Englewood Vacation Rentals

(65 rentals)
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Englewood Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$114

avg/night

$114
avg per night
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Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Charming Old Florida Condo…Minutes to World Famous Beaches. 2 Bedroom, 2 Bathroom Condo in Active Adult Community with Pool. Spacious Condo with plenty of room for 4 with screened in porch and all the necessities for a short vacation or a seasonal stay!

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Property Type

Englewood Condo

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Englewood House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$171

avg/night

$171
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner

About this property

This property is already rented Dec 15th to April 15th 2026. Rent for 1month or more. Call Jane at for season and off season rates. Close to beaches and Bocca-grand! Very peaceful neighborhood. The porch on the front and one on the back. Small dog ok. No smoking and no cats. Master has one queen bed ...

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Property Type

Englewood House

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Englewood Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

$143

avg/night

$143
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 bedroom 2 bath condo with full kitchen, living and dining area, and lanai. Condo is a first floor corner unit located next to the pool and clubhouse. All bedding and bath towels are supplied. Complete kitchen with all utensils, dishes (etc.), dishwasher, washer and dryer. The Living Room has a 55” ...

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Property Type

Englewood Condo

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Englewood House
2 BR | 1 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 1 bathroom
4 reviews

$107

avg/night

$107
avg per night
View Details

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Beachy furnished 2/1 home in historic Englewood. Great location, just 2 miles to Englewood Beach, 1 mile to Dearborn Street. Easy 5 minute walk to Lemon Bay Park with boat launch. Carefree Boat Club is also a short walk away.Quiet neighborhood, has fenced yard, laundry room and large driveway. ...

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Property Type

Englewood House

Featured review

"Hidden Gem in Englewood"

I had to relocate because of Ian and I saw this on Zillow and I called the owner and she was more than willing to rent to me for the 3 months that I needed as I was awaiting my home to be replaced. She's ...

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Englewood Villa
4 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 3 bathrooms

$599

avg/night

$599
avg per night
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Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

"Pelican Nest" Beautiful Manasota Key Beach Villa with all the amenities; heated pool, electric fireplace, skylights, granite counters, stainless appliances. Very inviting for fun with family and friends by the beach, or in the bay. Has 4bedroom , 3 bath sleeps 10 people, with 2pull up sofas, ...

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Property Type

Englewood Villa

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Englewood House
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

$136

avg/night

$136
avg per night
View Details

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Charming 2 br/2 bath home in Englewood, located 2 miles from Manasota Beach for all the shark teeth hunting! You can bike to the beach without having to go on the main road. The home has a fully equipped kitchen, screened in lanai, outdoor grill, 50' living room TV, wifi, washer/dryer, games and ...

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Property Type

Englewood House

Featured review

"Cozy, convenient and clean"

Everything appears newly renovated and decorated. Very clean. Small bathroom between the two bedrooms but the second bath area in the laundry area was roomy with a big shower that was easy to get in and ...

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Englewood Condo
2 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 1 miles to Englewood Public Beach

$181

avg/night

$181
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy having breakfast along with serenity & beauty of Gulf, viewed from Alcove downstairs else the den upstairs. Great comfort and luxury of home at beach side condo at Tamarind Gulf & Bay condominiums. Very quiet & relaxed area of the Manasota Key , about walking distance for plenty of restaurants ...

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Property Type

Englewood Condo

Featured review

"Thank you Julie!"

Great location, layout, and furnishings. We felt most welcome by Julie's very generous communications. We would recommend this great unit to anyone who likes a quiet & serene beach vacation!We hope ...

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Englewood House
3 BR | 2 BA | Sleeps 7 | Quick View
Sleeps 7, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 4 miles to Englewood Beach

$190

avg/night

$190
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Enjoy the beach life or choose to stay in your spacious home and relax around a beautiful pool area which overlooks a spring-fed lake. Our 3 bedroom, 2 bathroom pool home with modern furnishings is located in a quiet, safe location just a few short miles from area beaches and is conveniently located ...

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Property Type

Englewood House

Featured review

"Relaxing and peaceful"

We visited in late May and our departure date will be June 1. It was myself, my husband , our son and daughter in law , our 3 yr old grand daughter and our daughter in laws parents. This is by far one ...

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Englewood Condo
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Distance to beach: 1 miles to Manasota Beach

$134

avg/night

$134
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

**Escape to Paradise in Southwest Florida!**Why use a hotel when you can cook at home and enjoy this beautiful property located just a few short miles from Manasota Key and Venice/Nokomis beaches!Discover the ultimate getaway in this beautifully refurbished 1-bedroom, 1-bath condo, perfectly nestled ...

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Property Type

Englewood Condo

Featured review

"Wonderful property"

Truly enjoyed our stay at this wonderful property. Great Floorplan, updated appliances, extremely clean. Property close to shopping , restaurants, beaches, golf & other amenities. Highly recommend. Property ...

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Englewood Estate
3 BR | 2.5 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 2.5 bathrooms
23 reviews

Distance to beach: 1 miles to Manasota Key Beach

$261

avg/night

$261
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This stunning recently remodeled 2,400 square foot home is located in beautiful North Englewood, (2 blocks from Venice) Florida. With multiple beaches so close, it's only a quick drive to get to some world class beaches including Manasota Key Beach, Casey Key, Venice Beach and 30 minutes to Siesta ...

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Property Type

Englewood Estate

Featured review

"Wonder Time @"

A beautiful home in a charming neighborhood. Close to the beach, restaurants, and shopping. We had a wonderful time and we would love to go back. House Highlights ~ well equipped kitchen, comfortable ...

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Englewood Apartment
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Englewood Beach

$117

avg/night

$117
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Fully Furnished Rental 1986 Massachusetts, Englewood, FL UNIT A This beautiful 2-bedroom + 1 den (equipped with 2 beds), 2-bathroom home offers a spacious and comfortable living environment for families who have recently lost their homes. The unit is fully furnished and features a heated pool for year-round ...

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Property Type

Englewood Apartment

Featured review

"1986 Massachudetts Ave. Unit A Englewood, FL"

Rooms were all very clean and unique. The neighborhood was quite quiet and friendly. This was an excellent vacation for me and would certainly look forward to renting here again next year and beyond. ...

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Englewood House
2 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 7 miles to Manasota Key Beach

$184

avg/night

$184
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Come stay at our newly renovated 2 bed/2 bath traditional Florida home! We recently completed work on our brand new heated 14'x25' salt water swimming pool. Take a dip in the morning or after a long day of exploring. We are blocks from the recently renovated Dearborn Street. Come enjoy the action ...

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Property Type

Englewood House

Featured review

"The Best!!"

We had the pleasure of renting this lovely home with a pool for a month in Englewood, our favourite Florida destination. The home was outfitted with everything you would need. It was most comfortable & ...

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Englewood Condo
4 BR | 2.5 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 3 miles to Boca Grande, Palm Island South , Manasota Key

$160

avg/night

$160
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Four-bedroom condo. Quiet & secluded. Newly renovated pickle ball court!! Minimum stay: 14 days No Pets or SmokingGorgeous newly renovated condo. Professionally decorated & carefully designed to provide the perfect blend of space & functionality. With an open & airy plan, the ...

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Property Type

Englewood Condo

Featured review

"Dream Come True!"

Location was what initially attracted us to The Sanctuary. Out your back door is Florida nature at its best between Lemon Bay Conservancy and Amberjack Environmental Park. However, our experience has ...

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Englewood Apartment
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
34 reviews

$273

avg/night

$273
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

GORGEOUS, GULF FRONT VILLA CONDO AT “ EL GALEON BY THE SEA”This lovely 2 bedroom/2 bath unit is part of a 20 unit villa condo complex, situated directly on the beach on beautiful Manasota Key. Because this is a relatively small complex, it offers guests a more lay back, relaxing atmosphere. ...

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Property Type

Englewood Apartment

Featured review

"Beautiful view"

Love staying here even though there's a lot of clean-up working happening around the area from the hurricanes! This place had a beautiful view of the sunsets from the living room picture window! The balcony ...

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Englewood Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

$150

avg/night

$150
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

To see PRICING and AVAILABILITY go to Lemon Bay Vacation Rentals .com.

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Property Type

Englewood Condo

Featured review

"Great Place"

We have been going to Palm Manor for about 15 years now, and we truly love it there. We have made numerous friends and there are a few that we correspond with throughout the year until all of us return ...

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Englewood Condo
3 BR | 2 BA | Sleeps 7 | Quick View
Sleeps 7, 3 bedrooms, 2 bathrooms

$389

avg/night

$389
avg per night
View Details

Key Amenities

  • Air conditioning
  • WiFi

About this property

Experience magnificent Gulf views from almost every room of this stacked duplex. Built in 2018, this property has many high-end finishes, and is modern coastal living at its finest. The property has yards of PRIVATE beachfront on the Gulf, and lots of nesting sea turtles. This property is non-smoking ...

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Property Type

Englewood Condo

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Englewood Condo
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom

$80

avg/night

$80
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful one bedroom, one bath, fully equipped, ground floor Condo in Englewood Florida with a view of the canal. Close to Manasota Key, Venice and Sarasota. Casa Rio Condos is a 55 and over community. Minimum stay is two weeks. Unavailable for November 1, 2025 through April 30, 2026. All other months ...

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Property Type

Englewood Condo

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Englewood House
2 BR | 1.5 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 1.5 bathrooms

$74

avg/night

$74
avg per night
View Details

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to your charming slice of paradise in Englewood, FL. This 2 bedroom, 1 1/2 bathroom home has undergone a recent renovation, offering the perfect blend of coastal and modern comfort.Upon entering the home, you will feel the open and airy living space and seamless flow from the living room ...

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Property Type

Englewood House

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Englewood House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$173

avg/night

$173
avg per night
View Details

Key Amenities

  • Pet friendly
  • Private pool
  • WiFi

About this property

Recently built custom home with pool/spa and 3 car garage. Come live the Florida dream in the stunning 3 bedroom/2 bath home located in a quaint area of Englewood, where you can bike to charming historic Dearborn. As soon as you enter you will fall in love with the open floor plan and coastal design. ...

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Property Type

Englewood House

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Englewood Condo
2 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 2 bathrooms

$250

avg/night

$250
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

New Listing for Gulf Realty!Welcome to Sun, Sand & Serenity! Walk in, kick off your shoes, and relax. This sun filled 2 bedroom/2bath plus loft and lanai condo is ready to be your home away from home with a coastal feel and an open floorplan.Pelican Landing #E-204 is located in a wonderful ...

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Property Type

Englewood Condo

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Englewood House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$114

avg/night

$114
avg per night
View Details

Key Amenities

  • Private pool

About this property

This recently updated 3-bedroom, 2-bathroom home in a quiet cul-de-sac of Englewood Isles. It has a fully stocked kitchen with a small eat in area or separate dining area. Enjoy your favorite tv shows in the cozy living room on the comfortable furniture and wall mounted flat screen tv. King bed in the ...

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Property Type

Englewood House

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Englewood House
3 BR | 2.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2.5 bathrooms

$321

avg/night

$321
avg per night
View Details

Key Amenities

  • Private pool

About this property

Very nice 3 bedroom, 2 1/2 bathroom condo at Barefoot Beach, one of the more prestigious condo complexes on Manasota Key. This spacious unit has a screened balcony overlooking the heated pool with a partial view of the Gulf of Mexico. Nice tropical decor throughout the condo. King bed in the master bedroom ...

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Property Type

Englewood House

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Englewood House
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

$213

avg/night

$213
avg per night
View Details

Key Amenities

  • Private pool
  • WiFi

About this property

Pelican Landing A-202 Welcome to your stunning beach view vacation home located on the Gulf of Mexico at the Pelican Landing Condominiums in Manasota Key home of Englewood Beach recognized as one of the most beautiful beaches in Florida. The Pelican Landing complex has lots to offer. This is a beach-to-bay ...

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Property Type

Englewood House

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Englewood Apartment
3 BR | 2 BA | Sleeps 7 | Quick View
Sleeps 7, 3 bedrooms, 2 bathrooms

$442

avg/night

$442
avg per night
View Details

Key Amenities

  • Air conditioning
  • WiFi

About this property

Experience magnificent Gulf views from almost every room of this top-floor duplex. Built in 2018, this property has many high-end finishes and is modern coastal living at its finest. The property has yards of PRIVATE beachfront on the Gulf, and lots of nesting sea turtles.This property is non-smoking ...

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Property Type

Englewood Apartment

Show less

Englewood Condo
3 BR | 2.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2.5 bathrooms

$357

avg/night

$357
avg per night
View Details

Key Amenities

  • Private pool
  • WiFi

About this property

You'll fall in love with this direct beach front 3 bedroom, 2 1/2-bathroom condo at "The Palms". With approx. 2,000 sq ft of luxurious living space, this 2nd floor unit (one floor above the garage), provides plenty of room to entertain guests while enjoying the breathtaking views of the ...

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Property Type

Englewood Condo

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Englewood Condo
1 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 1 bedroom, 1 bathroom

$198

avg/night

$198
avg per night
View Details

Key Amenities

  • Private pool

About this property

One bedroom, one bathroom condo with nice partial views of the Gulf, jsut steps from the beach. Collect shells and sharks teeth.Come to the west coast of Florida and watch the wild life on the beach and in the water. Enjoy beautiful sunsets every night. Swim in a heated pool or enjoy the warm, beautiful ...

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Property Type

Englewood Condo

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Englewood House
3 BR | 2.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2.5 bathrooms

$300

avg/night

$300
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Breathtaking views of the Gulf of Mexico! Just steps from the beautiful beach of Manasota Key Spacious, 3 bedroom, 2 1/2 bathroom 2nd floor Condo in the gated community of Boulder Pointe. Large, open kitchen has plenty of counter space and two breakfast bars to enjoy coffee or a cocktail at sunset. Master ...

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Property Type

Englewood House

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Englewood House
4 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 3 bathrooms

$495

avg/night

$495
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

** Professional photos coming soon!!** This beautiful 4-bedroom 3 bath home is ready for your family vacation with a new heated pool installed the summer of 2024. Master suite with King bed and full-size sleeper sofa on the main floor. Upstairs has 2 bedrooms (Queen & 2 sets of twin bunk beds). ...

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Property Type

Englewood House

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Englewood House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 8 miles to Englewood Beach

$131

avg/night

$131
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

A gorgeous, corner house in a quiet, friendly, safe neighborhood. Locates at: 7474 Quarry Street. Englewood, FL 34224. This house has a total of 1633 sq. and offers 3 bedrooms, 2 bathrooms. The living room has a Sofa bed and a 65" inch smart TV with Roku player. YouTube TV. The double sliding ...

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Property Type

Englewood House

Featured review

"Very nice place"

The house was great and our host (Dave) was awesome. The house was clean inside and out and very comfortable. We were approximately 12 minutes to Manasota key beach where the beach bars and live daily music ...

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Englewood House
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$121

avg/night

$121
avg per night
View Details

Key Amenities

  • Pet friendly

About this property

Adorable 2-bedroom 2-bath ranch style home located in a quiet neighborhood close to shopping, golfing, boating and Manasota Keys' awesome beaches. The home has an open floor plan including office space just off of the kitchen. The coastal kitchen offers white cabinetry, granite countertops, and ...

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Property Type

Englewood House

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Englewood Condo
1 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 1 bedroom, 1 bathroom

$203

avg/night

$203
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

BRAND NEW! Dream Vacation. Crystal blue waters and uncrowded beaches.Welcome to "Bayfront Retreat", your premier destination for an unforgettable waterfront vacation experience! Manasota Key is one of Florida's best kept secrets with its unspoiled beaches and clear blue waters ...

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Property Type

Englewood Condo

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Englewood House
3 BR | 3 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 3 bathrooms

$249

avg/night

$249
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

This beautiful 3br 3bath Waterview home is exactly what you are looking for. Located within Pelican Shores East community. This home is ideally located on a beautiful corner lot with Lemon Bay view. Frequent dolphin and manatee sightings! This home has deeded gulf access and a shared boat dock on Lemon ...

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Property Type

Englewood House

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Englewood Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$285

avg/night

$285
avg per night
View Details

Key Amenities

  • Air conditioning
  • WiFi

About this property

Watch the sunset every night from this beautifully appointed Gulf front condo at the La Coquina Condominium complex. This condominium offers a large living room and a screened lanai that face the wide sandy beach on the Gulf of Mexico. It's so relaxing to sit and enjoy the gentle breeze, you may ...

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Property Type

Englewood Condo

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Englewood Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

$295

avg/night

$295
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Bright and beautiful 2-bedroom, 2-bathroom condo with views of the Gulf of Mexico and Lemon Bay from the upper deck. This is a nicely furnished, updated, cheerful condo; the living room has a vaulted ceiling, huge windows with lots of sunlight, and a ceiling fan. During the winter months, the lower deck's ...

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Property Type

Englewood Condo

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Englewood Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$176

avg/night

$176
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Nice 2 Bed/2 Bath La Coquina upstairs condo with water view. Open up the sliding glass doors to the screened lanai to enjoy the breeze in the living and dining areas, which both have a view of the new sandy beach and the Gulf of Mexico. The updated kitchen has lots of storage, granite counter-tops and ...

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Property Type

Englewood Condo

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Englewood House
3 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 2 bathrooms

$378

avg/night

$378
avg per night
View Details

Key Amenities

  • Pet friendly

About this property

PRIME Location! 60 Steps to PRIVATE BEACH and dogs allowed at this rental! Family & pet friendly (pets require approval & $125 per pet fee). Just steps to our private beach, 1 mile to bars & restaurants w/ free shuttle to beaches, bars, restaurants! Amazing beds, comfy huge couch, flat screen ...

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Property Type

Englewood House

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Englewood House
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$178

avg/night

$178
avg per night
View Details

Key Amenities

  • Private pool

About this property

This nicely furnished 2 bedroom, 2-bathroom first floor end-unit condo with a screened lanai offers a courtyard view with a 30 second walk to the Gulf of Mexico and newly restored beach. To use the heated pool, clubhouse, or boat docks, take a short 3-minute walk through the beautiful courtyard on the ...

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Property Type

Englewood House

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Englewood House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 4 miles to Manasota Key Beach, 8570 Manasota KeyRd, Englewood

$150

avg/night

$150
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

HAPPY FRIDAY ~ 4/18/25 ~ WOW! LOT’S GOING ON THIS WEEKEND! Easter Egg Hunts, Fleetwood Mac! Peace River Botanical & Sculpture Gardens!! Punta Gorda April Seafood & Music Festival! /events/Wide water View over Crystal Clear Pool! This relaxing retreat is positioned on deep water ...

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Property Type

Englewood House

Featured review

"Perfect Escape From Midwest Winter"

We just spent the month of February for our 8th year. We honestly look forward to this all year. We were fortunate to find this home to rent years ago and have never been disappointed. Sitting outside on ...

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Englewood House
3 BR | 3 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 6 miles to Englewood Beach

$103

avg/night

$103
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

New House build 2024. 3 Beds with TV, 3 Baths, 6 Guests, nice view to the lake from the living room, communitiy pool with gym 24/7 and 4 pickelball places,

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Property Type

Englewood House

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Englewood Apartment
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom
5 reviews

Distance to beach: 4 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Mermaid Cove is an oasis in the heart of Old Englewood Village!!This vintage-style 1940's renovated bungalow is just one block from the Dearborn artistic district where you will enjoy Art Festivals, monthly Antique Car Shows, Farmers Market on Thursdays, our quaint shops and wonderful restaurants. ...

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Property Type

Englewood Apartment

Featured review

"Comfy bungalow near the beach"

The bungalow was exactly what we wanted- close to beaches, restaurants, hiking, fishing and other activities! The bungalow was clean and well equipped with everything we needed to comfortably spend two ...

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Englewood Condo
3 BR | 2.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2.5 bathrooms

$353

avg/night

$353
avg per night
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Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This beautiful 3-bedroom, 2.5 bath condo is located directly on the beach with beachfront access and ocean views from the lanai, living room and bedrooms! Within a 5-minute walk, enjoy several nice water-front restaurants and bars with live music, boutique shopping, fishing charters and a fresh-fish market. ...

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Property Type

Englewood Condo

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Englewood Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$194

avg/night

$194
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Waterfront Island 2/2 Condo-Perfect for Boaters and Beach LoversATTENTION BOATERS BEACH LOVERS! You will love this Updated Ground Floor 2/2 Condo that sits right on Lemon Bay with access to the beautiful beaches of the Gulf of Mexico. You have the best of both worlds. For the boater, World Class Fishing ...

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Property Type

Englewood Condo

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Englewood House
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Englewood Beach

$86

avg/night

$86
avg per night
View Details

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Available to pet free and non-smoking households. 30-day min off-season, 75-90 day minimum high season. --------- Relax in this cozy 2 bedroom / 2 bathroom private bungalow home with coastal decor throughout. Furnished with two queen sized bedroom sets and leather seating in living areas. The dining ...

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Property Type

Englewood House

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Englewood Cottage
2 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 1 bathroom
5 reviews

Distance to beach: 5 miles to Englewood Beach

$91

avg/night

$91
avg per night
View Details

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

“COTTAGE ON COCOANUT" Classic Beach Cottage in Downtown "Old Englewood Village." WATER VIEW OF LEMON BAY1/2 block to downtown shops, restaurants,events,and all Old Englewood has to offer!! 5 Minutes to the Beach or 1 mile to boat launch. 1/4 mile to launch your Paddle Board ...

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Property Type

Englewood Cottage

Featured review

"Cocoanut Cottage"

Excellent location to enjoy the local attractions on Dearborn Street. Walking distance to Farmers Market, restaurants, shops and parks. Landlord quick to respond to any concern. Screen lanai a bonus to ...

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Englewood House
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

$213

avg/night

$213
avg per night
View Details

Key Amenities

  • Pet friendly
  • WiFi

About this property

Welcome to your idyllic beach bungalow on Manasota Key! Nestled between the soft, sandy shores of the Gulf of Mexico and the serene waters of Lemon Bay, this charming vacation rental offers the perfect getaway!As you step inside past the screened porch, you're greeted by a bright and airy living ...

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Property Type

Englewood House

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Englewood House
2 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 2 bathrooms

$280

avg/night

$280
avg per night
View Details

Key Amenities

  • Pet friendly

About this property

Beautiful tropical backyard setting with heated swimming pool (pool heat is $75.00 per week from mid November thru April) spa, and outdoor shower. This Beach bungalow with two bedrooms and two baths located within a short walk to the newly restored beach on the Gulf of Mexico. Close enough to walk to ...

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Property Type

Englewood House

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Englewood Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

$114

avg/night

$114
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Condominium, second floor, corner unit, one king bed, 2 single bed, all equipped, washer dryer, stove, refrigerator, dish washer, A/C , Lanai, pool, BBQ area, tennis court, shuffle board, club house with pool table, library. WIFI, 2 TV, Cable. 5 minutes from beaches, restaurants, all you can ask for ...

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Property Type

Englewood Condo

Featured review

"Condo"

After showed available, was told it was not really available for month of February, so we were unable to stay. Very disappointed.

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Englewood House
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

$105

avg/night

$105
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This two-bedroom, two-bathroom condo is located in the Palm Manor community which is close to the scenic beauty of Manasota Key. This community offers a relaxing yet vibrant environment for residents.The master bedroom has a king bed and en-suite bath with a new walk-in shower, which was completed ...

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Property Type

Englewood House

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Englewood Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$177

avg/night

$177
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Enjoy the gulf breezes and the beautiful sunsets every evening from your screened lanai, living room or from the master bedroom. You may see pods of dolphins swimming by, baby turtles crawling into the Gulf (May through October), and all sorts of birds on the beach.The living room is comfortably ...

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Property Type

Englewood Condo

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Englewood House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$167

avg/night

$167
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beautiful 3 bedroom, 2 bath, 2 car garage pool home situated on a private greenbelt garden setting available for Seasonal Rental. Very spacious and roomy home with vaulted ceilings with 1762 square feet of air-conditioned living area. This beauty is a split plan offering maximum privacy for you and your ...

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Property Type

Englewood House

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Englewood Vacation Rentals

Englewood Weather

 | 

7323°  5211°
JANUARY
Ocean 6518°
7423°  5312°
FEBRUARY
Ocean 6518°
7826°  5814°
MARCH
Ocean 6820°
8228°  6116°
APRIL
Ocean 7423°
8731°  6719°
MAY
Ocean 7926°
9032°  7222°
JUNE
Ocean 8328°
9133°  7323°
JULY
Ocean 8529°
9133°  7423°
AUGUST
Ocean 8731°
9032°  7222°
SEPTEMBER
Ocean 8529°
8529°  6619°
OCTOBER
Ocean 8228°
8027°  6016°
NOVEMBER
Ocean 7624°
7423°  5412°
DECEMBER
Ocean 7021°

Escape to Englewood, FL, for Your Next Beach Vacation


Englewood vacation rentals are ideal for those looking to escape to the beach on their next vacation. Along Florida’s shoreline, you’ll find no shortage of scenic beach towns that could make the perfect vacation destination. One great example is the town of Englewood.

Located on Florida’s southwestern shore just a few miles up the coast from Fort Myers and Cape Coral, Englewood is surrounded by many other beach towns, including Venice, Manasota Key, and Rotonda West. However, it maintains a distinct sense of identity and personality that residents and visitors alike appreciate.

Englewood has everything you could want from the ideal seaside getaway: gorgeous weather, glittering white sand beaches, warm water for swimming, and plenty of outdoor activities to choose from. The icing on the cake is the array of luxurious and unique vacation homes you can peruse in Englewood through FloridaRentals.com.

Where to Stay in Englewood, FL


Choosing Englewood vacation rentals over hotels is one of the easiest ways to ensure that your trip will be unforgettable.

When you stay in a hotel, you might as well be staying anywhere. Rental homes, on the other hand, are located right within the town’s own residential neighborhoods, letting vacationers experience what it might be like to live in such a beautiful place during their stay.

With FloridaRentals.com, you can find the best vacation rentals Englewood, FL, has to offer. FloridaRentals.com features many different sizes and types of vacation homes in Englewood; you’ll be amazed at how simple it is to find the best one to suit your needs.

Whether you’re traveling with a group of friends, your significant other, or your entire family, you’ll find the right home to make everyone in your party feel comfortable and cozy among FloridaRentals.com’s listings.

Events and Celebrations in Englewood


If you’re looking to immerse yourself in Englewood’s local culture during your vacation, there’s no better way than to attend one of the town’s annual events.

While many beachgoers schedule their vacations in the spring and summer months, others choose to escape from colder climates to the mild winters of the Florida coast. If you plan to visit Englewood in December, don’t miss the annual Englewood Veg Fest.

This event is an excellent place for plant-based eaters to enjoy all kinds of exciting cuisine and for vegan-curious folks to learn more about the lifestyle. Aside from all the delicious food presented by independent vendors, attendees can take advantage of live talks from experts in the field, cooking demonstrations, and much more.

Some of Englewood’s most popular local events aren’t annual, but in fact, occur much more frequently. If you’re a fan of classic cars of all kinds and eras, you won’t want to miss the Sunday Car Show, which takes place every third Sunday in Englewood.

This event is hosted at End Zone Sports Grille, so visitors can grab a bite to eat and a refreshing beverage after strolling through the rows of classic cars and enjoying the live musical acts.

Best Activities Near Englewood Beach Rentals


Like many of Southwest Florida’s coastal towns, spending time at the beach is a favorite pastime of both visitors and locals. Vacationers appreciate Englewood’s relatively quiet and peaceful beaches compared to many other areas of the Florida coast, which make it easy to relax as you soak up the sun.

Looking for other ways to make the most of your trip to Englewood? Get active with a paddleboard or kayak rental from SUP Englewood.

Advanced paddle boarders and kayakers can simply rent some gear and take it out for the day, but lessons are also available for beginners. Additionally, if you’re planning multiple days of kayaking or paddle boarding, you can customize your rental period to your needs.

If you need a break after many hours enjoying the sunshine, check out one of Englewood’s most unique attractions: Mr. Swindle's Traveling Peculiarium.

This unique 90-minute show combines elements of acrobatics, magic, aerial dance, and stunts, all within a unique steampunk theme. The incredible performers of Mr. Swindle’s show will leave you in shock and awe with their mind-blowing abilities.

Southwest Florida has so many gorgeous natural areas to explore through hiking, biking, and camping, and Myakka State Forest is a great place to experience all that the Florida wilderness has to offer.

Myakka State Forest is located just a few miles east of Englewood and is easy to access from most Englewood beach rentals. The park is open from sunrise to sunset every day, weather permitting.

Traveling to Southwest Florida: What You Need to Know


As you’re planning your Englewood vacation, there are a few key details to keep in mind.

Make sure you’re organizing your trip around the type of weather you’d prefer. For example, if you’re looking to spend most of your time on the sand or in the water, late spring and late summer can be the best times of the year to enjoy warm water temperatures without heavy humidity.

If you live in a colder climate, visiting Englewood during the fall or winter may be just what you need to warm up during the cool months. Truly, there’s no wrong time to vacation in Englewood.

It’s also important to plan your travel route beforehand. Choosing your travel route wisely is the best way to save money and time while getting to and from Englewood. The closest commercial airport to Englewood is Southwest Florida International Airport, which is approximately 78 miles to the south, near Fort Myers and Cape Coral.

From there, the most direct route to town is by way of I-75, which eventually meets State Route 777 and connects directly with Englewood along the coast. There are many great spots to explore along this route, as well as a variety of gorgeous views of local state parks.

Vacation in Style with a Luxury Vacation Home Rental from FloridaRentals.com


Before you can relax on the beaches of Englewood, you’ll need to book your rental home. FloridaRentals.com has all the most luxurious vacation homes to choose from in Englewood to make your vacation one to remember. Book your personal vacation home in Englewood with FloridaRentals.com today.


FAQ

How many vacation rentals are there in/around Englewood?

There are 65 Englewood vacation rentals available on FloridaRentals.com. From house rentals to condo rentals and beyond, find a unique vacation rental for you to enjoy a memorable vacation in Florida.

How much does it cost to rent a vacation rental in Englewood?

There are vacation rentals available in Englewood for as low as $74 per night with an average price per night of $180.

Can I find a vacation rental in Englewood?

Yes, you can find vacation rentals in Englewood close to Manasota Key Beach, Stump Pass State Park, and Englewood Beach. Don't forget to stop in to Blind Pass Beach or Englewood Farmer's Market

Do any vacation rentals in Englewood have a pool?

Yes, there are 34 vacation rentals with a pool in Englewood on FloridaRentals.com. Search using our filters and book one for your next vacation!

Are any Englewood vacation rentals on the ocean?

There are 1 oceanfront rentals in Englewood available on FloridaRentals.com. Use our filters to search and book yours today!