enhanced by a garden view, providing a serene backdrop for your stay.brbrStep outside to discover your private oasis featuring a heated outdoor pool and spa, perfect for soaking up the sun or enjoying a refreshing dip. The outdoor space also includes a patio area, ideal for al fresco dining or unwinding with a good book.brbrInside, the home boasts a fully equipped kitchen with modern appliances, including a refrigerator, oven, microwave, and dishwasher, making meal preparation a breeze. The spacious living area is perfect for family gatherings, complete with a television for your entertainment needs.brbrAdditional amenities include air conditioning, free parking, and essential comforts such as a washer, dryer, and hairdryer. For those traveling with children, the property features family-friendly amenities, including a game console and a bathtub.brbrLocated just a short drive from beautiful beaches and golf courses, the Turquoise Turtle is the perfect base for exploring all that Englewood has to offer. Whether you're looking to relax by the pool, hit the beach, or enjoy a round of golf, this property has it all.brbrDon't miss out on the opportunity to experience the charm and comfort of the Turquoise Turtle. Book your stay today and create unforgettable memories in this delightful home!

Bed

Bath

Sleeps

Exceptional(4)

$250.29

/ Nightly

Private Vacation Home

SNewly remodeled 3 bedroom 2 bath private pool home and hot tub close to beach

Englewood, Florida, United States

Newly remodeled private pool home with large hot tub in quiet neighborhood minutes from beach, parks, golf and shopping. 1918 square feet. Master bedroom has king size bed with large walk-in closet, private bath and plenty of dressers for all your clothes, bedroom 2 has queen size bed with large closet, bedroom 3 has full size bed with large closet. All bedrooms have tv’s, high speed internet and new plush carpet. Fully equipped kitchen with new appliances. New top of the line front load washer and dryer in utility room. Large living room and sun room with 50” tv that leads to beautiful Lanai with massaging hot tub. Enjoy a refreshing swim in our 15’ x 30’ pool. . Lanai has screen to block out no see um and mosquitoes so you can have an enjoyable evening in comfort. Walmart is less than 1 mile away along with several restaurants and stores. Boca grande beach and englewood beaches only minutes away. There are 6 motion sensor outside security lights and security cameras at every door for your added safety. For those of you with young children we also have child alarm on pool door. See the difference between a rental and a home.

Bed

Bath

Sleeps

Exceptional(56)

$471.06

/ Nightly

Private Vacation Home

On the beach+pet friendly+2 paddle boards+2 kayaks+4 bikes+dock+pool+tennis

Englewood, Florida, United States

Updated, two story, two bedroom, 2.5 bath, beach townhouse (duplex), directly on the beach. Three different deck levels to view the ocean. Private Island with ferry access,(see https://palmislandtransit.com/ for fees and hours) keeping the beach your own private sanctuary. brUnit includes everything you need for a great beach vacationbrbrNew stainless steel appliancesbrbrNo carpet- downstairs has ceramic tile, upstairs new LPV flooring brbrBeach toys include, single and tandem kayaks, 2 stand up paddle boards, boogie boards, 4 bikes, life jackets, golf cart rental available brbr4 Adirondack chairs on lower deck, 6 Tommy Bahama beach chairs, beach umbrellabrbrLarge Yeti type cooler on lanai, smaller cooler in shed, Yeti tumblers and cooziesbrbrKing bed in master, queen and twin in 2nd bedroom, pullout queen on 1st floorbrbrPool is 100 yards to the south, tennis 200 yards and dock is across the roadbrbr Watch dolphin, fish, birds, turtles and manatee from your family room or decks. Totally updated comfortable townhouse with full sliding glass doors to bring the beauty of the ocean and crashing waves into the living room. Screen deck on second level for enjoying the views bug free. Private gulf front balcony off master bedroom.br3 smart TVs, Amazon Alexa devices, Bose Bluetooth sound bar. Netflix, HULU, HBO Max, Amazon Prime, Showtime Anytime. brEven when the island is Sold Out, you will enjoy the uncrowded beach.

Bed

Bath

Sleeps

Exceptional(23)

$169.87

/ Nightly

Private Vacation Home

Newly renovated, cozy 2 bedroom.

Englewood, Florida, United States

Centrally located, minutes away from all the fun that Englewood has to offer. This is Unit B of the duplex, so if you need more room it’s there. Both units are newly renovated from ground up, everything brand new.

Bed

Bath

Sleeps

Exceptional(2)

$145.28

/ Nightly

Private Vacation Home

Englewood, 5 minutes from Manasota Beach. Boat Ramp Access

Englewood, Florida, United States

Greetings from Englewood, Florida, a true beach town where you'll find your cozy beach house. This charming home has two bedrooms and two bathrooms, perfect for a relaxing getaway. The property backs up to Forked Creek, where you can sip your morning coffee or take a kayak ride on the backwater to Lemon Bay. You can also hang out on our private beach area, relax in the hammock beneath some palm trees, enjoy a campfire in the cool Florida night or fish off the back bulk head for snook.brbrThere's room for up to five people - the master bedroom has a high end queen bed, and the second bedroom has a twin over a double bunk bed. The kitchen is stocked with everything you need to cook meals and enjoy your morning coffee. The living room is large enough to provide a comfy place to relax in the evening. The home is equipped with a desk and chair if you need to do some work while you're here.brbrBring your boat along! You'll receive access to the community's private boat ramp less than a mile away. This provides easy access to the ICW and the Gulf. There's plenty of space in the driveway to park your boat, so you won't have to rent a slip at the marina.brbrJust 5 minutes away is stunning Manasota Key Beach, where you can sunbathe, swim in the warm Gulf waters, or take a leisurely walk along the shore.brbrEnglewood is a great place to explore, with charming boutiques, farmers markets, and tasty dining options with a local flavor, live music and waterfront views.brbrCome and stay at this peaceful beach house retreat. Contact us today to learn more and book your stay.brbrThis home took in no water or damage from the recent storms. brbrWe've got you covered with amenities too like ceiling fans, AC & heating, a microwave, smoke detectors, bed linens & towels, a washer & dryer, essentials, WiFi, oven, a fire extinguisher, off street parking/ two car wide driveway, a carport, kayaks, beach chairs, bikes, a beach cabana, BBQ gas grill, dishwasher, first aid kit, an iron, and a private screened in porchbrbrbr14 day minimum for this place

Bed

Bath

Sleeps

Select Dates for Price

Private Vacation Home

Boaters Delight in the Quiet Bayside Neighborhood

Englewood, Florida, United States

If you have a boat up to 35 ft. long, this will be an ideal home port for you to live the boating snowbird life for a fraction of the cost of owning and maintaining a home on the water in Florida! br(4 month minimum rental period with 6 month lease required)br$15,000 for 2019 - 20 winter season.brbrJust outside the deep water canal opening is excellent fishing in Lemon Bay, with no bridges access to the Gulf of Mexico directly opposite the canal opening through Stump Pass. brbrThe house is cozy, nicely furnished, and easy to keep clean. All groundskeeping is taken care of for you, and our helpful property manager is available just a short drive away to assist you during your stay. It will be a very convenient and comfortable home port for a couple that really enjoys spending their time boating and relaxing by the water.brbrThere's plenty of room to store your large boat trailer during your stay, and year-round storage will be an option for the right tenant.brbrThis is a peaceful old Florida setting that gives you that away from it all feeling, and yet all the services and conveniences you could possibly want are a 5 minute car ride away in town.brbrWhoever is fortunate enough to be able to enjoy this property will likely want to return year after year.brbrKeywords: House

Bed

Bath

Sleeps

Exceptional(24)

$338.17

/ Nightly

Private Vacation Home

3 miles to beach, hot tub & fenced yard for pup

Englewood, Florida, United States

Welcome to your sunny get away. This quaint, dog friendly, home is perfect to gather & entertain friends & family. Grill out while enjoying the hot tub & fenced in backyard. Located 3 short miles to Englewood beach & the gorgeous island of Boca Grande is only a 15 min drive. Bring your boat & launch at the numerous boat ramps as close as 1 mile away. The home is equipped with 4 beach chairs, beach wagon & an umbrella. It’s a fantastic location for dining & shopping as well.

Bed

Bath

Sleeps

Exceptional(3)

$187.04

/ Nightly

Private Vacation Home

NEW LISTING BEACH ACROSS THE STREET 2/2 TOWNHOME 1400 SQ FT HEATED POOL W/GARAGE

Englewood, Florida, United States

Great location walk across street to beach, walk to restaurants, convenience store, boat rentals, Beautiful Beach Views. Small, quiet complex - 23 units.brbrHeated pool, private boat docks, garage, 2/2 townhome, den with futon, patio deck area, full size washer & dryer, free Wifi , beach chairs, umbrellas, bikes, new impact windows & doors. brbr30 day min rental or Full month Feb. - Association Application Required brbrVeteran Discount with proof of service thank you for your service. Multi month discount. brbrSorry no smoking/vaping, parties/EV charging. One flight of stairs to main living area. brbrDocks are damaged from hurricane and not currently usable brbralmarbeach86@gmail.com

Bed

Bath

Sleeps

$233.84

/ Nightly

Private Vacation Home

Two Bedroom, Two Bathroom Pool Home

Englewood, Florida, United States

Coastal Retreat in Grove City - 2 Bed, 2 Bath with Heated Pool - lots of parking and covered outdoor space to relax.brbrEscape to this charming Florida getaway, conveniently located in the heart of Grove City, just minutes from the stunning shores of Boca Grande, Englewood Beach and Manasota Key. This nicely maintained 2-bedroom, 2-bathroom split floor plan home features classic terrazzo floors throughout, creating a cool, coastal vibe with timeless appeal.brbrEnjoy the spacious comfort of two king beds, ideal for watching tv or relaxing after a day at the beach. The home boasts an oversized, air-conditioned Florida room, perfect for lounging or entertaining, plus a large, screened lanai that leads to your own oversized, private heated pool - perfect for a refreshing dip any time of the day.brbrThere is room on the oversized driveway for your boat. Whether you re a fishing enthusiast, a beach lover, or a foodie, you ll find plenty to do with dining, shopping and top-rated fishing spots just around the corner. Access to the private boat launch ramp on Oyster Creek is available for your use, which is located a couple of blocks away.brbrWill accept a small dog (15 lbs. or less)brbrFlorida vacationing at its best - laid back, sunny and minutes from the Coast.brbrOptional Pool Heat - $100 per week

Bed

Bath

Sleeps

Exceptional(16)

$79.2

/ Nightly

Private Vacation Home

Cozy Englewood Cottage

Englewood, Florida, United States

This adorable Englewood cottage is nestled amongst the shade of oak and pine trees in the quiet family neighborhood of Grove City. Close to all the amenities such as shopping, grocery, dining, boating, parasailing, and just a short drive to Manasota Key beaches! This 2 bedroom 1 bath home also has a living room, eat -in kitchen, screened summer porch, and an open lanai for enjoying the fresh ocean breeze off of the gulf. This home features vinyl plank flooring, impact windows, and a washer/dryer.

Bed

Bath

Sleeps

Exceptional(1)

$221.15

/ Nightly

Private Vacation Home

Jungle Cottage 1mi to beach on 1+acre with pool

Englewood, Florida, United States

Over 1.2 acres of scenic Florida landscape to explore. Home to 50+ different plants, birds, animals and walking trails you are sure to feel like you are in a jungle oasis. Just 1 mile to Manasota Beach the shark tooth capital of the world! Explore all the beach has to offer with a 3-4min car/bike ride. The house has a huge lanai with pool, tv and seating areas. Two bedrooms and 1 bathroom with a tub. Just ten min away 20+ restaurants and grocery stores. Escape the noise and enjoy nature.brbr40 min to Sarasota & Punta Gorda airportbr1 hour to Fort Myers, Tampa & St.Pete airports.

Bed

Bath

Sleeps

Select Dates for Price

Private Vacation Home

Beautiful Boca Royale Golf & Country Club home. Winter in Paradise-Long Term

Englewood, Florida, United States

Escape the chill, say goodbye to snow shovels and retreat to your own private slice of Florida paradise! Nestled in the heart of the highly desireable gated community of Boca Royale Golf & Country Club, this beautifully furnished 3-bedroom plus den, 2.5 bath home with pool, offers the perfect blend of comfort, elegance, and sunshine. Minutes to several beaches!brbrUnwind in the spacious, open-concept living area that flows effortlessly into a screened lanai overlooking peaceful water views that are ideal for sipping your morning coffee or enjoying sunset cocktails. The fully equipped kitchen with granite countertops and stainless steel appliances makes dining a delight while nearby beaches, restaurants, and shops offer endless opportunities for adventure.brbr**Home can be rented on annual basis. If rented annually, monthly rate will be decreased, as all utilities will be paid by renter.brbrIncluded Amenities for your Perfect Stay:brBikesbrBeach gear-chairs, umbrella, cooler, beach towelsbrGas grill on lanaibrKitchen appliances, Kcup coffee machine, dishes, utensils, glasses, etcbrKing Sized Master Suite with dual sinks, walk in shower and 2 separate closetsbrGuest bedroom with Queen bedbrPrivate den with queen sleeper sofabrWasher, dryerbrHigh speed InternetbrSmart TVbr2 car garagebr*Pool can be heated during cold months for $50/day.brbrLocated 30 minutes South from Sarasota International Airport. Minutes from Manasota Key Beach, Englewood Beach, Publix, charming local shops and dining. This home offers the ultimate in seasonal Florida living-quiet, secure, and surrounded by tropical beauty.brbrAvailable for long term Winter Season preferably 6 months-Book now to reserve your spot in the sun before this snowbird dream is gone!

Bed

Bath

Sleeps

Exceptional(4)

$140.89

/ Nightly

Private Vacation Home

Lakefront villa - pet friendly - near beaches - Hibiscus Haven

Englewood, Florida, United States

Welcome to Hibiscus Haven – your perfect getaway, professionally managed by Gulf Coast Vacation Rentals. This beautiful lakefront townhome is located in the peaceful Coco Bay community in Englewood, Florida, and offers the ideal mix of comfort, style, and relaxation. Guests at Coco Bay have access to a variety of resort-style amenities, including a clubhouse, sparkling pool, state-of-the-art fitness center, playground, and pickleball courts.brbrWith three spacious bedrooms and two full bathrooms, there's plenty of room for the whole family or a group of friends. The living room features a large L-shaped couch and incredible lake views, creating a warm, welcoming space to relax after a day of fun. The dining area is thoughtfully designed with stylish décor and a large table, perfect for gathering around with great food and conversation.brbrThe kitchen is fully equipped with high-end appliances and a convenient breakfast bar, making meal prep and casual dining easy and enjoyable. Just outside, your private patio overlooks the peaceful lake—an ideal spot to enjoy your morning coffee or unwind in the evening.brbrThe primary bedroom offers a king-size bed and an en-suite bathroom with dual vanities and a large walk-in shower. Two additional bedrooms feature twin beds, great for kids or guests. There's also a den with a pull-out double bed, perfect for extra guests or as a quiet spot to catch up on work.brbrGuests will also enjoy full access to the Coco Bay amenities, including a pool, fitness center, pickleball court, and children's play area.brbrBest of all, you're just a short drive from Englewood's beautiful beaches, local restaurants, and outdoor adventures. Whether you're looking for a peaceful retreat or a fun-filled vacation, Hibiscus Haven has everything you need for an unforgettable stay.brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties.brbrYour reservation may require you to fill out a Home Owners Association application that may request personal details. Any application fees required by the HOA are non-refundable.brbrFurry friends welcome, max 2, and require a $200 per pet non-refundable pet fee to be paid directly to the management company.

Bed

Bath

Sleeps

Exceptional(10)

$521.77

/ Nightly

Private Vacation Home

Shoreview Chalet with nice Gulf Views

Englewood, Florida, United States

Large multi-level, 3-bedroom home with fantastic Gulf views. The ground level is garage; the main house is the 2nd and 3rd floor which provides the incredible view.brLocated near the south end of Manasota Key, it is about 300 steps to the Gulf of Mexico beach access (at 1220 Shoreview). The 2 large, screened lanais face the Gulf,brboth have a table and chairs for enjoying a meal, an evening cocktail or just the nice breeze and views. brbrThe open-concept living-dining-kitchen space is nicely furnished with beautiful cherry wood including a flat-screen TV & DVD player and free Wi-Fi. There are 2 bedrooms and 2 bathrooms on this main living level. The larger bedroom has a king-size bed and queen-size bed, with an adjoining bathroom. The smaller bedroom has a queen bed and bathroom. There's a full-size washer & dryer. brbrOn the top floor you'll find a large open bedroom with 3 full-size beds and a balcony at either end. This is a great home for large or small families.br(Rental rates do not include the accidental damage waiver, departure cleaning fee, tax, booking fee, or security deposit.)

Bed

Bath

Sleeps

Exceptional(8)

$109.81

/ Nightly

Private Vacation Home

Old Englewood 2 bed/1 bath Beach Cottage.

Englewood, Florida, United States

Sweet, single family 2-bedroom beach cottage where the location across the street from Englewood’s Lemon Bay provides delightful sea breezes. If you enjoy the beach, but not the crowds, you are about two miles from the sandy beaches. Farmer’s markets, wine bistros and coffee shops more your style, numerous quaint shops are found less than a mile away on Dearborn Street. Bring along your kayaks, boats or Rvs as Indian Mound Park/public boat launch is just a mile away. Parking for boats and Rvs available on premise. Spend the season soaking up the sun, nature, and culture in the quaint small-town atmosphere that is Englewood, Florida. Monthly rental availability. Rentals are calendar month only please.

Bed

Bath

Sleeps

$636.53

/ Nightly

Private Vacation Home

2-bedroom 2-bathroom Home - Beach and Bay Access

Englewood, Florida, United States

So, you know that feeling when you kick off your shoes, take a deep breath of salty air, and just… exhale That's pretty much what life feels like at this beach house. If you've been dreaming about a place where the ocean breeze does most of the talking, pull up a chair and let me tell you about this gem.brbrThis 2-bedroom, 2-bathroom house is the kind of spot that just makes you happy the second you walk in. It's got that laid-back, beachy energy without even trying too hard. Two bedrooms mean there's plenty of room to spread out, whether you're settling in solo, with a partner, or hosting friends who somehow always seem to show up when you live near the beach. And hey, two full bathrooms That means no awkward morning bathroom negotiations. Everyone gets their space.brbrNow let's talk about the location, because honestly, that's where things get really good. Englewood Beach is just a short walk away. We're talking grab-your-towel-and-go kind of close. No long drives, no hunting for parking spots, no hassle. Just you, the sand, and the waves doing their thing. And if you're the adventurous type who likes to explore a little, Stump Pass Beach State Park is right in the neighborhood too. It's one of those beautiful, natural Florida spots with trails, gorgeous shoreline, and the kind of peace and quiet that makes you forget your phone even exists.brbrWhen you get hungry — and you will, because beach days have a way of working up a serious appetite — you've got some awesome options nearby. SandBar Tiki and Grille is just down the road, and it's exactly what it sounds like. Think cold drinks, tasty food, and that perfect tiki bar atmosphere where flip-flops are basically formal wear. Lock N Key Restaurant is another local favorite worth checking out. And if you're in the mood for something a little different, The Waverly Restaurant and Bar is close by too. The point is, you won't have to go far to find a great meal and a good time.brbrLiving here is basically like being on vacation all the time, except it's actually your life. Wake up, grab your coffee, walk to the beach. Come home, rinse off, stroll to dinner. Repeat. It's the kind of simple, easygoing routine that people daydream about when they're stuck in traffic or sitting in a cubicle somewhere. But here, it's just a regular Tuesday.brbrWhether you're looking for a seasonal getaway or you're ready to get away for a week, this place checks all the boxes. It's comfortable, it's convenient, and it's got that effortless Florida charm that's honestly pretty hard to beat.

Bed

Bath

Sleeps

$163.48

/ Nightly

Private Vacation Home

7th Heaven is Yours to Discover at Tiki On The Bay

Englewood, Florida, United States

Kick back and relax in this calm, stylish space.brWe are the proud owners of 3 units at Tiki On The Bay. This property (which we affectionately call “7th Heaven”) is currently undergoing a complete rebuild. It will be finished in a similar style with the same high quality furnishings shown in the pictures. While there will be some differences, we have no doubt you enjoy every aspect of our home when you arrive. The pictures in the listing are of Unit 7’s sister property which is right next door.

Bed

Bath

Sleeps

Exceptional(4)

$556.89

/ Nightly

Private Vacation Home

El Morrillo, Gazebo Breeze Villa

Englewood, Florida, United States

El Morrillo, Gazebo Breeze Villa. In Englewood, Florida, 6 minutes from 3 beaches. Come with your boat, enjoy the beautiful sailing places. RV space. The idyllic blend of relaxation and recreation.brbrThe 4 bedrooms, 2 full bathrooms, and a fully-equipped kitchen assure guests comfortbrbrAmazing awaits in the backyard: heated pool, lounge chairs, pergolas. 2 gazebos: 1- at poolside, 2- BBQ, stove, Bar with highchairs to enjoy food and drinksbrbrBeaches, restaurants, bars, shopping, fun for all ages

Bed

Bath

Sleeps

Exceptional(16)

$170.58

/ Nightly

Private Vacation Home

Summer dates now available 2 bed/2bath home minutes from the beach!

Englewood, Florida, United States

Quiet neighborhood featuring large back yard with gas grill and patio for tranquil outdoor relaxing. Newly furnished living room, fully stocked kitchen with separate dining area. King bed master and guest bedroom with queen-both with spacious closets. Climate controlled Florida room with sleeper sofa and full glass slider for added privacy. We also provide two bikes and varying beach accessories. brbr1.8 miles to Englewood Beach on Manasota Key and all it has to offer, from peaceful morning walks to spectacular sunsets! Great restaurants and nightlife with three other beaches to suit your individual loves of sun, sand, shelling and the Gulf! Stump Pass Beach State Park on the key is a nature lovers paradise! brbrNearby Lemon Bay and the Intercoastal Waterway offer endless options for activities on the water and a genuine appreciation of their unique natural beauty.brbr**NOTE** Boat and trailer parking is not allowed due to deed restricted neighborhood

Bed

Bath

Sleeps

Exceptional(2)

$216.0

/ Nightly

Private Vacation Home

Charming 2-bedroom house in Englewood with inground pool. 5-Min drive to beach.

Englewood, Florida, United States

Welcome to this charming house in Englewood. This welcoming property features 2 bedrooms - one with a queen bed and the other with a twin bed. With a cozy living room that includes sectional couch, flat screen TV, and a futon, this fantastic house is perfect for small groups or families. Splash around in the inground pool or relax on the lounge chairs out back. Enjoy the heating and AC during your stay. A great place to call homebase while you're away, we hope you enjoy your stay. Bi-weekly rental and monthly rentals available at discounted rates.

Bed

Bath

Sleeps

Rent a place that suits your needs

Condo

View 172 Condo

Cottage

View 56 Cottage

Private vacation home

View 510 Private vacation home

Bed

Bath

Sleeps

Vacation Home Rentals By Owner In Englewood, FL

$260.88

$250.29

$471.06

$169.87

$145.28

$338.17

$187.04

$233.84

$79.2

$221.15

$140.89

$521.77

$109.81

$636.53

$163.48

$556.89

$170.58

$216.0

Rent a place that suits your needs

Most popular vacation rentals in Englewood

$1006.88

$910.60

$914.67

$948.87

$960.50

$968.18

$977.36

$1050.29

$1465.74

$1103.86

Most Popular Cities in Florida