Englewood FL Vacation Rentals

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Make Englewood your next getaway

Where peaceful beaches meet pristine nature, Englewood, Florida offers a Gulf Coast getaway full of sun, shelling, and old-Florida charm. With uncrowded beaches, wildlife-rich waters, and a welcoming small-town vibe, this laid-back destination is ideal for travelers looking to slow down and experience the outdoors—from kayaking and fishing to dolphin cruises and beachcombing under endless skies. 

Top Englewood property types

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House rentals

View 17 House rentals
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Duplexes

View 10 Duplexes
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Condo rentals

View 7 Condo rentals

Popular amenities for Englewood vacation rentals

Popular
Dog-friendly Hot tub Internet
Blissful Beach Retreat D
0 Bedroom | 1 Bath | Sleeps 2

Blissful Beach Retreat D - Englewood, FL

$130 avg / night
(excludes fees and taxes)
Blissful Beach Retreat C
0 Bedroom | 1 Bath | Sleeps 2

Blissful Beach Retreat C - Englewood, FL

$112 avg / night
(excludes fees and taxes)
5.0 (3)
Blissful Beach Retreat A
2 Bedroom | 1 Bath | Sleeps 4

Blissful Beach Retreat A - Englewood, FL

$125 avg / night
(excludes fees and taxes)
3.95 (21)
The Dockhouse
2 Bedroom | 1.5 Bath | Sleeps 4

The Dockhouse - Englewood, FL

$142 avg / night
(excludes fees and taxes)
The Right Engle
3 Bedroom | 2 Bath | Sleeps 6

The Right Engle - Englewood, FL

$294 avg / night
(excludes fees and taxes)
4.8 (10)

View 32 more homes

Recent Englewood guest reviews

Overall clean and updated Location could not be beat 5 minute walk between gulf and beach could not be better
Jack S. | Feb 2026
The house was brand new inside and nicely decorated. The beds were very comfortable. We would definitely stay here again.
William Z. | Jan 2026
Our stay was nothing short of magical. From the moment we arrived, it felt like we had discovered a slice of paradise tucked away on Englewood Beach. The location is unbeatable -just steps from the sand with stunning sunsets, soothing Gulf breezes, and the kind of calm that instantly melts stress away. The property itself truly lives up to the name. Everything was spotless, thoughtfully designed, and incredibly comfortable. You can tell the owners put real care into every detail—from the cozy, beachy decor to the well equipped amenities that made it feel like a home away from home rather than just a rental. Mornings were peaceful and perfect. Evenings were just as special, with gorgeous sunsets that made us never want to leave. If you’re looking for a place that feels special, not just a place to sleep—this is it. We left refreshed, happy, and already planning our return. This spot is an absolute gem, and we can’t recommend it highly enough.
Ewelina P. | Jan 2026
Englewood vacation rental FAQ

Yes, 21 of our Englewood homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 100 of our Englewood vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Englewood vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find the check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Englewood team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Englewood, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons cleaning
Professional cleaning

Why vacation in Englewood?

Englewood is the kind of place where the beach still feels local, the seafood is always fresh, and the best moments happen with a view of the water. Located between Sarasota and Fort Myers, this quiet coastal town offers the perks of the Gulf without the busier crowds of more commercial destinations.

It’s especially popular for nature lovers, boaters, families, and snowbirds who want everything from shaded mangrove trails to laid-back beach days. You’ll find natural parks, art markets, and plenty of water access—plus the kind of charm that makes you feel like a longtime visitor on day one.

Things to do in Englewood, FL

Where to stay in Englewood

Vacation rentals in Englewood offer something for every traveler—from beachfront condos and canal-front homes to quiet neighborhood cottages close to parks and markets. Most stays are located minutes from the beach, boat launches, or nature trails—making it easy to enjoy the best of coastal Florida without the crowds.

Whether you're visiting for a week or a winter season, you’ll find peace, comfort, and classic Gulf charm around every corner. 

Fall into the rhythm of the real Florida

Englewood is a town that lets you slow down. It’s beach mornings without rush, afternoons in the sun, and nights spent under stars with the sound of the water nearby. With warm hospitality, preserved nature, and simple coastal pleasures, Englewood is everything you want in a Florida getaway—and nothing you don’t.

Englewood travel inspiration

The best beaches in Southwest Florida