Englewood FL Vacation Rentals

Compare 23 vacation rentals.
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USA > Florida > Englewood

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. 

Explore Englewood house rentals, duplexes, condo rentals, and more

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House rentals

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Duplexes

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Condo rentals

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Popular amenities for Englewood vacation rentals

Popular
Dog-friendly Hot tub Internet
Blissful Beach Retreat A
2 Bedroom | 1 Bath | Sleeps 4

Blissful Beach Retreat A - Englewood, FL

$180 avg / night
(excludes fees and taxes)
3.87 (15)
Blissful Beach Retreat B
2 Bedroom | 1 Bath | Sleeps 4

Blissful Beach Retreat B - Englewood, FL

$164 avg / night
(excludes fees and taxes)
4.67 (18)
Blue Pearl
3 Bedroom | 2 Bath | Sleeps 6

Blue Pearl - Englewood, FL

$275 avg / night
(excludes fees and taxes)
Mangrove View on Oyster Creek
2 Bedroom | 2 Bath | Sleeps 4

Mangrove View on Oyster Creek - Englewood, FL

$171 avg / night
(excludes fees and taxes)
4.49 (41)
Manasota Key Dream
2 Bedroom | 2 Bath | Sleeps 4

Manasota Key Dream - Englewood, FL

$199 avg / night
(excludes fees and taxes)
5.0 (8)

View 18 more homes

Recent Englewood guest reviews

SUPER CLEAN AND SPACIOUS, and guarantees all services
Palomino E. | Jul 2025
This is a great place to relax and enjoy the beach
Kassandra S. | Jul 2025
Locality
Martin H. | Jun 2025
Englewood vacation rental FAQ

Yes, 11 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. 85 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

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