Englewood Vacation Rentals

(57 rentals)
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Englewood House
2 BR | 1.5 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 1.5 bathrooms

$105

avg/night

$105
avg per night
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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 Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

$120

avg/night

$120
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Completely updated, modern,clean and full of essentials and additional touches. Smart TVs, internet, cozy bedrooms, comfortable living space. Fully equipped kitchen .Pull out couch in living room. Beach towels,chairs, umbrella, coolers available for guest to use.Lots of natural light. There are grills ...

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Property Type

Englewood Condo

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Englewood Cottage
2 BR | 1 BA | Sleeps 3 | Quick View
Sleeps 3, 2 bedrooms, 1 bathroom
5 reviews

Distance to beach: 5 miles to Englewood Beach

$115

avg/night

$115
avg per night
View Details

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

YES, ENGLEWOOD WAS FLOODED BUT AT THE COTTAGE WE HAD MINIMAL DAMAGEWe were able to react quickly and remove the furniture, flooring and appliances.Photos Will Be Updated As Work ProgressesWork is continuing on repairsBut the Cottage Will Be Available for January, February ...

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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 Mobile home
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 5 miles to Englewood Beach

$150

avg/night

$150
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Clean ,comfortable and centrally located.. Two bedroom, 2 bath, sleeps six with large screened in Florida room. Pet friendly with a fenced in yard, washer and dryer, wifi, beach toys and chairs, 2 bicycles and a bbq grill. Two blocks from Ricaltinis bar and restaurant and 6 blocks to Stump Pass Lighthouse ...

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Property Type

Englewood Mobile Home

Featured review

"Fantastic"

We have been coming to Englewood for 7 years . We stayed at this awesome home December 2024-february 2025. We have had a great stay and are signed up for next year. The owners are attentive and responsive. ...

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

$143

avg/night

$143
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 Villa | On the beach
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 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

$143

avg/night

$143
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 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

$234

avg/night

$234
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

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

$140

avg/night

$140
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 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

$225

avg/night

$225
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 House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Englewood

$219

avg/night

$219
avg per night
View Details

Key Amenities

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

About this property

Beautiful newly constructed 3 bedroom - 2 baths home on quiet street.We purchased the home in November and all things new. This is our second home and we are going to try seasonal rental and see how it goes and hopefully we will be blessed with recurring rental friends !When you walk in the ...

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Property Type

Englewood House

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

Distance to beach: 1 miles to Manasota Key Beach

$350

avg/night

$350
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

"We liked Casa Maria so much we are repeat guests!!"

We have stayed at Casa Maria two times, both for extended stays. It is a beautiful place to relax! Comfortable beds, most of the amenities you need and plenty of space inside and out. Also, you are within ...

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Englewood Condo
4 BR | 2.5 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 2.5 bathrooms
1 review
owner special
Owner special: BEAUTIFUL CONDO AVAILABLE FOR DECEMBER...NOT AFFECTED BY THE STORMS... CONTACT ME ASAP FOR RATES

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

$200

avg/night

$200
avg per night
Owner special:
BEAUTIFUL CONDO AVAILABLE FOR DECEMBER...NOT AFFECTED BY THE STORMS... CONTACT ME ASAP FOR RATES

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 | On the beach
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
33 reviews

$337

avg/night

$337
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

"Everything we have been looking for - Really!!!"

Stop looking, start getting in touch with Marg! This was the first time we stayed at El Galeon by the Sea but it won't be the last. We love coming to Manasota Key from PA and have been doing so for about ...

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

Distance to beach: 8 miles to Englewood Beach

$161

avg/night

$161
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 60" inch smart TV with Roku player. YouTube TV. The double sliding ...

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Property Type

Englewood House

Featured review

"Comfortable well stocked home."

This home was in close proximity to many attractions. The neighborhood was quiet and great for taking a walk or biking. The home was well stocked with kitchen tools, towels and linens. Spacious and comfortable.

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

Distance to beach: 7 miles to Manasota Key Beach

$191

avg/night

$191
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

"Perfect easy-care house."

The house was comfortable, well kept and stocked ,attractive and fully functional. We enjoyed the pool and the bike rides through quiet streets and parks. Good massage spa across the street and walking ...

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

$208

avg/night

$208
avg per night
View Details

Key Amenities

  • Air conditioning
  • 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 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
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$160

avg/night

$160
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

FALL PRICE HAS BEEN REDUCED!!! CALL FOR INFORMATION!!Stay here and enjoy this spacious, 3 bedroom / 2 bath condo with all the amenities that you'll need to call this place home. The updated kitchen is fully equipped to stay in for home cooked meals, if you choose.The Master Bedroom includes a ...

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Property Type

Englewood Condo

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

$226

avg/night

$226
avg per night
View Details

Key Amenities

  • Pool

About this property

Enjoy the gorgeous full water view of Lemon Bay from this one bedroom, one bath condo in the Bayside complex of El Galeon South. Private beach access is directly across the street! This brand new, fully remodeled condo has a king bed and 42" TV in the master bedroom. The living room has a queen sleeper ...

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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

$262

avg/night

$262
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 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$229

avg/night

$229
avg per night
View Details

Key Amenities

  • 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
4 BR | 3 BA | Sleeps 9 | Quick View
Sleeps 9, 4 bedrooms, 3 bathrooms
7 reviews

$595

avg/night

$595
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly

About this property

Welcome to “Sea Garden” a delightful, tranquil, beachfront home on Manasota Key. Enjoyment will be plentiful in this 4 bedroom, 3 bath open concept home. This stilt home is multilevel for privacy if needed or all gather around the kitchen or game table for some fun. Two primary en suite bedrooms ...

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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

$147

avg/night

$147
avg per night
View Details

Key Amenities

  • Air conditioning
  • 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 and 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

$235

avg/night

$235
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Gulf Front recently Updated 2-bedroom, 2-bathroom ground-floor condo! Beautiful gulf views from almost every room. Relax on the open, covered patio area listening to the waves. Plenty of seating in the living room. Updated kitchen with granite counter tops. Beautiful, modern, updated bathrooms. Master ...

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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

$158

avg/night

$158
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. Enjoy your morning coffee or an evening glass of wine while relacing ...

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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

$182

avg/night

$182
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 bedroom2bath 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. The ...

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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

$200

avg/night

$200
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
4 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 3 bathrooms

$511

avg/night

$511
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

$175

avg/night

$175
avg per night
View Details

Key Amenities

  • Pet friendly
  • Pool

About this property

em>WINTER SPECIAL FOR 2025. JANUARY REDUCED RATE !! BOOK NOW THIS WON'T LAST LONG!!! 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 ...

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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

$195

avg/night

$195
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This beautifully decorated 2 bedroom, 2 bathroom condo has updated, comfy furnishings, brand new bathrooms and kitchen, new tile floors throughout, its own washer/dryer, and most importantly, great views of the Gulf of Mexico from the screened lanai, living, and dining rooms.The complex is right on ...

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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

$218

avg/night

$218
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

SPECIAL LOW SEASON RATE - 9/17 to 12/15 - 2024 $1253.00 PER WEEK PLUS TAXES AND FEES 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 ...

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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

$104

avg/night

$104
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Nice 3 bedroom 2 bathroom house with a screened lanai and fenced-in backyard. Separate living room and den. Bedrooms have a king bed, queen, and two twins. Master bath has a shower, guest bath has a tub/shower combination. Includes 2 new flat-screen TVs, free Wi-Fi internet, and full-size washer & ...

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Property Type

Englewood House

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

$786

avg/night

$786
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • 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 House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

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

Key Amenities

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

About this property

HAPPY WEDNESDAY!! ~ 11/20/24 ~ “We rise by lifting others.” —Robert IngersollWide water View over Crystal Clear Pool! This relaxing retreat is positioned on deep water 'Forked Creek' which leads to the Intracoastal Waterway & Gulf of exico. Enter through the cut ...

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Property Type

Englewood House

Featured review

"Wonderful clean, well-stocked home"

We really enjoyed our stay at this terrific home! Linda and Bobby were very attentive hosts, the house was VERY clean, and it was stocked with absolutely everything we needed for the month. The best stocked ...

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

$263

avg/night

$263
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Waterfront Island 2/2 Condo-Perfect for Boaters and Beach LoversSEASON DISCOUNT 10% discount for January and February 2025 when both months booked together!!!ATTENTION BOATERS BEACH LOVERS! You will love this Updated Ground Floor 2/2 Condo that sits right on Lemon Bay with access to the beautiful ...

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Property Type

Englewood Condo

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

Distance to beach: 4 miles to Englewood Beach

$142

avg/night

$142
avg per night
View Details

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

"Julie and Mike"

Thank you Julie and Mike for let us stay in Mermaid Cove. It is wonderful place to spend our winter months for forth time this year. You are great hosts who are doing everything to make their guest ...

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

$275

avg/night

$275
avg per night
View Details

Key Amenities

  • Air conditioning
  • 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

$128

avg/night

$128
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

SPECIAL 15% DISCOUNT FOR LOW SEASON AND 15% DISCOUNT FOR DECEMBER, JANUARY AND APRIL 2025 Palm Manor is a nice apartment complex located in Englewood, Florida. Known as a relaxed, beach town, Englewood is located mid-way between Sarasota and Fort Myers approximately an hours' drive in either direction. ...

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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

$93

avg/night

$93
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 Condo
2 BR | 2 BA | Sleeps 2 | Quick View
Sleeps 2, 2 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Manasota

$157

avg/night

$157
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Our beautiful corner condo is overlooking Waterford Canal. This is one bridge to bay including a heated community pool. The view is spectacular in the morning, the afternoon or the evening.A 2 bed/2 bath/2nd floor condo with heated pool, WiFi and smart TVs located on Englewood Isles Pkwy and near ...

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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
1 review

$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

"Your home away from home"

Excellent place to settle with your family as you explore the many beautiful beaches in the Englewood area. The rental was clean and quiet and possessed all the amenities (full kitchen, dishwasher, washer/dryer, ...

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

$417

avg/night

$417
avg per night
View Details

Key Amenities

  • Air conditioning
  • 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 Condo
2 BR | 2.5 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2.5 bathrooms

$300

avg/night

$300
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Direct gulf front 2 Bed(+Loft)/2.5 Bath unit with large sun deck located at Tamarind Gulf & Bay Condominiums, Manasota Key's premier condo complex. Freshly updated with new kitchen, updated bathroom vanities and new tile throughout most of the unit. Breathtaking views of the Gulf of Mexico from ...

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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

$212

avg/night

$212
avg per night
View Details

Key Amenities

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

$228

avg/night

$228
avg per night
View Details

Key Amenities

  • Air conditioning
  • 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 Condo
1 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 1 bedroom, 1 bathroom

$214

avg/night

$214
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Washer and Dryer in unit.Welcome to "It's 5 o'clock Somewhere", our newly updated BAY FRONT 1 bedroom, 1 bathroom condo with deep water boat slips, available on request at no charge (first come - first served). Enjoy our heated community pool, fishing pier, boat docks and BBQ picnic ...

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Property Type

Englewood Condo

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

$227

avg/night

$227
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Beautiful Newly Renovated Bayfront Condo Experience the best in waterfront living with this stunning one bedroom, one bathroom end unit condo, professionally remodeled and decorated, ship lap ceiling and crown molding throughout, to offer the perfect blend of luxury and coastal charm.The condo boasts ...

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Property Type

Englewood House

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

Key Amenities

  • Air conditioning
  • 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 5 | Quick View
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • 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 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 57 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 $93 per night with an average price per night of $208.

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 12 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 3 oceanfront rentals in Englewood available on FloridaRentals.com. Use our filters to search and book yours today!