Best Vacation Homes in Englewood
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Englewood Luxury Rentals
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Englewood Pet Friendly Vacation Rentals
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Englewood Large Vacation Homes
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Why Choose Rent By Owner for your Englewood Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Englewood Vacation Rentals
Where are the best neighborhoods to stay in Englewood?
Exploring neighborhoods in Englewood, Florida offers you a variety of charming options to enhance your stay. Whether you're looking for a peaceful retreat or a lively area close to local amenities, the neighborhoods here provide a perfect setting for your vacation. Each neighborhood features its own unique character, making it easy to find a location that suits your preferences. With a range of comfortable and reliable vacation rentals available throughout Englewood, you'll have everything needed for a memorable visit to this beautiful part of Florida. Booking your stay in these welcoming neighborhoods ensures a seamless experience as you enjoy all that Englewood has to offer.
Palm Island
This secluded island offers a peaceful retreat with direct access to pristine beaches, making it an ideal spot for relaxing by the water. Choosing here means enjoying tranquil surroundings while staying close to the natural beauty of the area.
View 98+ Rentals in Palm IslandSouth Venice
Located just south of the city center, this neighborhood provides a blend of coastal charm and convenient access to local amenities. It’s perfect for exploring nearby beaches and experiencing the laid-back vibe that characterizes this region.
View 386+ Rentals in South VeniceLive Oak Landings
Known for its quiet streets and lush landscapes, this community offers a serene setting for your stay. Here, you can enjoy the tranquility of nature while remaining close to Englewood's attractions and waterways.
View 1405+ Rentals in Live Oak LandingsClintwood Acres
This charming neighborhood features spacious lots and friendly neighborhoods, making it a comfortable choice for travelers seeking a relaxed environment. It’s well-suited for those wanting easy access to outdoor activities and local services.
View 1509+ Rentals in Clintwood AcresPoint of Pines
Offering scenic views and proximity to waterfront areas, Point of Pines is an excellent base for exploring the coastal scenery. It’s ideal for visitors looking for a peaceful setting with quick access to outdoor recreation.
View 1482+ Rentals in Point of PinesOverbrook Gardens
This inviting neighborhood features mature landscaping and a welcoming atmosphere, perfect for leisurely strolls and relaxing evenings. Staying here provides a comfortable experience close to local parks and community amenities.
View 586+ Rentals in Overbrook GardensEnglewood South
Situated south of the region’s main attractions, this area offers easy access to beaches, shopping, and dining options. It's a strategic choice for visitors wanting convenience combined with a relaxed coastal lifestyle.
View 149+ Rentals in Englewood SouthRotonda Heights
This vibrant community features scenic lakes and golf courses, making it suitable for outdoor enthusiasts. Its central location allows easy exploration of both inland and coastal destinations in the region.
View 45+ Rentals in Rotonda HeightsBest 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 (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.
Spring (March to May)
Spring brings pleasant weather with blooming flora, making it ideal for outdoor activities and relaxing by the water.
Off-Season Highlights
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.
Fall (September to November)
During fall, the area experiences cooler temperatures and less crowding, providing a peaceful retreat while still enjoying warm weather.
Weekly Weather Forecast for Englewood
How to Book Your Englewood Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Englewood
Common Vacation Rentals Amenities
What amenities can you expect?
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.
Top Attractions Around Englewood
What attractions are nearby?
In this charming destination, you can enjoy a variety of outdoor activities such as fishing, boating, and relaxing on pristine beaches just minutes from your vacation rental.
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.
- 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.
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.
Other Places to Stay in Englewood, FL
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.
Frequently Asked Questions About Englewood?
1. What are the top vacation rentals in Englewood?
There are a lot of options in Englewood. If you plan on staying in the Englewood area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Englewood:
- Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi
- Kozy Kottage on private road. 2 minute walk to private beach. Pet friendly!
- 3 Miles from Beach! Beautiful Canal Home, 3 Bed/3 Bath, heated pool and spa
- Come enjoy an unforgettable family vacation on Manasota Key
- Directly on the Key w/Private entry to Englewood Beach and Bayside views! Unit A
- ALL NEW-Fully renovated! Steps to beach. Near Boca Grande. Great beaches/fishing
- 30 Seconds to Beach Path! All inclusive! Kayaks, SUP's, Bikes & so much more!
- Windrose is renovated all new. nSeptember 2025 dates open. 50 STEPS TO BEACH!
- Spectacular Gulf Front View 1/1 Visitor Unit
- DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN, COZY CONDO.
2. How many vacation rentals have private pools in Englewood?
There are 512 vacation rentals with private pools near Englewood. Top-rated RBO homes that have access to a swimming pool include:
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 2170 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?
6. How do I find the best vacation rental options in the area?
7. Are there any additional fees I should be aware of when booking vacation rentals here?
8. What amenities are commonly available in vacation rentals in this region?
9. How can I ensure my booking is secure and reliable?
Englewood Top Rated Vacation Rentals
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