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Englewood, FL Vacation Rentals

Three Bedroom Beachside Condo at El Galeon Gulf!

  • Type: Condo
    Bedrooms: 3
    Sleeps: 8
    Bathrooms: 2/0
    Town: Englewood
    Zip Code: 34224

  • Rental Rates:
    Weekly: $775-1275

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Adorable Key West Style Rancher Only 2 Blocks to Gulf

  • Type: House
    Bedrooms: 2
    Sleeps: 4
    Bathrooms: 2/0
    Town: Englewood
    Zip Code: 34223

  • Rental Rates:

    Monthly: $2800

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Enjoy the peace of the Gulf coast of Florida in our home

  • Type: Villa
    Bedrooms: 3
    Sleeps: 6
    Bathrooms: 2/0
    Town: Englewood
    Zip Code: 33947

  • Rental Rates:
    Weekly: $990-1224
    Monthly: $3700

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NEW LISTING - Bella Playa - Clean Luxury Beach Front Condo on Manasota Key Beach

  • Type: Condo
    Bedrooms: 2
    Sleeps: 4
    Bathrooms: 2/0
    Town: Englewood
    Zip Code: 34223

  • Rental Rates:
    Weekly: $750-950
    Monthly: $2800-3500

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Boaters-Dockage on Lemon Bay, Open Gulf 5 minutes by Boat, Heated Pool

  • Type: House
    Bedrooms: 2
    Sleeps: 6
    Bathrooms: 1/0
    Town: Englewood
    Zip Code: 06082

  • Rental Rates:
    Weekly: $450-750
    Monthly: $1500-2600

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Fabulous gulf coast villa with private pool & free golf!

  • Type: Villa
    Bedrooms: 3
    Sleeps: 6
    Bathrooms: 3/0
    Town: Englewood
    Zip Code: 33947

  • Rental Rates:
    Weekly: $798-859

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Gulf Front Home! Manasota Key! Property from Gulf to Bay!!!

  • Type: House
    Bedrooms: 2
    Sleeps: 4
    Bathrooms: 2/0
    Town: Englewood
    Zip Code: 34223

  • Rental Rates:
    Weekly: $950-1240
    Monthly: $2950-3950

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Luxurious Designer Decorated New Gulf-Front 3BR Villa

  • Type: Villa
    Bedrooms: 3
    Sleeps: 8
    Bathrooms: 2/1
    Town: Englewood
    Zip Code: 34223

  • Rental Rates: Nightly: $300-400
    Weekly: $1500-1800
    Monthly: $3800-5400

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New 2008 luxury secluded villa,electric pool,min to beach wi-fi

  • Type: Villa
    Bedrooms: 3
    Sleeps: 6
    Bathrooms: 2/0
    Town: Englewood
    Zip Code: 34223

  • Rental Rates:
    Weekly: $695-1095
    Monthly: $3300-3600

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Luxurious Villa,Large heated pool, walk to Manasota beach,Free wi fi & Int calls

  • Type: Villa
    Bedrooms: 4
    Sleeps: 8
    Bathrooms: 3/0
    Town: Englewood
    Zip Code: 34223

  • Rental Rates:
    Weekly: $795-1295
    Monthly: $3400-3800

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Beachfront Home on Manasota Key. Charming and sunny! Brand New Kitchen!!!

  • Type: House
    Bedrooms: 2
    Sleeps: 4
    Bathrooms: 1/0
    Town: Englewood
    Zip Code: 34223

  • Rental Rates:
    Weekly: $1100-1550
    Monthly: $4900

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Manasota Keys: Luxury Condo with Breathtaking Beach Views

  • Type: Condo
    Bedrooms: 3
    Sleeps: 6
    Bathrooms: 2/1
    Town: Englewood
    Zip Code: 34223

  • Rental Rates:
    Weekly: $1300-1400
    Monthly: $4000-4800

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Beachfront Home on Manasota Key. Charming and sunny! Steps from the water!

  • Type: House
    Bedrooms: 1
    Sleeps: 4
    Bathrooms: 1/0
    Town: Englewood
    Zip Code: 34223

  • Rental Rates:
    Weekly: $700-1150
    Monthly: $4100

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Beautiful Villa, only 2 minutes from the Beach!

  • Type: Villa
    Bedrooms: 4
    Sleeps: 10
    Bathrooms: 3/0
    Town: Englewood
    Zip Code: 34223

  • Rental Rates: Nightly: $120
    Weekly: $1200-1300

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Bayshore -Ideal for 2 families, Secluded, Pool & Hot Tub, Close to beach & Golf

  • Type: House
    Bedrooms: 4
    Sleeps: 8
    Bathrooms: 3/1
    Town: Englewood
    Zip Code: 34223

  • Rental Rates:
    Weekly: $800-1200
    Monthly: $2800-4000

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205 Feet of Private Beach Right on the Gulf

  • Type: House
    Bedrooms: 5
    Sleeps: 12
    Bathrooms: 5/1
    Town: Englewood
    Zip Code: 34223

  • Rental Rates:
    Weekly: $3000
    Monthly: $13600

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#3101 Abercrombie & Fish

  • Type: Condo
    Bedrooms: 3
    Sleeps: 8
    Bathrooms: 3/0
    Town: Englewood
    Zip Code: 33946

  • Rental Rates:
    Weekly: $1300
    Monthly: $3100

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#3105 Hacienda Condo I

  • Type: Condo
    Bedrooms: 2
    Sleeps: 6
    Bathrooms: 2/1
    Town: Englewood
    Zip Code: 33946

  • Rental Rates:
    Weekly: $850
    Monthly: $2000

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#3131 Sunrise Serenade

  • Type: Condo
    Bedrooms: 2
    Sleeps: 4
    Bathrooms: 2/0
    Town: Englewood
    Zip Code: 34223

  • Rental Rates:

    Monthly: $4000

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Beautiful Manasota Key Home with Classic Key West Architecture & Pool

  • Type: House
    Bedrooms: 3
    Sleeps: 6
    Bathrooms: 3/0
    Town: Englewood
    Zip Code: 34223

  • Rental Rates:
    Weekly: $1300-1500
    Monthly: $4500-5000

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Looking for the perfect place to stay on your vacation in Englewood, Florida? Browse our database of vacation rentals - including rental homes, condos, cottages, beach houses, and more!

Englewood Vacation & Rental Tips

A Great Vacation Getaway in Englewood, FL

When you think of your next vacation destination, give Englewood, FL a try. This city is a great getaway that offers so much history that you'll be taken back in time.

Dearborn Street is like the central hub to everything this town offers. You'll find great little eateries as well as some unique places to shop. If you love the beach then get your vacation rental close to the shore so that you can watch many of the shorebirds as well as check out the turtles.

If you get a vacation home near Old Englewood Village, then you'll get a taste of the rich history offered by this destination. On the corner of Dearborn Street and Old Englewood Road you'll find the The Quinby/Jergens/Rinkard House. Built in 1896, this was originally a boarding house. Now privately owned, this home was once owned by the Jergens family, as in the soap and lotion. It is the oldest structure in Englewood.

The Green Street church is now a museum owned by the historical society and the Elizabeth Bryant Studio building still looks almost like it originally did when it was built in the 1920's. The feel of Engelwood is warm and inviting. You'll want to sit on the porch on your vacation home and talk about the history of the town. This town welcomes visitors to the area and wants you to become a part of the community, even if only for a weekend.

Book your vacation rental today and take a step back in time in Englewood, FL.

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