Discover Your Perfect Englewood Vacation Homes

Best Vacation Homes in Englewood

House
like-icon10.0
Exceptional
(9 Reviews)
2 Bedrooms 2 Baths 6 Guests 1080 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $384/Night 7 Nights - US $2,689
House
like-icon10.0
Exceptional
(10 Reviews)
3 Bedrooms 2 Baths 8 Guests 2109.73 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $162/Night 7 Nights - US $1,134
star-icons-3
Bed & Breakfast
like-icon10.0
Exceptional
(31 Reviews)
1 Bedroom 1 Bath
  • Pool
    Pool
  • Ocean View
    Ocean View
More amenities
US $237/Night 7 Nights - US $1,659
Condo
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Internet
    Internet
  • Child Friendly
    Child Friendly
More amenities
US $282/Night 7 Nights - US $1,975
star-icons-4
House
like-icon10.0
Exceptional
(8 Reviews)
4 Bedrooms 2 Baths 10 Guests 1700.7 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
US $281/Night 7 Nights - US $1,965
House
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $191/Night 7 Nights - US $1,337
House
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 6 Guests 1200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $328/Night 7 Nights - US $2,295
Apartment
like-icon8.0
Excellent
(2 Reviews)
1 Bedroom 1 Bath 6 Guests 300 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $136/Night 7 Nights - US $952

Englewood Luxury Rentals

Resort
like-icon10.0
Exceptional
(17 Reviews)
8 Baths 33 Guests 6200 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $4,052/Night 7 Nights - US $28,366
House
4 Bedrooms 3 Baths 8 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,520/Night 7 Nights - US $10,638
Condo
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 4 Baths 17 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $1,466/Night 7 Nights - US $10,260
House
like-icon10.0
Exceptional
(29 Reviews)
5 Bedrooms 4 Baths 10 Guests 4843 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $1,314/Night 7 Nights - US $9,198
House
4 Bedrooms 4 Baths 10 Guests 3334 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,296/Night 7 Nights - US $9,073
New
House
6 Bedrooms 5 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $1,271/Night 7 Nights - US $8,899
House
like-icon10.0
Exceptional
(25 Reviews)
1 Bedroom 3 Baths 18 Guests
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
US $1,140/Night 7 Nights - US $7,982
House
like-icon10.0
Exceptional
(14 Reviews)
4 Bedrooms 3 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $1,115/Night 7 Nights - US $7,803

Englewood Pet Friendly Vacation Rentals

New
House
3 Bedrooms 2 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $519/Night 7 Nights - US $3,636
star-icons-4
Villa
like-icon10.0
Exceptional
(8 Reviews)
3 Bedrooms 2 Baths 6 Guests 1410.07 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $221/Night 7 Nights - US $1,545
star-icons-3
House
like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
US $431/Night 7 Nights - US $3,014
House
2 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $227/Night 7 Nights - US $1,592
star-icons-4
House
like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 2 Baths 9 Guests 1797.57 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
US $600/Night 7 Nights - US $4,200
New
House
3 Bedrooms 1 Bath 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $198/Night 7 Nights - US $1,388
New
House
1 Bedroom 2 Baths 6 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $177/Night 7 Nights - US $1,236
Cottage
like-icon10.0
Exceptional
(135 Reviews)
1 Bedroom 1 Bath 2 Guests 625 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $229/Night 7 Nights - US $1,606

Englewood Large Vacation Homes

Villa
like-icon10.0
Exceptional
(93 Reviews)
2 Bedrooms 1 Bath 6 Guests 450 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $156/Night 7 Nights - US $1,090
House
like-icon10.0
Exceptional
(5 Reviews)
4 Bedrooms 3 Baths 10 Guests 2002.09 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
US $565/Night 7 Nights - US $3,954
star-icons-4
Villa
like-icon6.0
Good
(1 Review)
1 Bedroom 1 Bath
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $194/Night 7 Nights - US $1,358
Villa
like-icon10.0
Exceptional
(86 Reviews)
3 Bedrooms 1 Bath 5 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $294/Night 7 Nights - US $2,058
star-icons-4
House
like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 2 Baths 12 Guests 1948.27 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $266/Night 7 Nights - US $1,862
Villa
like-icon10.0
Exceptional
(74 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $289/Night 7 Nights - US $2,021
Villa
like-icon10.0
Exceptional
(71 Reviews)
3 Bedrooms 1 Bath 5 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $292/Night 7 Nights - US $2,044
Villa
like-icon10.0
Exceptional
(45 Reviews)
1 Bedroom 1 Bath 4 Guests 550 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $239/Night 7 Nights - US $1,670

Discover & compare premier experiences around Englewood

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Englewood Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Englewood

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here can enhance your experience, as the best seasons for enjoying the region’s pleasant weather and vibrant local atmosphere often align with specific months of the year.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, you can enjoy warm daytime temperatures and a lively atmosphere suitable for exploring the area’s scenic beauty.

Average Temperature Daytime: 75°F - Nighttime: 55°F
spring
Spring (March to May)

Spring brings pleasant weather with blooming flora, making it ideal for outdoor activities and relaxing by the water.

Average Temperature Daytime: 78°F - Nighttime: 60°F

Off-Season Highlights

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Summer (June to August)

In the summer, you might encounter hotter days and higher humidity, but the region remains perfect for beach outings and watersports.

Average Temperature Daytime: 89°F - Nighttime: 73°F
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Fall (September to November)

During fall, the area experiences cooler temperatures and less crowding, providing a peaceful retreat while still enjoying warm weather.

Average Temperature Daytime: 82°F - Nighttime: 65°F

Weekly Weather Forecast for Englewood

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy sunbathing and outdoor lounging by the private pool area, perfect for relaxing under the Florida sun.
  • Benefit from a fully equipped outdoor kitchen or barbecue grill to prepare meals amidst the scenic surroundings.
  • Take advantage of spacious patios or verandas with comfortable seating to gather with family and friends.
  • Make use of lush landscaped gardens or yard space ideal for outdoor games and activities.
  • Discover convenient parking areas designed to accommodate your vehicle during your stay.
  • Utilize outdoor dining spaces to savor meals while enjoying the fresh air and views of the region’s natural beauty.
  • Access nearby walking or biking paths that allow you to explore the charming local scenery at your own pace.
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Family Activities

  • Englewood Beach: Spend a fun-filled day relaxing on the sandy shores and building memorable sandcastles with your family in this scenic coastal area.
  • Discover local history and enjoy outdoor activities like picnicking and nature walks at this popular park along the region's waterways.
  • Venetian Waterway Park: Explore paved trails perfect for biking and walking, offering stunning views of the water that make for an enjoyable family outing.
  • Englewood Historical Museum: Engage the kids with fascinating exhibits about the area's heritage, providing an educational experience during your stay here.
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Adult Activities

  • Golfing at Englewood Golf Course: Enjoy a leisurely day on the lush fairways of this local golf course, perfect for both beginners and seasoned players seeking scenic views.
  • Fishing at Lemon Bay Park: Cast your line in the calm waters of Lemon Bay, where you can engage in some of the region's best saltwater fishing experiences.
  • Birdwatching at Myakka River State Park: Explore diverse habitats ideal for spotting native bird species in this renowned state park nearby.
  • Dining at Waterfront Restaurants: Indulge in fresh seafood and regional cuisine with waterfront dining options that showcase the area's picturesque scenery.

Englewood Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities Ahead: Explore local parks, beaches, and outdoor spots early to optimize your time and enjoy the natural beauty of this coastal region.
  • Choose the Right Accommodation: Select a well-located vacation rental that offers easy access to the area's popular attractions and serene beaches.
  • Take Advantage of Local Dining: Sample fresh seafood and regional cuisine at nearby eateries to truly experience the flavors of this inviting destination.
  • Stay Connected with the Area: Keep up-to-date with community events and local tips through online resources to enhance your stay in this welcoming region.

Transportation Options

  • Local Bus Services: You can rely on the area's local bus network for affordable and convenient transportation around Englewood, making it easy to explore nearby beaches and attractions.
  • Rental Car Agencies: Renting a car offers you the freedom to discover the region at your own pace, with numerous agencies conveniently located near vacation rentals here.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft provide quick, reliable door-to-door transportation within the local area and to other destinations in the region.
  • Bike Rentals: For an eco-friendly and leisurely way to experience the scenery, bike rentals are available to help you explore the charming coastal town and its surroundings comfortably.

Local Customs Options

  • Gulf Coast Seafood Dining: You’ll find that enjoying fresh seafood here is an essential part of experiencing the local customs in this coastal area.
  • Traditional Boating Culture: Engaging with the boating lifestyle is common, reflecting the region’s deep connection to water-based activities and maritime traditions.
  • Community Seafood Festivals: Participating in seasonal festivals celebrating local catches offers a glimpse into the area’s rich fishing heritage.
  • Respect for Nature and Conservation: Visitors often observe and appreciate the community’s emphasis on preserving natural beauty and marine life in this region.

Englewood Vacation Rental Frequently Asked Questions

2. How many vacation rentals have private pools in Englewood?

3. Which vacation homes in Englewood are best for families?

If you are looking for a family-friendly vacation home in Englewood, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Englewood:

4. How many Rentbyowner vacation rentals are available in Englewood?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 2444 in the Englewood area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Englewood. 

5. What is the cancellation policy for vacation rentals in Englewood, Florida?

Cancellation policies vary by property. You should review the specific listing details or contact the owner directly to understand the terms regarding refunds and cancellations before completing your booking.

6. How do I find the best vacation rental options in the area?

To find the ideal rental, filter your search based on your preferences such as amenities, size, and price. Reading reviews and contacting hosts for additional information can also help ensure a comfortable stay.

7. Are there any additional fees I should be aware of when booking vacation rentals here?

Additional fees like cleaning fees, service charges, or taxes are typically included in the listing details. It's recommended to review the breakdown before finalizing your reservation or reach out to the property owner for clarification.

8. What amenities are commonly available in vacation rentals in this region?

Many rentals offer amenities such as fully equipped kitchens, Wi-Fi, laundry facilities, and outdoor spaces. Specific offerings vary by property, so check each listing for detailed information about what’s included.

9. How can I ensure my booking is secure and reliable?

Booking through verified listings and communicating directly with property owners helps ensure a trustworthy experience. Always review host ratings and read previous guest reviews to confirm the reliability of your chosen vacation rental.

Englewood Top Rated Vacation Rentals

House
like-icon10.0
Exceptional
(133 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $198/Night 7 Nights - US $1,385
House
like-icon10.0
Exceptional
(119 Reviews)
3 Bedrooms 3 Baths 6 Guests 1626 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $311/Night 7 Nights - US $2,174
Condo
like-icon10.0
Exceptional
(119 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $231/Night 7 Nights - US $1,617
Condo
like-icon10.0
Exceptional
(103 Reviews)
1 Bedroom 1 Bath 2 Guests 500 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $185/Night 7 Nights - US $1,292
House
like-icon10.0
Exceptional
(97 Reviews)
2 Bedrooms 1 Bath 7 Guests 900 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $515/Night 7 Nights - US $3,602
House
like-icon10.0
Exceptional
(94 Reviews)
3 Bedrooms 2 Baths 6 Guests 1575 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $274/Night 7 Nights - US $1,921
Cottage
like-icon10.0
Exceptional
(91 Reviews)
2 Bedrooms 1 Bath 4 Guests 950 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $213/Night 7 Nights - US $1,490
Apartment
like-icon10.0
Exceptional
(88 Reviews)
1 Bedroom 1 Bath 2 Guests 500 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $184/Night 7 Nights - US $1,286