Englewood Vacation Rentals with Private Pool

(34 rentals)
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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
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
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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 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
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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 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
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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
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$85

avg/night

$85
avg per night
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Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

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. Palm Manor is less than a five-minute drive to the beautiful beaches of the Gulf of ...

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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

$203

avg/night

$203
avg per night
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Key Amenities

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

$148

avg/night

$148
avg per night
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Key Amenities

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

$295

avg/night

$295
avg per night
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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
3 BR | 2.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2.5 bathrooms

$353

avg/night

$353
avg per night
View Details

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

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

$655

avg/night

$655
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

WELCOME TO SERENITY!! An exquisite home on Lemon Bay with boat dock and saltwater pool that is within walking distance to the beach. Very bright home with ceiling to floor windows that offers a view from every room. There is as much living space outdoors as indoors. A covered bar-b-que area, where you ...

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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

$133

avg/night

$133
avg per night
View Details

Key Amenities

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

About this property

Beautiful 3 bedroom pool home 1.25 miles from manasota beach quick walk or drive through the neighborhood to beach home is well stocked with all amenities outdoor lanai and pool area with large dining area interior comfort has two living rooms cable and internet provided 30 day rental minimum no ...

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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

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

$149

avg/night

$149
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private 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

$222

avg/night

$222
avg per night
View Details

Key Amenities

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

$217

avg/night

$217
avg per night
View Details

Key Amenities

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

$214

avg/night

$214
avg per night
View Details

Key Amenities

  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to your Beach to Bay Home!Lovely 2-bedroom 2 bath condo with loft with extra bed. Pelican Landing E-202 is located in a wonderful gulf to bay condo community with a beautiful view of Lemon Bay. Nestled away from Beach Road adds additional privacy and quiet living. The condo is steps away ...

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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 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 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
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 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
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 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 Condo
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

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

$193

avg/night

$193
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private 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 Vacation Rentals