Luxury Vacation Rentals in Englewood

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.

We found 27 vacation rentals – enter your dates for availability.

Top-rated vacation rentals in Englewood

Home in Englewood

3 bedrooms•3 baths

•

New

Home in Englewood

3 bedrooms•2 baths

•

Home in Englewood

2 bedrooms•2.5 baths

•

New

Home in Rotonda West

3 bedrooms•2 baths

•

New

Home in Venice

3 bedrooms•3 baths

New

Condo in Venice

2 bedrooms•2 baths

•

Condo in Venice

2 bedrooms•2 baths

•

New

Apartment in Venice

2 bedrooms•2 baths

•

New

Welcome to Englewood

Experience the best of private home comfort and hotel polish with Wander’s luxury vacation rentals in Englewood. Our coastal portfolio features light-filled pool homes and serene waterfront retreats, designed for easy living and unhurried mornings by the water.

Every stay looks exactly like the photos and includes hotel-grade amenities, ultra fast WiFi, pristine cleaning, and 24/7 concierge. Expect chef-ready kitchens, plush linens, and generous lounges that open to sunny patios and pools. Work or unwind with equal ease.

Choose the haven that matches your style and let the Gulf set the tone.

Destinations near Englewood

Available soon in Englewood

Home in Rotonda West

3 bedrooms•2 baths

•

New

Home in Port Charlotte

3 bedrooms•2 baths

•

New

All homes in Englewood

Home in Englewood

3 bedrooms•3 baths

•

New

Home in Englewood

3 bedrooms•2 baths

•

Home in Englewood

2 bedrooms•2.5 baths

•

New

Home in Rotonda West

3 bedrooms•2 baths

•

New

Home in Venice

3 bedrooms•3 baths

New

Condo in Venice

2 bedrooms•2 baths

•

Condo in Venice

2 bedrooms•2 baths

•

New

Apartment in Venice

2 bedrooms•2 baths

•

New

View all homes

Highlights in Englewood

Discover Englewood's pristine Gulf beaches, rich coastal nature preserves, and charming historic downtown for a perfect, laid-back Florida escape.

Englewood Beach at Chadwick Park

Stump Pass Beach State Park

Historic Dearborn Street

Lemon Bay Aquatic Preserve

Blind Pass Beach

Myakka State Forest

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

Most popular amenities for vacation rentals in Englewood

Discover more of Englewood

Framed by Lemon Bay and the Gulf of Mexico, Englewood blends quiet beaches with wild coastal beauty. Manasota Key offers powder-soft sand and calm, teal water, while Stump Pass Beach State Park reveals dunes, coastal hammocks, and a brilliant shell-strewn shoreline.

Kayak sheltered mangroves, watch dolphins arc at sunrise, or bike peaceful roads beneath longleaf pines. Browse galleries and seasonal markets along Dearborn Street, then enjoy radiant sunsets that seem to pause time. All of this makes Wander’s luxury vacation rentals in Englewood the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Englewood

Why should I book a Wander in Englewood over other vacation rentals?

Wander offers a level of consistency and quality you won’t find with most vacation rentals.

Every home in Englewood delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular vacation rentals in Englewood?

Some of our most popular vacation rentals in Englewood include Beach Barracks, Englewood, 1575 Loralin Dr., and Ibis Cottage - 7700B. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different vacation rentals does Wander have available in Englewood?

Wander offers 27 vacation rentals in Englewood, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s vacation rentals in Englewood?

You can check-in to Wander vacation rentals in Englewood after 4.00pm and check-out before 10.00am.

Do Wander’s vacation rentals in Englewood have WiFi access?

Yes. Every Wander home in Englewood has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.

For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.

For some homes, a 30-day deadline applies; this will be clearly shown before you book.